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Compound Detail

CHEMBL314459

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NC[C@@H]1OC(C2CCCCC2)Cc2c1ccc(O)c2O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL314459
Phase Preclinical
Structure Type MOL
InChI Key BOKASTZDGGZFET-LOACHALJSA-N
5
Targets
7
Activities
2
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

277.4
MW (Da)
2.62
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 C16H23NO3
MW 277.36
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness 1.43

Activity Summary

Ki 4 meas. best 8.27
EC50 3 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(1A) dopamine receptor
CHEMBL265
 EC50 8.77 8.77 1.7 1
D(1A) dopamine receptor
CHEMBL2056
 EC50 8.51 8.51 3.1 1
D(1A) dopamine receptor
CHEMBL265
 Ki 8.27 8.27 5.4 1
Adrenergic receptor alpha-2
CHEMBL2093864
 Ki 6.57 6.57 271.0 1
5-hydroxytryptamine receptor 2C
CHEMBL324
 Ki 6.13 6.13 736.0 1
D(2) dopamine receptor
CHEMBL339
 Ki 5.95 5.95 1120.0 1
D(2) dopamine receptor
CHEMBL339
 EC50 5.15 5.15 7030.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(1A) dopamine receptor EC50 = 1.7 nM 8.77 Inhibition of Dopamine receptor D1 activity by functional cyclase assay using ce... 1652023
D(1A) dopamine receptor EC50 = 3.1 nM 8.51 Concentration required to inhibit 50% dopamine receptor D1 activity using cell f... 1652023
D(1A) dopamine receptor Ki = 5.4 nM 8.27 Binding affinity using [125 I] SCH 23982 radioligand competitive binding assay o... 1652023
Adrenergic receptor alpha-2 Ki = 271.0 nM 6.57 Binding affinity towards alpha-2 adrenergic receptor using [3H]rauwolscine as ra... 1652023
5-hydroxytryptamine receptor 2C Ki = 736.0 nM 6.13 Binding affinity towards 5-hydroxytryptamine 1C receptor using [125 I]-SCH23982 ... 1652023
D(2) dopamine receptor Ki = 1120.0 nM 5.95 Binding affinity using [3H]-spiperone radioligand competitive binding assay agai... 1652023
D(2) dopamine receptor EC50 = 7030.0 nM 5.15 Concentration required to inhibit 50% dopamine receptor D2 in a cell free homoge... 1652023

Literature References

PubMed DOI Target Context # Activities
1652023 10.1021/jm00112a034 D(1A) dopamine receptor 5
1652023 10.1021/jm00112a034 D(2) dopamine receptor 2
1652023 10.1021/jm00112a034 Unchecked 1
1652023 10.1021/jm00112a034 Adrenergic receptor alpha-1 1
1652023 10.1021/jm00112a034 Adrenergic receptor alpha-2 1
1652023 10.1021/jm00112a034 Beta-1 adrenergic receptor 1
1652023 10.1021/jm00112a034 5-hydroxytryptamine receptor 1A 1
1652023 10.1021/jm00112a034 5-hydroxytryptamine receptor 2C 1
1652023 10.1021/jm00112a034 Serotonin 2 (5-HT2) receptor 1

Data from ChEMBL 36 via Core Engine