IMPPAT Phytochemical information: 
Hetidine
Hetidine
Summary

SMILES: CN1C[C@]2(C)[C@H](O)[C@@H](C[C@]34[C@H]1[C@H]1C(=O)[C@H]5C[C@@H]4[C@]1(CC(=O)[C@H]23)CC5=C)O
InChI: InChI=1S/C21H27NO4/c1-9-5-20-6-11(23)16-19(2)8-22(3)17-14(20)15(25)10(9)4-13(20)21(16,17)7-12(24)18(19)26/h10,12-14,16-18,24,26H,1,4-8H2,2-3H3/t10-,12+,13+,14+,16+,17+,18+,19-,20+,21+/m0/s1
InChIKey: LHSMCOYXDSMPQS-ULBWLWKQSA-N
DeepSMILES: CNC[C@]C)[C@H]O)[C@@H]C[C@@][C@H]8[C@H]C=O)[C@H]C[C@@H]7[C@]6CC=O)[C@H]%15%11)))CC6=C))))))))))))O
Scaffold Graph/Node/Bond level: C=C1CC23CC(=O)C4C5CCCC46C(NC5)C2C(=O)C1CC36
Scaffold Graph/Node level: CC1CC23CC(O)C4C5CCCC46C(NC5)C2C(O)C1CC36
Scaffold Graph level: CC1CC23CC(C)C4C5CCCC46C(CC5)C2C(C)C1CC36
Functional groups: CN(C)C; CO; CC(=O)C; C=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Alkaloids|Terpenoids
NP Classifier Superclass: Pseudoalkaloids
NP Classifier Class: Terpenoid alkaloids
Synonymous chemical names:
hetidine
External chemical identifiers:
CID:CID_101685340
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Hetidine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 357.45
Log P RDKit 0.79
Topological polar surface area (Å2) RDKit 77.84
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.48
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.81
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 6
Number of aliphatic heterocycles RDKit 1
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 6
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 7
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Hetidine
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.63
Hetidine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.66
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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