IMPPAT Phytochemical information: 
10-Methylstrictosidine
10-Methylstrictosidine
Summary

SMILES: C=C[C@@H]1[C@@H](OC=C([C@H]1C[C@@H]1NCCc2c1[nH]c1c2cc(cc1)C)C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI: InChI=1S/C28H36N2O9/c1-4-14-16(10-20-22-15(7-8-29-20)17-9-13(2)5-6-19(17)30-22)18(26(35)36-3)12-37-27(14)39-28-25(34)24(33)23(32)21(11-31)38-28/h4-6,9,12,14,16,20-21,23-25,27-34H,1,7-8,10-11H2,2-3H3/t14-,16-,20-,21+,23+,24-,25+,27-,28-/m0/s1
InChIKey: HNVIJOZSJHJKHW-QUFAZMNRSA-N
DeepSMILES: C=C[C@@H][C@@H]OC=C[C@H]6C[C@@H]NCCcc6[nH]cc5cccc6))C))))))))))))))C=O)OC))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O
Scaffold Graph/Node/Bond level: C1=CC(CC2NCCc3c2[nH]c2ccccc32)CC(OC2CCCCO2)O1
Scaffold Graph/Node level: C1CCC(OC2CC(CC3NCCC4C5CCCCC5NC34)CCO2)OC1
Scaffold Graph level: C1CCC(CC2CCCC(CC3CCCC4C5CCCCC5CC34)C2)CC1
Functional groups: CO; C=CC; COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1; CNC; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene glycosides
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Carboline alkaloids
Synonymous chemical names:
10-methylstrictosidine
External chemical identifiers:
CID:CID_25109978; ChEMBL:CHEMBL401802; ZINC:ZINC000029045924
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
10-Methylstrictosidine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 544.6
Log P RDKit 0.7
Topological polar surface area (Å2) RDKit 162.73
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 39
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.32
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 15
Shape complexity RDKit 0.54
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
10-Methylstrictosidine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
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 0.216113
10-Methylstrictosidine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
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 -8.94
Number of PAINS structural alerts SwissADME 1
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