IMPPAT Phytochemical information: 
Chelerythrine chloride

Chelerythrine chloride
Summary

SMILES: COc1c(OC)ccc2c1c[n+](C)c1c2ccc2c1cc1OCOc1c2.[Cl-]
InChI: InChI=1S/C21H18NO4.ClH/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22;/h4-10H,11H2,1-3H3;1H/q+1;/p-1
InChIKey: WEEFNMFMNMASJY-UHFFFAOYSA-M
DeepSMILES: COccOC))cccc6c[n+]C)cc6cccc6ccOCOc5c9.[Cl-]
Scaffold Graph/Node/Bond level: c1ccc2c(c1)c[nH+]c1c3cc4c(cc3ccc21)OCO4
Scaffold Graph/Node level: C1CCC2C(C1)CNC1C3CC4OCOC4CC3CCC21
Scaffold Graph level: C1CC2CC3CCC4C5CCCCC5CCC4C3CC2C1
Functional groups: cOC; c[n+](C)c; c1cOCO1; [Cl-]
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Benzophenanthridine alkaloids
ClassyFire Subclass: Quaternary benzophenanthridine alkaloids
Synonymous chemical names:
chelerythrine chloride
External chemical identifiers:
CID:CID_72311; ChEMBL:CHEMBL258893; FDASRS:7IC98TZ0PZ; SureChEMBL:SCHEMBL195109; MolPort-003-983-741
Chemical structure download


Chelerythrine chloride
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 383.83
Log P RDKit 0.72
Topological polar surface area (Å2) RDKit 40.8
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 27
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
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 17
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.19
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 4
Total number of rings RDKit 5
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 5


Chelerythrine chloride
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.377689


Chelerythrine chloride
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 -4.82
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes


Chelerythrine chloride
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_001576ENSG00000072786STK106793ChEMBL
TAR_EXP_001573ENSG00000101109STK46789ChEMBL
TAR_EXP_001431ENSG00000177189RPS6KA36197ChEMBL
TAR_EXP_001343ENSG00000114200BCHE590ChEMBL
TAR_EXP_001339ENSG00000136238RAC15879ChEMBL
TAR_EXP_001288ENSG00000002330BAD572ChEMBL
TAR_EXP_000136ENSG00000112079STK3811329ChEMBL
TAR_EXP_001286ENSG00000101349PAK557144ChEMBL
TAR_EXP_000229ENSG00000133275CSNK1G21455ChEMBL
TAR_EXP_000169ENSG00000179335CLK31198ChEMBL
TAR_EXP_001283ENSG00000183049CAMK1D57118ChEMBL
TAR_EXP_000034ENSG00000105810CDK61021ChEMBL
TAR_EXP_000027ENSG00000123374CDK21017ChEMBL
TAR_EXP_000182ENSG00000023839ABCC21244ChEMBL
TAR_EXP_001287ENSG00000008118CAMK1G57172ChEMBL
TAR_EXP_000167ENSG00000013441CLK11195ChEMBL
TAR_EXP_000168ENSG00000176444CLK21196ChEMBL
TAR_EXP_000118ENSG00000183765CHEK211200ChEMBL
TAR_EXP_001672ENSG00000028116VRK27444ChEMBL
TAR_EXP_001943ENSG00000070831CDC42998ChEMBL
TAR_EXP_001938ENSG00000172939OXSR19943ChEMBL
TAR_EXP_001927ENSG00000065613SLK9748ChEMBL
TAR_EXP_001891ENSG00000164543STK17A9263ChEMBL
TAR_EXP_001827ENSG00000100490CDKL18814ChEMBL
TAR_EXP_001802ENSG00000115661STK168576ChEMBL
TAR_EXP_001746ENSG00000148660CAMK2G818ChEMBL
TAR_EXP_000095ENSG00000224143EHMT210919ChEMBL
TAR_EXP_000078ENSG00000119408NEK610783ChEMBL
TAR_EXP_000072ENSG00000142731PLK410733ChEMBL
TAR_EXP_000067BUB1B-PAK6106821730ChEMBL
TAR_EXP_001744ENSG00000145349CAMK2D817ChEMBL
TAR_EXP_001244ENSG00000108984MAP2K65608ChEMBL
TAR_EXP_000064ENSG00000110931CAMKK210645ChEMBL
TAR_EXP_000055ENSG00000115694STK2510494ChEMBL
TAR_EXP_000042ENSG00000130669PAK410298ChEMBL
TAR_EXP_001743ENSG00000058404CAMK2B816ChEMBL
TAR_EXP_001742ENSG00000070808CAMK2A815ChEMBL
TAR_EXP_001740ENSG00000152495CAMK4814ChEMBL
TAR_EXP_000101ENSG00000102096PIM211040ChEMBL
TAR_EXP_001671ENSG00000100749VRK17443ChEMBL
TAR_EXP_001045ENSG00000102225CDK165127ChEMBL
TAR_EXP_000230ENSG00000151292CSNK1G31456ChEMBL
TAR_EXP_001087ENSG00000140992PDPK15170ChEMBL
TAR_EXP_001094ENSG00000134602STK2651765ChEMBL
TAR_EXP_001119ENSG00000137193PIM15292ChEMBL
TAR_EXP_001139ENSG00000166851PLK15347ChEMBL
TAR_EXP_001144ENSG00000169118CSNK1G153944ChEMBL
TAR_EXP_001150ENSG00000070501POLB5423ChEMBL
TAR_EXP_001195ENSG00000162409PRKAA25563ChEMBL
TAR_EXP_001198ENSG00000288516PRKACA5566ChEMBL
TAR_EXP_001213ENSG00000171132PRKCE5581ChEMBL
TAR_EXP_001224ENSG00000168078PBK55872ChEMBL
TAR_EXP_001230ENSG00000100030MAPK15594ChEMBL
TAR_EXP_001231ENSG00000102882MAPK35595ChEMBL
TAR_EXP_001233ENSG00000069956MAPK65597ChEMBL
TAR_EXP_001043ENSG00000105053VRK351231ChEMBL
TAR_EXP_000959ENSG00000117650NEK24751ChEMBL
TAR_EXP_001208ENSG00000058729RIOK255781ChEMBL
TAR_EXP_000858ENSG00000198355PIM3415116ChEMBL
TAR_EXP_000881ENSG00000087085ACHE43ChEMBL
TAR_EXP_001241ENSG00000126934MAP2K25605ChEMBL
TAR_EXP_000853ENSG00000276155MAPT4137ChEMBL
TAR_EXP_000783ENSG00000162434JAK13716ChEMBL
TAR_EXP_000660ENSG00000082701GSK3B2932ChEMBL
TAR_EXP_000451ENSG00000154310TNIK23043ChEMBL
TAR_EXP_001236ENSG00000185386MAPK115600ChEMBL
TAR_EXP_000316ENSG00000104936DMPK1760ChEMBL
TAR_EXP_000872ENSG00000197442MAP3K54217ChEMBL
TAR_EXP_000291ENSG00000167657DAPK31613ChEMBL