Details of the Drug

General Information of Drug (ID: DMOCEPA)

Drug Name
5,8-Dihydroxy-1,4-naphthoquinone
Synonyms
Naphthazarin; 475-38-7; Naphthazarine; 5,8-dihydroxynaphthalene-1,4-dione; Naphthazarone; 5,8-Dihydroxynaphthoquinone; 5,8-Dihydroxy-1,4-naphthalenedione; NAPHTHAZALIN; 5,8-Dihydroxynaphthalene-1,4(4aH,8aH)-dione; 5,8-Dihydroxy-1,4-naphthosemiquinone; CCRIS 6670; Dihydroxynaphthoquinone; EINECS 207-495-4; NSC 26647; UNII-S9IX5I5C0K; S9IX5I5C0K; CHEMBL274056; CHEBI:28849; 1,4-NAPHTHOQUINONE, 5,8-DIHYDROXY-; NSC26647; 5,8-Dihydroxy-[1,4]naphthoquinone; NSC344555
Indication
Disease Entry ICD 11 Status REF
Malaria 1F40-1F45 Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 190.15
Logarithm of the Partition Coefficient (xlogp) 1.8
Rotatable Bond Count (rotbonds) 0
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 4
Chemical Identifiers
Formula
C10H6O4
IUPAC Name
5,8-dihydroxynaphthalene-1,4-dione
Canonical SMILES
C1=CC(=C2C(=O)C=CC(=O)C2=C1O)O
InChI
InChI=1S/C10H6O4/c11-5-1-2-6(12)10-8(14)4-3-7(13)9(5)10/h1-4,11-12H
InChIKey
RQNVIKXOOKXAJQ-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
10141
ChEBI ID
CHEBI:28849
CAS Number
475-38-7
TTD ID
D0AS0V

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Arachidonate 5-lipoxygenase (5-LOX) TT2J34L LOX5_HUMAN Inhibitor [2]
Cytoplasmic thioredoxin reductase (TXNRD1) TTR7UJ3 TRXR1_HUMAN Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Dihydroorotate dehydrogenase (DHODH) OTAKFN78 PYRD_HUMAN Gene/Protein Processing [3]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Malaria
ICD Disease Classification 1F40-1F45
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Arachidonate 5-lipoxygenase (5-LOX) DTT ALOX5 4.15E-01 -0.06 -0.15
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 Novel molecular targets for antimalarial chemotherapy. Int J Antimicrob Agents. 2007 Jul;30(1):4-10.
2 Simple analogues of anthralin: unusual specificity of structure and antiproliferative activity. J Med Chem. 1997 Nov 7;40(23):3773-80.
3 Kinetics of inhibition of human and rat dihydroorotate dehydrogenase by atovaquone, lawsone derivatives, brequinar sodium and polyporic acid. Chem Biol Interact. 2000 Jan 3;124(1):61-76.