5-phenyl-2-[[3-phenylprop-2-enoyl]amino]-N-propyl-penta-2,4-dienamide

ID: ALA4585981

PubChem CID: 155277982

Max Phase: Preclinical

Molecular Formula: C23H24N2O2

Molecular Weight: 360.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNC(=O)/C(=C/C=C/c1ccccc1)NC(=O)/C=C/c1ccccc1

Standard InChI:  InChI=1S/C23H24N2O2/c1-2-18-24-23(27)21(15-9-14-19-10-5-3-6-11-19)25-22(26)17-16-20-12-7-4-8-13-20/h3-17H,2,18H2,1H3,(H,24,27)(H,25,26)/b14-9+,17-16+,21-15-

Standard InChI Key:  LEXLVWOIBWHSGL-ASMGXLIMSA-N

Molfile:  

 
     RDKit          2D

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   22.7812   -4.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4940   -4.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4940   -3.3762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2071   -4.6163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9203   -4.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6376   -4.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3508   -4.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7812   -5.4372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4943   -5.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4943   -6.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2074   -7.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2074   -7.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9205   -8.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9194   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2059   -9.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4968   -9.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4899   -8.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2074   -5.4372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0639   -4.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3507   -4.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6376   -4.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9245   -4.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9241   -5.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2093   -5.8494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4960   -5.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4936   -4.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2069   -4.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
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  9 10  1  0
 10 11  2  0
 11 12  1  0
 13 12  2  0
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 15 14  2  0
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 12 17  1  0
  9 18  2  0
  1 19  2  0
 19 20  1  0
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 21 22  1  0
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 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 22 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4585981

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 360.46

Molecular Weight (Monoisotopic): 360.1838

AlogP: 3.94

#Rotatable Bonds: 8

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.87

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: -0.52

References

1. Noureddin SA, El-Shishtawy RM, Al-Footy KO..  (2019)  Curcumin analogues and their hybrid molecules as multifunctional drugs.,  182  [PMID:31479974] [10.1016/j.ejmech.2019.111631]

Source

Source(1):

• Scientific Literature