SD-36   Click here for help

GtoPdb Ligand ID: 12915

Synonyms: compound 14 [PMID: 31747516] | SD36
Compound class: Synthetic organic
Comment: SD-36 is a STAT3 PROTAC degrader [1-2]. It simultaneously binds to the SH1 domain of STAT3 and recruits the cereblon E3 ubiquitin ligase, to promote proteasomal degradation of STAT3. STAT3 degradation is a novel anti-cancer strategy, as an alternative to pharmacological inhibtion.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 21
Hydrogen bond donors 8
Rotatable bonds 23
Topological polar surface area 316.86
Molecular weight 1158.15
XLogP 0.46
No. Lipinski's rules broken 4
SMILES / InChI / InChIKey
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Canonical SMILES C(CC#CC1=CC=CC2=C1CN(C3CCC(=O)NC3=O)C2=O)CCCC(=O)N4CC[C@H]5CC[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)NC(C6=CC=CC=C6)C7=CC=CC=C7)N5C(=O)[C@H](C4)NC(=O)C8=CC9=C(C=CC(=C9)C(F)(F)P(=O)(O)O)N8
Isomeric SMILES C1C[C@H](N2[C@H]1CCN(C[C@@H](C2=O)NC(=O)C3=CC4=C(N3)C=CC(=C4)C(F)(F)P(=O)(O)O)C(=O)CCCCCC#CC5=C6CN(C(=O)C6=CC=C5)C7CCC(=O)NC7=O)C(=O)N[C@@H](CCC(=O)N)C(=O)NC(C8=CC=CC=C8)C9=CC=CC=C9
InChI InChI=1S/C59H62F2N9O12P/c60-59(61,83(80,81)82)39-21-23-43-38(31-39)32-45(63-43)54(75)65-46-34-68(51(73)20-11-3-1-2-6-13-35-18-12-19-41-42(35)33-69(57(41)78)47-26-28-50(72)66-55(47)76)30-29-40-22-25-48(70(40)58(46)79)56(77)64-44(24-27-49(62)71)53(74)67-52(36-14-7-4-8-15-36)37-16-9-5-10-17-37/h4-5,7-10,12,14-19,21,23,31-32,40,44,46-48,52,63H,1-3,11,20,22,24-30,33-34H2,(H2,62,71)(H,64,77)(H,65,75)(H,67,74)(H,66,72,76)(H2,80,81,82)/t40-,44+,46+,47?,48+/m1/s1
InChI Key JKCSCHXVWPSGBG-OPKPGBGESA-N