4-chloro-N-(6-methyl-2-(thiophen-2-yl)imidazo[1,2-a]pyridin-3-yl)benzamide

ID: ALA5081682

Cas Number: 372970-71-3

PubChem CID: 979726

Max Phase: Preclinical

Molecular Formula: C19H14ClN3OS

Molecular Weight: 367.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2nc(-c3cccs3)c(NC(=O)c3ccc(Cl)cc3)n2c1

Standard InChI:  InChI=1S/C19H14ClN3OS/c1-12-4-9-16-21-17(15-3-2-10-25-15)18(23(16)11-12)22-19(24)13-5-7-14(20)8-6-13/h2-11H,1H3,(H,22,24)

Standard InChI Key:  GVTBBTIQMDBGNJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    8.1637   -2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1637   -3.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8689   -3.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8689   -1.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5742   -2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5742   -3.1703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3480   -3.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8264   -2.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3481   -2.1053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6416   -2.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1219   -3.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8991   -3.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8991   -2.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1219   -2.1030    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.6005   -4.1991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0536   -4.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3061   -5.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2543   -4.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7585   -6.1868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0104   -6.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8105   -7.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3582   -6.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1034   -5.7476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0640   -7.9109    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4565   -3.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  2  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
  8 10  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
 21 24  1  0
  2 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5081682

   4-chloro-N-[6-methyl-2-(thiophen-2-yl)imidazo[1,2-a]pyridin-3-yl]benzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 367.86

Molecular Weight (Monoisotopic): 367.0546

AlogP: 5.28

#Rotatable Bonds: 3

Polar Surface Area: 46.40

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.56

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -2.46

References

1. Rostrup F, Falk-Petersen CB, Harpso E K, Buchleithner S, Conforti I, Jung S, Gloriam DE, Schirmeister T, Wellendorph P, Fro Lund B..  (2021)  Structural Determinants for the Mode of Action of Imidazopyridine DS2 at δ-Containing γ-Aminobutyric Acid Type A Receptors.,  64  (8.0): [PMID:33847501] [10.1021/acs.jmedchem.0c02163]

Source

Source(1):

• Scientific Literature