osivelotor   Click here for help

GtoPdb Ligand ID: 12856

Synonyms: example 8 [US20210047309] | GBT-021601 | GBT-601 | GBT021601
PDB Ligand
Compound class: Synthetic organic
Comment: Osivelotor (GBT021601; Global Blood Therapeutics) is a clinical lead for the treatment of sickle cell disease. It stablilises sickle haemoglobin (HbS) in its oxygenated state which inhibits its polymerisation (the underlying cause of erythrocyte sickling) [3]. Based on preclinical studies osivelotor is proposed as an oral drug to reduce vaso-occlusive crises in people with sickle cell disease [1].
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 108.66
Molecular weight 386.4
XLogP -0.46
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES C1=CC(=C(C=O)C(=C1)O)OC[C@@H]2COCCN2C(=O)C3=CC=CN=C3CCO
Isomeric SMILES C1COC[C@H](N1C(=O)C2=C(N=CC=C2)CCO)COC3=CC=CC(=C3C=O)O
InChI InChI=1S/C20H22N2O6/c23-9-6-17-15(3-2-7-21-17)20(26)22-8-10-27-12-14(22)13-28-19-5-1-4-18(25)16(19)11-24/h1-5,7,11,14,23,25H,6,8-10,12-13H2/t14-/m0/s1
InChI Key NIWBSQAKKNNWBT-AWEZNQCLSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-hydroxy-6-[[(3S)-4-[2-(2-hydroxyethyl)pyridine-3-carbonyl]morpholin-3-yl]methoxy]benzaldehyde
International Nonproprietary Names Click here for help
INN number INN
12553 osivelotor
Synonyms Click here for help
example 8 [US20210047309] | GBT-021601 | GBT-601 | GBT021601
Database Links Click here for help
GtoPdb PubChem SID 483123404
PubChem CID 146567655
RCSB PDB Ligand OHF
Search Google for chemical match using the InChIKey NIWBSQAKKNNWBT-AWEZNQCLSA-N
Search Google for chemicals with the same backbone NIWBSQAKKNNWBT
Search PubMed clinical trials osivelotor
Search PubMed titles osivelotor
Search PubMed titles/abstracts osivelotor
UniChem Compound Search for chemical match using the InChIKey NIWBSQAKKNNWBT-AWEZNQCLSA-N
UniChem Connectivity Search for chemical match using the InChIKey NIWBSQAKKNNWBT-AWEZNQCLSA-N