IMPPAT Phytochemical information: 
Salviacoccin
Salviacoccin
Summary

SMILES: O=C1OC[C@@]23[C@H]1C=CC[C@]3(O)[C@@]1(C(=CC2)C(=O)O[C@H](C1)c1cocc1)C
InChI: InChI=1S/C20H20O6/c1-18-9-15(12-5-8-24-10-12)26-17(22)13(18)4-7-19-11-25-16(21)14(19)3-2-6-20(18,19)23/h2-5,8,10,14-15,23H,6-7,9,11H2,1H3/t14-,15+,18-,19+,20-/m0/s1
InChIKey: GIJQQHRWYJFIMX-DJLVLGKWSA-N
DeepSMILES: O=COC[C@][C@H]5C=CC[C@]6O)[C@@]C=CC%10))C=O)O[C@H]C6)ccocc5)))))))))C
Scaffold Graph/Node/Bond level: O=C1OC(c2ccoc2)CC2C1=CCC13COC(=O)C1C=CCC23
Scaffold Graph/Node level: OC1OC(C2CCOC2)CC2C1CCC13COC(O)C1CCCC23
Scaffold Graph level: CC1CC(C2CCCC2)CC2C1CCC13CCC(C)C1CCCC23
Functional groups: COC(=O)C; CC=CC; CO; CC=C(C)C(=O)OC; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthopyrans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Colensane and Clerodane diterpenoids
Synonymous chemical names:
Salviacoccin
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Salviacoccin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 356.37
Log P RDKit 2.45
Topological polar surface area (Å2) RDKit 85.97
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
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 5
Stereochemical complexity RDKit 0.25
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 1
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 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
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 5
Salviacoccin
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 0.61
Salviacoccin
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.18
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
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