Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL323332

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1ccc2occ(CCNC(C)=O)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL323332
Phase Preclinical
Structure Type MOL
InChI Key BTVRPXLAXZPZPV-UHFFFAOYSA-N
5
Targets
16
Activities
3
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

233.3
MW (Da)
2.12
ALogP
3
HBA
1
HBD
51.5
PSA (Ų)
0.88
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 C13H15NO3
MW 233.27
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness -0.34

Activity Summary

Ki 8 meas. best 9.82
IC50 6 meas. best 9.22
EC50 2 meas. best 9.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Melatonin receptor type 1A
CHEMBL1945
 Ki 9.82 9.82 0.1 3
Unchecked
CHEMBL612545
 Ki 9.8 9.635 0.2 2
Melatonin receptor type 1B
CHEMBL1946
 Ki 9.47 9.47 0.3 3
Melatonin receptor type 1A
CHEMBL1945
 IC50 9.22 9.01 0.6 2
Melatonin receptor type 1B
CHEMBL1946
 IC50 9.15 9.15 0.7 1
Unchecked
CHEMBL612545
 EC50 9.15 8.705 0.7 2
Melatonin receptor
CHEMBL2094268
 IC50 8.77 8.77 1.7 1
Ribosyldihydronicotinamide dehydrogenase [quinone]
CHEMBL3959
 IC50 7.19 7.19 64.6 1
Unchecked
CHEMBL612545
 IC50 7.19 7.19 64.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Melatonin receptor type 1A Ki = 0.15 nM 9.82 Binding affinity on human melatonin receptor type 1A stably transfected in human... 12061881
Melatonin receptor type 1A Ki = 0.15 nM 9.82 Displacement of 2-[125I]iodomelatonin from human MT1 receptor expressed in CHO c... 26820449
Melatonin receptor type 1A Ki = 0.15 nM 9.82 Displacement of [125I]2-Iodomelatonin from human MT1 receptor expressed in HEK29... 26785296
Unchecked Ki = 0.16 nM 9.8 Displacement of 2-[I]iodomelatonin from human melatonin MT1 receptor after 120 m... 24417958
Melatonin receptor type 1B Ki = 0.34 nM 9.47 Binding affinity on human melatonin receptor type 1B stably transfected in human... 12061881
Unchecked Ki = 0.34 nM 9.47 Displacement of 2-[I]iodomelatonin from human melatonin MT2 receptor after 120 m... 24417958
Melatonin receptor type 1B Ki = 0.34 nM 9.47 Displacement of 2-[125I]iodomelatonin from human MT2 receptor expressed in CHO c... 26820449
Melatonin receptor type 1B Ki = 0.34 nM 9.47 Displacement of [125I]2-Iodomelatonin from human MT2 receptor expressed in HEK29... 26785296
Melatonin receptor type 1A IC50 = 0.6 nM 9.22 Displacement of 2-[125I]iodomelatonin from human MT1 receptor expressed in HEK29... 18372181
Unchecked EC50 = 0.7 nM 9.15 Intrinsic activity at human melatonin MT2 receptor expressed in CHO cells assess... 24417958
Melatonin receptor type 1B IC50 = 0.7 nM 9.15 Displacement of 2-[125I]iodomelatonin from human MT2 receptor expressed in HEK29... 18372181
Melatonin receptor type 1A IC50 = 1.585 nM 8.8 Melatonin receptor type 1A binding affinity measured using 2-[125I]iodomelatonin... 9804685
Melatonin receptor IC50 = 1.7 nM 8.77 Monophasic inhibitory concentration against melatonin receptor was measured on o... 7932550
Unchecked EC50 = 5.5 nM 8.26 Intrinsic activity at human melatonin MT1 receptor expressed in CHO cells assess... 24417958
Unchecked IC50 = 64.0 nM 7.19 Inhibition of MT3 melatonin binding site from hamster brain membrane 18372181
Ribosyldihydronicotinamide dehydrogenase [quinone] IC50 = 64.57 nM 7.19 Displacement of [125I]iodomelatonin from MT3/QR2 melatonin binding site expresse... 18400335

Literature References

PubMed DOI Target Context # Activities
24417958 10.1016/j.bmc.2013.12.054 Unchecked 6
7932550 10.1021/jm00046a006 Melatonin receptor 4
18372181 10.1016/j.bmc.2008.03.036 Unchecked 3
18372181 10.1016/j.bmc.2008.03.036 Melatonin receptor type 1A 1
26785296 10.1016/j.ejmech.2016.01.008 Unchecked 1
26785296 10.1016/j.ejmech.2016.01.008 Melatonin receptor type 1B 1
26785296 10.1016/j.ejmech.2016.01.008 Melatonin receptor type 1A 1
26820449 10.1016/j.ejmech.2015.12.047 Melatonin receptor type 1B 1
26820449 10.1016/j.ejmech.2015.12.047 Melatonin receptor type 1A 1
18400335 10.1016/j.ejmech.2008.02.012 Ribosyldihydronicotinamide dehydrogenase [quinone] 1
18372181 10.1016/j.bmc.2008.03.036 Melatonin receptor type 1B 1
15177448 10.1016/j.bmcl.2004.04.073 Melatonin receptor type 1A 1
9804685 10.1021/jm980026p Melatonin receptor type 1A 1
9748358 10.1021/jm9810093 Melatonin receptor 1
12061881 10.1021/jm0005252 Melatonin receptor 1
12061881 10.1021/jm0005252 Melatonin receptor type 1B 1
12061881 10.1021/jm0005252 Melatonin receptor type 1A 1
15177448 10.1016/j.bmcl.2004.04.073 Melatonin receptor 1
15177448 10.1016/j.bmcl.2004.04.073 Melatonin receptor type 1B 1

Data from ChEMBL 36 via Core Engine