IMPPAT Phytochemical information: 
Farnesiaside
Farnesiaside
Summary

SMILES: OCC1OC(O[C@H]2C(=C)[C@H]3C[C@]42[C@@H](O)C2[C@](C4CC3)(C)[C@@H]3[C@@H](O)OC(=O)[C@@]3(CC2)C)C(C(C1O)O)O
InChI: InChI=1S/C26H38O10/c1-10-11-4-5-14-25(3)12(6-7-24(2)18(25)21(32)36-23(24)33)19(31)26(14,8-11)20(10)35-22-17(30)16(29)15(28)13(9-27)34-22/h11-22,27-32H,1,4-9H2,2-3H3/t11-,12?,13?,14?,15?,16?,17?,18-,19+,20+,21+,22?,24-,25+,26-/m1/s1
InChIKey: WMIPXFSQLLVMKU-JLIIVFCQSA-N
DeepSMILES: OCCOCO[C@H]C=C)[C@H]C[C@@]5[C@@H]O)C[C@]C5CC9)))C)[C@@H][C@@H]O)OC=O)[C@@]5CC9))C)))))))))))))))CCC6O))O))O
Scaffold Graph/Node/Bond level: C=C1C2CCC3C4C(CCC5C(=O)OCC54)CC3(C2)C1OC1CCCCO1
Scaffold Graph/Node level: CC1C2CCC3C4C(CCC5C(O)OCC54)CC3(C2)C1OC1CCCCO1
Scaffold Graph level: CC1CCC2C1CCC1CC34CC(CCC3C12)C(C)C4CC1CCCCC1
Functional groups: CO; COC(OC)C; C=C(C)C; O=C1CC[C@@H](O)O1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene glycosides
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Kaurane and Phyllocladane diterpenoids
Synonymous chemical names:
farnesiaside
External chemical identifiers:
CID:CID_398039; ChEMBL:CHEMBL1975448
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Farnesiaside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 510.58
Log P RDKit -0.57
Topological polar surface area (Å2) RDKit 166.14
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 15
Stereochemical complexity RDKit 0.58
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 23
Shape complexity RDKit 0.88
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Farnesiaside
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.213865
Farnesiaside
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.45
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