Details of the Drug

General Information of Drug (ID: DM4QO9G)

• Drug Name: Mononitrophenol
• Synonyms: Paranitrofenol; Paranitrofenol [Dutch]; Paranitrofenolo; Paranitrofenolo [Italian]; Paranitrophenol; Paranitrophenol [French,German]; Phenol, 4-nitro-; 4-Nitrophenol; Niphen; Phenol, p-nitro-; RCRA waste no. U170; RCRA waste number U170; UN1663; p-Hydroxynitrobenzene; p-Nitrofenol; p-Nitrofenol [Czech]; p-nitrophenol; para-nitrophenol; 1-Hydroxy-4-nitrobenzene; 100-02-7; 4-Hydroxynitrobenzene; 4-Nitrofenol; 4-Nitrofenol [Dutch]; 4-nitro-phenol; Caswell No. 603; NCI-C55992; NSC 1317; PNP; UNII-Y92ZL45L4R

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]

• #Ro5 Violations (Lipinski): 0:
  Molecular Weight (mw); 139.11
  Topological Polar Surface Area (xlogp); 1.9
  Rotatable Bond Count (rotbonds); 0
  Hydrogen Bond Donor Count (hbonddonor); 1
  Hydrogen Bond Acceptor Count (hbondacc); 3
• Chemical Identifiers:
  Formula: C6H5NO3
  IUPAC Name: 4-nitrophenol
  Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])O
  InChI: BTJIUGUIPKRLHP-UHFFFAOYSA-N
  InChIKey: 1S/C6H5NO3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H
• Cross-matching ID:
  PubChem CID: 980
  ChEBI ID: CHEBI:16836
  CAS Number: 100-02-7
  DrugBank ID: DB04417
  INTEDE ID: DR1969

Molecular Interaction Atlas of This Drug

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Sulfotransferase 1B1 (SULT1B1)	DED5UR3	ST1B1_HUMAN	Substrate	[2]
Sulfotransferase 1A2 (SULT1A2)	DERUZL7	ST1A2_HUMAN	Substrate	[3]
Nitroreductase (NTR)	DE0K82S	A0A5K1UB29_SALTM	Substrate	[4], [5]
Cytochrome P450 102A1 (cyp102)	DE4OGUF	CPXB_BACMB	Substrate	[6], [7]

References

• [1] Catalytic reduction of 4-nitrophenol with gold nanoparticles synthesized by caffeic acid. Nanoscale Res Lett. 2017 Dec;12(1):7.
• [2] Comparison of 2-aminophenol and 4-nitrophenol as in vitro probe substrates for the major human hepatic sulfotransferase, SULT1A1, demonstrates improved selectivity with 2-aminophenol. Biochem Pharmacol. 2007 Jul 15;74(2):352-8.
• [3] cDNA cloning and expression of a new form of human aryl sulfotransferase. Int J Biochem Cell Biol. 1996 May;28(5):565-71.
• [4] Purification and characterization of wild-type and mutant "classical" nitroreductases of Salmonella typhimurium. L33R mutation greatly diminishes binding of FMN to the nitroreductase of S. typhimurium. J Biol Chem. 1998 Sep 11;273(37):23922-8.
• [5] Prenatal diagnosis of junctional epidermolysis bullosa Herlitz type. Lancet. 1989 Oct 28;2(8670):1035-6. Letter
• [6] Wild-type CYP102A1 as a biocatalyst: turnover of drugs usually metabolised by human liver enzymes. J Biol Inorg Chem. 2007 Mar;12(3):313-23.
• [7] The bacterial P450 BM3: a prototype for a biocatalyst with human P450 activities. Trends Biotechnol. 2007 Jul;25(7):289-98.
• [8] Sulfation of benzyl alcohol by the human cytosolic sulfotransferases (SULTs): a systematic analysis. J Appl Toxicol. 2016 Sep;36(9):1090-4.
• [9] Identification of the human SULT enzymes involved in the metabolism of rotigotine. J Clin Pharmacol. 2016 Jun;56(6):754-60.
• [10] Molecular cloning, expression, and functional characterization of novel mouse sulfotransferases. Biochem Biophys Res Commun. 1998 Jun 29;247(3):681-6.
• [11] Preclinical discovery of candidate genes to guide pharmacogenetics during phase I development: the example of the novel anticancer agent ABT-751. Pharmacogenet Genomics. 2013 Jul;23(7):374-81.
• [12] Both reactivity and accessibility are important in cytochrome P450 metabolism: a combined DFT and MD study of fenamic acids in BM3 mutants. J Chem Inf Model. 2019 Feb 25;59(2):743-753.
• [13] acillus megaterium SF185 spores exert protective effects against oxidative stress in vivo and in vitro. Sci Rep. 2019 Aug 19;9(1):12082.
• [14] CYP1A1 and Cnr nitroreductase bioactivated niclosamide in vitro. Mutagenesis. 2013 Nov;28(6):645-51.