1WE

(2S)-1-phenylpropan-2-amine

Created:	2013-07-05
Last modified:	2020-05-26

Find Related PDB Entry
5 entries where 1WE is found as a standalone ligand

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	23
Chiral Atom Count	1
Bond Count	23
Aromatic Bond Count	6

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	(2S)-1-phenylpropan-2-amine
Synonyms	Dextroamphetamine; D-amphetamine; Dexamphetamine; Dexedrine; Dextrostat
Systematic Name (OpenEye OEToolkits)	(2S)-1-phenylpropan-2-amine
Formula	C₉ H₁₃ N
Molecular Weight	135.206
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	NC(Cc1ccccc1)C
SMILES	CACTVS	3.385	C[CH](N)Cc1ccccc1
SMILES	OpenEye OEToolkits	1.7.6	CC(Cc1ccccc1)N
Canonical SMILES	CACTVS	3.385	C[C@H](N)Cc1ccccc1
Canonical SMILES	OpenEye OEToolkits	1.7.6	C[C@@H](Cc1ccccc1)N
InChI	InChI	1.03	InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m0/s1
InChIKey	InChI	1.03	KWTSXDURSIMDCE-QMMMGPOBSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

DrugBank ID	DB01576 ?
Name	Dextroamphetamine
Groups	illicit approved
Description	Dextroamphetamine is the dextrorotatory enantiomer of amphetamine[A2505]. Dextroamphetamine was approved by the FDA in 2001 for the treatment of attention deficit hyperactivity disorder[L6010,Label].
Synonyms	Dexanfetamina (S)-1-phenyl-2-propylamine (+)-amphetamine (S)-1-phenyl-2-aminopropane (αS)-α-methylbenzeneethanamine Dextroamphetamine saccharate Desamfetamina d-amphetamine Dextroamphetamine Dexamphetamine Dextroamphetamine adipate (+)-(S)-amphetamine Dexamfetamine Dexamfetamina (S)-(+)-β-phenylisopropylamine (S)-α-methylbenzeneethanamine (+)-α-methylphenethylamine (S)-amphetamine (+)-α-methylphenylethylamine Dexamfetaminum Dextroamphetamine sulfate (S)-(+)-amphetamine
Brand Names	Dextroamphetamine Dextroamphetamine saccharate, amphetamine aspartate monohydrate, dextroamphetamine sulfate, amphetamine sulfate Dexedrine Spansule Dextroamphetamine Saccharate and Amphetamine Aspartate and Dextroamphetamine Sulfate and Amphetamine Sulfate Adderall XR PMS-dextroamphetamine Xelstrym Mixed Salts of a Single-Entity Amphetamine Product Dextroamphetamine Saccharate, Amphetamine Aspartate Monohydrate, Dextroamphetamine Sulfate, Amphetamine Sulfate Extended-Release Dextroamphetamine SulfateExtended-Release Extended-Release Dextroamphetamine saccharate, amphetamine aspartate monohydrate, dextroamphetamine sulfate, amphetamine sulfate ER DEXEDRINE Spansule Dextroamphetamine Saccharate, Amphetamine Aspartate Monohydrate, Dextroamphetamine Sulfate, and Amphetamine Sulfate Dextrostat Apo-dextroamphetamine SR Dextroamphetamine Saccharate, Amphetamine Aspartate, Dextroamphetamine Sulfate and Amphetamine Suflate Mydayis Dextroamphetamine Saccharate, Amphetamine Aspartate, Dextroamphetamine Sulfate, Amphetamine Sulfate Dextroamphetamine saccharate, amphetamine aspartate monohydrate, dextroamphetamine sulfate and amphetamine sulfate Dexedrine Dextroamphetamine Sulfate Extended-Release Mixed Salts of a Single Entity Amphetamine Product XR Adderall Dextroamphetamine saccharate, amphetamine aspartate, dextroamphetamine sulfate, and amphetamine sulfate Zenzedi Teva-dextroamphetamine SR Dextroamphetamine Sulfate Procentra Dextroamphetamine Saccharate, Amphetamine Aspartate Monohydrate, Dextroamphetamine Sulfate and Amphetamine Sulfate ProCentra Dextroamphetamine Saccharate, Amphetamine Aspartate, Dextroamphetamine Sulfate and Amphetamine Sulfate Dextroamphetamine Saccharate, Amphetamine Aspartate, Dextroamphetamine Sulfate, Amphetamine Sulfate Tablets,CII Dextroamphetamine Saccharate, Amphetamine Aspartate, Dextroamphetamine Sulfate, and Amphetamine Sulfate Dextroamphetamine Saccharate, Amphetamine Aspartate Monohydrate, Dextroamphetamine Sulfate, and Amphetamine Sulfate Extended-Release Dextroamphetamine Saccharate, Amphetamine Aspartate (monohydrate), Dextroamphetamine Sulfate, Amphetamine Sulfate
Indication	Dextroamphetamine is indicated for the treatment of attention deficit hyperactivity disorder (ADHD).[Label]
Categories	Agents producing tachycardia Agents that produce hypertension Amines Amphetamines Central Nervous System Agents Central Nervous System Stimulants Central Nervous System Stimulation Centrally Acting Sympathomimetics Cytochrome P-450 CYP2D6 Substrates Cytochrome P-450 Substrates Dopamine Agents Dopamine Uptake Inhibitors Ethylamines Membrane Transport Modulators Nervous System Neurotransmitter Agents Neurotransmitter Uptake Inhibitors Phenethylamines Psychoanaleptics Psychostimulants, Agents Used for ADHD and Nootropics Serotonergic Drugs Shown to Increase Risk of Serotonin Syndrome Sympathomimetics
ATC-Code	N06BA02
CAS number	51-64-9

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

Name	Target Sequence	Pharmacological Action	Actions
Synaptic vesicular amine transporter	MALSELALVRWLQESRRSRKLILFIVFLALLLDNMLLTVVVPIIPSYLYS...	unknown	inducer
Sodium-dependent noradrenaline transporter	MLLARMNPQVQPENNGADTGPEQPLRARKTAELLVVKERNGVQCLLAPRD...	unknown	negative modulator
Sodium-dependent dopamine transporter	MSKSKCSVGLMSSVVAPAKEPNAVGPKEVELILVKEQNGVQLTSSTLTNP...	unknown	negative modulator
Trace amine-associated receptor 1	MMPFCHNIINISCVKNNWSNDVRASLYSLMVLIILTTLVGNLIVIVSISH...	unknown	agonist
Alpha-1B adrenergic receptor	MNPDLDTGHNTSAPAHWGELKNANFTGPNQTSSNSTLPQLDITRAISVGL...	unknown	antagonist
Alpha adrenergic receptor	MVFLSGNASDSSNCTQPPAPVNISKAILLGVILGGLILFGVLGNILVILS...	unknown	inhibitor,inducer
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	substrate
Primary amine oxidase	MGSPSLYSARKTTLALAVALSFAWQAPVFAHGGEAHMVPMDKTLKEFGAD...	unknown	substrate
Sodium-dependent dopamine transporter	MSKSKCSVGLMSSVVAPAKEPNAVGPKEVELILVKEQNGVQLTSSTLTNP...	unknown
View More

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682