4-(5-(3-tert-butylphenyl)-1-(4-(methylsulfonyl)phenyl)-1H-pyrazol-3-yl)benzoic acid

ID: ALA3815166

Chembl Id: CHEMBL3815166

PubChem CID: 121225443

Max Phase: Preclinical

Molecular Formula: C27H26N2O4S

Molecular Weight: 474.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cccc(-c2cc(-c3ccc(C(=O)O)cc3)nn2-c2ccc(S(C)(=O)=O)cc2)c1

Standard InChI:  InChI=1S/C27H26N2O4S/c1-27(2,3)21-7-5-6-20(16-21)25-17-24(18-8-10-19(11-9-18)26(30)31)28-29(25)22-12-14-23(15-13-22)34(4,32)33/h5-17H,1-4H3,(H,30,31)

Standard InChI Key:  HPXXLUZXJROKDE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3815166

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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: 474.58

Molecular Weight (Monoisotopic): 474.1613

AlogP: 5.61

#Rotatable Bonds: 5

Polar Surface Area: 89.26

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.90

CX Basic pKa: 1.43

CX LogP: 5.70

CX LogD: 2.49

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -1.36

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