IMPPAT Phytochemical information: 
Thalictrinine
Thalictrinine
Summary

SMILES: COc1cc(O)c2cc1Oc1ccc(cc1)C(=O)c1nccc3c1cc(Oc1c4[C@H](C2)N(C)CCc4c(c(c1OC)OC)OC)c(OC)c3
InChI: InChI=1S/C38H36N2O9/c1-40-14-12-24-32-26(40)15-22-17-30(29(44-3)19-27(22)41)48-23-9-7-20(8-10-23)34(42)33-25-18-31(28(43-2)16-21(25)11-13-39-33)49-36(32)38(47-6)37(46-5)35(24)45-4/h7-11,13,16-19,26,41H,12,14-15H2,1-6H3/t26-/m0/s1
InChIKey: BRQCGUYNOJNRAV-SANMLTNESA-N
DeepSMILES: COcccO)ccc6Occcccc6))C=O)cncccc6ccOcc[C@H]C%22)NC)CCc6ccc%10OC)))OC)))OC)))))))))))cOC))c6
Scaffold Graph/Node/Bond level: O=C1c2ccc(cc2)Oc2cccc(c2)CC2NCCc3cccc(c32)Oc2ccc3ccnc1c3c2
Scaffold Graph/Node level: OC1C2CCC(CC2)OC2CCCC(C2)CC2NCCC3CCCC(OC4CCC5CCNC1C5C4)C32
Scaffold Graph level: CC1C2CCC(CC2)CC2CCCC(C2)CC2CCCC3CCCC(CC4CCC5CCCC1C5C4)C32
Functional groups: cOC; cO; cOc; cC(=O)c; cnc; CN(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Tannins
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tyrosine alkaloids
NP Classifier Class: Isoquinoline alkaloids|Tetrahydroisoquinoline alkaloids
Synonymous chemical names:
thalictrinine
External chemical identifiers:
CID:CID_102405304; ZINC:ZINC000085976849
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Thalictrinine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 664.71
Log P RDKit 6.88
Topological polar surface area (Å2) RDKit 118.04
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 38
Number of heavy atoms RDKit 49
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.03
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 28
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.26
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 5
Total number of rings RDKit 8
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 8
Thalictrinine
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 Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.211793
Thalictrinine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Insoluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -5.83
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No