WX-UK1   

GtoPdb Ligand ID: 6498

Synonyms: compound 2r-L [1] | UKI-1
Compound class: Synthetic organic
Comment: Drug from the prodrug upamostat. This compound has urokinase-type plasminogen activator inhbitory effect, but also inhibits other trypsin-like enzymes [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 10
Hydrogen bond donors 3
Rotatable bonds 14
Topological polar surface area 154.27
Molecular weight 613.33
XLogP 5.58
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES CCOC(=O)N1CCN(CC1)C(=O)C(NS(=O)(=O)c1c(cc(cc1C(C)C)C(C)C)C(C)C)Cc1cccc(c1)C(=N)N
Isomeric SMILES CCOC(=O)N1CCN(CC1)C(=O)[C@@H](NS(=O)(=O)c1c(cc(cc1C(C)C)C(C)C)C(C)C)Cc1cccc(c1)C(=N)N
InChI InChI=1S/C32H47N5O5S/c1-8-42-32(39)37-14-12-36(13-15-37)31(38)28(17-23-10-9-11-24(16-23)30(33)34)35-43(40,41)29-26(21(4)5)18-25(20(2)3)19-27(29)22(6)7/h9-11,16,18-22,28,35H,8,12-15,17H2,1-7H3,(H3,33,34)/t28-/m0/s1
InChI Key ISJSHQTWOHGCMM-NDEPHWFRSA-N
Classification
Compound class Synthetic organic
Prodrug upamostat
IUPAC Name
ethyl 4-[(2S)-3-(3-carbamimidoylphenyl)-2-[[2,4,6-tri(propan-2-yl)phenyl]sulfonylamino]propanoyl]piperazine-1-carboxylate
Synonyms
compound 2r-L [1] | UKI-1
Database Links
ChEMBL Ligand CHEMBL107955
GtoPdb PubChem SID 178103112
PubChem CID 9895193
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