IMPPAT Phytochemical information: 
Narceine imide
Narceine imide
Summary

SMILES: COc1c(/C=C/2\NC(=O)c3c2ccc(c3OC)OC)c(CCN(C)C)cc2c1OCO2
InChI: InChI=1S/C23H26N2O6/c1-25(2)9-8-13-10-18-22(31-12-30-18)20(28-4)15(13)11-16-14-6-7-17(27-3)21(29-5)19(14)23(26)24-16/h6-7,10-11H,8-9,12H2,1-5H3,(H,24,26)/b16-11-
InChIKey: FNVOXTXQQPJYRS-WJDWOHSUSA-N
DeepSMILES: COcc/C=C\NC=O)cc\5cccc6OC)))OC)))))))))))cCCNC)C))))ccc6OCO5
Scaffold Graph/Node/Bond level: O=C1NC(=Cc2ccc3c(c2)OCO3)c2ccccc21
Scaffold Graph/Node level: OC1NC(CC2CCC3OCOC3C2)C2CCCCC12
Scaffold Graph level: CC1CC(CC2CCC3CCCC3C2)C2CCCCC12
Functional groups: cOC; c/C=C1/ccC(=O)N1; CN(C)C; c1cOCO1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Isoindoles and derivatives
ClassyFire Subclass: Isoindolines
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
narceine imide, (z)-narceine imide
External chemical identifiers:
CID:CID_5459241; ChEMBL:CHEMBL1979699; ZINC:ZINC000005851338
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Narceine imide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 426.47
Log P RDKit 2.79
Topological polar surface area (Å2) RDKit 78.49
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 31
Number of heteroatoms RDKit 8
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 8
Shape complexity RDKit 0.35
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
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
Narceine imide
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.72943
Narceine imide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.83
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes