phenelzine   Click here for help

GtoPdb Ligand ID: 7266

Synonyms: Nardil® | phenelzine sulfate
Approved drug
phenelzine is an approved drug (FDA (1961))
Compound class: Synthetic organic
Comment: Phenelzine is a monoamine oxidase inhibitor (MAOI).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 38.05
Molecular weight 136.1
XLogP 1.08
No. Lipinski's rules broken 0
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Canonical SMILES NNCCc1ccccc1
Isomeric SMILES NNCCc1ccccc1
InChI InChI=1S/C8H12N2/c9-10-7-6-8-4-2-1-3-5-8/h1-5,10H,6-7,9H2
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Structural and mechanistic studies of arylalkylhydrazine inhibition of human monoamine oxidases A and B.
Biochemistry, 47 (20): 5616-25. [PMID:18426226]
2. Fontana E, Dansette PM, Poli SM. (2005)
Cytochrome p450 enzymes mechanism based inhibitors: common sub-structures and reactivity.
Curr Drug Metab, 6 (5): 413-54. [PMID:16248836]
3. Nurminen EM, Pihlavisto M, Lázár L, Szakonyi Z, Pentikäinen U, Fülöp F, Pentikäinen OT. (2010)
Synthesis, in vitro activity, and three-dimensional quantitative structure-activity relationship of novel hydrazine inhibitors of human vascular adhesion protein-1.
J Med Chem, 53 (17): 6301-15. [PMID:20690686]
4. Prusevich P, Kalin JH, Ming SA, Basso M, Givens J, Li X, Hu J, Taylor MS, Cieniewicz AM, Hsiao PY et al.. (2014)
A selective phenelzine analogue inhibitor of histone demethylase LSD1.
ACS Chem Biol, 9 (6): 1284-93. [PMID:24707965]
5. Tatsumi M, Groshan K, Blakely RD, Richelson E. (1997)
Pharmacological profile of antidepressants and related compounds at human monoamine transporters.
Eur J Pharmacol, 340 (2-3): 249-58. [PMID:9537821]