IMPPAT Phytochemical information: 
Fenugreekine
Fenugreekine
Summary

SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1c1cccc(n1)C(=O)N)COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)O)O
InChI: InChI=1S/C21H27N7O14P2/c22-18-12-20(25-6-24-18)28(7-26-12)21-16(32)14(30)11(41-21)5-39-44(36,37)42-43(34,35)38-4-10-13(29)15(31)17(40-10)8-2-1-3-9(27-8)19(23)33/h1-3,6-7,10-11,13-17,21,29-32H,4-5H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,17+,21-/m1/s1
InChIKey: LFERELMXERXKKQ-KMXXXSRASA-N
DeepSMILES: O[C@@H][C@H]O)[C@H]O[C@H]5cccccn6)C=O)N)))))))))COP=O)OP=O)OC[C@H]O[C@H][C@@H][C@@H]5O))O))ncncc5ncnc6N)))))))))))))))O)))O
Scaffold Graph/Node/Bond level: O=[PH](OCC1CCC(c2ccccn2)O1)O[PH](=O)OCC1CCC(n2cnc3cncnc32)O1
Scaffold Graph/Node level: OP(OCC1CCC(C2CCCCN2)O1)OP(O)OCC1CCC(N2CNC3CNCNC32)O1
Scaffold Graph level: CC(CCC1CCC(C2CCCCC2)C1)CC(C)CCC1CCC(C2CCC3CCCCC32)C1
Functional groups: CO; COC; COP(=O)(O)OP(=O)(O)OC; cC(N)=O; cN; cn(c)C; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Nucleosides, nucleotides, and analogues
ClassyFire Class: Purine nucleotides
ClassyFire Subclass: Purine nucleotide sugars
NP Classifier Biosynthetic pathway: Carbohydrates
NP Classifier Superclass: Nucleosides
NP Classifier Class: Purine nucleos(t)ides
Synonymous chemical names:
fenugreekine
External chemical identifiers:
CID:444170; ChEMBL:CHEMBL1235132; ChEBI:172790; ZINC:ZINC000049771447
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Fenugreekine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 663.43
Log P RDKit -2.37
Topological polar surface area (Å2) RDKit 327.27
Number of hydrogen bond acceptors RDKit 18
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 44
Number of heteroatoms RDKit 23
Number of nitrogen atoms RDKit 7
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.38
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.48
Number of rotatable bonds RDKit 10
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 3
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
Fenugreekine
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 4
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 0.0994
Fenugreekine
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -14.55
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 1.0
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
Fenugreekine
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000209668ADH1A714
ENSP00000306606ADH1B936
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.