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

ID: ALA2018039

Chembl Id: CHEMBL2018039

PubChem CID: 70681241

Max Phase: Preclinical

Molecular Formula: C28H27NO9

Molecular Weight: 521.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2/C(=C/c3ccc([N+](=O)[O-])cc3)C(=O)c3cc(OC)c(OC)c(OC)c32)cc(OC)c1OC

Standard InChI:  InChI=1S/C28H27NO9/c1-33-20-12-16(13-21(34-2)26(20)36-4)23-18(11-15-7-9-17(10-8-15)29(31)32)25(30)19-14-22(35-3)27(37-5)28(38-6)24(19)23/h7-14,23H,1-6H3/b18-11-

Standard InChI Key:  LHXPRHLTWHEVTB-WQRHYEAKSA-N

Alternative Forms

1. Parent:

   

   ALA2018039

   (2Z)-4,5,6-trimethoxy-2-[(4-nitrophenyl)methylidene]-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: 521.52

Molecular Weight (Monoisotopic): 521.1686

AlogP: 5.06

#Rotatable Bonds: 9

Polar Surface Area: 115.59

Molecular Species: NEUTRAL

HBA: 9

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.31

CX LogD: 4.31

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.22

Np Likeness Score: 0.06

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