IMPPAT Phytochemical information: 
Dendrine
Dendrine
Summary

SMILES: COC(=O)C[C@H]1N(C)[C@H]2[C@]3([C@@H]1CC[C@H]3[C@@H]1[C@@H]([C@H]2OC1=O)C(C)C)C
InChI: InChI=1S/C19H29NO4/c1-9(2)14-15-11-7-6-10-12(8-13(21)23-5)20(4)17(19(10,11)3)16(14)24-18(15)22/h9-12,14-17H,6-8H2,1-5H3/t10-,11+,12-,14+,15-,16-,17-,19+/m1/s1
InChIKey: IAIIJNHQMKXPHL-HYXRZFGTSA-N
DeepSMILES: COC=O)C[C@H]NC)[C@H][C@][C@@H]5CC[C@H]5[C@@H][C@@H][C@H]9OC5=O))))CC)C))))))))C
Scaffold Graph/Node/Bond level: O=C1OC2CC1C1CCC3CNC2C31
Scaffold Graph/Node level: OC1OC2CC1C1CCC3CNC2C31
Scaffold Graph level: CC1CC2CC1C1CCC3CCC2C31
Functional groups: COC(C)=O; CN(C)C; COC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
NP Classifier Biosynthetic pathway: Alkaloids|Terpenoids
NP Classifier Superclass: Pseudoalkaloids|Sesquiterpenoids
NP Classifier Class: Picrotoxane sesquiterpenoids|Terpenoid alkaloids
Synonymous chemical names:
dendrine
External chemical identifiers:
CID:CID_146166008
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Dendrine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 335.44
Log P RDKit 2.09
Topological polar surface area (Å2) RDKit 55.84
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.42
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.89
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Dendrine
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 0.74
Dendrine
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.29
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 No