IMPPAT Phytochemical information: 
Methyl picrotoxate
Methyl picrotoxate
Summary

SMILES: COC(=O)[C@H]1[C@H](C(=C)C)[C@H]2O[C@H]3C[C@]1(O)[C@]1([C@@H]2OC(=O)[C@@]31O)C
InChI: InChI=1S/C16H20O7/c1-6(2)8-9(12(17)21-4)15(19)5-7-16(20)13(18)23-11(10(8)22-7)14(15,16)3/h7-11,19-20H,1,5H2,2-4H3/t7-,8-,9+,10?,11+,14+,15+,16-/m0/s1
InChIKey: QYUXGWKGANGESL-LWNCMZFQSA-N
DeepSMILES: COC=O)[C@H][C@H]C=C)C))[C@H]O[C@H]C[C@]7O)[C@][C@@H]7OC=O)[C@@]85O)))))C
Scaffold Graph/Node/Bond level: O=C1OC2C3CCC4CC(O3)C1C42
Scaffold Graph/Node level: OC1OC2C3CCC4CC(O3)C1C42
Scaffold Graph level: CC1CC2C3CCC4CC(C3)C1C42
Functional groups: COC(C)=O; C=C(C)C; COC; CO; COC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Dioxepanes
ClassyFire Subclass: 1,4-dioxepanes
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Picrotoxane sesquiterpenoids
Synonymous chemical names:
methyl picrotoxate, Methyl picrotoxate
External chemical identifiers:
CID:CID_11141871; ZINC:ZINC000038296648
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Methyl picrotoxate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 324.33
Log P RDKit -0.45
Topological polar surface area (Å2) RDKit 102.29
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.5
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.75
Number of rotatable bonds RDKit 3
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 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Methyl picrotoxate
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 1
Ghose filter RDKit Failed
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 0.523579
Methyl picrotoxate
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 -7.85
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