A-1331852   Click here for help

GtoPdb Ligand ID: 11102

Synonyms: A 1331852 | A1331852
Compound class: Synthetic organic
Comment: Highly potent and selective Bcl-xL (Bcl-2-like 1) inhibitor.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 141.48
Molecular weight 658.27
XLogP 6.15
No. Lipinski's rules broken 1
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Canonical SMILES OC(=O)c1nc(ccc1c1cnn(c1C)CC12CC3CC(C2)CC(C1)C3)N1CCc2c(C1)c(ccc2)C(=O)Nc1nc2c(s1)cccc2
Isomeric SMILES OC(=O)c1nc(ccc1c1cnn(c1C)CC12CC3CC(C2)CC(C1)C3)N1CCc2c(C1)c(ccc2)C(=O)Nc1nc2c(s1)cccc2
InChI InChI=1S/C38H38N6O3S/c1-22-29(19-39-44(22)21-38-16-23-13-24(17-38)15-25(14-23)18-38)27-9-10-33(41-34(27)36(46)47)43-12-11-26-5-4-6-28(30(26)20-43)35(45)42-37-40-31-7-2-3-8-32(31)48-37/h2-10,19,23-25H,11-18,20-21H2,1H3,(H,46,47)(H,40,42,45)
1. Le Wang, George A. Doherty, Andrew S. Judd*, Zhi-Fu Tao, T. Matthew Hansen, Robin R. Frey, Xiaohong Song, Milan Bruncko, Aaron R. Kunzer, Xilu Wang, Michael D. Wendt, John A. Flygare, Nathaniel D. Catron, Russell A. Judge, Chang H. Park, Shashank Shekhar, Darren C. Phillips, Paul Nimmer, Morey L. Smith, Stephen K. Tahir, Yu Xiao, John Xue John Xue AbbVie Inc., 1 North Waukegan Road, North Chicago, Illinois 60064, United States More by John Xue , Haichao Zhang, Phuong N. Le, Michael J. Mitten, Erwin R. Boghaert, Wenqing Gao, Peter Kovar, Edna F. Choo, Dolores Diaz, Wayne J. Fairbrother, Steven W. Elmore, Deepak Sampath, Joel D. Leverson, and Andrew James Souers. (2020)
Discovery of A-1331852, a First-in-Class, Potent, and Orally-Bioavailable BCL-XL Inhibitor.
ACS Med Chem Lett, [Epub ahead of print]. DOI: 10.1021/acsmedchemlett.9b00568