Details of the Drug-Related molecule(s) Interaction Atlas

General Information of Drug (ID: DMHW5FT)

• Drug Name: 2-(5-fluoro-1H-indol-3-yl)ethanamine Drug Info
• Synonyms: 5-Fluorotryptamine; 576-16-9; 3-(2-Aminoethyl)-5-fluoro-1H-indole; 1H-Indole-3-ethanamine, 5-fluoro-; 2-(5-FLUORO-1H-INDOL-3-YL)ETHAN-1-AMINE; 2-(5-Fluoro-1H-indol-3-yl)ethylamine; CHEMBL275628; 2-(5-Fluoro-1H-indol-3-yl)-ethylamine; 2-(5-fluoroindol-3-yl)ethylamine; PubChem1926; PubChem13384; ChemDiv2_003993; AC1L4V8Y; AC1Q4NE7; Oprea1_696214; GTPL146; SCHEMBL387663; 5-fluorotryptamine, AldrichCPR; cid_197774; CTK5A7173; ZINC77278; BDBM30853; DTXSID20206229; ZKIORVIXEWIOGB-UHFFFAOYSA-N; 5-fluorotryptamine

Indication

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

• Cross-matching ID:
  PubChem CID: 164682
  ChEBI ID: CHEMBL275628
  CAS Number: CAS 576-16-9
  TTD Drug ID: DMHW5FT

Molecule-Related Drug Atlas

Drug(s) Targeting Long transient receptor potential channel 8 (TRPM8)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Menthol	DMG2KW7	Back pain	ME84.Z	Approved	[5]
D-3263	DM7V2OM	Solid tumour/cancer	2A00-2F9Z	Phase 1	[6]
PF-05105679	DM4QPT0	Pain	MG30-MG3Z	Phase 1	[7]
2-APB	DM9AKVR	Discovery agent	N.A.	Investigative	[8]
ACAA	DMACYPW	Discovery agent	N.A.	Investigative	[9]
5-METHOXYTRYPTAMINE	DMARCKD	Discovery agent	N.A.	Investigative	[3]
icilin	DMYVOL9	Discovery agent	N.A.	Investigative	[10]
NADA	DM3ORGM	Discovery agent	N.A.	Investigative	[9]
2-(7-(benzyloxy)-1H-indol-3-yl)ethanamine	DMD2QVO	Discovery agent	N.A.	Investigative	[3]
linalool	DMGZQ5P	Discovery agent	N.A.	Investigative	[11]

Drug(s) Targeting 5-HT 1E receptor (HTR1E)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Metergolin	DMJFP6G	Hyperprolactinaemia	5A60.1	Approved	[2]
5-CT	DM260KD	Discovery agent	N.A.	Investigative	[2]
TFMPP	DMAC8TP	Discovery agent	N.A.	Investigative	[2]
1-naphthylpiperazine	DM6BIWK	Discovery agent	N.A.	Investigative	[2]
BRL-15572	DMM61Y2	Discovery agent	N.A.	Investigative	[12]
2-methyl-5-HT	DM1S5CB	N. A.	N. A.	Investigative	[13]
alpha-methyl-5-HT	DMCAYXF	Discovery agent	N.A.	Investigative	[2]
m-chlorophenylpiperazine	DMM1J2D	Discovery agent	N.A.	Investigative	[2]
EDMT	DMS3AXK	Discovery agent	N.A.	Investigative	[14]
9-OH-risperidone	DMGORXQ	Discovery agent	N.A.	Investigative	[15]

Drug(s) Affected By Cytochrome P450 2C19 (CYP2C19)

Drug Name	Drug ID	Indication	ICD 11	Highest Status	REF
Cannabidiol	DM0659E	Dravet syndrome	8A61.11	Approved	[16]
Thioridazine	DM35M8J	Schizophrenia	6A20	Approved	[17]
Voriconazole	DMAOL2S	Aspergillosis	1F20	Approved	[18]
Chloramphenicol	DMFXEWT	Bacterial infection	1A00-1C4Z	Approved	[4]
Capsaicin	DMGMF6V	Back pain	ME84.Z	Approved	[19]
Pentamidine	DMHZJCG	African trypanosomiasis	1F51	Approved	[20]
Stiripentol	DMMSDOY	Dravet syndrome	8A61.11	Approved	[21]
Quinine	DMSWYF5	Malaria	1F40-1F45	Approved	[20]
Desipramine	DMT2FDC	Attention deficit hyperactivity disorder	6A05.Z	Approved	[17]
Amitriptyline	DMK7F9S	Depression	6A70-6A7Z	Approved	[22]

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
5-HT 1E receptor (HTR1E)	TTCPG9S	5HT1E_HUMAN	Agonist	[2]
Long transient receptor potential channel 8 (TRPM8)	TTXDKTO	TRPM8_HUMAN	Inhibitor	[3]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Cytochrome P450 2C19 (CYP2C19)	OTFMJYYE	CP2CJ_HUMAN	Gene/Protein Processing	[4]

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: 146).
• [2] Molecular cloning and pharmacological characterization of the guinea pig 5-HT1E receptor. Eur J Pharmacol. 2004 Jan 26;484(2-3):127-39.
• [3] 5-benzyloxytryptamine as an antagonist of TRPM8. Bioorg Med Chem Lett. 2010 Dec 1;20(23):7076-9.
• [4] Cytochrome P450 inhibition potential of new psychoactive substances of the tryptamine class. Toxicol Lett. 2016 Jan 22;241:82-94.
• [5] TRPV1-mediated itch in seasonal allergic rhinitis. Allergy. 2009 May;64(5):807-10.
• [6] Best of the 2009 AUA Annual Meeting: Highlights from the 2009 Annual Meeting of the American Urological Association, April 25-30, 2009, Chicago, IL. Rev Urol. 2009 Spring; 11(2): 82-107.
• [7] Inhibition of TRPM8 channels reduces pain in the cold pressor test in humans. J Pharmacol Exp Ther. 2014 Nov;351(2):259-69.
• [8] Effects of antagonists and heat on TRPM8 channel currents in dorsal root ganglion neuron activated by nociceptive cold stress and menthol. Neurochem Res. 2012 Feb;37(2):314-20.
• [9] 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. (Target id: 500).
• [10] Evolution of thermal response properties in a cold-activated TRP channel. PLoS One. 2009 May 29;4(5):e5741.
• [11] Characterization of the mouse cold-menthol receptor TRPM8 and vanilloid receptor type-1 VR1 using a fluorometric imaging plate reader (FLIPR) assay. Br J Pharmacol. 2004 Feb;141(4):737-45.
• [12] SB-216641 and BRL-15572--compounds to pharmacologically discriminate h5-HT1B and h5-HT1D receptors. Naunyn Schmiedebergs Arch Pharmacol. 1997 Sep;356(3):312-20.
• [13] Cloning of another human serotonin receptor (5-HT1F): a fifth 5-HT1 receptor subtype coupled to the inhibition of adenylate cyclase. Proc Natl Acad Sci U S A. 1993 Jan 15;90(2):408-12.
• [14] 2-Substituted tryptamines: agents with selectivity for 5-HT(6) serotonin receptors. J Med Chem. 2000 Mar 9;43(5):1011-8.
• [15] Risperidone compared with new and reference antipsychotic drugs: in vitro and in vivo receptor binding. Psychopharmacology (Berl). 1996 Mar;124(1-2):57-73.
• [16] Characterization of the structural determinants required for potent mechanism-based inhibition of human cytochrome P450 1A1 by cannabidiol. Chem Biol Interact. 2014 May 25;215:62-8.
• [17] Inhibition of cytochrome P450 enzymes participating in p-nitrophenol hydroxylation by drugs known as CYP2E1 inhibitors. Chem Biol Interact. 2004 Apr 15;147(3):331-40.
• [18] The novel azole R126638 is a selective inhibitor of ergosterol synthesis in Candida albicans, Trichophyton spp., and Microsporum canis. Antimicrob Agents Chemother. 2004 Sep;48(9):3272-8.
• [19] Effects of capsaicin and dihydrocapsaicin on human and rat liver microsomal CYP450 enzyme activities in vitro and in vivo. J Asian Nat Prod Res. 2012;14(4):382-95.
• [20] Application of higher throughput screening (HTS) inhibition assays to evaluate the interaction of antiparasitic drugs with cytochrome P450s. Drug Metab Dispos. 2001 Jan;29(1):30-5.
• [21] Stiripentol. Expert Opin Investig Drugs. 2005 Jul;14(7):905-11.
• [22] ADReCS-Target: target profiles for aiding drug safety research and application. Nucleic Acids Res. 2018 Jan 4;46(D1):D911-D917. doi: 10.1093/nar/gkx899.