IMPPAT Phytochemical information: 
Ervatine
Ervatine
Summary

SMILES: COC(=O)[C@@]12C[C@H]3CN(C1[C@H](C3)[C@H](O)C)CC[C@@]12Nc2c(C1=O)ccc(c2)OC
InChI: InChI=1S/C22H28N2O5/c1-12(25)16-8-13-10-21(20(27)29-3)18(16)24(11-13)7-6-22(21)19(26)15-5-4-14(28-2)9-17(15)23-22/h4-5,9,12-13,16,18,23,25H,6-8,10-11H2,1-3H3/t12-,13+,16-,18?,21-,22-/m1/s1
InChIKey: JHHVBOHRLGSLAJ-CISRQMPOSA-N
DeepSMILES: COC=O)[C@@]C[C@H]CNC6[C@H]C6)[C@H]O)C))))CC[C@]8NccC5=O))cccc6)OC
Scaffold Graph/Node/Bond level: O=C1c2ccccc2NC12CCN1CC3CCC1C2C3
Scaffold Graph/Node level: OC1C2CCCCC2NC12CCN1CC3CCC1C2C3
Scaffold Graph level: CC1C2CCCCC2CC12CCC1CC3CCC1C2C3
Functional groups: COC(C)=O; CN(C)C; CO; cNC; cC(=O)C; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Quinolizidines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids|Tyrosine alkaloids
NP Classifier Class: Amarylidaceae alkaloids|Iboga type
Synonymous chemical names:
ervatine
External chemical identifiers:
CID:CID_101133884
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Ervatine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 400.48
Log P RDKit 1.7
Topological polar surface area (Å2) RDKit 88.1
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.27
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.64
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Ervatine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.746828
Ervatine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.49
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes