DrugBank: Thiorphan (DB08626)

targets (1)

Identification

Name

Thiorphan

Accession Number

DB08626 (DB01654)

Type

small molecule

Groups

experimental

Description

A potent inhibitor of membrane metalloendopeptidase (enkephalinase). Thiorphan potentiates morphine-induced analgesia and attenuates naloxone-precipitated withdrawal symptoms.

Structure

Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure

Synonyms

Not Available

Salts

Not Available

Brand names

Name	Company
THIORPHAN

Brand mixtures

Not Available

Categories

Antihypertensive Agents
Protease Inhibitors
Vasodilator Agents
Anti-Arrhythmia Agents

CAS number

76721-89-6

Weight

Average: 253.317
Monoisotopic: 253.077264041

Chemical Formula

C₁₂H₁₅NO₃S

InChI Key

InChIKey=LJJKNPQAGWVLDQ-SNVBAGLBSA-N

InChI

InChI=1S/C12H15NO3S/c14-11(15)7-13-12(16)10(8-17)6-9-4-2-1-3-5-9/h1-5,10,17H,6-8H2,(H,13,16)(H,14,15)/t10-/m1/s1

Plain Text

IUPAC Name

2-[(2S)-2-benzyl-3-sulfanylpropanamido]acetic acid

SMILES

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

Plain Text

Mass Spec

Not Available

Taxonomy

Kingdom

Not Available

Classes

Not Available

Substructures

Not Available

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

Pharmacoeconomics

Manufacturers

Not Available

Packagers

Not Available

Dosage forms

Not Available

Prices

Not Available

Patents

Not Available

Properties

State

solid

Experimental Properties

Not Available

Predicted Properties

Property	Value	Source
water solubility	4.45e-01 g/l	ALOGPS
logP	1.78	ALOGPS
logP	1.46	ChemAxon
logS	-2.8	ALOGPS
pKa (strongest acidic)	4.02	ChemAxon
pKa (strongest basic)	-1.8	ChemAxon
physiological charge	-1	ChemAxon
hydrogen acceptor count	3	ChemAxon
hydrogen donor count	3	ChemAxon
polar surface area	66.4	ChemAxon
rotatable bond count	6	ChemAxon
refractivity	67.15	ChemAxon
polarizability	25.93	ChemAxon

References

Synthesis Reference

Not Available

General Reference

Not Available

External Links

Resource	Link
KEGG Compound	C01619
PubChem Compound	4369380
PubChem Substance	99445097
ChemSpider	3571959
BindingDB	21641
HET	TIO
Wikipedia	http://en.wikipedia.org/wiki/Thiorphan

ATC Codes

Not Available

AHFS Codes

Not Available

PDB Entries

1DMT

FDA label

Not Available

MSDS

Not Available

Interactions

Drug Interactions

Not Available

Food Interactions

Not Available

Targets
1. Neprilysin Pharmacological action: unknown Actions: inhibitor Thermolysin-like specificity, but is almost confined on acting on polypeptides of up to 30 amino acids. Biologically important in the destruction of opioid peptides such as Met- and Leu-enkephalins by cleavage of a Gly-Phe bond. Involved in the degradation of atrial natriuretic factor (ANF) Organism class: human UniProt ID: P08473 Gene: MME Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report References: Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. Pubmed

Targets

1. Neprilysin

Pharmacological action: unknown
Actions: inhibitor

Thermolysin-like specificity, but is almost confined on acting on polypeptides of up to 30 amino acids. Biologically important in the destruction of opioid peptides such as Met- and Leu-enkephalins by cleavage of a Gly-Phe bond. Involved in the degradation of atrial natriuretic factor (ANF)

Organism class: human
UniProt ID: P08473 Link_out

Gene: MME

Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. Pubmed

Comments

Drug created on September 15, 2010 15:33 / Updated on February 08, 2013 16:27