Identification
NameACCLAIM
Accession NumberDB05252
TypeSmall Molecule
GroupsInvestigational
Description

ACCLAIM (organic nitrate combined with L-arginine), is an oral proprietary nitrate therapeutic shown to induce coronary vasodilation while overcoming the significant problem of drug tolerance. ACCLAIM treat chronic angina, the chest pain that occurs from inadequate blood flow to the coronary arteries around the heart.

Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 361.776
Monoisotopic: 361.071700334
Chemical FormulaC18H16ClNO5
InChI KeyPQKBPHSEKWERTG-UHFFFAOYSA-N
InChI
InChI=1S/C18H16ClNO5/c1-3-22-17(21)11(2)23-13-5-7-14(8-6-13)24-18-20-15-9-4-12(19)10-16(15)25-18/h4-11H,3H2,1-2H3
IUPAC Name
ethyl 2-{4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy}propanoate
SMILES
CCOC(=O)C(C)OC1=CC=C(OC2=NC3=C(O2)C=C(Cl)C=C3)C=C1
Pharmacology
Indication

Chronic angina and Coronary Artery Disease

Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action

ACCLAIM is a proprietary combination of nitrate and L-arginine that provides the beneficial cardiovascular effects of nitrates. Combining L-arginine with organic nitrates prevents the endothelial cell's depletion of L-arginine and the associated problem of nitrate tolerance. By eliminating nitrate tolerance, ACCLAIM allows patients to receive the continuous, 24-hour benefit of a potent nitrate product, thus sustaining the desired vasodilation effect.

TargetKindPharmacological actionActionsOrganismUniProt ID
Nitric oxide synthase, inducibleProteinunknownNot AvailableHumanP35228 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organisms
  • Humans and other mammals
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0273 mg/mLALOGPS
logP4.69ALOGPS
logP4.5ChemAxon
logS-4.1ALOGPS
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area70.79 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity89.8 m3·mol-1ChemAxon
Polarizability36.68 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9769
Caco-2 permeable-0.5126
P-glycoprotein substrateNon-substrate0.7053
P-glycoprotein inhibitor INon-inhibitor0.8633
P-glycoprotein inhibitor IINon-inhibitor0.5277
Renal organic cation transporterNon-inhibitor0.8806
CYP450 2C9 substrateNon-substrate0.8137
CYP450 2D6 substrateNon-substrate0.6952
CYP450 3A4 substrateSubstrate0.6476
CYP450 1A2 substrateInhibitor0.8903
CYP450 2C9 inhibitorNon-inhibitor0.5234
CYP450 2D6 inhibitorNon-inhibitor0.8759
CYP450 2C19 inhibitorInhibitor0.5851
CYP450 3A4 inhibitorNon-inhibitor0.633
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9045
Ames testNon AMES toxic0.5402
CarcinogenicityNon-carcinogens0.8986
BiodegradationNot ready biodegradable0.9962
Rat acute toxicity2.2173 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9753
hERG inhibition (predictor II)Non-inhibitor0.8118
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as 2-phenoxypropionic acid esters. These are aromatic compounds hat contain a phenol ether attached to the C2-atom of a phenylpropionic acid ester.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted derivatives
Direct Parent2-phenoxypropionic acid esters
Alternative ParentsPhenoxyacetic acid derivatives / Diarylethers / Benzoxazoles / Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / Aryl chlorides / Oxazoles / Heteroaromatic compounds / Carboxylic acid esters
Substituents2-phenoxypropionic acid ester / Diaryl ether / Phenoxyacetate / Benzoxazole / Phenoxy compound / Phenol ether / Alkyl aryl ether / Aryl chloride / Aryl halide / Azole
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptorsaromatic ether (CHEBI:5008 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Tetrahydrobiopterin binding
Specific Function:
Produces nitric oxide (NO) which is a messenger molecule with diverse functions throughout the body. In macrophages, NO mediates tumoricidal and bactericidal actions. Also has nitrosylase activity and mediates cysteine S-nitrosylation of cytoplasmic target proteins such COX2. As component of the iNOS-S100A8/9 transnitrosylase complex involved in the selective inflammatory stimulus-dependent S-n...
Gene Name:
NOS2
Uniprot ID:
P35228
Molecular Weight:
131116.3 Da
Drug created on November 18, 2007 11:09 / Updated on June 11, 2017 21:00