| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| September 27th, 2005 | 16 | Yes |
Popular Name: Bupropion hydrochloride Bupropion hydrochloride
Find On: PubMed — Wikipedia — Google
CAS Numbers: 31677-93-7 , 31677-93-7, 34911-55-2 [bupropion] , 34841-39-9 , 34911-55-2 , 34911-55-2, 31677-93-7 , 905818-69-1 , [31677-93-7] , [34911-55-2]
(+-)-Bupropion;Amfebutamona;Amfebutamone;Amfebutamonum;Wellbatrin;Wellbutrin;Zyban
2-(tert-Butylamino)-1-(3-chlorophenyl)propan-1-one
2-(tert-Butylamino)-1-(3-chlorophenyl)propan-1-one hydrobromide
2-(tert-Butylamino)-1-(3-chlorophenyl)propan-1-one hydrochloride
2-tert-Butylamino-1-(3-chloro-phenyl)-propan-1-one
31677-93-7; Bupropion hydrochloride (JAN/USP); D00817; Wellbutrin (TN); Zyban (TN)
31677-93-7; Bupropion hydrochloride; Prestwick_668
34911-55-2; Bupropion (INN); D07591
905818-69-1; Bupropion hydrobromide (USAN); D07938
BUPROPION HYDROCHLORIDE; CPD000058423; SAM001246723
CPD000472526; AMFEBUTAMONE HCl; 31677-93-7
INN); Bupropion Hydrobromide (FDA
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 3.42 | 7 | -38.47 | 2 | 2 | 1 | 34 | 240.754 | 4 | ↓ |
| Hi High (pH 8-9.5) | 3.42 | 5.84 | -6.53 | 1 | 2 | 0 | 29 | 239.746 | 4 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| Molecular_Solubility | 4.032 | Bitter DB |
| MP | 222 | TCI |
| ALOGPS_SOLUBILITY | 6.93e-02 g/l | DrugBank-approved |
| Purity | 95% | Fluorochem |
| Purity | 95+% | Matrix Scientific |
| biological_use | Antidepressant | IBScreen Bioactives IBScreen Bioactives |
| Target | Dopamine Receptor | Selleck Chemicals |
| mechanism | Dopamine reuptake inhibitor | IBScreen Bioactives |
| Patent Database Links | EP1078637; EP1541197; EP1602369; EP1655029; EP1700601; EP1731142; EP1749525; EP1759701; EP1844769; EP1870096; EP1990639; US2002052340; US2002052341; US2004063742; US2004142904; US2004254182; US2005009870; US2005014786; US2005026946; US2005080087; US200528 | ChEBI |
| Warnings | IRRITANT | Matrix Scientific |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : Sequoia Research Products Ltd.; NCC_SUPPLIER_STRUCTURE_ID : SRP03446b; 1 hydrogen chloride | NIH Clinical Collection via PubChem |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: Sequoia Research Products Ltd.; SUPPLIER_STRUCTURE_ID: SRP03446b; SALT: 1 hydrogen chloride | NIH Clinical Collection via PubChem |
| Therapy | Selective dopamine reuptake inhibitor; antidepressant | SMDC Iconix |
| biological_use | Used as a smoking cessation aid | IBScreen Bioactives |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ACHA3-3-E | Neuronal Acetylcholine Receptor Protein Alpha-3 Subunit (cluster #3 Of 5), Eukaryotic | Eukaryotes | 1000 | 0.53 | Binding ≤ 10μM |
| ACHB2-4-E | Neuronal Acetylcholine Receptor Protein Beta-2 Subunit (cluster #4 Of 7), Eukaryotic | Eukaryotes | 1000 | 0.53 | Binding ≤ 10μM |
| SC6A2-1-E | Norepinephrine Transporter (cluster #1 Of 2), Eukaryotic | Eukaryotes | 6970 | 0.45 | Binding ≤ 10μM |
| SC6A3-1-E | Dopamine Transporter (cluster #1 Of 3), Eukaryotic | Eukaryotes | 945 | 0.53 | Binding ≤ 10μM |
| ACHA3-2-E | Neuronal Acetylcholine Receptor Protein Alpha-3 Subunit (cluster #2 Of 3), Eukaryotic | Eukaryotes | 1800 | 0.50 | Functional ≤ 10μM |
