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Compound Detail

CHEMBL134807

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O=C(O)C(=O)O.Oc1ccc2c(c1)O[C@@H](CNCc1ccccc1)CC2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL134807
Phase Preclinical
Structure Type MOL
InChI Key USCDQJSWUSGRCX-PKLMIRHRSA-N
Parent Compound CHEMBL64553
Active Moiety CHEMBL64553
8
Targets
23
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

269.3
MW (Da)
2.88
ALogP
3
HBA
2
HBD
41.5
PSA (Ų)
0.90
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H21NO6
MW 359.38
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 0.29

Activity Summary

Ki 22 meas. best 9.7
EC50 1 meas. best 10.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
 EC50 10.7 10.7 0.0 1
D(2) dopamine receptor
CHEMBL339
 Ki 9.7 9.2933 0.2 3
D(2) dopamine receptor
CHEMBL217
 Ki 8.91 7.5471 1.2 7
D(3) dopamine receptor
CHEMBL234
 Ki 8.62 8.54 2.4 3
D(4) dopamine receptor
CHEMBL219
 Ki 7.93 7.5967 11.8 3
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 7.65 7.65 22.5 1
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 6.67 6.67 212.0 1
D(1B) dopamine receptor
CHEMBL1850
 Ki 5.43 5.425 3715.3 2
D(1A) dopamine receptor
CHEMBL2056
 Ki 5.21 5.175 6165.9 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor EC50 = 0.01995 nM 10.7 Agonist activity at human dopamine D2L receptor expressed in HEK293 cells assess... 24325578
D(2) dopamine receptor Ki = 0.2 nM 9.7 In vitro binding affinity to rat striatal Dopamine receptor D2 was determined us... 9435894
D(2) dopamine receptor Ki = 0.2 nM 9.7 Binding affinity to high-affinity state of rat D2L receptor 24325578
D(2) dopamine receptor Ki = 1.23 nM 8.91 Displacement of [3H]spiperone from high-affinity state of human dopamine D2L rec... 24325578
D(3) dopamine receptor Ki = 2.4 nM 8.62 Binding affinity at human Dopamine receptor D3 (hD3) using [3H]spiperone radioli... 9435894
D(2) dopamine receptor Ki = 2.98 nM 8.53 Displacement of [3H]spiperone from high-affinity state of human dopamine D2L rec... 24325578
D(3) dopamine receptor Ki = 3.18 nM 8.5 Displacement of [3H]spiperone from human dopamine D3 receptor transfected in HEK... 24325578
D(3) dopamine receptor Ki = 3.162 nM 8.5 Displacement of [3H]spiperone from human dopamine D3 receptor transfected in HEK... 24325578
D(2) dopamine receptor Ki = 3.3 nM 8.48 In vitro binding affinity to rat striatal Dopamine receptor D2 was determined us... 9435894
D(2) dopamine receptor Ki = 10.4 nM 7.98 Binding affinity at human Dopamine receptor D2 (hD2) using [3H]spiperone radioli... 9435894
D(4) dopamine receptor Ki = 11.75 nM 7.93 Displacement of [3H]spiperone from human dopamine D4 receptor transfected in HEK... 24325578
D(4) dopamine receptor Ki = 11.9 nM 7.92 Displacement of [3H]spiperone from human dopamine D4 receptor transfected in HEK... 24325578
5-hydroxytryptamine receptor 1A Ki = 22.5 nM 7.65 In vitro binding affinity to rat hippocampal 5-hydroxytryptamine 1A receptor was... 9435894
D(2) dopamine receptor Ki = 39.81 nM 7.4 Displacement of [3H]spiperone from low-affinity state of human dopamine D2L rece... 24325578
D(2) dopamine receptor Ki = 70.2 nM 7.15 Displacement of [3H]spiperone from low-affinity state of human dopamine D2L rece... 24325578
D(4) dopamine receptor Ki = 116.0 nM 6.94 Binding affinity at human Dopamine receptor D4 (hD4) using [3H]spiperone radioli... 9435894
D(2) dopamine receptor Ki = 186.21 nM 6.73 Displacement of [3H]spiperone from low-affinity state of human dopamine D2S rece... 24325578
Adrenergic receptor alpha-1 Ki = 212.0 nM 6.67 In vitro binding affinity against rat cortical homogenate Alpha-1 adrenergic rec... 9435894
D(2) dopamine receptor Ki = 736.0 nM 6.13 Displacement of [3H]spiperone from low-affinity state of human dopamine D2S rece... 24325578
D(1B) dopamine receptor Ki = 3715.35 nM 5.43 Displacement of [3H]SCH23390 from human dopamine D5 receptor transfected in HEK2... 24325578

Literature References

PubMed DOI Target Context # Activities
24325578 10.1021/jm401384w D(2) dopamine receptor 9
9435894 10.1021/jm9703653 D(2) dopamine receptor 4
24325578 10.1021/jm401384w D(1B) dopamine receptor 2
24325578 10.1021/jm401384w D(4) dopamine receptor 2
24325578 10.1021/jm401384w D(3) dopamine receptor 2
24325578 10.1021/jm401384w D(1A) dopamine receptor 2
9435894 10.1021/jm9703653 5-hydroxytryptamine receptor 1A 1
9435894 10.1021/jm9703653 Adrenergic receptor alpha-1 1
9435894 10.1021/jm9703653 D(3) dopamine receptor 1
9435894 10.1021/jm9703653 D(4) dopamine receptor 1
9435894 10.1021/jm9703653 Mus musculus 1
9435894 10.1021/jm9703653 Rattus norvegicus 1
24325578 10.1021/jm401384w Unchecked 1

Data from ChEMBL 36 via Core Engine