N-(Furan-2-ylmethyl)-2-methylimidazo[1,2-a]pyridine-3-carboxamide

ID: ALA3310315

PubChem CID: 2897085

Max Phase: Preclinical

Molecular Formula: C14H13N3O2

Molecular Weight: 255.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2ccccn2c1C(=O)NCc1ccco1

Standard InChI:  InChI=1S/C14H13N3O2/c1-10-13(17-7-3-2-6-12(17)16-10)14(18)15-9-11-5-4-8-19-11/h2-8H,9H2,1H3,(H,15,18)

Standard InChI Key:  QXICFXAIQYAIFA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    4.5680   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7430   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3305   -3.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7430   -3.9359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5680   -3.9359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9805   -3.2214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1200   -1.8939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8737   -2.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7875   -3.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4006   -3.6019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2290   -4.4089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1975   -3.3884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5882   -1.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7808   -3.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2189   -4.2774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5777   -3.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8734   -2.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6972   -3.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9108   -3.8281    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
  8 13  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 15 19  1  0
 14 16  1  0
 12 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3310315

   N-(furan-2-ylmethyl)-2-methylimidazo[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: 255.28

Molecular Weight (Monoisotopic): 255.1008

AlogP: 2.17

#Rotatable Bonds: 3

Polar Surface Area: 59.54

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.47

CX LogP: 0.67

CX LogD: 0.67

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: -2.62

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