data_MK3 # _chem_comp.id MK3 _chem_comp.name "6-{5-[(2-aminopyrimidin-4-yl)amino]-2-hydroxyphenyl}-N-methylidene-1-benzothiophene-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H15 N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "6-(5-(2-aminopyrimidin-4-ylamino)-2-hydroxyphenyl)-N-methylbenzo[b]thiophene-2-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-21 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 389.430 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MK3 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3KA0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal MK3 C1 C1 C 0 1 Y N N 229.818 81.396 183.615 3.805 -2.553 0.639 C1 MK3 1 MK3 N1 N1 N 0 1 Y N N 231.088 81.812 183.645 3.806 -1.246 0.425 N1 MK3 2 MK3 O1 O1 O 0 1 N N N 235.810 85.539 181.348 0.234 3.657 0.389 O1 MK3 3 MK3 S1 S1 S 0 1 Y N N 241.142 84.138 181.512 -3.748 0.415 1.061 S1 MK3 4 MK3 C2 C2 C 0 1 Y N N 230.388 79.286 184.164 5.980 -2.762 -0.098 C2 MK3 5 MK3 N2 N2 N 0 1 Y N N 229.418 80.150 183.863 4.869 -3.300 0.384 N2 MK3 6 MK3 O2 O2 O 0 1 N N N 243.924 83.518 179.633 -6.464 -1.561 -1.040 O2 MK3 7 MK3 C3 C3 C 0 1 Y N N 231.720 79.619 184.219 6.024 -1.402 -0.336 C3 MK3 8 MK3 N3 N3 N 0 1 N N N 228.848 82.339 183.297 2.666 -3.152 1.148 N3 MK3 9 MK3 C4 C4 C 0 1 Y N N 232.044 80.926 183.944 4.887 -0.640 -0.057 C4 MK3 10 MK3 N4 N4 N 0 1 N N N 233.406 81.285 183.992 4.885 0.728 -0.281 N4 MK3 11 MK3 C5 C5 C 0 1 Y N N 233.965 82.399 183.319 3.705 1.464 -0.113 C5 MK3 12 MK3 N5 N5 N 0 1 N N N 244.159 82.111 181.429 -6.703 -0.680 0.987 N5 MK3 13 MK3 C6 C6 C 0 1 Y N N 235.274 82.307 182.895 2.481 0.881 -0.399 C6 MK3 14 MK3 C7 C7 C 0 1 Y N N 235.958 83.304 182.229 1.308 1.615 -0.232 C7 MK3 15 MK3 C8 C8 C 0 1 Y N N 235.248 84.470 182.000 1.375 2.935 0.224 C8 MK3 16 MK3 C9 C9 C 0 1 Y N N 233.942 84.609 182.419 2.604 3.507 0.507 C9 MK3 17 MK3 C10 C10 C 0 1 Y N N 233.297 83.579 183.070 3.764 2.775 0.345 C10 MK3 18 MK3 C11 C11 C 0 1 Y N N 237.315 82.994 181.814 -0.005 0.998 -0.536 C11 MK3 19 MK3 C12 C12 C 0 1 Y N N 237.499 81.742 181.268 -0.206 0.343 -1.758 C12 MK3 20 MK3 C13 C13 C 0 1 Y N N 238.689 81.222 180.816 -1.403 -0.224 -2.047 C13 MK3 21 MK3 C14 C14 C 0 1 Y N N 238.407 83.824 181.934 -1.036 1.068 0.389 C14 MK3 22 MK3 C15 C15 C 0 1 Y N N 239.621 83.323 181.485 -2.273 0.489 0.104 C15 MK3 23 MK3 C16 C16 C 0 1 Y N N 239.786 82.050 180.933 -2.474 -0.166 -1.120 C16 MK3 24 MK3 C17 C17 C 0 1 Y N N 241.129 81.780 180.555 -3.769 -0.689 -1.243 C17 MK3 25 MK3 C18 C18 C 0 1 Y N N 242.001 82.819 180.804 -4.579 -0.482 -0.197 C18 MK3 26 MK3 C19 C19 C 0 1 N N N 243.422 82.876 180.546 -5.972 -0.942 -0.114 C19 MK3 27 MK3 C20 C20 C 0 1 N N N 244.371 82.519 182.804 -7.932 -1.087 1.060 C20 MK3 28 MK3 HO1 HO1 H 0 1 N N N 235.174 86.242 181.286 -0.155 3.580 1.271 HO1 MK3 29 MK3 H2 H2 H 0 1 N N N 230.110 78.264 184.377 6.842 -3.379 -0.302 H2 MK3 30 MK3 H3 H3 H 0 1 N N N 232.476 78.889 184.466 6.917 -0.938 -0.728 H3 MK3 31 MK3 HN3 HN3 H 0 1 N N N 229.284 83.224 183.134 1.882 -2.615 1.343 HN3 MK3 32 MK3 HN3A HN3A H 0 0 N N N 228.360 82.050 182.473 2.652 -4.108 1.309 HN3A MK3 33 MK3 HN4 HN4 H 