| ACHB2-1-E | Neuronal Acetylcholine Receptor Protein Beta-2 Subunit (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1800 | 0.50 | Functional ≤ 10μM |
| ACHB4-1-E | Neuronal Acetylcholine Receptor Protein Beta-4 Subunit (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1800 | 0.50 | Functional ≤ 10μM |
| ITA5-1-E | Fibronectin Receptor Alpha (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1800 | 0.50 | Functional ≤ 10μM |
| Z104288-1-O | Neuronal Acetylcholine Receptor; Alpha3/beta4 (cluster #1 Of 2), Other | Other | 1800 | 0.50 | Binding ≤ 10μM |
| Z104282-1-O | Acetylcholine Receptor; Alpha1/beta1/delta/gamma (cluster #1 Of 1), Other | Other | 7900 | 0.45 | Functional ≤ 10μM |
| Z104288-1-O | Neuronal Acetylcholine Receptor; Alpha3/beta4 (cluster #1 Of 1), Other | Other | 1800 | 0.50 | Functional ≤ 10μM |
| Z50597-12-O | Rattus Norvegicus (cluster #12 Of 12), Other | Other | 900 | 0.53 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| SC6A3_HUMAN | Q01959 | Dopamine Transporter, Human | 441 | 0.56 | Binding ≤ 1μM |
| ACHA3_HUMAN | P32297 | Neuronal Acetylcholine Receptor Protein Alpha-3 Subunit, Human | 1000 | 0.53 | Binding ≤ 1μM |
| ACHB2_HUMAN | P17787 | Neuronal Acetylcholine Receptor Protein Beta-2 Subunit, Human | 1000 | 0.53 | Binding ≤ 1μM |
| SC6A2_HUMAN | P23975 | Norepinephrine Transporter, Human | 443 | 0.56 | Binding ≤ 1μM |
| SC6A3_HUMAN | Q01959 | Dopamine Transporter, Human | 1567 | 0.51 | Binding ≤ 10μM |
| SC6A3_RAT | P23977 | Dopamine Transporter, Rat | 1230 | 0.52 | Binding ≤ 10μM |
| ACHA3_HUMAN | P32297 | Neuronal Acetylcholine Receptor Protein Alpha-3 Subunit, Human | 1000 | 0.53 | Binding ≤ 10μM |
| ACHB2_HUMAN | P17787 | Neuronal Acetylcholine Receptor Protein Beta-2 Subunit, Human | 1000 | 0.53 | Binding ≤ 10μM |
| Z104288 | Z104288 | Neuronal Acetylcholine Receptor; Alpha3/beta4 | 1800 | 0.50 | Binding ≤ 10μM |
| SC6A2_HUMAN | P23975 | Norepinephrine Transporter, Human | 1450 | 0.51 | Binding ≤ 10μM |
| Z104282 | Z104282 | Acetylcholine Receptor; Alpha1/beta1/delta/gamma | 7900 | 0.45 | Functional ≤ 10μM |
| ITA5_HUMAN | P08648 | Fibronectin Receptor Alpha, Human | 1800 | 0.50 | Functional ≤ 10μM |
| ACHA3_HUMAN | P32297 | Neuronal Acetylcholine Receptor Protein Alpha-3 Subunit, Human | 1800 | 0.50 | Functional ≤ 10μM |
| ACHB2_HUMAN | P17787 | Neuronal Acetylcholine Receptor Protein Beta-2 Subunit, Human | 1800 | 0.50 | Functional ≤ 10μM |
| ACHB4_HUMAN | P30926 | Neuronal Acetylcholine Receptor Protein Beta-4 Subunit, Human | 1800 | 0.50 | Functional ≤ 10μM |
| Z104288 | Z104288 | Neuronal Acetylcholine Receptor; Alpha3/beta4 | 1800 | 0.50 | Functional ≤ 10μM |
| Z50597 | Z50597 | Rattus Norvegicus | 2400 | 0.49 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Cell surface interactions at the vascular wall | |
| Dopamine clearance from the synaptic cleft | |
| Elastic fibre formation | |
| Fibronectin matrix formation | |
| Highly calcium permeable nicotinic acetylcholine receptors | |
| Highly calcium permeable postsynaptic nicotinic acetylcholine receptors | |
| Highly sodium permeable acetylcholine nicotinic receptors | |
| Integrin cell surface interactions | |
| Na+/Cl- dependent neurotransmitter transporters | |
| Signal transduction by L1 |
