N-(cyclopropylsulfonyl)-1-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole-6-carboxamide

ID: ALA4476747

PubChem CID: 155538523

Max Phase: Preclinical

Molecular Formula: C18H21N3O3S

Molecular Weight: 359.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cc(C2=CCNCC2)c2ccc(C(=O)NS(=O)(=O)C3CC3)cc21

Standard InChI:  InChI=1S/C18H21N3O3S/c1-21-11-16(12-6-8-19-9-7-12)15-5-2-13(10-17(15)21)18(22)20-25(23,24)14-3-4-14/h2,5-6,10-11,14,19H,3-4,7-9H2,1H3,(H,20,22)

Standard InChI Key:  BJCFFDGQFPMUTR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   28.7572   -6.1798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1739   -6.8966    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.5862   -6.1773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3191   -8.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0357   -8.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0328   -7.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3173   -6.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6043   -8.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6055   -7.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8218   -7.0686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3362   -7.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8198   -8.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5680   -6.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7458   -6.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4618   -7.3126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7427   -6.0777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8909   -7.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3081   -8.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7179   -7.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5658   -9.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7571   -9.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5003  -10.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0485  -10.7493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8571  -10.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1175   -9.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  8  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  9  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 10 13  1  0
  6 14  1  0
 14 15  1  0
 14 16  2  0
 15  2  1  0
  2 17  1  0
 18 17  1  0
 19 18  1  0
 17 19  1  0
 20 21  1  0
 20 25  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 12 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476747

   ---

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: 359.45

Molecular Weight (Monoisotopic): 359.1304

AlogP: 1.78

#Rotatable Bonds: 4

Polar Surface Area: 80.20

Molecular Species: ZWITTERION

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.06

CX Basic pKa: 9.55

CX LogP: 0.31

CX LogD: 0.31

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.87

Np Likeness Score: -0.63

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