(E)-N-(3-(1H-Imidazol-1-yl)propyl)-2-(3,4-dimethoxyphenyl)-3-(4-methoxyphenyl)acryl-amide

ID: ALA4524814

PubChem CID: 155538708

Max Phase: Preclinical

Molecular Formula: C24H27N3O4

Molecular Weight: 421.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C(/C(=O)NCCCn2ccnc2)c2ccc(OC)c(OC)c2)cc1

Standard InChI:  InChI=1S/C24H27N3O4/c1-29-20-8-5-18(6-9-20)15-21(19-7-10-22(30-2)23(16-19)31-3)24(28)26-11-4-13-27-14-12-25-17-27/h5-10,12,14-17H,4,11,13H2,1-3H3,(H,26,28)/b21-15+

Standard InChI Key:  WRAHRFAQQITJEE-RCCKNPSSSA-N

Molfile:  

 
     RDKit          2D

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    5.1343   -5.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8420   -5.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5497   -5.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1343   -4.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -5.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7198   -5.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7194   -6.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4320   -6.9185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1363   -6.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1370   -3.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4302   -2.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7215   -3.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7241   -4.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4315   -4.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0132   -2.8354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0121   -2.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0122   -6.9196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3039   -6.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4349   -7.7357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7287   -8.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2574   -5.2870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5497   -6.5128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9651   -5.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6728   -5.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3805   -5.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0882   -5.2870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8353   -5.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3821   -5.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9735   -4.2996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1742   -4.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  2  4  2  0
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  9 10  2  0
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  5 11  2  0
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 12 13  2  0
 13 14  1  0
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 13 16  1  0
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  8 18  1  0
 18 19  1  0
  9 20  1  0
 20 21  1  0
  3 22  1  0
  3 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524814

   ---

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: 421.50

Molecular Weight (Monoisotopic): 421.2002

AlogP: 3.66

#Rotatable Bonds: 10

Polar Surface Area: 74.61

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.79

CX LogP: 2.71

CX LogD: 2.65

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.31

Np Likeness Score: -0.81

References

1. Güzelcan EA, Baxendale IR, Cetin-Atalay R, Baumann M..  (2019)  Synthesis of new derivatives of boehmeriasin A and their biological evaluation in liver cancer.,  166  [PMID:30716712] [10.1016/j.ejmech.2019.01.056]

Source

Source(1):

• Scientific Literature