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Compound Detail

CHEMBL276500

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CCCN1CCCC(c2cccc(O)c2)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL276500
Phase Preclinical
Structure Type MOL
InChI Key HTSNFXAICLXZMA-UHFFFAOYSA-N
7
Targets
22
Activities
2
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

219.3
MW (Da)
2.98
ALogP
2
HBA
1
HBD
23.5
PSA (Ų)
0.84
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H21NO
MW 219.33
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness -0.55

Activity Summary

Ki 13 meas. best 8.07
IC50 9 meas. best 7.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL3998
 Ki 8.07 7.135 8.5 4
D(2) dopamine receptor
CHEMBL339
 Ki 7.52 6.96 30.0 4
Sigma non-opioid intracellular receptor 1
CHEMBL287
 IC50 7.12 7.12 76.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 7.11 7.11 78.5 1
D(4) dopamine receptor
CHEMBL219
 Ki 6.89 6.89 130.0 1
D(3) dopamine receptor
CHEMBL234
 Ki 6.88 6.8067 132.0 3
D(2) dopamine receptor
CHEMBL339
 IC50 6.74 6.276 183.0 5
Sigma non-opioid intracellular receptor 1
CHEMBL3602
 IC50 6.37 6.2 430.0 2
Mus musculus
CHEMBL375
 IC50 4.26 4.26 55000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3.4 - Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Ki = 8.5 nM 8.07 Binding towards Dopamine receptor D2 expressed in CHO-K1 cells using [3H]U-86170 8230107
D(2) dopamine receptor Ki = 30.0 nM 7.52 Evaluated for binding towards Dopamine receptor D2 using [3H]N-0437 as radioliga... 8230107
D(2) dopamine receptor Ki = 32.0 nM 7.5 Binding towards Dopamine receptor D2 expressed in CHO-K1 cells using [3H]U-86170 8230107
D(2) dopamine receptor Ki = 70.0 nM 7.16 Evaluated for binding towards Dopamine receptor D2 using [3H]N-0437 as radioliga... 8230107
Sigma non-opioid intracellular receptor 1 IC50 = 76.0 nM 7.12 Displacement of [3H]DTG from sigma opioid receptor of homogenized guinea pig who... 1648140
Sigma non-opioid intracellular receptor 1 Ki = 78.5 nM 7.11 Opioid activity in terms of inhibition of [3H]dihydromorphine binding to opioid ... 1648139
D(2) dopamine receptor Ki = 100.0 nM 7.0 Binding towards Dopamine receptor D2 using [3H]spiperone from rat striatal membr... 8230107
D(4) dopamine receptor Ki = 130.0 nM 6.89 Binding towards dopamine receptor D4 expressed in CHO-K1 cells using [3H]spipero... 8230107
D(3) dopamine receptor Ki = 132.0 nM 6.88 Compound was measured for its ability to compete with [3H]spiperone binding to t... 14521403
D(3) dopamine receptor Ki = 132.0 nM 6.88 Binding towards Dopamine receptor D3 expressed in CHO-K1 cells using [3H]spipero... 8230107
D(2) dopamine receptor Ki = 137.0 nM 6.86 Evaluated for binding towards Dopamine receptor D2 using [3H]-spiperone as radio... 8230107
D(2) dopamine receptor IC50 = 183.0 nM 6.74 Inhibition of [3H]N-propylnorapomorphine binding to Dopamine receptor D2 of rat ... 1967314
D(2) dopamine receptor IC50 = 184.0 nM 6.74 Inhibition of [3H]N-propylnorapomorphine binding to Dopamine receptor D2 of rat ... 1967314
D(3) dopamine receptor Ki = 217.0 nM 6.66 Binding towards Dopamine receptor D3 expressed in CHO-K1 cells using [3H]spipero... 8230107
Sigma non-opioid intracellular receptor 1 IC50 = 430.0 nM 6.37 Binding effinity for sigma receptor using 2 nM of [3H]DTG as radioligand, in mem... 8230107
D(2) dopamine receptor IC50 = 590.0 nM 6.23 Inhibition of [3H]haloperidol binding for Dopamine receptor D2 in rat striatal m... 1967314
D(2) dopamine receptor Ki = 700.0 nM 6.16 Binding towards Dopamine receptor D2 using [3H]spiperone from rat striatal membr... 8230107
D(2) dopamine receptor Ki = 776.0 nM 6.11 Evaluated for binding towards Dopamine receptor D2 using [3H]-spiperone as radio... 8230107
D(2) dopamine receptor IC50 = 930.0 nM 6.03 Inhibition of [3H]haloperidol binding for Dopamine receptor D2 in rat striatal m... 1967314
Sigma non-opioid intracellular receptor 1 IC50 = 940.0 nM 6.03 Binding effinity for sigma receptor using 2 nM of [3H]DTG as radioligand, in mem... 8230107

Literature References

PubMed DOI Target Context # Activities
8230107 10.1021/jm00073a021 Rattus norvegicus 22
8097538 10.1021/jm00060a015 Mus musculus 12
8230107 10.1021/jm00073a021 D(2) dopamine receptor 8
6811743 10.1021/jm00350a008 Rattus norvegicus 5
1967314 10.1021/jm00163a051 Rattus norvegicus 5
1680195 10.1021/jm00113a010 Rattus norvegicus 5
3806591 10.1021/jm00384a024 Rattus norvegicus 4
1967314 10.1021/jm00163a051 D(2) dopamine receptor 4
3928893 10.1021/jm00147a046 Mus musculus 3
8230107 10.1021/jm00073a021 D(3) dopamine receptor 2
8230107 10.1021/jm00073a021 D(4) dopamine receptor 2
8230107 10.1021/jm00073a021 Sigma non-opioid intracellular receptor 1 2
1648140 10.1021/jm00110a017 Sigma non-opioid intracellular receptor 1 1
1967314 10.1021/jm00163a051 D(1A) dopamine receptor 1
1680195 10.1021/jm00113a010 Unchecked 1
1680195 10.1021/jm00113a010 Mus musculus 1
1680195 10.1021/jm00113a010 D(1A) dopamine receptor 1
1680195 10.1021/jm00113a010 D(2) dopamine receptor 1
1648139 10.1021/jm00110a015 Sigma non-opioid intracellular receptor 1 1
14521403 10.1021/jm030085p D(3) dopamine receptor 1

Data from ChEMBL 36 via Core Engine