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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:52 UTC
Update Date2022-03-07 02:51:58 UTC
HMDB IDHMDB0015387
Secondary Accession Numbers
  • HMDB15387
Metabolite Identification
Common NameAliskiren
DescriptionAliskiren is only found in individuals that have used or taken this drug. It is a renin inhibitor. It was approved by the U.S. Food and Drug Administration in 2007 for the treatment of hypertension.Renin is secreted by the kidney in response to decreases in blood volume and renal perfusion. Renin cleaves angiotensinogen to form the inactive decapeptide angiotensin I (Ang I). Ang I is converted to the active octapeptide angiotensin II (Ang II) by angiotensin-converting enzyme (ACE) and non-ACE pathways. Ang II is a powerful vasoconstrictor and leads to the release of catecholamines from the adrenal medulla and prejunctional nerve endings. It also promotes aldosterone secretion and sodium reabsorption. Together, these effects increase blood pressure. Ang II also inhibits renin release, thus providing a negative feedback to the system. This cycle, from renin through angiotensin to aldosterone and its associated negative feedback loop, is known as the renin-angiotensin-aldosterone system (RAAS). Aliskiren is a direct renin inhibitor, decreasing plasma renin activity (PRA) and inhibiting the conversion of angiotensinogen to Ang I. Whether aliskiren affects other RAAS components, e.g., ACE or non-ACE pathways, is not known. All agents that inhibit the RAAS, including renin inhibitors, suppress the negative feedback loop, leading to a compensatory rise in plasma renin concentration. When this rise occurs during treatment with ACE inhibitors and ARBs, the result is increased levels of PRA. During treatment with aliskiren, however, the effect of increased renin levels is blocked, so that PRA, Ang I and Ang II are all reduced, whether aliskiren is used as monotherapy or in combination with other antihypertensive agents. PRA reductions in clinical trials ranged from approximately 50%-80%, were not dose-related and did not correlate with blood pressure reductions. The clinical implications of the differences in effect on PRA are not known.
Structure
Data?1582753291
Synonyms
ValueSource
SPP 100ChEBI
RasilezKegg
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 hemifumarateHMDB
TekturnaHMDB
Chemical FormulaC30H53N3O6
Average Molecular Weight551.7583
Monoisotopic Molecular Weight551.393436443
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 Namealiskiren
CAS Registry Number173334-57-1
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 KeyUXOWGYHJODZGMF-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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDelta 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 FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0021 g/LNot Available
LogP3.3Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available226.264http://allccs.zhulab.cn/database/detail?ID=AllCCS00001293
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0021 g/LALOGPS
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 ŲChemAxon
Rotatable Bond Count19ChemAxon
Refractivity154.32 m³·mol⁻¹ChemAxon
Polarizability64.25 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+230.05131661259
DarkChem[M-H]-225.19731661259
DeepCCS[M+H]+238.56630932474
DeepCCS[M-H]-236.74130932474
DeepCCS[M-2H]-269.98330932474
DeepCCS[M+Na]+244.17230932474
AllCCS[M+H]+236.432859911
AllCCS[M+H-H2O]+235.132859911
AllCCS[M+NH4]+237.532859911
AllCCS[M+Na]+237.832859911
AllCCS[M-H]-228.632859911
AllCCS[M+Na-2H]-232.632859911
AllCCS[M+HCOO]-237.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
AliskirenCOCCCOC1=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)=C14556.4Standard polar33892256
AliskirenCOCCCOC1=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)=C13679.0Standard non polar33892256
AliskirenCOCCCOC1=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)=C14057.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Aliskiren,1TMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3922.9Semi standard non polar33892256
Aliskiren,1TMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)C(C)C)=CC=C1OC4030.6Semi standard non polar33892256
Aliskiren,1TMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3932.6Semi standard non polar33892256
Aliskiren,1TMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3907.3Semi standard non polar33892256
Aliskiren,2TMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3879.5Semi standard non polar33892256
Aliskiren,2TMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3628.6Standard non polar33892256
Aliskiren,2TMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC5546.4Standard polar33892256
Aliskiren,2TMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3841.1Semi standard non polar33892256
Aliskiren,2TMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3623.3Standard non polar33892256
Aliskiren,2TMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC5132.6Standard polar33892256
Aliskiren,2TMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3840.8Semi standard non polar33892256
Aliskiren,2TMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3625.4Standard non polar33892256
Aliskiren,2TMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC5897.1Standard polar33892256
Aliskiren,2TMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3947.4Semi standard non polar33892256
Aliskiren,2TMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3709.7Standard non polar33892256
Aliskiren,2TMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC4874.3Standard polar33892256
Aliskiren,2TMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC4050.4Semi standard non polar33892256
Aliskiren,2TMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC3740.2Standard non polar33892256
Aliskiren,2TMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC5600.4Standard polar33892256
Aliskiren,2TMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3900.5Semi standard non polar33892256
Aliskiren,2TMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3721.8Standard non polar33892256
Aliskiren,2TMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC5525.5Standard polar33892256
Aliskiren,2TMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3833.8Semi standard non polar33892256
Aliskiren,2TMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3701.5Standard non polar33892256
Aliskiren,2TMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC5237.8Standard polar33892256
Aliskiren,2TMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC4000.7Semi standard non polar33892256
Aliskiren,2TMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3746.0Standard non polar33892256
Aliskiren,2TMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC5254.1Standard polar33892256
Aliskiren,3TMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3864.4Semi standard non polar33892256
Aliskiren,3TMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3727.9Standard non polar33892256
Aliskiren,3TMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC4565.8Standard polar33892256
Aliskiren,3TMS,isomer #10COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3934.9Semi standard non polar33892256
Aliskiren,3TMS,isomer #10COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3839.9Standard non polar33892256
Aliskiren,3TMS,isomer #10COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC5035.5Standard polar33892256
Aliskiren,3TMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@@H]([C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC4028.0Semi standard non polar33892256
Aliskiren,3TMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@@H]([C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC3728.8Standard non polar33892256
Aliskiren,3TMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@@H]([C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC5396.8Standard polar33892256
Aliskiren,3TMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3831.1Semi standard non polar33892256
Aliskiren,3TMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3724.1Standard non polar33892256
Aliskiren,3TMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC5318.8Standard polar33892256
Aliskiren,3TMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3803.2Semi standard non polar33892256
Aliskiren,3TMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3703.9Standard non polar33892256
Aliskiren,3TMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC4910.2Standard polar33892256
Aliskiren,3TMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3944.5Semi standard non polar33892256
Aliskiren,3TMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3739.8Standard non polar33892256
Aliskiren,3TMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC4909.5Standard polar33892256
Aliskiren,3TMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC3986.8Semi standard non polar33892256
Aliskiren,3TMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC3800.1Standard non polar33892256
Aliskiren,3TMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC4677.9Standard polar33892256
Aliskiren,3TMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3875.3Semi standard non polar33892256
Aliskiren,3TMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3787.4Standard non polar33892256
Aliskiren,3TMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC4633.6Standard polar33892256
Aliskiren,3TMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC4014.7Semi standard non polar33892256
Aliskiren,3TMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3828.2Standard non polar33892256
Aliskiren,3TMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC4625.9Standard polar33892256
Aliskiren,3TMS,isomer #9COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC3968.6Semi standard non polar33892256
Aliskiren,3TMS,isomer #9COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC3830.7Standard non polar33892256
Aliskiren,3TMS,isomer #9COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC5371.5Standard polar33892256
Aliskiren,4TMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@@H]([C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC4006.4Semi standard non polar33892256
Aliskiren,4TMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@@H]([C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC3810.3Standard non polar33892256
Aliskiren,4TMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@@H]([C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C)C(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC4391.6Standard polar33892256
Aliskiren,4TMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3831.3Semi standard non polar33892256
Aliskiren,4TMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3809.1Standard non polar33892256
