IMPPAT Phytochemical information: 
Salacia quinonemethide
Salacia quinonemethide
Summary

SMILES: COC(=O)[C@@]1(C)C[C@@H]2[C@@](CC1=O)(C)CC[C@]1([C@@]2(C)C(=c2c1ccc1c2=CC(=O)C(=C1C)O)C)C
InChI: InChI=1S/C29H34O5/c1-15-17-8-9-19-23(18(17)12-20(30)24(15)32)16(2)29(6)21-13-27(4,25(33)34-7)22(31)14-26(21,3)10-11-28(19,29)5/h8-9,12,21,32H,10-11,13-14H2,1-7H3/t21-,26+,27+,28-,29+/m1/s1
InChIKey: WQWVVEFJOYBRTQ-DDOYSYFBSA-N
DeepSMILES: COC=O)[C@@]C)C[C@@H][C@@]CC6=O)))C)CC[C@][C@@]6C)C=cc5cccc6=CC=O)C=C6C))O))))))))))C)))C
Scaffold Graph/Node/Bond level: O=C1C=Cc2ccc3c(c2=C1)=CC1C3CCC2CC(=O)CCC21
Scaffold Graph/Node level: OC1CCC2C(CCC3C2CC2C4CC(O)CCC4CCC23)C1
Scaffold Graph level: CC1CCC2C(CCC3C2CC2C4CC(C)CCC4CCC23)C1
Functional groups: COC(C)=O; CC(=O)C; CC(=O)C(O)=C(C)c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Naphthalenes
NP Classifier Biosynthetic pathway: Terpenoids
Synonymous chemical names:
Salacia quinonemethide, salacia quinonemethide
External chemical identifiers:
CID:CID_101967098; ZINC:ZINC000238768038
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Salacia quinonemethide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 462.59
Log P RDKit 3.75
Topological polar surface area (Å2) RDKit 80.67
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 34
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.17
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 16
Shape complexity RDKit 0.55
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Salacia quinonemethide
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 1
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.51
Salacia quinonemethide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.42
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes