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

ID: ALA195605

PubChem CID: 11780979

Max Phase: Preclinical

Molecular Formula: C15H10F4O

Molecular Weight: 282.24

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H10F4O/c1-20-14-5-4-9(6-11(14)16)2-3-10-7-12(17)15(19)13(18)8-10/h2-8H,1H3/b3-2-

Standard InChI Key:  AVJZUVPZSSJOSY-IHWYPQMZSA-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
   -2.2250   -1.2792    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -1.2792    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0500    0.1458    0.0000 F   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
    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 18  2  0
 14  1  1  0
 15  3  1  0
 16  2  1  0
 17  4  1  0
 18 12  1  0
 19 10  1  0
 20 19  1  0
  7  9  1  0
 10  4  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA195605

   1,2,3-Trifluoro-5-[(Z)-2-(3-fluoro-4-methoxy-phenyl)-vinyl]-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: 282.24

Molecular Weight (Monoisotopic): 282.0668

AlogP: 4.42

#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: 4.73

CX LogD: 4.73

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.46

Np Likeness Score: -0.54

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