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Compound InformationSONAR Target prediction
Name:

SIMVASTATIN

Unique Identifier:SPE01504236
MolClass: Checkout models in ver1.5 and ver1.0
Molecular Formula:
Molecular Weight:380.264 g/mol
X log p:5.565  (online calculus)
Lipinksi Failures1
TPSA52.6
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptors Count:5
Rotatable Bond Count:7
Canonical Smiles:CCC(C)(C)C(=O)OC1CC(C)C=C2C=CC(C)C(CCC3CC(O)CC(=O)O3)C12
Source:synthetic
Therapeutics:antihyperlipidemic, HMGCoA reductase inhibitor
Generic_name:Simvastatin
Chemical_iupac_name:[8-[2-(4-hydroxy-6-oxo-tetrahydropyran-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahyd
ronaphthalen-1-yl]2,2-dimethylbutanoate
Drug_type:Approved Drug
Pharmgkb_id:PA451363
Kegg_compound_id:D00434
Drugbank_id:APRD00104
Melting_point:135-138oC
H2o_solubility:0.76 mg/L
Logp:4.937
Cas_registry_number:79902-63-9
Drug_category:Antilipemic Agents; Anticholesteremic Agents; HMG-CoA Reductase Inhibitors;
ATC:C10AA01
Indication:For the treatment of hypercholesterolemia.
Pharmacology:Simvastatin, the methylated form of lovastatin, is an oral antilipemic agent which
inhibits HMG-CoA reductase. simvastatin is used in the treatment of primary
hypercholesterolemia and is effective in reducing total and LDL-cholesterol as well
as plasma triglycerides and apolipoprotein B.
Mechanism_of_action:The 6-membered lactone ring of simvastatin is hydrolyzed in vivo to generate
mevinolinic acid, an active metabolite structurally similar to HMG-CoA
(hydroxymethylglutaryl CoA). Once hydrolyzed, simvastatin competes with HMG-CoA for
HMG-CoA reductase, a hepatic microsomal enzyme. Interference with the activity of
this enzyme reduces the quantity of mevalonic acid, a precursor of cholesterol.
Organisms_affected:Humans and other mammals

Found: 28 active | as graph: single | with analogs [1] << Back 1 2 3 4 5 6 7 8 9 10  Next >> [28]
Species: 4932
Condition: CHS3
Replicates: 2
Raw OD Value: r im 0.5515±0.0226981
Normalized OD Score: sc h 0.8411±0.0245269
Z-Score: -7.3405±0.960044
p-Value: 0.0000000000135375
Z-Factor: 0.119955
Fitness Defect: 25.0256
Bioactivity Statement: Active
Experimental Conditions
Library:SPECMTS3
Plate Number and Position:3|C9
Drug Concentration:50.00 nM
OD Absorbance:600 nm
Robot Temperature:24.00 Celcius
Date:2008-06-20 YYYY-MM-DD
Plate CH Control (+):0.040125±0.00047
Plate DMSO Control (-):0.650575±0.01396
Plate Z-Factor:0.9403
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DBLink | Rows returned: 372 3 4 5 6 7 Next >> 
2854 [8-[2-(4-hydroxy-6-oxo-oxan-2-yl)ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]
2-methylbutanoate
3962 [8-[2-(4-hydroxy-6-oxo-oxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]
2-methylbutanoate
53232 [(1S,3R,7R,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-oxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronap
hthalen-1-yl] (2S)-2-methylbutanoate
54454 [(1S,3R,7R,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-oxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronap
hthalen-1-yl] 2,2-dimethylbutanoate
64715 [(1S,7R,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-oxan-2-yl]ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen
-1-yl] (2S)-2-methylbutanoate
129467 [8-[2-(4-hydroxy-6-oxo-oxan-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]
3-hydroxybutanoate

internal high similarity DBLink | Rows returned: 3
LOPAC 01035 1.0000
SPE01503977 1.0000
SPE01601000 1.0000

nonactive | Cluster 2780 | Additional Members: 9 | Rows returned: 72 Next >> 
SPE01505803 0.452380952380952
LOPAC 01035 0.276315789473684
SPE01601000 0.276315789473684
Prest171 0.211267605633803
LAT006B08 0
SPE01503977 0

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