1-(5-chloro-6-((1-methylcyclopropyl)methoxy)pyridin-3-yl)-3-methyl-N-(methylsulfonyl)-1H-indazole-5-carboxamide

ID: ALA4474513

PubChem CID: 70355061

Max Phase: Preclinical

Molecular Formula: C20H21ClN4O4S

Molecular Weight: 448.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nn(-c2cnc(OCC3(C)CC3)c(Cl)c2)c2ccc(C(=O)NS(C)(=O)=O)cc12

Standard InChI:  InChI=1S/C20H21ClN4O4S/c1-12-15-8-13(18(26)24-30(3,27)28)4-5-17(15)25(23-12)14-9-16(21)19(22-10-14)29-11-20(2)6-7-20/h4-5,8-10H,6-7,11H2,1-3H3,(H,24,26)

Standard InChI Key:  KNSUZJPYWJFPKZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.6261  -23.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8275  -23.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8287  -18.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5448  -18.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5418  -17.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8269  -17.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1143  -18.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1110  -17.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3264  -17.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8448  -18.1185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0685  -16.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0798  -19.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2726  -19.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0210  -20.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5754  -21.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3848  -20.9579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6327  -20.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2150  -20.6989    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.3249  -21.9216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8798  -22.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1843  -23.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2547  -17.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2516  -16.4546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9708  -17.6894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6837  -17.2742    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3997  -17.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2712  -16.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0962  -16.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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 10 13  1  0
 14 15  2  0
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 18 19  2  0
 19 14  1  0
 12 14  1  0
 16 20  1  0
 17 21  1  0
 21 22  1  0
 22  2  1  0
  2 23  1  0
  6 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 27 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474513

   1-[5-chloro-6-[(1-methylcyclopropyl)methoxy]pyridin-3-yl]-3-methyl-N-methylsulfonylindazole-5-carboxamide

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: 448.93

Molecular Weight (Monoisotopic): 448.0972

AlogP: 3.25

#Rotatable Bonds: 6

Polar Surface Area: 103.18

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.13

CX Basic pKa: 1.34

CX LogP: 2.53

CX LogD: 1.58

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -0.97

References

1. Wu YJ, Venables B, Guernon J, Chen J, Sit SY, Rajamani R, Knox RJ, Matchett M, Pieschl RL, Herrington J, Bristow LJ, Meanwell NA, Thompson LA, Dzierba C..  (2019)  Discovery of new indole-based acylsulfonamide Na_v1.7 inhibitors.,  29  (4): [PMID:30638874] [10.1016/j.bmcl.2018.12.013]

Source

Source(1):

• Scientific Literature