APG-1252-M1   Click here for help

GtoPdb Ligand ID: 13070

Synonyms: APG-1244 | BM-1244
Compound class: Synthetic organic
Comment: APG-1252-M1 is the active metabolite of the prodrug pelcitoclax (APG-1252). It is a dual inhibitor of the apoptosis suppressor proteins Bcl-2 and Bcl-XL [2]. Structurally APG-1252 is a Bcl-2 BH3 homology domain mimetic that binds to both target proteins and disrupts their anti-apoptotic function. This action induces Bax-dependent cancer cell apoptosis. The prodrug is an active clinical candidate (Jan 2024).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 3
Rotatable bonds 20
Topological polar surface area 227.18
Molecular weight 1159.79
XLogP 8.04
No. Lipinski's rules broken 4
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Canonical SMILES CC(C)N1C(=C(C(=C1C2=CC=C(C=C2)Cl)C3=CC(=CC(=C3)F)N4CCN(CC4)C5=CC=C(C=C5)NS(=O)(=O)C6=CC=C(C(=C6)S(=O)(=O)C(F)(F)F)N[C@H](CCN7CCC(CC7)C(=O)O)CSC8=CC=CC=C8)S(=O)(=O)C)C
Isomeric SMILES CC(C)N1C(C)=C(C(=C1C2=CC=C(Cl)C=C2)C3=CC(=CC(F)=C3)N4CCN(CC4)C5=CC=C(NS(=O)(=O)C6=CC=C(N[C@H](CCN7CCC(CC7)C(O)=O)CSC8=CC=CC=C8)C(=C6)S(=O)(=O)C(F)(F)F)C=C5)S(C)(=O)=O
InChI InChI=1S/C54H59ClF4N6O8S4/c1-35(2)65-36(3)52(75(4,68)69)50(51(65)37-10-12-40(55)13-11-37)39-30-41(56)32-45(31-39)64-28-26-63(27-29-64)44-16-14-42(15-17-44)61-77(72,73)47-18-19-48(49(33-47)76(70,71)54(57,58)59)60-43(34-74-46-8-6-5-7-9-46)22-25-62-23-20-38(21-24-62)53(66)67/h5-19,30-33,35,38,43,60-61H,20-29,34H2,1-4H3,(H,66,67)/t43-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Prodrug pelcitoclax
IUPAC Name Click here for help
1-[(3R)-3-[4-[[4-[4-[3-[2-(4-chlorophenyl)-5-methyl-4-methylsulfonyl-1-propan-2-ylpyrrol-3-yl]-5-fluorophenyl]piperazin-1-yl]phenyl]sulfamoyl]-2-(trifluoromethylsulfonyl)anilino]-4-phenylsulfanylbutyl]piperidine-4-carboxylic acid
Synonyms Click here for help
APG-1244 | BM-1244
Database Links Click here for help
CAS Registry No. 1619923-32-8 (source: PubChem)
GtoPdb PubChem SID 491299852
PubChem CID 90279478
Search Google for chemical match using the InChIKey OGHPBBHWAPIYHS-VZUYHUTRSA-N
Search Google for chemicals with the same backbone OGHPBBHWAPIYHS
UniChem Compound Search for chemical match using the InChIKey OGHPBBHWAPIYHS-VZUYHUTRSA-N
UniChem Connectivity Search for chemical match using the InChIKey OGHPBBHWAPIYHS-VZUYHUTRSA-N