(Z)-3-(3,5-dimethoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acrylonitrile

ID: ALA3741506

PubChem CID: 127039147

Max Phase: Preclinical

Molecular Formula: C20H21NO5

Molecular Weight: 355.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C(\C#N)c2cc(OC)c(OC)c(OC)c2)cc(OC)c1

Standard InChI:  InChI=1S/C20H21NO5/c1-22-16-7-13(8-17(11-16)23-2)6-15(12-21)14-9-18(24-3)20(26-5)19(10-14)25-4/h6-11H,1-5H3/b15-6+

Standard InChI Key:  PTXLQHACYWMOLD-GIDUJCDVSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990    0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2003    1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030    2.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6051    4.1986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4994    0.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7985    1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7985    2.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995    3.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2004    2.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -3.0008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432   -3.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5972    1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5955    2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4965    5.2441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4564    5.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0998    0.7454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1381    1.3469    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
  4  7  1  0
  7  8  2  0
  8  9  1  0
  7 10  1  0
 10 11  3  0
  9 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  9  1  0
  6 17  1  0
 17 18  1  0
  1 19  1  0
 19 20  1  0
  2 21  1  0
 21 22  1  0
 15 23  1  0
 23 24  1  0
 13 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3741506

   ---

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: 355.39

Molecular Weight (Monoisotopic): 355.1420

AlogP: 3.79

#Rotatable Bonds: 7

Polar Surface Area: 69.94

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.24

CX LogD: 3.24

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.56

Np Likeness Score: -0.40

References

1. Madadi NR, Zong H, Ketkar A, Zheng C, Penthala NR, Janganati V, Bommagani S, Eoff RL, Guzman ML, Crooks PA..  (2015)  Synthesis and evaluation of a series of resveratrol analogues as potent anti-cancer agents that target tubulin.,  6  (5): [PMID:26257861] [10.1039/c4md00478g]

Source

Source(1):

• Scientific Literature