IMPPAT Phytochemical information: 
Vernocinerolide-8-o-(4-hydroxymethacrylate)
Vernocinerolide-8-o-(4-hydroxymethacrylate)
Summary

SMILES: OCC(=C)C(=O)O[C@H]1CC(=C)[C@H]2O[C@H]2C[C@@]2([C@@H]([C@@H]3C1=C(COC(=O)C)C(=O)O3)O2)C
InChI: InChI=1S/C21H24O9/c1-9-5-13(28-19(24)10(2)7-22)15-12(8-26-11(3)23)20(25)29-17(15)18-21(4,30-18)6-14-16(9)27-14/h13-14,16-18,22H,1-2,5-8H2,3-4H3/t13-,14-,16+,17-,18+,21+/m0/s1
InChIKey: KERPMFPZLLMCDU-DKCJOIQWSA-N
DeepSMILES: OCC=C)C=O)O[C@H]CC=C)[C@H]O[C@H]3C[C@@][C@@H][C@@H]C%11=CCOC=O)C))))C=O)O5)))))O3))C
Scaffold Graph/Node/Bond level: C=C1CCC2=CC(=O)OC2C2OC2CC2OC12
Scaffold Graph/Node level: CC1CCC2CC(O)OC2C2OC2CC2OC12
Scaffold Graph level: CC1CC2CCC(C)C3CC3CC3CC3C2C1
Functional groups: CO; C=C(C)C(=O)OC; C=C(C)[C@H]1O[C@H]1C; C[C@]1(C)O[C@@H]1C; CC1=C(C)COC1=O; COC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Tricarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Germacrane sesquiterpenoids
Synonymous chemical names:
vernocinerolide-8-o-(4-hydroxymethacrylate)
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Vernocinerolide-8-o-(4-hydroxymethacrylate)
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 420.41
Log P RDKit 0.51
Topological polar surface area (Å2) RDKit 124.19
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 30
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.57
Number of rotatable bonds RDKit 7
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 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Vernocinerolide-8-o-(4-hydroxymethacrylate)
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 Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.22
Vernocinerolide-8-o-(4-hydroxymethacrylate)
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -9.38
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 4
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