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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2D Structure
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Physico-chemical Properties
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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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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
Selectivity at other protein targets
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
MCL1 apoptosis regulator, BCL2 family member Hs Antagonist Antagonist 9.7 pKi - 1
pKi 9.7 (Ki 2x10-10 M) [1]