data_54J # _chem_comp.id 54J _chem_comp.name "N-(3-{5-[(1-ethylpiperidin-4-yl)(methyl)amino]-3-(pyrimidin-5-yl)-1H-pyrrolo[3,2-b]pyridin-1-yl}-2,4-difluorophenyl)propane-1-sulfonamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H33 F2 N7 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-23 _chem_comp.pdbx_modified_date 2016-03-04 _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 569.669 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 54J _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 5CSX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 54J N3 N1 N 0 1 N N N 16.026 -81.828 93.080 -7.585 2.654 -0.172 N3 54J 1 54J C4 C1 C 0 1 N N N 16.919 -81.171 92.106 -6.743 2.477 -1.362 C4 54J 2 54J C5 C2 C 0 1 N N N 17.339 -79.793 92.639 -6.012 1.136 -1.277 C5 54J 3 54J C6 C3 C 0 1 N N N 16.091 -78.949 92.897 -5.151 1.109 -0.011 C6 54J 4 54J C7 C4 C 0 1 N N N 15.181 -79.688 93.882 -6.045 1.343 1.210 C7 54J 5 54J C8 C5 C 0 1 N N N 14.803 -81.031 93.265 -6.776 2.679 1.052 C8 54J 6 54J C10 C6 C 0 1 N N N 16.764 -77.458 94.851 -5.292 -1.423 0.075 C10 54J 7 54J C13 C7 C 0 1 Y N N 17.261 -74.267 91.972 -1.021 0.818 0.706 C13 54J 8 54J C17 C8 C 0 1 Y N N 17.196 -76.079 88.828 -0.240 -2.659 0.070 C17 54J 9 54J C21 C9 C 0 1 Y N N 16.612 -79.518 86.537 -1.200 -6.599 -0.859 C21 54J 10 54J C24 C10 C 0 1 Y N N 17.083 -75.968 90.286 -1.179 -1.535 0.197 C24 54J 11 54J C26 C11 C 0 1 Y N N 17.838 -72.587 89.262 2.011 -0.001 0.879 C26 54J 12 54J C1 C12 C 0 1 N N N 15.139 -84.003 93.842 -9.412 3.697 -1.426 C1 54J 13 54J C2 C13 C 0 1 N N N 15.692 -83.199 92.658 -8.408 3.866 -0.285 C2 54J 14 54J N9 N2 N 0 1 N N N 16.528 -77.631 93.409 -4.494 -0.195 0.107 N9 54J 15 54J C11 C14 C 0 1 Y N N 16.780 -76.569 92.524 -3.111 -0.267 0.248 C11 54J 16 54J C12 C15 C 0 1 Y N N 16.994 -75.237 92.931 -2.393 0.886 0.564 C12 54J 17 54J C14 C16 C 0 1 Y N N 17.307 -74.622 90.615 -0.396 -0.414 0.520 C14 54J 18 54J N15 N3 N 0 1 Y N N 17.539 -73.948 89.423 0.919 -0.830 0.583 N15 54J 19 54J C16 C17 C 0 1 Y N N 17.470 -74.829 88.380 1.000 -2.165 0.314 C16 54J 20 54J C18 C18 C 0 1 Y N N 17.010 -77.302 88.011 -0.582 -4.063 -0.261 C18 54J 21 54J C19 C19 C 0 1 Y N N 17.458 -77.378 86.675 -1.587 -4.741 0.435 C19 54J 22 54J N20 N4 N 0 1 Y N N 17.239 -78.493 85.983 -1.863 -5.990 0.104 N20 54J 23 54J N22 N5 N 0 1 Y N N 16.169 -79.494 87.776 -0.238 -6.001 -1.533 N22 54J 24 54J C23 C20 C 0 1 Y N N 16.338 -78.424 88.533 0.099 -4.750 -1.270 C23 54J 25 54J N25 N6 N 0 1 Y N N 16.839 -76.856 91.239 -2.499 -1.423 0.070 N25 54J 26 54J C27 C21 C 0 1 Y N N 16.985 -71.778 88.517 2.423 0.163 2.197 C27 54J 27 54J F28 F1 F 0 1 N N N 15.866 -72.305 87.985 1.772 -0.477 3.193 F28 54J 28 54J C29 C22 C 0 1 Y N N 17.272 -70.430 88.344 3.500 0.979 2.489 C29 54J 29 54J C30 C23 C 0 1 Y N N 18.428 -69.879 88.887 4.170 1.636 1.473 C30 54J 30 54J C31 C24 C 0 1 Y N N 19.306 -70.678 89.612 3.763 1.477 0.155 C31 54J 31 54J N32 N7 N 0 1 N N N 20.456 -70.104 90.169 4.442 2.142 -0.873 N32 54J 32 54J S33 S1 S 0 1 N N N 21.950 -70.335 89.503 6.081 2.361 -0.777 S33 54J 33 54J O34 O1 O 0 1 N N N 22.831 -69.707 90.413 6.424 2.981 -2.008 O34 54J 34 54J O35 O2 O 0 1 N N N 22.061 -71.734 89.269 6.273 3.031 0.461 O35 54J 35 54J C36 C25 C 0 1 N N N 21.852 -69.441 87.938 6.757 0.679 -0.701 C36 54J 36 54J C37 C26 C 0 1 N N N 23.086 -69.766 87.099 8.283 0.747 -0.609 C37 54J 37 54J C38 C27 C 0 1 N N N 22.848 -69.276 85.670 8.854 -0.671 -0.546 C38 54J 38 54J C39 C28 C 0 1 Y N N 19.009 -72.036 89.799 2.685 0.653 -0.143 C39 54J 39 54J F40 F2 F 0 1 N N N 19.866 -72.791 90.513 2.290 0.492 -1.425 F40 54J 40 54J H2 H2 H 0 1 N N N 16.390 -81.048 91.150 -7.368 2.494 -2.255 H2 54J 41 54J H3 H3 H 0 1 N N N 17.814 -81.792 91.953 -6.014 3.286 -1.414 H3 54J 42 54J H4 H4 H 0 1 N N N 17.899 -79.917 93.578 -6.740 0.326 -1.239 H4 54J 43 54J H5 H5 H 0 1 N N N 17.975 -79.290 91.896 -5.375 1.012 -2.153 H5 54J 44 54J H6 H6 H 0 1 N N N 15.551 -78.814 91.948 -4.397 1.894 -0.067 H6 54J 45 54J H7 H7 H 0 1 N N N 15.713 -79.851 94.831 -6.774 0.537 1.287 H7 54J 46 54J H8 H8 H 0 1 N N N 14.273 -79.095 94.068 -5.432 1.367 2.111 H8 54J 47 54J H9 H9 H 0 1 N N N 14.317 -80.867 92.292 -6.046 3.487 0.989 H9 54J 48 54J H10 H10 H 0 1 N N N 14.112 -81.564 93.934 -7.424 2.842 1.913 H10 54J 49 54J H11 H11 H 0 1 N N N 16.512 -78.390 95.379 -5.387 -1.768 -0.954 H11 54J 50 54J H12 H12 H 0 1 N N N 17.823 -77.214 95.022 -4.800 -2.191 0.672 H12 54J 51 54J H13 H13 H 0 1 N N N 16.133 -76.640 95.230 -6.282 -1.223 0.485 H13 54J 52 54J H14 H14 H 0 1 N N N 17.433 -73.243 92.270 -0.446 1.698 0.950 H14 54J 53 54J H15 H15 H 0 1 N N N 16.458 -80.410 85.949 -1.450 -7.622 -1.100 H15 54J 54 54J H16 H16 H 0 1 N N N 14.895 -85.023 93.511 -8.876 3.534 -2.361 H16 54J 55 54J H17 H17 H 0 1 N N N 15.895 -84.048 94.640 -10.054 2.840 -1.222 H17 54J 56 54J H18 H18 H 0 1 N N N 14.231 -83.514 94.225 -10.023 4.596 -1.510 H18 54J 57 54J H19 H19 H 0 1 N N N 14.934 -83.159 91.862 -8.944 4.029 0.650 H19 54J 58 54J H20 H20 H 0 1 N N N 16.599 -83.692 92.277 -7.766 4.723 -0.489 H20 54J 59 54J H21 H21 H 0 1 N N N 16.951 -74.973 93.977 -2.906 1.827 0.698 H21 54J 60 54J H22 H22 H 0 1 N N N 17.614 -74.566 87.343 1.914 -2.741 0.297 H22 54J 61 54J H23 H23 H 0 1 N N N 17.971 -76.543 86.221 -2.137 -4.248 1.223 H23 54J 62 54J H24 H24 H 0 1 N N N 15.963 -78.410 89.546 0.882 -4.263 -1.833 H24 54J 63 54J H25 H25 H 0 1 N N N 16.592 -69.805 87.784 3.819 1.105 3.513 H25 54J 64 54J H26 H26 H 0 1 N N N 18.644 -68.830 88.746 5.011 2.273 1.704 H26 54J 65 54J H27 H27 H 0 1 N N N 20.512 -70.441 91.109 3.952 2.476 -1.641 H27 54J 66 54J H28 H28 H 0 1 N N N 21.814 -68.359 88.133 6.363 0.168 0.177 H28 54J 67 54J H29 H29 H 0 1 N N N 20.946 -69.748 87.395 6.471 0.132 -1.599 H29 54J 68 54J H30 H30 H 0 1 N N N 23.255 -70.853 87.095 8.677 1.258 -1.487 H30 54J 69 54J H31 H31 H 0 1 N N N 23.966 -69.260 87.523 8.569 1.294 0.289 H31 54J 70 54J H32 H32 H 0 1 N N N 23.729 -69.503 85.052 8.568 -1.218 -1.444 H32 54J 71 54J H33 H33 H 0 1 N N N 21.966 -69.783 85.251 9.941 -0.623 -0.480 H33 54J 72 54J H34 H34 H 0 1 N N N 22.677 -68.189 85.679 8.459 -1.183 0.332 H34 54J 73 # 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 54J C38 C37 SING N N 1 54J N20 C21 DOUB Y N 2 54J N20 C19 SING Y N 3 54J C21 N22 SING Y N 4 54J C19 C18 DOUB Y N 5 54J C37 C36 SING N N 6 54J N22 C23 DOUB Y N 7 54J C36 S33 SING N N 8 54J F28 C27 SING N N 9 54J C18 C23 SING Y N 10 54J C18 C17 SING N N 11 54J C29 C27 DOUB Y N 12 54J C29 C30 SING Y N 13 54J C16 C17 DOUB Y N 14 54J C16 N15 SING Y N 15 54J C27 C26 SING Y N 16 54J C17 C24 SING Y N 17 54J C30 C31 DOUB Y N 18 54J C26 N15 SING N N 19 54J C26 C39 DOUB Y N 20 54J O35 S33 DOUB N N 21 54J N15 C14 SING Y N 22 54J S33 N32 SING N N 23 54J S33 O34 DOUB N N 24 54J C31 C39 SING Y N 25 54J C31 N32 SING N N 26 54J C39 F40 SING N N 27 54J C24 C14 DOUB Y N 28 54J C24 N25 SING Y N 29 54J C14 C13 SING Y N 30 54J N25 C11 DOUB Y N 31 54J C13 C12 DOUB Y N 32 54J C4 C5 SING N N 33 54J C4 N3 SING N N 34 54J C11 C12 SING Y N 35 54J C11 N9 SING N N 36 54J C5 C6 SING N N 37 54J C2 N3 SING N N 38 54J C2 C1 SING N N 39 54J C6 N9 SING N N 40 54J C6 C7 SING N N 41 54J N3 C8 SING N N 42 54J C8 C7 SING N N 43 54J N9 C10 SING N N 44 54J C4 H2 SING N N 45 54J C4 H3 SING N N 46 54J C5 H4 SING N N 47 54J C5 H5 SING N N 48 54J C6 H6 SING N N 49 54J C7 H7 SING N N 50 54J C7 H8 SING N N 51 54J C8 H9 SING N N 52 54J C8 H10 SING N N 53 54J C10 H11 SING N N 54 54J C10 H12 SING N N 55 54J C10 H13 SING N N 56 54J C13 H14 SING N N 57 54J C21 H15 SING N N 58 54J C1 H16 SING N N 59 54J C1 H17 SING N N 60 54J C1 H18 SING N N 61 54J C2 H19 SING N N 62 54J C2 H20 SING N N 63 54J C12 H21 SING N N 64 54J C16 H22 SING N N 65 54J C19 H23 SING N N 66 54J C23 H24 SING N N 67 54J C29 H25 SING N N 68 54J C30 H26 SING N N 69 54J N32 H27 SING N N 70 54J C36 H28 SING N N 71 54J C36 H29 SING N N 72 54J C37 H30 SING N N 73 54J C37 H31 SING N N 74 54J C38 H32 SING N N 75 54J C38 H33 SING N N 76 54J C38 H34 SING N N 77 # 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 54J SMILES ACDLabs 12.01 "N1(CCC(CC1)N(C)c5ccc3c(c(cn3c2c(c(ccc2F)NS(=O)(=O)CCC)F)c4cncnc4)n5)CC" 54J InChI InChI 1.03 "InChI=1S/C28H33F2N7O2S/c1-4-14-40(38,39)34-23-7-6-22(29)28(26(23)30)37-17-21(19-15-31-18-32-16-19)27-24(37)8-9-25(33-27)35(3)20-10-12-36(5-2)13-11-20/h6-9,15-18,20,34H,4-5,10-14H2,1-3H3" 54J InChIKey InChI 1.03 AEJACXAFHXBVHF-UHFFFAOYSA-N 54J SMILES_CANONICAL CACTVS 3.385 "CCC[S](=O)(=O)Nc1ccc(F)c(n2cc(c3cncnc3)c4nc(ccc24)N(C)C5CCN(CC)CC5)c1F" 54J SMILES CACTVS 3.385 "CCC[S](=O)(=O)Nc1ccc(F)c(n2cc(c3cncnc3)c4nc(ccc24)N(C)C5CCN(CC)CC5)c1F" 54J SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCCS(=O)(=O)Nc1ccc(c(c1F)n2cc(c3c2ccc(n3)N(C)C4CCN(CC4)CC)c5cncnc5)F" 54J SMILES "OpenEye OEToolkits" 1.9.2 "CCCS(=O)(=O)Nc1ccc(c(c1F)n2cc(c3c2ccc(n3)N(C)C4CCN(CC4)CC)c5cncnc5)F" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 54J "SYSTEMATIC NAME" ACDLabs 12.01 "N-(3-{5-[(1-ethylpiperidin-4-yl)(methyl)amino]-3-(pyrimidin-5-yl)-1H-pyrrolo[3,2-b]pyridin-1-yl}-2,4-difluorophenyl)propane-1-sulfonamide" 54J "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[3-[5-[(1-ethylpiperidin-4-yl)-methyl-amino]-3-pyrimidin-5-yl-pyrrolo[3,2-b]pyridin-1-yl]-2,4-bis(fluoranyl)phenyl]propane-1-sulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 54J "Create component" 2015-07-23 EBI 54J "Initial release" 2016-03-09 RCSB #