cis/trans-vitisin B

ID: ALA3314200

Chembl Id: CHEMBL3314200

PubChem CID: 118707472

Max Phase: Preclinical

Molecular Formula: C56H42O12

Molecular Weight: 906.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc([C@H]2Oc3ccc(/C=C/c4cc(O)cc5c4[C@@H](c4cc(O)cc(O)c4)[C@H](c4ccc(O)cc4)O5)cc3[C@@H]2c2cc(O)cc3c2[C@H](c2cc(O)cc(O)c2)[C@@H](c2ccc(O)cc2)O3)cc1

Standard InChI:  InChI=1S/C56H42O12/c57-35-10-4-29(5-11-35)54-50(33-19-38(60)23-39(61)20-33)49-32(18-42(64)26-47(49)67-54)3-1-28-2-16-46-44(17-28)52(56(66-46)31-8-14-37(59)15-9-31)45-25-43(65)27-48-53(45)51(34-21-40(62)24-41(63)22-34)55(68-48)30-6-12-36(58)13-7-30/h1-27,50-52,54-65H/b3-1+/t50-,51+,52-,54+,55-,56-/m1/s1

Standard InChI Key:  WZKKRZSJTLGPHH-CSRWJPNZSA-N

Alternative Forms

1. Parent:

   

   ALA3314200

   ---

Molecule Features

Natural Product: No

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: 906.94

Molecular Weight (Monoisotopic): 906.2676

AlogP: 11.00

#Rotatable Bonds: 8

Polar Surface Area: 209.76

Molecular Species: NEUTRAL

HBA: 12

HBD: 9

#RO5 Violations: 4

HBA (Lipinski): 12

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 8.58

CX Basic pKa:

CX LogP: 11.08

CX LogD: 11.04

Aromatic Rings: 8

Heavy Atoms: 68

QED Weighted: 0.07

Np Likeness Score: 0.87

References

1. Houillé B, Papon N, Boudesocque L, Bourdeaud E, Besseau S, Courdavault V, Enguehard-Gueiffier C, Delanoue G, Guérin L, Bouchara JP, Clastre M, Giglioli-Guivarc'h N, Guillard J, Lanoue A..  (2014)  Antifungal activity of resveratrol derivatives against Candida species.,  77  (7): [PMID:25014026] [10.1021/np5002576]

Source

Source(1):

• Scientific Literature