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

ID: ALA364882

Chembl Id: CHEMBL364882

PubChem CID: 136049261

Max Phase: Preclinical

Molecular Formula: C16H13ClN2O2

Molecular Weight: 300.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1n[nH]c(-c2cc(Cl)c(O)cc2O)c1-c1ccccc1

Standard InChI:  InChI=1S/C16H13ClN2O2/c1-9-15(10-5-3-2-4-6-10)16(19-18-9)11-7-12(17)14(21)8-13(11)20/h2-8,20-21H,1H3,(H,18,19)

Standard InChI Key:  VEFKDJMCOKAFNX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA364882

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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: 300.75

Molecular Weight (Monoisotopic): 300.0666

AlogP: 4.12

#Rotatable Bonds: 2

Polar Surface Area: 69.14

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.86

CX Basic pKa: 3.05

CX LogP: 3.62

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: -0.34

References

1. Cheung KM, Matthews TP, James K, Rowlands MG, Boxall KJ, Sharp SY, Maloney A, Roe SM, Prodromou C, Pearl LH, Aherne GW, McDonald E, Workman P..  (2005)  The identification, synthesis, protein crystal structure and in vitro biochemical evaluation of a new 3,4-diarylpyrazole class of Hsp90 inhibitors.,  15  (14): [PMID:15955698] [10.1016/j.bmcl.2005.05.046]

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