BI-3231   Click here for help

GtoPdb Ligand ID: 12478

Synonyms: BI3231 | compound 45 [PMID: 36727857]
Compound class: Synthetic organic
Comment: BI-3231 is a chemical probe (inhibitor) that is available for the study of HSD17B13, its pharmacology and its role in physiological and pathophysiological processes [1]. It is freely available through Boehringer Ingelheim's opnMe platform. Binding of BI-3231 to HSD17B13 is dependent on the presence of NAD+.
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 1
Rotatable bonds 4
Topological polar surface area 110.87
Molecular weight 380.37
XLogP 1.44
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 CCN1C(=O)C(=CN(CC2=NN=C(C3=C(C(=C(C=C3)F)O)F)S2)C1=O)C
Isomeric SMILES FC1=C(C=CC(=C1O)F)C2=NN=C(S2)CN3C(N(C(C(=C3)C)=O)CC)=O
InChI InChI=1S/C16H14F2N4O3S/c1-3-22-15(24)8(2)6-21(16(22)25)7-11-19-20-14(26-11)9-4-5-10(17)13(23)12(9)18/h4-6,23H,3,7H2,1-2H3
InChI Key XKDHFIPNTTUSIA-UHFFFAOYSA-N
References
1. Thamm S, Willwacher MK, Aspnes GE, Bretschneider T, Brown NF, Buschbom-Helmke S, Fox T, Gargano EM, Grabowski D, Hoenke C et al.. (2023)
Discovery of a Novel Potent and Selective HSD17B13 Inhibitor, BI-3231, a Well-Characterized Chemical Probe Available for Open Science.
J Med Chem, 66 (4): 2832-2850. [PMID:36727857]