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

ID: ALA5090382

Cas Number: 1072089-45-2

PubChem CID: 25053891

Max Phase: Preclinical

Molecular Formula: C19H11ClF3N3OS

Molecular Weight: 421.83

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H11ClF3N3OS/c20-13-6-3-11(4-7-13)18(27)25-17-16(14-2-1-9-28-14)24-15-8-5-12(10-26(15)17)19(21,22)23/h1-10H,(H,25,27)

Standard InChI Key:  WQJHMIKXSXRPAX-UHFFFAOYSA-N

Molfile:  

 
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   16.1251   -3.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8304   -3.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8304   -2.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5356   -2.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5356   -3.2446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   18.3095   -2.1796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   20.8606   -2.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0834   -2.1772    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.5619   -4.2733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0151   -4.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2675   -5.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2157   -4.7106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7199   -6.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9718   -7.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7719   -7.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3197   -6.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0649   -5.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0254   -7.9852    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.4180   -3.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7097   -3.2502    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.4192   -4.4749    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.7053   -4.0612    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  2 25  1  0
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 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5090382

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

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: 421.83

Molecular Weight (Monoisotopic): 421.0263

AlogP: 5.99

#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: 4.20

CX LogP: 5.23

CX LogD: 5.23

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.44

Np Likeness Score: -2.40

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