N-(2-chlorophenyl)-1-methyl-1H-indole-3-carboxamide

ID: ALA1078145

PubChem CID: 29195497

Max Phase: Preclinical

Molecular Formula: C16H13ClN2O

Molecular Weight: 284.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc(C(=O)Nc2ccccc2Cl)c2ccccc21

Standard InChI:  InChI=1S/C16H13ClN2O/c1-19-10-12(11-6-2-5-9-15(11)19)16(20)18-14-8-4-3-7-13(14)17/h2-10H,1H3,(H,18,20)

Standard InChI Key:  HJUCTCWVRRKZSQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -4.5527   -7.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5539   -8.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8395   -9.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8413   -7.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1264   -7.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1215   -8.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3345   -8.9887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8529   -8.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3424   -7.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3253   -6.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6040   -6.4307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0318   -6.4048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0168   -5.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2908   -5.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2755   -4.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9801   -3.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7062   -4.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7179   -5.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4381   -5.5624    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0752   -9.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  9 10  1  0
  5  6  1  0
 10 11  2  0
 10 12  1  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
 13 14  2  0
  1  2  2  0
 14 15  1  0
  5  4  2  0
 15 16  2  0
  6  7  1  0
 16 17  1  0
  7  8  1  0
 17 18  2  0
 18 13  1  0
  8  9  2  0
 18 19  1  0
  9  5  1  0
  7 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1078145

   N-(2-chlorophenyl)-1-methylindole-3-carboxamide

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: 284.75

Molecular Weight (Monoisotopic): 284.0716

AlogP: 4.08

#Rotatable Bonds: 2

Polar Surface Area: 34.03

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.99

CX LogD: 3.99

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.76

Np Likeness Score: -1.73

References

1. Qiao L, Choi S, Case A, Gainer TG, Seyb K, Glicksman MA, Lo DC, Stein RL, Cuny GD..  (2009)  Structure-activity relationship study of EphB3 receptor tyrosine kinase inhibitors.,  19  (21): [PMID:19783434] [10.1016/j.bmcl.2009.09.010]

Source

Source(1):

• Scientific Literature