Benzoselenophene-based compound, pharmaceutical composition containing same, and antibody-drug conjugate

A pharmaceutical composition, comprising a benzoselenophene-based compound represented by the following Chemical Formula 1 or a pharmaceutically acceptable salt thereof, the pharmaceutical composition is for treating proliferative diseases wherein the proliferative diseases include at least one selected from the group consisting of cancer, leukaemia, psoriasis, bone diseases, fibroblastic disorders and atherosclerosis:

• in the above Chemical Formula 1,
• R1 is a substituted or unsubstituted C3-10 heterocycloalkyl group including at least one nitrogen atom or a substituted or unsubstituted C3-10 heteroaryl group including at least one nitrogen atom,
• each of R2 and R3 is independently hydrogen, fluorine, chlorine, bromine, iodine, or a substituted or unsubstituted C1-5 alkyl group,
• each of R4 and R5 is independently hydrogen, or a substituted or unsubstituted C1-5 alkyl group,
• the heterocycloalkyl group and the heteroaryl group further include at least one hetero atom selected from O and S or not,
• X is halogen, and
• if one or more of R1, R2, R3, R4 or R5 is substituted, the substituent is one or more members selected from the group consisting of an acyl group, an amino group, an acylamino group, an alkylcarbonyloxy group, an arylcarbonyloxy group, an alkoxycarbonyloxy group, an alkoxycarbonyl group, a carboxy group, a carboxylate group, an aminocarbonyl group, a mono- and dialkylaminocarbonyl groups, a cyano group, an azido group, a halogen group, a hydroxyl group, a nitro group, a trifluoromethyl group, a thiol group, an alkylthiol group, an arylthiol group, an alkylthiocarbonyl group, a thiocarboxylate group, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a cycloalkyl group, a heterocycloalkyl group, an aryl group, a heteroaryl group, a lower alkoxy group, an aryloxy group, an aryloxycarbonyloxy group, a benzyloxy group, a benzyl group, a sulfinyl group, an alkylsulfinyl group, a sulfonyl group, a sulfate group, a sulfonate group, a sulfonamide group, a phosphate group, a phosphonate group, a phosphinato group, an oxo group, a guanidine group, an imino group and a formyl group.

An antibody-drug conjugate or a pharmaceutically acceptable salt thereof, comprising:

• an antibody;
• a linker;
• and
• a benzoselenophene-based compound represented by the following Chemical Formula 1 or a pharmaceutically acceptable salt thereof:
• in the above Chemical Formula 1,
• R1 is a substituted or unsubstituted C3-10 heterocycloalkyl group including at least one nitrogen atom or a substituted or unsubstituted C3-10 heteroaryl group including at least one nitrogen atom,
• each of R2 and R3 is independently hydrogen, fluorine, chlorine, bromine, iodine, or a substituted or unsubstituted C1-5 alkyl group,
• each of R4 and R5 is independently hydrogen, or a substituted or unsubstituted C1-5 alkyl group,
• the heterocycloalkyl group and the heteroaryl group further include at least one hetero atom selected from O and S or not,
• X is halogen, and
• if one or more of R1, R2, R3, R4 or R5 is substituted, the substituent is one or more members selected from the group consisting of an acyl group, an amino group, an acylamino group, an alkylcarbonyloxy group, an arylcarbonyloxy group, an alkoxycarbonyloxy group, an alkoxycarbonyl group, a carboxy group, a carboxylate group, an aminocarbonyl group, a mono- and dialkylaminocarbonyl groups, a cyano group, an azido group, a halogen group, a hydroxyl group, a nitro group, a trifluoromethyl group, a thiol group, an alkylthiol group, an arylthiol group, an alkylthiocarbonyl group, a thiocarboxylate group, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a cycloalkyl group, a heterocycloalkyl group, an aryl group, a heteroaryl group, a lower alkoxy group, an aryloxy group, an aryloxycarbonyloxy group, a benzyloxy group, a benzyl group, a sulfinyl group, an alkylsulfinyl group, a sulfonyl group, a sulfate group, a sulfonate group, a sulfonamide group, a phosphate group, a phosphonate group, a phosphinato group, an oxo group, a guanidine group, an imino group and a formyl group.