Showing metabocard for Lipoyl-AMP (MMDBc0030077)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:53:02 UTC
Update Date2022-08-31 17:39:32 UTC
Metabolite IDMMDBc0030077
Metabolite Identification
Common NameLipoyl-AMP
DescriptionLipoyl-amp belongs to the class of Purine Ribonucleoside Monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. (inferred from compound structure)
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f92353d2420>

 
  Mrv0541 02241222112D          
 
 34 37  0  0  1  0            999 V2000
   11.8197  -10.1666    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.9932  -10.1666    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.7452  -10.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4064  -11.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0677  -10.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7702  -11.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5141  -10.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2167  -11.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9193  -10.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6632  -11.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6632  -12.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4904  -10.4559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1103  -10.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7051  -10.7039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.7797   -9.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8542  -10.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1929  -11.7370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0439  -10.1666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4572  -11.4478    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.6062   -9.6293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5981  -10.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9782  -12.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3827  -10.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.6306  -11.4478    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.6807  -11.5304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2180  -10.1666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5974  -10.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9775  -10.9518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1510  -10.9518    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.1510  -11.7784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1510  -10.1253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3244  -10.9518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2660  -12.1558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8165  -12.1596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 13  1  0  0  0  0
 14 12  1  1  0  0  0
 12 15  1  0  0  0  0
 13 16  2  0  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 14 19  1  0  0  0  0
 15 20  2  0  0  0  0
 16 21  1  0  0  0  0
 17 22  2  0  0  0  0
 18 23  1  0  0  0  0
 19 24  1  0  0  0  0
 21 25  2  0  0  0  0
 21 26  1  0  0  0  0
 23 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 16 20  1  0  0  0  0
 22 25  1  0  0  0  0
 23 24  1  0  0  0  0
 29 32  1  0  0  0  0
 10 32  1  0  0  0  0
 24 33  1  6  0  0  0
 19 34  1  6  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f92353d2420>

HMDB0059635
     RDKit          3D
Lipoyl-AMP
 60 63  0  0  0  0  0  0  0  0999 V2000
  -10.2338   -0.3316   -0.9209 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8289   -0.5342   -0.9982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3140   -1.3829   -1.9054 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9825   -1.5890   -1.9947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1373   -0.9440   -1.1709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5761   -0.0949   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9449    0.1166   -0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1131    1.0009    0.8218 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8925    1.3247    1.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9363    0.6495    0.6594 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5316    0.7401    0.9144 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7486    0.5831   -0.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4639    0.4532    0.2308 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5940   -0.3249   -0.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3029   -0.4601   -0.3053 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5963   -1.3135   -1.4221 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1403   -2.7361   -1.4378 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3670   -0.7036   -3.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2903   -1.1954   -1.1162 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9509    0.0179   -1.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2738    1.0453   -1.3705 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4302    0.1490   -0.8640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8729    1.5598   -0.9383 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3282    1.7221   -0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9875    1.3757    0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9987    0.0224    1.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5913   -1.0390    0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8919   -0.5834   -0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9281   -0.3974    1.1630 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.2834    0.0224    2.4699 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5055   -0.2221    1.5718 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1259    0.6705    2.6015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0154   -0.4201    1.7680 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3907   -0.2851    3.0815 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8815   -1.1232   -0.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6741    0.6052   -1.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6153   -2.2941   -2.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7419    2.0274    2.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152    1.6631    1.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    1.4652    0.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6708    0.1642   -1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0655   -1.3461   -0.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5225   -1.4350   -3.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5715   -0.2530    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0070   -0.4314   -1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6336    2.0202   -1.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2850    2.2264   -0.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5303    2.8519   -0.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8672    1.3079   -1.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0857    1.7188    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5932    2.0558    1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1344   -0.3566    1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8944   -1.4506   -0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8211   -1.9153    0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9078    0.3944   -0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2931   -1.4011   -0.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9560   -1.1655    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892    0.2567    3.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2563   -1.4000    1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9444   -1.0811    3.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 13 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
  7  2  1  0
 33 11  1  0
 10  6  1  0
 30 26  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  9 38  1  0
 11 39  1  1
 13 40  1  1
 14 41  1  0
 14 42  1  0
 18 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  1  0
 31 57  1  6
 32 58  1  0
 33 59  1  6
 34 60  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f92353d2420>

