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CHEBI:140472 - DuP-714

ChEBI IDCHEBI:140472
ChEBI NameDuP-714
Stars
DefinitionA hydrochloride resulting from the formal reaction of equimolar amounts of Ac-(D)Phe-Pro-boroArg-OH and hydrogen chloride. A thrombin (Factor IIa) inhibitor, thereby acting as an anticoagulant.
Last Modified5 April 2018
SubmitterBijay
DownloadsMolfile
FormulaC21H33BN6O5.HCl
Net Charge0
Average Mass496.805
Monoisotopic Mass496.23723
SMILESCC(=O)N[C@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)B(O)O.Cl
InChIInChI=1S/C21H33BN6O5.ClH/c1-14(29)26-16(13-15-7-3-2-4-8-15)20(31)28-12-6-9-17(28)19(30)27-18(22(32)33)10-5-11-25-21(23)24;/h2-4,7-8,16-18,32-33H,5-6,9-13H2,1H3,(H,26,29)(H,27,30)(H4,23,24,25);1H/t16-,17+,18+;/m1./s1
InChIKeyKXZSMOLMRHMZDG-PWGAQZMISA-N
Roles Classification
Biological Role:
EC 3.4.21.5 (thrombin) inhibitor  An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of thrombin (EC 3.4.21.5).
Application:
anticoagulant  An agent that prevents blood clotting.
ChEBI Ontology
Outgoing Relation(s)
DuP-714 (CHEBI:140472) has part Ac-(D)Phe-Pro-boroArg-OH(1+) (CHEBI:140518)
DuP-714 (CHEBI:140472) has role anticoagulant (CHEBI:50249)
DuP-714 (CHEBI:140472) has role EC 3.4.21.5 (thrombin) inhibitor (CHEBI:65232)
DuP-714 (CHEBI:140472) is a hydrochloride (CHEBI:36807)
IUPAC Names 
N-acetyl-D-phenylalanyl-N-[(1R)-4-{[ammonio(imino)methyl]amino}-1-boronobutyl]-L-prolinamide chloride
N-acetyl-D-phenylalanyl-N-[(1R)-1-borono-4-carbamimidamidobutyl]-L-prolinamide hydrochloride
Synonyms  Source
{(1R)-1-[({(2S)-1-[(2R)-2-acetamido-3-phenylpropanoyl]pyrrolidin-2-yl}carbonyl)amino]-4-carbamimidamidobutyl}boronic acid hydrochlorideChEBI
Dup-714ChEBI
Dup 714ChEBI
DUP-714ChEBI
acetylphenylalanyl-prolyl-boroarginine hydrochlorideChEBI
Ac-(D)Phe-Pro-boroArg-OH.HClChEBI
Registry NumbersSources
Reaxys:24504803Reaxys
CAS:130982-43-3ChemIDplus
Citations