data_6XW # _chem_comp.id 6XW _chem_comp.name "5-(5-aminopyridin-3-yl)-8-(((3R,4R)-3-((1,1-dioxidotetrahydro-2H-thiopyran-4-yl)methoxy)piperidin-4-yl)amino)-3-methyl-1,7-naphthyridin-2(1H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H32 N6 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-07-18 _chem_comp.pdbx_modified_date 2016-08-24 _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 512.624 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6XW _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 5LJ2 _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 6XW C10 C1 C 0 1 Y N N 26.277 52.284 -2.818 2.991 1.183 -1.125 C10 6XW 1 6XW N12 N1 N 0 1 Y N N 25.086 52.450 -3.404 1.837 1.632 -0.666 N12 6XW 2 6XW C13 C2 C 0 1 Y N N 24.019 51.737 -2.990 1.285 1.178 0.446 C13 6XW 3 6XW C21 C3 C 0 1 N N N 20.538 52.055 -5.681 -0.792 5.200 -0.280 C21 6XW 4 6XW C26 C4 C 0 1 N N N 22.479 50.938 -6.556 -2.789 3.832 -0.400 C26 6XW 5 6XW C01 C5 C 0 1 N N N 24.622 48.020 1.309 3.895 -2.887 3.473 C01 6XW 6 6XW C05 C6 C 0 1 N N N 24.490 49.010 0.182 3.230 -1.813 2.651 C05 6XW 7 6XW C06 C7 C 0 1 N N N 25.563 49.708 -0.226 3.822 -1.368 1.513 C06 6XW 8 6XW C08 C8 C 0 1 Y N N 25.441 50.653 -1.309 3.152 -0.322 0.746 C08 6XW 9 6XW C09 C9 C 0 1 Y N N 26.530 51.417 -1.767 3.696 0.193 -0.452 C09 6XW 10 6XW N14 N2 N 0 1 N N N 22.851 51.955 -3.634 0.068 1.694 0.874 N14 6XW 11 6XW C16 C10 C 0 1 N N R 22.774 52.762 -4.850 -0.600 2.738 0.093 C16 6XW 12 6XW C18 C11 C 0 1 N N N 21.342 53.225 -5.152 -0.048 4.109 0.495 C18 6XW 13 6XW N24 N3 N 0 1 N N N 21.172 51.497 -6.882 -2.227 5.122 0.020 N24 6XW 14 6XW C29 C12 C 0 1 N N R 23.375 52.059 -6.061 -2.105 2.701 0.371 C29 6XW 15 6XW O31 O1 O 0 1 N N N 23.440 53.000 -7.136 -2.638 1.445 -0.053 O31 6XW 16 6XW C32 C13 C 0 1 N N N 24.674 53.701 -7.287 -3.771 1.010 0.700 C32 6XW 17 6XW C35 C14 C 0 1 N N N 24.770 54.179 -8.717 -4.255 -0.338 0.162 C35 6XW 18 6XW C37 C15 C 0 1 N N N 25.355 55.585 -8.783 -5.376 -0.863 1.054 C37 6XW 19 6XW C40 C16 C 0 1 N N N 25.342 56.164 -10.195 -5.698 -2.314 0.691 C40 6XW 20 6XW S43 S1 S 0 1 N N N 26.335 55.191 -11.281 -6.327 -2.371 -1.013 S43 6XW 21 6XW O44 O2 O 0 1 N N N 27.692 55.195 -10.806 -7.503 -1.577 -1.090 O44 6XW 22 6XW O45 O3 O 0 1 N N N 26.094 55.603 -12.636 -6.374 -3.727 -1.437 O45 6XW 23 6XW C46 C17 C 0 1 N N N 25.642 53.589 -11.031 -4.994 -1.527 -1.913 C46 6XW 24 6XW C49 C18 C 0 1 N N N 25.630 53.229 -9.549 -4.748 -0.160 -1.271 C49 6XW 25 6XW C52 C19 C 0 1 Y N N 24.181 50.818 -1.918 1.920 0.179 1.196 C52 6XW 26 6XW N53 N4 N 0 1 N N N 23.105 50.074 -1.466 1.368 -0.313 2.358 N53 6XW 27 6XW C55 C20 C 0 1 N N N 23.188 49.181 -0.450 1.993 -1.273 3.065 C55 6XW 28 6XW O56 O4 O 0 1 N N N 22.176 48.570 -0.117 1.477 -1.686 4.089 O56 6XW 29 6XW C57 C21 C 0 1 Y N N 27.909 51.311 -1.206 4.986 -0.309 -0.977 C57 6XW 30 6XW C58 C22 C 0 1 Y N N 29.001 51.105 -2.040 6.104 -0.394 -0.146 C58 6XW 31 6XW N60 N5 N 0 1 Y N N 30.264 51.015 -1.611 7.254 -0.840 -0.608 N60 6XW 32 6XW C61 C23 C 0 1 Y N N 30.482 51.133 -0.297 7.401 -1.223 -1.862 C61 6XW 33 6XW C63 C24 C 0 1 Y N N 29.469 51.346 0.642 6.337 -1.170 -2.754 C63 6XW 34 6XW N64 N6 N 0 1 N N N 29.731 51.460 1.990 6.505 -1.579 -4.080 N64 6XW 35 6XW C67 C25 C 0 1 Y N N 28.170 51.439 0.155 5.102 -0.711 -2.310 C67 6XW 36 6XW H1 H1 H 0 1 N N N 27.104 52.870 -3.192 3.392 1.588 -2.042 H1 6XW 37 6XW H2 H2 H 0 1 N N N 19.523 52.397 -5.933 -0.411 6.178 0.014 H2 6XW 38 6XW H3 H3 H 0 1 N N N 20.480 51.276 -4.907 -0.637 5.056 -1.349 H3 6XW 39 6XW H4 H4 H 0 1 N N N 22.371 50.176 -5.770 -3.859 3.818 -0.193 H4 6XW 40 6XW H5 H5 H 0 1 N N N 22.920 50.480 -7.453 -2.624 3.695 -1.469 H5 6XW 41 6XW H6 H6 H 0 1 N N N 25.660 48.013 1.672 4.551 -2.425 4.211 H6 6XW 42 6XW H7 H7 H 0 1 N N N 23.949 48.307 2.130 3.134 -3.477 3.983 H7 6XW 43 6XW H8 H8 H 0 1 N N N 24.353 47.016 0.949 4.481 -3.534 2.821 H8 6XW 44 6XW H9 H9 H 0 1 N N N 26.518 49.561 0.257 4.768 -1.774 1.187 H9 6XW 45 6XW H10 H10 H 0 1 N N N 22.243 52.391 -2.970 -0.339 1.363 1.689 H10 6XW 46 6XW H11 H11 H 0 1 N N N 23.370 53.671 -4.682 -0.420 2.570 -0.969 H11 6XW 47 6XW H12 H12 H 0 1 N N N 21.366 54.025 -5.906 1.015 4.157 0.259 H12 6XW 48 6XW H13 H13 H 0 1 N N N 20.876 53.604 -4.230 -0.192 4.260 1.564 H13 6XW 49 6XW H14 H14 H 0 1 N N N 21.284 52.222 -7.562 -2.727 5.890 -0.403 H14 6XW 50 6XW H16 H16 H 0 1 N N N 24.371 51.665 -5.812 -2.281 2.830 1.439 H16 6XW 51 6XW H17 H17 H 0 1 N N N 25.515 53.029 -7.061 -3.492 0.904 1.748 H17 6XW 52 6XW H18 H18 H 0 1 N N N 24.700 54.562 -6.603 -4.571 1.745 0.610 H18 6XW 53 6XW H19 H19 H 0 1 N N N 23.759 54.201 -9.149 -3.427 -1.046 0.171 H19 6XW 54 6XW H20 H20 H 0 1 N N N 26.395 55.550 -8.427 -5.062 -0.813 2.097 H20 6XW 55 6XW H21 H21 H 0 1 N N N 24.765 56.243 -8.128 -6.266 -0.251 0.915 H21 6XW 56 6XW H22 H22 H 0 1 N N N 25.737 57.190 -10.167 -4.793 -2.918 0.766 H22 6XW 57 6XW H23 H23 H 0 1 N N N 24.308 56.179 -10.569 -6.453 -2.703 1.373 H23 6XW 58 6XW H24 H24 H 0 1 N N N 24.610 53.579 -11.413 -4.084 -2.124 -1.861 H24 6XW 59 6XW H25 H25 H 0 1 N N N 26.243 52.847 -11.577 -5.286 -1.394 -2.955 H25 6XW 60 6XW H26 H26 H 0 1 N N N 25.235 52.209 -9.438 -5.677 0.410 -1.266 H26 6XW 61 6XW H27 H27 H 0 1 N N N 26.662 53.266 -9.170 -3.997 0.381 -1.847 H27 6XW 62 6XW H28 H28 H 0 1 N N N 22.220 50.202 -1.913 0.519 0.036 2.670 H28 6XW 63 6XW H29 H29 H 0 1 N N N 28.818 51.012 -3.100 6.026 -0.089 0.887 H29 6XW 64 6XW H30 H30 H 0 1 N N N 31.499 51.060 0.059 8.362 -1.582 -2.199 H30 6XW 65 6XW H31 H31 H 0 1 N N N 28.875 51.608 2.485 7.368 -1.901 -4.382 H31 6XW 66 6XW H32 H32 H 0 1 N N N 30.164 50.620 2.317 5.758 -1.539 -4.698 H32 6XW 67 6XW H33 H33 H 0 1 N N N 27.354 51.613 0.841 4.255 -0.663 -2.979 H33 6XW 68 # 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 6XW