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

CHEMBL1684585

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
Nc1nc(CC(=O)Nc2ccc(C[C@@H]3CC[C@H]([C@H](O)c4ccccc4)N3)cc2)cs1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1684585
Phase Preclinical
Structure Type MOL
InChI Key BDYLGPUIUMBDQP-CZTZKLFOSA-N
6
Targets
14
Activities
2
Assay Types
20
PK Parameters
20
Publications
0
Known Names

Molecular Properties

422.6
MW (Da)
3.30
ALogP
6
HBA
4
HBD
100.3
PSA (Ų)
0.47
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H26N4O2S
MW 422.55
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -0.68

Activity Summary

IC50 10 meas. best 5.85
EC50 4 meas. best 9.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-3 adrenergic receptor
CHEMBL246
 EC50 9.05 9.02 0.9 4
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 5.85 5.82 1400.0 2
Cytochrome P450 2D6
CHEMBL289
 IC50 5.66 5.66 2200.0 2
Voltage-dependent L-type calcium channel subunit alpha-1C
CHEMBL1940
 IC50 5.09 5.09 8200.0 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.95 4.8733 11200.0 3
Sodium channel protein type 5 subunit alpha
CHEMBL1980
 IC50 4.52 4.52 30000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 0.44 microM.hr/mg/kg Rattus norvegicus
AUC 0.32 microM.hr/mg/kg Canis lupus familiaris
AUC 0.14 microM.hr/mg/kg Macaca mulatta
CL 11.0 mL.min-1.kg-1 Rattus norvegicus
CL 23.0 mL.min-1.kg-1 Canis lupus familiaris
CL 43.4 mL.min-1.kg-1 Macaca mulatta
CL 38.0 mL.min-1.kg-1 Rattus norvegicus
CL 11.0 mL.min-1.kg-1 Rattus norvegicus
F 12.0 % Rattus norvegicus
F 18.0 % Canis lupus familiaris
F 14.0 % Macaca mulatta
F 12.0 % Rattus norvegicus
Fu 0.06 - Rattus norvegicus
T1/2 7.7 hr Rattus norvegicus
T1/2 8.3 hr Canis lupus familiaris
T1/2 9.9 hr Macaca mulatta
T1/2 8.0 hr Rattus norvegicus
Vd 5.8 L.kg-1 Rattus norvegicus
Vd 14.0 L.kg-1 Canis lupus familiaris
Vd 26.4 L.kg-1 Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-3 adrenergic receptor EC50 = 0.9 nM 9.05 Agonist activity at human beta3 adrenergic receptor expressed in CHO cells asses... 26709102
Beta-3 adrenergic receptor EC50 = 0.98 nM 9.01 Agonist activity at human beta3 adrenergic receptor 21353541
Beta-3 adrenergic receptor EC50 = 0.98 nM 9.01 Agonist activity at human beta-3 adrenergic receptor expressed in CHO cells asse... 24437735
Beta-3 adrenergic receptor EC50 = 0.98 nM 9.01 Agonist activity at human beta-3 adrenergic receptor expressed in CHO cells asse... 26590100
Sodium-dependent serotonin transporter IC50 = 1400.0 nM 5.85 Inhibition of human SERT expressed in HEK293 cells preincubated for 30 mins foll... 26709102
Sodium-dependent serotonin transporter IC50 = 1613.0 nM 5.79 Inhibition of human SERT expressed in HEK293 cells incubated for 30 mins prior t... 24437735
Cytochrome P450 2D6 IC50 = 2200.0 nM 5.66 Inhibition of CYP2D6 in human liver microsomes assessed as dextromethorphan O-de... 24437735
Cytochrome P450 2D6 IC50 = 2200.0 nM 5.66 Inhibition of CYP2D6 in human liver microsomes assessed as dextraomethorphan O-d... 26709102
Voltage-dependent L-type calcium channel subunit alpha-1C IC50 = 8200.0 nM 5.09 Displacement of [3H]-diltiazem from human CaV1.2 24437735
Voltage-dependent L-type calcium channel subunit alpha-1C IC50 = 8200.0 nM 5.09 Displacement of [3H]-diltiazem from human Cav1.2 channel 26709102
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 11200.0 nM 4.95 Inhibition of human ERG 21353541
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 11200.0 nM 4.95 Inhibition of human ERG 24437735
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 19000.0 nM 4.72 Binding affinity to human ERG channel 26709102
Sodium channel protein type 5 subunit alpha IC50 = 30000.0 nM 4.52 Inhibition of human Nav1.2 channel expressed in Xenopus oocytes by two-intracell... 26709102

Literature References

PubMed DOI Target Context # Activities
21353541 10.1016/j.bmcl.2010.12.087 Canis familiaris 5
21353541 10.1016/j.bmcl.2010.12.087 Rhesus monkey 5
21353541 10.1016/j.bmcl.2010.12.087 Rattus norvegicus 5
24437735 10.1021/jm4017224 Rattus norvegicus 3
21353541 10.1016/j.bmcl.2010.12.087 ADMET 3
24437735 10.1021/jm4017224 Beta-3 adrenergic receptor 2
26590100 10.1016/j.bmcl.2015.11.030 Beta-3 adrenergic receptor 2
21353541 10.1016/j.bmcl.2010.12.087 Unchecked 2
21353541 10.1016/j.bmcl.2010.12.087 Liver microsomes 2
21353541 10.1016/j.bmcl.2010.12.087 No relevant target 2
26709102 10.1021/acs.jmedchem.5b01372 Beta-3 adrenergic receptor 2
21353541 10.1016/j.bmcl.2010.12.087 Beta-3 adrenergic receptor 2
21353541 10.1016/j.bmcl.2010.12.087 Cytochrome P450 2C8 1
21353541 10.1016/j.bmcl.2010.12.087 Sodium channel protein type 5 subunit alpha 1
26709102 10.1021/acs.jmedchem.5b01372 Sodium-dependent serotonin transporter 1
21353541 10.1016/j.bmcl.2010.12.087 Cytochrome P450 2C9 1
21353541 10.1016/j.bmcl.2010.12.087 Cytochrome P450 2D6 1
21353541 10.1016/j.bmcl.2010.12.087 Beta-2 adrenergic receptor 1
24437735 10.1021/jm4017224 Liver microsome 1
24437735 10.1021/jm4017224 Sodium channel protein type 5 subunit alpha 1

Data from ChEMBL 36 via Core Engine