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Amphetamine
- Family: Plantae - Myrtaceae
- Kingdom: Plantae
- Class: Amphetamine
| Canonical Smiles | CC(Cc1ccccc1)N |
|---|---|
| InChI | InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3 |
| InChIKey | KWTSXDURSIMDCE-UHFFFAOYSA-N |
| Formula | C9H13N |
| HBA | 1 |
| HBD | 1 |
| MW | 135.21 |
| Rotatable Bonds | 2 |
| TPSA | 26.02 |
| LogP | 1.58 |
| Number Rings | 1 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 10 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.33 |
| Exact Mass | 135.1 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Morella salicifolia | Myrtaceae | Plantae | 385014 |
Showing of synonyms
Amphetamine
Amfetamine
Dl-Amphetamine
Desoxynorephedrine
Norephedrane
1-Phenyl-2-aminopropane
300-62-9
Elastonon
Fenopromin
Phenedrine
Beta-Aminopropylbenzene
Propisamine
Psychedrine
Raphetamine
Rhinalator
Simpatedrin
Sympatedrine
Actedron
Allodene
Anorexide
Anorexine
Benzebar
Benzolone
Isoamyne
Mecodrin
Novydrine
Oktedrin
Ortedrine
Percomon
Profamina
Simpatina
Sympamine
Weckamine
Adipan
Finam
Isomyn
1-Methyl-2-phenylethylamine
1-Phenyl-2-propylamine
Protioamphetamine
Amfetaminum
Alpha-Methylbenzeneethaneamine
3-Phenyl-2-propylamine
Anfetamina
Fenylo-izopropylaminyl
(Phenylisopropyl)amine
Dl-alpha-Methylphenethylamine
1-Phenyl-2-propanamine
2-Amino-1-phenylpropane
(+-)-Benzedrine
Racemic-Desoxynor-ephedrine
Amfetamin
Amfetamina
Amphetamin
Dyanavel
Dl-Benzedrine
Beta-Phenylisopropylamin
Adzenys ER
Amphetamine, dl-
1-Phenyl-2-amino-propan
(+-)-alpha-Methylphenylethylamine
Beta-Phenylisopropylamine
Rac-Amphetamine
(+-)-alpha-Methylphenethylamine
HSDB 3287
Amfetaminum [INN-Latin]
Amfetamina [INN-Spanish]
(+-)-alpha-Methylbenzeneethanamine
UNII-CK833KGX7E
60-15-1
EINECS 200-458-3
EINECS 206-096-2
CK833KGX7E
Dl-1-Phenyl-2-aminopropane
Adzenys XR-ODT
NSC 27159
NSC-27159
Phenethylamine, alpha-methyl-
Phenethylamine, alpha-methyl-, (+-)-
Norephedrine, deoxy-
3-AMINO-1-PROPYLBENZENE
Benzeneethanamine, alpha-methyl-, (+-)-
AI3-02438
1-Phenylpropan-2-amin
Alpha-Methylphenylethylamine
CHEBI:2679
DTXSID4022600
NSC27159
NT-0201
Amfetaminum (INN-Latin)
Amfetamina (INN-Spanish)
AMFETAMINE (MART.)
AMFETAMINE [MART.]
Desoxynorephedrin
Alpha-Methylbenzeneethanamine
Amphetaminium
Adzenys
(+-)-amphetamine
ACETEDRON
RACEMIC AMPHETAMINE
DTXCID402600
(+-)-DESOXYNOREPHEDRINE
Alpha-methyl-beta-phenylethylamine
N06BA01
(+-)-alpha-methyl phenethylamine
(+-)-PHENYLISOPROPYLAMINE
PHENETHYLAMINE, ALPHA-METHYL
RACEMIC DESOXY-NOR-EPHEDRINE
(+-)-BETA-PHENYLISOPROPYLAMINE
(+-)-1-PHENYL-2-AMINOPROPANE
(+-)-ALPHA-METHYLBENZENE-ETHANAMINE
(+-)-ALPHA-METHYLPHENYL ETHYLAMINE
BENZENEETHANAMINE, ALPHA-METHYL-,(+-)
206-096-2
Amphetaminum
Obesine
Phenamine
1-phenylpropan-2-amine
Alpha-Methylphenethylamine
.beta.-Aminopropylbenzene
Benzeneethanamine, .alpha.-methyl-
.alpha.-Methylbenzeneethanamine
(+/-)-Desoxynorephedrine
Dexedrine
Amfetamine (INN)
Dexacaps
AMFETAMINE [INN]
Phenethylamine, .alpha.-methyl-, (.+/-.)-
Benzeneethanamine, .alpha.-methyl-, (.+/-.)-
Amfetamina [Italian]
Anfetamina [Spanish]
DEA No. 1100
Amfetamine [INN:BAN]
Adderall XR
Dyanavel XR
Beta-Aminopropylbenzene (VAN)
DELCOBESE
Fenylo-izopropylaminyl [Polish]
Benzeneethanamine, alpha-methyl-
1-Phenyl-2-aminopropane (VAN)
Beta-Phenylisopropylamin [German]
1-Phenyl-2-amino-propan [German]
Beta-phenyl-isopropylamine
(+)-.alpha.-Methylphenethylamine
Adderal
Isoamycin
Amphetamine-
Amfetamin (TN)
Dyanavel (TN)
Component of Amodex
Phenethylamine, d-
S(+)-Amphetamine
Adzenys (TN)
(plusmn)-amphetamine
Benzeneethanamine, .alpha.-methyl-, (S)-
Noclon (Salt/Mix)
R-(-)-amphetamine
Fenamin (Salt/Mix)
Ortenal (Salt/Mix)
Zedrine (Salt/Mix)
(+/-)-Benzedrine
Euphodyn (Salt/Mix)
Stimulan (Salt/Mix)
Fabedrine (Salt/Mix)
Oraldrina (Salt/Mix)
Vapedrine (Salt/Mix)
Sympametin (Salt/Mix)
Component of Biphetamine
Phenethylamine, (+)-
3-phenylpropan-2-amine
AMPHETAMINE [MI]
(.+/-.)-Benzedrine
Benzeneethanamine, (S)-
.beta.-Phenylisopropylamin
Alpha-methyl phenethylamine
AMPHETAMINE, (D)
AMPHETAMINE [HSDB]
CHEMBL405
.beta.-Phenylisopropylamine
AMPHETAMINE [VANDF]
SCHEMBL8858
.alpha.-Methylphenethylamine
Benzene, (2-amino)propyl-
AMFETAMINE [WHO-DD]
Oprea1_447423
D/l-Amphetamine hydrochloride
(.+/-.)-Desoxynorephedrine
.alpha.-Methylphenylethylamine
DivK1c_000991
WLN: ZY1&1R
(S)-.alpha.-Phenylethylamine
D-.alpha.-Methylphenethylamine
GTPL4804
WLN: ZY1&1R -D
.alpha.-Methylbenzeneethaneamine
DL-.alpha.-Methylphenethylamine
HMS503G03
KBio1_000991
Phenethylamine, .alpha.-methyl-
(+/-)-beta-Phenylisopropylamine
AMPHETAMINE [ORANGE BOOK]
CHEBI:132233
NINDS_000991
Rac-(2R)-1-phenylpropan-2-amine
(+)-.alpha.-Methylphenylethylamine
AAA30062
.alpha.-Methylphenethylamine, d-form
BDBM50005246
(S)-(+)-.beta.-Phenylisopropylamine
(.+/-.)-.beta.-Phenylisopropylamine
AB07478
DB00182
(.+/-.)-.alpha.-Methylphenethylamine
IDI1_000991
Rac-Amphetamine 1.0 mg/ml in Methanol
(.+/-.)-.alpha.-Methylphenylethylamine
FA159736
DB-047697
(+/-)-.ALPHA.-METHYLPHENETHYLAMINE
NS00000406
C07514
D07445
L000864
Q179452
BENZENEETHANAMINE, .ALPHA.-METHYL-, (+/-)-
SELEGILINE HYDROCHLORIDE IMPURITY B [EP IMPURITY]
- Meniso BG, Boru AD, et al. (2019). Phytochemical investigation and evaluation of antimirobial activities of stem bark of Morella salicifolia. Bull. Chem. Soc. Ethiop. 2019, 33(2), 293-306. [View]
Pubchem:
3007
Cas:
300-62-9
Gnps:
CCMSLIB00005776696
Kegg Ligand:
C07514
Chebi:
132233
Nmrshiftdb2:
60027262
Chembl:
CHEMBL405
Comptox:
DTXSID4022600
Drugbank:
DB00182
Bindingdb:
50005246
CPRiL:
1411
SMILES: c1ccccc1
Level: 0
Mol. Weight: 135.21 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.53
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -3.97
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -3.36
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.3
- Plasma Protein Binding
- 15.22
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Non-Inhibitor
- CYP 2C9 Substrate
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 7.71
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- 1.0
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Toxic
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 0.1
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.53
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- 3.23
- Rat (Acute)
- 3.36
- Rat (Chronic Oral)
- 1.88
- Fathead Minnow
- 3.52
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 201.46
- Hydration Free Energy
- -5.5
- Log(D) at pH=7.4
- 1.17
- Log(P)
- 1.7
- Log S
- -0.63
- Log(Vapor Pressure)
- -0.95
- Melting Point
- 49.29
- pKa Acid
- 11.65
- pKa Basic
- 9.73
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Acetylcholinesterase | P04058 | ACES_TETCF | Tetronarce californica | 2 | 0.8665 |
| rRNA methylase | Q8DSS3 | Q8DSS3_STRMU | Streptococcus mutans serotype c | 2 | 0.7917 |
| Indole-3-glycerol phosphate synthase | P9WFX7 | TRPC_MYCTU | Mycobacterium tuberculosis | 2 | 0.7878 |
| N-acetyltransferase domain-containing protein | Q9HV14 | Q9HV14_PSEAE | Pseudomonas aeruginosa | 2 | 0.7723 |
| Short form salivary protein D7R4 | Q7PNF2 | Q9BIH3_ANOGA | Anopheles gambiae | 2 | 0.7685 |
| Nitric oxide synthase 1 | P29476 | NOS1_RAT | Rattus norvegicus | 2 | 0.7666 |
| Nitric oxide synthase, inducible | P29477 | NOS2_MOUSE | Mus musculus | 2 | 0.7647 |
| Histidinol dehydrogenase | P06988 | HISX_ECOLI | Escherichia coli | 2 | 0.7578 |
| 4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl glucoside beta-D-glucosidase 1, chloroplastic | P49235 | HGGL1_MAIZE | Zea mays | 2 | 0.7517 |
| Urokinase-type plasminogen activator | P00749 | UROK_HUMAN | Homo sapiens | 2 | 0.7502 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 2 | 0.7478 |
| Glutamate receptor ionotropic, kainate 1 | P22756 | GRIK1_RAT | Rattus norvegicus | 2 | 0.7452 |
| Poly [ADP-ribose] polymerase 1 | P09874 | PARP1_HUMAN | Homo sapiens | 2 | 0.7364 |
| Alpha/beta hydrolase fold protein | D2J2T6 | D2J2T6_9RHIZ | Ochrobactrum sp. T63 | 2 | 0.7356 |
| Norsolorinic acid synthase | Q12053 | AFLC_ASPPU | Aspergillus parasiticus | 2 | 0.7323 |
| Proline iminopeptidase | O32449 | PIP_SERMA | Serratia marcescens | 2 | 0.7318 |
| Purine nucleoside phosphorylase | Q9BMI9 | Q9BMI9_SCHMA | Schistosoma mansoni | 2 | 0.7316 |
| Pentaerythritol tetranitrate reductase | P71278 | P71278_ENTCL | Enterobacter cloacae | 2 | 0.7290 |
