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Compound Detail

CHEMBL1956195

CYCLOMETHYLINE
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CC(Oc1ccccc1CC1CC1)C1=NCCN1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1956195
Name CYCLOMETHYLINE
Phase Preclinical
Structure Type MOL
InChI Key SEKAQUSPSDPIAN-UHFFFAOYSA-N
5
Targets
18
Activities
3
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

244.3
MW (Da)
2.41
ALogP
3
HBA
1
HBD
33.6
PSA (Ų)
0.86
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H20N2O
MW 244.34
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness -0.21

Activity Summary

Ki 11 meas. best 7.98
EC50 6 meas. best 8.7
IC50 1 meas. best 5.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-2C adrenergic receptor
CHEMBL1916
 EC50 8.7 8.7 2.0 3
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.98 7.98 10.5 2
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 7.44 7.44 36.3 3
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 6.56 6.56 275.4 3
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 6.39 6.39 407.4 3
Alpha-2B adrenergic receptor
CHEMBL1942
 EC50 5.48 5.48 3311.3 3
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.05 5.05 8900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-2C adrenergic receptor EC50 = 1.995 nM 8.7 Agonist activity at human alpha2C adrenoceptor expressed in CHO cells assessed a... 24900506
Alpha-2C adrenergic receptor EC50 = 1.995 nM 8.7 Agonist activity at human alpha2C AR 24900763
Alpha-2C adrenergic receptor EC50 = 1.995 nM 8.7 Agonist activity at human adrenoceptor aplha 2C expressed in CHO cells assessed ... 22341244
5-hydroxytryptamine receptor 1A Ki = 10.47 nM 7.98 Binding affinity at human 5HT1A receptor 24900763
5-hydroxytryptamine receptor 1A Ki = 10.47 nM 7.98 Displacement of [3H]8-OH-DPAT from human 5HT1A receptor expressed in HeLa cells ... 24900506
Alpha-2A adrenergic receptor Ki = 36.31 nM 7.44 Displacement of [3H]RS-79948-197 from human adrenoceptor aplha 2A expressed in C... 22341244
Alpha-2A adrenergic receptor Ki = 36.31 nM 7.44 Binding affinity at human alpha2A AR 24900763
Alpha-2A adrenergic receptor Ki = 36.31 nM 7.44 Displacement of [3H]RX821002 from human alpha2A adrenoceptor expressed in CHO ce... 24900506
Alpha-2C adrenergic receptor Ki = 275.42 nM 6.56 Displacement of [3H]RS-79948-197 from human adrenoceptor aplha 2C expressed in C... 22341244
Alpha-2C adrenergic receptor Ki = 275.42 nM 6.56 Displacement of [3H]RX821002 from human alpha2C adrenoceptor expressed in CHO ce... 24900506
Alpha-2C adrenergic receptor Ki = 275.42 nM 6.56 Binding affinity at human alpha2C AR 24900763
Alpha-2B adrenergic receptor Ki = 407.38 nM 6.39 Displacement of [3H]RS-79948-197 from human adrenoceptor aplha 2B expressed in C... 22341244
Alpha-2B adrenergic receptor Ki = 407.38 nM 6.39 Displacement of [3H]RX821002 from human alpha2B adrenoceptor expressed in CHO ce... 24900506
Alpha-2B adrenergic receptor Ki = 407.38 nM 6.39 Binding affinity at human alpha2B AR 24900763
Alpha-2B adrenergic receptor EC50 = 3311.31 nM 5.48 Agonist activity at human alpha2B AR 24900763
Alpha-2B adrenergic receptor EC50 = 3311.31 nM 5.48 Agonist activity at human alpha2B adrenoceptor expressed in CHO cells assessed a... 24900506
Alpha-2B adrenergic receptor EC50 = 3311.31 nM 5.48 Agonist activity at human adrenoceptor aplha 2B expressed in CHO cells assessed ... 22341244
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 8900.0 nM 5.05 Inhibition of human ERG expressed in HEK293 cells after 240 secs by patch clamp ... 24900506

Literature References

PubMed DOI Target Context # Activities
24900506 10.1021/ml300064v Mus musculus 9
22341244 10.1016/j.bmc.2012.01.035 Alpha-2B adrenergic receptor 3
22341244 10.1016/j.bmc.2012.01.035 Alpha-2C adrenergic receptor 3
24900506 10.1021/ml300064v Alpha-2B adrenergic receptor 3
24900506 10.1021/ml300064v Alpha-2C adrenergic receptor 3
24900506 10.1021/ml300064v 5-hydroxytryptamine receptor 1A 3
24900763 10.1021/ml400232p 5-hydroxytryptamine receptor 1A 3
24900763 10.1021/ml400232p Alpha-2B adrenergic receptor 3
24900763 10.1021/ml400232p Alpha-2C adrenergic receptor 3
24900763 10.1021/ml400232p Alpha-2A adrenergic receptor 2
22341244 10.1016/j.bmc.2012.01.035 Alpha-2A adrenergic receptor 2
24900506 10.1021/ml300064v Alpha-2A adrenergic receptor 2
24900506 10.1021/ml300064v Cytochrome P450 3A4 1
24900763 10.1021/ml400232p Mus musculus 1
24900506 10.1021/ml300064v ADMET 1
24900506 10.1021/ml300064v No relevant target 1
24900763 10.1021/ml400232p Unchecked 1
24900506 10.1021/ml300064v Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine