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Compound Detail

CHEMBL86931

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NC[C@@H]1O[C@H](c2ccccc2)Cc2c1ccc(O)c2O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL86931
Phase Preclinical
Structure Type MOL
InChI Key SUHGRZPINGKYNV-GJZGRUSLSA-N
6
Targets
26
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

271.3
MW (Da)
2.41
ALogP
4
HBA
3
HBD
75.7
PSA (Ų)
0.73
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H17NO3
MW 271.32
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 1.23

Activity Summary

Ki 15 meas. best 8.8
EC50 11 meas. best 8.71

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(1A) dopamine receptor
CHEMBL265
 Ki 8.8 8.66 1.6 6
D(1A) dopamine receptor
CHEMBL2056
 EC50 8.71 8.698 1.9 5
D(1A) dopamine receptor
CHEMBL265
 EC50 8.71 8.71 1.9 1
Adrenergic receptor alpha-2
CHEMBL2093864
 Ki 7.4 7.4 40.0 1
D(2) dopamine receptor
CHEMBL339
 Ki 6.11 6.1 776.0 6
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 5.59 5.59 2550.0 1
D(2) dopamine receptor
CHEMBL339
 EC50 5.41 5.158 3910.0 5
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
 Ki 5.31 5.31 4940.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(1A) dopamine receptor Ki = 1.6 nM 8.8 Binding affinity was determined by measuring the ability to displace [125I]SCH-2... 1977907
D(1A) dopamine receptor Ki = 1.6 nM 8.8 Binding affinity was determined by measuring the ability to displace [125I]SCH-2... 1977907
D(1A) dopamine receptor Ki = 1.6 nM 8.8 Binding affinity using [125 I] SCH 23982 radioligand competitive binding assay o... 1652023
D(1A) dopamine receptor EC50 = 1.95 nM 8.71 Formation of cAMP on Dopamine receptor D1 in vitro in carp retina 1977907
D(1A) dopamine receptor EC50 = 1.95 nM 8.71 Concentration required to inhibit 50% dopamine receptor D1 activity using cell f... 1652023
D(1A) dopamine receptor EC50 = 1.95 nM 8.71 Formation of cAMP on Dopamine receptor D1 in vitro in carp retina 1977907
D(1A) dopamine receptor EC50 = 1.95 nM 8.71 Effective concentration was determined for the adenylate cyclase activity in rat... 8568818
D(1A) dopamine receptor EC50 = 2.1 nM 8.68 Formation of cAMP on Dopamine receptor D1 in vitro in carp retina 1977907
D(1A) dopamine receptor EC50 = 2.1 nM 8.68 Formation of cAMP on Dopamine receptor D1 in vitro in carp retina 1977907
D(1A) dopamine receptor Ki = 3.0 nM 8.52 Binding affinity was determined by measuring the ability to displace [125I]SCH-2... 1977907
D(1A) dopamine receptor Ki = 3.0 nM 8.52 Binding affinity was determined by measuring the ability to displace [125I]SCH-2... 1977907
D(1A) dopamine receptor Ki = 3.0 nM 8.52 Binding affinity for dopamine receptor D1 1833546
Adrenergic receptor alpha-2 Ki = 40.0 nM 7.4 Binding affinity towards alpha-2 adrenergic receptor using [3H]rauwolscine as ra... 1652023
D(2) dopamine receptor Ki = 776.0 nM 6.11 Binding affinity for dopamine receptor D2 1833546
D(2) dopamine receptor Ki = 776.0 nM 6.11 Binding affinity was determined by measuring the ability to displace [125I]N-(p-... 1977907
D(2) dopamine receptor Ki = 776.0 nM 6.11 Binding affinity was determined by measuring the ability to displace [125I]N-(p-... 1977907
D(2) dopamine receptor Ki = 807.0 nM 6.09 Binding affinity using [3H]-spiperone radioligand competitive binding assay agai... 1652023
D(2) dopamine receptor Ki = 807.0 nM 6.09 Binding affinity was determined by measuring the ability to displace [125I]N-(p-... 1977907
D(2) dopamine receptor Ki = 807.0 nM 6.09 Binding affinity was determined by measuring the ability to displace [125I]N-(p-... 1977907
5-hydroxytryptamine receptor 1A Ki = 2550.0 nM 5.59 Binding affinity towards 5-hydroxytryptamine 1A receptor using [3H]8-OH-DPAT as ... 1652023

Literature References

PubMed DOI Target Context # Activities
1977907 10.1021/jm00173a005 D(2) dopamine receptor 12
1977907 10.1021/jm00173a005 D(1A) dopamine receptor 12
1977907 10.1021/jm00173a005 Dopamine receptor 8
1652023 10.1021/jm00112a034 D(1A) dopamine receptor 5
1652023 10.1021/jm00112a034 Rattus norvegicus 3
1652023 10.1021/jm00112a034 D(2) dopamine receptor 2
8568818 10.1021/jm9502100 D(1A) dopamine receptor 2
1652023 10.1021/jm00112a034 5-hydroxytryptamine receptor 2C 1
1652023 10.1021/jm00112a034 Serotonin 2 (5-HT2) receptor 1
1652023 10.1021/jm00112a034 5-hydroxytryptamine receptor 1A 1
1833546 10.1021/jm00114a002 D(1A) dopamine receptor 1
1833546 10.1021/jm00114a002 D(2) dopamine receptor 1
1833546 10.1021/jm00114a002 D(1) dopamine receptor 1
1652023 10.1021/jm00112a034 Beta-1 adrenergic receptor 1
1652023 10.1021/jm00112a034 Adrenergic receptor alpha-2 1
1652023 10.1021/jm00112a034 Adrenergic receptor alpha-1 1
1652023 10.1021/jm00112a034 Unchecked 1
8568818 10.1021/jm9502100 D(2) dopamine receptor 1
8568818 10.1021/jm9502100 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine