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Compound Detail

CHEMBL416288

(S)APOMORPHINE
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CN1CCc2cccc3c2[C@@H]1Cc1ccc(O)c(O)c1-3
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL416288
Name (S)APOMORPHINE
Phase Preclinical
Structure Type MOL
InChI Key VMWNQDUVQKEIOC-ZDUSSCGKSA-N
6
Targets
8
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

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
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C17H17NO2
MW 267.33
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 1.45

Activity Summary

IC50 4 meas. best 6.76
Ki 4 meas. best 7.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dopamine receptor
CHEMBL2096970
 Ki 7.32 7.32 47.4 1
D(2) dopamine receptor
CHEMBL339
 Ki 7.23 7.23 58.3 1
E3 ubiquitin-protein ligase Mdm2
CHEMBL5023
 IC50 6.76 6.76 175.0 1
D(2) dopamine receptor
CHEMBL339
 IC50 6.17 6.17 680.0 1
Unchecked
CHEMBL612545
 Ki 5.72 5.72 1920.0 1
D(1A) dopamine receptor
CHEMBL265
 Ki 5.53 5.53 2980.0 1
D(1A) dopamine receptor
CHEMBL265
 IC50 5.44 5.44 3620.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.4 5.4 4000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dopamine receptor Ki = 47.4 nM 7.32 Agonistic activity against calf striatal Dopamine receptor using [3H]- ADTN radi... 1971309
D(2) dopamine receptor Ki = 58.3 nM 7.23 Binding affinity at rat striatal Dopamine receptor D2 using [3H]- piperone radio... 1971309
E3 ubiquitin-protein ligase Mdm2 IC50 = 175.0 nM 6.76 Inhibition of biotin-labelled L-p53 binding to L-MDM2 (25 to 109 residues) (unkn... 28400230
D(2) dopamine receptor IC50 = 680.0 nM 6.17 In vitro binding affinity towards rat Dopamine receptor D2 by [3H]spiperone disp... 2405158
Unchecked Ki = 1920.0 nM 5.72 Fluorescence Polarization Assay: Fluorescence polarization (FP) data were measur... -
D(1A) dopamine receptor Ki = 2980.0 nM 5.53 Binding affinity at rat striatal Dopamine receptor D1 using [3H]- SCH-23390 radi... 1971309
D(1A) dopamine receptor IC50 = 3620.0 nM 5.44 In vitro binding affinity towards rat Dopamine receptor D1 by [3H]SCH-23390 disp... 2405158
Plasmodium falciparum IC50 = 4000.0 nM 5.4 Antimalarial activity against erythrocytic stage Plasmodium falciparum in human ... 33534577

Literature References

PubMed DOI Target Context # Activities
28400230 10.1016/j.bmcl.2017.03.082 E3 ubiquitin-protein ligase Mdm2 2
33534577 10.1021/acs.jmedchem.0c01721 Plasmodium falciparum 2
2405158 10.1021/jm00164a022 D(1A) dopamine receptor 1
2405158 10.1021/jm00164a022 D(2) dopamine receptor 1
2405158 10.1021/jm00164a022 Rattus norvegicus 1
1971309 10.1021/jm00168a040 Dopamine receptor 1
1971309 10.1021/jm00168a040 D(1A) dopamine receptor 1
1971309 10.1021/jm00168a040 D(2) dopamine receptor 1
1971309 10.1021/jm00168a040 Dopamine receptors; D1 & D2 1
17228858 10.1021/jm060959i Unchecked 1

Data from ChEMBL 36 via Core Engine