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Compound Detail

CHEMBL374584

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CC(Oc1ccccc1-c1cccc(O)c1)C1=NCCN1

Basic Information

ChEMBL ID CHEMBL374584
Phase Preclinical
Structure Type MOL
InChI Key XGMNRALXOWECNG-UHFFFAOYSA-N
3
Targets
15
Activities
2
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

282.3
MW (Da)
2.83
ALogP
4
HBA
2
HBD
53.9
PSA (Ų)
0.91
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 C17H18N2O2
MW 282.34
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness 0.11

Activity Summary

Ki 9 meas. best 7.75
EC50 6 meas. best 7.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 7.75 7.75 17.8 3
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 7.56 7.56 27.5 3
Alpha-2C adrenergic receptor
CHEMBL1916
EC50 7.33 7.33 46.8 3
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 6.45 6.45 354.8 3
Alpha-2B adrenergic receptor
CHEMBL1942
EC50 5.28 5.28 5248.1 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-2C adrenergic receptor Ki = 17.78 nM 7.75 Displacement of [3H]RX821002 from human adrenergic Alpha-2C receptor expressed i... 15566287
Alpha-2C adrenergic receptor Ki = 17.78 nM 7.75 Displacement of [3H]RX 821002 from human adrenergic Alpha-2C receptor expressed ... 17630725
Alpha-2C adrenergic receptor Ki = 17.78 nM 7.75 Displacement of [3H]RX821002 from human Alpha-2C adrenoceptor expressed in CHO c... 20925410
Alpha-2A adrenergic receptor Ki = 27.54 nM 7.56 Displacement of [3H]RX821002 from human adrenergic alpha2A receptor expressed in... 15566287
Alpha-2A adrenergic receptor Ki = 27.54 nM 7.56 Displacement of [3H]RX 821002 from human adrenergic alpha2A receptor expressed i... 17630725
Alpha-2A adrenergic receptor Ki = 27.54 nM 7.56 Displacement of [3H]RX821002 from human alpha2A adrenoceptor expressed in CHO ce... 20925410
Alpha-2C adrenergic receptor EC50 = 46.77 nM 7.33 Agonist activity at human adrenergic alpha-2C receptor expressed in CHO cells as... 15566287
Alpha-2C adrenergic receptor EC50 = 46.77 nM 7.33 Agonistic potency at human adrenergic Alpha-2C receptor expressed in CHO cells a... 17630725
Alpha-2C adrenergic receptor EC50 = 46.77 nM 7.33 Agonist activity at human Alpha-2C adrenoceptor expressed in CHO cells assessed ... 20925410
Alpha-2B adrenergic receptor Ki = 354.81 nM 6.45 Displacement of [3H]RX821002 from human adrenergic alpha-2B receptor expressed i... 15566287
Alpha-2B adrenergic receptor Ki = 354.81 nM 6.45 Displacement of [3H]RX 821002 from human adrenergic alpha-2B receptor expressed ... 17630725
Alpha-2B adrenergic receptor Ki = 354.81 nM 6.45 Displacement of [3H]RX821002 from human alpha2B adrenoceptor expressed in CHO ce... 20925410
Alpha-2B adrenergic receptor EC50 = 5248.07 nM 5.28 Agonist activity at human adrenergic alpha-2B receptor expressed in CHO cells as... 15566287
Alpha-2B adrenergic receptor EC50 = 5248.07 nM 5.28 Agonistic potency at human adrenergic alpha-2B receptor expressed in CHO cells a... 17630725
Alpha-2B adrenergic receptor EC50 = 5248.07 nM 5.28 Agonist activity at human alpha2B adrenoceptor expressed in CHO cells assessed a... 20925410

Literature References

PubMed DOI Target Context # Activities
15566287 10.1021/jm0408215 Alpha-2C adrenergic receptor 3
15566287 10.1021/jm0408215 Alpha-2B adrenergic receptor 3
15566287 10.1021/jm0408215 Alpha-2A adrenergic receptor 3
17630725 10.1021/jm061487a Alpha-2A adrenergic receptor 3
17630725 10.1021/jm061487a Alpha-2B adrenergic receptor 3
17630725 10.1021/jm061487a Alpha-2C adrenergic receptor 3
20925410 10.1021/jm100977d Alpha-2B adrenergic receptor 3
20925410 10.1021/jm100977d Alpha-2C adrenergic receptor 3
20925410 10.1021/jm100977d Alpha-2A adrenergic receptor 2

Data from ChEMBL 36 via Core Engine