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Compound Detail

CHEMBL1796063

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COCCCc1cc(CN(C(=O)[C@H]2CNCC[C@@H]2c2ccn(C)c(=O)c2)C2CC2)cc(Br)c1C

Basic Information

ChEMBL ID CHEMBL1796063
Phase Preclinical
Structure Type MOL
InChI Key HELJPBHTIIYJPZ-RPWUZVMVSA-N
3
Targets
7
Activities
2
Assay Types
26
PK Parameters
13
Publications
0
Known Names

Molecular Properties

530.5
MW (Da)
3.92
ALogP
5
HBA
1
HBD
63.6
PSA (Ų)
0.50
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H36BrN3O3
MW 530.51
Aromatic Rings 2
Heavy Atoms 34
NP-Likeness -0.64

Activity Summary

IC50 6 meas. best 9.0
Ki 1 meas. best 4.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Renin
CHEMBL286
IC50 9.0 8.8733 1.0 3
Cytochrome P450 3A4
CHEMBL340
IC50 5.19 4.8967 6500.0 3
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
Ki 4.75 4.75 18000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2228.14 ng.hr.mL-1 Rattus norvegicus
AUC 1114.07 ng.hr.mL-1 Canis lupus familiaris
AUC 477.46 ng.hr.mL-1 Macaca fascicularis
AUC 424.41 ng.hr.mL-1 Mus musculus
AUC 2122.04 ng.hr.mL-1 Mus musculus
AUC 23.34 ng.hr.mL-1 Rattus norvegicus
CL 67.0 mL.min-1.kg-1 Rattus norvegicus
CL 16.0 mL.min-1.kg-1 Canis lupus familiaris
CL 14.0 mL.min-1.kg-1 Macaca fascicularis
CL 125.0 mL.min-1.kg-1 Rattus norvegicus
CL 82.0 mL.min-1.kg-1 Mus musculus
CL 72.0 mL.min-1.kg-1 Mus musculus
CL 75.0 mL.min-1.kg-1 Rattus norvegicus
F 30.0 % Rattus norvegicus
F 36.0 % Canis lupus familiaris
F 14.0 % Macaca fascicularis
F 6.0 % Rattus norvegicus
F 7.0 % Rattus norvegicus
F 7.0 % Mus musculus
F 29.0 % Mus musculus
F 31.0 % Rattus norvegicus
F 3.0 % Rattus norvegicus
F 17.0 % Rattus norvegicus
T1/2 5.2 hr Rattus norvegicus
T1/2 13.7 hr Canis lupus familiaris
T1/2 7.8 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
21784634 10.1016/j.bmcl.2011.06.095 Mus musculus 12
21621998 10.1016/j.bmcl.2011.05.013 Rattus norvegicus 9
21621998 10.1016/j.bmcl.2011.05.013 Canis familiaris 8
21784634 10.1016/j.bmcl.2011.06.095 Rattus norvegicus 8
21784634 10.1016/j.bmcl.2011.06.095 Brain 6
21621998 10.1016/j.bmcl.2011.05.013 Cytochrome P450 3A4 5
21621998 10.1016/j.bmcl.2011.05.013 Cynomolgus monkey 5
21621998 10.1016/j.bmcl.2011.05.013 Renin 2
21621998 10.1016/j.bmcl.2011.05.013 Plasma 2
21621998 10.1016/j.bmcl.2011.05.013 Liver microsomes 2
21621998 10.1016/j.bmcl.2011.05.013 Voltage-gated inwardly rectifying potassium channel KCNH2 1
21784634 10.1016/j.bmcl.2011.06.095 LLC-PK1 1
25728416 10.1016/j.bmcl.2015.02.003 Renin 1

Data from ChEMBL 36 via Core Engine