N-{4-[2-(3,4-Dihydroxy-phenylcarbamoyl)-vinyl]-phenyl}-2-hydroxy-benzamide

ID: ALA420775

Chembl Id: CHEMBL420775

PubChem CID: 10045891

Max Phase: Preclinical

Molecular Formula: C22H18N2O5

Molecular Weight: 390.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(NC(=O)c2ccccc2O)cc1)Nc1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C22H18N2O5/c25-18-4-2-1-3-17(18)22(29)24-15-8-5-14(6-9-15)7-12-21(28)23-16-10-11-19(26)20(27)13-16/h1-13,25-27H,(H,23,28)(H,24,29)/b12-7+

Standard InChI Key:  MDIWOVMQPXNFHM-KPKJPENVSA-N

Alternative Forms

1. Parent:

   

   ALA420775

   N-{4-[2-(3,4-Dihydroxy-phenylcarbamoyl)-vinyl]-phenyl}-2-hydroxy-benzamide

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: 390.39

Molecular Weight (Monoisotopic): 390.1216

AlogP: 3.71

#Rotatable Bonds: 5

Polar Surface Area: 118.89

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.90

CX Basic pKa: ┄

CX LogP: 3.75

CX LogD: 3.63

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.26

Np Likeness Score: -0.55

References

1. Simpson J, Forrester R, Tisdale MJ, Billington DC, Rathbone DL..  (2003)  Effect of catechol derivatives on cell growth and lipoxygenase activity.,  13  (15): [PMID:12852938] [10.1016/s0960-894x(03)00528-6]

Source

Source(1):

• Scientific Literature