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

ID: ALA3092154

PubChem CID: 68318287

Max Phase: Preclinical

Molecular Formula: C19H12IN3O2S

Molecular Weight: 473.30

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H12IN3O2S/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:  GTJJLJIKGSUJFX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.4480  -13.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4469  -14.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1616  -14.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8781  -14.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8752  -13.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1598  -13.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5877  -13.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3426  -13.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8922  -12.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4770  -12.1199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6708  -12.2946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8076  -11.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6139  -11.1919    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.6970  -10.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9420  -10.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3924  -10.6537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7104  -12.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0481  -13.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8680  -13.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3512  -13.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0087  -12.3294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1897  -12.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7672   -9.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3782   -8.6778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9818   -8.9804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5171  -14.2542    0.0000 I   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:

   

   ALA3092154

   2-(4-Iodo-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: 473.30

Molecular Weight (Monoisotopic): 472.9695

AlogP: 4.97

#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: 3.17

CX Basic pKa: 0.61

CX LogP: 5.97

CX LogD: 2.52

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.43

Np Likeness Score: -1.21

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