4-[1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1Hpyrazole-4-carbonyl]aminobenzoic acid ethyl ester

ID: ALA217390

Chembl Id: CHEMBL217390

PubChem CID: 44417248

Max Phase: Preclinical

Molecular Formula: C25H18Cl2N2O5

Molecular Weight: 497.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc(C(O)=C2C(=O)N(c3ccc(Cl)cc3)N(c3ccc(Cl)cc3)C2=O)cc1

Standard InChI:  InChI=1S/C25H18Cl2N2O5/c1-2-34-25(33)16-5-3-15(4-6-16)22(30)21-23(31)28(19-11-7-17(26)8-12-19)29(24(21)32)20-13-9-18(27)10-14-20/h3-14,30H,2H2,1H3

Standard InChI Key:  KBSBYBWXCJWKAS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA217390

   Ethyl 4-[1,2-bis(4-chlorophenyl)-3-hydroxy-5-oxopyrazole-4-carbonyl]benzoate

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: 497.33

Molecular Weight (Monoisotopic): 496.0593

AlogP: 5.43

#Rotatable Bonds: 5

Polar Surface Area: 87.15

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.09

CX Basic pKa: ┄

CX LogP: 5.13

CX LogD: 2.93

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: -0.42

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