Details of the Drug

General Information of Drug (ID: DMMEQUR)

Drug Name
Ethidium
Synonyms
Ethidium; homidium; Ethidium cation; Novidium; 3546-21-2; UNII-EN464416SI; 3,8-Diamino-5-ethyl-6-phenylphenanthridinium; Phenanthridinium, 3,8-diamino-5-ethyl-6-phenyl-; BRN 3627183; CHEBI:42478; EN464416SI; AB00053825_07; CHEMBL284328; NSC84423; NSC522843; 5-ethyl-6-phenyl-phenanthridin-5-ium-3,8-diamine; 5-ethyl-6-phenylphenanthridin-5-ium-3,8-diamine; C21H20N3; Spectrum_001500; AC1L1GCK; Spectrum2_001587; Spectrum5_001263; Spectrum4_000198; UPCMLD-DP076; NCIMech_000529; cid_3624; Piperine & Ethidium bromide; NCIOpen2_009324
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 314.4
Logarithm of the Partition Coefficient (xlogp) 4.2
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 2
Chemical Identifiers
Formula
C21H20N3+
IUPAC Name
5-ethyl-6-phenylphenanthridin-5-ium-3,8-diamine
Canonical SMILES
CC[N+]1=C2C=C(C=CC2=C3C=CC(=CC3=C1C4=CC=CC=C4)N)N
InChI
InChI=1S/C21H19N3/c1-2-24-20-13-16(23)9-11-18(20)17-10-8-15(22)12-19(17)21(24)14-6-4-3-5-7-14/h3-13,23H,2,22H2,1H3/p+1
InChIKey
QTANTQQOYSUMLC-UHFFFAOYSA-O
Cross-matching ID
PubChem CID
3624
ChEBI ID
CHEMBL42478
CAS Number
3546-21-2
UNII
EN464416SI
DrugBank ID
DB17031
TTD ID
D0P0WG
VARIDT ID
DR01442
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Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Human Deoxyribonucleic acid (hDNA) TTUTN1I NOUNIPROTAC Intercalator [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
CD59 glycoprotein (CD59) OTSUMQDH CD59_HUMAN Gene/Protein Processing [3]
Cytochrome b (CYTB) OTAHB98A CYB_HUMAN Gene/Protein Processing [4]
Cytochrome c oxidase subunit 1 (COX1) OTG3O9BN COX1_HUMAN Gene/Protein Processing [5]
Cytochrome c oxidase subunit 2 (COX2) OTTMVBJJ COX2_HUMAN Gene/Protein Processing [4]
NADH-ubiquinone oxidoreductase chain 1 (ND1) OTCLGIXV NU1M_HUMAN Gene/Protein Processing [4]
NADH-ubiquinone oxidoreductase chain 4 (ND4) OT4RQVAA NU4M_HUMAN Gene/Protein Processing [4]
Nuclear respiratory factor 1 (NRF1) OTOXWNV8 NRF1_HUMAN Gene/Protein Processing [4]
Solute carrier family 22 member 1 (SLC22A1) OT7817I4 S22A1_HUMAN Regulation of Drug Effects [6]
Solute carrier family 22 member 2 (SLC22A2) OTGFK1AL S22A2_HUMAN Regulation of Drug Effects [6]
Solute carrier family 22 member 3 (SLC22A3) OTQYGVXX S22A3_HUMAN Regulation of Drug Effects [6]
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References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 4569).
2 31P NMR spectra of ethidium, quinacrine, and daunomycin complexes with poly(adenylic acid).poly(uridylic acid) RNA duplex and calf thymus DNA. Biochemistry. 1989 Apr 4;28(7):2804-12.
3 Comparison of the mutagenic potential of 17 physical and chemical agents analyzed by the flow cytometry mutation assay. Mutat Res. 2006 Dec 1;602(1-2):14-25. doi: 10.1016/j.mrfmmm.2006.07.009. Epub 2006 Oct 11.
4 The effect of ethidium bromide and chloramphenicol on mitochondrial biogenesis in primary human fibroblasts. Toxicol Appl Pharmacol. 2012 May 15;261(1):42-9. doi: 10.1016/j.taap.2012.03.009.
5 Assessment of mitochondrial toxicity by analysis of mitochondrial protein expression in mononuclear cells. Cytometry B Clin Cytom. 2009 May;76(3):181-90. doi: 10.1002/cyto.b.20458.
6 Organic cation transporters OCT1, 2, and 3 mediate high-affinity transport of the mutagenic vital dye ethidium in the kidney proximal tubule. Am J Physiol Renal Physiol. 2009 Jun;296(6):F1504-13. doi: 10.1152/ajprenal.90754.2008. Epub 2009 Apr 8.