IMPPAT Phytochemical information: 
Ellipticine
Ellipticine
Summary

SMILES: Cc1c2cnccc2c(c2c1c1ccccc1[nH]2)C
InChI: InChI=1S/C17H14N2/c1-10-14-9-18-8-7-12(14)11(2)17-16(10)13-5-3-4-6-15(13)19-17/h3-9,19H,1-2H3
InChIKey: CTSPAMFJBXKSOY-UHFFFAOYSA-N
DeepSMILES: Ccccnccc6ccc%10cccccc6[nH]9)))))))))C
Scaffold Graph/Node/Bond level: c1ccc2c(c1)[nH]c1cc3ccncc3cc12
Scaffold Graph/Node level: C1CCC2C(C1)NC1CC3CCNCC3CC12
Scaffold Graph level: C1CCC2CC3C(CC2C1)CC1CCCCC13
Functional groups: c[nH]c; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Carbazoles
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Carboline alkaloids
Synonymous chemical names:
ellipticine, Ellipticine
External chemical identifiers:
CID:CID_3213; ChEMBL:CHEMBL123; ChEBI:CHEBI:4776; ZINC:ZINC000001846592; FDASRS:117VLW7484; SureChEMBL:SCHEMBL138079; MolPort-001-839-649
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Ellipticine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 246.31
Log P RDKit 4.49
Topological polar surface area (Å2) RDKit 28.68
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.12
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 4
Total number of rings RDKit 4
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 4
Ellipticine
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 0.48641
Ellipticine
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 -4.39
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes
Ellipticine
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000360372CYP2C19700
ENSP00000353820CYP2D6700
ENSP00000337915CYP3A4734
ENSP00000355759PARP1700
ENSP00000330237CASP9700
ENSP00000358327CASP7700
ENSP00000342007CYP1A2733
ENSP00000369050CYP1A1777
ENSP00000396704TOP2B859
ENSP00000351273CASP8700
ENSP00000417281MDM2746
ENSP00000311032CASP3700
ENSP00000269305TP53841
ENSP00000215832MAPK1700
ENSP00000252945CYP2E1700
ENSP00000260630CYP1B1742
ENSP00000260682CYP2C9700
ENSP00000263025MAPK3700
ENSP00000411532TOP2A928
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.