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), EMA (2022))
Compound class: Synthetic organic
Comment: Voxelotor (GBT440) is an orally bioavailable drug that acts allosterically to stabilise the relaxed (R)-state of sickle cell haemoglobin (HbS) in which it has high affinity for oxygen, and this mechanism reduces the HbS polymerisation that drives erythrocyte sickling [1].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2019), EMA (2022))
IUPAC Name Click here for help
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
Search Google for chemical match using the InChIKey FWCVZAQENIZVMY-UHFFFAOYSA-N
Search Google for chemicals with the same backbone FWCVZAQENIZVMY
Search PubMed clinical trials voxelotor
Search PubMed titles voxelotor
Search PubMed titles/abstracts voxelotor
UniChem Compound Search for chemical match using the InChIKey FWCVZAQENIZVMY-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey FWCVZAQENIZVMY-UHFFFAOYSA-N