| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 5th, 2005 | 23 | Yes |
Popular Name: Sulpiride Sulpiride
Find On: PubMed — Wikipedia — Google
CAS Numbers: 15676-16-1 , 23672-07-3
( inverted question mark)-Sulpiride
15676-16-1; D01226; Dogmatyl (TN); Sulpiride (JP16/USAN/INN)
15676-16-1; Prestwick_431; Sulpiride
5-22-08-00105 (Beilstein Handbook Reference)
Magnetic resonance imaging sulpiride
N-((1-Ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide
N-(1-Ethyl-pyrrolidin-2-ylmethyl)-2-methoxy-5-sulfamoyl-benzamide
o-Anisamide, N-((1-ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-
Sanofi Synthelabo Brand of Sulpiride
Sanofi-Synthelabo Brand of Sulpiride
| 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) | 1.15 | 1.84 | -45.9 | 4 | 7 | 1 | 103 | 342.441 | 6 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| mechanism | Dopamine D2-receptor antagonist | ZereneX Building Blocks |
| biological_use | . | ZereneX Building Blocks |
| ALOGPS_SOLUBILITY | 5.37e-01 g/l | DrugBank-approved |
| biological_use | Antianxiety drug | IBScreen Bioactives |
| biological_use | Antidepressant | IBScreen Bioactives IBScreen Bioactives |
| Therapy | D2 Dopamine receptor antagonist; antipsychotic | SMDC Iconix |
| biological_use | Digestive aid | IBScreen Bioactives |
| mechanism | Dopamine D2-receptor antagonist | IBScreen Bioactives IBScreen Bioactives |
| mechanism | In contrast to most other neuroleptics which block both dopamine D1 and D2 receptors, Sulpiride is more selective and acts primarily as a dopamine D2 antagonist | IBScreen Bioactives |
| biological_use | Low acute toxicity | IBScreen Bioactives |
| biological_use | Migraine therapeutic | IBScreen Bioactives |
| biological_use | Non-sedative major antipsychotic agent | IBScreen Bioactives |
| Indications | schizophrenia | KeyOrganics Bioactives |
| mechanism | Sulpiride appears to lack effects on norepinephrine, acetylcholine, serotonin, histamine, or gamma-aminobutyric acid (GABA) receptors | IBScreen Bioactives |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| CYNT-1-B | Carbonic Anhydrase (cluster #1 Of 3), Bacterial | Bacteria | 266 | 0.40 | Binding ≤ 10μM |
| Y1284-1-B | Uncharacterized Protein Rv1284/MT1322 (cluster #1 Of 2), Bacterial | Bacteria | 2300 | 0.34 | Binding ≤ 10μM |
| B5SU02-2-E | Alpha Carbonic Anhydrase (cluster #2 Of 6), Eukaryotic | Eukaryotes | 430 | 0.39 | Binding ≤ 10μM |
| C0IX24-1-E | Carbonic Anhydrase (cluster #1 Of 5), Eukaryotic | Eukaryotes | 415 | 0.39 | Binding ≤ 10μM |
| CAH1-1-E | Carbonic Anhydrase I (cluster #1 Of 12), Eukaryotic | Eukaryotes | 1200 | 0.36 | Binding ≤ 10μM |
| CAH12-1-E | Carbonic Anhydrase XII (cluster #1 Of 9), Eukaryotic | Eukaryotes | 4 | 0.51 | Binding ≤ 10μM |
| CAH15-2-E | Carbonic Anhydrase 15 (cluster #2 Of 6), Eukaryotic | Eukaryotes | 73 | 0.43 | Binding ≤ 10μM |
| CAH2-1-E | Carbonic Anhydrase II (cluster #1 Of 15), Eukaryotic | Eukaryotes | 40 | 0.45 | Binding ≤ 10μM |
| CAH2-1-E | Carbonic Anhydrase II (cluster #1 Of 15), Eukaryotic | Eukaryotes | 40 | 0.45 | Binding ≤ 10μM |
