PF-07059013   Click here for help

GtoPdb Ligand ID: 12786

Synonyms: compound 23 [PMID: 33356244] | PF07059013
PDB Ligand
Compound class: Synthetic organic
Comment: PF-07059013 is an oarlly available, non-covalent hemoglobin modulator with a similar machanism of action to the approved Sickle cell anemia treatment voxelotor [1-2], i.e., it stabilises sickle cell haemoglobin (HbS) in a state with high affinity for oxygen.
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 7
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 92.31
Molecular weight 365.36
XLogP 0.86
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 C[C@@H](C1=C(C=CC(=O)N1)N2C=CC=N2)OC3=C(N)N=C4C=CC(=CC4=C3)F
Isomeric SMILES NC1=C(O[C@H](C2=C(N3C=CC=N3)C=CC(N2)=O)C)C=C4C(C=CC(F)=C4)=N1
InChI InChI=1S/C19H16FN5O2/c1-11(18-15(5-6-17(26)24-18)25-8-2-7-22-25)27-16-10-12-9-13(20)3-4-14(12)23-19(16)21/h2-11H,1H3,(H2,21,23)(H,24,26)/t11-/m0/s1
InChI Key CLEFVPILGAPOTG-NSHDSACASA-N
References
1. Gopalsamy A, Aulabaugh AE, Barakat A, Beaumont KC, Cabral S, Canterbury DP, Casimiro-Garcia A, Chang JS, Chen MZ, Choi C et al.. (2021)
PF-07059013: A Noncovalent Modulator of Hemoglobin for Treatment of Sickle Cell Disease.
J Med Chem, 64 (1): 326-342. [PMID:33356244]
2. Knee KM, Jasuja R, Barakat A, Rao D, Wenzel Z, Jasti J, Novak J, Beaumont K, Piotrowski DW, Jeffrey P et al.. (2021)
PF-07059013: A non-covalent hemoglobin modulator favorably impacts disease state in a mouse model of sickle cell disease.
Am J Hematol, 96 (8): E272-E275. [PMID:33891711]