N'-Benzoyl-2-methylimidazo[1,2-a]pyridine-3-carbohydrazide

ID: ALA3309661

PubChem CID: 102143274

Max Phase: Preclinical

Molecular Formula: C16H14N4O2

Molecular Weight: 294.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2ccccn2c1C(=O)NNC(=O)c1ccccc1

Standard InChI:  InChI=1S/C16H14N4O2/c1-11-14(20-10-6-5-9-13(20)17-11)16(22)19-18-15(21)12-7-3-2-4-8-12/h2-10H,1H3,(H,18,21)(H,19,22)

Standard InChI Key:  DDFUNKDWXXFOOC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.9422   -1.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1172   -1.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7047   -2.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1172   -2.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9422   -2.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3547   -2.0149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4942   -0.6874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2479   -1.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1617   -1.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7748   -2.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6032   -3.2024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5717   -2.1819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1550   -2.7653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9624   -0.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9519   -2.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1654   -1.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5821   -1.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7956   -0.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5925   -0.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1758   -0.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9623   -1.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5353   -3.1351    0.0000 O   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
 12 13  1  0
 10 11  2  0
 10 12  1  0
  9 10  1  0
  8 14  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 15 22  2  0
 13 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3309661

   N'-benzoyl-2-methyl-imidazo[1,2-a]pyridine-3-carbohydrazide

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: 294.31

Molecular Weight (Monoisotopic): 294.1117

AlogP: 1.72

#Rotatable Bonds: 2

Polar Surface Area: 75.50

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.80

CX Basic pKa: 4.38

CX LogP: 0.93

CX LogD: 0.92

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.71

Np Likeness Score: -2.08

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