1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-hydroxyphenyl)amide

ID: ALA438475

Chembl Id: CHEMBL438475

PubChem CID: 44417262

Max Phase: Preclinical

Molecular Formula: C22H14Cl2N2O4

Molecular Weight: 441.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(=C(O)c2ccc(O)cc2)C(=O)N(c2ccc(Cl)cc2)N1c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C22H14Cl2N2O4/c23-14-3-7-16(8-4-14)25-21(29)19(20(28)13-1-11-18(27)12-2-13)22(30)26(25)17-9-5-15(24)6-10-17/h1-12,27-28H

Standard InChI Key:  ATCPMRLGDPTTHD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA438475

   1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4-hydroxyphenyl)amide

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: 441.27

Molecular Weight (Monoisotopic): 440.0331

AlogP: 4.96

#Rotatable Bonds: 3

Polar Surface Area: 81.08

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.79

CX Basic pKa: ┄

CX LogP: 4.46

CX LogD: 2.86

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.34

Np Likeness Score: -0.24

References

1. Gilbert AM, Failli A, Shumsky J, Yang Y, Severin A, Singh G, Hu W, Keeney D, Petersen PJ, Katz AH..  (2006)  Pyrazolidine-3,5-diones and 5-hydroxy-1H-pyrazol-3(2H)-ones, inhibitors of UDP-N-acetylenolpyruvyl glucosamine reductase.,  49  (20): [PMID:17004716] [10.1021/jm060499t]

Source

Source(1):

• Scientific Literature