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
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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
1. Imiya M, Matsuo T. (1997)
Inhibition of collagen-induced platelet aggregation by argatroban in patients with acute cerebral infarction.
Thromb Res, 88 (2): 245-50. [PMID:9361377]
2. Seidel H, Kolde HJ. (2018)
Monitoring of Argatroban and Lepirudin: What is the Input of Laboratory Values in "Real Life"?.
Clin Appl Thromb Hemost, 24 (2): 287-294. [PMID:28320219]