0 1 N N N 234.019 80.715 184.538 5.701 1.176 -0.554 HN4 MK3 34 MK3 H6 H6 H 0 1 N N N 235.803 81.388 183.099 2.435 -0.139 -0.751 H6 MK3 35 MK3 H9 H9 H 0 1 N N N 233.418 85.535 182.235 2.656 4.527 0.859 H9 MK3 36 MK3 H10 H10 H 0 1 N N N 232.270 83.696 183.384 4.720 3.225 0.566 H10 MK3 37 MK3 H12 H12 H 0 1 N N N 236.627 81.110 181.188 0.599 0.291 -2.476 H12 MK3 38 MK3 H13 H13 H 0 1 N N N 238.760 80.229 180.396 -1.543 -0.725 -2.994 H13 MK3 39 MK3 H14 H14 H 0 1 N N N 238.323 84.815 182.356 -0.881 1.573 1.331 H14 MK3 40 MK3 H17 H17 H 0 1 N N N 241.439 80.845 180.112 -4.092 -1.225 -2.124 H17 MK3 41 MK3 H20 H20 H 0 1 N N N 243.947 83.445 183.164 -8.369 -1.635 0.239 H20 MK3 42 MK3 H20A H20A H 0 0 N N N 244.953 81.897 183.468 -8.518 -0.877 1.942 H20A MK3 43 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal MK3 N3 C1 SING N N 1 MK3 C1 N1 DOUB Y N 2 MK3 C1 N2 SING Y N 3 MK3 N1 C4 SING Y N 4 MK3 O1 C8 SING N N 5 MK3 O1 HO1 SING N N 6 MK3 C18 S1 SING Y N 7 MK3 C15 S1 SING Y N 8 MK3 N2 C2 DOUB Y N 9 MK3 C2 C3 SING Y N 10 MK3 C2 H2 SING N N 11 MK3 O2 C19 DOUB N N 12 MK3 C4 C3 DOUB Y N 13 MK3 C3 H3 SING N N 14 MK3 N3 HN3 SING N N 15 MK3 N3 HN3A SING N N 16 MK3 C4 N4 SING N N 17 MK3 C5 N4 SING N N 18 MK3 N4 HN4 SING N N 19 MK3 C6 C5 DOUB Y N 20 MK3 C10 C5 SING Y N 21 MK3 C19 N5 SING N N 22 MK3 N5 C20 DOUB N N 23 MK3 C7 C6 SING Y N 24 MK3 C6 H6 SING N N 25 MK3 C11 C7 SING Y N 26 MK3 C8 C7 DOUB Y N 27 MK3 C8 C9 SING Y N 28 MK3 C9 C10 DOUB Y N 29 MK3 C9 H9 SING N N 30 MK3 C10 H10 SING N N 31 MK3 C12 C11 DOUB Y N 32 MK3 C11 C14 SING Y N 33 MK3 C13 C12 SING Y N 34 MK3 C12 H12 SING N N 35 MK3 C13 C16 DOUB Y N 36 MK3 C13 H13 SING N N 37 MK3 C15 C14 DOUB Y N 38 MK3 C14 H14 SING N N 39 MK3 C16 C15 SING Y N 40 MK3 C17 C16 SING Y N 41 MK3 C17 C18 DOUB Y N 42 MK3 C17 H17 SING N N 43 MK3 C19 C18 SING N N 44 MK3 C20 H20 SING N N 45 MK3 C20 H20A SING N N 46 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor MK3 SMILES_CANONICAL CACTVS 3.352 "Nc1nccc(Nc2ccc(O)c(c2)c3ccc4cc(sc4c3)C(=O)N=C)n1" MK3 SMILES CACTVS 3.352 "Nc1nccc(Nc2ccc(O)c(c2)c3ccc4cc(sc4c3)C(=O)N=C)n1" MK3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C=NC(=O)c1cc2ccc(cc2s1)c3cc(ccc3O)Nc4ccnc(n4)N" MK3 SMILES "OpenEye OEToolkits" 1.7.0 "C=NC(=O)c1cc2ccc(cc2s1)c3cc(ccc3O)Nc4ccnc(n4)N" MK3 InChI InChI 1.03 "InChI=1S/C20H15N5O2S/c1-22-19(27)17-9-12-3-2-11(8-16(12)28-17)14-10-13(4-5-15(14)26)24-18-6-7-23-20(21)25-18/h2-10,26H,1H2,(H3,21,23,24,25)" MK3 InChIKey InChI 1.03 KCQAKLMJFBAMFX-UHFFFAOYSA-N # _pdbx_chem_comp_identifier.comp_id MK3 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.6.1 _pdbx_chem_comp_identifier.identifier "6-[5-[(2-azanylpyrimidin-4-yl)amino]-2-hydroxy-phenyl]-N-methylidene-1-benzothiophene-2-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MK3 "Create component" 2009-10-21 RCSB MK3 "Modify aromatic_flag" 2011-06-04 RCSB MK3 "Modify descriptor" 2011-06-04 RCSB MK3 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MK3 _pdbx_chem_comp_synonyms.name "6-(5-(2-aminopyrimidin-4-ylamino)-2-hydroxyphenyl)-N-methylbenzo[b]thiophene-2-carboxamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##