IMPPAT Phytochemical information: 
Vicolide D
Vicolide D
Summary

SMILES: C/C/1=C/C(=O)C[C@@H](C)[C@H]([C@@H]([C@@H]2[C@@H](C1)OC(=O)C2=C)O)OC(=O)[C@]1(C)O[C@@H]1C
InChI: InChI=1S/C20H26O7/c1-9-6-13(21)8-10(2)17(26-19(24)20(5)12(4)27-20)16(22)15-11(3)18(23)25-14(15)7-9/h6,10,12,14-17,22H,3,7-8H2,1-2,4-5H3/b9-6-/t10-,12-,14-,15+,16-,17-,20-/m1/s1
InChIKey: LMCSPYCFRTWDOG-HAZRYHAPSA-N
DeepSMILES: C/C=C/C=O)C[C@@H]C)[C@H][C@@H][C@@H][C@@H]C\%10)OC=O)C5=C))))))O))OC=O)[C@]C)O[C@@H]3C
Scaffold Graph/Node/Bond level: C=C1C(=O)OC2CC=CC(=O)CCC(OC(=O)C3CO3)CC12
Scaffold Graph/Node level: CC1C(O)OC2CCCC(O)CCC(OC(O)C3CO3)CC21
Scaffold Graph level: CC1CCCC2CC(C)C(C)C2CC(CC(C)C2CC2)CC1
Functional groups: CC(=O)/C=C(/C)C; C=C1CCOC1=O; CO; C[C@H]1O[C@@]1(C)C(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Germacrane sesquiterpenoids|Guaiane sesquiterpenoids
Synonymous chemical names:
Vicolide D, vicolide d
External chemical identifiers:
CID:CID_6450513; ChEMBL:CHEMBL2269923; ZINC:ZINC000033985439
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Vicolide D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 378.42
Log P RDKit 1.48
Topological polar surface area (Å2) RDKit 102.43
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 27
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.35
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.65
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
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 3
Vicolide D
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 0.440982
Vicolide D
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 -7.70
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 3
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