Details of the Drug

General Information of Drug (ID: DM8F5LR)

Drug Name

NAPQI

Synonyms

Napqi; Acetimidoquinone; 50700-49-7; N-acetyl-4-benzoquinone imine; N-Acetyl-4-benzoquinoneimine; N-Acetyl-p-benzoquinone imine; N-Acetylbenzoquinoneimine; N-Acetyl-P-benzoquinoneimine; N-Acetyl-p-quinonimine; N-Acetyl-p-benzoquinone; N-(4-oxocyclohexa-2,5-dien-1-ylidene)acetamide; UNII-G6S9BN13TI; CCRIS 5789; N-acetyl-1,4-benzoquinone imine; BRN 2435621; G6S9BN13TI; 2,5-Cyclohexadien-1-one, 4-acetylimino-; N-(4-Oxo-2,5-cyclohexadienylidene)acetamide; CHEBI:29132; N-(4-Oxo-2,5-cyclohexadien-1-ylidene)acetamide; Acetamide, N-(4

Indication

Disease Entry	ICD 11	Status	REF
Autoimmune disease	4A40-4A45	Investigative	[1]

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

149.15

Logarithm of the Partition Coefficient (xlogp)

0.1

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Chemical Identifiers

Formula: C8H7NO2
IUPAC Name: N-(4-oxocyclohexa-2,5-dien-1-ylidene)acetamide
Canonical SMILES: CC(=O)N=C1C=CC(=O)C=C1
InChI: InChI=1S/C8H7NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5H,1H3
InChIKey: URNSECGXFRDEDC-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 39763
ChEBI ID: CHEMBL33232
CAS Number: 50700-49-7
TTD ID: D0W1JY

Drug-Molecule Activity Atlas (DMA)^NEW

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Drug ADMET Endpoint Profile (DAE)^NEW

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Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Macrophage migration inhibitory factor (MIF)	TT2AST1	MIF_HUMAN	Inhibitor	[2]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Actin, aortic smooth muscle (ACTA2)	OTEDLG8E	ACTA_HUMAN	Gene/Protein Processing	[3]
Brorin	OT3NEG5M	VWC2_HUMAN	Drug Response	[4]
Caldesmon (CALD1)	OTNJKJ6Q	CALD1_HUMAN	Drug Response	[4]
Carboxypeptidase A6 (CPA6)	OT43RD23	CBPA6_HUMAN	Drug Response	[4]
CD166 antigen (ALCAM)	OTCO4LP7	CD166_HUMAN	Drug Response	[4]
CD9 antigen (CD9)	OT2184XU	CD9_HUMAN	Drug Response	[4]
Centrosomal protein of 44 kDa (CEP44)	OTZLD83K	CEP44_HUMAN	Drug Response	[4]
Coiled-coil domain-containing protein 25 (CCDC25)	OTNC58MD	CCD25_HUMAN	Drug Response	[4]
Collagen alpha-1(I) chain (COL1A1)	OTI31178	CO1A1_HUMAN	Gene/Protein Processing	[3]
Collagen alpha-1(III) chain (COL3A1)	OTT1EMLM	CO3A1_HUMAN	Gene/Protein Processing	[3]

Molecular Interaction Atlas (MIA)

MIA Detail

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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: 6299).
2	MIF in autoimmunity and novel therapeutic approaches. Autoimmun Rev. 2009 Jan;8(3):244-9.
3	Long-term acetaminophen treatment induced liver fibrosis in mice and the involvement of Egr-1. Toxicology. 2017 May 1;382:47-58. doi: 10.1016/j.tox.2017.03.008. Epub 2017 Mar 9.
4	Acetaminophen-NAPQI hepatotoxicity: a cell line model system genome-wide association study. Toxicol Sci. 2011 Mar;120(1):33-41. doi: 10.1093/toxsci/kfq375. Epub 2010 Dec 22.