5-[(Z)-2-(3-Fluoro-4-methoxy-phenyl)-vinyl]-2,3-dimethoxy-phenol

ID: ALA195158

PubChem CID: 44400801

Max Phase: Preclinical

Molecular Formula: C17H17FO4

Molecular Weight: 304.32

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H17FO4/c1-20-15-7-6-11(8-13(15)18)4-5-12-9-14(19)17(22-3)16(10-12)21-2/h4-10,19H,1-3H3/b5-4-

Standard InChI Key:  AUGRINRVIWUUFL-PLNGDYQASA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -1.5208   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6958   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9333    0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792    0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833    1.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    1.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6958    0.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833    0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5208    0.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667   -0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667    0.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0417    0.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0417   -0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042    0.1625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9333   -1.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833   -1.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7583    0.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6292    0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2792   -1.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7583   -1.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1708    0.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -1.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4 11  1  0
  5  7  1  0
  6  5  2  0
  7  9  1  0
  8  2  1  0
  9  3  2  0
 10 13  1  0
 11 12  2  0
 12  6  1  0
 13 18  2  0
 14  4  1  0
 15  1  1  0
 16  2  1  0
 17  3  1  0
 18 12  1  0
 19 10  1  0
 20 15  1  0
 21 17  1  0
 22 19  1  0
  7  8  2  0
 10  4  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA195158

   5-[(Z)-2-(3-Fluoro-4-methoxy-phenyl)-vinyl]-2,3-dimethoxy-phenol

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: 304.32

Molecular Weight (Monoisotopic): 304.1111

AlogP: 3.73

#Rotatable Bonds: 5

Polar Surface Area: 47.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.88

CX Basic pKa: ┄

CX LogP: 3.68

CX LogD: 3.68

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.86

Np Likeness Score: 0.24

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