PMX-53 (trifluoroacetate salt)

PMX-53 is a macrocyclic complement 5a (C5a) peptidomimetic and an antagonist of the C5a receptor (IC50 = 0.3 µM). It inhibits C5a-induced secretion of myeloperoxidase (MPO) in isolated human polymorphonuclear leukocytes (PMNs). PMX-53 (10 mg/kg, p.o.) inhibits vascular leakage, PMN infiltration, and peritoneal TNF-alpha and IL-6 production in a rat model of the peritoneal Arthus reaction. It reduces body weight loss and anorexia and inhibits striatal degeneration in a rat model of Huntington's disease induced by 3-nitropropionic acid (3-NP, Cay-14684). PMX-53 (3 mg/kg) also reduces atherosclerotic lesion size and lipid content in ApoE-/- mice.Formal Name: (6->2)-lactam, N-acetyl-L-phenylalanyl-L-ornithyl-L-prolyl-3-cyclohexyl-D-alanyl-L-tryptophyl-L-arginin, trifluoroacetate salt. CAS Number: 514814-99-4. Synonyms: AcF-[OPdChaWR], AcPhe-[Orn-Pro-D-Cyclohexylalanine-Trp-Arg], 3D53. Molecular Formula: C47H65N11O7 . XCF3COOH. Formula Weight: 896.1. Purity: >95%. Formulation: (Request formulation change), A solid. Peptide Sequence: Ac-Phe[Orn-Pro-D-Cha-Trp-Arg]. Solubility: Water: Soluble. lambdamax: 220 nm. SMILES: O=C([C@H](NC([C@@]1([H])N(CCC1)C([C@H](CCCNC([C@@H](NC2=O)CCCNC(N)=N)=O)NC([C@@H](NC(C)=O)CC3=CC=CC=C3)=O)=O)=O)CC4CCCCC4)N[C@H]2CC5=CNC6=CC=CC=C56.OC(C(F)(F)F)=O. InChi Code: InChI=1S/C47H65N11O7.C2HF3O2/c1-29(59)53-37(25-30-13-4-2-5-14-30)42(61)55-36-20-11-22-50-41(60)35(19-10-23-51-47(48)49)54-44(63)39(27-32-28-52-34-18-9-8-17-33(32)34)56-43(62)38(26-31-15-6-3-7-16-31)57-45(64)40-21-12-24-58(40)46(36)65,3-2(4,5)1(6)7/h2,4-5,8-9,13-14,17-18,28,31,35-40,52H,3,6-7,10-12,15-16,19-27H2,1H3,(H,50,60)(H,53,59)(H,54,63)(H,55,61)(H,56,62)(H,57,64)(H4,48,49,51),(H,6,7)/t35-,36-,37-,38+,39-,40-,/m0./s1. InChi Key: GLBSQYCQCYBLHZ-XRANFBFSSA-N.