4-Chloro-6-[4-(4-methoxy-phenyl)-5-methyl-1H-pyrazol-3-yl]-benzene-1,3-diol

ID: ALA371380

Chembl Id: CHEMBL371380

PubChem CID: 135481178

Max Phase: Preclinical

Molecular Formula: C17H15ClN2O3

Molecular Weight: 330.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2c(C)n[nH]c2-c2cc(Cl)c(O)cc2O)cc1

Standard InChI:  InChI=1S/C17H15ClN2O3/c1-9-16(10-3-5-11(23-2)6-4-10)17(20-19-9)12-7-13(18)15(22)8-14(12)21/h3-8,21-22H,1-2H3,(H,19,20)

Standard InChI Key:  NOPCVCOFHGDYAB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA371380

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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: 330.77

Molecular Weight (Monoisotopic): 330.0771

AlogP: 4.13

#Rotatable Bonds: 3

Polar Surface Area: 78.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.86

CX Basic pKa: 3.05

CX LogP: 3.46

CX LogD: 3.33

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.67

Np Likeness Score: -0.30

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]

2. Vo CD, Shebert HL, Zikovich S, Dryer RA, Huang TP, Moran LJ, Cho J, Wassarman DR, Falahee BE, Young PD, Gu GH, Heinl JF, Hammond JW, Jackvony TN, Frederick TE, Blair JA..  (2017)  Repurposing Hsp90 inhibitors as antibiotics targeting histidine kinases.,  27  (23): [PMID:29110989] [10.1016/j.bmcl.2017.10.036]

Source

Source(1):

• Scientific Literature