(Z)-3-(3-hydroxy-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acrylonitrile

ID: ALA3741272

Chembl Id: CHEMBL3741272

PubChem CID: 102506934

Max Phase: Preclinical

Molecular Formula: C19H19NO5

Molecular Weight: 341.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C(\C#N)c2cc(OC)c(OC)c(OC)c2)cc1O

Standard InChI:  InChI=1S/C19H19NO5/c1-22-16-6-5-12(8-15(16)21)7-14(11-20)13-9-17(23-2)19(25-4)18(10-13)24-3/h5-10,21H,1-4H3/b14-7+

Standard InChI Key:  GBUWWCAJZNCFFA-VGOFMYFVSA-N

Alternative Forms

1. Parent:

   

   ALA3741272

   (Z)-3-(3-hydroxy-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)prop-2-enenitrile

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: 341.36

Molecular Weight (Monoisotopic): 341.1263

AlogP: 3.49

#Rotatable Bonds: 6

Polar Surface Area: 80.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 3.09

CX LogD: 3.08

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -0.10

References

1. Madadi NR, Zong H, Ketkar A, Zheng C, Penthala NR, Janganati V, Bommagani S, Eoff RL, Guzman ML, Crooks PA..  (2015)  Synthesis and evaluation of a series of resveratrol analogues as potent anti-cancer agents that target tubulin.,  6  (5): [PMID:26257861] [10.1039/c4md00478g]

2. Bommagani S, Penthala NR, Balasubramaniam M, Kuravi S, Caldas-Lopes E, Guzman ML, Balusu R, Crooks PA..  (2019)  A novel tetrazole analogue of resveratrol is a potent anticancer agent.,  29  (2): [PMID:30528695] [10.1016/j.bmcl.2018.12.006]

3. Ahmadi R, Ebrahimzadeh MA..  (2020)  Resveratrol - A comprehensive review of recent advances in anticancer drug design and development.,  200  [PMID:32485531] [10.1016/j.ejmech.2020.112356]

Source

Source(1):

• Scientific Literature