Dup-714   Click here for help

GtoPdb Ligand ID: 8760

Synonyms: acetylphenylalanyl-prolyl-boroarginine | Dup 714 [1]
PDB Ligand
Compound class: Synthetic organic
Comment: Dup-714 is a small molecule thrombin inhibitor and as such is an antithrombotic agent [1]. Galemmo et al. (1996) describe the development of novel antithrombotic compounds based on this structure [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 6
Rotatable bonds 14
Topological polar surface area 183.37
Molecular weight 460.26
XLogP -0.56
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CC(=O)NC(C(=O)N1CCCC1C(=O)NC(B(O)O)CCCN=C(N)N)Cc1ccccc1
Isomeric SMILES CC(=O)N[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](B(O)O)CCCN=C(N)N)Cc1ccccc1
InChI InChI=1S/C21H33BN6O5/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)/t16-,17+,18+/m1/s1
InChI Key FXFYPTZERULUBS-SQNIBIBYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[(1R)-1-[[(2S)-1-[(2R)-2-acetamido-3-phenylpropanoyl]pyrrolidine-2-carbonyl]amino]-4-(diaminomethylideneamino)butyl]boronic acid
Synonyms Click here for help
acetylphenylalanyl-prolyl-boroarginine | Dup 714 [1]
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9603697
Reactome Reaction Reactome logo R-HSA-9015379
Other databases
CAS Registry No. 130982-43-3 (source: PubChem)
ChEMBL Ligand CHEMBL290376
GtoPdb PubChem SID 252827418
PubChem CID 122296
RCSB PDB Ligand DP7
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