N-(6-bromo-2-(thiophen-2-yl)imidazo[1,2-a]pyridin-3-yl)-4-chlorobenzamide

ID: ALA5072077

PubChem CID: 166630695

Max Phase: Preclinical

Molecular Formula: C18H11BrClN3OS

Molecular Weight: 432.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1c(-c2cccs2)nc2ccc(Br)cn12)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C18H11BrClN3OS/c19-12-5-8-15-21-16(14-2-1-9-25-14)17(23(15)10-12)22-18(24)11-3-6-13(20)7-4-11/h1-10H,(H,22,24)

Standard InChI Key:  IRJWKUZUBYYWLK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   36.9470   -2.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9470   -3.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6522   -3.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6522   -2.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3575   -2.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3575   -3.4180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.1313   -3.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6097   -3.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1314   -2.3529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4249   -3.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9052   -3.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6824   -3.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6824   -2.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9052   -2.3506    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.3838   -4.4467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8369   -5.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0894   -5.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0376   -4.8840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5418   -6.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7937   -7.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5938   -7.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1415   -6.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8867   -5.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8473   -8.1585    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   36.2398   -3.8311    0.0000 Br  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:

   

   ALA5072077

   ---

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: 432.73

Molecular Weight (Monoisotopic): 430.9495

AlogP: 5.73

#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: 4.19

CX LogP: 5.12

CX LogD: 5.12

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.45

Np Likeness Score: -2.43

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