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JJH350   Click here for help

GtoPdb Ligand ID: 14303

Synonyms: JJH-350
Compound class: Synthetic organic
Comment: JJH350 is a fluorescent probe/inhibitor for ABHD6 and ABHD12 [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 Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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 10
Hydrogen bond donors 0
Rotatable bonds 10
Topological polar surface area 112.17
Molecular weight 609.63
XLogP 1.18
No. Lipinski's rules broken 1

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES C#CCOC1=CC=C(C=C1)N2CCN(CC2)C(=O)ON3C(=O)C4CN(CCN4C3=O)C(=O)C5=CC=C(C=C5)OC6=CC=CC=C6
Isomeric SMILES C(C#C)OC1=CC=C(C=C1)N2CCN(CC2)C(=O)ON3C(N4C(CN(CC4)C(C5=CC=C(C=C5)OC6=CC=CC=C6)=O)C3=O)=O
InChI InChI=1S/C33H31N5O7/c1-2-22-43-26-14-10-25(11-15-26)34-16-18-35(19-17-34)33(42)45-38-31(40)29-23-36(20-21-37(29)32(38)41)30(39)24-8-12-28(13-9-24)44-27-6-4-3-5-7-27/h1,3-15,29H,16-23H2
InChI Key UOGVEDLHIDTQCQ-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
References
1. Ogasawara D, Ichu TA, Vartabedian VF, Benthuysen J, Jing H, Reed A, Ulanovskaya OA, Hulce JJ, Roberts A, Brown S et al.. (2018)
Selective blockade of the lyso-PS lipase ABHD12 stimulates immune responses in vivo.
Nat Chem Biol, 14 (12): 1099-1108. [PMID:30420694]