MiMeDB: Showing metabocard for 11â€²-deoxyverticillin A (MMDBc0028753)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 18:31:14 UTC

Update Date

2022-08-31 06:53:58 UTC

Metabolite ID

MMDBc0028753

Metabolite Identification

Common Name

11â€²-deoxyverticillin A

Description

11'-deoxyverticillin A belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Based on a literature review a significant number of articles have been published on 11'-deoxyverticillin A.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152120312D          

 48 57  0  0  1  0            999 V2000
    7.3762    2.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -1.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9373    1.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0459    0.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9537    0.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0901    0.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625    1.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2644   -0.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7443    0.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3046    0.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3618    2.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6532   -0.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8442    0.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3437    1.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6934    0.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1525    1.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8677   -0.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1897    0.7185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4831    1.7574    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5397   -0.5301    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9080    2.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0785   -1.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5892    0.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5652    0.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8469    2.3087    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2253   -0.9340    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1661    0.9957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6274    0.8168    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8726    0.2247    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4352    0.3169    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8566    2.2943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1547   -1.0800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1219    1.4517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9817   -0.0696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3473    1.6877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6877   -0.5685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5973    1.6377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5891    3.1949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2270   -2.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9228   -0.0562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1297    1.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2098    1.9152    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9544   -0.6657    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2874    1.1719    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6969    0.0465    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9866    0.9318    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8002    2.5190    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2628   -1.3073    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15 10  2  0  0  0  0
 16 11  2  0  0  0  0
 16 14  1  0  0  0  0
 17 12  2  0  0  0  0
 17 15  1  0  0  0  0
 25  1  1  6  0  0  0
 25 21  1  0  0  0  0
 26  2  1  6  0  0  0
 26 22  1  0  0  0  0
 27 13  1  0  0  0  0
 27 14  1  0  0  0  0
 27 19  1  0  0  0  0
 28 13  1  0  0  0  0
 28 23  1  0  0  0  0
 29 15  1  6  0  0  0
 29 18  1  0  0  0  0
 29 20  1  0  0  0  0
 27 29  1  1  0  0  0
 30 18  1  0  0  0  0
 30 24  1  0  0  0  0
 31 16  1  0  0  0  0
 31 19  1  0  0  0  0
 32 17  1  0  0  0  0
 32 20  1  0  0  0  0
 33  3  1  0  0  0  0
 33 23  1  0  0  0  0
 33 25  1  0  0  0  0
 34  4  1  0  0  0  0
 34 24  1  0  0  0  0
 34 26  1  0  0  0  0
 35 19  1  0  0  0  0
 35 21  1  0  0  0  0
 28 35  1  1  0  0  0
 36 20  1  0  0  0  0
 36 22  1  0  0  0  0
 30 36  1  1  0  0  0
 18 37  1  1  0  0  0
 38 21  2  0  0  0  0
 39 22  2  0  0  0  0
 40 23  2  0  0  0  0
 41 24  2  0  0  0  0
 42 25  1  0  0  0  0
 43 26  1  0  0  0  0
 44 28  1  0  0  0  0
 44 42  1  0  0  0  0
 45 30  1  0  0  0  0
 45 43  1  0  0  0  0
 18 46  1  6  0  0  0
 19 47  1  1  0  0  0
 20 48  1  1  0  0  0
M  END


  Mrv1652305152120312D          

 48 57  0  0  1  0            999 V2000
    7.3762    2.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5670   -1.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9373    1.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0459    0.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9537    0.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0901    0.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625    1.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2644   -0.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7443    0.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3046    0.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3618    2.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6532   -0.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8442    0.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3437    1.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6934    0.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1525    1.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8677   -0.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1897    0.7185    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4831    1.7574    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5397   -0.5301    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9080    2.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0785   -1.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5892    0.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5652    0.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8469    2.3087    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2253   -0.9340    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1661    0.9957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6274    0.8168    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8726    0.2247    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4352    0.3169    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8566    2.2943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1547   -1.0800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1219    1.4517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9817   -0.0696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3473    1.6877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6877   -0.5685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5973    1.6377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5891    3.1949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2270   -2.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9228   -0.0562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1297    1.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2098    1.9152    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9544   -0.6657    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2874    1.1719    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6969    0.0465    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9866    0.9318    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8002    2.5190    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2628   -1.3073    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15 10  2  0  0  0  0
 16 11  2  0  0  0  0
 16 14  1  0  0  0  0
 17 12  2  0  0  0  0
 17 15  1  0  0  0  0
 25  1  1  6  0  0  0
 25 21  1  0  0  0  0
 26  2  1  6  0  0  0
 26 22  1  0  0  0  0
 27 13  1  0  0  0  0
 27 14  1  0  0  0  0
 27 19  1  0  0  0  0
 28 13  1  0  0  0  0
 28 23  1  0  0  0  0
 29 15  1  6  0  0  0
 29 18  1  0  0  0  0
 29 20  1  0  0  0  0
 27 29  1  1  0  0  0
 30 18  1  0  0  0  0
 30 24  1  0  0  0  0
 31 16  1  0  0  0  0
 31 19  1  0  0  0  0
 32 17  1  0  0  0  0
 32 20  1  0  0  0  0
 33  3  1  0  0  0  0
 33 23  1  0  0  0  0
 33 25  1  0  0  0  0
 34  4  1  0  0  0  0
 34 24  1  0  0  0  0
 34 26  1  0  0  0  0
 35 19  1  0  0  0  0
 35 21  1  0  0  0  0
 28 35  1  1  0  0  0
 36 20  1  0  0  0  0
 36 22  1  0  0  0  0
 30 36  1  1  0  0  0
 18 37  1  1  0  0  0
 38 21  2  0  0  0  0
 39 22  2  0  0  0  0
 40 23  2  0  0  0  0
 41 24  2  0  0  0  0
 42 25  1  0  0  0  0
 43 26  1  0  0  0  0
 44 28  1  0  0  0  0
 44 42  1  0  0  0  0
 45 30  1  0  0  0  0
 45 43  1  0  0  0  0
 18 46  1  6  0  0  0
 19 47  1  1  0  0  0
 20 48  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0028753

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]12NC3=CC=CC=C3[C@]1(C[C@]13SS[C@](C)(N(C)C1=O)C(=O)N23)[C@@]12C3=CC=CC=C3N[C@]1([H])N1C(=O)[C@]3(C)SS[C@]1(C(=O)N3C)[C@@]2([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C30H28N6O5S4/c1-25-21(38)35-19-27(14-9-5-7-11-16(14)31-19,13-28(35,44-42-25)23(40)33(25)3)29-15-10-6-8-12-17(15)32-20(29)36-22(39)26(2)34(4)24(41)30(36,18(29)37)45-43-26/h5-12,18-20,31-32,37H,13H2,1-4H3/t18-,19+,20+,25-,26-,27-,28-,29+,30-/m0/s1

> <INCHI_KEY>
IMORFARNICQOLW-MTBOUJTPSA-N

> <FORMULA>
C30H28N6O5S4

> <MOLECULAR_WEIGHT>
680.83

> <EXACT_MASS>
680.100402722

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
65.8145118517258

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,3S,11R,14S)-3-[(1S,3R,11R,14S)-14,18-dimethyl-13,17-dioxo-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.0^{1,12}.0^{3,11}.0^{4,9}]octadeca-4,6,8-trien-3-yl]-2-hydroxy-14,18-dimethyl-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.0^{1,12}.0^{3,11}.0^{4,9}]octadeca-4,6,8-triene-13,17-dione

> <ALOGPS_LOGP>
3.02

> <JCHEM_LOGP>
2.9827093576666672

> <ALOGPS_LOGS>
-3.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.858474634233461

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.134295675054698

> <JCHEM_PKA_STRONGEST_BASIC>
2.295255503170247

> <JCHEM_POLAR_SURFACE_AREA>
125.52999999999997

> <JCHEM_REFRACTIVITY>
175.94549999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3S,11R,14S)-3-[(1S,3R,11R,14S)-14,18-dimethyl-13,17-dioxo-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.0^{1,12}.0^{3,11}.0^{4,9}]octadeca-4,6,8-trien-3-yl]-2-hydroxy-14,18-dimethyl-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.0^{1,12}.0^{3,11}.0^{4,9}]octadeca-4,6,8-triene-13,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      13.769   5.491   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.058  -2.885   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.816   2.476   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.086   0.020   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.647   1.364   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.368   0.827   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.290   2.862   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.694  -0.678   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.123   0.924   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.902   1.298   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.409   3.920   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.553  -1.712   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.043   0.902   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.242   1.982   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.761   0.264   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.885   3.480   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.086  -1.241   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.954   1.341   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.368   3.281   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.607  -0.990   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.028   4.544   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.880  -2.369   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.300   1.303   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.922   1.195   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.781   4.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.287  -1.743   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.777   1.859   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.505   1.525   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.229   0.419   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.546   0.591   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       7.199   4.283   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       7.755  -2.016   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      13.294   2.710   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0       1.833  -0.130   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0       9.982   3.150   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0       5.017  -1.061   0.000  0.00  0.00           N+0
HETATM   37  O   UNK     0       6.715   3.057   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      10.433   5.964   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       4.157  -3.996   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      12.923  -0.105   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       2.109   2.702   0.000  0.00  0.00           O+0
HETATM   42  S   UNK     0      11.592   3.575   0.000  0.00  0.00           S+0
HETATM   43  S   UNK     0       3.648  -1.243   0.000  0.00  0.00           S+0
HETATM   44  S   UNK     0      11.737   2.188   0.000  0.00  0.00           S+0
HETATM   45  S   UNK     0       3.168   0.087   0.000  0.00  0.00           S+0
HETATM   46  H   UNK     0       7.442   1.739   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       8.960   4.702   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       6.091  -2.440   0.000  0.00  0.00           H+0
CONECT    1   25                                                            
CONECT    2   26                                                            
CONECT    3   33                                                            
CONECT    4   34                                                            
CONECT    5    7    9                                                       
CONECT    6    8   10                                                       
CONECT    7    5   11                                                       
CONECT    8    6   12                                                       
CONECT    9    5   14                                                       
CONECT   10    6   15                                                       
CONECT   11    7   16                                                       
CONECT   12    8   17                                                       
CONECT   13   27   28                                                       
CONECT   14    9   16   27                                                  
CONECT   15   10   17   29                                                  
CONECT   16   11   14   31                                                  
CONECT   17   12   15   32                                                  
CONECT   18   29   30   37   46                                             
CONECT   19   27   31   35   47                                             
CONECT   20   29   32   36   48                                             
CONECT   21   25   35   38                                                  
CONECT   22   26   36   39                                                  
CONECT   23   28   33   40                                                  
CONECT   24   30   34   41                                                  
CONECT   25    1   21   33   42                                             
CONECT   26    2   22   34   43                                             
CONECT   27   13   14   19   29                                             
CONECT   28   13   23   35   44                                             
CONECT   29   15   18   20   27                                             
CONECT   30   18   24   36   45                                             
CONECT   31   16   19                                                       
CONECT   32   17   20                                                       
CONECT   33    3   23   25                                                  
CONECT   34    4   24   26                                                  
CONECT   35   19   21   28                                                  
CONECT   36   20   22   30                                                  
CONECT   37   18                                                            
CONECT   38   21                                                            
CONECT   39   22                                                            
CONECT   40   23                                                            
CONECT   41   24                                                            
CONECT   42   25   44                                                       
CONECT   43   26   45                                                       
CONECT   44   28   42                                                       
CONECT   45   30   43                                                       
CONECT   46   18                                                            
CONECT   47   19                                                            
CONECT   48   20                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  114    0
END

Synonyms

Value	Source
11,11'-Dideoxyverticillin a	MeSH

Molecular Formula

C₃₀H₂₈N₆O₅S₄

Average Mass

680.83

Monoisotopic Mass

680.100402722

IUPAC Name

(1S,2S,3S,11R,14S)-3-[(1S,3R,11R,14S)-14,18-dimethyl-13,17-dioxo-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.0^{1,12}.0^{3,11}.0^{4,9}]octadeca-4,6,8-trien-3-yl]-2-hydroxy-14,18-dimethyl-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.0^{1,12}.0^{3,11}.0^{4,9}]octadeca-4,6,8-triene-13,17-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@]12NC3=CC=CC=C3[C@]1(C[C@]13SS[C@](C)(N(C)C1=O)C(=O)N23)[C@@]12C3=CC=CC=C3N[C@]1([H])N1C(=O)[C@]3(C)SS[C@]1(C(=O)N3C)[C@@]2([H])O

InChI Identifier

InChI=1S/C30H28N6O5S4/c1-25-21(38)35-19-27(14-9-5-7-11-16(14)31-19,13-28(35,44-42-25)23(40)33(25)3)29-15-10-6-8-12-17(15)32-20(29)36-22(39)26(2)34(4)24(41)30(36,18(29)37)45-43-26/h5-12,18-20,31-32,37H,13H2,1-4H3/t18-,19+,20+,25-,26-,27-,28-,29+,30-/m0/s1

InChI Key

IMORFARNICQOLW-MTBOUJTPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Pyrroloindole
Alpha-amino acid or derivatives
Epipolythiodioxopiperazine
Indole
Dihydroindole
Thiodioxopiperazine
Dioxopiperazine
2,5-dioxopiperazine
Secondary aliphatic/aromatic amine
N-methylpiperazine
N-alkylpiperazine
Benzenoid
1,4-diazinane
Dithiazinane
Piperazine
Tertiary carboxylic acid amide
Pyrrole
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Lactam
Organic disulfide
Secondary alcohol
Secondary amine
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Alcohol
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.65 g/L	ALOGPS
logP	3.02	ALOGPS
logP	2.98	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.13	ChemAxon
pKa (Strongest Basic)	2.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	125.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	175.95 m³·mol⁻¹	ChemAxon
Polarizability	65.81 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	2	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Activity	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00026934

Chemspider ID

29212876

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146684982

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for 11â€²-deoxyverticillin A (MMDBc0028753)

MOL for #<Metabolite:0x00007f3e34494930>

3D MOL for #<Metabolite:0x00007f3e34494930>

3D SDF for #<Metabolite:0x00007f3e34494930>

3D-SDF for #<Metabolite:0x00007f3e34494930>

PDB for #<Metabolite:0x00007f3e34494930>

3D PDB for #<Metabolite:0x00007f3e34494930>

SMILES for #<Metabolite:0x00007f3e34494930>

INCHI for #<Metabolite:0x00007f3e34494930>

Structure for #<Metabolite:0x00007f3e34494930>

3D Structure for #<Metabolite:0x00007f3e34494930>