IMPPAT Phytochemical information: 
Atropuroside G
Atropuroside G
Summary

SMILES: COC1(CCC(=C)CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O[C@@H]2[C@H]([C@@H]1C)[C@@]1([C@@H](C2)[C@@H]2CC=C3[C@]([C@H]2CC1)(C)[C@H](O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)[C@H]([C@@H](C3)O)O)C
InChI: InChI=1S/C39H62O15/c1-17(15-50-35-33(48)31(46)30(45)26(14-40)52-35)8-11-39(49-5)18(2)27-25(54-39)13-22-20-7-6-19-12-23(41)29(44)34(38(19,4)21(20)9-10-37(22,27)3)53-36-32(47)28(43)24(42)16-51-36/h6,18,20-36,40-48H,1,7-16H2,2-5H3/t18-,20+,21-,22-,23+,24+,25-,26+,27-,28-,29-,30+,31-,32+,33+,34+,35+,36-,37-,38-,39?/m0/s1
InChIKey: OEZJCMIEDJMCKP-AWOGFKRQSA-N
DeepSMILES: COCCCC=C)CO[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O))))))))))O[C@@H][C@H][C@@H]5C))[C@@][C@@H]C5)[C@@H]CC=C[C@][C@H]6CC%10)))C)[C@H]O[C@@H]OC[C@H][C@@H][C@H]6O))O))O))))))[C@H][C@@H]C6)O))O)))))))))C
Scaffold Graph/Node/Bond level: C=C(CCC1CC2C(CC3C2CCC2C3CC=C3CCCC(OC4CCCCO4)C32)O1)COC1CCCCO1
Scaffold Graph/Node level: CC(CCC1CC2C(CC3C2CCC2C3CCC3CCCC(OC4CCCCO4)C32)O1)COC1CCCCO1
Scaffold Graph level: CC(CCC1CCCCC1)CCC1CC2CC3C(CCC4C3CCC3CCCC(CC5CCCCC5)C34)C2C1
Functional groups: COC(C)(C)OC; C=C(C)C; CO[C@@H](C)OC; CO; CC=C(C)C; CO[C@@H](OC)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroidal glycosides
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Furostane steroids
Synonymous chemical names:
atroposide g
External chemical identifiers:
CID:CID_11844296
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Atropuroside G
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 770.91
Log P RDKit -0.53
Topological polar surface area (Å2) RDKit 237.45
Number of hydrogen bond acceptors RDKit 15
Number of hydrogen bond donors RDKit 9
Number of carbon atoms RDKit 39
Number of heavy atoms RDKit 54
Number of heteroatoms RDKit 15
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 21
Stereochemical complexity RDKit 0.54
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 35
Shape complexity RDKit 0.9
Number of rotatable bonds RDKit 10
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 7
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Atropuroside G
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
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 0.13
Atropuroside G
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.90
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes