IMPPAT Phytochemical information: 
Heterophyllidine
Heterophyllidine
Summary

SMILES: CCN1C[C@]2(C)CC[C@@H]([C@]34[C@H]1[C@H]([C@H]([C@H]23)O)[C@@]1(O)CC[C@H]2C[C@@H]4[C@@H]1C(=O)O2)O
InChI: InChI=1S/C21H31NO5/c1-3-22-9-19(2)6-5-12(23)21-11-8-10-4-7-20(26,13(11)18(25)27-10)14(17(21)22)15(24)16(19)21/h10-17,23-24,26H,3-9H2,1-2H3/t10?,11-,12+,13-,14+,15-,16-,17?,19+,20-,21+/m1/s1
InChIKey: KENJGROHBQKVPH-JAPIDBQGSA-N
DeepSMILES: CCNC[C@]C)CC[C@@H][C@][C@H]8[C@H][C@H][C@H]95)O))[C@@]O)CC[C@H]C[C@@H]9[C@@H]7C=O)O6))))))))))))O
Scaffold Graph/Node/Bond level: O=C1OC2CCC3C4CC5C6CCCC5(C(C2)C13)C4NC6
Scaffold Graph/Node level: OC1OC2CCC3C4CC5C6CCCC5(C(C2)C13)C4NC6
Scaffold Graph level: CC1CC2CCC3C4CC5C6CCCC5(C4CC6)C(C2)C13
Functional groups: CN(C)C; CO; COC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Quinolidines
NP Classifier Biosynthetic pathway: Alkaloids|Terpenoids
NP Classifier Superclass: Pseudoalkaloids
NP Classifier Class: Terpenoid alkaloids
Synonymous chemical names:
Heterophyllidine, heterophyllidine
External chemical identifiers:
CID:CID_177536834
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Heterophyllidine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 377.48
Log P RDKit 0.53
Topological polar surface area (Å2) RDKit 90.23
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 27
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.52
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 20
Shape complexity RDKit 0.95
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 7
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 7
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Heterophyllidine
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.577849
Heterophyllidine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.21
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes