4-(1-(4-carbamoylphenyl)-5-(3,5-di-tert-butylphenyl)-1H-pyrazol-3-yl)benzoic acid

ID: ALA3813975

Chembl Id: CHEMBL3813975

Cas Number: 1433497-21-2

PubChem CID: 89555359

Max Phase: Preclinical

Molecular Formula: C31H33N3O3

Molecular Weight: 495.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc(-c2cc(-c3ccc(C(=O)O)cc3)nn2-c2ccc(C(N)=O)cc2)cc(C(C)(C)C)c1

Standard InChI:  InChI=1S/C31H33N3O3/c1-30(2,3)23-15-22(16-24(17-23)31(4,5)6)27-18-26(19-7-9-21(10-8-19)29(36)37)33-34(27)25-13-11-20(12-14-25)28(32)35/h7-18H,1-6H3,(H2,32,35)(H,36,37)

Standard InChI Key:  HWWFGHULORSBIK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3813975

   4-[1-[4-(Aminocarbonyl)phenyl]-5-[3,5-bis(1,1-dimethylethyl)phenyl]-1H-pyrazol-3-yl]benzoic 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: 495.62

Molecular Weight (Monoisotopic): 495.2522

AlogP: 6.60

#Rotatable Bonds: 5

Polar Surface Area: 98.21

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.90

CX Basic pKa: 1.44

CX LogP: 7.26

CX LogD: 4.04

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: -0.93

References

1. Hughes NE, Bleisch TJ, Jones SA, Richardson TI, Doti RA, Wang Y, Stout SL, Durst GL, Chambers MG, Oskins JL, Lin C, Adams LA, Page TJ, Barr RJ, Zink RW, Osborne H, Montrose-Rafizadeh C, Norman BH..  (2016)  Identification of potent and selective retinoic acid receptor gamma (RARγ) antagonists for the treatment of osteoarthritis pain using structure based drug design.,  26  (14): [PMID:27261179] [10.1016/j.bmcl.2016.05.056]

Source

Source(1):

• Scientific Literature