(E)-2-(3-Hydroxy-4-methoxybenzylidene)-4,5,6-trimethoxy-2,3-dihydro-1H-inden-1-one

ID: ALA3740269

Chembl Id: CHEMBL3740269

PubChem CID: 122377972

Max Phase: Preclinical

Molecular Formula: C20H20O6

Molecular Weight: 356.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C2\Cc3c(cc(OC)c(OC)c3OC)C2=O)cc1O

Standard InChI:  InChI=1S/C20H20O6/c1-23-16-6-5-11(8-15(16)21)7-12-9-14-13(18(12)22)10-17(24-2)20(26-4)19(14)25-3/h5-8,10,21H,9H2,1-4H3/b12-7+

Standard InChI Key:  OGLCSQUVPUFRLX-KPKJPENVSA-N

Alternative Forms

1. Parent:

   

   ALA3740269

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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: 356.37

Molecular Weight (Monoisotopic): 356.1260

AlogP: 3.25

#Rotatable Bonds: 5

Polar Surface Area: 74.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.82

CX Basic pKa:

CX LogP: 2.96

CX LogD: 2.96

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.83

Np Likeness Score: 0.63

References

1. Hu J, Yan J, Chen J, Pang Y, Huang L, Li X.  (2015)  Synthesis, biological evaluation and mechanism study of a class of benzylideneindanone derivatives as novel anticancer agents,  6  (7): [10.1039/C5MD00139K]

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