Racecadotril

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Racecadotril
Accession Number
DB11696
Type
Small Molecule
Groups
Investigational
Description

Racecadotril has been investigated for the basic science and treatment of Diarrhea, Acute Diarrhea, and Acute Gastroenteritis.

Structure
Thumb
Synonyms
Not Available
Categories
UNII
76K53XP4TO
CAS number
81110-73-8
Weight
Average: 385.48
Monoisotopic: 385.134779399
Chemical Formula
C21H23NO4S
InChI Key
ODUOJXZPIYUATO-UHFFFAOYSA-N
InChI
InChI=1S/C21H23NO4S/c1-16(23)27-15-19(12-17-8-4-2-5-9-17)21(25)22-13-20(24)26-14-18-10-6-3-7-11-18/h2-11,19H,12-15H2,1H3,(H,22,25)
IUPAC Name
benzyl 2-{2-[(acetylsulfanyl)methyl]-3-phenylpropanamido}acetate
SMILES
CC(=O)SCC(CC1=CC=CC=C1)C(=O)NCC(=O)OCC1=CC=CC=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
AbacavirThe serum concentration of Abacavir can be decreased when it is combined with Racecadotril.Approved, Investigational
AlfuzosinThe serum concentration of Alfuzosin can be increased when it is combined with Racecadotril.Approved, Investigational
AlprazolamThe serum concentration of Alprazolam can be increased when it is combined with Racecadotril.Approved, Illicit, Investigational
Ambroxol acefyllinateThe serum concentration of Ambroxol acefyllinate can be decreased when it is combined with Racecadotril.Experimental, Investigational
AmineptineThe serum concentration of Amineptine can be increased when it is combined with Racecadotril.Illicit, Withdrawn
AminophyllineThe serum concentration of Aminophylline can be decreased when it is combined with Racecadotril.Approved
AmitriptylineThe serum concentration of Amitriptyline can be increased when it is combined with Racecadotril.Approved
AmitriptylinoxideThe serum concentration of Amitriptylinoxide can be increased when it is combined with Racecadotril.Approved, Investigational
AmoxapineThe serum concentration of Amoxapine can be increased when it is combined with Racecadotril.Approved
BoceprevirThe serum concentration of Racecadotril can be decreased when it is combined with Boceprevir.Approved, Withdrawn
BromocriptineThe serum concentration of Bromocriptine can be increased when it is combined with Racecadotril.Approved, Investigational
ButriptylineThe serum concentration of Butriptyline can be increased when it is combined with Racecadotril.Approved
CabergolineThe serum concentration of Cabergoline can be increased when it is combined with Racecadotril.Approved
CarbamazepineThe metabolism of Racecadotril can be increased when combined with Carbamazepine.Approved, Investigational
ClarithromycinThe therapeutic efficacy of Clarithromycin can be decreased when used in combination with Racecadotril.Approved
ClomipramineThe serum concentration of Clomipramine can be increased when it is combined with Racecadotril.Approved, Investigational, Vet Approved
CyclophosphamideThe risk or severity of adverse effects can be increased when Racecadotril is combined with Cyclophosphamide.Approved, Investigational
CyclosporineThe serum concentration of Cyclosporine can be increased when it is combined with Racecadotril.Approved, Investigational, Vet Approved
DelavirdineThe serum concentration of Delavirdine can be decreased when it is combined with Racecadotril.Approved
DesipramineThe serum concentration of Desipramine can be increased when it is combined with Racecadotril.Approved, Investigational
DibenzepinThe serum concentration of Dibenzepin can be increased when it is combined with Racecadotril.Experimental
DiethylstilbestrolThe serum concentration of Diethylstilbestrol can be decreased when it is combined with Racecadotril.Approved, Investigational
DigoxinThe serum concentration of Digoxin can be increased when it is combined with Racecadotril.Approved
DihydroergotamineThe serum concentration of Dihydroergotamine can be increased when it is combined with Racecadotril.Approved, Investigational
DiltiazemThe metabolism of Diltiazem can be decreased when combined with Racecadotril.Approved, Investigational
DimetacrineThe serum concentration of Dimetacrine can be increased when it is combined with Racecadotril.Approved, Withdrawn
DosulepinThe serum concentration of Dosulepin can be increased when it is combined with Racecadotril.Approved
DoxepinThe serum concentration of Doxepin can be increased when it is combined with Racecadotril.Approved, Investigational
DyphyllineThe serum concentration of Dyphylline can be decreased when it is combined with Racecadotril.Approved
EnfuvirtideThe serum concentration of Enfuvirtide can be increased when it is combined with Racecadotril.Approved, Investigational
Ergoloid mesylateThe serum concentration of Ergoloid mesylate can be increased when it is combined with Racecadotril.Approved
ErgonovineThe serum concentration of Ergonovine can be increased when it is combined with Racecadotril.Approved
ErgotamineThe serum concentration of Ergotamine can be increased when it is combined with Racecadotril.Approved
EstradiolThe serum concentration of Estradiol can be decreased when it is combined with Racecadotril.Approved, Investigational, Vet Approved
Estradiol cypionateThe serum concentration of Estradiol cypionate can be decreased when it is combined with Racecadotril.Approved, Investigational, Vet Approved
Estradiol valerateThe serum concentration of Estradiol valerate can be decreased when it is combined with Racecadotril.Approved, Investigational, Vet Approved
Ethinyl EstradiolThe serum concentration of Ethinyl Estradiol can be decreased when it is combined with Racecadotril.Approved
EtravirineThe serum concentration of Etravirine can be decreased when it is combined with Racecadotril.Approved
GarlicThe serum concentration of Racecadotril can be decreased when it is combined with Garlic.Approved, Nutraceutical
ImipramineThe serum concentration of Imipramine can be increased when it is combined with Racecadotril.Approved
IprindoleThe serum concentration of Iprindole can be increased when it is combined with Racecadotril.Experimental
LofepramineThe serum concentration of Lofepramine can be increased when it is combined with Racecadotril.Experimental
LovastatinThe serum concentration of Lovastatin can be increased when it is combined with Racecadotril.Approved, Investigational
MelitracenThe serum concentration of Melitracen can be increased when it is combined with Racecadotril.Experimental, Investigational
MestranolThe serum concentration of Mestranol can be decreased when it is combined with Racecadotril.Approved
MethylergometrineThe serum concentration of Methylergometrine can be increased when it is combined with Racecadotril.Approved
MidazolamThe serum concentration of Midazolam can be increased when it is combined with Racecadotril.Approved, Illicit
NefazodoneThe serum concentration of Nefazodone can be increased when it is combined with Racecadotril.Approved, Withdrawn
NortriptylineThe serum concentration of Nortriptyline can be increased when it is combined with Racecadotril.Approved
OpipramolThe serum concentration of Opipramol can be increased when it is combined with Racecadotril.Investigational
PethidineThe risk or severity of adverse effects can be increased when Racecadotril is combined with Pethidine.Approved
ProtriptylineThe serum concentration of Protriptyline can be increased when it is combined with Racecadotril.Approved
RiociguatThe serum concentration of Riociguat can be increased when it is combined with Racecadotril.Approved
SildenafilThe serum concentration of Sildenafil can be increased when it is combined with Racecadotril.Approved, Investigational
SimvastatinThe serum concentration of Simvastatin can be increased when it is combined with Racecadotril.Approved
St. John's WortThe metabolism of Racecadotril can be increased when combined with St. John's Wort.Approved, Investigational, Nutraceutical
TacrolimusThe metabolism of Tacrolimus can be decreased when combined with Racecadotril.Approved, Investigational
TemsirolimusThe risk or severity of adverse effects can be increased when Racecadotril is combined with Temsirolimus.Approved
TheophyllineThe serum concentration of Theophylline can be decreased when it is combined with Racecadotril.Approved
TianeptineThe serum concentration of Tianeptine can be increased when it is combined with Racecadotril.Approved, Investigational
TipranavirThe serum concentration of Racecadotril can be decreased when it is combined with Tipranavir.Approved, Investigational
TriazolamThe serum concentration of Triazolam can be increased when it is combined with Racecadotril.Approved, Investigational
TrimipramineThe serum concentration of Trimipramine can be increased when it is combined with Racecadotril.Approved
Valproic AcidThe serum concentration of Valproic Acid can be decreased when it is combined with Racecadotril.Approved, Investigational
VerapamilThe metabolism of Verapamil can be decreased when combined with Racecadotril.Approved
ZidovudineThe serum concentration of Zidovudine can be decreased when it is combined with Racecadotril.Approved
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
107751
PubChem Substance
347828061
ChemSpider
96913
ChEBI
91508
ChEMBL
CHEMBL2103772
Wikipedia
Racecadotril
ATC Codes
A07XA04 — Racecadotril

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1CompletedNot AvailableHealthy Male Volunteers1
1CompletedBasic ScienceAntidiarrheals1
1CompletedBasic ScienceDiarrhea1
3CompletedTreatmentDiarrhea1
4CompletedTreatmentAcute Diarrhoea / Acute Gastroenteritis1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00176 mg/mLALOGPS
logP2.72ALOGPS
logP3.17ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)12.6ChemAxon
pKa (Strongest Basic)-2.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.47 Å2ChemAxon
Rotatable Bond Count11ChemAxon
Refractivity106 m3·mol-1ChemAxon
Polarizability40.84 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
MS/MS Spectrum - , positiveLC-MS/MSsplash10-014l-1295000000-b84f3c2b1498077b2476
MS/MS Spectrum - , positiveLC-MS/MSsplash10-014l-1395000000-c4e257557748aee5583a

Taxonomy

Description
This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
N-acyl-alpha amino acids and derivatives
Alternative Parents
Alpha amino acid esters / Benzyloxycarbonyls / Thioesters / Carboxylic acid esters / Carbothioic S-esters / Sulfenyl compounds / Propargyl-type 1,3-dipolar organic compounds / Monocarboxylic acids and derivatives / Carboximidic acids / Organopnictogen compounds
show 4 more
Substituents
Alpha-amino acid ester / N-acyl-alpha amino acid or derivatives / Benzyloxycarbonyl / Monocyclic benzene moiety / Benzenoid / Carboxylic acid ester / Carbothioic s-ester / Thiocarboxylic acid ester / Carboximidic acid / Carboximidic acid derivative
show 15 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Drug created on October 20, 2016 14:40 / Updated on June 02, 2018 08:29