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

ID: ALA5069550

PubChem CID: 166625695

Max Phase: Preclinical

Molecular Formula: C18H11ClFN3OS

Molecular Weight: 371.82

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H11ClFN3OS/c19-12-5-3-11(4-6-12)18(24)22-17-16(14-2-1-9-25-14)21-15-8-7-13(20)10-23(15)17/h1-10H,(H,22,24)

Standard InChI Key:  PHOMGUPCZOHLHQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.0093   -2.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0093   -3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7146   -3.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7146   -2.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4199   -2.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4198   -3.4510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1937   -3.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6720   -3.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1937   -2.3860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4872   -3.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9676   -3.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7448   -3.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7448   -2.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9676   -2.3836    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.4461   -4.4797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8993   -5.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1517   -5.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1000   -4.9170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6042   -6.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8561   -7.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6561   -7.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2039   -6.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9491   -6.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9096   -8.1916    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.3022   -3.8641    0.0000 F   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:

   

   ALA5069550

   ---

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: 371.82

Molecular Weight (Monoisotopic): 371.0295

AlogP: 5.11

#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: 4.43

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -2.52

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