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

ID: ALA5088746

Cas Number: 374615-54-0

PubChem CID: 979730

Max Phase: Preclinical

Molecular Formula: C18H11Cl2N3OS

Molecular Weight: 388.28

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H11Cl2N3OS/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:  LUIGTAXUAFMPQZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.6583   -2.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6583   -3.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3635   -3.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3635   -2.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0688   -2.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0688   -3.2983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8426   -3.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3210   -2.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8427   -2.2333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1362   -2.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6165   -3.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3938   -3.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3938   -2.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6165   -2.2309    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.0951   -4.3270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5482   -4.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8007   -5.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7489   -4.7643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2531   -6.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5050   -7.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3051   -7.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8528   -6.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5980   -5.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5586   -8.0389    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.9512   -3.7114    0.0000 Cl  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:

   

   ALA5088746

   4-chloro-N-[6-chloro-2-(thiophen-2-yl)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: 388.28

Molecular Weight (Monoisotopic): 387.0000

AlogP: 5.62

#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: 4.22

CX LogP: 4.96

CX LogD: 4.96

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.50

Np Likeness Score: -2.35

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]

2. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]

Source

Source(2):

• Scientific Literature
• EUbOPEN Chemogenomic Library