Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL273273

5-OH-DPAT
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCCN(CCC)C1CCc2c(O)cccc2C1

Basic Information

ChEMBL ID CHEMBL273273
Name 5-OH-DPAT
Phase Preclinical
Structure Type MOL
InChI Key MDBWEQVKJDMEMK-UHFFFAOYSA-N
11
Targets
29
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

247.4
MW (Da)
3.37
ALogP
2
HBA
1
HBD
23.5
PSA (Ų)
0.86
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H25NO
MW 247.38
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness -0.22

Activity Summary

Ki 19 meas. best 9.18
IC50 6 meas. best 8.4
EC50 4 meas. best 9.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(3) dopamine receptor
CHEMBL234
EC50 9.85 9.38 0.1 2
D(3) dopamine receptor
CHEMBL234
Ki 9.18 8.82 0.7 4
D(2) dopamine receptor
CHEMBL339
Ki 9.15 7.68 0.7 5
D(3) dopamine receptor
CHEMBL3138
Ki 8.87 8.8067 1.4 3
D(2) dopamine receptor
CHEMBL339
IC50 8.4 8.4 4.0 1
D(2) dopamine receptor
CHEMBL217
Ki 8.22 7.565 6.0 4
D(2) dopamine receptor
CHEMBL217
EC50 7.98 7.68 10.4 2
Dopamine receptor
CHEMBL2096905
IC50 7.8 7.8 16.0 1
Unchecked
CHEMBL612545
IC50 7.31 6.59 49.0 2
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 6.46 6.46 344.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 6.33 6.33 466.0 1
Adrenergic receptor alpha-2
CHEMBL2093864
IC50 6.07 6.07 850.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 5.98 5.98 1040.0 1
Adrenergic receptor alpha-1
CHEMBL1907610
IC50 4.75 4.75 18000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(3) dopamine receptor EC50 = 0.14 nM 9.85 Activity at human dopamine D3 receptor expressed in AtT cells assessed as stimul... 19427222
D(3) dopamine receptor Ki = 0.66 nM 9.18 In vitro binding affinity is the ability to displace [3H]spiperone from human Do... 7636875
D(2) dopamine receptor Ki = 0.7 nM 9.15 Tested in vitro for the inhibition of [3H]raclopride binding to Dopamine recepto... -
D(3) dopamine receptor EC50 = 1.23 nM 8.91 Agonist activity at human dopamine D3 receptor expressed in mouse AtT-20 cells a... 20038106
D(3) dopamine receptor Ki = 1.36 nM 8.87 Displacement of [3H]spiperone from cloned dopamine D3 receptor expressed in HEK ... 20146482
D(3) dopamine receptor Ki = 1.36 nM 8.87 Displacement of [3H]spiperone from rat D3 receptor expressed in HEK293 cells 20605099
D(3) dopamine receptor Ki = 1.36 nM 8.87 Displacement of [3H]spiperone from human dopamine D3 receptor expressed in HEK29... 20038106
D(3) dopamine receptor Ki = 1.36 nM 8.87 Displacement of [3H]spiperone from rat dopamine D3 receptor expressed in HEK293 ... 19427222
D(3) dopamine receptor Ki = 2.07 nM 8.68 Displacement of [3H]spiperone from rat D3 dopamine receptor expressed in HEK293 ... 27591013
D(2) dopamine receptor IC50 = 4.0 nM 8.4 Potency to displace the specific in vitro binding of [3H]DP-5,6-ADTN to rat stri... 2903247
D(3) dopamine receptor Ki = 4.4 nM 8.36 Tested in vitro for the inhibition of [3H]U-86170 binding to Dopamine receptor D... -
D(2) dopamine receptor Ki = 6.0 nM 8.22 In vitro binding affinity is the ability to displace [3H]N-0437 from human Dopam... 7636875
D(2) dopamine receptor EC50 = 10.4 nM 7.98 Activity at human dopamine D2L receptor expressed in CHO cells assessed as stimu... 19427222
D(2) dopamine receptor Ki = 10.8 nM 7.97 Binding affinity against dopamine receptor D2 in rat brain tissue using [3H]spip... 8230131
Dopamine receptor IC50 = 16.0 nM 7.8 Potency to displace the specific in vitro binding of [3H]-N-0437 to calf striata... 2903247
D(2) dopamine receptor Ki = 26.0 nM 7.58 In vitro binding affinity is the ability to displace [3H]spiperone from human Do... 7636875
D(2) dopamine receptor EC50 = 41.2 nM 7.38 Agonist activity at human dopamine D2L receptor expressed in CHO cells assessed ... 20038106
Unchecked IC50 = 49.0 nM 7.31 Dopamine receptor binding affinity by displacing the radioligand [3H]-dopamine f... 3712381
D(2) dopamine receptor Ki = 58.8 nM 7.23 Displacement of [3H]spiperone from rat D2 receptor expressed in HEK293 cells 20605099
D(2) dopamine receptor Ki = 58.8 nM 7.23 Displacement of [3H]spiperone from rat dopamine D2L receptor expressed in HEK293... 19427222

Literature References

PubMed DOI Target Context # Activities
2967374 10.1021/jm00401a005 Rattus norvegicus 20
8230131 10.1021/jm00074a022 Dopamine receptor 9
- 10.1016/S0960-894X(97)10068-3 Rattus norvegicus 6
6811743 10.1021/jm00350a008 Rattus norvegicus 6
7265130 10.1021/jm00136a012 Rattus norvegicus 6
6460101 10.1021/jm00140a002 Rattus norvegicus 5
944267 10.1021/jm00226a021 Canis familiaris 4
944267 10.1021/jm00226a021 Rattus norvegicus 4
2903247 10.1021/jm00119a020 No relevant target 3
19427222 10.1016/j.bmc.2009.04.031 D(3) dopamine receptor 3
8230131 10.1021/jm00074a022 Unchecked 3
20038106 10.1021/jm901184n D(2) dopamine receptor 3
19427222 10.1016/j.bmc.2009.04.031 D(2) dopamine receptor 3
20038106 10.1021/jm901184n D(3) dopamine receptor 3
3712381 10.1021/jm00156a007 Dopamine receptor 3
3712381 10.1021/jm00156a007 Unchecked 2
2903247 10.1021/jm00119a020 Rattus norvegicus 2
8230131 10.1021/jm00074a022 D(2) dopamine receptor 2
7636875 10.1021/jm00016a016 D(2) dopamine receptor 2
20038106 10.1021/jm901184n Unchecked 2

Data from ChEMBL 36 via Core Engine