IMPPAT Phytochemical information: 
Gymnosporol
Gymnosporol
Summary

SMILES: O=C1C=C2[C@@H]3CC(C)(C)CC[C@]3(C)CC[C@]2([C@]2([C@H]1[C@@]1(C)CCC(=O)C([C@@H]1[C@@H](C2)O)(C)C)C)C
InChI: InChI=1S/C30H46O3/c1-25(2)11-12-27(5)13-14-29(7)18(19(27)16-25)15-20(31)24-28(6)10-9-22(33)26(3,4)23(28)21(32)17-30(24,29)8/h15,19,21,23-24,32H,9-14,16-17H2,1-8H3/t19-,21+,23-,24+,27+,28-,29+,30+/m0/s1
InChIKey: DEQPUWRVFJBHIM-PAKLJSQCSA-N
DeepSMILES: O=CC=C[C@@H]CCC)C)CC[C@]6C)CC[C@]%10[C@][C@H]%14[C@@]C)CCC=O)C[C@@H]6[C@@H]C%10)O)))C)C)))))))C))C
Scaffold Graph/Node/Bond level: O=C1CCC2C(CCC3C4CCC5CCCCC5C4=CC(=O)C23)C1
Scaffold Graph/Node level: OC1CCC2C(CCC3C4CCC5CCCCC5C4CC(O)C23)C1
Scaffold Graph level: CC1CCC2C(CCC3C4CCC5CCCCC5C4CC(C)C23)C1
Functional groups: CC(=O)C=C(C)C; CC(=O)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Triterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Oleanane triterpenoids
Synonymous chemical names:
Gymnosporol, gymnosporol
External chemical identifiers:
CID:CID_101306740; ZINC:ZINC000238768697
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Gymnosporol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 454.7
Log P RDKit 6.53
Topological polar surface area (Å2) RDKit 54.37
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.27
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.87
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 5
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Gymnosporol
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.45277
Gymnosporol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly 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 -4.51
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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