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Compound InformationSONAR Target prediction
Name:

LOPERAMIDE HYDROCHLORIDE

Unique Identifier:SPE02300241
MolClass: Checkout models in ver1.5 and ver1.0
Molecular Formula:
Molecular Weight:479.228 g/mol
X log p:28.186  (online calculus)
Lipinksi Failures1
TPSA23.55
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptors Count:4
Rotatable Bond Count:8
Canonical Smiles:Cl.CN(C)C(=O)C(CCN1CCC(O)(CC1)c1ccc(Cl)cc1)(c1ccccc1)c1ccccc1
Source:synthetic
Therapeutics:Ca channel blocker
Generic_name:Loperamide
Chemical_iupac_name:4-[4-(4-chlorophenyl)-4-hydroxy-1-piperidyl]-N,N-dimethyl-2,2-diphenyl-butanamide
Drug_type:Approved Drug
Pharmgkb_id:PA450262
Kegg_compound_id:C07080
Drugbank_id:APRD00275
Melting_point:228 oC
H2o_solubility:Slight
Logp:6.249
Cas_registry_number:53179-11-6
Drug_category:Antidiarrheals; ATC:A07DA03; ATC:A07DA05
Indication:For the control and symptomatic relief of acute nonspecific diarrhea and of chronic
diarrhea associated with inflammatory bowel disease or gastroenteritis. Also used
for reducing the volume of discharge from ileostomies.
Pharmacology:Loperamide is a synthetic anti-diarrheal indicated for the control and symptomatic
relief of acute nonspecific diarrhea and of chronic diarrhea associated with
inflammatory bowel disease. Loperamide is also indicated for reducing the volume of
discharge from ileostomies. In man, Loperamide prolongs the transit time of the
intestinal contents. It reduces the daily fecal volume, increases the viscosity and
bulk density, and diminishes the loss of fluid and electrolytes. Tolerance to the
antidiarrheal effect has not been observed. Loperamide is an opioid receptor agonist
and acts on the mu opioid receptors in the myenteric plexus large intestines; it
does not affect the central nervous system like other opioids. It works specifically
by decreasing the activity of the myenteric plexus which decreases the motility of
the circular and longitudinal smooth muscles of the intestinal wall. This increases
the amount of time substances stay in the intestine, allowing for more water to be
absorbed out of the fecal matter. Loperamide also decreases colonic mass movements
and suppresses the gastrocolic reflex.
Mechanism_of_action:In vitro and animal studies show that Loperamide acts by slowing intestinal
motility and by affecting water and electrolyte movement through the bowel.
Loperamide inhibits peristaltic activity by a direct effect on the circular and
longitudinal muscles of the intestinal wall. It is a non-selective calcium channel
blocker and binds to opioid mu-receptors. Evidence also suggests that at higher
concentrations it binds to NMDA receptors and to calmodulin.
Organisms_affected:Humans and other mammals

Found: 2 active | as graph: single | with analogs << Back 1 2
Species: 4932
Condition: BEM2
Replicates: 2
Raw OD Value: r im 0.6656±0.00247487
Normalized OD Score: sc h 0.8425±0.0000796459
Z-Score: -4.6310±0.0760055
p-Value: 0.00000375758
Z-Factor: 0.284536
Fitness Defect: 12.4917
Bioactivity Statement: Active
Experimental Conditions
Library:Spectrum
Plate Number and Position:18|C8
Drug Concentration:50.00 nM
OD Absorbance:600 nm
Robot Temperature:26.90 Celcius
Date:2006-03-25 YYYY-MM-DD
Plate CH Control (+):0.041175±0.00198
Plate DMSO Control (-):0.642425±0.00630
Plate Z-Factor:0.9553
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DBLink | Rows returned: 3
3954 4-[4-(4-chlorophenyl)-4-hydroxy-2,3,5,6-tetrahydropyridin-1-yl]-N,N-dimethyl-2,2-diphenyl-butanamide
3955 4-[4-(4-chlorophenyl)-4-hydroxy-1-piperidyl]-N,N-dimethyl-2,2-diphenyl-butanamide
71420 4-[4-(4-chlorophenyl)-4-hydroxy-1-piperidyl]-N,N-dimethyl-2,2-diphenyl-butanamide hydrochloride

internal high similarity DBLink | Rows returned: 1
LOPAC 00444 1.0000

active | Cluster 16161 | Additional Members: 10 | Rows returned: 4
SPE01505691 0.512820512820513
LOPAC 00317 0.279411764705882
LOPAC 00287 0
SPE01500325 0

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