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

ID: ALA5087705

PubChem CID: 166634283

Max Phase: Preclinical

Molecular Formula: C24H17N3OS

Molecular Weight: 395.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1c(-c2cccs2)nc2ccc(-c3ccccc3)cn12)c1ccccc1

Standard InChI:  InChI=1S/C24H17N3OS/c28-24(18-10-5-2-6-11-18)26-23-22(20-12-7-15-29-20)25-21-14-13-19(16-27(21)23)17-8-3-1-4-9-17/h1-16H,(H,26,28)

Standard InChI Key:  BGIVGFKUCWKITP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   25.2999  -11.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2999  -12.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0052  -12.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0052  -10.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7105  -11.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7104  -12.1099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4843  -12.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9626  -11.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4843  -11.0449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7778  -11.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2582  -12.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0354  -12.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0354  -11.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2582  -11.0425    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.7367  -13.1386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1899  -13.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4423  -14.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3906  -13.5759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8948  -15.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1467  -15.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9467  -16.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4945  -15.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2397  -14.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5937  -12.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8852  -12.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1785  -12.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1793  -13.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8925  -13.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5963  -13.3374    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
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
  2 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5087705

   ---

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: 395.49

Molecular Weight (Monoisotopic): 395.1092

AlogP: 5.98

#Rotatable Bonds: 4

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: 4.28

CX LogP: 5.40

CX LogD: 5.40

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: -1.78

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