 
  Mrv0541 02241222112D          
 
 34 37  0  0  1  0            999 V2000
   11.8197  -10.1666    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.9932  -10.1666    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.7452  -10.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4064  -11.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0677  -10.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7702  -11.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5141  -10.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2167  -11.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9193  -10.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6632  -11.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6632  -12.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4904  -10.4559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1103  -10.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7051  -10.7039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.7797   -9.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8542  -10.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1929  -11.7370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0439  -10.1666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4572  -11.4478    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.6062   -9.6293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5981  -10.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9782  -12.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3827  -10.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.6306  -11.4478    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.6807  -11.5304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2180  -10.1666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5974  -10.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9775  -10.9518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1510  -10.9518    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.1510  -11.7784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1510  -10.1253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3244  -10.9518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2660  -12.1558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8165  -12.1596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 13  1  0  0  0  0
 14 12  1  1  0  0  0
 12 15  1  0  0  0  0
 13 16  2  0  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 14 19  1  0  0  0  0
 15 20  2  0  0  0  0
 16 21  1  0  0  0  0
 17 22  2  0  0  0  0
 18 23  1  0  0  0  0
 19 24  1  0  0  0  0
 21 25  2  0  0  0  0
 21 26  1  0  0  0  0
 23 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 16 20  1  0  0  0  0
 22 25  1  0  0  0  0
 23 24  1  0  0  0  0
 29 32  1  0  0  0  0
 10 32  1  0  0  0  0
 24 33  1  6  0  0  0
 19 34  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030077

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H26N5O8PS2/c19-16-13-17(21-8-20-16)23(9-22-13)18-15(26)14(25)11(30-18)7-29-32(27,28)31-12(24)4-2-1-3-10-5-6-33-34-10/h8-11,14-15,18,25-26H,1-7H2,(H,27,28)(H2,19,20,21)/t10?,11-,14-,15-,18-/m1/s1

> <INCHI_KEY>
QWEGOCJRZOKSOE-NLJBGGCZSA-N

> <FORMULA>
C18H26N5O8PS2

> <MOLECULAR_WEIGHT>
535.532

> <EXACT_MASS>
535.096040725

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
50.70841164834475

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[5-(1,2-dithiolan-3-yl)pentanoyl]oxy})phosphinic acid

> <ALOGPS_LOGP>
0.25

> <JCHEM_LOGP>
-2.322057993323983

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.457192389903962

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8302712598949102

> <JCHEM_PKA_STRONGEST_BASIC>
4.988470657284801

> <JCHEM_POLAR_SURFACE_AREA>
192.13999999999996

> <JCHEM_REFRACTIVITY>
124.9477

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.12e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
Lipoyl-AMP

