2,7-bis-(3,4,5-trimethoxyphenylmethylene)-cycloheptanone

ID: ALA243815

PubChem CID: 44428795

Max Phase: Preclinical

Molecular Formula: C27H32O7

Molecular Weight: 468.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2\CCCC/C(=C\c3cc(OC)c(OC)c(OC)c3)C2=O)cc(OC)c1OC

Standard InChI:  InChI=1S/C27H32O7/c1-29-21-13-17(14-22(30-2)26(21)33-5)11-19-9-7-8-10-20(25(19)28)12-18-15-23(31-3)27(34-6)24(16-18)32-4/h11-16H,7-10H2,1-6H3/b19-11+,20-12+

Standard InChI Key:  USWOIFSDDUJEKC-AYKLPDECSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA243815

   (2E,7E)-2,7-bis[(3,4,5-trimethoxyphenyl)methylidene]cycloheptan-1-one

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: 468.55

Molecular Weight (Monoisotopic): 468.2148

AlogP: 5.35

#Rotatable Bonds: 8

Polar Surface Area: 72.45

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.10

CX LogD: 5.10

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: -0.01

References

1. Das U, Kawase M, Sakagami H, Ideo A, Shimada J, Molnár J, Baráth Z, Bata Z, Dimmock JR..  (2007)  3-(3,4,5-Trimethoxyphenyl)-1-oxo-2-propene: a novel pharmacophore displaying potent multidrug resistance reversal and selective cytotoxicity.,  15  (10): [PMID:17383883] [10.1016/j.bmc.2007.03.022]

Source

Source(1):

• Scientific Literature