Aliskiren,4TMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC4332.6Standard polar33892256
Aliskiren,4TMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3964.7Semi standard non polar33892256
Aliskiren,4TMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3844.7Standard non polar33892256
Aliskiren,4TMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC4314.2Standard polar33892256
Aliskiren,4TMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@@H]([C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC4009.1Semi standard non polar33892256
Aliskiren,4TMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@@H]([C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC3820.6Standard non polar33892256
Aliskiren,4TMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@@H]([C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC5178.4Standard polar33892256
Aliskiren,4TMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3924.1Semi standard non polar33892256
Aliskiren,4TMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC3832.7Standard non polar33892256
Aliskiren,4TMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)=CC=C1OC4708.6Standard polar33892256
Aliskiren,4TMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC3973.6Semi standard non polar33892256
Aliskiren,4TMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC3885.2Standard non polar33892256
Aliskiren,4TMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C)[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC4454.1Standard polar33892256
Aliskiren,4TMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC4122.1Semi standard non polar33892256
Aliskiren,4TMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC3924.7Standard non polar33892256
Aliskiren,4TMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(C)C)=CC=C1OC4433.9Standard polar33892256
Aliskiren,4TMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3962.9Semi standard non polar33892256
Aliskiren,4TMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC3921.6Standard non polar33892256
Aliskiren,4TMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C(C)C)C(C)C)=CC=C1OC4396.1Standard polar33892256
Aliskiren,1TBDMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4159.1Semi standard non polar33892256
Aliskiren,1TBDMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)C(C)C)=CC=C1OC4260.6Semi standard non polar33892256
Aliskiren,1TBDMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4176.1Semi standard non polar33892256
Aliskiren,1TBDMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4167.5Semi standard non polar33892256
Aliskiren,2TBDMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4323.5Semi standard non polar33892256
Aliskiren,2TBDMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC3953.8Standard non polar33892256
Aliskiren,2TBDMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC5522.2Standard polar33892256
Aliskiren,2TBDMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4300.8Semi standard non polar33892256
Aliskiren,2TBDMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC3936.9Standard non polar33892256
Aliskiren,2TBDMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC5130.5Standard polar33892256
Aliskiren,2TBDMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4336.7Semi standard non polar33892256
Aliskiren,2TBDMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC3957.4Standard non polar33892256
Aliskiren,2TBDMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC5857.9Standard polar33892256
Aliskiren,2TBDMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4404.2Semi standard non polar33892256
Aliskiren,2TBDMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4008.1Standard non polar33892256
Aliskiren,2TBDMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4922.2Standard polar33892256
Aliskiren,2TBDMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4525.8Semi standard non polar33892256
Aliskiren,2TBDMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4027.0Standard non polar33892256
Aliskiren,2TBDMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC5552.3Standard polar33892256
Aliskiren,2TBDMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4393.2Semi standard non polar33892256
Aliskiren,2TBDMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4037.4Standard non polar33892256
Aliskiren,2TBDMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC5527.9Standard polar33892256
Aliskiren,2TBDMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4318.5Semi standard non polar33892256
Aliskiren,2TBDMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4009.5Standard non polar33892256
Aliskiren,2TBDMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC5241.8Standard polar33892256
Aliskiren,2TBDMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4462.6Semi standard non polar33892256
Aliskiren,2TBDMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4026.6Standard non polar33892256
Aliskiren,2TBDMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC5221.9Standard polar33892256
Aliskiren,3TBDMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4470.4Semi standard non polar33892256
Aliskiren,3TBDMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4166.5Standard non polar33892256
Aliskiren,3TBDMS,isomer #1COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4704.3Standard polar33892256
