General Information of the Compound
Compound ID
CP0239872
Compound Name
(+)-(S)-amphetamine
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Synonyms
(+)-(S)-Amphetamine
(+)-Phenaminum
(+)-alpha-Methylphenethylamine
(+)-alpha-Methylphenylethylamine
(+/-)-Benzedrine
(+/-)-Desoxynorephedrine
(+/-)-beta-Phenylisopropylamine
(2S)-(+)-Amphetamine
(2S)-1-phenylpropan-2-amine
(S)-(+)-Amphetamine
(S)-(+)-beta-Phenylisopropylamine
(S)-1-Phenyl-2-aminopropane
(S)-1-Phenyl-2-propanamine
(S)-1-Phenyl-2-propylamine
(S)-Amphetamine
(S)-alpha-Methylphenethylamine
(S)-alpha-Phenylethylamine
(S)-alpha-methylbenzeneethanamine
(alphaS)-alpha-methylbenzeneethanamine
51-64-9
Alpha-Methylphenethylamine, d-form
Amsustain
Benzedrine
Benzeneethanamine, alpha-methyl-, (aS)-(9CI)
Beta-phenyl-isopropylamine
D-(+)-Amphetamine
D-(S)-Amphetamine
D-1-Phenyl-2-aminopropan
D-1-Phenyl-2-aminopropan [German]
D-1-Phenyl-2-aminopropane
D-2-Amino-1-phenylpropane
D-AM
D-Amphetamine
D-alpha-methylphenethylamine
Dephadren
Desamfetamina
Desamfetamina [DCIT]
Dexacaps
Dexadrine
Dexamfetamina
Dexamfetamina [INN-Spanish]
Dexamfetamine
Dexamfetamine (INN)
Dexamfetaminum
Dexamfetaminum [INN-Latin]
Dexamphetamine
Dexamphetaminum
Dexamphetaminum [INN-Latin]
Dexanfetamina
Dexanfetamina [INN-Spanish]
Dexedrine
Dexedrine (TN)
Dexedrine Spansule
Dexidrine
Dextro-Amphetamine
Dextro-Amphetamine Sulfate
Dextroamphetamine
Dextroamphetamine (USAN)
Dextroamphetamine [USAN]
Dextroamphetamine resin complex
Dextrostat
Dextrostat (TN)
Dl-1-Phenyl-2-aminopropane
Dl-Amphetamine
Dl-Benzedrine
Fenylo-izopropylaminyl
Isoamycin
Phenethylamine, alpha-methyl-, (+)-(8CI)
Propisamine
Psychedrine
Raphetamine
Rhinalator
S(+)-Amphetamine
Simpatedrin
Sympamin
Sympamine
Sympatedrine
Weckamine
dextroamphetamine
dextroamphetamine sulfate (oral liquid, ADHD), Auriga
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Structure
Formula
C9H13N
Molecular Weight
135.21
Canonical SMILES
C[C@H](N)Cc1ccccc1
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InChI
InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m0/s1
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InChIKey
KWTSXDURSIMDCE-QMMMGPOBSA-N
CAS
51-64-9
Physicochemical Property
logP
1.5763
Rotatable Bonds
2
Heavy Atom Count
10
Polar Areas
26.02
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Complexity
10

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 5826
SID: 15170721
ChEMBL ID
CHEMBL612
DrugBank ID
DB01576
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00884, Sodium-dependent dopamine transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
IC50 = 288.4 nM
   TI
   LI
   LO
   TS
2
Ki = 109 nM
   TI
   LI
   LO
   TS
Protein ID: PT01026, Sodium-dependent noradrenaline transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
IC50 = 630.96 nM
   TI
   LI
   LO
   TS
2
Ki = 101 nM
   TI
   LI
   LO
   TS
Protein ID: PT00871, Sodium-dependent serotonin transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
IC50 = 16595.87 nM
   TI
   LI
   LO
   TS
2
Ki = 5728 nM
   TI
   LI
   LO
   TS
Protein ID: PT03226, Trace amine-associated receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  5
1
EC50 = 2 nM
   TI
   LI
   LO
   TS
2
EC50 = 3.98 nM
   TI
   LI
   LO
   TS
3
EC50 = 84.6 nM
   TI
   LI
   LO
   TS
4
EC50 = 210 nM
   TI
   LI
   LO
   TS
5
EC50 = 218.8 nM
   TI
   LI
   LO
   TS
Protein ID: PT03501, Trace amine-associated receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  5
1
EC50 = 13.9 nM
   TI
   LI
   LO
   TS
2
EC50 = 55.6 nM
   TI
   LI
   LO
   TS
3
EC50 = 440 nM
   TI
   LI
   LO
   TS
4
EC50 = 677.4 nM
   TI
   LI
   LO
   TS
5
EC50 = 810 nM
   TI
   LI
   LO
   TS
CL000125 MCB3901 Mesocricetus auratus (Golden hamster)  1
1
EC50 = 1200 nM
   TI
   LI
   LO
   TS
Protein ID: PT04763, Trace amine-associated receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
EC50 = 140 nM
   TI
   LI
   LO
   TS
CL000076 CHO/Galpha16 Cricetulus griseus (Chinese hamster)  1
1
EC50 = 600 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
EC50 = 935 nM
   TI
   LI
   LO
   TS
CL000125 MCB3901 Mesocricetus auratus (Golden hamster)  1
1
EC50 = 990 nM
   TI
   LI
   LO
   TS
Protein ID: PT06422, Trace amine-associated receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000076 CHO/Galpha16 Cricetulus griseus (Chinese hamster)  1
1
EC50 = 1010 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Dextroamphetamine )
Drug Name Dextroamphetamine
Company GlaxoSmithKline
Indication
Narcolepsy
Approved
Attention deficit hyperactivity disorder
Approved
Target(s)
Trace amine-associated receptor-1 (TAAR1)
Modulator