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

ID: ALA3092151

PubChem CID: 44611763

Max Phase: Preclinical

Molecular Formula: C19H12FN3O2S

Molecular Weight: 365.39

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H12FN3O2S/c20-15-16(12-7-3-1-4-8-12)22-23(17(15)13-9-5-2-6-10-13)19-21-14(11-26-19)18(24)25/h1-11H,(H,24,25)

Standard InChI Key:  KXZZSEBZBQVAID-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.6647   -6.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6636   -6.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3783   -7.3691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0948   -6.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0919   -6.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3765   -5.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8043   -5.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5593   -6.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1089   -5.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6937   -4.7121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8875   -4.8869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0243   -3.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8306   -3.7842    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.9137   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1587   -2.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6092   -3.2459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9273   -5.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2648   -6.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0848   -6.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5680   -5.6769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2255   -4.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4066   -4.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9841   -1.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5949   -1.2700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1985   -1.5726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7338   -6.8466    0.0000 F   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
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  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
M  END

Alternative Forms

1. Parent:

   

   ALA3092151

   2-(4-Fluoro-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: 365.39

Molecular Weight (Monoisotopic): 365.0634

AlogP: 4.50

#Rotatable Bonds: 4

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: 3.16

CX Basic pKa: ┄

CX LogP: 5.19

CX LogD: 1.74

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: -1.32

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