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

ID: ALA3092150

PubChem CID: 68329608

Max Phase: Preclinical

Molecular Formula: C20H12F3N3O2S

Molecular Weight: 415.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1csc(-n2nc(-c3ccccc3)c(C(F)(F)F)c2-c2ccccc2)n1

Standard InChI:  InChI=1S/C20H12F3N3O2S/c21-20(22,23)15-16(12-7-3-1-4-8-12)25-26(17(15)13-9-5-2-6-10-13)19-24-14(11-29-19)18(27)28/h1-11H,(H,27,28)

Standard InChI Key:  ZCBFSYOZVSEIJA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.6163   -7.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3328   -6.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3300   -5.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6145   -5.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0424   -5.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2625   -3.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0688   -3.6384    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.1519   -2.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3969   -2.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8474   -3.1002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.4637   -4.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6448   -4.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2222   -1.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8331   -1.1242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4366   -1.4268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9720   -6.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7576   -6.9529    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.3609   -7.2553    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.1833   -7.4958    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5  7  1  0
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 20 21  1  0
 21 22  2  0
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  9 17  1  0
 15 23  1  0
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 23 25  2  0
  8 26  1  0
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 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3092150

   2-[3,5-Diphenyl-4-(trifluoromethyl)pyrazol-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: 415.40

Molecular Weight (Monoisotopic): 415.0602

AlogP: 5.38

#Rotatable Bonds: 4

Polar Surface Area: 68.01

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.17

CX Basic pKa: 0.45

CX LogP: 5.92

CX LogD: 2.47

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -1.16

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