Argatroban monohydrateProduct ingredient for Argatroban

Name
Argatroban monohydrate
Drug Entry
Argatroban

Argatroban is a direct, selective thrombin inhibitor. The American College of Cardiologists (ACC) recommend using bivalirudin or argatroban in patients who have had, or at risk for, heparin induced thrombocytopenia (HIT) and are undergoing percutaneous coronary intervention. Argatroban is a non-heparin anticoagulant shown to both normalize platelet count in patients with HIT and prevent the formation of thrombi. Parental anticoagulants must be stopped and a baseline activated partial thromboplastin time must be obtained prior to administering argatroban.

Accession Number
DBSALT001826
Structure
Synonyms
Argatroban hydrate
UNII
IY90U61Z3S
CAS Number
141396-28-3
Weight
Average: 526.65
Monoisotopic: 526.257354142
Chemical Formula
C23H38N6O6S
InChI Key
AIEZTKLTLCMZIA-CZSXTPSTSA-N
InChI
InChI=1S/C23H36N6O5S.H2O/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);1H2/t14-,15?,17+,18-;/m1./s1
IUPAC Name
(2R,4R)-1-[(2S)-5-carbamimidamido-2-(3-methyl-1,2,3,4-tetrahydroquinoline-8-sulfonamido)pentanoyl]-4-methylpiperidine-2-carboxylic acid hydrate
SMILES
O.[H][C@@](CCCNC(N)=N)(NS(=O)(=O)C1=CC=CC2=C1NCC([H])(C)C2)C(=O)N1CC[C@@]([H])(C)C[C@]1([H])C(O)=O
ChemSpider
83701
Predicted Properties
PropertyValueSource
Water Solubility0.168 mg/mLALOGPS
logP0.04ALOGPS
logP-0.92Chemaxon
logS-3.5ALOGPS
pKa (Strongest Acidic)3.06Chemaxon
pKa (Strongest Basic)11.8Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count9Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area177.71 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity143.83 m3·mol-1Chemaxon
Polarizability52.6 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon