Aliskiren hemifumarateProduct ingredient for Aliskiren

Name

Aliskiren hemifumarate

Drug Entry

Aliskiren

Aliskiren is the first drug in the renin inhibitor drug class and is used for the treatment of hypertension.⁵ It was developed by Speedel and Novartis and initially approved by the FDA in early 2007.¹⁰ Aliskiren has been proven to efficacious in reducing blood pressure when used alone or in conjunction with other antihypertensive agents.⁵

See full entry for Aliskiren

Accession Number

DBSALT001203

Structure

Similar Structures

Synonyms

Aliskiren fumarate

UNII

C8A0P8G029

CAS Number

173334-58-2

Weight

Average: 1219.61
Monoisotopic: 1218.797831486

Chemical Formula

C₆₄H₁₁₀N₆O₁₆

InChI Key

KLRSDBSKUSSCGU-KRQUFFFQSA-N

InChI

InChI=1S/2C30H53N3O6.C4H4O4/c2*1-19(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;5-3(6)1-2-4(7)8/h2*10-11,15,19-20,22-25,34H,9,12-14,16-18,31H2,1-8H3,(H2,32,36)(H,33,35);1-2H,(H,5,6)(H,7,8)/b;;2-1+/t2*22-,23-,24-,25-;/m00./s1

IUPAC Name

(2E)-but-2-enedioic acid; bis((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)

SMILES

OC(=O)\C=C\C(O)=O.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.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

External Links

KEGG Drug: D06412
ChemSpider: 5293624
ChEBI: 53777
ChEMBL: CHEMBL3545059

Predicted Properties

Property	Value	Source
Water Solubility	0.0021 mg/mL	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	40	Chemaxon
Refractivity	154.32 m³·mol^-1	Chemaxon
Polarizability	63.3 Å³	Chemaxon
Number of Rings	2	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Aliskiren hemifumarateProduct ingredient for Aliskiren

Structure for Aliskiren hemifumarate (DBSALT001203)