2-Methyl-N-phenethylimidazo[1,2-a]pyridine-3-carboxamide

ID: ALA3310313

PubChem CID: 67392765

Max Phase: Preclinical

Molecular Formula: C17H17N3O

Molecular Weight: 279.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2ccccn2c1C(=O)NCCc1ccccc1

Standard InChI:  InChI=1S/C17H17N3O/c1-13-16(20-12-6-5-9-15(20)19-13)17(21)18-11-10-14-7-3-2-4-8-14/h2-9,12H,10-11H2,1H3,(H,18,21)

Standard InChI Key:  NXSRMCPZIVTULI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   11.0761   -2.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7906   -2.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7906   -1.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0761   -1.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3616   -1.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3616   -2.5213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9046   -3.7408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0841   -3.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7485   -3.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9416   -2.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6866   -2.1172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3582   -3.4852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5613   -3.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9779   -3.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1811   -3.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5977   -4.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8008   -4.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5873   -3.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1706   -2.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9675   -2.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6716   -4.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  1  0
  7  8  1  0
  8  9  2  0
  6  9  1  0
  1  7  2  0
 10 11  2  0
 10 12  1  0
  9 10  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 12 13  1  0
  8 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3310313

   2-methyl-N-phenethyl-imidazo[1,2-a]pyridine-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: 279.34

Molecular Weight (Monoisotopic): 279.1372

AlogP: 2.62

#Rotatable Bonds: 4

Polar Surface Area: 46.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.47

CX LogP: 1.90

CX LogD: 1.90

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -1.87

References

1. Samala G, Nallangi R, Devi PB, Saxena S, Yadav R, Sridevi JP, Yogeeswari P, Sriram D..  (2014)  Identification and development of 2-methylimidazo[1,2-a]pyridine-3-carboxamides as Mycobacterium tuberculosis pantothenate synthetase inhibitors.,  22  (15): [PMID:24953948] [10.1016/j.bmc.2014.05.038]

Source

Source(1):

• Scientific Literature