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

ID: ALA81583

Chembl Id: CHEMBL81583

PubChem CID: 11741221

Max Phase: Preclinical

Molecular Formula: C22H20N2O5

Molecular Weight: 392.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCc1cccc(NC(=O)c2ccccc2O)c1)Nc1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C22H20N2O5/c25-18-7-2-1-6-17(18)22(29)24-15-5-3-4-14(12-15)8-11-21(28)23-16-9-10-19(26)20(27)13-16/h1-7,9-10,12-13,25-27H,8,11H2,(H,23,28)(H,24,29)

Standard InChI Key:  CSCXAVUOGXHLMT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA81583

   N-{3-[2-(3,4-Dihydroxy-phenylcarbamoyl)-ethyl]-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: 392.41

Molecular Weight (Monoisotopic): 392.1372

AlogP: 3.63

#Rotatable Bonds: 6

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: 3.67

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.32

Np Likeness Score: -0.73

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