CL2-SN-38 (dichloroacetic acid salt)

CL2-SN-38 is a cleavable linker-based antibody-drug conjugate (ADC) containing the topoisomerase I inhibitor SN-38 (Cay-15632) and a maleimidocaproyl linker. CL2-SN-38 has been linked to tumor-selective human monoclonal antibodies, such as anti-CEACAM5 (hMN-14) to target SN-38 to tumor sites and improve its solubility. CL2-SN-38 linked to hMN-14 binds (Kd = 1.4 nM) and is cytotoxic to LoVo human colon adenocarcinoma cells (IC50 = 5.3 nM). CL2-SN-38 linked to hMN-14 increases survival in a colon carcinoma mouse model of lung metastasis.Formal Name: N-[32-[4-[[[[4-[(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexyl]carbonyl]amino]methyl]-1H-1,2,3-triazol-1-yl]-1,5-dioxo-3,9,12,15,18,21,24,27,30-nonaoxa-6-azadotriacont-1-yl]-L-phenylalanyl-N-[4-[[[[[(4S)-4,11-diethyl-3,4,12,14-tetrahydro-9-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl]oxy]carbonyl]oxy]methyl]phenyl]-L-lysinamide, 2,2-dichloro-acetic acid. Molecular Formula: C82H106N12O23 . XC2H2Cl2O2. Formula Weight: 1627.8. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: >1mg/mL, Ethanol: >1mg/mL. lambdamax: 223, 268, 329, 367, 382 nm. SMILES: O=C([C@@]1(CC)OC(OCC2=CC=C(NC([C@H](CCCCN)NC([C@@H](NC(COCC(NCCOCCOCCOCCOCCOCCOCCOCCOCCN3C=C(CNC(C4CCC(CN5C(C=CC5=O)=O)CC4)=O)N=N3)=O)=O)CC6=CC=CC=C6)=O)=O)C=C2)=O)OCC7=C1C=C(C8=NC9=CC=C(O)C=C9C(CC)=C8C%10)N%10C7=O.OC(C(Cl)Cl)=O. InChi Code: InChI=1S/C82H106N12O23.C2H2Cl2O2/c1-3-62-63-45-61(95)21-22-67(63)88-75-64(62)50-93-70(75)46-66-65(79(93)103)52-115-80(104)82(66,4-2)117-81(105)116-51-57-15-19-59(20-16-57)86-77(101)68(12-8-9-25-83)89-78(102)69(44-55-10-6-5-7-11-55)87-72(97)54-114-53-71(96)84-26-28-106-30-32-108-34-36-110-38-40-112-42-43-113-41-39-111-37-35-109-33-31-107-29-27-92-49-60(90-91-92)47-85-76(100)58-17-13-56(14-18-58)48-94-73(98)23-24-74(94)99,3-1(4)2(5)6/h5-7,10-11,15-16,19-24,45-46,49,56,58,68-69,95H,3-4,8-9,12-14,17-18,25-44,47-48,50-54,83H2,1-2H3,(H,84,96)(H,85,100)(H,86,101)(H,87,97)(H,89,102),1H,(H,5,6)/t56?,58?,68-,69-,82-,/m0./s1. InChi Key: QEMIDYVPXFHTJE-WZTSRDGXSA-N.