IMPPAT Phytochemical information: 
Erysopinophorine
Erysopinophorine
Summary

SMILES: COC1C=CC2=CCN3C2(C1)c1cc(O)c(cc1CC3)OC(=O)C([N+](C)(C)C)Cc1c[nH]c2c1cccc2
InChI: InChI=1S/C31H35N3O4/c1-34(2,3)27(15-21-19-32-26-8-6-5-7-24(21)26)30(36)38-29-16-20-11-13-33-14-12-22-9-10-23(37-4)18-31(22,33)25(20)17-28(29)35/h5-10,12,16-17,19,23,27,32H,11,13-15,18H2,1-4H3/p+1
InChIKey: HQAMSNISLJCVLQ-UHFFFAOYSA-O
DeepSMILES: COCC=CC=CCNC5C9)cccO)ccc6CC%10))))OC=O)C[N+]C)C)C))Ccc[nH]cc5cccc6
Scaffold Graph/Node/Bond level: O=C(CCc1c[nH]c2ccccc12)Oc1ccc2c(c1)CCN1CC=C3C=CCCC321
Scaffold Graph/Node level: OC(CCC1CNC2CCCCC12)OC1CCC2C(CCN3CCC4CCCCC423)C1
Scaffold Graph level: CC(CCC1CCC2CCCCC21)CC1CCC2C(CCC3CCC4CCCCC432)C1
Functional groups: COC; CC=CC(=CC)C; CN(C)C; cO; cOC(C)=O; C[N+](C)(C)C; c[nH]c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Erythrina alkaloids
ClassyFire Subclass: Erythrinanes
Synonymous chemical names:
Erysopinophorine
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Erysopinophorine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 514.65
Log P RDKit 4.06
Topological polar surface area (Å2) RDKit 74.79
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 31
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.1
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 19
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.39
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 6
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 6
Erysopinophorine
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 Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.294841
Erysopinophorine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.74
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes