SMD-3040   Click here for help

GtoPdb Ligand ID: 12842

Synonyms: compound 29 [PMID: 37523716] | SMD3040
Compound class: Synthetic organic
Comment: SMD-3040 is an experimental SMARCA2 PROTAC degrader [1]. It uses a SMARCA2/4 bromodomain-binding ligand (SMARCA2/4 ligand 3 [1]) to recruit the target protein to the VHL E3 ligase to initiate its proteasomal degradation. Targeting SMARCA2 in SMARCA4 deficient tumours induces synthetic lethality in preclinical tumour models.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 15
Hydrogen bond donors 5
Rotatable bonds 16
Topological polar surface area 226.21
Molecular weight 943.21
XLogP 4.85
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES C[C@@H](C1=CC=C(C=C1)C2=C(C)N=CS2)NC(=O)[C@@H]3C[C@H](CN3C(=O)[C@H](C(C)(C)C)NC(=O)[C@H]4CC[C@@H](CC4)CN5CC6(CCC(CC6)N7C=C(C=N7)C8=C(N)N=NC(=C8)C9=C(C=CC=C9)O)C5)O
Isomeric SMILES NC1=C(C2=CN(C3CCC4(CN(C[C@H]5CC[C@@H](CC5)C(N[C@@H](C(C)(C)C)C(N6[C@H](C(N[C@@H](C)C7=CC=C(C8=C(C)N=CS8)C=C7)=O)C[C@@H](O)C6)=O)=O)C4)CC3)N=C2)C=C(C9=C(O)C=CC=C9)N=N1
InChI InChI=1S/C52H66N10O5S/c1-31(34-14-16-35(17-15-34)45-32(2)54-30-68-45)56-49(66)43-22-39(63)27-61(43)50(67)46(51(3,4)5)57-48(65)36-12-10-33(11-13-36)25-60-28-52(29-60)20-18-38(19-21-52)62-26-37(24-55-62)41-23-42(58-59-47(41)53)40-8-6-7-9-44(40)64/h6-9,14-17,23-24,26,30-31,33,36,38-39,43,46,63-64H,10-13,18-22,25,27-29H2,1-5H3,(H2,53,59)(H,56,66)(H,57,65)/t31-,33-,36-,39+,43-,46+/m0/s1
InChI Key GMCWCUOAGNWNLO-YTZIVEPUSA-N
Download 2D Structure Click here for help
Canonical SMILES Download
Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel