IMPPAT Phytochemical information: 
Salvileucantholide
Salvileucantholide
Summary

SMILES: O=C1OC[C@H]2C1=C[C@@H]1O[C@@H]1c1c2cc2C(=O)O[C@H](c2c1C)c1cocc1
InChI: InChI=1S/C20H14O6/c1-8-15-10(13-7-24-19(21)11(13)5-14-18(15)25-14)4-12-16(8)17(26-20(12)22)9-2-3-23-6-9/h2-6,13-14,17-18H,7H2,1H3/t13-,14+,17+,18+/m1/s1
InChIKey: ZTYBQWLDCYNQKE-BODMPHMZSA-N
DeepSMILES: O=COC[C@H]C5=C[C@@H]O[C@@H]3cc8ccC=O)O[C@H]c5c9C)))ccocc5
Scaffold Graph/Node/Bond level: O=C1OCC2C1=CC1OC1c1cc3c(cc12)C(=O)OC3c1ccoc1
Scaffold Graph/Node level: OC1OCC2C1CC1OC1C1CC3C(CC21)C(O)OC3C1CCOC1
Scaffold Graph level: CC1CC(C2CCCC2)C2CC3C4CC4CC4C(C)CCC4C3CC12
Functional groups: c[C@H]1O[C@H]1C=C1CCOC1=O; cC(=O)OC; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzofurans
ClassyFire Subclass: Benzofuranones
NP Classifier Biosynthetic pathway: Terpenoids
Synonymous chemical names:
salvileucantholide, Salvileucantholide
External chemical identifiers:
CID:CID_102251628; ZINC:ZINC000238748281
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Salvileucantholide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 350.33
Log P RDKit 2.87
Topological polar surface area (Å2) RDKit 78.27
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.3
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Salvileucantholide
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.581265
Salvileucantholide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.19
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No