B40

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

Created:	2009-03-19
Last modified:	2021-03-01

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6 entries where B40 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	26
Chiral Atom Count	1
Bond Count	26
Aromatic Bond Count	6

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Chemical Component Summary
Name	(2S)-N-methyl-1-phenylpropan-2-amine
Synonyms	Methamphetamine
Systematic Name (OpenEye OEToolkits)	(2S)-N-methyl-1-phenyl-propan-2-amine
Formula	C₁₀ H₁₅ N
Molecular Weight	149.233
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	N(C(Cc1ccccc1)C)C
SMILES	CACTVS	3.341	CN[CH](C)Cc1ccccc1
SMILES	OpenEye OEToolkits	1.5.0	CC(Cc1ccccc1)NC
Canonical SMILES	CACTVS	3.341	CN[C@@H](C)Cc1ccccc1
Canonical SMILES	OpenEye OEToolkits	1.5.0	C[C@@H](Cc1ccccc1)NC
InChI	InChI	1.03	InChI=1S/C10H15N/c1-9(11-2)8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3/t9-/m0/s1
InChIKey	InChI	1.03	MYWUZJCMWCOHBA-VIFPVBQESA-N

Drug Info: DrugBank

DrugBank ID	DB01577
Name	Metamfetamine
Groups	approved withdrawn illicit
Description	Metamfetamine (methamphetamine) is a psychostimulant and sympathomimetic drug, and a member of the amphetamine group of sympathomimetic amines. Methamphetamine can induce effects such as euphoria, increased alertness and energy, and enhanced self-esteem. It is a scheduled drug in most countries due to its high potential for addiction and abuse. The FDA withdrew its approval for the use of all parenteral drug products containing methamphetamine hydrochloride, a metamfetamine salt.[L43942]
Synonyms	Methamphetaminum d-deoxyephedrine Metamfetamine hydrochloride Metamfetamine tartrate d-N-methylamphetamine Metanfetamina (αS)-N,α-dimethylbenzeneethanamine Dextromethamphetamine Metamfetaminum d-phenylisopropylmethylamine Metamfetamine (S)-N,α-dimethylbenzeneethanamine d-desoxyephedrine Methamphetamine methyl-β-phenylisopropylamine d-1-phenyl-2-methylaminopropane Métamfétamine (+)-(S)-N-α-dimethylphenethylamine
Brand Names	Methamphetamine Hydrochloride Desoxyn
Indication	For the treatment of Attention Deficit Disorder with Hyperactivity (ADHD) and exogenous obesity.
Categories	Adrenergic Agents Adrenergic Agonists Adrenergic alpha-2 Receptor Agonists Adrenergic alpha-Agonists Adrenergic Uptake Inhibitors Agents producing tachycardia Agents that produce hypertension Amines Amphetamine Anorectic Amphetamines Antidepressive Agents Appetite Suppression Autonomic Agents Central Nervous System Agents Central Nervous System Depressants 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 Drugs that are Mainly Renally Excreted Ethylamines Increased Sympathetic Activity Membrane Transport Modulators Monoamine Oxidase A Inhibitors for interaction with Monoamine Oxidase A substrates Nervous System Neurotransmitter Agents Neurotransmitter Uptake Inhibitors Peripheral Nervous System Agents Phenethylamines Psychoanaleptics Psychostimulants, Agents Used for ADHD and Nootropics Serotonergic Drugs Shown to Increase Risk of Serotonin Syndrome Sympathomimetics
ATC-Code	N06BA03
CAS number	537-46-2

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Sodium-dependent dopamine transporter	MSKSKCSVGLMSSVVAPAKEPNAVGPKEVELILVKEQNGVQLTSSTLTNP...	unknown	negative modulator
Sodium-dependent serotonin transporter	METTPLNSQKQLSACEDGEDCQENGVLQKVVPTPGDKVESGQISNGYSAV...	unknown	negative modulator
Sodium-dependent noradrenaline transporter	MLLARMNPQVQPENNGADTGPEQPLRARKTAELLVVKERNGVQCLLAPRD...	unknown	negative modulator
Synaptic vesicular amine transporter	MALSELALVRWLQESRRSRKLILFIVFLALLLDNMLLTVVVPIIPSYLYS...	unknown	inhibitor
Chromaffin granule amine transporter	MLRTILDAPQRLLKEGRASRQLVLVVVFVALLLDNMLFTVVVPIVPTFLY...	unknown	inhibitor
Trace amine-associated receptor 1	MMPFCHNIINISCVKNNWSNDVRASLYSLMVLIILTTLVGNLIVIVSISH...	unknown	agonist
Alpha-2A adrenergic receptor	MGSLQPDAGNASWNGTEAPGGGARATPYSLQVTLTLVCLAGLLMLLTVFG...	unknown	agonist
Alpha-2B adrenergic receptor	MDHQDPYSVQATAAIAAAITFLILFTIFGNALVILAVLTSRSLRAPQNLF...	unknown	agonist
Alpha-2C adrenergic receptor	MASPALAAALAVAAAAGPNASGAGERGSGGVANASGASWGPPRGQYSAGA...	unknown	agonist
Amine oxidase [flavin-containing] A	MENQEKASIAGHMFDVVVIGGGISGLSAAKLLTEYGVSVLVLEARDRVGG...	unknown	inhibitor
Amine oxidase [flavin-containing] B	MSNKCDVVVVGGGISGMAAAKLLHDSGLNVVVLEARDRVGGRTYTLRNQK...	unknown	inhibitor
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	substrate
Solute carrier family 22 member 3	MPSFDEALQRVGEFGRFQRRVFLLLCLTGVTFAFLFVGVVFLGTQPDHYW...	unknown	inhibitor
Solute carrier family 22 member 5	MRDYDEVTAFLGEWGPFQRLIFFLLSASIIPNGFTGLSSVFLIATPEHRC...	unknown	inhibitor
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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

Related Resource References

Resource Name	Reference
Pharos	CHEMBL1201201
PubChem	10836
ChEMBL	CHEMBL1201201
ChEBI	CHEBI:6809
CCDC/CSD	MEXVUI, FAKHOO, CIVFOC10, MIYCUT, OKIPAZ, OKIPED, BAVDIL, BAVDOR, BAVFAF, OSEHEC
COD	2218183