O45 S43 DOUB N N 1 6XW S43 C46 SING N N 2 6XW S43 O44 DOUB N N 3 6XW S43 C40 SING N N 4 6XW C46 C49 SING N N 5 6XW C40 C37 SING N N 6 6XW C49 C35 SING N N 7 6XW C37 C35 SING N N 8 6XW C35 C32 SING N N 9 6XW C32 O31 SING N N 10 6XW O31 C29 SING N N 11 6XW N24 C26 SING N N 12 6XW N24 C21 SING N N 13 6XW C26 C29 SING N N 14 6XW C29 C16 SING N N 15 6XW C21 C18 SING N N 16 6XW C18 C16 SING N N 17 6XW C16 N14 SING N N 18 6XW N14 C13 SING N N 19 6XW N12 C13 DOUB Y N 20 6XW N12 C10 SING Y N 21 6XW C13 C52 SING Y N 22 6XW C10 C09 DOUB Y N 23 6XW C58 N60 DOUB Y N 24 6XW C58 C57 SING Y N 25 6XW C52 N53 SING N N 26 6XW C52 C08 DOUB Y N 27 6XW C09 C08 SING Y N 28 6XW C09 C57 SING N N 29 6XW N60 C61 SING Y N 30 6XW N53 C55 SING N N 31 6XW C08 C06 SING N N 32 6XW C57 C67 DOUB Y N 33 6XW C55 O56 DOUB N N 34 6XW C55 C05 SING N N 35 6XW C61 C63 DOUB Y N 36 6XW C06 C05 DOUB N N 37 6XW C67 C63 SING Y N 38 6XW C05 C01 SING N N 39 6XW C63 N64 SING N N 40 6XW C10 H1 SING N N 41 6XW C21 H2 SING N N 42 6XW C21 H3 SING N N 43 6XW C26 H4 SING N N 44 6XW C26 H5 SING N N 45 6XW C01 H6 SING N N 46 6XW C01 H7 SING N N 47 6XW C01 H8 SING N N 48 6XW C06 H9 SING N N 49 6XW N14 H10 SING N N 50 6XW C16 H11 SING N N 51 6XW C18 H12 SING N N 52 6XW C18 H13 SING N N 53 6XW N24 H14 SING N N 54 6XW C29 H16 SING N N 55 6XW C32 H17 SING N N 56 6XW C32 H18 SING N N 57 6XW C35 H19 SING N N 58 6XW C37 H20 SING N N 59 6XW C37 H21 SING N N 60 6XW C40 H22 SING N N 61 6XW C40 H23 SING N N 62 6XW C46 H24 SING N N 63 6XW C46 H25 SING N N 64 6XW C49 H26 SING N N 65 6XW C49 H27 SING N N 66 6XW N53 H28 SING N N 67 6XW C58 H29 SING N N 68 6XW C61 H30 SING N N 69 6XW N64 H31 SING N N 70 6XW N64 H32 SING N N 71 6XW C67 H33 SING N N 72 # 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 6XW InChI InChI 1.03 "InChI=1S/C25H32N6O4S/c1-15-8-19-20(17-9-18(26)11-28-10-17)12-29-24(23(19)31-25(15)32)30-21-2-5-27-13-22(21)35-14-16-3-6-36(33,34)7-4-16/h8-12,16,21-22,27H,2-7,13-14,26H2,1H3,(H,29,30)(H,31,32)/t21-,22-/m1/s1" 6XW InChIKey InChI 1.03 BTPIXSXGFYUFSV-FGZHOGPDSA-N 6XW SMILES_CANONICAL CACTVS 3.385 "CC1=Cc2c(NC1=O)c(N[C@@H]3CCNC[C@H]3OCC4CC[S](=O)(=O)CC4)ncc2c5cncc(N)c5" 6XW SMILES CACTVS 3.385 "CC1=Cc2c(NC1=O)c(N[CH]3CCNC[CH]3OCC4CC[S](=O)(=O)CC4)ncc2c5cncc(N)c5" 6XW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CC1=Cc2c(cnc(c2NC1=O)N[C@@H]3CCNC[C@H]3OCC4CCS(=O)(=O)CC4)c5cc(cnc5)N" 6XW SMILES "OpenEye OEToolkits" 2.0.5 "CC1=Cc2c(cnc(c2NC1=O)NC3CCNCC3OCC4CCS(=O)(=O)CC4)c5cc(cnc5)N" # 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 6XW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "5-(5-azanylpyridin-3-yl)-8-[[(3~{R},4~{R})-3-[[1,1-bis(oxidanylidene)thian-4-yl]methoxy]piperidin-4-yl]amino]-3-methyl-1~{H}-1,7-naphthyridin-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6XW "Create component" 2016-07-18 EBI 6XW "Initial release" 2016-08-31 RCSB #