2-Methyl-N'-(4-methylbenzylidene)imidazo[1,2-a]pyridine-3-carbohydrazide

ID: ALA3310311

PubChem CID: 9585812

Max Phase: Preclinical

Molecular Formula: C17H16N4O

Molecular Weight: 292.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C=N/NC(=O)c2c(C)nc3ccccn23)cc1

Standard InChI:  InChI=1S/C17H16N4O/c1-12-6-8-14(9-7-12)11-18-20-17(22)16-13(2)19-15-5-3-4-10-21(15)16/h3-11H,1-2H3,(H,20,22)/b18-11+

Standard InChI Key:  BVPFUKZKGPSCKH-WOJGMQOQSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    7.5479   -4.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3447   -4.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5583   -3.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9749   -2.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1780   -3.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9645   -3.8461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1733   -5.1646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3585   -5.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2294   -4.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4943   -3.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4512   -3.0222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7799   -4.2586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0654   -3.8461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3509   -4.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6365   -3.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220   -4.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2075   -3.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2075   -3.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9220   -2.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6365   -3.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930   -2.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7751   -5.6189    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
 12 13  1  0
 10 11  2  0
 10 12  1  0
  9 10  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
 18 21  1  0
 13 14  2  0
  8 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3310311

   2-methyl-N'-(4-methylbenzylidene)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: 292.34

Molecular Weight (Monoisotopic): 292.1324

AlogP: 2.72

#Rotatable Bonds: 3

Polar Surface Area: 58.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.79

CX Basic pKa: 4.32

CX LogP: 2.31

CX LogD: 2.31

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.60

Np Likeness Score: -2.48

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