3-(2-Chloropyridin-4-yl)-N-phenethyl-3-p-tolylacrylamide

ID: ALA2272424

PubChem CID: 76308871

Max Phase: Preclinical

Molecular Formula: C23H21ClN2O

Molecular Weight: 376.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C(=C/C(=O)NCCc2ccccc2)c2ccnc(Cl)c2)cc1

Standard InChI:  InChI=1S/C23H21ClN2O/c1-17-7-9-19(10-8-17)21(20-12-14-25-22(24)15-20)16-23(27)26-13-11-18-5-3-2-4-6-18/h2-10,12,14-16H,11,13H2,1H3,(H,26,27)/b21-16-

Standard InChI Key:  XDZMAFRNCWFKEY-PGMHBOJBSA-N

Molfile:  

     RDKit          2D

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   -5.3693   -2.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6591   -2.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6563   -1.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3675   -0.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9510   -0.9017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5351   -0.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8246   -1.3023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5403   -0.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9561   -0.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2443    0.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2498    1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9598    1.5503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6711    1.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6608    0.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4087   -1.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2977   -0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0041   -1.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098   -0.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7071   -0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9929    0.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2902   -0.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3802    1.5377    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.7845   -2.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  6  1  1  0
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  9 10  1  0
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 19 20  1  0
 20 21  2  0
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 24 25  2  0
 25 20  1  0
 16 26  1  0
  2 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272424

   (Z)-3-(2-chloropyridin-4-yl)-3-(4-methylphenyl)-N-(2-phenylethyl)prop-2-enamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 376.89

Molecular Weight (Monoisotopic): 376.1342

AlogP: 4.83

#Rotatable Bonds: 6

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.89

CX LogP: 5.12

CX LogD: 5.12

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: -0.78

References

1. Xiao Y, Yang X, Li B, Yuan H, Wan S, Xu Y, Qin Z..  (2011)  Design, synthesis and antifungal/insecticidal evaluation of novel cinnamide derivatives.,  16  (11): [PMID:22027951] [10.3390/molecules16118945]

Source

Source(1):

• Scientific Literature