2-(5-methyl-1-(2-phenoxybenzyl)-3-phenyl-1H-pyrazol-4-yl)acetic acid

ID: ALA2387697

PubChem CID: 67607503

Max Phase: Preclinical

Molecular Formula: C25H22N2O3

Molecular Weight: 398.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(CC(=O)O)c(-c2ccccc2)nn1Cc1ccccc1Oc1ccccc1

Standard InChI:  InChI=1S/C25H22N2O3/c1-18-22(16-24(28)29)25(19-10-4-2-5-11-19)26-27(18)17-20-12-8-9-15-23(20)30-21-13-6-3-7-14-21/h2-15H,16-17H2,1H3,(H,28,29)

Standard InChI Key:  ZFCGJBJHJLQNTG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   16.1971  -16.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1245  -16.9599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9072  -14.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0351  -15.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3933  -18.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9887  -19.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4090  -19.9747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.5289  -16.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 21 23  2  0
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 19 25  2  0
 25 26  1  0
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 27 28  1  0
 28 29  2  0
 29 19  1  0
 16 30  1  0
 30 10  1  0
 11  7  1  0
  7  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2387697

   2-[5-Methyl-1-[(2-phenoxyphenyl)methyl]-3-phenylpyrazol-4-yl]acetic 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: 398.46

Molecular Weight (Monoisotopic): 398.1630

AlogP: 5.33

#Rotatable Bonds: 7

Polar Surface Area: 64.35

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.08

CX Basic pKa: 2.29

CX LogP: 5.38

CX LogD: 2.38

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -1.04

References

1. Andrés M, Bravo M, Buil MA, Calbet M, Castro J, Domènech T, Eichhorn P, Ferrer M, Gómez E, Lehner MD, Moreno I, Roberts RS, Sevilla S..  (2013)  2-(1H-Pyrazol-4-yl)acetic acids as CRTh2 antagonists.,  23  (11): [PMID:23601708] [10.1016/j.bmcl.2013.03.093]

Source

Source(1):

• Scientific Literature