5-Butyl-2-(2-chloro-phenyl)-4-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-2H-pyrazole-3-carboxylic acid

ID: ALA93226

Chembl Id: CHEMBL93226

PubChem CID: 14971698

Max Phase: Preclinical

Molecular Formula: C28H25ClN6O2

Molecular Weight: 513.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1nn(-c2ccccc2Cl)c(C(=O)O)c1Cc1ccc(-c2ccccc2-c2nn[nH]n2)cc1

Standard InChI:  InChI=1S/C28H25ClN6O2/c1-2-3-11-24-22(26(28(36)37)35(32-24)25-12-7-6-10-23(25)29)17-18-13-15-19(16-14-18)20-8-4-5-9-21(20)27-30-33-34-31-27/h4-10,12-16H,2-3,11,17H2,1H3,(H,36,37)(H,30,31,33,34)

Standard InChI Key:  APUHMFHZEQXENQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA93226

   5-Butyl-2-(2-chloro-phenyl)-4-[2''-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-2H-pyrazole-3-carboxylic acid

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: 513.00

Molecular Weight (Monoisotopic): 512.1728

AlogP: 6.00

#Rotatable Bonds: 9

Polar Surface Area: 109.58

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.26

CX Basic pKa: 0.86

CX LogP: 7.38

CX LogD: 2.64

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.25

Np Likeness Score: -0.88

References

1. Toney JH, Cleary KA, Hammond GG, Yuan X, May WJ, Hutchins SM, Ashton WT, Vanderwall DE..  (1999)  Structure-activity relationships of biphenyl tetrazoles as metallo-beta-lactamase inhibitors.,  9  (18): [PMID:10509927] [10.1016/s0960-894x(99)00458-8]

2. Ashton WT, Hutchins SM, Greenlee WJ, Doss GA, Chang RS, Lotti VJ, Faust KA, Chen TB, Zingaro GJ, Kivlighn SD..  (1993)  Nonpeptide angiotensin II antagonists derived from 1H-pyrazole-5-carboxylates and 4-aryl-1H-imidazole-5-carboxylates.,  36  (23): [PMID:8246227] [10.1021/jm00075a014]

3. Li G, Cheng Y, Han C, Song C, Huang N, Du Y..  (2022)  Pyrazole-containing pharmaceuticals: target, pharmacological activity, and their SAR studies.,  13  (11.0): [PMID:36439976] [10.1039/d2md00206j]

Source

Source(1):

• Scientific Literature