2-((3-Phenyl-6-(trifluoromethyl)-1H-indazol-1-yl)methyl)thiazole-4-carboxylic acid

ID: ALA4129545

PubChem CID: 59179974

Max Phase: Preclinical

Molecular Formula: C19H12F3N3O2S

Molecular Weight: 403.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1csc(Cn2nc(-c3ccccc3)c3ccc(C(F)(F)F)cc32)n1

Standard InChI:  InChI=1S/C19H12F3N3O2S/c20-19(21,22)12-6-7-13-15(8-12)25(9-16-23-14(10-28-16)18(26)27)24-17(13)11-4-2-1-3-5-11/h1-8,10H,9H2,(H,26,27)

Standard InChI Key:  HKAVNJPOQSRMTB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.6954  -13.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4035  -13.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4017  -12.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1103  -12.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1106  -13.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8892  -13.5526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3703  -12.8901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8888  -12.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1394  -11.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9401  -11.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1924  -10.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6452   -9.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8423  -10.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5937  -10.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1461  -14.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9461  -14.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2851  -15.2418    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0974  -15.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2640  -14.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5545  -13.9474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9685  -13.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6798  -14.3399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9612  -13.1205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9874  -13.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800  -13.3032    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9868  -14.5296    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741  -14.1151    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
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 10 11  2  0
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 13 14  1  0
 14 15  2  0
 15 10  1  0
  9 10  1  0
  7 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  2  0
 20 22  1  0
 22 23  2  0
 22 24  1  0
  2 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4129545

   2-[[3-Phenyl-6-(trifluoromethyl)indazol-1-yl]methyl]-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: 403.39

Molecular Weight (Monoisotopic): 403.0602

AlogP: 4.93

#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: 3.18

CX Basic pKa: 1.05

CX LogP: 4.83

CX LogD: 1.38

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: -1.56

References

1. Atobe M, Naganuma K, Kawanishi M, Hayashi T, Suzuki H, Nishida M, Arai H..  (2018)  Discovery of a novel 2-(1H-pyrazolo[3,4-b]pyridin-1-yl)thiazole derivative as an EP1 receptor antagonist and in vivo studies in a bone fracture model.,  28  (14): [PMID:29934246] [10.1016/j.bmcl.2018.06.022]

Source

Source(1):

• Scientific Literature