N-(Cyclopropylsulfonyl)-5-fluoro-1-methyl-3-(4-(trifluoromethyl)phenyl)-1H-indazole-6-carboxamide

ID: ALA4524193

PubChem CID: 155520010

Max Phase: Preclinical

Molecular Formula: C19H15F4N3O3S

Molecular Weight: 441.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1nc(-c2ccc(C(F)(F)F)cc2)c2cc(F)c(C(=O)NS(=O)(=O)C3CC3)cc21

Standard InChI:  InChI=1S/C19H15F4N3O3S/c1-26-16-9-13(18(27)25-30(28,29)12-6-7-12)15(20)8-14(16)17(24-26)10-2-4-11(5-3-10)19(21,22)23/h2-5,8-9,12H,6-7H2,1H3,(H,25,27)

Standard InChI Key:  VQSVXNBRYCHOIV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   23.4220   -1.4528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8389   -2.1668    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.2473   -1.4503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1298   -2.5841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5535   -2.5788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4153   -2.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7062   -2.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4099   -1.3548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9939   -2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0097   -3.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7154   -3.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2902   -3.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2821   -2.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5018   -2.3557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0301   -3.0228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5149   -3.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2415   -1.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2702   -4.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4692   -4.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2243   -5.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7775   -6.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5827   -5.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8280   -5.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5320   -6.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7342   -6.9852    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.0843   -7.4104    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.3166   -7.5941    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.4270   -3.8118    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.9653   -3.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3773   -2.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  2  0
  9 13  1  0
 12 10  1  0
 10 11  2  0
 11  7  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
 14 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 11 28  1  0
 29  5  1  0
 30 29  1  0
  5 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524193

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 441.41

Molecular Weight (Monoisotopic): 441.0770

AlogP: 3.62

#Rotatable Bonds: 4

Polar Surface Area: 81.06

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.94

CX Basic pKa: 1.19

CX LogP: 3.58

CX LogD: 2.64

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.63

Np Likeness Score: -1.55

References

1. Luo G, Chen L, Easton A, Newton A, Bourin C, Shields E, Mosure K, Soars MG, Knox RJ, Matchett M, Pieschl RL, Post-Munson DJ, Wang S, Herrington J, Graef J, Newberry K, Sivarao DV, Senapati A, Bristow LJ, Meanwell NA, Thompson LA, Dzierba C..  (2019)  Discovery of Indole- and Indazole-acylsulfonamides as Potent and Selective NaV1.7 Inhibitors for the Treatment of Pain.,  62  (2): [PMID:30576602] [10.1021/acs.jmedchem.8b01550]

Source

Source(1):

• Scientific Literature