argatroban   Click here for help

GtoPdb Ligand ID: 6385

Synonyms: DK-7419 | GN-1600 | Gn1600 | MCI-9038 | MD-805
Approved drug
argatroban is an approved drug (FDA (2000))
Compound class: Synthetic organic
Comment: Prescription is by the INN argatroban as there are no brand names. The INN-assigned compound consists of two epimers, and the version we show here matches the structure and stereochemistry in the INN document but does not specify the epimer. One of the epimers is listed on PubChem as CID 152951.
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species

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argatroban is commercially available from our sponsors

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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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 CDK toolkit. 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 11
Hydrogen bond donors 5
Rotatable bonds 10
Topological polar surface area 188.59
Molecular weight 508.25
XLogP -0.35
No. Lipinski's rules broken 1
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.

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Canonical SMILES NC(=NCCCC(C(=O)N1CCC(CC1C(=O)O)C)NS(=O)(=O)c1cccc2c1NCC(C2)C)N
Isomeric SMILES NC(=NCCC[C@@H](C(=O)N1CC[C@H](C[C@@H]1C(=O)O)C)NS(=O)(=O)c1cccc2c1NCC(C2)C)N
InChI InChI=1S/C23H36N6O5S/c1-14-8-10-29(18(12-14)22(31)32)21(30)17(6-4-9-26-23(24)25)28-35(33,34)19-7-3-5-16-11-15(2)13-27-20(16)19/h3,5,7,14-15,17-18,27-28H,4,6,8-13H2,1-2H3,(H,31,32)(H4,24,25,26)/t14-,15?,17+,18-/m1/s1
InChI Key KXNPVXPOPUZYGB-IOVMHBDKSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2000))
IUPAC Name Click here for help
(2R,4R)-1-[(2S)-5-(diaminomethylideneamino)-2-[(3-methyl-1,2,3,4-tetrahydroquinolin-8-yl)sulfonylamino]pentanoyl]-4-methylpiperidine-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6119 argatroban
Synonyms Click here for help
DK-7419 | GN-1600 | Gn1600 | MCI-9038 | MD-805
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9603271
Reactome Reaction Reactome logo R-HSA-9015379
Other databases
CAS Registry No. 74863-84-6
ChEMBL Ligand CHEMBL1166
DrugBank Ligand DB00278
DrugCentral Ligand 239
GtoPdb PubChem SID 178103001
PubChem CID 92722
Search Google for chemical match using the InChIKey KXNPVXPOPUZYGB-IOVMHBDKSA-N
Search Google for chemicals with the same backbone KXNPVXPOPUZYGB
Search PubMed clinical trials argatroban
Search PubMed titles argatroban
Search PubMed titles/abstracts argatroban
UniChem Compound Search for chemical match using the InChIKey KXNPVXPOPUZYGB-IOVMHBDKSA-N
UniChem Connectivity Search for chemical match using the InChIKey KXNPVXPOPUZYGB-IOVMHBDKSA-N
Wikipedia Argatroban

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Tocris
U 18666A (links to external site)
Cat. No. 1638