1,2-bis(4-chlorophenyl)-5-hydroxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid [4-(3-(dimethylamino)propylcarbamoyl)-phenyl]amide

ID: ALA214375

Chembl Id: CHEMBL214375

PubChem CID: 44417275

Max Phase: Preclinical

Molecular Formula: C28H26Cl2N4O4

Molecular Weight: 553.45

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H26Cl2N4O4/c1-32(2)17-3-16-31-26(36)19-6-4-18(5-7-19)25(35)24-27(37)33(22-12-8-20(29)9-13-22)34(28(24)38)23-14-10-21(30)11-15-23/h4-15,35H,3,16-17H2,1-2H3,(H,31,36)

Standard InChI Key:  GYUSJHOPPLOKBI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA214375

   4-[1,2-bis(4-chlorophenyl)-3-hydroxy-5-oxopyrazole-4-carbonyl]-N-[3-(dimethylamino)propyl]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: 553.45

Molecular Weight (Monoisotopic): 552.1331

AlogP: 4.94

#Rotatable Bonds: 8

Polar Surface Area: 93.19

Molecular Species: ZWITTERION

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.31

CX Basic pKa: 9.30

CX LogP: 1.88

CX LogD: 1.89

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.18

Np Likeness Score: -0.72

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