LY3405105   Click here for help

GtoPdb Ligand ID: 11356

Compound class: Synthetic organic
Comment: LY3405105 is a clinical stage kinase inhibitor. It inhibits the activity of CDK7 and is being investigated for anti-tumour potential [2]. The chemical structure is one of those claimed in Eli Lilly's patent WO2019099298A1 [1]. The absolute stereochemistry of LY3405105 is unclear. Sava et al. (2020) present the structure without specified stereochemistry [2]. We show the (3S) enantiomer, which is Example 1 in the patent as this was the most potent CDK7 inhibitor, and it was the example that was tested for in vitro and in vivo anti-proliferative activity..
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species
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 9
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 95.31
Molecular weight 497.31
XLogP 2.69
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 CN(C/C=C/C(=O)N1CC[C@@H](C1)OC(=O)N1CCC(CC1)Nc1cc(C)nc2n1ncc2C(C)C)C
Isomeric SMILES CN(C/C=C/C(=O)N1CC[C@@H](C1)OC(=O)N1CCC(CC1)Nc1cc(C)nc2n1ncc2C(C)C)C
InChI InChI=1S/C26H39N7O3/c1-18(2)22-16-27-33-23(15-19(3)28-25(22)33)29-20-8-12-31(13-9-20)26(35)36-21-10-14-32(17-21)24(34)7-6-11-30(4)5/h6-7,15-16,18,20-21,29H,8-14,17H2,1-5H3/b7-6+/t21-/m0/s1
InChI Key GRDAHPJRLCTJNA-BXKJMJEDSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(3S)-1-[(2E)-4-(dimethylamino)but-2-enoyl]pyrrolidin-3-yl 4-{[5-methyl-3-(propan-2-yl)pyrazolo[1,5-a]pyrimidin-7-yl]amino}piperidine-1-carboxylate
Database Links Click here for help
GtoPdb PubChem SID 440816725
PubChem CID 138608760
Search Google for chemical match using the InChIKey GRDAHPJRLCTJNA-BXKJMJEDSA-N
Search Google for chemicals with the same backbone GRDAHPJRLCTJNA
UniChem Compound Search for chemical match using the InChIKey GRDAHPJRLCTJNA-BXKJMJEDSA-N
UniChem Connectivity Search for chemical match using the InChIKey GRDAHPJRLCTJNA-BXKJMJEDSA-N