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HT-01   Click here for help

GtoPdb Ligand ID: 14302

Synonyms: compound 35 [PMID: 23103940]
 Ligand is labelled
Compound class: Synthetic organic
Comment: HT-01 is a fluorescent probe (inhibitor) of diacylglycerol lipase β (DAGLβ) and the serine hydrolase ABHD6 [1]. Its chemical structure is derived from the structure of the DAGL inhibitor KT-109 with the addition of a linker and a BODIPY fluorophore.
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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Click here for structure editor
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 9
Hydrogen bond donors 1
Rotatable bonds 18
Topological polar surface area 92.85
Molecular weight 735.56
XLogP 7.31
No. Lipinski's rules broken 3

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 CC1=C2C=C3C=CC(=[N+]3[B-](F)(F)N2C(=C1)C)CCC(=O)NCCCCCN(CCC4=CC=CC=C4)C(=O)N5C=C(C6=CC=C(C=C6)OC(F)(F)F)N=N5
Isomeric SMILES CC1=CC(C)=C2C=C3C=CC(CCC(=O)NCCCCCN(CCC4=CC=CC=C4)C(=O)N5C=C(N=N5)C6=CC=C(OC(F)(F)F)C=C6)=[N+]3[B-](F)(F)N12
InChI InChI=1S/C37H39BF5N7O3/c1-26-23-27(2)49-34(26)24-31-14-13-30(50(31)38(49,42)43)15-18-35(51)44-20-7-4-8-21-47(22-19-28-9-5-3-6-10-28)36(52)48-25-33(45-46-48)29-11-16-32(17-12-29)53-37(39,40)41/h3,5-6,9-14,16-17,23-25H,4,7-8,15,18-22H2,1-2H3,(H,44,51)
InChI Key OWIPXLLGTKENRU-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/)
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
compound 35 [PMID: 23103940]
Database Links Click here for help
Search Google for chemical match using the InChIKey OWIPXLLGTKENRU-UHFFFAOYSA-N
Search Google for chemicals with the same backbone OWIPXLLGTKENRU
UniChem Compound Search for chemical match using the InChIKey OWIPXLLGTKENRU-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey OWIPXLLGTKENRU-UHFFFAOYSA-N