3-(3',4',5'-Trimethoxyphenyl)-4,5,6-trimethoxy,2-(3'',4''-methylenedioxybenzylidene)-indan-1-one

ID: ALA2018037

Chembl Id: CHEMBL2018037

PubChem CID: 60150411

Max Phase: Preclinical

Molecular Formula: C29H28O9

Molecular Weight: 520.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2/C(=C/c3ccc4c(c3)OCO4)C(=O)c3cc(OC)c(OC)c(OC)c32)cc(OC)c1OC

Standard InChI:  InChI=1S/C29H28O9/c1-31-21-11-16(12-22(32-2)27(21)34-4)24-17(9-15-7-8-19-20(10-15)38-14-37-19)26(30)18-13-23(33-3)28(35-5)29(36-6)25(18)24/h7-13,24H,14H2,1-6H3/b17-9-

Standard InChI Key:  HYWHGAKPWDHVSE-MFOYZWKCSA-N

Alternative Forms

1. Parent:

   

   ALA2018037

   (2Z)-2-(1,3-benzodioxol-5-ylmethylidene)-4,5,6-trimethoxy-3-(3,4,5-trimethoxyphenyl)-3H-inden-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: 520.53

Molecular Weight (Monoisotopic): 520.1733

AlogP: 4.88

#Rotatable Bonds: 8

Polar Surface Area: 90.91

Molecular Species: NEUTRAL

HBA: 9

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.99

CX LogD: 3.99

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.39

Np Likeness Score: 0.41

References

1. Prakasham AP, Saxena AK, Luqman S, Chanda D, Kaur T, Gupta A, Yadav DK, Chanotiya CS, Shanker K, Khan F, Negi AS..  (2012)  Synthesis and anticancer activity of 2-benzylidene indanones through inhibiting tubulin polymerization.,  20  (9): [PMID:22472045] [10.1016/j.bmc.2012.02.057]

2. Lazinski LM, Royal G, Robin M, Maresca M, Haudecoeur R..  (2022)  Bioactive Aurones, Indanones, and Other Hemiindigoid Scaffolds: Medicinal Chemistry and Photopharmacology Perspectives.,  65  (19.0): [PMID:36126323] [10.1021/acs.jmedchem.2c01150]

Source

Source(1):

• Scientific Literature