7-hydroxy-11-hydroxymethyl-12-methyl-(1R,7S,8S,11R)-14,15-dithia-9,12-diazatetracyclo[9.2.2.01,9.03,8]pentadeca-3,5-diene-10,13-dione

ID: ALA331627

Chembl Id: CHEMBL331627

Cas Number: 67-99-2

PubChem CID: 6223

Product Number: G137333

Max Phase: Preclinical

Molecular Formula: C13H14N2O4S2

Molecular Weight: 326.40

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Gliotoxin | gliotoxin|67-99-2|Aspergillin|Gliotoxin from Gliocladium fimbriatum|CHEBI:5385|CHEMBL331627|5L648PH06K|MFCD00058534|NSC 102866|(3R,5aS,6S,10aR)-6-hydroxy-3-(hydroxymethyl)-2-methyl-2,3,5a,6-tetrahydro-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione|(3R,5aS,6S,10aR)-6-hydroxy-3-(hydroxymethyl)-2-methyl-2,3,6,10-tetrahydro-5aH-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione|CCRIS 4025|BRN 0050675|UNII-5L648PH06K|AI3-62383|NSC102866|S.N. 12870|NSC-102866|GLIOTOXIN [MI]|SCHEMBL54420|BSShow More⌵

Canonical SMILES:  CN1C(=O)[C@]23CC4=CC=C[C@H](O)[C@H]4N2C(=O)[C@@]1(CO)SS3

Standard InChI:  InChI=1S/C13H14N2O4S2/c1-14-10(18)12-5-7-3-2-4-8(17)9(7)15(12)11(19)13(14,6-16)21-20-12/h2-4,8-9,16-17H,5-6H2,1H3/t8-,9-,12+,13+/m0/s1

Standard InChI Key:  FIVPIPIDMRVLAY-RBJBARPLSA-N

Alternative Forms

1. Parent:

   

   ALA331627

   GLIOTOXIN

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 326.40

Molecular Weight (Monoisotopic): 326.0395

AlogP: -0.30

#Rotatable Bonds: 1

Polar Surface Area: 81.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.81

CX Basic pKa:

CX LogP: -0.02

CX LogD: -0.02

Aromatic Rings: 0

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: 3.23

References

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8. PubChem BioAssay data set, 

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Source

Source(2):

• Scientific Literature
• PubChem BioAssays