N-(4-butylphenyl)-2-(pyridin-3-yl)cyclopropanecarboxamide

ID: ALA3800338

Cas Number: 1241192-13-1

PubChem CID: 47084288

Max Phase: Preclinical

Molecular Formula: C19H22N2O

Molecular Weight: 294.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1ccc(NC(=O)C2CC2c2cccnc2)cc1

Standard InChI:  InChI=1S/C19H22N2O/c1-2-3-5-14-7-9-16(10-8-14)21-19(22)18-12-17(18)15-6-4-11-20-13-15/h4,6-11,13,17-18H,2-3,5,12H2,1H3,(H,21,22)

Standard InChI Key:  CQMHRXNSZNJXJI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2676   -2.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0196   -1.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3021   -0.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6108   -1.4321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2880    0.5025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9019   -0.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2110   -1.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4998   -0.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4796    0.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1706    1.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8818    0.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7676    1.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7453    3.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0333    3.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0154    5.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  8  7  1  0
  9  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3800338

   N-(4-butylphenyl)-2-(pyridin-3-yl)cyclopropane-1-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: 294.40

Molecular Weight (Monoisotopic): 294.1732

AlogP: 4.17

#Rotatable Bonds: 6

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.90

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.87

Np Likeness Score: -1.10

References

1. Clark DE, Waszkowycz B, Wong M, Lockey PM, Adalbert R, Gilley J, Clark J, Coleman MP..  (2016)  Application of virtual screening to the discovery of novel nicotinamide phosphoribosyltransferase (NAMPT) inhibitors with potential for the treatment of cancer and axonopathies.,  26  (12): [PMID:27158141] [10.1016/j.bmcl.2016.04.039]

Source

Source(1):

• Scientific Literature