2-(4-ethyl-3,5-diphenyl-1H-pyrazol-1-yl)thiazole-4-carboxylic acid

ID: ALA3092149

PubChem CID: 44611632

Max Phase: Preclinical

Molecular Formula: C21H17N3O2S

Molecular Weight: 375.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(-c2ccccc2)nn(-c2nc(C(=O)O)cs2)c1-c1ccccc1

Standard InChI:  InChI=1S/C21H17N3O2S/c1-2-16-18(14-9-5-3-6-10-14)23-24(19(16)15-11-7-4-8-12-15)21-22-17(13-27-21)20(25)26/h3-13H,2H2,1H3,(H,25,26)

Standard InChI Key:  QVEGFCKFALIBQV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    0.9402   -5.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9391   -6.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6538   -7.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3702   -6.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3674   -5.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6520   -5.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0798   -5.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8348   -5.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3844   -5.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9693   -4.4080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1630   -4.5827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2998   -3.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1061   -3.4800    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1892   -2.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4342   -2.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8847   -2.9417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2028   -5.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5403   -5.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3603   -6.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8435   -5.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5010   -4.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6821   -4.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2596   -1.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8704   -0.9658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4740   -1.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0094   -6.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3983   -7.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  7  2  0
  5  7  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
 10 12  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  9 17  1  0
 15 23  1  0
 23 24  1  0
 23 25  2  0
  8 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3092149

   2-(4-Ethyl-3,5-diphenylpyrazol-1-yl)-1,3-thiazole-4-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: 375.45

Molecular Weight (Monoisotopic): 375.1041

AlogP: 4.92

#Rotatable Bonds: 5

Polar Surface Area: 68.01

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.17

CX Basic pKa: 1.02

CX LogP: 6.00

CX LogD: 2.55

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: -1.10

References

1. Atobe M, Naganuma K, Kawanishi M, Morimoto A, Kasahara K, Ohashi S, Suzuki H, Hayashi T, Miyoshi S..  (2013)  SAR-based optimization of 2-(1H-pyrazol-1-yl)-thiazole derivatives as highly potent EP1 receptor antagonists.,  23  (24): [PMID:24252546] [10.1016/j.bmcl.2013.10.065]

Source

Source(1):

• Scientific Literature