IMPPAT Phytochemical information: 
Nomilin 17-beta-D-glucopyranoside
Nomilin 17-beta-D-glucopyranoside
Summary

SMILES: CO[C@H]1O[C@@H](OC([C@]2(C)CC[C@H]3[C@@](C42OC4C(=O)O)(C)C(=O)C[C@@H]2[C@]3(C)[C@H](OC(=O)C)CC(=O)OC2(C)C)c2cocc2)[C@@H]([C@H]([C@@H]1O)O)O
InChI: InChI=1S/C34H46O15/c1-15(35)45-20-13-21(37)48-30(2,3)18-12-19(36)33(6)17(32(18,20)5)8-10-31(4,34(33)26(49-34)27(41)42)25(16-9-11-44-14-16)46-29-24(40)22(38)23(39)28(43-7)47-29/h9,11,14,17-18,20,22-26,28-29,38-40H,8,10,12-13H2,1-7H3,(H,41,42)/t17-,18+,20-,22+,23+,24-,25?,26?,28+,29-,31+,32-,33+,34?/m1/s1
InChIKey: JMNJDNJPYPAJJO-WSKDPWBFSA-N
DeepSMILES: CO[C@H]O[C@@H]OC[C@]C)CC[C@H][C@@]C6OC3C=O)O)))))C)C=O)C[C@@H][C@]6C)[C@H]OC=O)C)))CC=O)OC7C)C)))))))))))))))ccocc5)))))))[C@@H][C@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: O=C1CCC2C(CO1)CC(=O)C1C2CCC(C(OC2CCCCO2)c2ccoc2)C12CO2
Scaffold Graph/Node level: OC1CCC2C(CO1)CC(O)C1C2CCC(C(OC2CCCCO2)C2CCOC2)C12CO2
Scaffold Graph level: CC1CCC2CC(C)C3C(CCC(C(CC4CCCCC4)C4CCCC4)C34CC4)C2CC1
Functional groups: CO[C@@H](C)O[C@H](OC)C; CC1(C)OC1C(=O)O; CC(=O)C; CC(=O)OC; COC(=O)C; coc; 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: Limonoids
Synonymous chemical names:
nomilin-17-beta-d-glucopyranoside
External chemical identifiers:
CID:CID_44149247
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Nomilin 17-beta-D-glucopyranoside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 694.73
Log P RDKit 1.65
Topological polar surface area (Å2) RDKit 221.02
Number of hydrogen bond acceptors RDKit 14
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 34
Number of heavy atoms RDKit 49
Number of heteroatoms RDKit 15
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 14
Stereochemical complexity RDKit 0.41
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.76
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Nomilin 17-beta-D-glucopyranoside
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.24
Nomilin 17-beta-D-glucopyranoside
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.35
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 Yes
P-glycoprotein substrate SwissADME Yes