IMPPAT Phytochemical information: 
Saussureamine D
Saussureamine D
Summary

SMILES: O=C1O[C@H]2[C@H]([C@@H]1CN1CCC[C@H]1C(=O)O)CC[C@@]1([C@@H]2C(=CC[C@H]1O)C)C
InChI: InChI=1S/C20H29NO5/c1-11-5-6-15(22)20(2)8-7-12-13(19(25)26-17(12)16(11)20)10-21-9-3-4-14(21)18(23)24/h5,12-17,22H,3-4,6-10H2,1-2H3,(H,23,24)/t12-,13-,14-,15+,16+,17-,20-/m0/s1
InChIKey: IOJCSUJBMIRADL-GZFXCQGHSA-N
DeepSMILES: O=CO[C@H][C@H][C@@H]5CNCCC[C@H]5C=O)O)))))))))CC[C@@][C@@H]6C=CC[C@H]6O))))C)))C
Scaffold Graph/Node/Bond level: O=C1OC2C3C=CCCC3CCC2C1CN1CCCC1
Scaffold Graph/Node level: OC1OC2C3CCCCC3CCC2C1CN1CCCC1
Scaffold Graph level: CC1CC2C3CCCCC3CCC2C1CC1CCCC1
Functional groups: COC(=O)C; CN(C)C; CC(=O)O; CC=C(C)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Eudesmane sesquiterpenoids
Synonymous chemical names:
saussureamine d
External chemical identifiers:
CID:CID_9975956; ZINC:ZINC000003811563; SureChEMBL:SCHEMBL1230234
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Saussureamine D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 363.45
Log P RDKit 1.82
Topological polar surface area (Å2) RDKit 87.07
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.35
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 16
Shape complexity RDKit 0.8
Number of rotatable bonds RDKit 3
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 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Saussureamine D
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 0.59
Saussureamine D
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 -8.91
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