ContaminantDB: Racecadotril

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 05:11:19 UTC

Update Date

2016-11-09 01:15:47 UTC

Accession Number

CHEM018364

Identification

Common Name

Racecadotril

Class

Small Molecule

Description

Contaminant Sources

STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
N-(3-Acetylmercapto-2-benzylpropanoyl)glycine benzyl ester	MeSH
Retorphan	MeSH
Sinorphan	MeSH
Acetorphan	MeSH
Racecadotril	MeSH
Acetorphan, (R)-isomer	MeSH
Acetorphan, (S)-isomer	MeSH
BP 1.02	ChEMBL
BAY-y-7432S.049Sinorphan	ChEMBL
(2S)-3-(Acetylsulfanyl)-2-benzyl-N-[2-(benzyloxy)-2-oxoethyl]propanimidate	Generator
(2S)-3-(Acetylsulphanyl)-2-benzyl-N-[2-(benzyloxy)-2-oxoethyl]propanimidate	Generator
(2S)-3-(Acetylsulphanyl)-2-benzyl-N-[2-(benzyloxy)-2-oxoethyl]propanimidic acid	Generator

Chemical Formula

C₂₁H₂₃NO₄S

Average Molecular Mass

385.480 g/mol

Monoisotopic Mass

385.135 g/mol

CAS Registry Number

81110-73-8

IUPAC Name

(2S)-3-(acetylsulfanyl)-2-benzyl-N-[2-(benzyloxy)-2-oxoethyl]propanimidic acid

Traditional Name

sinorphan

SMILES

[H][C@](CSC(C)=O)(CC1=CC=CC=C1)C(O)=NCC(=O)OCC1=CC=CC=C1

InChI Identifier

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)/t19-/m1/s1

InChI Key

ODUOJXZPIYUATO-LJQANCHMSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives 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

Substituents

Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Benzyloxycarbonyl
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Benzenoid
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Thiocarboxylic acid ester
Carbothioic s-ester
Monocarboxylic acid or derivatives
Thiocarboxylic acid or derivatives
Sulfenyl compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.003 g/L	ALOGPS
logP	3.43	ALOGPS
logP	3.99	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	5.31	ChemAxon
pKa (Strongest Basic)	1.71	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	75.96 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	106.52 m³·mol⁻¹	ChemAxon
Polarizability	40.88 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01p6-1329000000-a5cbf56c31acae2d4f33	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dm-5954000000-cc93a6be7daeb38598b2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-016v-4900000000-d7bce5fd1ce5c365ba9a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0036-2169000000-47d0b07f79ded0916846	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-6496000000-fcce7e459b4db85ab4e5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9110000000-eb693975924b390bcb25	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

Not Available

PubChem Compound ID

60561

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Racecadotril (CHEM018364)

Structure for CHEM018364: Racecadotril