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

CHEMBL1639

ALISKIREN
💊 Approved Drug
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
💊 Approved Drug
COCCCOc1cc(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)C(C)C)ccc1OC

Basic Information

ChEMBL ID CHEMBL1639
Name ALISKIREN
Phase Approved
Structure Type MOL
InChI Key UXOWGYHJODZGMF-QORCZRPOSA-N
Therapeutic ✓ Yes

Known Names

Aliskiren Aliskirene Aliskireno Rasilez SPP-100 SPP100
6
Targets
31
Activities
2
Assay Types
30
PK Parameters
20
Publications
6
Known Names
18
Indications

Molecular Properties

551.8
MW (Da)
3.29
ALogP
7
HBA
4
HBD
146.1
PSA (Ų)
0.19
QED
1
Ro5 Violations
19
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2007
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product First in Class
USAN Stem -kiren
USAN Year 2005

Extended Properties

Molecular Formula C30H53N3O6
MW 551.77
Aromatic Rings 1
Heavy Atoms 39
NP-Likeness 0.21

Indications

Cardiovascular Diseases Atrial Fibrillation Coronary Artery Disease Diabetes Mellitus Essential Hypertension Glomerulonephritis, IGA Heart Failure Heart Failure Hypertension Hypertrophy, Left Ventricular Marfan Syndrome Myocardial Infarction Acute Coronary Syndrome Atherosclerosis Diabetic Nephropathies Kidney Diseases Diabetes Mellitus, Type 2 Renal Insufficiency, Chronic

ATC Classification

C09XA02
aliskiren
Level 1: CARDIOVASCULAR SYSTEM
Level 2: AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM

Activity Summary

IC50 30 meas. best 9.4
Ki 1 meas. best 7.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Renin
CHEMBL286
IC50 9.4 9.0984 0.4 25
Renin
CHEMBL1287631
IC50 8.92 8.92 1.2 1
Renin-1
CHEMBL2615
IC50 8.35 8.35 4.5 1
Renin
CHEMBL1287632
IC50 7.96 7.96 11.0 1
Protease
CHEMBL2366517
Ki 7.12 7.12 76.5 1
Renin
CHEMBL2322
IC50 7.1 7.08 80.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 21.0 ng.hr.mL-1 Rattus norvegicus
AUC 154.0 ng.hr.mL-1 Macaca fascicularis
AUC 266.0 ng.hr.mL-1 Homo sapiens
AUC 530.0 ng.hr.mL-1 Homo sapiens
AUC 1480.0 ng.hr.mL-1 Homo sapiens
AUC 3240.0 ng.hr.mL-1 Homo sapiens
AUC 356.0 ng.hr.mL-1 Homo sapiens
AUC 627.0 ng.hr.mL-1 Homo sapiens
AUC 1620.0 ng.hr.mL-1 Homo sapiens
AUC 3520.0 ng.hr.mL-1 Homo sapiens
AUC 23806.0 ng.hr.mL-1 Callithrix jacchus
AUC 868.0 ng.hr.mL-1 Callithrix jacchus
AUC 501.0 ng.hr.mL-1 Macaca fascicularis
AUC 25.9 ng.hr.mL-1 Macaca fascicularis
CL 55.0 mL.min-1.kg-1 Rattus norvegicus
CL 2.5 mL.min-1.kg-1 Macaca fascicularis
CL 3.367 mL.min-1.kg-1 Macaca fascicularis
CL/F 294.0 L.h-1 Homo sapiens
CL/F 321.0 L.h-1 Homo sapiens
CL/F 254.0 L.h-1 Homo sapiens
CL/F 222.0 L.h-1 Homo sapiens
Cmax 7.249 nM Rattus norvegicus
Cmax 53.46 nM Macaca fascicularis
Cmax 47.12 nM Homo sapiens
Cmax 130.49 nM Homo sapiens
Cmax 366.09 nM Homo sapiens
Cmax 761.19 nM Homo sapiens
Cmax 6.343 nM Macaca fascicularis
Compound recovery 0.4 % Homo sapiens
Compound recovery 77.5 % Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Renin IC50 = 0.4 nM 9.4 Inhibition of human recombinant renin using DABCYL-gamma-Abu-Ile-His-Pro-Phe-His... 24900262
Renin IC50 = 0.5 nM 9.3 Inhibition of human recombinant renin 19457666
Renin IC50 = 0.53 nM 9.28 Inhibition of trypsin-activated human recombinant renin 19959358
Renin IC50 = 0.53 nM 9.28 Inhibition of human recombinant renin using H-Asp-Arg-Val-Tyr-Ile-His-Pro-Phe-Hi... 24900262
Renin IC50 = 0.6 nM 9.22 Inhibition of human recombinant renin in presence of human plasma by competitive... 19457666
Renin IC50 = 0.6 nM 9.22 Inhibition of human recombinant rennin in buffer assessed as accumulation of ang... 19358611
Renin IC50 = 0.6 nM 9.22 Inhibition of purified recombinant human renin 19615901
Renin IC50 = 0.6 nM 9.22 Inhibition of human plasma renin 19615901
Renin IC50 = 0.6 nM 9.22 Inhibition of renin in plasma 20731374
Renin IC50 = 0.6 nM 9.22 Inhibition of human renin 21497958
Renin IC50 = 0.6 nM 9.22 Inhibition of human renin 22621689
Renin IC50 = 0.6 nM 9.22 Inhibition of renin (unknown origin) 25728416
Renin IC50 = 0.6 nM 9.22 Inhibition of recombinant human renin 28601508
Renin IC50 = 0.6 nM 9.22 Inhibition of human recombinant renin 35978678
Renin IC50 = 0.6 nM 9.22 Inhibition of renin activity in human plasma 35978678
Renin IC50 = 0.65 nM 9.19 Inhibition of human recombinant renin assessed as decrease in plasma renin activ... 19959358
Renin IC50 = 0.65 nM 9.19 Inhibition of renin in human plasma assessed as formation of angiotensin1 produc... 24900262
Renin IC50 = 0.7 nM 9.15 Inhibition of recombinant glycosylated human renin expressed in CHO cells 35939295
Renin IC50 = 0.7 nM 9.15 Inhibition of human recombinant renin using Nma-Lys-His-Pro-Phe-His-Leu-Val-Ile-... 35978678
Renin IC50 = 0.84 nM 9.08 Inhibition of renin in human plasma by radioimmunoassay 29754833

Literature References

Data from ChEMBL 36 via Core Engine