IMPPAT Phytochemical information: 
18-hydroxy-14-O-methylgadesine
18-hydroxy-14-O-methylgadesine
Summary

SMILES: CO[C@H]1[C@H]2C34[C@H]([C@]1(O)[C@@]1(O)C[C@@H]([C@@H]5C[C@@H]4[C@@H]1[C@H]5O)OC)N([C@@H]1[C@]2(CO)CCC3O1)CC
InChI: InChI=1S/C23H35NO7/c1-4-24-18-22-11-7-10-12(29-2)8-21(27,14(11)15(10)26)23(18,28)17(30-3)16(22)20(9-25)6-5-13(22)31-19(20)24/h10-19,25-28H,4-9H2,1-3H3/t10-,11+,12-,13?,14+,15-,16+,17-,18+,19-,20-,21+,22?,23-/m0/s1
InChIKey: GMIJIHKENVWFFK-JTJCJCNMSA-N
DeepSMILES: CO[C@H][C@H]C[C@H][C@]5O)[C@@]O)C[C@@H][C@@H]C[C@@H]9[C@@H]7[C@H]5O))))))OC))))))N[C@@H][C@]6CO))CCC8O6))))))CC
Scaffold Graph/Node/Bond level: C1CC2C3CC1CC3C13C4CCC5C(NC1C2CC53)O4
Scaffold Graph/Node level: C1CC2C3CC1CC3C13C4CCC5C(NC1C2CC53)O4
Scaffold Graph level: C1CC2C3CC1CC3C13C4CCC5C(C4)CC1C2CC53
Functional groups: COC; CO; CO[C@@H](C)N(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Alkaloids|Terpenoids
NP Classifier Superclass: Pseudoalkaloids
NP Classifier Class: Terpenoid alkaloids
Synonymous chemical names:
18-hydroxy-14-o-methylgadesine
External chemical identifiers:
CID:CID_129693803
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
18-hydroxy-14-O-methylgadesine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 437.53
Log P RDKit -0.67
Topological polar surface area (Å2) RDKit 111.85
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 31
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 14
Stereochemical complexity RDKit 0.61
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 23
Shape complexity RDKit 1
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 5
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 9
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 9
Number of saturated carbocycles RDKit 5
Number of saturated heterocycles RDKit 4
Number of saturated rings RDKit 9
Number of Smallest Set of Smallest Rings (SSSR) RDKit 9
18-hydroxy-14-O-methylgadesine
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.46
18-hydroxy-14-O-methylgadesine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.79
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes