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Compound Detail

CHEMBL301559

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CCCN(CCC)[C@@H]1CCc2ccc(O)cc2C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL301559
Phase Preclinical
Structure Type MOL
InChI Key BLYMJBIZMIGWFK-OAHLLOKOSA-N
7
Targets
25
Activities
2
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 -0.15

Activity Summary

Ki 21 meas. best 9.3
Kd 4 meas. best 6.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
 Ki 9.3 7.47 0.5 7
D(3) dopamine receptor
CHEMBL234
 Ki 9.24 8.7633 0.6 9
D(2) dopamine receptor
CHEMBL3998
 Ki 8.3 8.3 5.0 1
D(4) dopamine receptor
CHEMBL219
 Ki 6.96 6.96 110.0 1
D(2) dopamine receptor
CHEMBL339
 Kd 6.52 6.22 300.0 4
D(2) dopamine receptor
CHEMBL339
 Ki 6.47 6.47 340.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 5.49 5.49 3260.0 1
Beta-2 adrenergic receptor
CHEMBL210
 Ki 4.07 4.07 86000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Ki = 0.5 nM 9.3 Ability to displace radioligand [3H]N-0437 from human dopamine D2 receptor trans... -
D(3) dopamine receptor Ki = 0.57 nM 9.24 In vitro binding affinity at human Dopamine receptor D3 expressed in CHO K1 cell... 12086487
D(3) dopamine receptor Ki = 0.57 nM 9.24 Binding affinity was evaluated by calculating competition for [3H]spiperone bind... 8863800
D(3) dopamine receptor Ki = 0.6 nM 9.22 Ability to displace radioligand [3H]spiperone from human dopamine D3 receptor tr... -
D(3) dopamine receptor Ki = 0.7943 nM 9.1 Inhibition constant against [3H]-spiperone binding to human Dopamine receptor D3... 15801839
D(3) dopamine receptor Ki = 2.2 nM 8.66 Displacement of [125I]iodosulpiride from human Dopamine receptor D3 expressed in... 14521403
D(3) dopamine receptor Ki = 2.35 nM 8.63 Displacement of [3H]spiperone from human cloned dopamine D3 receptor expressed i... 18072730
D(3) dopamine receptor Ki = 2.35 nM 8.63 Displacement of [3H]spiperone from human dopamine D3 receptor expressed in HEK29... 20038106
D(2) dopamine receptor Ki = 5.0 nM 8.3 In vitro ability to displace [3H]pramipexole from high affinity binding sites of... 11597417
D(3) dopamine receptor Ki = 8.0 nM 8.1 In vitro ability to displace [3H]spiperone from human cloned Dopamine receptor D... 11597417
D(3) dopamine receptor Ki = 9.0 nM 8.05 In vitro ability to displace [3H]spiperone from human cloned Dopamine receptor D... 11597417
D(2) dopamine receptor Ki = 34.0 nM 7.47 Binding affinity was evaluated by calculating competition for [3H]N-0437 binding... 8863800
D(2) dopamine receptor Ki = 34.0 nM 7.47 In vitro binding affinity at human Dopamine receptor D2 expressed in CHO K1 cell... 12086487
D(2) dopamine receptor Ki = 40.0 nM 7.4 Displacement of [3H]spiperone from human D2S receptor expressed in CHO cells 27132867
D(2) dopamine receptor Ki = 56.0 nM 7.25 Binding affinity was evaluated by calculating competition for [3H]spiperone bind... 8863800
D(4) dopamine receptor Ki = 110.0 nM 6.96 Binding affinity was evaluated by calculating competition for [3H]spiperone bind... 8863800
D(2) dopamine receptor Ki = 202.0 nM 6.7 Displacement of [3H]spiperone from human cloned dopamine D2L receptor expressed ... 18072730
D(2) dopamine receptor Ki = 202.0 nM 6.7 Displacement of [3H]spiperone from human dopamine D2L receptor expressed in HEK2... 20038106
D(2) dopamine receptor Kd = 300.0 nM 6.52 In vitro affinity at mutant D2 receptor (S194A) in C6 (glioma) cell membranes. 10956209
D(2) dopamine receptor Ki = 340.0 nM 6.47 Binding affinity against dopamine receptor D2 in rat brain tissue using [3H]spip... 8230131

Literature References

PubMed DOI Target Context # Activities
2571729 10.1021/jm00130a008 Rattus norvegicus 6
2967374 10.1021/jm00401a005 Rattus norvegicus 6
6460101 10.1021/jm00140a002 Rattus norvegicus 5
6811743 10.1021/jm00350a008 Rattus norvegicus 5
10956209 10.1021/jm990526y D(2) dopamine receptor 4
8230131 10.1021/jm00074a022 Dopamine receptor 3
8230131 10.1021/jm00074a022 Unchecked 3
3656358 10.1021/jm00393a025 Rattus norvegicus 3
3761309 10.1021/jm00160a017 Rattus norvegicus 2
11597417 10.1016/s0960-894x(01)00564-9 D(2) dopamine receptor 2
11597417 10.1016/s0960-894x(01)00564-9 D(3) dopamine receptor 2
8863800 10.1021/jm960345l D(2) dopamine receptor 2
8230131 10.1021/jm00074a022 Rattus norvegicus 2
8230131 10.1021/jm00074a022 D(2) dopamine receptor 2
3761309 10.1021/jm00160a017 Dopamine receptor 2
12086487 10.1021/jm001015a D(2) dopamine receptor 1
12086487 10.1021/jm001015a D(3) dopamine receptor 1
- 10.1016/S0960-894X(97)00443-5 Dopamine receptors; D2 & D3 1
- 10.1016/S0960-894X(97)00443-5 D(3) dopamine receptor 1
27132867 10.1016/j.bmc.2016.04.028 Unchecked 1

Data from ChEMBL 36 via Core Engine