UCSF

ZINC00009073

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
September 30th, 2005 20 No

Popular Name: Apomorphine Hydrochloride Apomorphine Hydrochloride

Find On: PubMed — Wikipedia — Google

CAS Numbers: 314-19-2 , 314-19-2; 41372-20-7 , 41372-20-7 , 41372-20-7, 314-19-2 [anh , 41372-20-7, 314-19-2 [anhydrous], 58-00-4 [apomorphine] , 58-00-4 , [41372-20-7]

Other Names:

(-)-10,11-dihydroxyaporphine; (6aR)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol; (R)-5,6,6a,7-tetrahydro-6-methyl-4H-dibenzo[de,g]quinoline-10,11-diol; Apomorphin; R-(-)-apomorphine; apomorphine

(-)-Apomorphinium hydrochloride; (6aR)-5,6,6a,7-Tetrahydro-6-methyl-4H-dibenzo(de,g)chinolin-10,11-diol hydrochlorid; 4H-Dibenzo(de,g)quinoline-10,11-diol, 5,6,6a,7-tetrahydro-6-methyl-, hydrochloride, (6aR)-; 5,6,6a,7-Tetrahydro-6-methyl-4H-dibenzo(de,g)

(6aR)-5,6,6a,7-Tetrahydro-6-methyl-4H-dibenzo(de,g)chinolin-10,11-diol hydrochlorid; 2C17H17NO2.2HCl.H2O; 4H-Dibenzo(de,g)quinoline-10,11-diol, 5,6,6a,7-tetrahydro-6-methyl-, hydrochloride, hemihydrate, (R)-; 4H-Dibenzo(de,g)quinoline-10,11-diol, 5,6,6a,7

(6aR)-5,6,6a,7-Tetrahydro-6-methyl-4H-dibenzo(de,g)chinolin-10,11-diol hydrochlorid; 6abeta-Aporphine-10,11-diol hydrochloride hemihydrate; Apmorphine hydrochloride hemihydrate; Apomorphin hydrochlorid wasser (2/1); Apomorphine HCl

(R)-(-)-APOMORPHINE HYDROCHLORIDE

41372-20-7; Apokyn (TN); Apomorphine hydrochloride (USP); Apomorphine hydrochloride hydrate (JAN); D02004; Ixense (TN); Uprima (TN)

41372-20-7; Apomorphine hydrochloride (R,-); Prestwick_28

4H-dibenzo[de,g]quinoline-10,11-diol, 5,6,6a,7-tetrahydro-6-methyl-, hydrochloride

58-00-4; Apomorphine (BAN); D07460; Uprima (TN)

6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol hydrochloride

Apokyn

Apomorfin

Apomorfin;Apomorphine Hydrochloride Hemihydrate;Apomorphinium Chloride Hemihydrate;Apormorphine;L-Apomorphine;VR-040;VR-400;VR004

Apomorphine

Apomorphine (BAN); Apomorphine HCl (FDA

Apomorphine (BAN); Apomorphine HCl (USP

Apomorphine (BAN); Apomorphine Hydrochloride (FDA

Apomorphine dimer hydrochloride; Aporphine-10,11-diol, dimer, hydrochloride; LS-21476

Apomorphine Hydrochloride Hemihydrate

Apomorphine SL

Apomorphinium Chloride Hemihydrate

Apormorphine

BRD-K76022557-001-01-3

BRD-K76022557-311-20-6

Bromophin

DNC000241

Euphorin

FDA)

Ixense

L-Apomorphine

MFCD00069236

MFCD00070404

R(-) Apomorphine hydrochloride hemihydrate

R(-)-Apomorphine hydrochloride

R-(-)-Apomorphine

R-(-)-Apomorphine hydrochloride hemihydrate

R-(_)-Apomorphine hydrochloride hemihydrate

Uprima

USP)

VR-040

VR-400

VR004

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) 2.89 5.76 -43.96 3 3 1 45 268.336 0 ↓
Mid Mid (pH 6-8) 2.89 3.41 -8.79 2 3 0 44 267.328 0 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 5.10e-01 g/l DrugBank-approved
Therapy Dopamine receptor agonist SMDC Iconix
Therapy emetic SMDC MicroSource
Patent Database Links EP1224933; EP1254661; EP1256343; EP1457490; EP1582221; EP1609470; EP1666040; EP1785145; EP1792617; EP1815854; EP1815862; EP1862167; EP1987815; GB2001531; US2003026850; US2004106611; US2004147575; US2006039962; US2006178394; US2007183979; US2007183980; US2 ChEBI
UniProt Database Links SH3G3_RAT ChEBI
Patent Database Links US2006178394 ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
5HT1A-1-E Serotonin 1a (5-HT1a) Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 4500 0.37 Binding ≤ 10μM
5HT1B-1-E Serotonin 1b (5-HT1b) Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 4500 0.37 Binding ≤ 10μM
5HT1D-1-E Serotonin 1d (5-HT1d) Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 4500 0.37 Binding ≤ 10μM
5HT1F-1-E Serotonin 1f (5-HT1f) Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 4500 0.37 Binding ≤ 10μM
5HT2A-1-E Serotonin 2a (5-HT2a) Receptor (cluster #1 Of 3), Eukaryotic Eukaryotes 4500 0.37 Binding ≤ 10μM
5HT2B-1-E Serotonin 2b (5-HT2b) Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 4500 0.37 Binding ≤ 10μM
5HT2C-1-E Serotonin 2c (5-HT2c) Receptor (cluster #1 Of 3), Eukaryotic Eukaryotes 4500 0.37 Binding ≤ 10μM
5HT4R-1-E Serotonin 4 (5-HT4) Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 4500 0.37 Binding ≤ 10μM
5HT5A-1-E Serotonin 5a (5-HT5a) Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 4500 0.37 Binding ≤ 10μM
5HT5B-1-E Serotonin 5b (5-HT5b) Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 4500 0.37 Binding ≤ 10μM
5HT6R-1-E Serotonin 6 (5-HT6) Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 4500 0.37 Binding ≤ 10μM
5HT7R-1-E Serotonin 7 (5-HT7) Receptor (cluster #1 Of 3), Eukaryotic Eukaryotes 4500 0.37 Binding ≤ 10μM
ADA2A-1-E Alpha-2a Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 63 0.50 Binding ≤ 10μM
ADA2B-1-E Alpha-2b Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 63 0.50 Binding ≤ 10μM
ADA2C-1-E Alpha-2c Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 63 0.50 Binding ≤ 10μM
DRD1-1-E Dopamine D1 Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 8700 0.35 Binding ≤ 10μM
DRD3-1-E Dopamine D3 Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 8 0.57 Binding ≤ 10μM
DRD4-3-E Dopamine D4 Receptor (cluster #3 Of 4), Eukaryotic Eukaryotes 860 0.42 Binding ≤ 10μM
DRD5-1-E Dopamine D5 Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 860 0.42 Binding ≤ 10μM
KCNH2-1-E HERG (cluster #1 Of 5), Eukaryotic Eukaryotes 2399 0.39 Binding ≤ 10μM
OPRD-1-E Delta Opioid Receptor (cluster #1 Of 3), Eukaryotic Eukaryotes 302 0.46 Binding ≤ 10μM
OPRK-1-E Kappa Opioid Receptor (cluster #1 Of 6), Eukaryotic Eukaryotes 302 0.46 Binding ≤ 10μM
OPRM-1-E Mu-type Opioid Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 302 0.46 Binding ≤ 10μM
SGMR1-1-E Sigma Opioid Receptor (cluster #1 Of 6), Eukaryotic Eukaryotes 302 0.46 Binding ≤ 10μM
DRD1-1-E Dopamine D1 Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 4 0.59 Functional ≤ 10μM