Aliskiren,3TBDMS,isomer #10COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4606.5Semi standard non polar33892256
Aliskiren,3TBDMS,isomer #10COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4264.0Standard non polar33892256
Aliskiren,3TBDMS,isomer #10COCCCOC1=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC5066.8Standard polar33892256
Aliskiren,3TBDMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@@H]([C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4712.4Semi standard non polar33892256
Aliskiren,3TBDMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@@H]([C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4163.6Standard non polar33892256
Aliskiren,3TBDMS,isomer #2COCCCOC1=CC(C[C@@H](C[C@@H]([C@H](C[C@H](C(=O)NCC(C)(C)C(N)=O)C(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC5372.0Standard polar33892256
Aliskiren,3TBDMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4512.9Semi standard non polar33892256
Aliskiren,3TBDMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4180.8Standard non polar33892256
Aliskiren,3TBDMS,isomer #3COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@H](C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC5338.9Standard polar33892256
Aliskiren,3TBDMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4480.5Semi standard non polar33892256
Aliskiren,3TBDMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4149.2Standard non polar33892256
Aliskiren,3TBDMS,isomer #4COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4980.9Standard polar33892256
Aliskiren,3TBDMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4611.0Semi standard non polar33892256
Aliskiren,3TBDMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4164.4Standard non polar33892256
Aliskiren,3TBDMS,isomer #5COCCCOC1=CC(C[C@@H](C[C@H](N)[C@H](C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)O[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4943.3Standard polar33892256
Aliskiren,3TBDMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)C(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4692.7Semi standard non polar33892256
Aliskiren,3TBDMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)C(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4228.0Standard non polar33892256
Aliskiren,3TBDMS,isomer #6COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)C(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4770.0Standard polar33892256
Aliskiren,3TBDMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4530.2Semi standard non polar33892256
Aliskiren,3TBDMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4231.9Standard non polar33892256
Aliskiren,3TBDMS,isomer #7COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(=O)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4775.7Standard polar33892256
Aliskiren,3TBDMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4701.2Semi standard non polar33892256
Aliskiren,3TBDMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4250.8Standard non polar33892256
Aliskiren,3TBDMS,isomer #8COCCCOC1=CC(C[C@@H](C[C@H](N[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](C(=O)NCC(C)(C)C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)C(C)C)=CC=C1OC4729.3Standard polar33892256
Aliskiren,3TBDMS,isomer #9COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C(C)(C)C)C(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4691.2Semi standard non polar33892256
Aliskiren,3TBDMS,isomer #9COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C(C)(C)C)C(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC4257.7Standard non polar33892256
Aliskiren,3TBDMS,isomer #9COCCCOC1=CC(C[C@@H](C[C@@H]([C@@H](O)C[C@H](C(=O)N(CC(C)(C)C(N)=O)[Si](C)(C)C(C)(C)C)C(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)C)=CC=C1OC5383.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Aliskiren GC-MS (Non-derivatized) - 70eV, Positivesplash10-001c-6393230000-97b551a81f81203eb5902017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aliskiren GC-MS (1 TMS) - 70eV, Positivesplash10-0a4i-7469235000-e2f24f487b627d9369582017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aliskiren GC-MS ("Aliskiren,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-10-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aliskiren GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aliskiren GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aliskiren GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aliskiren GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aliskiren GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aliskiren GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aliskiren GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-10-15Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren LC-ESI-QFT , negative-QTOFsplash10-0uxr-0700090000-7a3148e765b056fbdbb22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren LC-ESI-QFT , negative-QTOFsplash10-014i-3901100000-cb596bd3c4d4c9e1c01f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren LC-ESI-QFT , negative-QTOFsplash10-00kr-7911000000-f660df43e70edac0517a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren LC-ESI-QFT , negative-QTOFsplash10-0079-5910000000-d3e40bdba155982e7e432017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren LC-ESI-QFT , negative-QTOFsplash10-00dr-3900000000-8bce7f74c2390532741c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren LC-ESI-QFT , negative-QTOFsplash10-00di-3900000000-12d8e1ded46f53c837642017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren LC-ESI-QFT , positive-QTOFsplash10-0019-0000950000-e45c32fa4cac956689932017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren LC-ESI-QFT , positive-QTOFsplash10-0v4i-4920100000-82dc644fa438b541d3942017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren LC-ESI-QFT , positive-QTOFsplash10-0fk9-9810000000-c1c9bdda4686e3e603b12017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren LC-ESI-QFT , positive-QTOFsplash10-0udi-3900000000-f5052afca313a2f0c68b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren LC-ESI-QFT , positive-QTOFsplash10-0f9f-7900000000-12cc981f01c6cad986b82017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren LC-ESI-QFT , positive-QTOFsplash10-0006-9300000000-a3026b636a234fc9ae1f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren 30V, Negative-QTOFsplash10-014i-3901100000-c2124c275ccd15a805702021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren 45V, Negative-QTOFsplash10-00kr-7911000000-c220003a0ea5dad038252021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren 30V, Positive-QTOFsplash10-0v4i-4920100000-82dc644fa438b541d3942021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren 15V, Positive-QTOFsplash10-0019-0000950000-e45c32fa4cac956689932021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren 45V, Positive-QTOFsplash10-0fk9-9810000000-c1c9bdda4686e3e603b12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aliskiren 15V, Negative-QTOFsplash10-0uxr-0700090000-8bc5ad295a956b9a03d72021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aliskiren 10V, Positive-QTOFsplash10-0v59-0100190000-edccaa882cf6d14945832016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aliskiren 20V, Positive-QTOFsplash10-06du-5222980000-ca6eae1e516509273ed52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aliskiren 40V, Positive-QTOFsplash10-00di-9113000000-f31f900357cbcf26757a2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aliskiren 10V, Negative-QTOFsplash10-0udi-1000390000-f458496a198165e95ae52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aliskiren 20V, Negative-QTOFsplash10-0ikc-8262960000-b870004b843afb1005522016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aliskiren 40V, Negative-QTOFsplash10-0096-9465700000-39d6ecfc74ef81c49d7e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aliskiren 10V, Positive-QTOFsplash10-0v7i-1560390000-ff75398ffd268dba9afe2021-10-11Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01258 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01258 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB09026
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4591452
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAliskiren
METLIN IDNot Available
PubChem Compound5493444
PDB IDC41
ChEBI ID601027
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Vaidyanathan S, Jarugula V, Dieterich HA, Howard D, Dole WP: Clinical pharmacokinetics and pharmacodynamics of aliskiren. Clin Pharmacokinet. 2008;47(8):515-31. [PubMed:18611061 ]
  2. Gradman AH, Schmieder RE, Lins RL, Nussberger J, Chiang Y, Bedigian MP: Aliskiren, a novel orally effective renin inhibitor, provides dose-dependent antihypertensive efficacy and placebo-like tolerability in hypertensive patients. Circulation. 2005 Mar 1;111(8):1012-8. Epub 2005 Feb 21. [PubMed:15723979 ]
  3. Staessen JA, Li Y, Richart T: Oral renin inhibitors. Lancet. 2006 Oct 21;368(9545):1449-56. [PubMed:17055947 ]

Enzymes

General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:
CYP3A4
Uniprot ID:
P08684
Molecular weight:
57255.585
References
  1. Vaidyanathan S, Jarugula V, Dieterich HA, Howard D, Dole WP: Clinical pharmacokinetics and pharmacodynamics of aliskiren. Clin Pharmacokinet. 2008;47(8):515-31. [PubMed:18611061 ]
General function:
Involved in aspartic-type endopeptidase activity
Specific function:
Renin is a highly specific endopeptidase, whose only known function is to generate angiotensin I from angiotensinogen in the plasma, initiating a cascade of reactions that produce an elevation of blood pressure and increased sodium retention by the kidney
Gene Name:
REN
Uniprot ID:
P00797
Molecular weight:
45057.1
References
  1. Nussberger J, Wuerzner G, Jensen C, Brunner HR: Angiotensin II suppression in humans by the orally active renin inhibitor Aliskiren (SPP100): comparison with enalapril. Hypertension. 2002 Jan;39(1):E1-8. [PubMed:11799102 ]
  2. Wood JM, Maibaum J, Rahuel J, Grutter MG, Cohen NC, Rasetti V, Ruger H, Goschke R, Stutz S, Fuhrer W, Schilling W, Rigollier P, Yamaguchi Y, Cumin F, Baum HP, Schnell CR, Herold P, Mah R, Jensen C, O'Brien E, Stanton A, Bedigian MP: Structure-based design of aliskiren, a novel orally effective renin inhibitor. Biochem Biophys Res Commun. 2003 Sep 5;308(4):698-705. [PubMed:12927775 ]
  3. Menard J, Guyene TT, Peyrard S, Azizi M: Conformational changes in prorenin during renin inhibition in vitro and in vivo. J Hypertens. 2006 Mar;24(3):529-34. [PubMed:16467656 ]
  4. Azizi M, Webb R, Nussberger J, Hollenberg NK: Renin inhibition with aliskiren: where are we now, and where are we going? J Hypertens. 2006 Feb;24(2):243-56. [PubMed:16508564 ]
  5. Gradman AH, Vivas Y: New drugs for hypertension: what do they offer? Curr Hypertens Rep. 2006 Oct;8(5):425-32. [PubMed:16965731 ]
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]