2-methoxy-5-(1-(3,4,5-trimethoxyphenyl)vinyl)cyclohexa-2,5-diene-1,4-dione

ID: ALA4559862

PubChem CID: 155557788

Max Phase: Preclinical

Molecular Formula: C18H18O6

Molecular Weight: 330.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C1=CC(=O)C(OC)=CC1=O)c1cc(OC)c(OC)c(OC)c1

Standard InChI:  InChI=1S/C18H18O6/c1-10(12-8-14(20)15(21-2)9-13(12)19)11-6-16(22-3)18(24-5)17(7-11)23-4/h6-9H,1H2,2-5H3

Standard InChI Key:  BWVUPRVAMLAZJQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   31.5558  -27.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2647  -26.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9754  -27.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2671  -26.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9714  -28.1529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6812  -28.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6846  -26.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8452  -26.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1326  -27.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1298  -28.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8454  -28.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5550  -28.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8459  -29.3776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4173  -28.5532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4222  -26.9085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4250  -26.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7061  -28.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1343  -29.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3950  -27.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3962  -28.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1063  -26.9219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2617  -28.5579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1045  -28.5611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1056  -29.3783    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  1  0
  5  6  1  0
  6 20  2  0
 19  7  1  0
  7  3  2  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
 14 17  1  0
 13 18  1  0
 19 20  1  0
 19 21  2  0
  5 22  2  0
 20 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559862

   ---

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: 330.34

Molecular Weight (Monoisotopic): 330.1103

AlogP: 2.33

#Rotatable Bonds: 6

Polar Surface Area: 71.06

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.20

CX LogD: 2.20

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: 0.90

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