ARV-771   Click here for help

GtoPdb Ligand ID: 10564

Synonyms: ARV771
Compound class: Synthetic organic
Comment: ARV-771 is a small-molecule pan-BET degrader based on proteolysis-targeting chimera (PROTAC) technology [1]. It targets the BET domain proteins BRD2/3/4 for VHL E3 ligase-mediated ubiquitination and proteasomal degradation. This mechanism effects suppression of the androgen receptor (AR) protein level and AR signalling. ARV-771 is efficacious in vivo, as demonstrated in two different mouse models of castration-resistant prostate cancer (CRPC).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 4
Rotatable bonds 23
Topological polar surface area 258.22
Molecular weight 985.37
XLogP 6.3
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES OC1CC(N(C1)C(=O)C(C(C)(C)C)NC(=O)COCCCOCCNC(=O)CC1N=C(c2ccc(cc2)Cl)c2c(n3c1nnc3C)sc(c2C)C)C(=O)NC(c1ccc(cc1)c1scnc1C)C
Isomeric SMILES O[C@@H]1C[C@H](N(C1)C(=O)[C@H](C(C)(C)C)NC(=O)COCCCOCCNC(=O)C[C@@H]1N=C(c2ccc(cc2)Cl)c2c(n3c1nnc3C)sc(c2C)C)C(=O)N[C@H](c1ccc(cc1)c1scnc1C)C
InChI InChI=1S/C49H60ClN9O7S2/c1-27-30(4)68-48-41(27)42(33-14-16-35(50)17-15-33)54-37(45-57-56-31(5)59(45)48)23-39(61)51-18-21-65-19-9-20-66-25-40(62)55-44(49(6,7)8)47(64)58-24-36(60)22-38(58)46(63)53-28(2)32-10-12-34(13-11-32)43-29(3)52-26-67-43/h10-17,26,28,36-38,44,60H,9,18-25H2,1-8H3,(H,51,61)(H,53,63)(H,55,62)/t28-,36+,37-,38-,44+/m0/s1
InChI Key PQOGZKGXGLHDGS-QQRWPDCKSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
Synonyms Click here for help
ARV771
Database Links Click here for help
CAS Registry No. 1949837-12-0 (source: PubChem)
GtoPdb PubChem SID 404859011
PubChem CID 126619980
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