IMPPAT Phytochemical information: 
Pueraria glycoside 2
Pueraria glycoside 2
Summary

SMILES: OC1C(O)[C@H](O)[C@@H](O[C@H]1c1c(O)ccc2c1occ(c2=O)c1ccc(cc1)O)CO[C@@H]1OC[C@H]([C@@H](C1O)O)O
InChI: InChI=1S/C26H28O13/c27-11-3-1-10(2-4-11)13-7-36-24-12(18(13)30)5-6-14(28)17(24)25-22(34)21(33)20(32)16(39-25)9-38-26-23(35)19(31)15(29)8-37-26/h1-7,15-16,19-23,25-29,31-35H,8-9H2/t15-,16+,19+,20-,21?,22?,23?,25+,26+/m1/s1
InChIKey: YCFQXQCEEPCZMO-RKVNDIMQSA-N
DeepSMILES: OCCO)[C@H]O)[C@@H]O[C@H]6ccO)cccc6occc6=O))cccccc6))O))))))))))))))))CO[C@@H]OC[C@H][C@@H]C6O))O))O
Scaffold Graph/Node/Bond level: O=c1c(-c2ccccc2)coc2c(C3CCCC(COC4CCCCO4)O3)cccc12
Scaffold Graph/Node level: OC1C(C2CCCCC2)COC2C(C3CCCC(COC4CCCCO4)O3)CCCC12
Scaffold Graph level: CC1C(C2CCCCC2)CCC2C(C3CCCC(CCC4CCCCC4)C3)CCCC12
Functional groups: CO; COC; cO; coc; c=O; CO[C@@H](C)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Isoflavonoids
ClassyFire Subclass: Isoflavonoid C-glycosides
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Isoflavonoids
NP Classifier Class: Isoflavones
Synonymous chemical names:
puerariaglycoside 2
External chemical identifiers:
CID:CID_44257210
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Pueraria glycoside 2
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 548.5
Log P RDKit -1.15
Topological polar surface area (Å2) RDKit 219.74
Number of hydrogen bond acceptors RDKit 13
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 39
Number of heteroatoms RDKit 13
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.35
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.42
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 5
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 5
Pueraria glycoside 2
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.188996
Pueraria glycoside 2
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -11.12
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