5-[(Z)-2-(3,4-Dimethyl-phenyl)-vinyl]-1,2,3-trimethoxy-benzene

ID: ALA364234

PubChem CID: 10881066

Max Phase: Preclinical

Molecular Formula: C19H22O3

Molecular Weight: 298.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C\c2ccc(C)c(C)c2)cc(OC)c1OC

Standard InChI:  InChI=1S/C19H22O3/c1-13-6-7-15(10-14(13)2)8-9-16-11-17(20-3)19(22-5)18(12-16)21-4/h6-12H,1-5H3/b9-8-

Standard InChI Key:  ZGOBORRGHGZSOO-HJWRWDBZSA-N

Molfile:  

     RDKit          2D

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   -0.5833   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125    0.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708    1.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917    0.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6542    1.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4083    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708    0.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9875   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9875    1.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1625    1.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1542   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125   -1.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375    0.2958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708   -1.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    0.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167    0.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -1.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4000   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  7  1  0
  5 11  1  0
  6  4  2  0
  7  8  1  0
  8  3  2  0
  9  2  1  0
 10 13  1  0
 11 12  2  0
 12  6  1  0
 13 17  2  0
 14  1  1  0
 15  3  1  0
 16  2  1  0
 17 12  1  0
 18  5  1  0
 19 10  1  0
 20 14  1  0
 21 15  1  0
 22 16  1  0
  7  9  2  0
 10  5  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA364234

   5-[(Z)-2-(3,4-Dimethyl-phenyl)-vinyl]-1,2,3-trimethoxy-benzene

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: 298.38

Molecular Weight (Monoisotopic): 298.1569

AlogP: 4.50

#Rotatable Bonds: 5

Polar Surface Area: 27.69

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: -0.01

References

1. Ducki S, Mackenzie G, Lawrence NJ, Snyder JP..  (2005)  Quantitative structure-activity relationship (5D-QSAR) study of combretastatin-like analogues as inhibitors of tubulin assembly.,  48  (2): [PMID:15658859] [10.1021/jm049444m]

Source

Source(1):

• Scientific Literature