navitoclax   Click here for help

GtoPdb Ligand ID: 8319

Synonyms: ABT 263 | ABT-263
PDB Ligand
Compound class: Synthetic organic
Comment: Navitoclax is a potent and orally active BH3 mimetic which antagonises the action of Bcl-2 family proteins Bcl-2, Bcl-xL and Bcl-w [6]. This compound is the result of medicinal chemistry effort to increase aqueous solubility of the parent compound ABT-737. Navitoclax has senolytic activity against senescent cells in a range of pathological conditions [2-3,5,7-9].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 2
Rotatable bonds 18
Topological polar surface area 170.42
Molecular weight 973.3
XLogP 10.69
No. Lipinski's rules broken 3
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Canonical SMILES Clc1ccc(cc1)C1=C(CN2CCN(CC2)c2ccc(cc2)C(=O)NS(=O)(=O)c2ccc(c(c2)S(=O)(=O)C(F)(F)F)NC(CSc2ccccc2)CCN2CCOCC2)CC(CC1)(C)C
Isomeric SMILES Clc1ccc(cc1)C1=C(CN2CCN(CC2)c2ccc(cc2)C(=O)NS(=O)(=O)c2ccc(c(c2)S(=O)(=O)C(F)(F)F)N[C@@H](CSc2ccccc2)CCN2CCOCC2)CC(CC1)(C)C
InChI InChI=1S/C47H55ClF3N5O6S3/c1-46(2)20-18-42(34-8-12-37(48)13-9-34)36(31-46)32-55-22-24-56(25-23-55)39-14-10-35(11-15-39)45(57)53-65(60,61)41-16-17-43(44(30-41)64(58,59)47(49,50)51)52-38(19-21-54-26-28-62-29-27-54)33-63-40-6-4-3-5-7-40/h3-17,30,38,52H,18-29,31-33H2,1-2H3,(H,53,57)/t38-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9288 navitoclax
Synonyms Click here for help
ABT 263 | ABT-263
Database Links Click here for help
CAS Registry No. 923564-51-6 (source: Scifinder)
ChEMBL Ligand CHEMBL443684
GtoPdb PubChem SID 252166531
PubChem CID 24978538
Search Google for chemical match using the InChIKey JLYAXFNOILIKPP-KXQOOQHDSA-N
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SynPHARM 81962 (in complex with BCL2, apoptosis regulator)
UniChem Compound Search for chemical match using the InChIKey JLYAXFNOILIKPP-KXQOOQHDSA-N
UniChem Connectivity Search for chemical match using the InChIKey JLYAXFNOILIKPP-KXQOOQHDSA-N