3-(2-Chloropyridin-4-yl)-3-(2,4-dimethylphenyl)-N-(4-hydroxyphenethyl)acrylamide

ID: ALA2272415

PubChem CID: 76308867

Max Phase: Preclinical

Molecular Formula: C24H23ClN2O2

Molecular Weight: 406.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C(=C/C(=O)NCCc2ccc(O)cc2)c2ccnc(Cl)c2)c(C)c1

Standard InChI:  InChI=1S/C24H23ClN2O2/c1-16-3-8-21(17(2)13-16)22(19-10-12-26-23(25)14-19)15-24(29)27-11-9-18-4-6-20(28)7-5-18/h3-8,10,12-15,28H,9,11H2,1-2H3,(H,27,29)/b22-15+

Standard InChI Key:  YYRFKXCUQCXXBK-PXLXIMEGSA-N

Molfile:  

     RDKit          2D

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   17.4247   -7.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4218   -7.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7132   -6.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.5434   -6.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2526   -7.0763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5403   -5.8532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.8301   -4.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1203   -4.2288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4118   -4.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4180   -5.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.3742   -6.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0806   -7.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7863   -6.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7837   -5.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0695   -5.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3667   -5.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7012   -4.2411    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.4893   -5.4269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7108   -5.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2989   -8.3181    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
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 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
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 16 26  1  0
 23 27  1  0
  6 28  1  0
  2 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272415

   (E)-3-(2-chloropyridin-4-yl)-3-(2,4-dimethylphenyl)-N-[2-(4-hydroxyphenyl)ethyl]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: 406.91

Molecular Weight (Monoisotopic): 406.1448

AlogP: 4.85

#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: 0.89

CX LogP: 5.33

CX LogD: 5.33

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -0.63

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