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Compound Detail

CHEMBL591578

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CNC[C@H](CC1CCCCC1)NC(=O)N1CCC[C@@H]([C@@H](OCCNC(=O)OC)c2cccc(Cl)c2)C1

Basic Information

ChEMBL ID CHEMBL591578
Phase Preclinical
Structure Type MOL
InChI Key JQRFWBUMHAMLAJ-VJTSUQJLSA-N
2
Targets
6
Activities
1
Assay Types
14
PK Parameters
9
Publications
0
Known Names

Molecular Properties

523.1
MW (Da)
4.73
ALogP
5
HBA
3
HBD
91.9
PSA (Ų)
0.37
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H43ClN4O4
MW 523.12
Aromatic Rings 1
Heavy Atoms 36
NP-Likeness -0.66

Activity Summary

IC50 6 meas. best 9.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Renin
CHEMBL286
IC50 9.32 9.184 0.5 5
Cytochrome P450 3A4
CHEMBL340
IC50 5.34 5.34 4600.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 301.0 ng.hr.mL-1 Rattus norvegicus
AUC 129.7 ng.hr.mL-1 Macaca fascicularis
CL 36.0 mL.min-1.kg-1 Rattus norvegicus
CL 11.7 mL.min-1.kg-1 Macaca fascicularis
Cmax 179.69 nM Rattus norvegicus
Cmax 63.66 nM Macaca fascicularis
F 9.4 % Rattus norvegicus
F 9.9 % Macaca fascicularis
F 9.0 % Rattus norvegicus
T1/2 9.7 hr Rattus norvegicus
T1/2 29.2 hr Macaca fascicularis
T1/2 0.5 hr Homo sapiens
Tmax 3.0 hr Rattus norvegicus
Tmax 1.0 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19959358 10.1016/j.bmcl.2009.11.066 Rattus norvegicus 8
19959358 10.1016/j.bmcl.2009.11.066 Cynomolgus monkey 7
19959358 10.1016/j.bmcl.2009.11.066 Unchecked 3
19959358 10.1016/j.bmcl.2009.11.066 Renin 2
24900262 10.1021/ml200137x Renin 2
19959358 10.1016/j.bmcl.2009.11.066 Liver microsomes 1
20731374 10.1021/jm901885s Renin 1
20731374 10.1021/jm901885s Rattus norvegicus 1
24900262 10.1021/ml200137x Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine