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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2D Structure
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Physico-chemical Properties
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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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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
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Search UniChem for chemical match using the InChIKey KXNPVXPOPUZYGB-IOVMHBDKSA-N
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Wikipedia Argatroban

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Tocris
U 18666A
Cat. No. 1638