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

ID: ALA5091099

PubChem CID: 166632402

Max Phase: Preclinical

Molecular Formula: C19H18BrN3O

Molecular Weight: 384.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1c(C2CCCC2)nc2ccc(Br)cn12)c1ccccc1

Standard InChI:  InChI=1S/C19H18BrN3O/c20-15-10-11-16-21-17(13-6-4-5-7-13)18(23(16)12-15)22-19(24)14-8-2-1-3-9-14/h1-3,8-13H,4-7H2,(H,22,24)

Standard InChI Key:  YWXUZENVBFMBNV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   17.3261  -11.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3261  -12.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0314  -13.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0314  -11.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7367  -11.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7366  -12.7785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5105  -13.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9888  -12.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5105  -11.7135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8040  -12.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7629  -13.8072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2161  -14.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4685  -15.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4168  -14.2445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9210  -15.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1729  -16.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9729  -16.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5207  -16.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2659  -15.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6190  -13.1916    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   21.2836  -13.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0590  -12.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0595  -11.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2843  -11.7087    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
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 13  1  0
  2 20  1  0
 10 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5091099

   ---

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: 384.28

Molecular Weight (Monoisotopic): 383.0633

AlogP: 5.01

#Rotatable Bonds: 3

Polar Surface Area: 46.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.07

CX LogP: 4.51

CX LogD: 4.51

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: -1.51

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