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

ID: ALA2096737

Chembl Id: CHEMBL2096737

PubChem CID: 16078817

Max Phase: Preclinical

Molecular Formula: C23H13Cl2F3N2O3

Molecular Weight: 493.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(C(F)(F)F)cc1)c1c(O)n(-c2ccc(Cl)cc2)n(-c2ccc(Cl)cc2)c1=O

Standard InChI:  InChI=1S/C23H13Cl2F3N2O3/c24-15-5-9-17(10-6-15)29-21(32)19(22(33)30(29)18-11-7-16(25)8-12-18)20(31)13-1-3-14(4-2-13)23(26,27)28/h1-12,32H

Standard InChI Key:  MCSQYEXHAXQCNI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2096737

   1,2-Bis(4-chlorophenyl)-5-hydroxy-4-[4-(trifluoromethyl)benzoyl]pyrazol-3-one

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: 493.27

Molecular Weight (Monoisotopic): 492.0255

AlogP: 5.89

#Rotatable Bonds: 4

Polar Surface Area: 64.23

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.56

CX Basic pKa: ┄

CX LogP: 6.86

CX LogD: 4.10

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.36

Np Likeness Score: -0.75

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]

2. 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]

3. Srivastava AK, Pathak VK, Archana, Jaiswala M, Agrawal VK.  (2011)  QSAR analysis of Mur B inhibitors with antibacterial properties discussing role of physico-chemical parameters,  20  (9): [10.1007/s00044-010-9499-7]

Source

Source(1):

• Scientific Literature