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

ID: ALA3092156

PubChem CID: 68329481

Max Phase: Preclinical

Molecular Formula: C20H15N3O3S

Molecular Weight: 377.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(-c2ccccc2)nn(-c2nc(C(=O)O)cs2)c1-c1ccccc1

Standard InChI:  InChI=1S/C20H15N3O3S/c1-26-18-16(13-8-4-2-5-9-13)22-23(17(18)14-10-6-3-7-11-14)20-21-15(12-27-20)19(24)25/h2-12H,1H3,(H,24,25)

Standard InChI Key:  UGWRGIQZGCREDV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   22.4615  -13.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4603  -14.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1752  -14.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8916  -14.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8888  -13.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1734  -13.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6013  -13.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3563  -13.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9060  -12.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4907  -12.2125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6845  -12.3873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8214  -11.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6276  -11.2845    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.7107  -10.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9558  -10.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4061  -10.7462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7242  -13.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0618  -13.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8819  -13.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3652  -13.1774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0227  -12.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2036  -12.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7810   -9.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3919   -8.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9953   -9.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5308  -14.3471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9198  -14.9014    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:

   

   ALA3092156

   2-(4-Methoxy-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: 377.43

Molecular Weight (Monoisotopic): 377.0834

AlogP: 4.37

#Rotatable Bonds: 5

Polar Surface Area: 77.24

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.16

CX Basic pKa: 0.27

CX LogP: 4.89

CX LogD: 1.44

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -0.99

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