Benzothiazole derivatives as dyrk1 inhibitors

A compound of Formula (I),

• wherein
• R1 is selected from the group consisting of fluorine, an OR2 group, a CONHR3 group, CH2C(O)NHR3 and —C≡CR2;
• R2 is hydrogen or a C1-3 alkyl group;
• R3 is hydrogen or a C1-3 alkyl group;
• and
• R1a is H;
• or
• R1 and R1a together form a 5- or 6-membered unsubstituted ring, optionally containing a heteroatom selected from N, O or S;
• X is a five- or six-membered aromatic heterocyclic group, containing one or two nitrogen atoms in the ring, and which is substituted with a first substituent R4, and optionally, a second substituent R5, wherein R4 and R5, if present, are attached to a carbon atom in the heterocyclic group;
• R4 and R5, which may be the same or different, are each a group represented by Formula (II),
• V—W—Y—Z (II)
• wherein
• the covalent bonds V—W, W—Y, and Y—Z are single, double or triple bonds;
• V represents C, N or F, if V is C, the C may be substituted by O, OH, F, F2 or F3, and if V is N, the N may be substituted by a C1-3 alkyl group;
• W represents C, N, O, S, or is absent, if W is C, the C may be substituted by O, OH, CH3, F, F2 or F3, if W is N, the N may be substituted by a C1-3 alkyl group and if W is S, the S is substituted by O or (O)2, preferably (O)2;
• or
• W represents a 5- or 6-membered carbocyclic group, or a 5- or 6-membered heterocyclic group having at least one ring N atom and optionally also a further heteroatom in the ring selected from N, O and S, wherein W may optionally be substituted by one or two halogen atoms;
• Y represents C, N, O, S or is absent, if Y is C, the C may be substituted by O, OH, CH3, F, F2 or F3;
• or
• Y represents a 5- or 6-membered carbocyclic group, or a 5- or 6-membered heterocyclic group containing 1 or 2 nitrogen atoms in the ring, and optionally substituted by one or two groups, which may be the same or different, selected from OH, NH2, NH(CO)CH3, CH2NH2, CH2NHC1-3 alkyl and CH2N(C1-3 alkyl)2;
• Z represents C, N, O or is absent, if Z is C, the C may be substituted by O, OH, NH2, or CH3, if Z is N, the N may be substituted by C(O)C1-4alkyl, S(O)2C1-4alkyl or CHR4aCOOH, wherein R4a is selected from H, CH3, CH(CH3)2, CH2OH or CH(OH)CH3, if Z is O, the O may be substituted by C1-4alkyl;
• wherein if W, Y and Z are absent from R4 and R5 is also absent, V is not unsubstituted N or C;
• wherein R5, if present, comprises six or fewer non-hydrogen atoms;
• or a pharmaceutically acceptable salt, hydrate, solvate or tautomer thereof,
• but excluding the following compounds: