MiMeDB: Showing metabocard for 11,11â€²-dideoxyverticillin A (MMDBc0028752)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 18:31:10 UTC

Update Date

2022-08-31 06:53:57 UTC

Metabolite ID

MMDBc0028752

Metabolite Identification

Common Name

11,11â€²-dideoxyverticillin A

Description

Verticillin 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 Verticillin.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152120312D          

 46 55  0  0  1  0            999 V2000
    7.8070   -2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9433    2.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3281   -0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3535    0.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3316   -0.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4556   -0.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602   -1.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6270    0.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1161   -0.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6711   -0.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7734   -1.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0138    1.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2151   -0.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5721   -0.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7293   -0.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0579    0.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5580   -1.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2292    1.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8855   -1.3623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9017    0.9085    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3268   -2.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4604    1.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9648   -0.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8224   -0.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2623   -1.8549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5249    1.4011    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5498   -0.6087    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2374    0.1549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0063   -0.3937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7809   -0.0601    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2726   -1.9144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5147    1.4606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5160   -0.9914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712    0.5376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7478   -1.2712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0394    0.8174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0268   -2.7720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6431    2.4478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2797    0.5111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1903   -0.9198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6156   -1.4773    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1716    1.0236    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6749   -0.7323    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1123    0.2785    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2214   -2.1158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5658    1.6620    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
 15  9  2  0  0  0  0
 16 10  2  0  0  0  0
 17 11  2  0  0  0  0
 17 15  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 25  1  1  1  0  0  0
 25 21  1  0  0  0  0
 26  2  1  1  0  0  0
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 27 28  1  6  0  0  0
 29 13  1  0  0  0  0
 29 23  1  0  0  0  0
 30 14  1  0  0  0  0
 30 24  1  0  0  0  0
 31 17  1  0  0  0  0
 31 19  1  0  0  0  0
 32 18  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
 29 35  1  6  0  0  0
 36 20  1  0  0  0  0
 36 22  1  0  0  0  0
 30 36  1  6  0  0  0
 37 21  2  0  0  0  0
 38 22  2  0  0  0  0
 39 23  2  0  0  0  0
 40 24  2  0  0  0  0
 41 25  1  0  0  0  0
 42 26  1  0  0  0  0
 43 29  1  0  0  0  0
 43 41  1  0  0  0  0
 44 30  1  0  0  0  0
 44 42  1  0  0  0  0
 19 45  1  6  0  0  0
 20 46  1  6  0  0  0
M  END


  Mrv1652305152120312D          

 46 55  0  0  1  0            999 V2000
    7.8070   -2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9433    2.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3281   -0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3535    0.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3316   -0.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4556   -0.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602   -1.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6270    0.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1161   -0.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6711   -0.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7734   -1.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0138    1.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2151   -0.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5721   -0.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7293   -0.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0579    0.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5580   -1.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2292    1.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8855   -1.3623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9017    0.9085    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3268   -2.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4604    1.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9648   -0.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8224   -0.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2623   -1.8549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5249    1.4011    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5498   -0.6087    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2374    0.1549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0063   -0.3937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7809   -0.0601    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2726   -1.9144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5147    1.4606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5160   -0.9914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712    0.5376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7478   -1.2712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0394    0.8174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0268   -2.7720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6431    2.4478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2797    0.5111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1903   -0.9198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6156   -1.4773    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1716    1.0236    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6749   -0.7323    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1123    0.2785    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2214   -2.1158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5658    1.6620    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
 15  9  2  0  0  0  0
 16 10  2  0  0  0  0
 17 11  2  0  0  0  0
 17 15  1  0  0  0  0
 18 12  2  0  0  0  0
 18 16  1  0  0  0  0
 25  1  1  1  0  0  0
 25 21  1  0  0  0  0
 26  2  1  1  0  0  0
 26 22  1  0  0  0  0
 27 13  1  0  0  0  0
 27 15  1  0  0  0  0
 27 19  1  0  0  0  0
 28 14  1  1  0  0  0
 28 16  1  0  0  0  0
 28 20  1  0  0  0  0
 27 28  1  6  0  0  0
 29 13  1  0  0  0  0
 29 23  1  0  0  0  0
 30 14  1  0  0  0  0
 30 24  1  0  0  0  0
 31 17  1  0  0  0  0
 31 19  1  0  0  0  0
 32 18  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
 29 35  1  6  0  0  0
 36 20  1  0  0  0  0
 36 22  1  0  0  0  0
 30 36  1  6  0  0  0
 37 21  2  0  0  0  0
 38 22  2  0  0  0  0
 39 23  2  0  0  0  0
 40 24  2  0  0  0  0
 41 25  1  0  0  0  0
 42 26  1  0  0  0  0
 43 29  1  0  0  0  0
 43 41  1  0  0  0  0
 44 30  1  0  0  0  0
 44 42  1  0  0  0  0
 19 45  1  6  0  0  0
 20 46  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0028752

> <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@]12C[C@]34SS[C@](C)(N(C)C3=O)C(=O)N4[C@@]1([H])NC1=CC=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C30H28N6O4S4/c1-25-21(37)35-19-27(15-9-5-7-11-17(15)31-19,13-29(35,43-41-25)23(39)33(25)3)28-14-30-24(40)34(4)26(2,42-44-30)22(38)36(30)20(28)32-18-12-8-6-10-16(18)28/h5-12,19-20,31-32H,13-14H2,1-4H3/t19-,20-,25+,26+,27+,28+,29+,30+/m1/s1

> <INCHI_KEY>
PVVLIIZIQXDFSP-PNVYSBBASA-N

> <FORMULA>
C30H28N6O4S4

> <MOLECULAR_WEIGHT>
664.83

> <EXACT_MASS>
664.105488102

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
65.09397025381793

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,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]-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>
3.67

> <JCHEM_LOGP>
3.673004038666666

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.076103166718507

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.076103166718507

> <JCHEM_PKA_STRONGEST_BASIC>
2.333132954706449

> <JCHEM_POLAR_SURFACE_AREA>
105.29999999999998

> <JCHEM_REFRACTIVITY>
174.84839999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,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]-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      14.573  -4.619   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.761   3.882   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.546  -1.579   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.660   0.968   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.352  -0.743   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.051  -0.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.032  -2.250   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.370   1.403   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.817  -0.267   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.586  -0.580   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.177  -3.280   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.226   2.433   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.735  -0.149   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.698   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.961  -1.297   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.441   0.450   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.642  -2.804   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.761   1.957   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.120  -2.543   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.283   1.696   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.810  -3.740   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.593   2.893   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.001  -0.469   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.402  -0.378   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.556  -3.463   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.847   2.615   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.493  -1.136   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.910   0.289   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.212  -0.735   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.191  -0.112   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       7.975  -3.574   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       8.427   2.727   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      14.030  -1.851   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0       2.373   1.004   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0      10.729  -2.373   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0       5.674   1.526   0.000  0.00  0.00           N+0
HETATM   37  O   UNK     0      11.250  -5.174   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       4.934   4.569   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      13.589   0.954   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.222  -1.717   0.000  0.00  0.00           O+0
HETATM   41  S   UNK     0      12.349  -2.758   0.000  0.00  0.00           S+0
HETATM   42  S   UNK     0       4.054   1.911   0.000  0.00  0.00           S+0
HETATM   43  S   UNK     0      12.460  -1.367   0.000  0.00  0.00           S+0
HETATM   44  S   UNK     0       3.943   0.520   0.000  0.00  0.00           S+0
HETATM   45  H   UNK     0       9.747  -3.950   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       6.656   3.102   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   15                                                       
CONECT   10    6   16                                                       
CONECT   11    7   17                                                       
CONECT   12    8   18                                                       
CONECT   13   27   29                                                       
CONECT   14   28   30                                                       
CONECT   15    9   17   27                                                  
CONECT   16   10   18   28                                                  
CONECT   17   11   15   31                                                  
CONECT   18   12   16   32                                                  
CONECT   19   27   31   35   45                                             
CONECT   20   28   32   36   46                                             
CONECT   21   25   35   37                                                  
CONECT   22   26   36   38                                                  
CONECT   23   29   33   39                                                  
CONECT   24   30   34   40                                                  
CONECT   25    1   21   33   41                                             
CONECT   26    2   22   34   42                                             
CONECT   27   13   15   19   28                                             
CONECT   28   14   16   20   27                                             
CONECT   29   13   23   35   43                                             
CONECT   30   14   24   36   44                                             
CONECT   31   17   19                                                       
CONECT   32   18   20                                                       
CONECT   33    3   23   25                                                  
CONECT   34    4   24   26                                                  
CONECT   35   19   21   29                                                  
CONECT   36   20   22   30                                                  
CONECT   37   21                                                            
CONECT   38   22                                                            
CONECT   39   23                                                            
CONECT   40   24                                                            
CONECT   41   25   43                                                       
CONECT   42   26   44                                                       
CONECT   43   29   41                                                       
CONECT   44   30   42                                                       
CONECT   45   19                                                            
CONECT   46   20                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  110    0
END

