Details of the Drug

General Information of Drug (ID: DMN6L70)

Drug Name
Nitrobenzanthrone
Synonyms
3-Nitrobenzanthrone; LS-27953; O4OJW7BC7W; QAJOWHGESRCVLY-UHFFFAOYSA-N; SCHEMBL7168071; ZINC4370589; 17117-34-9; 3-Nitro-7H-benz(de)anthracen-7-one; 3-Nitro-7H-benzo[d,e]anthracen-7-one; 3-Nitrobenzantrone; 3-nitro-7H-benzo[de]anthracen-7-one; 3-nitrobenzo[b]phenalen-7-one; 7H-Benz(de)anthracen-7-one, 3-nitro-; AC1MCTJK; ACM17117349; CCRIS 9003; DTXSID60881271; FT-0710181; UNII-O4OJW7BC7W
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 275.26
Logarithm of the Partition Coefficient (xlogp) 4.1
Rotatable Bond Count (rotbonds) 0
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 3
Chemical Identifiers
Formula
C17H9NO3
IUPAC Name
3-nitrobenzo[b]phenalen-7-one
Canonical SMILES
C1=CC=C2C(=C1)C3=C4C(=C(C=C3)[N+](=O)[O-])C=CC=C4C2=O
InChI
QAJOWHGESRCVLY-UHFFFAOYSA-N
InChIKey
1S/C17H9NO3/c19-17-12-5-2-1-4-10(12)11-8-9-15(18(20)21)13-6-3-7-14(17)16(11)13/h1-9H
Cross-matching ID
PubChem CID
2825690
CAS Number
17117-34-9
INTEDE ID
DR0010

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Quinone reductase 1 (NQO1)
Main DME 		DENP5RY NQO1_HUMAN Substrate [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
2'-5'-oligoadenylate synthase 1 (OAS1) OT8ZLOCY OAS1_HUMAN Gene/Protein Processing [2]
72 kDa type IV collagenase (MMP2) OT5NIWA2 MMP2_HUMAN Gene/Protein Processing [2]
A disintegrin and metalloproteinase with thrombospondin motifs 1 (ADAMTS1) OTTLJH8W ATS1_HUMAN Gene/Protein Processing [2]
Adhesion G protein-coupled receptor A2 (ADGRA2) OTBT4W36 AGRA2_HUMAN Gene/Protein Processing [2]
Aldo-keto reductase family 1 member C1 (AKR1C1) OTQKR4CM AK1C1_HUMAN Biotransformations [3]
Aldo-keto reductase family 1 member C2 (AKR1C2) OTQ2XMO3 AK1C2_HUMAN Biotransformations [3]
Aldo-keto reductase family 1 member C3 (AKR1C3) OTU2SXBA AK1C3_HUMAN Biotransformations [3]
Amphiregulin (AREG) OTJFOR67 AREG_HUMAN Gene/Protein Processing [2]
Angiogenin (ANG) OT3ECS6P ANGI_HUMAN Gene/Protein Processing [2]
Apolipoprotein E (APOE) OTFOWL2H APOE_HUMAN Gene/Protein Processing [2]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Dose-dependent response to 3-nitrobenzanthrone exposure in human urothelial cancer cells. Chem Res Toxicol. 2017 Oct 16;30(10):1855-1864.
2 3-Nitrobenzanthrone promotes malignant transformation in human lung epithelial cells through the epiregulin-signaling pathway. Cell Biol Toxicol. 2022 Oct;38(5):865-887. doi: 10.1007/s10565-021-09612-1. Epub 2021 May 25.
3 Role of Human Aldo-Keto Reductases in the Metabolic Activation of the Carcinogenic Air Pollutant 3-Nitrobenzanthrone. Chem Res Toxicol. 2018 Nov 19;31(11):1277-1288. doi: 10.1021/acs.chemrestox.8b00250. Epub 2018 Nov 8.