| Queuine tRNA-ribosyltransferase | P28720 | TGT_ZYMMO | Zymomonas mobilis subsp. mobilis | 2 | 0.7283 |
| Coagulation factor X | P00742 | FA10_HUMAN | Homo sapiens | 2 | 0.7282 |
| Lactoperoxidase | A0A452E9Y6 | PERL_CAPHI | Capra hircus | 2 | 0.7281 |
| Proline iminopeptidase | O32449 | PIP_SERMA | Serratia marcescens | 2 | 0.7279 |
| Archaeal actin homolog | Q9HKL4 | ACTH_THEAC | Thermoplasma acidophilum | 2 | 0.7279 |
| Endothiapepsin | P11838 | CARP_CRYPA | Cryphonectria parasitica | 2 | 0.7274 |
| Cytochrome P450 monooxygenase PikC | O87605 | PIKC_STRVZ | Streptomyces venezuelae | 2 | 0.7264 |
| Adenosine 5'-monophosphoramidase HINT1 | P80912 | HINT1_RABIT | Oryctolagus cuniculus | 2 | 0.7254 |
| S-adenosylmethionine decarboxylase proenzyme | P17707 | DCAM_HUMAN | Homo sapiens | 2 | 0.7242 |
| Disintegrin and metalloproteinase domain-containing protein 17 | P78536 | ADA17_HUMAN | Homo sapiens | 2 | 0.7234 |
| Gag-Pol polyprotein | P03369 | POL_HV1A2 | Human immunodeficiency virus type 1 group M subtype B | 2 | 0.7232 |
| Kallikrein-4 | Q9Y5K2 | KLK4_HUMAN | Homo sapiens | 2 | 0.7221 |
| Queuine tRNA-ribosyltransferase | P28720 | TGT_ZYMMO | Zymomonas mobilis subsp. mobilis | 2 | 0.7221 |
| Glycoside Hydrolase Family 13 | Q65MI2 | Q65MI2_BACLD | Bacillus licheniformis | 2 | 0.7216 |
| Pteridine reductase 1 | Q01782 | PTR1_LEIMA | Leishmania major | 2 | 0.7214 |
| Poly [ADP-ribose] polymerase 1 | P09874 | PARP1_HUMAN | Homo sapiens | 2 | 0.7173 |
| Protein mono-ADP-ribosyltransferase PARP10 | Q53GL7 | PAR10_HUMAN | Homo sapiens | 2 | 0.7160 |
| Aminopeptidase N | P15145 | AMPN_PIG | Sus scrofa | 2 | 0.7157 |
| 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase | P0AF12 | MTNN_ECOLI | Escherichia coli | 2 | 0.7146 |
| Acidic mammalian chitinase | Q9BZP6 | CHIA_HUMAN | Homo sapiens | 2 | 0.7145 |
| Karilysin | D0EM77 | KLY_TANFA | Tannerella forsythia | 2 | 0.7138 |
| S-norcoclaurine synthase | Q67A25 | NCS_THLFG | Thalictrum flavum subsp. glaucum | 2 | 0.7137 |
| Proline iminopeptidase | O32449 | PIP_SERMA | Serratia marcescens | 2 | 0.7137 |
| Tryptophan synthase alpha chain | P00929 | TRPA_SALTY | Salmonella typhimurium | 2 | 0.7132 |
| Cyclin-dependent kinase 2 | P24941 | CDK2_HUMAN | Homo sapiens | 2 | 0.7125 |
| NAD-dependent protein deacetylase | Q9WYW0 | NPD_THEMA | Thermotoga maritima | 2 | 0.7124 |
| Bifunctional dihydrofolate reductase-thymidylate synthase | A7UD81 | A7UD81_PLAFA | Plasmodium falciparum | 2 | 0.7123 |
| Poly [ADP-ribose] polymerase tankyrase-2 | Q9H2K2 | TNKS2_HUMAN | Homo sapiens | 2 | 0.7122 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 2 | 0.7104 |
| Thermolysin | P00800 | THER_BACTH | Bacillus thermoproteolyticus | 2 | 0.7100 |
| Poly [ADP-ribose] polymerase 1 | P09874 | PARP1_HUMAN | Homo sapiens | 2 | 0.7097 |
| Prolyl tripeptidyl peptidase | Q7MUW6 | PTP_PORGI | Porphyromonas gingivalis | 2 | 0.7092 |
| Methionine aminopeptidase 2 | P9WK19 | MAP12_MYCTU | Mycobacterium tuberculosis | 2 | 0.7091 |
| Kinesin-like protein KIF11 | P52732 | KIF11_HUMAN | Homo sapiens | 2 | 0.7091 |
| Poly [ADP-ribose] polymerase tankyrase-2 | Q9H2K2 | TNKS2_HUMAN | Homo sapiens | 2 | 0.7088 |
| Poly [ADP-ribose] polymerase tankyrase-2 | Q9H2K2 | TNKS2_HUMAN | Homo sapiens | 2 | 0.7083 |
| Focal adhesion kinase 1 | Q05397 | FAK1_HUMAN | Homo sapiens | 2 | 0.7078 |
| 3'-5' exoribonuclease Rv2179c | P9WJ73 | EXRBN_MYCTU | Mycobacterium tuberculosis | 2 | 0.7078 |
| Endothiapepsin | P11838 | CARP_CRYPA | Cryphonectria parasitica | 2 | 0.7077 |
| Ribonuclease 4 | P15468 | RNAS4_PIG | Sus scrofa | 2 | 0.7075 |
| Myosin heavy chain kinase A | P42527 | MHCKA_DICDI | Dictyostelium discoideum | 2 | 0.7074 |
| Class 10 plant pathogenesis-related protein 2B | Q9LLQ2 | P102B_LUPLU | Lupinus luteus | 2 | 0.7073 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 2 | 0.7072 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 2 | 0.7071 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 2 | 0.7069 |
| Protein mono-ADP-ribosyltransferase PARP3 | Q9Y6F1 | PARP3_HUMAN | Homo sapiens | 2 | 0.7068 |
| Serine/threonine-protein kinase SKY1 | Q03656 | SKY1_YEAST | Saccharomyces cerevisiae | 2 | 0.7067 |
| Lactoperoxidase | P80025 | PERL_BOVIN | Bos taurus | 2 | 0.7065 |
| Casein kinase II subunit alpha | P68400 | CSK21_HUMAN | Homo sapiens | 2 | 0.7065 |
| Pteridine reductase 1 | Q01782 | PTR1_LEIMA | Leishmania major | 2 | 0.7065 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 2 | 0.7063 |
| Kallikrein-4 | Q9Y5K2 | KLK4_HUMAN | Homo sapiens | 2 | 0.7058 |
| Nuclear receptor subfamily 4immunitygroup A member 1 | P22736 | NR4A1_HUMAN | Homo sapiens | 2 | 0.7058 |
| Queuine tRNA-ribosyltransferase | P28720 | TGT_ZYMMO | Zymomonas mobilis subsp. mobilis | 2 | 0.7055 |
| Queuine tRNA-ribosyltransferase | P28720 | TGT_ZYMMO | Zymomonas mobilis subsp. mobilis | 2 | 0.7051 |
| Beta-galactosidase | P00722 | BGAL_ECOLI | Escherichia coli | 2 | 0.7051 |
| Repressor protein | Q7X0D9 | Q7X0D9_ACIAD | Acinetobacter baylyi | 2 | 0.7041 |
| ADP compounds hydrolase NudE | P45799 | NUDE_ECOLI | Escherichia coli | 2 | 0.7034 |
| Queuine tRNA-ribosyltransferase | P28720 | TGT_ZYMMO | Zymomonas mobilis subsp. mobilis | 2 | 0.7033 |
| Poly [ADP-ribose] polymerase 1 | P09874 | PARP1_HUMAN | Homo sapiens | 2 | 0.7028 |
| Chloramphenicol 3-O phosphotransferase | Q56148 | CPT_STRVP | Streptomyces venezuelae | 2 | 0.7027 |
| Beta-1 adrenergic receptor | P07700 | ADRB1_MELGA | Meleagris gallopavo | 2 | 0.7027 |
| Biotin carboxylase | P43873 | ACCC_HAEIN | Haemophilus influenzae | 2 | 0.7027 |
| 1-deoxy-D-xylulose 5-phosphate reductoisomerase | P45568 | DXR_ECOLI | Escherichia coli | 2 | 0.7027 |
| Protein mono-ADP-ribosyltransferase PARP14 | Q460N5 | PAR14_HUMAN | Homo sapiens | 2 | 0.7023 |
| Coniferyl alcohol 9-O-methyltransferase | A6XNE6 | A6XNE6_9ROSI | Linum nodiflorum | 2 | 0.7022 |
| 11-beta-hydroxysteroid dehydrogenase 1 | P28845 | DHI1_HUMAN | Homo sapiens | 2 | 0.7016 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 2 | 0.7006 |
| ATP-dependent molecular chaperone HSP82 | P02829 | HSP82_YEAST | Saccharomyces cerevisiae | 2 | 0.7006 |
| Catalase-peroxidase | Q3JNW6 | KATG_BURP1 | Burkholderia pseudomallei | 2 | 0.7004 |