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Compound Detail

CHEMBL3187985

APOMORPHINE HYDROCHLORIDE
💊 Approved Drug
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💊 Approved Drug
CN1CCc2cccc3c2[C@H]1Cc1ccc(O)c(O)c1-3.CN1CCc2cccc3c2[C@H]1Cc1ccc(O)c(O)c1-3.Cl.Cl.O

Basic Information

ChEMBL ID CHEMBL3187985
Name APOMORPHINE HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key CXWQXGNFZLHLHQ-DPFCLETOSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL53
Active Moiety CHEMBL53

Known Names

Apo-go Apo-go pen Apo-go pfs Apokyn Apomorph hcl Apomorphine hcl Apomorphine hydrochloride Apomorphine hydrochloride hemihydrate Apomorphine hydrochloride hydrate Apomorphinum muriaticum Britaject Ixense +5 more
15
Targets
29
Activities
3
Assay Types
0
PK Parameters
20
Publications
17
Known Names
2
Indications
1
Mechanisms

Molecular Properties

267.3
MW (Da)
2.85
ALogP
3
HBA
2
HBD
43.7
PSA (Ų)
0.72
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2001
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral Topical

Extended Properties

Molecular Formula C34H38Cl2N2O5
MW 625.59
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 1.45

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
D2-like dopamine receptor agonist AGONIST D2-like dopamine receptor

Indications

Erectile Dysfunction Parkinson Disease

Activity Summary

IC50 21 meas. best 7.16
Ki 6 meas. best 8.43
EC50 2 meas. best 5.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dopamine receptor
CHEMBL2093868
Ki 8.43 8.43 3.7 1
D(2) dopamine receptor
CHEMBL339
Ki 7.96 7.64 11.1 2
D(3) dopamine receptor
CHEMBL3138
Ki 7.44 7.44 36.4 1
D(3) dopamine receptor
CHEMBL3138
IC50 7.16 7.16 69.5 1
D(2) dopamine receptor
CHEMBL339
IC50 7.06 7.06 87.0 1
D(1A) dopamine receptor
CHEMBL265
Ki 6.62 6.62 240.0 1
Plasmodium falciparum
CHEMBL364
IC50 6.43 5.7288 373.0 8
Replicase polyprotein 1ab
CHEMBL4523582
IC50 6.28 6.28 520.0 1
Unchecked
CHEMBL612545
Ki 5.54 5.54 2900.0 1
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
IC50 5.36 5.36 4378.7 1
Zinc finger protein mex-5
CHEMBL1293319
EC50 5.35 5.35 4424.0 1
Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase
CHEMBL1741212
IC50 5.08 5.08 8400.0 1
Runt-related transcription factor 1/Core-binding factor subunit beta
CHEMBL2093862
IC50 5.01 4.9025 9660.0 4
Mannose-6-phosphate isomerase
CHEMBL2758
IC50 4.84 4.84 14597.0 1
Unchecked
CHEMBL612545
IC50 4.81 4.81 15500.0 1
RNA-binding protein pos-1
CHEMBL1293304
EC50 4.77 4.77 16913.0 1
DNA dC->dU-editing enzyme APOBEC-3G
CHEMBL1741217
IC50 4.58 4.58 26200.0 1
Glucose-6-phosphate 1-dehydrogenase
CHEMBL5347
IC50 4.46 4.46 34600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dopamine receptor Ki = 3.7 nM 8.43 Agonist activity was tested in vitro against Dopamine receptor from rat brain me... 2136919
D(2) dopamine receptor Ki = 11.1 nM 7.96 Dopamine receptor D2 affinity was tested in vitro against corpus striatum from r... 2136919
D(3) dopamine receptor Ki = 36.4 nM 7.44 Displacement of [3H]spiperone from rat recombinant dopamine D3 receptor expresse... 18289859
D(2) dopamine receptor Ki = 47.7 nM 7.32 Displacement of [3H]spiperone from rat dopamine D2 receptor in brain striatal me... 18289859
D(3) dopamine receptor IC50 = 69.5 nM 7.16 Displacement of [3H]spiperone from rat recombinant dopamine D3 receptor expresse... 18289859
D(2) dopamine receptor IC50 = 87.0 nM 7.06 Displacement of [3H]spiperone from rat dopamine D2 receptor in brain striatal me... 18289859
D(1A) dopamine receptor Ki = 240.0 nM 6.62 Dopamine receptor D1 affinity was tested in vitro against corpus striatum from r... 2136919
Plasmodium falciparum IC50 = 373.0 nM 6.43 Antiplasmodial activity against Plasmodium falciparum 3D7 infected in RBCs by fi... 20547797
Replicase polyprotein 1ab IC50 = 520.0 nM 6.28 SARS-CoV-2 3CL-Pro protease inhibition IC50 determined by FRET kind of response ... -
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 1995.26 nM 5.7 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Unchecked Ki = 2900.0 nM 5.54 Binding affinity to EZH2-EED (unknown origin) protein interaction assessed as in... 35093670
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 4378.68 nM 5.36 PUBCHEM_BIOASSAY: Dose Response Confirmation for Mcl-1/Noxa Interaction Inhibito... -
Zinc finger protein mex-5 EC50 = 4424.0 nM 5.35 PUBCHEM_BIOASSAY: Fluorescent Polarization Homogeneous Dose Response HTS to Iden... -
Plasmodium falciparum IC50 = 6309.57 nM 5.2 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase IC50 = 8400.0 nM 5.08 PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS small molecule inhibitors o... -

Literature References

PubMed DOI Target Context # Activities
564406 10.1021/jm00201a002 Rattus norvegicus 10
944786 10.1021/jm00227a026 Rattus norvegicus 7
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 4
574901 10.1021/jm00197a009 Mus musculus 3
18289859 10.1016/j.bmc.2008.01.057 D(3) dopamine receptor 2
18289859 10.1016/j.bmc.2008.01.057 D(2) dopamine receptor 2
35093670 10.1016/j.ejmech.2022.114144 Unchecked 2
18289859 10.1016/j.bmc.2008.01.057 Mus musculus 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
184283 10.1021/jm00230a001 Canis familiaris 2
564406 10.1021/jm00201a002 Felis catus 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
17417631 10.1038/nchembio873 Unchecked 1
2136919 10.1021/jm00163a007 Rattus norvegicus 1
20547797 10.1128/aac.00431-10 Plasmodium falciparum 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
564406 10.1021/jm00201a002 Canis familiaris 1
2136919 10.1021/jm00163a007 Dopamine receptor 1

Data from ChEMBL 36 via Core Engine