DRD2-1-E Dopamine D2 Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 24 0.53 Functional ≤ 10μM
DRD3-1-E Dopamine D3 Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 7 0.57 Functional ≤ 10μM
DRD4-1-E Dopamine D4 Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 6 0.58 Functional ≤ 10μM
DRD5-1-E Dopamine D5 Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 110 0.49 Functional ≤ 10μM
DRD2-2-E Dopamine D2 Receptor (cluster #2 Of 24), Eukaryotic Eukaryotes 98 0.49 Binding ≤ 10μM
Z104304-1-O Adrenergic Receptor Alpha-1 (cluster #1 Of 3), Other Other 7750 0.36 Binding ≤ 10μM
Z50597-1-O Rattus Norvegicus (cluster #1 Of 5), Other Other 23 0.53 Binding ≤ 10μM
Z50425-3-O Plasmodium Falciparum (cluster #3 Of 22), Other Other 1995 0.40 Functional ≤ 10μM
Z50592-3-O Oryctolagus Cuniculus (cluster #3 Of 8), Other Other 44 0.51 Functional ≤ 10μM
Z50597-1-O Rattus Norvegicus (cluster #1 Of 12), Other Other 70 0.50 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
ADA2A_RAT P22909 Alpha-2a Adrenergic Receptor, Rat 430 0.45 Binding ≤ 1μM
ADA2B_RAT P19328 Alpha-2b Adrenergic Receptor, Rat 430 0.45 Binding ≤ 1μM
ADA2C_RAT P22086 Alpha-2c Adrenergic Receptor, Rat 430 0.45 Binding ≤ 1μM
OPRD_RAT P33533 Delta Opioid Receptor, Rat 302 0.46 Binding ≤ 1μM
DRD1_RAT P18901 Dopamine D1 Receptor, Rat 240 0.46 Binding ≤ 1μM
DRD1_BOVIN Q95136 Dopamine D1 Receptor, Bovin 1 0.63 Binding ≤ 1μM
DRD1_MOUSE Q61616 Dopamine D1 Receptor, Mouse 101 0.49 Binding ≤ 1μM
DRD1_HUMAN P21728 Dopamine D1 Receptor, Human 25 0.53 Binding ≤ 1μM
DRD2_HUMAN P14416 Dopamine D2 Receptor, Human 0.62 0.64 Binding ≤ 1μM
DRD2_RAT P61169 Dopamine D2 Receptor, Rat 11.1 0.56 Binding ≤ 1μM
DRD2_BOVIN P20288 Dopamine D2 Receptor, Bovin 1 0.63 Binding ≤ 1μM
DRD3_RAT P19020 Dopamine D3 Receptor, Rat 36.4 0.52 Binding ≤ 1μM
DRD3_HUMAN P35462 Dopamine D3 Receptor, Human 2.6 0.60 Binding ≤ 1μM
DRD4_RAT P30729 Dopamine D4 Receptor, Rat 1 0.63 Binding ≤ 1μM
DRD4_HUMAN P21917 Dopamine D4 Receptor, Human 25 0.53 Binding ≤ 1μM
DRD5_RAT P25115 Dopamine D5 Receptor, Rat 1 0.63 Binding ≤ 1μM
DRD5_HUMAN P21918 Dopamine D5 Receptor, Human 25 0.53 Binding ≤ 1μM
OPRK_RAT P34975 Kappa Opioid Receptor, Rat 302 0.46 Binding ≤ 1μM
OPRM_RAT P33535 Mu Opioid Receptor, Rat 302 0.46 Binding ≤ 1μM
Z50597 Z50597 Rattus Norvegicus 1.4 0.62 Binding ≤ 1μM
5HT1A_RAT P19327 Serotonin 1a (5-HT1a) Receptor, Rat 296 0.46 Binding ≤ 1μM
5HT1A_HUMAN P08908 Serotonin 1a (5-HT1a) Receptor, Human 296 0.46 Binding ≤ 1μM
5HT7R_RAT P32305 Serotonin 7 (5-HT7) Receptor, Rat 188 0.47 Binding ≤ 1μM
SGMR1_RAT Q9R0C9 Sigma Opioid Receptor, Rat 302 0.46 Binding ≤ 1μM
Z104304 Z104304 Adrenergic Receptor Alpha-1 7750 0.36 Binding ≤ 10μM
ADA2A_RAT P22909 Alpha-2a Adrenergic Receptor, Rat 430 0.45 Binding ≤ 10μM
ADA2B_RAT P19328 Alpha-2b Adrenergic Receptor, Rat 430 0.45 Binding ≤ 10μM
ADA2C_RAT P22086 Alpha-2c Adrenergic Receptor, Rat 430 0.45 Binding ≤ 10μM
OPRD_RAT P33533 Delta Opioid Receptor, Rat 302 0.46 Binding ≤ 10μM
DRD1_RAT P18901 Dopamine D1 Receptor, Rat 240 0.46 Binding ≤ 10μM
DRD1_BOVIN Q95136 Dopamine D1 Receptor, Bovin 1 0.63 Binding ≤ 10μM
DRD1_HUMAN P21728 Dopamine D1 Receptor, Human 25 0.53 Binding ≤ 10μM
DRD1_MOUSE Q61616 Dopamine D1 Receptor, Mouse 101 0.49 Binding ≤ 10μM
DRD2_BOVIN P20288 Dopamine D2 Receptor, Bovin 1 0.63 Binding ≤ 10μM
DRD2_RAT P61169 Dopamine D2 Receptor, Rat 11.1 0.56 Binding ≤ 10μM
DRD2_HUMAN P14416 Dopamine D2 Receptor, Human 0.62 0.64 Binding ≤ 10μM
DRD3_HUMAN P35462 Dopamine D3 Receptor, Human 2.6 0.60 Binding ≤ 10μM
DRD3_RAT P19020 Dopamine D3 Receptor, Rat 36.4 0.52 Binding ≤ 10μM
DRD4_RAT P30729 Dopamine D4 Receptor, Rat 1 0.63 Binding ≤ 10μM
DRD4_HUMAN P21917 Dopamine D4 Receptor, Human 25 0.53 Binding ≤ 10μM
DRD5_RAT P25115 Dopamine D5 Receptor, Rat 1 0.63 Binding ≤ 10μM
DRD5_HUMAN P21918 Dopamine D5 Receptor, Human 25 0.53 Binding ≤ 10μM
KCNH2_HUMAN Q12809 HERG, Human 2398.83292 0.39 Binding ≤ 10μM
OPRK_RAT P34975 Kappa Opioid Receptor, Rat 302 0.46 Binding ≤ 10μM
OPRM_RAT P33535 Mu Opioid Receptor, Rat 302 0.46 Binding ≤ 10μM
Z50597 Z50597 Rattus Norvegicus 1.4 0.62 Binding ≤ 10μM
5HT1A_RAT P19327 Serotonin 1a (5-HT1a) Receptor, Rat 296 0.46 Binding ≤ 10μM
5HT1A_HUMAN P08908 Serotonin 1a (5-HT1a) Receptor, Human 296 0.46 Binding ≤ 10μM
5HT1B_RAT P28564 Serotonin 1b (5-HT1b) Receptor, Rat 4500 0.37 Binding ≤ 10μM
5HT1D_RAT P28565 Serotonin 1d (5-HT1d) Receptor, Rat 4500 0.37 Binding ≤ 10μM
5HT1F_RAT P30940 Serotonin 1f (5-HT1f) Receptor, Rat 4500 0.37 Binding ≤ 10μM
5HT2A_RAT P14842 Serotonin 2a (5-HT2a) Receptor, Rat 4500 0.37 Binding ≤ 10μM
5HT2B_RAT P30994 Serotonin 2b (5-HT2b) Receptor, Rat 4500 0.37 Binding ≤ 10μM
5HT2C_RAT P08909 Serotonin 2c (5-HT2c) Receptor, Rat 4500 0.37 Binding ≤ 10μM
5HT4R_RAT Q62758 Serotonin 4 (5-HT4) Receptor, Rat 4500 0.37 Binding ≤ 10μM
5HT5A_RAT P35364 Serotonin 5a (5-HT5a) Receptor, Rat 4500 0.37 Binding ≤ 10μM
5HT5B_RAT P35365 Serotonin 5b (5-HT5b) Receptor, Rat 4500 0.37 Binding ≤ 10μM
5HT6R_RAT P31388 Serotonin 6 (5-HT6) Receptor, Rat 4500 0.37 Binding ≤ 10μM
5HT7R_RAT P32305 Serotonin 7 (5-HT7) Receptor, Rat 188 0.47 Binding ≤ 10μM
SGMR1_RAT Q9R0C9 Sigma Opioid Receptor, Rat 302 0.46 Binding ≤ 10μM
DRD1_RAT P18901 Dopamine D1 Receptor, Rat 3.7 0.59 Functional ≤ 10μM
DRD1_BOVIN Q95136 Dopamine D1 Receptor, Bovin 3.7 0.59 Functional ≤ 10μM
DRD1_HUMAN P21728 Dopamine D1 Receptor, Human 52 0.51 Functional ≤ 10μM
DRD2_HUMAN P14416 Dopamine D2 Receptor, Human 1.8 0.61 Functional ≤ 10μM
DRD2_RAT P61169 Dopamine D2 Receptor, Rat 3.7 0.59 Functional ≤ 10μM
DRD2_BOVIN P20288 Dopamine D2 Receptor, Bovin 3.7 0.59 Functional ≤ 10μM
DRD3_HUMAN P35462 Dopamine D3 Receptor, Human 7 0.57 Functional ≤ 10μM
DRD3_RAT P19020 Dopamine D3 Receptor, Rat 3.7 0.59 Functional ≤ 10μM
DRD4_RAT P30729 Dopamine D4 Receptor, Rat 3.7 0.59 Functional ≤ 10μM
DRD4_HUMAN P21917 Dopamine D4 Receptor, Human 1.5 0.62 Functional ≤ 10μM
DRD5_RAT P25115 Dopamine D5 Receptor, Rat 3.7 0.59 Functional ≤ 10μM
Z50592 Z50592 Oryctolagus Cuniculus 44 0.51 Functional ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 1995.26231 0.40 Functional ≤ 10μM
Z50597 Z50597 Rattus Norvegicus 1100 0.42 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Adrenaline signalling through Alpha-2 adrenergic receptor
Adrenaline,noradrenaline inhibits insulin secretion
Adrenoceptors
Dopamine receptors
G alpha (i) signalling events
G alpha (q) signalling events
G alpha (s) signalling events
G alpha (z) signalling events
G-protein activation
Opioid Signalling
Peptide ligand-binding receptors
Serotonin receptors
Voltage gated Potassium channels

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