uproleselan   Click here for help

GtoPdb Ligand ID: 11995

Synonyms: ABI-701 | ABI701 | GMI-1271 | GMI1271
Compound class: Synthetic organic
Comment: Uproleselan (GMI-1271) is a selective, glycomimetic, selectin E antagonist [1]. It prevents leukocyte adhesion to endothelial cells. Uproleselan disrupts leukocyte-mediated endothelial damage [6], a mechanism that has been examined for potential to combat venous thrombosis [3,5]. It is also under investigation for use in cancer as selectin E is involved in cancer cell trafficking [4]. In the tumour microenvironment uproleselan disrupts extravasation and adhesion which are crucial components that contribute to metastasis.

COVID-19: Selectin E is a biomarker for acute respiratory distress syndrome (ARDS), that has pro-inflammatory actions that enhance cytokine release and promote continued influx of neutrophils. This existing evidence had led to inclusion of uproleselan in a clinical trial that is designed to determine if antagonising selectin E can aid recovery in patients with severe COVID-19 pneumonia/ARDS.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 30
Hydrogen bond donors 9
Rotatable bonds 55
Topological polar surface area 382.66
Molecular weight 1303.72
XLogP -2.09
No. Lipinski's rules broken 3
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InChI InChI=1S/C60H109N3O27/c1-5-44-38-45(39-46(55(44)90-60-54(70)53(69)51(67)41(2)86-60)88-59-50(63-42(3)65)56(52(68)48(40-64)89-59)87-47(58(72)73)37-43-9-7-6-8-10-43)57(71)62-13-12-61-49(66)11-14-75-17-18-77-21-22-79-25-26-81-29-30-83-33-34-85-36-35-84-32-31-82-28-27-80-24-23-78-20-19-76-16-15-74-4/h41,43-48,50-56,59-60,64,67-70H,5-40H2,1-4H3,(H,61,66)(H,62,71)(H,63,65)(H,72,73)/t41-,44-,45+,46+,47-,48+,50+,51+,52-,53+,54-,55+,56+,59+,60-/m0/s1
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
10774 uproleselan
Synonyms Click here for help
ABI-701 | ABI701 | GMI-1271 | GMI1271
Database Links Click here for help
CAS Registry No. 1983970-12-2 (source: WHO INN record)
ChEMBL Ligand CHEMBL3989971
DrugBank Ligand DB14829
GtoPdb PubChem SID 464244136
PubChem CID 71600085
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