Aliskiren (CED0004847)

Record Information

Version

1.0

Creation Date

2016-05-25 18:26:23 UTC

Update Date

2026-08-22 10:26:31 UTC

Accession Number

CHEM022271

Identification

Common Name

Aliskiren

Class

Small Molecule

Description

Aliskiren is an organic compound with the chemical formula C30H53N3O6. Aliskiren belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 551.76 g/mol, Aliskiren is a heavy molecule. This compound acts as an inhibitor of the protein target Renin (REN). It is found in or released from four recorded sources, including pharmaceuticals and veterinary products such as agents acting on the renin-angiotensin system and angiotensin II receptor blockers (ARBs). Additionally, it is associated with household cleaning and consumer products, specifically other smoking requisites and non electric simulated smoking devices. The recorded route of exposure for Aliskiren is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
SPP 100	ChEBI
Rasilez	Kegg
2(S),4(S),5(S),7(S)-N-(2-Carbamoyl-2-methylpropyl)-5-amino-4-hydroxy-2,7-diisopropyl-8-(4-methoxy-3-(3-methoxypropoxy)phenyl)octanamid hemifumarate	HMDB
Tekturna	HMDB

Chemical Formula

C₃₀H₅₃N₃O₆

Average Molecular Mass

551.758 g/mol

Monoisotopic Mass

551.393 g/mol

CAS Registry Number

173334-57-1

IUPAC Name

(2S,4S,5S,7S)-5-amino-N-(2-carbamoyl-2,2-dimethylethyl)-4-hydroxy-7-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-8-methyl-2-(propan-2-yl)nonanamide

Traditional Name

aliskiren

SMILES

COCCCOC1=C(OC)C=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@@H](C(C)C)C(=O)NCC(C)(C)C(N)=O)C(C)C)=C1

InChI Identifier

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

InChI Key

UXOWGYHJODZGMF-QORCZRPOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Delta amino acids and derivatives

Alternative Parents

Substituents

Delta amino acid or derivatives
Phenylbutylamine
Beta amino acid or derivatives
Phenol ether
Phenoxy compound
Methoxybenzene
Anisole
Aralkylamine
Alkyl aryl ether
Fatty acyl
Benzenoid
Fatty amide
N-acyl-amine
Monocyclic benzene moiety
Secondary carboxylic acid amide
Secondary alcohol
Primary carboxylic acid amide
Carboxamide group
1,2-aminoalcohol
Ether
Dialkyl ether
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid amide (CHEBI:601027 )
monomethoxybenzene (CHEBI:601027 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0021 g/L	ALOGPS
logP	3.87	ALOGPS
logP	3.12	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	14.56	ChemAxon
pKa (Strongest Basic)	9.57	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	146.13 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	154.32 m³·mol⁻¹	ChemAxon
Polarizability	64.25 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-001c-6393230000-97b551a81f81203eb590	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0a4i-7469235000-e2f24f487b627d936958	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uxr-0700090000-7a3148e765b056fbdbb2	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-3901100000-cb596bd3c4d4c9e1c01f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kr-7911000000-f660df43e70edac0517a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0079-5910000000-d3e40bdba155982e7e43	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00dr-3900000000-8bce7f74c2390532741c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-3900000000-12d8e1ded46f53c83764	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0019-0000950000-e45c32fa4cac95668993	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0v4i-4920100000-82dc644fa438b541d394	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fk9-9810000000-c1c9bdda4686e3e603b1	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-3900000000-f5052afca313a2f0c68b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f9f-7900000000-12cc981f01c6cad986b8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9300000000-a3026b636a234fc9ae1f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-3901100000-c2124c275ccd15a80570	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kr-7911000000-c220003a0ea5dad03825	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0v4i-4920100000-82dc644fa438b541d394	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0019-0000950000-e45c32fa4cac95668993	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fk9-9810000000-c1c9bdda4686e3e603b1	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uxr-0700090000-8bc5ad295a956b9a03d7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0v59-0100190000-edccaa882cf6d1494583	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06du-5222980000-ca6eae1e516509273ed5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-9113000000-f31f900357cbcf26757a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-1000390000-f458496a198165e95ae5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ikc-8262960000-b870004b843afb100552	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0096-9465700000-39d6ecfc74ef81c49d7e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0v7i-1560390000-ff75398ffd268dba9afe	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9135450000-057d7807577cdd57a326	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00gl-9324100000-6f7311112eb70f00f803	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0imi-0000950000-96e2d3568601604d4104	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03ei-0009500000-f668d070bf92a9ef826c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01ox-1009500000-94ee2958f5e63ef9b88e	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
943.0	Log mg/kg	[530:1700]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
296	Angiotensin ii receptor blockers (arbs)	Healthcare, pharmaceuticals & veterinary products	Not Available
297	Agents acting on the renin-angiotensin system	Healthcare, pharmaceuticals & veterinary products	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available

Pathways

1 pathway

Aliskiren Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Renin	Q7M3D2	Oryctolagus cuniculus	Predicted (SEA)	0.0778492
Click to view 3D structure	Renin	Q9TSZ1	Callithrix jacchus	Predicted (SEA)	0.0778492
Click to view 3D structure	Renin	P00797	Humans	Predicted (SEA)	0.856341
Click to view 3D structure	Renin-1	P06281	Mus musculus	Predicted (SEA)	0.155698
Click to view 3D structure	Renin	Q6DLW5	Macaca mulatta	Predicted (SEA)	0.155698
Click to view 3D structure	Cathepsin D	P07339	Humans	Predicted (SEA)	13.7793
Click to view 3D structure	Cathepsin E	P14091	Humans	Predicted (SEA)	8.01847
Click to view 3D structure	Beta-secretase 1	P56817	Humans	Predicted (SEA)	44.3741
Click to view 3D structure	Pepsin A-5	P0DJD9	Humans	Predicted (SEA)	0.856341
Click to view 3D structure	Renin	P08424	Rattus norvegicus	Predicted (SEA)	19.8516
Click to view 3D structure	Protease	Q9YQ12	Human immunodeficiency virus 1	Predicted (SEA)	18.7617
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	1700.07
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	989.931
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	1492.06
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	980.9
Click to view 3D structure	Renin	Q6DLS0	Macaca fascicularis	Predicted (SEA)	0.700643
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	2139.06
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	1863.87
Click to view 3D structure	Alpha-1A adrenergic receptor	P35348	Humans	Predicted (SEA)	1029.17
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	3822.79
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	1652.74
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	1845.73
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	2870.3
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	2386.62
Click to view 3D structure	Beta-2 adrenergic receptor	P07550	Humans	Predicted (SEA)	796.086