5-[(Z)-2-(3-Fluoro-4-methoxy-phenyl)-vinyl]-1,2,3-trimethyl-benzene

ID: ALA192056

PubChem CID: 10880163

Max Phase: Preclinical

Molecular Formula: C18H19FO

Molecular Weight: 270.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C\c2cc(C)c(C)c(C)c2)cc1F

Standard InChI:  InChI=1S/C18H19FO/c1-12-9-16(10-13(2)14(12)3)6-5-15-7-8-18(20-4)17(19)11-15/h5-11H,1-4H3/b6-5-

Standard InChI Key:  MZVXBMQFWPMYED-WAYWQWQTSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -1.8208   -0.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2250    0.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9958   -0.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792    0.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417    1.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9958    0.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    0.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8208    0.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750    0.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    0.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8042    0.1458    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3375    0.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -1.2792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500    0.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2250   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8042   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4 11  1  0
  5  7  1  0
  6  5  2  0
  7  8  2  0
  8  3  1  0
  9  2  2  0
 10 13  1  0
 11 12  2  0
 12  6  1  0
 13 15  2  0
 14  4  1  0
 15 12  1  0
 16 10  1  0
 17  3  1  0
 18  2  1  0
 19  1  1  0
 20 16  1  0
  7  9  1  0
 10  4  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA192056

   5-[(Z)-2-(3-Fluoro-4-methoxy-phenyl)-vinyl]-1,2,3-trimethyl-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: 270.35

Molecular Weight (Monoisotopic): 270.1420

AlogP: 4.93

#Rotatable Bonds: 3

Polar Surface Area: 9.23

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.84

CX LogD: 5.84

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.72

Np Likeness Score: -0.44

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