N-phenethyl-3-(pyridin-4-yl)-3-p-tolylacrylamide

ID: ALA2272417

PubChem CID: 76334275

Max Phase: Preclinical

Molecular Formula: C23H22N2O

Molecular Weight: 342.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C(=C/C(=O)NCCc2ccccc2)c2ccncc2)cc1

Standard InChI:  InChI=1S/C23H22N2O/c1-18-7-9-20(10-8-18)22(21-12-14-24-15-13-21)17-23(26)25-16-11-19-5-3-2-4-6-19/h2-10,12-15,17H,11,16H2,1H3,(H,25,26)/b22-17-

Standard InChI Key:  BPDFOHIUOSDKAU-XLNRJJMWSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   26.9907   -6.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9895   -7.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6976   -7.7908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4072   -7.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4044   -6.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6958   -6.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1106   -6.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8198   -6.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5260   -6.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2352   -6.5480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5229   -5.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1075   -5.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8154   -4.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8127   -4.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1029   -3.7006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3944   -4.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4006   -4.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9414   -6.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6506   -6.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3568   -6.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0632   -6.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7689   -6.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7662   -5.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0520   -4.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3493   -5.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2815   -7.7898    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
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  7 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 10 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  2 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272417

   (Z)-3-(4-methylphenyl)-N-(2-phenylethyl)-3-pyridin-4-ylprop-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: 342.44

Molecular Weight (Monoisotopic): 342.1732

AlogP: 4.18

#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: 4.78

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.68

Np Likeness Score: -0.60

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