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Compound Detail

CHEMBL2152353

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CC[C@H](C[C@H](O)[C@@H](N)CN1CC(=O)N(c2ccccc2Cl)CC1(C)C)C(=O)NC1C2CC3CC1CC(O)(C3)C2.O.O=C(O)/C=C/C(=O)O

Basic Information

ChEMBL ID CHEMBL2152353
Phase Preclinical
Structure Type MOL
InChI Key ZYLQXNXWMWAYGD-ZVEMBJARSA-N
Parent Compound CHEMBL2221233
Active Moiety CHEMBL2221233
2
Targets
3
Activities
1
Assay Types
13
PK Parameters
9
Publications
0
Known Names

Molecular Properties

561.2
MW (Da)
2.93
ALogP
6
HBA
4
HBD
119.1
PSA (Ų)
0.37
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 C34H51ClN4O9
MW 695.25
Aromatic Rings 1
Heavy Atoms 39
NP-Likeness -0.16

Activity Summary

IC50 3 meas. best 9.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Renin
CHEMBL286
IC50 9.05 8.885 0.9 2
Renin
CHEMBL2046264
IC50 8.2 8.2 6.3 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 685.0 ng.hr.mL-1 Macaca fascicularis
AUC 15500.0 ng.hr.mL-1 Macaca fascicularis
AUC 2880.0 ng.hr.mL-1 Macaca fascicularis
CL 3.59 mL.min-1.kg-1 Macaca fascicularis
Cmax 181.76 nM Macaca fascicularis
Cmax 711.01 nM Macaca fascicularis
F 4.1 % Macaca fascicularis
F 5.3 % Macaca fascicularis
T1/2 5.1 hr Macaca fascicularis
T1/2 7.8 hr Macaca fascicularis
T1/2 5.4 hr Macaca fascicularis
Tmax 3.0 hr Macaca fascicularis
Tmax 2.3 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
24900544 10.1021/ml300168e Cynomolgus monkey 21
24900544 10.1021/ml300168e Renin 3
24900544 10.1021/ml300168e Unchecked 2
24900544 10.1021/ml300168e Salmonella typhimurium 2
24900544 10.1021/ml300168e Cathepsin D 1
24900544 10.1021/ml300168e Cathepsin E 1
24900544 10.1021/ml300168e ADMET 1
24900544 10.1021/ml300168e Voltage-gated inwardly rectifying potassium channel KCNH2 1
24900544 10.1021/ml300168e Sodium channel protein type 5 subunit alpha 1

Data from ChEMBL 36 via Core Engine