3-(3,4-Dimethylphenyl)-N-(4-hydroxyphenethyl)-3-(pyridin-4-yl)acrylamide

ID: ALA2272422

PubChem CID: 76312583

Max Phase: Preclinical

Molecular Formula: C24H24N2O2

Molecular Weight: 372.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C(=C/C(=O)NCCc2ccc(O)cc2)c2ccncc2)cc1C

Standard InChI:  InChI=1S/C24H24N2O2/c1-17-3-6-21(15-18(17)2)23(20-10-12-25-13-11-20)16-24(28)26-14-9-19-4-7-22(27)8-5-19/h3-8,10-13,15-16,27H,9,14H2,1-2H3,(H,26,28)/b23-16+

Standard InChI Key:  SNWRFEDVNXTNGJ-XQNSMLJCSA-N

Molfile:  

     RDKit          2D

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   29.4888  -27.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1984  -27.0888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1956  -26.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4870  -25.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9018  -25.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.0264  -26.2555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3141  -25.0324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   31.6066  -24.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6039  -23.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8941  -23.4081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1856  -23.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.1480  -25.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8544  -26.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5601  -25.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5574  -25.0183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8432  -24.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1405  -25.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2631  -24.6061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0741  -25.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0727  -27.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 19 20  1  0
 20 21  2  0
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 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
  1 27  1  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272422

   (Z)-3-(3,4-dimethylphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-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: 372.47

Molecular Weight (Monoisotopic): 372.1838

AlogP: 4.19

#Rotatable Bonds: 6

Polar Surface Area: 62.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.50

CX Basic pKa: 4.77

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: -0.44

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