IMPPAT Phytochemical information: 
8-Methyl-7-propanoylindolizino[1,2-b]quinolin-9(11h)-one
8-Methyl-7-propanoylindolizino[1,2-b]quinolin-9(11h)-one
Summary

SMILES: CCC(=O)c1cc2-c3nc4ccccc4cc3Cn2c(=O)c1C
InChI: InChI=1S/C19H16N2O2/c1-3-17(22)14-9-16-18-13(10-21(16)19(23)11(14)2)8-12-6-4-5-7-15(12)20-18/h4-9H,3,10H2,1-2H3
InChIKey: QHTFEANXLNNBOX-UHFFFAOYSA-N
DeepSMILES: CCC=O)ccc-cncccccc6cc%10Cn%13c=O)c%17C
Scaffold Graph/Node/Bond level: O=c1cccc2n1Cc1cc3ccccc3nc1-2
Scaffold Graph/Node level: OC1CCCC2C3NC4CCCCC4CC3CN12
Scaffold Graph level: CC1CCCC2C1CC1CC3CCCCC3CC12
Functional groups: cC(C)=O; cnc; cn(c)C; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Quinolines and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Pyrroloquinoline alkaloids
Synonymous chemical names:
nothapodytin b (mappicine ketone)
External chemical identifiers:
CID:CID_194006; ZINC:ZINC000000016249; SureChEMBL:SCHEMBL5862656
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
8-Methyl-7-propanoylindolizino[1,2-b]quinolin-9(11h)-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 304.35
Log P RDKit 3.33
Topological polar surface area (Å2) RDKit 51.96
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 2
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 15
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.21
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 3
Total number of rings RDKit 4
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 4
8-Methyl-7-propanoylindolizino[1,2-b]quinolin-9(11h)-one
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 0.53
8-Methyl-7-propanoylindolizino[1,2-b]quinolin-9(11h)-one
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.63
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No