4-(1-(3-hydroxy-4-methoxyphenyl)vinyl)-2,6-dimethoxyphenol

ID: ALA4466674

PubChem CID: 155532146

Max Phase: Preclinical

Molecular Formula: C17H18O5

Molecular Weight: 302.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(c1ccc(OC)c(O)c1)c1cc(OC)c(O)c(OC)c1

Standard InChI:  InChI=1S/C17H18O5/c1-10(11-5-6-14(20-2)13(18)7-11)12-8-15(21-3)17(19)16(9-12)22-4/h5-9,18-19H,1H2,2-4H3

Standard InChI Key:  JEVNXSYUBYGLHS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   22.3851  -27.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0940  -26.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8047  -27.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0964  -25.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8007  -27.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5105  -28.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5139  -26.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6745  -26.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9619  -27.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9591  -27.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6747  -28.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3843  -27.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6752  -29.2208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2466  -28.3964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2515  -26.7516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2543  -25.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9636  -29.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2243  -27.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2255  -27.9967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9356  -26.7651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9375  -28.4091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9379  -29.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  2  0
  5  6  1  0
  6 19  2  0
 18  7  2  0
  7  3  1  0
  1  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  1  1  0
 11 13  1  0
 10 14  1  0
  9 15  1  0
 15 16  1  0
 13 17  1  0
 18 19  1  0
 18 20  1  0
 19 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4466674

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 302.33

Molecular Weight (Monoisotopic): 302.1154

AlogP: 3.19

#Rotatable Bonds: 5

Polar Surface Area: 68.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.18

CX Basic pKa: ┄

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.89

Np Likeness Score: 0.60

References

1. Naret T, Khelifi I, Provot O, Bignon J, Levaique H, Dubois J, Souce M, Kasselouri A, Deroussent A, Paci A, Varela PF, Gigant B, Alami M, Hamze A..  (2019)  1,1-Diheterocyclic Ethylenes Derived from Quinaldine and Carbazole as New Tubulin-Polymerization Inhibitors: Synthesis, Metabolism, and Biological Evaluation.,  62  (4): [PMID:30525602] [10.1021/acs.jmedchem.8b01386]

Source

Source(1):

• Scientific Literature