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
CHEMBL192627
CAS Number
118-75-2
TTD ID
D0D0BI
Drug-Molecule Activity Atlas (DMA)NEW Click to Jump to the Detailed DMA Information of This Drug
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

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-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]
Endothelial cell-specific molecule 1 (ESM1) OT331Y8V ESM1_HUMAN Gene/Protein Processing [3]
F-box only protein 32 (FBXO32) OTUE978R FBX32_HUMAN Gene/Protein Processing [3]
Ferritin light chain (FTL) OTYQA8A6 FRIL_HUMAN Gene/Protein Processing [3]
Golgi SNAP receptor complex member 2 (GOSR2) OTYHIYN2 GOSR2_HUMAN Gene/Protein Processing [3]
Histone H2AX (H2AX) OT18UX57 H2AX_HUMAN Gene/Protein Processing [4]
Kelch-like ECH-associated protein 1 (KEAP1) OTFHOD0C KEAP1_HUMAN Post-Translational Modifications [5]
Mitogen-activated protein kinase 8 (MAPK8) OTEREYS5 MK08_HUMAN Post-Translational Modifications [6]
Mitogen-activated protein kinase 9 (MAPK9) OTCEVJ9E MK09_HUMAN Post-Translational Modifications [6]
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 Redox-active quinones induces genome-wide DNA methylation changes by an iron-mediated and Tet-dependent mechanism. Nucleic Acids Res. 2014 Feb;42(3):1593-605. doi: 10.1093/nar/gkt1090. Epub 2013 Nov 8.
4 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.
5 Tetrachlorobenzoquinone activates Nrf2 signaling by Keap1 cross-linking and ubiquitin translocation but not Keap1-Cullin3 complex dissociation. Chem Res Toxicol. 2015 Apr 20;28(4):765-74. doi: 10.1021/tx500513v. Epub 2015 Mar 11.
6 Tetrachlorobenzoquinone induces Nrf2 activation via rapid Bach1 nuclear export/ubiquitination and JNK-P62 signaling. Toxicology. 2016 Jul 1;363-364:48-57. doi: 10.1016/j.tox.2016.07.002. Epub 2016 Jul 5.