IMPPAT Phytochemical information: 
Furo(2,3-b)quinolin-4(9H)-one, 6,8-dimethoxy-9-methyl-

Furo(2,3-b)quinolin-4(9H)-one, 6,8-dimethoxy-9-methyl-
Summary

SMILES: COc1cc(OC)cc2c1n(C)c1c(c2=O)cco1
InChI: InChI=1S/C14H13NO4/c1-15-12-10(6-8(17-2)7-11(12)18-3)13(16)9-4-5-19-14(9)15/h4-7H,1-3H3
InChIKey: FXHBKLQQNAGNJN-UHFFFAOYSA-N
DeepSMILES: COcccOC))ccc6nC)ccc6=O))cco5
Scaffold Graph/Node/Bond level: O=c1c2ccccc2[nH]c2occc12
Scaffold Graph/Node level: OC1C2CCCCC2NC2OCCC21
Scaffold Graph level: CC1C2CCCCC2CC2CCCC21
Functional groups: cOC; cn(C)c; c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Quinolines and derivatives
ClassyFire Subclass: Furanoquinolines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids|Anthranilic acid alkaloids
NP Classifier Class: Quinoline alkaloids
Synonymous chemical names:
Isomaculosidine, isomaculosidine
External chemical identifiers:
CID:CID_3083609; ZINC:ZINC000015222544; MolPort-044-726-710
Chemical structure download


Furo(2,3-b)quinolin-4(9H)-one, 6,8-dimethoxy-9-methyl-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 259.26
Log P RDKit 2.3
Topological polar surface area (Å2) RDKit 53.6
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.21
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 3
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


Furo(2,3-b)quinolin-4(9H)-one, 6,8-dimethoxy-9-methyl-
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.71


Furo(2,3-b)quinolin-4(9H)-one, 6,8-dimethoxy-9-methyl-
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.13
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No