Synonyms

Value	Source
Verticillin a	MeSH
Verticillins	MeSH
11,11'-Dideoxyverticillin a	MeSH
11'-Deoxyverticillin a	MeSH

Molecular Formula

C₃₀H₂₈N₆O₄S₄

Average Mass

664.83

Monoisotopic Mass

664.105488102

IUPAC Name

(1S,3R,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]-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@]12C[C@]34SS[C@](C)(N(C)C3=O)C(=O)N4[C@@]1([H])NC1=CC=CC=C21

InChI Identifier

InChI=1S/C30H28N6O4S4/c1-25-21(37)35-19-27(15-9-5-7-11-17(15)31-19,13-29(35,43-41-25)23(39)33(25)3)28-14-30-24(40)34(4)26(2,42-44-30)22(38)36(30)20(28)32-18-12-8-6-10-16(18)28/h5-12,19-20,31-32H,13-14H2,1-4H3/t19-,20-,25+,26+,27+,28+,29+,30+/m1/s1

InChI Key

PVVLIIZIQXDFSP-PNVYSBBASA-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
N-methylpiperazine
N-alkylpiperazine
Benzenoid
Piperazine
1,4-diazinane
Dithiazinane
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Carboxamide group
Organic disulfide
Lactam
Azacycle
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Organic nitrogen compound
Amine
Carbonyl group
Organonitrogen 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	0.24 g/L	ALOGPS
logP	3.67	ALOGPS
logP	3.67	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	15.08	ChemAxon
pKa (Strongest Basic)	2.33	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	174.85 m³·mol⁻¹	ChemAxon
Polarizability	65.09 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	1	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	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

C00018793

Chemspider ID

2341238

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3084126

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 11,11â€²-dideoxyverticillin A (MMDBc0028752)

MOL for #<Metabolite:0x00007f7af1c7e4a8>

3D MOL for #<Metabolite:0x00007f7af1c7e4a8>

3D SDF for #<Metabolite:0x00007f7af1c7e4a8>

3D-SDF for #<Metabolite:0x00007f7af1c7e4a8>

PDB for #<Metabolite:0x00007f7af1c7e4a8>

3D PDB for #<Metabolite:0x00007f7af1c7e4a8>

SMILES for #<Metabolite:0x00007f7af1c7e4a8>

INCHI for #<Metabolite:0x00007f7af1c7e4a8>

Structure for #<Metabolite:0x00007f7af1c7e4a8>

3D Structure for #<Metabolite:0x00007f7af1c7e4a8>