IMPPAT Phytochemical information: 
Echitamine, hydrochloride

Echitamine, hydrochloride
Summary

SMILES: CO/C=C(/C1CC2N(CC1CC)CCC12C(=O)Nc2c1cccc2)\C(=O)OC.Cl
InChI: InChI=1S/C22H28N2O4.ClH/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3;/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26);1H/b16-13-;
InChIKey: YZEHFWIJWUTTOF-UNVLYCKESA-N
DeepSMILES: CO/C=C/CCCNCC6CC))))CCC5C=O)Ncc5cccc6)))))))))))))))\C=O)OC.Cl
Scaffold Graph/Node/Bond level: O=C1Nc2ccccc2C12CCN1CCCCC12
Scaffold Graph/Node level: OC1NC2CCCCC2C12CCN1CCCCC12
Scaffold Graph level: CC1CC2CCCCC2C12CCC1CCCCC12
Functional groups: CO/C=C(/C)C(=O)OC; CN(C)C; cNC(=O)C; Cl
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indolizidines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Corynanthe type|Simple oxindole alkaloids
Synonymous chemical names:
echitamine hydrochloride
External chemical identifiers:
CID:CID_3000633
Chemical structure download


Echitamine, hydrochloride
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 420.94
Log P RDKit 3.12
Topological polar surface area (Å2) RDKit 67.87
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
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 4
Stereochemical complexity RDKit 0.18
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.55
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 4
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 4


Echitamine, hydrochloride
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 Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.460192


Echitamine, hydrochloride
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.66
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 No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes