AZD4320   Click here for help

GtoPdb Ligand ID: 11781

Synonyms: AZD-4320 | Example 3 [US9248140B2] [1]
Compound class: Synthetic organic
Comment: AZD4320 is a BH3 mimetic, dual inhibitor of Bcl2 and Bcl-xL [2]. It induces apoptosis in haematological cancer cell lines and in some solid tumour cell types. A PEGylated/poly-lysine congugated version of AZD4320 (AZD0466) was designed to improve AZD4320's dose limiting cardiovascular toxicity (identified in preclinical species), and to optimise its physicochemical properties.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 4
Rotatable bonds 20
Topological polar surface area 198.41
Molecular weight 944.23
XLogP 10.26
No. Lipinski's rules broken 3
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Canonical SMILES OCCN(CC[C@@H](Nc1ccc(cc1S(=O)(=O)C(F)(F)F)S(=O)(=O)NC(=O)c1ccc(cc1)N1CCC(CC1)[C@H](c1ccccc1c1ccc(cc1)Cl)O)CSc1ccccc1)C
Isomeric SMILES CN(CC[C@H](CSc1ccccc1)Nc1c(cc(cc1)S(=O)(=O)NC(=O)c1ccc(cc1)N1CCC(CC1)[C@H](c1ccccc1c1ccc(cc1)Cl)O)S(=O)(=O)C(F)(F)F)CCO
InChI InChI=1S/C45H48ClF3N4O7S3/c1-52(27-28-54)24-23-35(30-61-37-7-3-2-4-8-37)50-41-20-19-38(29-42(41)62(57,58)45(47,48)49)63(59,60)51-44(56)33-13-17-36(18-14-33)53-25-21-32(22-26-53)43(55)40-10-6-5-9-39(40)31-11-15-34(46)16-12-31/h2-20,29,32,35,43,50,54-55H,21-28,30H2,1H3,(H,51,56)/t35-,43-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
AZD-4320 | Example 3 [US9248140B2] [1]
Database Links Click here for help
BindingDB Ligand 156378
CAS Registry No. 1357576-48-7 (source: PubChem)
ChEMBL Ligand CHEMBL3703600
GtoPdb PubChem SID 458923816
PubChem CID 86661883
Search Google for chemical match using the InChIKey UNEJSHNDABUZNY-UJNHCCGESA-N
Search Google for chemicals with the same backbone UNEJSHNDABUZNY
UniChem Compound Search for chemical match using the InChIKey UNEJSHNDABUZNY-UJNHCCGESA-N
UniChem Connectivity Search for chemical match using the InChIKey UNEJSHNDABUZNY-UJNHCCGESA-N