5-(5-Chloro-2,4-dihydroxy-phenyl)-4-(4-methoxy-phenyl)-2H-pyrazole-3-carboxylic acid methylamide

ID: ALA424811

Chembl Id: CHEMBL424811

PubChem CID: 135524913

Max Phase: Preclinical

Molecular Formula: C18H16ClN3O4

Molecular Weight: 373.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1[nH]nc(-c2cc(Cl)c(O)cc2O)c1-c1ccc(OC)cc1

Standard InChI:  InChI=1S/C18H16ClN3O4/c1-20-18(25)17-15(9-3-5-10(26-2)6-4-9)16(21-22-17)11-7-12(19)14(24)8-13(11)23/h3-8,23-24H,1-2H3,(H,20,25)(H,21,22)

Standard InChI Key:  KRRWEDJIVLDJJK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA424811

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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: 373.80

Molecular Weight (Monoisotopic): 373.0829

AlogP: 3.18

#Rotatable Bonds: 4

Polar Surface Area: 107.47

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.39

CX Basic pKa: 1.14

CX LogP: 2.79

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.56

Np Likeness Score: -0.53

References

1. Dymock BW, Barril X, Brough PA, Cansfield JE, Massey A, McDonald E, Hubbard RE, Surgenor A, Roughley SD, Webb P, Workman P, Wright L, Drysdale MJ..  (2005)  Novel, potent small-molecule inhibitors of the molecular chaperone Hsp90 discovered through structure-based design.,  48  (13): [PMID:15974572] [10.1021/jm050355z]

Source

Source(1):

• Scientific Literature