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f92353d2420>

HMDB0059635
     RDKit          3D
Lipoyl-AMP
 60 63  0  0  0  0  0  0  0  0999 V2000
  -10.2338   -0.3316   -0.9209 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8289   -0.5342   -0.9982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3140   -1.3829   -1.9054 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9825   -1.5890   -1.9947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1373   -0.9440   -1.1709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5761   -0.0949   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9449    0.1166   -0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1131    1.0009    0.8218 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8925    1.3247    1.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9363    0.6495    0.6594 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5316    0.7401    0.9144 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7486    0.5831   -0.2299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4639    0.4532    0.2308 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5940   -0.3249   -0.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3029   -0.4601   -0.3053 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5963   -1.3135   -1.4221 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1403   -2.7361   -1.4378 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3670   -0.7036   -3.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2903   -1.1954   -1.1162 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9509    0.0179   -1.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2738    1.0453   -1.3705 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4302    0.1490   -0.8640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8729    1.5598   -0.9383 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3282    1.7221   -0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9875    1.3757    0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9987    0.0224    1.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5913   -1.0390    0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8919   -0.5834   -0.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9281   -0.3974    1.1630 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.2834    0.0224    2.4699 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5055   -0.2221    1.5718 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1259    0.6705    2.6015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0154   -0.4201    1.7680 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3907   -0.2851    3.0815 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8815   -1.1232   -0.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6741    0.6052   -1.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6153   -2.2941   -2.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7419    2.0274    2.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2152    1.6631    1.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    1.4652    0.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6708    0.1642   -1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0655   -1.3461   -0.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5225   -1.4350   -3.6569 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5715   -0.2530    0.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0070   -0.4314   -1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6336    2.0202   -1.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2850    2.2264   -0.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5303    2.8519   -0.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8672    1.3079   -1.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0857    1.7188    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5932    2.0558    1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1344   -0.3566    1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8944   -1.4506   -0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8211   -1.9153    0.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9078    0.3944   -0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2931   -1.4011   -0.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9560   -1.1655    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892    0.2567    3.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2563   -1.4000    1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9444   -1.0811    3.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 13 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
  7  2  1  0
 33 11  1  0
 10  6  1  0
 30 26  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  9 38  1  0
 11 39  1  1
 13 40  1  1
 14 41  1  0
 14 42  1  0
 18 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 28 55  1  0
 28 56  1  0
 31 57  1  6
 32 58  1  0
 33 59  1  6
 34 60  1  0
M  END
Download

PDB for #<Metabolite:0x00007f92353d2420>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  S   UNK     0      22.063 -18.978   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0      20.521 -18.978   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0      20.058 -20.443   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.292 -21.369   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.526 -20.443   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.838 -21.215   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.226 -20.443   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.538 -21.215   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.849 -20.443   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.238 -21.215   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      29.238 -22.758   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      40.115 -19.518   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      41.273 -20.289   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      38.650 -19.981   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      40.655 -17.975   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      42.661 -19.286   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      41.427 -21.909   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      37.415 -18.978   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      38.187 -21.369   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      42.198 -17.975   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      44.050 -19.903   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      42.893 -22.526   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      36.181 -19.903   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      36.644 -21.369   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      44.204 -21.523   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      45.207 -18.978   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      34.715 -19.441   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      33.558 -20.443   0.000  0.00  0.00           O+0
HETATM   29  P   UNK     0      32.015 -20.443   0.000  0.00  0.00           P+0
HETATM   30  O   UNK     0      32.015 -21.986   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      32.015 -18.901   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      30.472 -20.443   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      35.963 -22.691   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      38.857 -22.698   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   32                                                  
CONECT   11   10                                                            
CONECT   12   13   14   15                                                  
CONECT   13   12   16   17                                                  
CONECT   14   12   18   19                                                  
CONECT   15   12   20                                                       
CONECT   16   13   21   20                                                  
CONECT   17   13   22                                                       
CONECT   18   14   23                                                       
CONECT   19   14   24   34                                                  
CONECT   20   15   16                                                       
CONECT   21   16   25   26                                                  
CONECT   22   17   25                                                       
CONECT   23   18   27   24                                                  
CONECT   24   19   23   33                                                  
CONECT   25   21   22                                                       
CONECT   26   21                                                            
CONECT   27   23   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29   10                                                       
CONECT   33   24                                                            
CONECT   34   19                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END
Download