| CAH5A-10-E | Carbonic Anhydrase VA (cluster #10 Of 10), Eukaryotic | Eukaryotes | 174 | 0.41 | Binding ≤ 10μM |
| CAH5B-1-E | Carbonic Anhydrase VB (cluster #1 Of 9), Eukaryotic | Eukaryotes | 18 | 0.47 | Binding ≤ 10μM |
| CAH6-1-E | Carbonic Anhydrase VI (cluster #1 Of 8), Eukaryotic | Eukaryotes | 1 | 0.55 | Binding ≤ 10μM |
| CAH9-1-E | Carbonic Anhydrase IX (cluster #1 Of 11), Eukaryotic | Eukaryotes | 31 | 0.46 | Binding ≤ 10μM |
| CAH9-1-E | Carbonic Anhydrase IX (cluster #1 Of 11), Eukaryotic | Eukaryotes | 46 | 0.45 | Binding ≤ 10μM |
| DRD1-1-E | Dopamine D1 Receptor (cluster #1 Of 4), Eukaryotic | Eukaryotes | 1600 | 0.35 | Binding ≤ 10μM |
| DRD3-1-E | Dopamine D3 Receptor (cluster #1 Of 2), Eukaryotic | Eukaryotes | 8 | 0.49 | Binding ≤ 10μM |
| DRD4-2-E | Dopamine D4 Receptor (cluster #2 Of 4), Eukaryotic | Eukaryotes | 1600 | 0.35 | Binding ≤ 10μM |
| DRD5-1-E | Dopamine D5 Receptor (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1600 | 0.35 | Binding ≤ 10μM |
| CAH1-1-E | Carbonic Anhydrase I (cluster #1 Of 3), Eukaryotic | Eukaryotes | 1200 | 0.36 | Functional ≤ 10μM |
| CAH2-1-E | Carbonic Anhydrase II (cluster #1 Of 2), Eukaryotic | Eukaryotes | 40 | 0.45 | Functional ≤ 10μM |
| CAH4-1-E | Carbonic Anhydrase IV (cluster #1 Of 2), Eukaryotic | Eukaryotes | 620 | 0.38 | Functional ≤ 10μM |
| DRD2-1-E | Dopamine D2 Receptor (cluster #1 Of 1), Eukaryotic | Eukaryotes | 233 | 0.40 | Functional ≤ 10μM |
| DRD3-1-E | Dopamine D3 Receptor (cluster #1 Of 1), Eukaryotic | Eukaryotes | 66 | 0.44 | Functional ≤ 10μM |
| DRD2-17-E | Dopamine D2 Receptor (cluster #17 Of 24), Eukaryotic | Eukaryotes | 200 | 0.41 | Binding ≤ 10μM |
| DRD2-17-E | Dopamine D2 Receptor (cluster #17 Of 24), Eukaryotic | Eukaryotes | 2700 | 0.34 | Binding ≤ 10μM |
| CAN-1-F | Carbonic Anhydrase (cluster #1 Of 3), Fungal | Fungi | 124 | 0.42 | Binding ≤ 10μM |
| Q5AJ71-1-F | Carbonic Anhydrase (cluster #1 Of 4), Fungal | Fungi | 760 | 0.37 | Binding ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| B5SU02_9CNID | B5SU02 | Alpha Carbonic Anhydrase, 9cnid | 430 | 0.39 | Binding ≤ 1μM |
| CYNT_MYCTU | O53573 | Carbonic Anhydrase, Myctu | 266 | 0.40 | Binding ≤ 1μM |
| Q5AJ71_CANAL | Q5AJ71 | Carbonic Anhydrase, Canal | 40 | 0.45 | Binding ≤ 1μM |
| C0IX24_9CNID | C0IX24 | Carbonic Anhydrase, 9cnid | 415 | 0.39 | Binding ≤ 1μM |
| CAN_YEAST | P53615 | Carbonic Anhydrase, Yeast | 124 | 0.42 | Binding ≤ 1μM |
| CYNT_HELPY | O24855 | Carbonic Anhydrase 1, Helpy | 179 | 0.41 | Binding ≤ 1μM |
| CAH15_MOUSE | Q99N23 | Carbonic Anhydrase 15, Mouse | 73 | 0.43 | Binding ≤ 1μM |
| CAH2_HUMAN | P00918 | Carbonic Anhydrase II, Human | 40 | 0.45 | Binding ≤ 1μM |
| CAH9_HUMAN | Q16790 | Carbonic Anhydrase IX, Human | 31 | 0.46 | Binding ≤ 1μM |
| CAH5A_HUMAN | P35218 | Carbonic Anhydrase VA, Human | 174 | 0.41 | Binding ≤ 1μM |
| CAH5B_HUMAN | Q9Y2D0 | Carbonic Anhydrase VB, Human | 18 | 0.47 | Binding ≤ 1μM |
| CAH6_HUMAN | P23280 | Carbonic Anhydrase VI, Human | 0.8 | 0.55 | Binding ≤ 1μM |
| CAH12_HUMAN | O43570 | Carbonic Anhydrase XII, Human | 3.9 | 0.51 | Binding ≤ 1μM |
| DRD2_RAT | P61169 | Dopamine D2 Receptor, Rat | 1.5 | 0.54 | Binding ≤ 1μM |
