3-(2-Chloropyridin-4-yl)-3-(3,4-dimethylphenyl)-N-phenethylacrylamide

ID: ALA2272426

PubChem CID: 76323447

Max Phase: Preclinical

Molecular Formula: C24H23ClN2O

Molecular Weight: 390.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C(=C/C(=O)NCCc2ccccc2)c2ccnc(Cl)c2)cc1C

Standard InChI:  InChI=1S/C24H23ClN2O/c1-17-8-9-20(14-18(17)2)22(21-11-13-26-23(25)15-21)16-24(28)27-12-10-19-6-4-3-5-7-19/h3-9,11,13-16H,10,12H2,1-2H3,(H,27,28)/b22-16-

Standard InChI Key:  RMOZCXMJTPXIAE-JWGURIENSA-N

Molfile:  

     RDKit          2D

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    4.5580   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2661   -1.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9757   -1.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9729   -0.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2643    0.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6791    0.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3883   -0.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0945    0.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8037   -0.3695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0914    0.8551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6760    0.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3839    1.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3812    2.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6714    2.4830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9629    2.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9691    1.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5099    0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2191   -0.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9253    0.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6317   -0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3374    0.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3347    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6205    1.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9178    0.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2522    2.4705    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2659   -2.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8500   -1.6114    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
  5  7  1  0
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  7 12  1  0
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 10 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
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 23 24  1  0
 24 25  2  0
 25 20  1  0
 16 26  1  0
  3 27  1  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272426

   (Z)-3-(2-chloropyridin-4-yl)-3-(3,4-dimethylphenyl)-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: 390.91

Molecular Weight (Monoisotopic): 390.1499

AlogP: 5.14

#Rotatable Bonds: 6

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.89

CX LogP: 5.63

CX LogD: 5.63

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: -0.87

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