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

ID: ALA5089175

PubChem CID: 166633626

Max Phase: Preclinical

Molecular Formula: C18H12BrN3OS

Molecular Weight: 398.29

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H12BrN3OS/c19-13-8-9-15-20-16(14-7-4-10-24-14)17(22(15)11-13)21-18(23)12-5-2-1-3-6-12/h1-11H,(H,21,23)

Standard InChI Key:  FJSUNQRXIVSANM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    2.7198  -11.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7198  -12.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4251  -12.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4251  -10.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1304  -11.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1304  -12.1099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042  -12.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3826  -11.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9043  -11.0449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1978  -11.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6781  -12.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4553  -12.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4553  -11.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6781  -11.0425    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1567  -13.1386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6098  -13.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8623  -14.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8105  -13.5759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3147  -15.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5666  -15.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667  -16.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9144  -15.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6596  -14.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0127  -12.5230    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
  2 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5089175

   ---

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: 398.29

Molecular Weight (Monoisotopic): 396.9884

AlogP: 5.08

#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: 4.52

CX LogD: 4.52

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.52

Np Likeness Score: -2.26

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