ALISKIREN

Search structure
Synonyms:
Status: Approved (2007)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C09XA02
UNII: 502FWN4Q32

Structure
InChI Key UXOWGYHJODZGMF-QORCZRPOSA-N
Smile 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
InChI
InChI=1S/C30H53N3O6/c1-19(2)22(14-21-10-11-26(38-8)27(15-21)39-13-9-12-37-7)16-24(31)25(34)17-23(20(3)4)28(35)33-18-30(5,6)29(32)36/h10-11,15,19-20,22-25,34H,9,12-14,16-18,31H2,1-8H3,(H2,32,36)(H,33,35)/t22-,23-,24-,25-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C30H53N3O6
Molecular Weight 551.77
AlogP 3.29
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 19.0
Polar Surface Area 146.13
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 39.0

Pharmacology

Primary Target
renin
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- - - - -12.4-15.2
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2A Cytochrome P450 2A6
- - - - -2.1-10.5
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- - - - -15.4-42.5
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - - 0.9-32.1
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- - - - 32.9-37
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2E Cytochrome P450 2E1
- - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - - 11
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A5
- - - -
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A1A subfamily
- 0.4-3 - - -
Enzyme Protease Cysteine protease Cysteine protease PAC clan Cysteine protease C3A subfamily
- - - 76.5 -
Enzyme Transferase
- - - - 10.09
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -7.46-6.65

Metabolites

visNetwork

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hypertension 3 D006973 ClinicalTrials
Glomerulonephritis, IGA 3 D005922 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Atrial Fibrillation 3 D001281 ClinicalTrials
Marfan Syndrome 3 D008382 ClinicalTrials
Diabetes Mellitus 3 D003920 ClinicalTrials
Coronary Artery Disease 3 D003324 ClinicalTrials
Hypertrophy, Left Ventricular 3 D017379 ClinicalTrials
Essential Hypertension 3 D000075222 ClinicalTrials
Acute Coronary Syndrome 2 D054058 ClinicalTrials
Kidney Diseases 2 D007674 ClinicalTrials
Atherosclerosis 2 D050197 ClinicalTrials
Diabetic Nephropathies 2 D003928 ClinicalTrials
Renal Insufficiency, Chronic 1 D051436 ClinicalTrials
Diabetes Mellitus, Type 2 1 D003924 ClinicalTrials

Related Entries

MCS

Cross References

Resources Reference
CAS NUMBER 173334-57-1
ChEBI 601027
ChEMBL CHEMBL1639
DrugBank DB01258
DrugCentral 119
EPA CompTox DTXSID40891494
FDA SRS 502FWN4Q32
Human Metabolome Database HMDB15387
Guide to Pharmacology 4812
PDB C41
PharmGKB PA143487910
PubChem 5493444
SureChEMBL SCHEMBL455490
ZINC ZINC000004393164
CONTENTS