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

Accession Number
DBSALT001203
Structure
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
KEGG Drug
D06412
ChemSpider
5293624
ChEBI
53777
ChEMBL
CHEMBL3545059
Predicted Properties
PropertyValueSource
Water Solubility0.0021 mg/mLALOGPS
logP3.87ALOGPS
logP3.12Chemaxon
logS-5.4ALOGPS
pKa (Strongest Acidic)14.56Chemaxon
pKa (Strongest Basic)9.57Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area146.13 Å2Chemaxon
Rotatable Bond Count40Chemaxon
Refractivity154.32 m3·mol-1Chemaxon
Polarizability63.3 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon