Details of the Drug

General Information of Drug (ID: DMCHGF1)

Drug Name
CHLORANIL
Synonyms
Chloranil; 118-75-2; p-Chloranil; Tetrachloro-p-benzoquinone; Tetrachloro-1,4-benzoquinone; Tetrachlorobenzoquinone; 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione; Spergon; Coversan; Vulklor; Reranil; 2,3,5,6-TETRACHLORO-1,4-BENZOQUINONE; Psorisan; Khloranil; Tetrachloroparabenzoquinone; Spergon technical; Spergon I; Tetrachloroquinone; Chloranile; Quinone tetrachloride; Tetrachloro-p-quinone; Geigy-444E; 2,3,5,6-Tetrachlorobenzo-1,4-quinone; 2,3,5,6-Tetrachloro-p-benzoquinone; Dow Seed Disinfectant No. 5
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) 245.9
Logarithm of the Partition Coefficient (xlogp) 3.4
Rotatable Bond Count (rotbonds) 0
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 2
Chemical Identifiers
Formula
C6Cl4O2
IUPAC Name
2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione
Canonical SMILES
C1(=C(C(=O)C(=C(C1=O)Cl)Cl)Cl)Cl
InChI
InChI=1S/C6Cl4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
InChIKey
UGNWTBMOAKPKBL-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
8371
ChEBI ID
CHEBI:36703
CAS Number
118-75-2
TTD ID
D0D0BI

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Acetylcholinesterase (AChE) TT1RS9F ACES_HUMAN Inhibitor [1]
Cholinesterase (BCHE) TTEB0GD CHLE_HUMAN Inhibitor [1]
Liver carboxylesterase (CES1) TTMF541 EST1_HUMAN Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Apoptosis regulator BAX (BAX) OTAW0V4V BAX_HUMAN Gene/Protein Processing [2]
Apoptosis regulator Bcl-2 (BCL2) OT9DVHC0 BCL2_HUMAN Gene/Protein Processing [2]
Apoptosis-associated speck-like protein containing a CARD (PYCARD) OT67RON3 ASC_HUMAN Gene/Protein Processing [2]
Bcl-2 homologous antagonist/killer (BAK1) OTDP6ILW BAK_HUMAN Gene/Protein Processing [2]
Caspase-1 (CASP1) OTZ3YQFU CASP1_HUMAN Gene/Protein Processing [2]
Caspase-3 (CASP3) OTIJRBE7 CASP3_HUMAN Gene/Protein Processing [3]
Caspase-4 (CASP4) OTVQTV1L CASP4_HUMAN Protein Interaction/Cellular Processes [4]
Caspase-5 (CASP5) OT0F2THD CASP5_HUMAN Protein Interaction/Cellular Processes [4]
Cellular tumor antigen p53 (TP53) OTIE1VH3 P53_HUMAN Drug Response [5]
DNA repair protein RAD51 homolog 1 (RAD51) OTNVWGC1 RAD51_HUMAN Drug Response [5]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Discovery agent
ICD Disease Classification N.A.
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Acetylcholinesterase (AChE) DTT ACHE 6.39E-02 -1.07 -1.15
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases. J Med Chem. 2005 Apr 21;48(8):2906-15.
2 Tetrachlorobenzoquinone Stimulates NLRP3 Inflammasome-Mediated Post-Translational Activation and Secretion of IL-1 in the HUVEC Endothelial Cell Line. Chem Res Toxicol. 2016 Mar 21;29(3):421-9. doi: 10.1021/acs.chemrestox.6b00021. Epub 2016 Mar 1.
3 Cytotoxic activity of pentachlorophenol and its active metabolites in SH-SY5Y neuroblastoma cells. Toxicol In Vitro. 2019 Aug;58:118-125. doi: 10.1016/j.tiv.2019.03.024. Epub 2019 Mar 21.
4 Atypical Gasdermin D and Mixed Lineage Kinase Domain-like Protein Leakage Aggravates Tetrachlorobenzoquinone-Induced Nod-like Receptor Protein 3 Inflammasome Activation. Chem Res Toxicol. 2018 Dec 17;31(12):1418-1425. doi: 10.1021/acs.chemrestox.8b00306. Epub 2018 Nov 9.
5 Unpredicted Downregulation of RAD51 Suggests Genome Instability Induced by Tetrachlorobenzoquinone. Chem Res Toxicol. 2016 Dec 19;29(12):2184-2193. doi: 10.1021/acs.chemrestox.6b00369. Epub 2016 Nov 21.