Details of the Drug

General Information of Drug (ID: DMJ46CB)

Drug Name
Buthionine sulfoximine
Synonyms AC1MS6SH
Indication
Disease Entry ICD 11 Status REF
Malaria 1F40-1F45 Investigative [1]
Solid tumour/cancer 2A00-2F9Z Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 222.31
Logarithm of the Partition Coefficient (xlogp) -0.6
Rotatable Bond Count (rotbonds) 7
Hydrogen Bond Donor Count (hbonddonor) 3
Hydrogen Bond Acceptor Count (hbondacc) 5
Chemical Identifiers
Formula
C8H18N2O3S
IUPAC Name
2-amino-4-(butylsulfonimidoyl)butanoic acid
Canonical SMILES
CCCCS(=N)(=O)CCC(C(=O)O)N
InChI
InChI=1S/C8H18N2O3S/c1-2-3-5-14(10,13)6-4-7(9)8(11)12/h7,10H,2-6,9H2,1H3,(H,11,12)
InChIKey
KJQFBVYMGADDTQ-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
21157
ChEBI ID
CHEMBL1256575
CAS Number
5072-26-4
UNII
LW4108Q0BV
DrugBank ID
DB12870
TTD ID
D0Z6VR
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Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Glutamate--cysteine ligase modifier (GCLM) TTNFESW GSH0_HUMAN Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Alpha-synuclein (SNCA) OTPWC1MR SYUA_HUMAN Gene/Protein Processing [2]
Aryl hydrocarbon receptor nuclear translocator (ARNT) OTMSIEZY ARNT_HUMAN Gene/Protein Processing [3]
Ataxin-1 (ATXN1) OTQF0HNR ATX1_HUMAN Protein Interaction/Cellular Processes [4]
CD59 glycoprotein (CD59) OTSUMQDH CD59_HUMAN Gene/Protein Processing [5]
Interleukin-8 (CXCL8) OTS7T5VH IL8_HUMAN Protein Interaction/Cellular Processes [6]
Methylated-DNA--protein-cysteine methyltransferase (MGMT) OT40A9WH MGMT_HUMAN Gene/Protein Processing [7]
Microtubule-associated proteins 1A/1B light chain 3B (MAP1LC3B) OTUYHB84 MLP3B_HUMAN Gene/Protein Processing [8]
Mitogen-activated protein kinase 14 (MAPK14) OT5TCO3O MK14_HUMAN Post-Translational Modifications [9]
Mitogen-activated protein kinase 9 (MAPK9) OTCEVJ9E MK09_HUMAN Post-Translational Modifications [9]
Selenoprotein W (SELENOW) OTVSKPAN SELW_HUMAN Gene/Protein Processing [10]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Novel molecular targets for antimalarial chemotherapy. Int J Antimicrob Agents. 2007 Jul;30(1):4-10.
2 1-Benzyl-1,2,3,4-tetrahydroisoquinoline, a Parkinsonism-inducing endogenous toxin, increases alpha-synuclein expression and causes nuclear damage in human dopaminergic cells. J Neurosci Res. 2004 May 15;76(4):563-71. doi: 10.1002/jnr.20082.
3 Curcumin inhibits hypoxia-inducible factor-1 by degrading aryl hydrocarbon receptor nuclear translocator: a mechanism of tumor growth inhibition. Mol Pharmacol. 2006 Nov;70(5):1664-71. doi: 10.1124/mol.106.025817. Epub 2006 Jul 31.
4 Oxidative stimuli affect polyglutamine aggregation and cell death in human mutant ataxin-1-expressing cells. Neurosci Lett. 2003 Sep 4;348(1):21-4. doi: 10.1016/s0304-3940(03)00657-8.
5 [CD59 mutation and DNA oxidative damage in A(L) cells induced by crocidolite fibers]. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 2004 Feb;22(1):43-6.
6 Sensitization effect of thimerosal is mediated in vitro via reactive oxygen species and calcium signaling. Toxicology. 2010 Jul-Aug;274(1-3):1-9. doi: 10.1016/j.tox.2010.04.016. Epub 2010 May 10.
7 Increased expression of the MGMT repair protein mediated by cysteine prodrugs and chemopreventative natural products in human lymphocytes and tumor cell lines. Carcinogenesis. 2007 Feb;28(2):378-89.
8 Cadmium affects autophagy in the human intestinal cells Caco-2 through ROS-mediated ERK activation. Cell Biol Toxicol. 2023 Jun;39(3):945-966. doi: 10.1007/s10565-021-09655-4. Epub 2021 Sep 28.
9 Apoptosis induced by crocidolite asbestos in human lung epithelial cells involves inactivation of Akt and MAPK pathways. Apoptosis. 2007 Feb;12(2):433-47. doi: 10.1007/s10495-006-0577-8.
10 Selenoprotein W as molecular target of methylmercury in human neuronal cells is down-regulated by GSH depletion. Biochem Biophys Res Commun. 2005 May 20;330(4):1095-102. doi: 10.1016/j.bbrc.2005.03.080.