1,2,3,9-tetramethoxy-6-methylene-5H-cyclohepta[a]naphthalen-8(6H)-one

ID: ALA4748438

PubChem CID: 145148078

Max Phase: Preclinical

Molecular Formula: C20H20O5

Molecular Weight: 340.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1Cc2cc(OC)c(OC)c(OC)c2-c2ccc(OC)c(=O)cc21

Standard InChI:  InChI=1S/C20H20O5/c1-11-8-12-9-17(23-3)19(24-4)20(25-5)18(12)13-6-7-16(22-2)15(21)10-14(11)13/h6-7,9-10H,1,8H2,2-5H3

Standard InChI Key:  LWZCIQWVGDAJGE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.5745   -9.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5733   -9.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2814  -10.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2796   -8.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9882   -9.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9870   -9.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4063   -9.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6956   -8.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6955  -10.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4051   -9.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1706  -10.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5708  -11.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4139  -10.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1293  -11.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9488  -11.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2218  -11.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3561  -12.3544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9462  -13.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1150   -8.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2830  -11.1132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8653  -10.2951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8667   -8.6591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8665   -7.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1579   -9.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5762  -11.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6  9  1  0
 10  7  1  0
  7  8  1  0
  9 10  1  0
 10 11  2  0
  9 12  2  0
 11 13  1  0
 12 14  1  0
 13 15  1  0
 14 15  2  0
 13 16  2  0
 15 17  1  0
 17 18  1  0
  7 19  2  0
  3 20  1  0
  2 21  1  0
  1 22  1  0
 22 23  1  0
 21 24  1  0
 20 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4748438

   ---

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: 340.38

Molecular Weight (Monoisotopic): 340.1311

AlogP: 3.32

#Rotatable Bonds: 4

Polar Surface Area: 53.99

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.85

Np Likeness Score: 1.00

References

1. Gracheva IA,Shchegravina ES,Schmalz HG,Beletskaya IP,Fedorov AY.  (2020)  Colchicine Alkaloids and Synthetic Analogues: Current Progress and Perspectives.,  63  (19.0): [PMID:32432867] [10.1021/acs.jmedchem.0c00222]

Source

Source(1):

• Scientific Literature