AZD5991   Click here for help

GtoPdb Ligand ID: 11783

Synonyms: AZD-5991
PDB Ligand
Compound class: Synthetic organic
Comment: AZD5991 is an oncology clinical lead. Structurally it is a BH3 mimetic that inhibits function of the MCL1 apoptosis regulator protein (Mcl-1) and induces apoptosis [1-2]. AZD5991 was designed by AstraZeneca for potential to treat haematologic malignancies such as chronic lymphocytic leukemia and multiple myeloma.
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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 4
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 137.7
Molecular weight 671.18
XLogP 8.26
No. Lipinski's rules broken 1
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 OC(=O)c1c2CCCOc3cc(SCc4cc(CSCc5c(c6c(n1C)c2ccc6Cl)c(C)n(n5)C)nn4C)cc1c3cccc1
Isomeric SMILES Cc1c2c(nn1C)CSCc1nn(c(c1)CSc1cc3ccccc3c(c1)OCCCc1c(n(c3c1ccc(c23)Cl)C)C(=O)O)C
InChI InChI=1S/C35H34ClN5O3S2/c1-20-31-29(38-40(20)3)19-45-17-22-15-23(41(4)37-22)18-46-24-14-21-8-5-6-9-25(21)30(16-24)44-13-7-10-26-27-11-12-28(36)32(31)33(27)39(2)34(26)35(42)43/h5-6,8-9,11-12,14-16H,7,10,13,17-19H2,1-4H3,(H,42,43)
InChI Key KBQCEQAXHPIRTF-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
AZD-5991
Database Links Click here for help
CAS Registry No. 2143061-82-7 (source: PubChem)
ChEMBL Ligand CHEMBL4297482
GtoPdb PubChem SID 458923818
PubChem CID 131634760
RCSB PDB Ligand E4W
Search Google for chemical match using the InChIKey KBQCEQAXHPIRTF-UHFFFAOYSA-N
Search Google for chemicals with the same backbone KBQCEQAXHPIRTF
UniChem Compound Search for chemical match using the InChIKey KBQCEQAXHPIRTF-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey KBQCEQAXHPIRTF-UHFFFAOYSA-N