CBPD-268   Click here for help

GtoPdb Ligand ID: 13245

Synonyms: CBPD268 | compound 33 [PMID: 38477974]
Compound class: Synthetic organic
Comment: CBPD-268 is an orally bioactive CBP/p300 PROTAC degrader [1]. The target protein binding component is based on the chemical structure of the CBP/p300 bromodomain inhibitor GNE-049. A new cereblon-binding ligand (TX-16; compound 27 in [2]) is incorporated to engage the E3 ubiquitin ligase.
CBP and p300 are transcriptional coactivators of the androgen receptor (AR) that are found to be abberantly expressed in prostate cancer, and to confer resistance to AR-targeted prostate cancer therapies. CBPD-268 is therefore proposed as an anti-prostate cancer strategy.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 141.54
Molecular weight 819.9
XLogP 1.87
No. Lipinski's rules broken 2
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Canonical SMILES CC(=O)N1CCC2=C(C1)C(=NN2[C@H]3CC[C@@H](CC3)CN4CC5=C(C=C6C(=C5)C(=O)N(C7CCC(=O)NC7=O)C6=O)C4)N8CCCC9=C8C=C(C(=C9)C%10=NN(C)C=C%10)C(F)F
Isomeric SMILES CC(N1CC2=C(N(N=C2N3CCCC4=C3C=C(C(C5=NN(C)C=C5)=C4)C(F)F)[C@H]6CC[C@H](CN7CC8=CC9=C(C=C8C7)C(N(C9=O)C%10CCC(NC%10=O)=O)=O)CC6)CC1)=O
InChI InChI=1S/C44H47F2N9O5/c1-24(56)52-15-12-36-34(23-52)41(53-13-3-4-26-16-30(35-11-14-50(2)48-35)31(40(45)46)19-38(26)53)49-55(36)29-7-5-25(6-8-29)20-51-21-27-17-32-33(18-28(27)22-51)44(60)54(43(32)59)37-9-10-39(57)47-42(37)58/h11,14,16-19,25,29,37,40H,3-10,12-13,15,20-23H2,1-2H3,(H,47,57,58)/t25-,29-,37?
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
Synonyms Click here for help
CBPD268 | compound 33 [PMID: 38477974]
Database Links Click here for help
GtoPdb PubChem SID 491300027
PubChem CID 171037451
Search Google for chemical match using the InChIKey ZAGZYDLBQICBCA-UUOOYTBASA-N
Search Google for chemicals with the same backbone ZAGZYDLBQICBCA
UniChem Compound Search for chemical match using the InChIKey ZAGZYDLBQICBCA-UUOOYTBASA-N
UniChem Connectivity Search for chemical match using the InChIKey ZAGZYDLBQICBCA-UUOOYTBASA-N