3D PDB for #<Metabolite:0x00007f92353d2420>

COMPND    HMDB0059635
HETATM    1  N1  UNL     1     -10.234  -0.332  -0.921  1.00  0.00           N  
HETATM    2  C1  UNL     1      -8.829  -0.534  -0.998  1.00  0.00           C  
HETATM    3  N2  UNL     1      -8.314  -1.383  -1.905  1.00  0.00           N  
HETATM    4  C2  UNL     1      -6.982  -1.589  -1.995  1.00  0.00           C  
HETATM    5  N3  UNL     1      -6.137  -0.944  -1.171  1.00  0.00           N  
HETATM    6  C3  UNL     1      -6.576  -0.095  -0.255  1.00  0.00           C  
HETATM    7  C4  UNL     1      -7.945   0.117  -0.164  1.00  0.00           C  
HETATM    8  N4  UNL     1      -8.113   1.001   0.822  1.00  0.00           N  
HETATM    9  C5  UNL     1      -6.893   1.325   1.322  1.00  0.00           C  
HETATM   10  N5  UNL     1      -5.936   0.649   0.659  1.00  0.00           N  
HETATM   11  C6  UNL     1      -4.532   0.740   0.914  1.00  0.00           C  
HETATM   12  O1  UNL     1      -3.749   0.583  -0.230  1.00  0.00           O  
HETATM   13  C7  UNL     1      -2.464   0.453   0.231  1.00  0.00           C  
HETATM   14  C8  UNL     1      -1.594  -0.325  -0.759  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.303  -0.460  -0.305  1.00  0.00           O  
HETATM   16  P1  UNL     1       0.596  -1.313  -1.422  1.00  0.00           P  
HETATM   17  O3  UNL     1       0.140  -2.736  -1.438  1.00  0.00           O  
HETATM   18  O4  UNL     1       0.367  -0.704  -3.005  1.00  0.00           O  
HETATM   19  O5  UNL     1       2.290  -1.195  -1.116  1.00  0.00           O  
HETATM   20  C9  UNL     1       2.951   0.018  -1.128  1.00  0.00           C  
HETATM   21  O6  UNL     1       2.274   1.045  -1.371  1.00  0.00           O  
HETATM   22  C10 UNL     1       4.430   0.149  -0.864  1.00  0.00           C  
HETATM   23  C11 UNL     1       4.873   1.560  -0.938  1.00  0.00           C  
HETATM   24  C12 UNL     1       6.328   1.722  -0.731  1.00  0.00           C  
HETATM   25  C13 UNL     1       6.988   1.376   0.520  1.00  0.00           C  
HETATM   26  C14 UNL     1       6.999   0.022   1.082  1.00  0.00           C  
HETATM   27  C15 UNL     1       7.591  -1.039   0.216  1.00  0.00           C  
HETATM   28  C16 UNL     1       8.892  -0.583  -0.351  1.00  0.00           C  
HETATM   29  S1  UNL     1       9.928  -0.397   1.163  1.00  0.00           S  
HETATM   30  S2  UNL     1       8.283   0.022   2.470  1.00  0.00           S  
HETATM   31  C17 UNL     1      -2.506  -0.222   1.572  1.00  0.00           C  
HETATM   32  O7  UNL     1      -2.126   0.671   2.601  1.00  0.00           O  
HETATM   33  C18 UNL     1      -4.015  -0.420   1.768  1.00  0.00           C  
HETATM   34  O8  UNL     1      -4.391  -0.285   3.082  1.00  0.00           O  
HETATM   35  H1  UNL     1     -10.881  -1.123  -0.703  1.00  0.00           H  
HETATM   36  H2  UNL     1     -10.674   0.605  -1.077  1.00  0.00           H  
HETATM   37  H3  UNL     1      -6.615  -2.294  -2.755  1.00  0.00           H  
HETATM   38  H4  UNL     1      -6.742   2.027   2.136  1.00  0.00           H  
HETATM   39  H5  UNL     1      -4.215   1.663   1.399  1.00  0.00           H  
HETATM   40  H6  UNL     1      -2.030   1.465   0.350  1.00  0.00           H  
HETATM   41  H7  UNL     1      -1.671   0.164  -1.743  1.00  0.00           H  
HETATM   42  H8  UNL     1      -2.065  -1.346  -0.815  1.00  0.00           H  
HETATM   43  H9  UNL     1       0.523  -1.435  -3.657  1.00  0.00           H  
HETATM   44  H10 UNL     1       4.571  -0.253   0.130  1.00  0.00           H  
HETATM   45  H11 UNL     1       5.007  -0.431  -1.616  1.00  0.00           H  
HETATM   46  H12 UNL     1       4.634   2.020  -1.946  1.00  0.00           H  
HETATM   47  H13 UNL     1       4.285   2.226  -0.229  1.00  0.00           H  
HETATM   48  H14 UNL     1       6.530   2.852  -0.884  1.00  0.00           H  
HETATM   49  H15 UNL     1       6.867   1.308  -1.645  1.00  0.00           H  
HETATM   50  H16 UNL     1       8.086   1.719   0.501  1.00  0.00           H  
HETATM   51  H17 UNL     1       6.593   2.056   1.363  1.00  0.00           H  
HETATM   52  H18 UNL     1       6.134  -0.357   1.608  1.00  0.00           H  
HETATM   53  H19 UNL     1       6.894  -1.451  -0.542  1.00  0.00           H  
HETATM   54  H20 UNL     1       7.821  -1.915   0.892  1.00  0.00           H  
HETATM   55  H21 UNL     1       8.908   0.394  -0.825  1.00  0.00           H  
HETATM   56  H22 UNL     1       9.293  -1.401  -0.966  1.00  0.00           H  
HETATM   57  H23 UNL     1      -1.956  -1.166   1.619  1.00  0.00           H  
HETATM   58  H24 UNL     1      -1.389   0.257   3.091  1.00  0.00           H  
HETATM   59  H25 UNL     1      -4.256  -1.400   1.318  1.00  0.00           H  
HETATM   60  H26 UNL     1      -4.944  -1.081   3.323  1.00  0.00           H  
CONECT    1    2   35   36
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   37
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   38
CONECT   10   11
CONECT   11   12   33   39
CONECT   12   13
CONECT   13   14   31   40
CONECT   14   15   41   42
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   43
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   23   44   45
CONECT   23   24   46   47
CONECT   24   25   48   49
CONECT   25   26   50   51
CONECT   26   27   30   52
CONECT   27   28   53   54
CONECT   28   29   55   56
CONECT   29   30
CONECT   31   32   33   57
CONECT   32   58
CONECT   33   34   59
CONECT   34   60
END
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SMILES for #<Metabolite:0x00007f92353d2420>

NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O
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INCHI for #<Metabolite:0x00007f92353d2420>

InChI=1S/C18H26N5O8PS2/c19-16-13-17(21-8-20-16)23(9-22-13)18-15(26)14(25)11(30-18)7-29-32(27,28)31-12(24)4-2-1-3-10-5-6-33-34-10/h8-11,14-15,18,25-26H,1-7H2,(H,27,28)(H2,19,20,21)/t10?,11-,14-,15-,18-/m1/s1
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SynonymsNot Available
Molecular FormulaC18H26N5O8PS2
Average Mass535.532
Monoisotopic Mass535.096040725
IUPAC Name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[5-(1,2-dithiolan-3-yl)pentanoyl]oxy})phosphinic acid
Traditional NameLipoyl-AMP
CAS Registry NumberNot Available
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OC(=O)CCCCC2CCSS2)[C@@H](O)[C@H]1O
InChI Identifier
InChI=1S/C18H26N5O8PS2/c19-16-13-17(21-8-20-16)23(9-22-13)18-15(26)14(25)11(30-18)7-29-32(27,28)31-12(24)4-2-1-3-10-5-6-33-34-10/h8-11,14-15,18,25-26H,1-7H2,(H,27,28)(H2,19,20,21)/t10?,11-,14-,15-,18-/m1/s1
InChI KeyQWEGOCJRZOKSOE-NLJBGGCZSA-N