voxelotor   Click here for help

GtoPdb Ligand ID: 10559

Synonyms: compound 36 [PMID: 28337324] | GBT-440 | GBT440 | Oxbryta®
Approved drug
voxelotor is an approved drug (FDA (2019))
Compound class: Synthetic organic
Comment: Voxelotor (GBT440) is an orally bioavailable R-state stabilizer of sickle cell haemoglobin (HbS) [1]. It acts allosterically to increase HbS' affinity for oxygen.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 77.24
Molecular weight 337.14
XLogP 3.61
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=Cc1c(cccc1O)OCc1cccnc1c1ccnn1C(C)C
Isomeric SMILES O=Cc1c(cccc1O)OCc1cccnc1c1ccnn1C(C)C
InChI InChI=1S/C19H19N3O3/c1-13(2)22-16(8-10-21-22)19-14(5-4-9-20-19)12-25-18-7-3-6-17(24)15(18)11-23/h3-11,13,24H,12H2,1-2H3
InChI Key FWCVZAQENIZVMY-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2019))
IUPAC Name Click here for help
2-hydroxy-6-[[2-(2-propan-2-ylpyrazol-3-yl)pyridin-3-yl]methoxy]benzaldehyde
International Nonproprietary Names Click here for help
INN number INN
10454 voxelotor
Synonyms Click here for help
compound 36 [PMID: 28337324] | GBT-440 | GBT440 | Oxbryta®
Database Links Click here for help
BindingDB Ligand 50235297
CAS Registry No. 1446321-46-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL4101807
DrugCentral Ligand 5356
GtoPdb PubChem SID 404859006
PubChem CID 71602803
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