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Compound Detail

CHEMBL180672

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CC(C)(Cc1ccc2ccccc2c1)NC[C@@H](O)COc1cccc(Cl)c1C#N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL180672
Phase Preclinical
Structure Type MOL
InChI Key PZUJQWHTIRWCID-HXUWFJFHSA-N

Known Names

SB-262470
10
Targets
19
Activities
2
Assay Types
7
PK Parameters
20
Publications
1
Known Names

Molecular Properties

408.9
MW (Da)
4.72
ALogP
4
HBA
2
HBD
65.3
PSA (Ų)
0.57
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C24H25ClN2O2
MW 408.93
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.71

Activity Summary

IC50 18 meas. best 10.35
EC50 1 meas. best 7.39

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytochrome P450 2D6
CHEMBL289
 IC50 10.35 10.35 0.0 1
Extracellular calcium-sensing receptor
CHEMBL1878
 IC50 10.24 7.8386 0.1 7
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 8.7 8.7 2.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 8.52 7.615 3.0 2
Beta-2 adrenergic receptor
CHEMBL210
 IC50 8.37 8.37 4.3 1
Extracellular calcium-sensing receptor
CHEMBL1075316
 EC50 7.39 7.39 41.0 1
HEK293
CHEMBL614818
 IC50 7.1 7.1 80.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 6.7 6.7 200.0 1
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 6.7 6.7 200.0 1
Extracellular calcium-sensing receptor
CHEMBL2516
 IC50 6.34 6.31 460.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 73.8 mL.min-1.kg-1 Rattus norvegicus
CL 157.0 mL.min-1.g-1 Homo sapiens
CL 100.0 mL.min-1.g-1 Rattus norvegicus
F 11.4 % Rattus norvegicus
MRT 2.5 hr Rattus norvegicus
T1/2 8.0 hr Homo sapiens
T1/2 2.1 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cytochrome P450 2D6 IC50 = 0.045 nM 10.35 Inhibition of CYP2D6 19821575
Extracellular calcium-sensing receptor IC50 = 0.058 nM 10.24 Antagonist activity at human calcium receptor expressed in HEK293 4.0-7 cells as... 19821575
Sodium-dependent serotonin transporter IC50 = 2.0 nM 8.7 Inhibition of SERT 19821575
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 3.0 nM 8.52 Inhibition of human ERG 19821575
Beta-2 adrenergic receptor IC50 = 4.3 nM 8.37 Inhibition of beta2 adrenergic receptor 19821575
Extracellular calcium-sensing receptor IC50 = 23.0 nM 7.64 Negative allosteric modulator activity at human recombinant calcium sensing rece... 19442519
Extracellular calcium-sensing receptor IC50 = 26.0 nM 7.58 Antagonist activity at human CaSR expressed in rat PC12 cells transfected with z... 20472433
Extracellular calcium-sensing receptor EC50 = 41.0 nM 7.39 Inhibition of CaSR in bovine parathyroid cells assessed as increase in PTH level 20218623
Extracellular calcium-sensing receptor IC50 = 43.0 nM 7.37 Inhibitory concentration was evaluated for in vitro calcilytic activity against ... 15863312
Extracellular calcium-sensing receptor IC50 = 43.0 nM 7.37 Inhibition of human CaSR expressed in HEK293 cells 20218623
Extracellular calcium-sensing receptor IC50 = 43.0 nM 7.37 Inhibitory concentration against human calcium receptor expressed in HEK 293 cel... 15745796
Extracellular calcium-sensing receptor IC50 = 50.0 nM 7.3 Inhibition of intracellular calcium release in human TT cells containing calcium... 16216508
HEK293 IC50 = 80.0 nM 7.1 Inhibitory concentration for the inhibition of intracellular [Ca2+] release in H... 15686947
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 194.0 nM 6.71 Inhibitory concentration against human Kv11.1 ERG potassium channel 15686947
Sodium-dependent noradrenaline transporter IC50 = 200.0 nM 6.7 Inhibition of NET 19821575
Sodium-dependent dopamine transporter IC50 = 200.0 nM 6.7 Inhibition of DAT 19821575
Extracellular calcium-sensing receptor IC50 = 460.0 nM 6.34 Activity at rat CaSR in CHO cells assessed as inhibition of calcium ion-induced ... 16913701
Extracellular calcium-sensing receptor IC50 = 530.0 nM 6.28 Inhibition of extracellular calcium-induced inositol triphosphate generation in ... 16216508

Literature References

PubMed DOI Target Context # Activities
19821575 10.1021/jm900563e Rattus norvegicus 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
16913701 10.1021/jm051233+ Extracellular calcium-sensing receptor 3
19442519 10.1016/j.bmcl.2009.04.044 Liver microsomes 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
20218623 10.1021/jm9018756 Extracellular calcium-sensing receptor 2
16216508 10.1016/j.bmcl.2005.08.095 Extracellular calcium-sensing receptor 2
19821575 10.1021/jm900563e Extracellular calcium-sensing receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
19821575 10.1021/jm900563e Cytochrome P450 2D6 1
20472433 10.1016/j.bmcl.2010.04.035 Extracellular calcium-sensing receptor 1
19821575 10.1021/jm900563e Voltage-gated inwardly rectifying potassium channel KCNH2 1
19821575 10.1021/jm900563e Sodium-dependent dopamine transporter 1
19821575 10.1021/jm900563e Sodium-dependent noradrenaline transporter 1
15686947 10.1016/j.bmcl.2004.11.071 HEK293 1
19821575 10.1021/jm900563e Sodium-dependent serotonin transporter 1
19625189 10.1016/j.bmcl.2009.07.004 Voltage-gated inwardly rectifying potassium channel KCNH2 1
19625189 10.1016/j.bmcl.2009.07.004 Homo sapiens 1
15863312 10.1016/j.bmcl.2005.03.054 Extracellular calcium-sensing receptor 1
15745796 10.1016/j.bmcl.2005.01.078 Extracellular calcium-sensing receptor 1

Data from ChEMBL 36 via Core Engine