Details of the Drug

General Information of Drug (ID: DMX0G4F)

Drug Name
PHENETHYLAMINE
Synonyms
Phenethylamine; 2-phenylethylamine; 2-Phenylethanamine; 64-04-0; Benzeneethanamine; phenylethylamine; 2-Phenethylamine; beta-phenylethylamine; beta-Phenethylamine; 1-Amino-2-phenylethane; beta-Aminoethylbenzene; (2-Aminoethyl)benzene; 2-Amino-1-phenylethane; 1-Phenyl-2-aminoethane; Ethylamine, 2-phenyl-; Ethanamine, 2-phenyl-; 2-Phenylethan-1-Amine; 1-Phenyl-2-amino-athan; 2-Fenylethylamin; 2-Amino-fenylethan; 2-Fenylethylamin [Czech]; PHENETHYLAMINE, BETA; 2-Amino-fenylethan [Czech]; beta-Phenylaethylamin [German]
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 121.18
Logarithm of the Partition Coefficient (xlogp) 1.4
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 1
Chemical Identifiers
Formula
C8H11N
IUPAC Name
2-phenylethanamine
Canonical SMILES
C1=CC=C(C=C1)CCN
InChI
InChI=1S/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2
InChIKey
BHHGXPLMPWCGHP-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
1001
ChEBI ID
CHEBI:18397
CAS Number
64-04-0
DrugBank ID
DB04325
TTD ID
D0Q6PI
INTEDE ID
DR1960

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
5-HT 2A receptor (HTR2A) TTJQOD7 5HT2A_HUMAN Inhibitor [2]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Monoamine oxidase type A (MAO-A) DERE4TU AOFA_HUMAN Substrate [3]
Copper amine oxidase (AOC3) DE6SOC5 AOC3_HUMAN Substrate [4]
Semicarbazide-sensitive amine oxidase (AOC2) DE8DP90 AOC2_HUMAN Substrate [4]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Alpha-2A adrenergic receptor (ADRA2A) OTZFGOTP ADA2A_HUMAN Protein Interaction/Cellular Processes [5]
Alpha-2C adrenergic receptor (ADRA2C) OT5B9RKP ADA2C_HUMAN Protein Interaction/Cellular Processes [5]
Arylamine N-acetyltransferase 2 (NAT2) OTBPDQOY ARY2_HUMAN Biotransformations [6]
Sodium-dependent dopamine transporter (SLC6A3) OT39XG28 SC6A3_HUMAN Regulation of Drug Effects [7]
Trace amine-associated receptor 1 (TAAR1) OTUY8CGM TAAR1_HUMAN Gene/Protein Processing [8]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Discovery agent
ICD Disease Classification N.A.
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
5-HT 2A receptor (HTR2A) DTT HTR2A 1.68E-01 -0.3 -0.14
5-HT 2A receptor (HTR2A) DTT HTR2A 5.59E-01 0.15 0.21
Monoamine oxidase type A (MAO-A) DME MAOA 8.83E-02 -1.87E-01 -2.55E-01
Monoamine oxidase type A (MAO-A) DME MAOA 9.94E-01 6.93E-02 2.31E-01
Semicarbazide-sensitive amine oxidase (AOC2) DME AOC2 3.62E-01 8.79E-02 2.56E-01
Semicarbazide-sensitive amine oxidase (AOC2) DME AOC2 6.09E-01 2.73E-02 1.40E-01
Copper amine oxidase (AOC3) DME AOC3 3.34E-01 -1.10E-01 -3.27E-01
Copper amine oxidase (AOC3) DME AOC3 3.77E-01 -3.35E-02 -2.16E-01
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

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: 2144).
2 Exploring the relationship between binding modes of 9-(aminomethyl)-9,10-dihydroanthracene and cyproheptadine analogues at the 5-HT2A serotonin rec... Bioorg Med Chem Lett. 2001 Feb 26;11(4):563-6.
3 Do monomeric vs dimeric forms of MAO-A make a difference? A direct comparison of the catalytic properties of rat and human MAO-A's. J Neural Transm (Vienna). 2007;114(6):721-4.
4 The unique substrate specificity of human AOC2, a semicarbazide-sensitive amine oxidase. Cell Mol Life Sci. 2009 Aug;66(16):2743-57.
5 Effects of synephrine and beta-phenethylamine on human alpha-adrenoceptor subtypes. Planta Med. 2010 Jul;76(10):981-6. doi: 10.1055/s-0029-1240884. Epub 2010 Mar 9.
6 N-acetyltransferase 2 genetic polymorphism modifies genotoxic and oxidative damage from new psychoactive substances. Arch Toxicol. 2023 Jan;97(1):189-199. doi: 10.1007/s00204-022-03383-2. Epub 2022 Sep 23.
7 Primate trace amine receptor 1 modulation by the dopamine transporter. J Pharmacol Exp Ther. 2005 Jun;313(3):983-94. doi: 10.1124/jpet.105.084459. Epub 2005 Mar 11.
8 Human and mouse trace amine-associated receptor 1 have distinct pharmacology towards endogenous monoamines and imidazoline receptor ligands. Biochem J. 2009 Oct 23;424(1):39-45. doi: 10.1042/BJ20090998.