| DRD2_HUMAN | P14416 | Dopamine D2 Receptor, Human | 120 | 0.42 | Binding ≤ 1μM |
| DRD2_CANFA | Q9GJU1 | Dopamine D2 Receptor, Canine | 200 | 0.41 | Binding ≤ 1μM |
| DRD3_HUMAN | P35462 | Dopamine D3 Receptor, Human | 120 | 0.42 | Binding ≤ 1μM |
| B5SU02_9CNID | B5SU02 | Alpha Carbonic Anhydrase, 9cnid | 430 | 0.39 | Binding ≤ 10μM |
| CAN_YEAST | P53615 | Carbonic Anhydrase, Yeast | 124 | 0.42 | Binding ≤ 10μM |
| CYNT_MYCTU | O53573 | Carbonic Anhydrase, Myctu | 266 | 0.40 | Binding ≤ 10μM |
| C0IX24_9CNID | C0IX24 | Carbonic Anhydrase, 9cnid | 415 | 0.39 | Binding ≤ 10μM |
| Q5AJ71_CANAL | Q5AJ71 | Carbonic Anhydrase, Canal | 40 | 0.45 | Binding ≤ 10μM |
| CYNT_HELPY | O24855 | Carbonic Anhydrase 1, Helpy | 179 | 0.41 | Binding ≤ 10μM |
| CAH15_MOUSE | Q99N23 | Carbonic Anhydrase 15, Mouse | 73 | 0.43 | Binding ≤ 10μM |
| CAH1_HUMAN | P00915 | Carbonic Anhydrase I, Human | 1200 | 0.36 | Binding ≤ 10μM |
| CAH2_HUMAN | P00918 | Carbonic Anhydrase II, Human | 40 | 0.45 | Binding ≤ 10μM |
| CAH9_HUMAN | Q16790 | Carbonic Anhydrase IX, Human | 31 | 0.46 | Binding ≤ 10μM |
| CAH5A_HUMAN | P35218 | Carbonic Anhydrase VA, Human | 174 | 0.41 | Binding ≤ 10μM |
| CAH5B_HUMAN | Q9Y2D0 | Carbonic Anhydrase VB, Human | 18 | 0.47 | Binding ≤ 10μM |
| CAH6_HUMAN | P23280 | Carbonic Anhydrase VI, Human | 0.8 | 0.55 | Binding ≤ 10μM |
| CAH12_HUMAN | O43570 | Carbonic Anhydrase XII, Human | 3.9 | 0.51 | Binding ≤ 10μM |
| DRD1_RAT | P18901 | Dopamine D1 Receptor, Rat | 1600 | 0.35 | Binding ≤ 10μM |
| DRD2_RAT | P61169 | Dopamine D2 Receptor, Rat | 2700 | 0.34 | Binding ≤ 10μM |
| DRD2_CANFA | Q9GJU1 | Dopamine D2 Receptor, Canine | 200 | 0.41 | Binding ≤ 10μM |
| DRD2_HUMAN | P14416 | Dopamine D2 Receptor, Human | 120 | 0.42 | Binding ≤ 10μM |
| DRD3_HUMAN | P35462 | Dopamine D3 Receptor, Human | 120 | 0.42 | Binding ≤ 10μM |
| DRD3_RAT | P19020 | Dopamine D3 Receptor, Rat | 1600 | 0.35 | Binding ≤ 10μM |
| DRD4_RAT | P30729 | Dopamine D4 Receptor, Rat | 1600 | 0.35 | Binding ≤ 10μM |
| DRD4_HUMAN | P21917 | Dopamine D4 Receptor, Human | 2100 | 0.35 | Binding ≤ 10μM |
| DRD5_RAT | P25115 | Dopamine D5 Receptor, Rat | 1600 | 0.35 | Binding ≤ 10μM |
| Y1284_MYCTU | P64797 | Uncharacterized Protein Rv1284/MT1322, Myctu | 2300 | 0.34 | Binding ≤ 10μM |
| CAH1_HUMAN | P00915 | Carbonic Anhydrase I, Human | 1200 | 0.36 | Functional ≤ 10μM |
| CAH2_HUMAN | P00918 | Carbonic Anhydrase II, Human | 40 | 0.45 | Functional ≤ 10μM |
| CAH4_BOVIN | Q95323 | Carbonic Anhydrase IV, Bovin | 620 | 0.38 | Functional ≤ 10μM |
| DRD2_RAT | P61169 | Dopamine D2 Receptor, Rat | 233 | 0.40 | Functional ≤ 10μM |
| DRD2_HUMAN | P14416 | Dopamine D2 Receptor, Human | 10.28 | 0.49 | Functional ≤ 10μM |
| DRD3_HUMAN | P35462 | Dopamine D3 Receptor, Human | 560 | 0.38 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Dopamine receptors | |
| Erythrocytes take up carbon dioxide and release oxygen | |
| Erythrocytes take up oxygen and release carbon dioxide | |
| G alpha (i) signalling events | |
| Regulation of gene expression by Hypoxia-inducible Factor | |
| Reversible hydration of carbon dioxide |
