IMPPAT Phytochemical information: 
Tribulusamide B
Tribulusamide B
Summary

SMILES: COc1cc(/C=C/C(=O)NCCc2ccc(cc2)O)cc2c1O[C@H]([C@H]2C(=O)NCC(=O)c1ccc(cc1)O)c1ccc(c(c1)OC)O
InChI: InChI=1S/C36H34N2O9/c1-45-30-19-24(8-13-28(30)41)34-33(36(44)38-20-29(42)23-6-11-26(40)12-7-23)27-17-22(18-31(46-2)35(27)47-34)5-14-32(43)37-16-15-21-3-9-25(39)10-4-21/h3-14,17-19,33-34,39-41H,15-16,20H2,1-2H3,(H,37,43)(H,38,44)/b14-5+/t33-,34-/m0/s1
InChIKey: XVJJOSGFWYDEBL-HLCHFAOESA-N
DeepSMILES: COccc/C=C/C=O)NCCcccccc6))O)))))))))))ccc6O[C@H][C@H]5C=O)NCC=O)cccccc6))O))))))))))cccccc6)OC)))O
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccc2c(c1)C(C(=O)NCC(=O)c1ccccc1)C(c1ccccc1)O2)NCCc1ccccc1
Scaffold Graph/Node level: OC(CCC1CCC2OC(C3CCCCC3)C(C(O)NCC(O)C3CCCCC3)C2C1)NCCC1CCCCC1
Scaffold Graph level: CC(CCCC1CCCCC1)CCC1CCC2CC(C3CCCCC3)C(C(C)CCC(C)C3CCCCC3)C2C1
Functional groups: cOC; cO; c/C=C/C(=O)NC; CNC(C)=O; cC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: 2-arylbenzofuran flavonoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Lignans
NP Classifier Class: Neolignans
Synonymous chemical names:
tribulusamides b, tribulusamide b
External chemical identifiers:
CID:CID_10394345; ZINC:ZINC000085541166
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Tribulusamide B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 638.67
Log P RDKit 4.41
Topological polar surface area (Å2) RDKit 163.65
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 36
Number of heavy atoms RDKit 47
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.06
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 29
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.19
Number of rotatable bonds RDKit 12
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 4
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Tribulusamide B
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.111738
Tribulusamide B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -7.08
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No