UCSF

ZINC00057008

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
September 27th, 2005 23 Yes

Popular Name: Sulpiride Sulpiride

Find On: PubMed — Wikipedia — Google

CAS Numbers: 15676-16-1 , 23672-07-3

Other Names:

(+-)-sulpiride; 5-(Aminosulfonyl)-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxybenzamide; N-((1-Ethyl-2-pyrrolidinyl)methyl)-2-methoxy-5-sulfamoylbenzamide; N-((1-Ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide; Sulpirid; Sulpyrid

(-)-N-(((S)-1-Ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide; (-)-sulpiride; (S)-(-)-5-aminosulfonyl-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-methoxybenzamide; (S)-(-)-N-((1-Ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide; (S)-sulpiride; S-(-)-N-(1

(-)-N-(((S)-1-Ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide; (S)-(-)-N-((1-Ethyl-2-pyrrolidinyl)methyl)-5-sulfamoyl-o-anisamide; Benzamide, 5-(aminosulfonyl)-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-, (S)-; Benzamide, N-((1-ethyl-2-pyrrolidinyl

(S)-(-)-Sulpiride

15676-16-1; D01226; Dogmatyl (TN); Sulpiride (JP16/USAN/INN)

15676-16-1; Prestwick_431; Sulpiride

23672-07-3; D07312; Levopraid (TN); Levosulpiride (INN)

Abilit

Aiglonyl

Alimoral

Benzamide, 5-(aminosulfonyl)-N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-, sulfate; LS-25652; Sulpiride sulfate

BRD-A55272860-001-03-9

Calmoflorine

Championyl

Coolspan

CPD000466366; LEVOSULPIRIDE

CPD000466366; LEVOSULPIRIDE; SAM001246703

Darleton

Desmenat

DNC001252

Dobren

Dogmatil

Dogmatyl

Dolmatil

Dresent

Eclorion

Eglonil

Eglonyl

Enimon

Equilid

Eusulpid

Fardalan

Fidelan

Guastil

INN

INN)

Isnamide

JAN

Kylistro

Levobren

Levogastrol

Levopraid

Levosulpirida [INN-Spanish]

Levosulpirida [INN-Spanish];Levosulpiride;Levosulpiride [INN];Levosulpiridum [INN-Latin];Sulpirid;Sulpirida [INN-Spanish];Sulpiridum [INN-Latin];Sulpyrid

levosulpirida; levosulpiride; levosulpiridum

LEVOSULPIRIDE

Levosulpiride (INN)

Levosulpiride (Levogastrol)

Levosulpiride [INN]

Levosulpiridum [INN-Latin]

Lisopiride

Mariastel

Meresa

MFCD00055061

MFCD00055220

Milsulvan

Miradol

Mirbanil

Misulvan

N-(1-Ethyl-pyrrolidin-2-ylmethyl)-2-methoxy-5-sulfamoyl-benzamide

N/A

Neogama

Norestran

Normum

Nufarol

Omiryl

Omperan

Ozoderpin

Psicocen

Pyrikappl

Pyrkappl

QA-0579

QA-2823

Restful

RV-12309

S(-)-sulpiride

Sernevin

Splotin

Stamonevrol

Sulpirid

Sulpirida [INN-Spanish]

sulpirida; sulpiride; sulpiridum

Sulpiride (BAN

Sulpiride [L-(-)]

Sulpiridum [INN-Latin]

Sulpitil

Sulpride

Sulpyrid

Suprium

Sursumid

Synedil

Trilan

USAN

USAN)

Valirem

Zemorcon

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

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 2.65 -45.11 4 7 1 103 342.441 6 ↓

Vendor Notes

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
Purity 98.0-102.0% APIChem
biological_use Antianxiety drug IBScreen Bioactives
biological_use Antidepressant IBScreen Bioactives IBScreen Bioactives
biological_use Digestive aid IBScreen Bioactives
mechanism Dopamine D2-receptor antagonist IBScreen Bioactives IBScreen Bioactives
Target Dopamine Receptor Selleck Chemicals
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
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : Sequoia Research Products Ltd.; NCC_SUPPLIER_STRUCTURE_ID : SRP01395l NIH Clinical Collection via PubChem
biological_use Non-sedative major antipsychotic agent IBScreen Bioactives
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: Sequoia Research Products Ltd.; SUPPLIER_STRUCTURE_ID: SRP01395l NIH Clinical Collection via PubChem
Indications schizophrenia, anxiolytic KeyOrganics Bioactives
mechanism Sulpiride appears to lack effects on norepinephrine, acetylcholine, serotonin, histamine, or gamma-aminobutyric acid (GABA) receptors IBScreen Bioactives

Activity (Go SEA)

Clustered Target Annotations
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
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 46 0.45 Binding ≤ 10μM
DRD1-1-E Dopamine D1 Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 210 0.41 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
DRD3-1-E Dopamine D3 Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 88 0.43 Binding ≤ 10μM
DRD4-2-E Dopamine D4 Receptor (cluster #2 Of 4), Eukaryotic Eukaryotes 210 0.41 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 210 0.41 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 0 0.00 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 7 0.50 Binding ≤ 10μM
DRD2-17-E Dopamine D2 Receptor (cluster #17 Of 24), Eukaryotic Eukaryotes 200 0.41 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
ChEMBL Target Annotations
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
CAN_YEAST P53615 Carbonic Anhydrase, Yeast 124 0.42 Binding ≤ 1μM
C0IX24_9CNID C0IX24 Carbonic Anhydrase, 9cnid 415 0.39 Binding ≤ 1μM
Q5AJ71_CANAL Q5AJ71 Carbonic Anhydrase, Canal 40 0.45 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
DRD1_RAT P18901 Dopamine D1 Receptor, Rat 210 0.41 Binding ≤ 1μM
DRD2_RAT P61169 Dopamine D2 Receptor, Rat 1.5 0.54 Binding ≤ 1μM
DRD2_CANFA Q9GJU1 Dopamine D2 Receptor, Canine 200 0.41 Binding ≤ 1μM
DRD2_HUMAN P14416 Dopamine D2 Receptor, Human 120 0.42 Binding ≤ 1μM
DRD3_HUMAN P35462 Dopamine D3 Receptor, Human 120 0.42 Binding ≤ 1μM
DRD3_RAT P19020 Dopamine D3 Receptor, Rat 210 0.41 Binding ≤ 1μM
DRD4_RAT P30729 Dopamine D4 Receptor, Rat 210 0.41 Binding ≤ 1μM
DRD5_RAT P25115 Dopamine D5 Receptor, Rat 210 0.41 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_HUMAN P14416 Dopamine D2 Receptor, Human 120 0.42 Binding ≤ 10μM
DRD2_RAT P61169 Dopamine D2 Receptor, Rat 1.5 0.54 Binding ≤ 10μM
DRD2_CANFA Q9GJU1 Dopamine D2 Receptor, Canine 200 0.41 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

Reactome Annotations from Targets (via Uniprot)

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

Analogs ( Draw Identity 99% 90% 80% 70% )