ID: ALA1035

Max Phase: Preclinical

Molecular Formula: C14H11Cl2NO3

Molecular Weight: 312.15

Molecule Type: Small molecule

Representations

Synonyms (1): 3'-Hydroxy-Diclofenac
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(O)Cc1ccccc1Nc1c(Cl)ccc(O)c1Cl

Standard InChI:  InChI=1S/C14H11Cl2NO3/c15-9-5-6-11(18)13(16)14(9)17-10-4-2-1-3-8(10)7-12(19)20/h1-6,17-18H,7H2,(H,19,20)

Standard InChI Key:  HYPJZSYXUWYJDG-UHFFFAOYSA-N

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

Properties

Molecular Weight: 312.15

Molecular Weight (Monoisotopic): 311.0116

AlogP: 4.07

#Rotatable Bonds: 4

Polar Surface Area: 69.56

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.82

CX Basic pKa:

CX LogP: 3.96

CX LogD: 0.51

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.80

Np Likeness Score: -0.56

References

1. Moser P, Sallmann A, Wiesenberg I..  (1990)  Synthesis and quantitative structure-activity relationships of diclofenac analogues.,  33  (9): [PMID:2118185] [10.1021/jm00171a008]

2. Arvind K, Solomon KA, Rajan SS.  (2013)  QSAR studies on diclofenac analogues as potent cyclooxygenase inhibitors using CoMFA and CoMSIA,  [10.1007/s00044-013-0771-5]

3. Drug metabolism data, 

Source

Source(2):

• Scientific Literature
• Curated Drug Metabolism Pathways