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mercaptamine   Click here for help

GtoPdb Ligand ID: 7440

Synonyms: CI-9148 | Cystagon® | Cystaran® | cysteamine hydrochloride | L-1573
Approved drug PDB Ligand
mercaptamine is an approved drug (FDA (1994), EMA (1997))
Compound class: Synthetic organic
Comment: Mercaptamine is the simplest stable aminothiol, and a degradation product of the amino acid cysteine.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Click here for structure editor
Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 64.82
Molecular weight 77.03
XLogP 0.11
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES NCCS
Isomeric SMILES NCCS
InChI InChI=1S/C2H7NS/c3-1-2-4/h4H,1-3H2
InChI Key UFULAYFCSOUIOV-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. EU EMA (1997)  |  US FDA (1994)
IUPAC Name Click here for help
2-Aminoethanethiol
International Nonproprietary Names Click here for help
INN number INN
195 mercaptamine
Synonyms Click here for help
CI-9148 | Cystagon® | Cystaran® | cysteamine hydrochloride | L-1573
Database Links Click here for help
CAS Registry No. 60-23-1
ChEBI CHEBI:17141
ChEMBL Ligand CHEMBL602
DrugBank Ligand DB00847
DrugCentral Ligand 768
GtoPdb PubChem SID 178104012
PubChem CID 6058
RCSB PDB Ligand DHL
Search Google for chemical match using the InChIKey UFULAYFCSOUIOV-UHFFFAOYSA-N
Search Google for chemicals with the same backbone UFULAYFCSOUIOV
Search PubMed clinical trials mercaptamine
Search PubMed titles mercaptamine
Search PubMed titles/abstracts mercaptamine
UniChem Compound Search for chemical match using the InChIKey UFULAYFCSOUIOV-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey UFULAYFCSOUIOV-UHFFFAOYSA-N
Wikipedia Cysteamine