IMPPAT Phytochemical information: 
Sambacin
Sambacin
Summary

SMILES: OC[C@@H]([C@@H]1C[C@@H]2[C@@H]([C@H]1COC(=O)/C=C\1/C(=COC(/C1=C/C)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C(=O)O2)C)C
InChI: InChI=1S/C26H36O12/c1-4-13-15-6-20(29)34-9-16-12(3)18(5-14(16)11(2)7-27)36-24(33)17(15)10-35-25(13)38-26-23(32)22(31)21(30)19(8-28)37-26/h4,6,10-12,14,16,18-19,21-23,25-28,30-32H,5,7-9H2,1-3H3/b13-4+,15-6+/t11-,12+,14-,16+,18+,19+,21+,22-,23+,25?,26-/m0/s1
InChIKey: SIVWXOPASOMQQC-IYVBEFEUSA-N
DeepSMILES: OC[C@@H][C@@H]C[C@@H][C@@H][C@H]5COC=O)/C=C/C=COC/C/6=C/C)))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))))C=O)O%11)))))))))C)))))C
Scaffold Graph/Node/Bond level: C=C1C2=CC(=O)OCC3CCC(C3)OC(=O)C2=COC1OC1CCCCO1
Scaffold Graph/Node level: CC1C(OC2CCCCO2)OCC2C(O)OC3CCC(COC(O)CC12)C3
Scaffold Graph level: CC1CCC2CCC(C2)CC(C)C2CCC(CC3CCCCC3)C(C)C2C1
Functional groups: CO; C/C=C1C(=C/C(=O)OC)\C(=COC\1O[C@@H](C)OC)C(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbohydrates and carbohydrate conjugates
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Secoiridoid monoterpenoids
Synonymous chemical names:
sambacin
External chemical identifiers:
CID:CID_131752486
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Sambacin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 540.56
Log P RDKit -0.72
Topological polar surface area (Å2) RDKit 181.44
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.42
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.69
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 3
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 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Sambacin
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 0.27669
Sambacin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
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 -9.82
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