(Z)-2-(4-Buthylbenzylidene)-4,6-dimethoxy-2,3-dihydro-1H-indol-3-one

ID: ALA1213926

Chembl Id: CHEMBL1213926

PubChem CID: 49863688

Max Phase: Preclinical

Molecular Formula: C21H23NO3

Molecular Weight: 337.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1ccc(/C=C2\Nc3cc(OC)cc(OC)c3C2=O)cc1

Standard InChI:  InChI=1S/C21H23NO3/c1-4-5-6-14-7-9-15(10-8-14)11-18-21(23)20-17(22-18)12-16(24-2)13-19(20)25-3/h7-13,22H,4-6H2,1-3H3/b18-11-

Standard InChI Key:  CUDOZKSHMXQARY-WQRHYEAKSA-N

Alternative Forms

1. Parent:

   

   ALA1213926

   (2Z)-2-[(4-butylphenyl)methylidene]-4,6-dimethoxy-1H-indol-3-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: 337.42

Molecular Weight (Monoisotopic): 337.1678

AlogP: 4.70

#Rotatable Bonds: 6

Polar Surface Area: 47.56

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.35

CX Basic pKa:

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: 0.14

References

1. Souard F, Okombi S, Beney C, Chevalley S, Valentin A, Boumendjel A..  (2010)  1-Azaaurones derived from the naturally occurring aurones as potential antimalarial drugs.,  18  (15): [PMID:20630767] [10.1016/j.bmc.2010.06.008]

2. Sui G, Li T, Zhang B, Wang R, Hao H, Zhou W..  (2021)  Recent advances on synthesis and biological activities of aurones.,  29  [PMID:33271454] [10.1016/j.bmc.2020.115895]

3. 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