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

ID: ALA3092153

PubChem CID: 59179265

Max Phase: Preclinical

Molecular Formula: C19H12BrN3O2S

Molecular Weight: 426.30

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H12BrN3O2S/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:  FVFTZHBEOKHLHA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    1.0194  -13.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0182  -14.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7330  -14.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4494  -14.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466  -13.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312  -12.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1590  -12.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9139  -13.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4637  -12.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0485  -11.9286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2422  -12.1032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3791  -11.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1853  -11.0005    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2684  -10.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5134   -9.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639  -10.4623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2819  -12.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6195  -13.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4395  -13.5630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9228  -12.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5801  -12.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7612  -12.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3387   -9.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9496   -8.4864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5531   -8.7890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0885  -14.0629    0.0000 Br  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
M  END

Alternative Forms

1. Parent:

   

   ALA3092153

   2-(4-Bromo-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: 426.30

Molecular Weight (Monoisotopic): 424.9834

AlogP: 5.12

#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: 0.59

CX LogP: 5.81

CX LogD: 2.36

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -1.15

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