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
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
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_001618ENSG00000198900TOP17150ChEMBL
TAR_EXP_000966ENSG00000116044NFE2L24780ChEMBL, NPASS
TAR_EXP_000853ENSG00000276155MAPT4137ChEMBL, NPASS
TAR_EXP_000959ENSG00000117650NEK24751ChEMBL, NPASS
TAR_EXP_000872ENSG00000197442MAP3K54217ChEMBL, NPASS
TAR_EXP_000860ENSG00000152601MBNL14154NPASS
TAR_EXP_000819ENSG00000235268KDM4E390245ChEMBL, NPASS
TAR_EXP_000845ENSG00000166949SMAD34088NPASS
TAR_EXP_000833ENSG00000160789LMNA4000NPASS
TAR_EXP_000822ENSG00000182866LCK3932ChEMBL, NPASS
TAR_EXP_000968ENSG00000109320NFKB14790NPASS
TAR_EXP_000818ENSG00000187258NPSR1387129NPASS
TAR_EXP_000814ENSG00000108424KPNB13837NPASS
TAR_EXP_000811ENSG00000157404KIT3815ChEMBL, NPASS
TAR_EXP_000798ENSG00000055118KCNH23757ChEMBL, NPASS
TAR_EXP_000846ENSG00000100299ARSA410NPASS
TAR_EXP_000983ENSG00000141458NPC14864NPASS
TAR_EXP_001671ENSG00000100749VRK17443ChEMBL, NPASS
TAR_EXP_001620ENSG00000077097TOP2B7155ChEMBL
TAR_EXP_001151ENSG00000170734POLH5429NPASS
TAR_EXP_001150ENSG00000070501POLB5423ChEMBL, NPASS
TAR_EXP_001144ENSG00000169118CSNK1G153944ChEMBL, NPASS
TAR_EXP_001141ENSG00000109099PMP225376NPASS
TAR_EXP_001139ENSG00000166851PLK15347ChEMBL, NPASS
TAR_EXP_001119ENSG00000137193PIM15292ChEMBL, NPASS
TAR_EXP_001094ENSG00000134602STK2651765ChEMBL, NPASS
TAR_EXP_001087ENSG00000140992PDPK15170ChEMBL, NPASS
TAR_EXP_001059ENSG00000122008POLK51426NPASS
TAR_EXP_001744ENSG00000145349CAMK2D817ChEMBL, NPASS
TAR_EXP_001743ENSG00000058404CAMK2B816ChEMBL, NPASS
TAR_EXP_001742ENSG00000070808CAMK2A815ChEMBL, NPASS
TAR_EXP_001740ENSG00000152495CAMK4814ChEMBL, NPASS
TAR_EXP_001728ENSG00000176208ATAD579915ChEMBL, NPASS
TAR_EXP_001045ENSG00000102225CDK165127ChEMBL, NPASS
TAR_EXP_001672ENSG00000028116VRK27444ChEMBL, NPASS
TAR_EXP_001663ENSG00000162607USP17398NPASS
TAR_EXP_001043ENSG00000105053VRK351231ChEMBL, NPASS
TAR_EXP_001031ENSG00000112312GMNN51053ChEMBL, NPASS
TAR_EXP_001631ENSG00000165409TSHR7253NPASS
TAR_EXP_001621ENSG00000141510TP537157ChEMBL, NPASS
TAR_EXP_001619ENSG00000131747TOP2A7153ChEMBL, NPASS
TAR_EXP_000783ENSG00000162434JAK13716ChEMBL, NPASS
TAR_EXP_000674ENSG00000123636BAZ2B29994ChEMBL, NPASS
TAR_EXP_000715ENSG00000044574HSPA53309NPASS
TAR_EXP_000230ENSG00000151292CSNK1G31456ChEMBL, NPASS
TAR_EXP_000229ENSG00000133275CSNK1G21455ChEMBL, NPASS
TAR_EXP_000169ENSG00000179335CLK31198ChEMBL, NPASS
TAR_EXP_000168ENSG00000176444CLK21196ChEMBL, NPASS
TAR_EXP_000167ENSG00000013441CLK11195ChEMBL, NPASS
TAR_EXP_000136ENSG00000112079STK3811329ChEMBL, NPASS
TAR_EXP_000119ENSG00000101751POLI11201ChEMBL, NPASS
TAR_EXP_000118ENSG00000183765CHEK211200ChEMBL, NPASS
TAR_EXP_000101ENSG00000102096PIM211040ChEMBL, NPASS
TAR_EXP_000097ENSG00000108468CBX110951ChEMBL, NPASS
TAR_EXP_000095ENSG00000224143EHMT210919ChEMBL, NPASS
TAR_EXP_000078ENSG00000119408NEK610783ChEMBL, NPASS
TAR_EXP_000072ENSG00000142731PLK410733ChEMBL, NPASS
TAR_EXP_000067BUB1B-PAK6106821730ChEMBL
TAR_EXP_000064ENSG00000110931CAMKK210645ChEMBL, NPASS
TAR_EXP_000042ENSG00000130669PAK410298ChEMBL, NPASS
TAR_EXP_000034ENSG00000105810CDK61021ChEMBL, NPASS
TAR_EXP_000027ENSG00000123374CDK21017ChEMBL, NPASS
TAR_EXP_000017ENSG00000169371SNUPN10073NPASS
TAR_EXP_001927ENSG00000065613SLK9748ChEMBL, NPASS
TAR_EXP_001938ENSG00000172939OXSR19943ChEMBL, NPASS
TAR_EXP_000262ENSG00000140465CYP1A11543BindingDB, ChEMBL, NPASS
TAR_EXP_000263ENSG00000140505CYP1A21544ChEMBL, NPASS
TAR_EXP_000271ENSG00000165841CYP2C191557ChEMBL, NPASS
TAR_EXP_000273ENSG00000138109CYP2C91559NPASS
TAR_EXP_000706ENSG00000291796APEX1328ChEMBL, NPASS
TAR_EXP_000701ENSG00000164120HPGD3248NPASS
TAR_EXP_000687ENSG00000100644HIF1A3091ChEMBL, NPASS
TAR_EXP_000679ENSG00000244734HBB3043ChEMBL, NPASS
TAR_EXP_000676ENSG00000072506HSD17B103028NPASS
TAR_EXP_001173ENSG00000196199MPHOSPH854737NPASS
TAR_EXP_000660ENSG00000082701GSK3B2932ChEMBL, NPASS
TAR_EXP_000645ENSG00000113580NR3C12908ChEMBL, NPASS
TAR_EXP_000519ENSG00000171298GAA2548ChEMBL, NPASS
TAR_EXP_000511ENSG00000136931NR5A12516BindingDB
TAR_EXP_000747ENSG00000138413IDH13417ChEMBL, NPASS
TAR_EXP_000505ENSG00000198793MTOR2475NPASS
TAR_EXP_000499ENSG00000108839ALOX12239NPASS
TAR_EXP_000451ENSG00000154310TNIK23043ChEMBL, NPASS
TAR_EXP_000433ENSG00000168496FEN12237ChEMBL, NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216NPASS
TAR_EXP_000361ENSG00000128394APOBEC3F200316ChEMBL, NPASS
TAR_EXP_000324ENSG00000184845DRD11812ChEMBL, NPASS
TAR_EXP_000316ENSG00000104936DMPK1760ChEMBL, NPASS
TAR_EXP_000291ENSG00000167657DAPK31613ChEMBL, NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576ChEMBL, NPASS
TAR_EXP_000276ENSG00000272532CYP2D61565ChEMBL, NPASS
TAR_EXP_000504ENSG00000179593ALOX15B247NPASS
TAR_EXP_001195ENSG00000162409PRKAA25563ChEMBL, NPASS
TAR_EXP_000858ENSG00000198355PIM3415116ChEMBL, NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001344ENSG00000132341RAN5901NPASS
TAR_EXP_001549ENSG00000166311SMPD16609NPASS
TAR_EXP_001547ENSG00000275349SMN16606NPASS
TAR_EXP_001286ENSG00000101349PAK557144ChEMBL, NPASS
TAR_EXP_001287ENSG00000008118CAMK1G57172ChEMBL, NPASS
TAR_EXP_001198ENSG00000288516PRKACA5566BindingDB, ChEMBL, NPASS
TAR_EXP_001508ENSG00000117394SLC2A16513ChEMBL, NPASS
TAR_EXP_001485ENSG00000197299BLM641NPASS
TAR_EXP_001290ENSG00000011304PTBP15725ChEMBL, NPASS
TAR_EXP_001468ENSG00000204842ATXN26311NPASS
TAR_EXP_001431ENSG00000177189RPS6KA36197ChEMBL, NPASS
TAR_EXP_001376ENSG00000069667RORA6095BindingDB
TAR_EXP_001373ENSG00000239713APOBEC3G60489ChEMBL, NPASS
TAR_EXP_001911ENSG00000134318ROCK29475BindingDB
TAR_EXP_001231ENSG00000102882MAPK35595ChEMBL, NPASS
TAR_EXP_001366ENSG00000117152RGS45999NPASS
TAR_EXP_001360ENSG00000004700RECQL5965ChEMBL, NPASS
TAR_EXP_001272ENSG00000137843PAK656924NPASS
TAR_EXP_001570ENSG00000166888STAT66778ChEMBL, NPASS
TAR_EXP_001283ENSG00000183049CAMK1D57118ChEMBL, NPASS
TAR_EXP_001576ENSG00000072786STK106793ChEMBL, NPASS
TAR_EXP_001746ENSG00000148660CAMK2G818ChEMBL, NPASS
TAR_EXP_001753ENSG00000137752CASP1834NPASS
TAR_EXP_001236ENSG00000185386MAPK115600ChEMBL, NPASS
TAR_EXP_001764ENSG00000165806CASP7840NPASS
TAR_EXP_001573ENSG00000101109STK46789ChEMBL, NPASS
TAR_EXP_001208ENSG00000058729RIOK255781ChEMBL, NPASS
TAR_EXP_001802ENSG00000115661STK168576ChEMBL, NPASS
TAR_EXP_001230ENSG00000100030MAPK15594NPASS
TAR_EXP_001826ENSG00000182687GALR28811BindingDB, NPASS
TAR_EXP_001233ENSG00000069956MAPK65597ChEMBL, NPASS
TAR_EXP_001847ENSG00000196557CACNA1H8912ChEMBL, NPASS
TAR_EXP_001241ENSG00000126934MAP2K25605ChEMBL, NPASS
TAR_EXP_001244ENSG00000108984MAP2K65608ChEMBL, NPASS
TAR_EXP_001891ENSG00000164543STK17A9263ChEMBL, NPASS
TAR_EXP_001900ENSG00000123595RAB9A9367NPASS
TAR_EXP_001607ENSG00000090534THPO7066ChEMBL, NPASS
TAR_EXP_001827ENSG00000100490CDKL18814ChEMBL, NPASS
TAR_EXP_001224ENSG00000168078PBK55872ChEMBL, NPASS