1-methyl-2-[6-(3,4-methylenedioxyphenyl)hexyl]quinolin-4(1H)-one

ID: ALA2270127

Chembl Id: CHEMBL2270127

PubChem CID: 11824628

Max Phase: Preclinical

Molecular Formula: C23H25NO3

Molecular Weight: 363.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(CCCCCCc2ccc3c(c2)OCO3)cc(=O)c2ccccc21

Standard InChI:  InChI=1S/C23H25NO3/c1-24-18(15-21(25)19-10-6-7-11-20(19)24)9-5-3-2-4-8-17-12-13-22-23(14-17)27-16-26-22/h6-7,10-15H,2-5,8-9,16H2,1H3

Standard InChI Key:  NTOLOAOKRJSWIN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2270127

   2-[6-(1,3-Benzodioxol-5-yl)hexyl]-1-methylquinolin-4-one

Molecule Features

Natural Product: Yes

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: 363.46

Molecular Weight (Monoisotopic): 363.1834

AlogP: 4.61

#Rotatable Bonds: 7

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.90

CX LogP: 5.49

CX LogD: 5.49

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: 0.32

References

1. da Silva MF, Soares MS, Fernandes JB, Vieria PC..  (2007)  Alkyl, aryl, alkylarylquinoline, and related alkaloids.,  64  [PMID:18085331] [10.1016/s1099-4831(07)64004-8]

2. Oliva A, Meepagala KM, Wedge DE, Harries D, Hale AL, Aliotta G, Duke SO..  (2003)  Natural fungicides from Ruta graveolens L. leaves, including a new quinolone alkaloid.,  51  (4): [PMID:12568545] [10.1021/jf0259361]

Source

Source(1):

• Scientific Literature