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

ID: ALA426446

Chembl Id: CHEMBL426446

PubChem CID: 135519368

Max Phase: Preclinical

Molecular Formula: C17H13ClN2O5

Molecular Weight: 360.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2c(-c3cc(Cl)c(O)cc3O)n[nH]c2C(=O)O)cc1

Standard InChI:  InChI=1S/C17H13ClN2O5/c1-25-9-4-2-8(3-5-9)14-15(19-20-16(14)17(23)24)10-6-11(18)13(22)7-12(10)21/h2-7,21-22H,1H3,(H,19,20)(H,23,24)

Standard InChI Key:  VIBPEGKTQCWOSK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA426446

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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: 360.75

Molecular Weight (Monoisotopic): 360.0513

AlogP: 3.52

#Rotatable Bonds: 4

Polar Surface Area: 115.67

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.48

CX Basic pKa: 0.75

CX LogP: 3.37

CX LogD: -0.30

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.57

Np Likeness Score: -0.37

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