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Compound InformationSONAR Target prediction
Name:

ISOSORBIDE DINITRATE

Unique Identifier:SPE01500358
MolClass: Checkout models in ver1.5 and ver1.0
Molecular Formula:
Molecular Weight:228.073 g/mol
X log p:1.018  (online calculus)
Lipinksi Failures0
TPSA123.2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptors Count:2
Rotatable Bond Count:4
Canonical Smiles:[O-][N+](=O)OC1COC2C(COC12)O[N+]([O-])=O
Source:synthetic
Therapeutics:antianginal
Generic_name:Isosorbide Dinitrate
Chemical_iupac_name:4,8-dinitrooxy-2,6-dioxabicyclo[3.3.0]octane
Drug_type:Approved Drug
Pharmgkb_id:PA450125
Kegg_compound_id:C07456
Drugbank_id:APRD00455
Melting_point:70 oC
H2o_solubility:1.089 mg/mL
Logp:-0.53
Cas_registry_number:87-33-2
Drug_category:Vasodilator Agents; Nitrates and Nitrites; ATC:C01DA08; ATC:D03AX08
Indication:For the prevention of angina pectoris due to coronary artery disease.
Pharmacology:Isosorbide Dinitrate is a moderate to long acting oral organic nitrate used for the
relief and prophylactic management of angina pectoris. It relaxes the vascular
smooth muscle and consequent dilatation of peripheral arteries and veins, especially
the latter. Dilatation of the veins promotes peripheral pooling of blood and
decreases venous return to the heart, thereby reducing left ventricular end-
diastolic pressure and pulmonary capillary wedge pressure (preload). Arteriolar
relaxation reduces systemic vascular resistance, systolic arterial pressure, and
mean arterial pressure.
Mechanism_of_action:Similar to other nitrites and organic nitrates, isosorbide dinitrate is converted to
nitric oxide (NO), an active intermediate compound which activates the enzyme
guanylate cyclase (atrial natriuretic peptide receptor A). This stimulates the
synthesis of cyclic guanosine 3-,5--monophosphate (cGMP) which then activates a
series of protein kinase-dependent phosphorylations in the smooth muscle cells,
eventually resulting in the dephosphorylation of the myosin light chain of the
smooth muscle fiber. The subsequent release of calcium ions results in the
relaxation of the smooth muscle cells and vasodilation.
Organisms_affected:Humans and other mammals

Found: 1 active | as graph: single | with analogs
Species: 4932
Condition: MKK1
Replicates: 2
Raw OD Value: r im 0.6925±0.0813173
Normalized OD Score: sc h 0.8375±0.0435895
Z-Score: -4.6773±1.50289
p-Value: 0.000150394
Z-Factor: -0.0834026
Fitness Defect: 8.8023
Bioactivity Statement: Active
Experimental Conditions
Library:Spectrum_ED
Plate Number and Position:3|E6
Drug Concentration:50.00 nM
OD Absorbance:595 nm
Robot Temperature:30.00 Celcius
Date:2010-08-10 YYYY-MM-DD
Plate CH Control (+):0.096±0.01033
Plate DMSO Control (-):0.9650000000000001±0.01547
Plate Z-Factor:0.8823
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DBLink | Rows returned: 142 3 Next >> 
3780 (2-nitrooxy-4,8-dioxabicyclo[3.3.0]oct-6-yl) nitrate
6883 [(1R,2S,5R,6R)-2-nitrooxy-4,8-dioxabicyclo[3.3.0]oct-6-yl] nitrate
27661 [(1R,2R,5R,6S)-6-hydroxy-4,8-dioxabicyclo[3.3.0]oct-2-yl] nitrate
62989 [(1R,2S,5R,6R)-6-hydroxy-4,8-dioxabicyclo[3.3.0]oct-2-yl] nitrate
170113 [(1S,2R,5S,6R)-6-nitrooxy-4,8-dioxabicyclo[3.3.0]oct-2-yl] nitrate
181094 [(1R,2S,5R,6S)-6-hydroxy-4,8-dioxabicyclo[3.3.0]oct-2-yl] nitrate

internal high similarity DBLink | Rows returned: 0

active | Cluster 568 | Additional Members: 2 | Rows returned: 0

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