data_K4S # _chem_comp.id K4S _chem_comp.name "(4-{[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl](methylsulfonyl)amino}phenyl)boronic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H24 B F N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-10-29 _chem_comp.pdbx_modified_date 2019-08-30 _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 522.353 _chem_comp.one_letter_code ? _chem_comp.three_letter_code K4S _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 6MVP _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 K4S C01 C1 C 0 1 N N N 2.629 39.801 45.648 5.288 -3.150 -1.885 C01 K4S 1 K4S N02 N1 N 0 1 N N N 3.330 39.595 46.906 4.411 -2.389 -0.992 N02 K4S 2 K4S C03 C2 C 0 1 N N N 2.988 40.379 48.049 3.754 -1.307 -1.453 C03 K4S 3 K4S O04 O1 O 0 1 N N N 2.118 41.201 47.975 3.890 -0.962 -2.612 O04 K4S 4 K4S C05 C3 C 0 1 Y N N 3.665 40.213 49.386 2.876 -0.545 -0.558 C05 K4S 5 K4S C06 C4 C 0 1 Y N N 3.564 39.149 50.299 3.224 0.534 0.238 C06 K4S 6 K4S O07 O2 O 0 1 Y N N 4.318 39.438 51.388 2.140 0.956 0.911 O07 K4S 7 K4S C08 C5 C 0 1 Y N N 4.939 40.658 51.181 1.054 0.213 0.613 C08 K4S 8 K4S C09 C6 C 0 1 Y N N 5.844 41.367 52.003 -0.266 0.261 1.042 C09 K4S 9 K4S C10 C7 C 0 1 Y N N 6.351 42.615 51.578 -1.186 -0.652 0.553 C10 K4S 10 K4S N11 N2 N 0 1 N N N 7.281 43.274 52.462 -2.513 -0.599 0.988 N11 K4S 11 K4S C12 C8 C 0 1 Y N N 8.665 43.304 52.055 -3.415 0.258 0.368 C12 K4S 12 K4S C13 C9 C 0 1 Y N N 9.473 44.391 52.256 -3.216 1.635 0.423 C13 K4S 13 K4S C14 C10 C 0 1 Y N N 10.830 44.379 51.812 -4.104 2.482 -0.189 C14 K4S 14 K4S C15 C11 C 0 1 Y N N 11.348 43.253 51.130 -5.208 1.963 -0.868 C15 K4S 15 K4S C16 C12 C 0 1 Y N N 10.543 42.155 50.913 -5.405 0.581 -0.924 C16 K4S 16 K4S C17 C13 C 0 1 Y N N 9.203 42.166 51.372 -4.512 -0.262 -0.315 C17 K4S 17 K4S B18 B1 B 0 1 N N N 12.886 43.277 50.633 -6.226 2.931 -1.570 B18 K4S 18 K4S O19 O3 O 0 1 N N N 13.574 42.054 50.540 -6.025 4.335 -1.513 O19 K4S 19 K4S O20 O4 O 0 1 N N N 13.262 44.341 49.737 -7.348 2.402 -2.261 O20 K4S 20 K4S S21 S1 S 0 1 N N N 6.691 43.911 53.822 -3.012 -1.557 2.243 S21 K4S 21 K4S C22 C14 C 0 1 N N N 7.004 45.607 54.027 -2.883 -0.491 3.705 C22 K4S 22 K4S O23 O5 O 0 1 N N N 5.263 43.733 53.962 -4.374 -1.839 1.950 O23 K4S 23 K4S O24 O6 O 0 1 N N N 7.166 43.155 54.980 -2.044 -2.596 2.297 O24 K4S 24 K4S C25 C15 C 0 1 Y N N 5.966 43.164 50.329 -0.800 -1.621 -0.369 C25 K4S 25 K4S C26 C16 C 0 1 Y N N 5.086 42.439 49.502 0.506 -1.680 -0.804 C26 K4S 26 K4S C27 C17 C 0 1 Y N N 4.561 41.167 49.953 1.436 -0.762 -0.322 C27 K4S 27 K4S C28 C18 C 0 1 N N N 6.563 44.499 49.900 -1.811 -2.608 -0.893 C28 K4S 28 K4S C29 C19 C 0 1 N N N 7.238 44.968 48.655 -2.065 -2.627 -2.401 C29 K4S 29 K4S C30 C20 C 0 1 N N N 5.832 45.368 48.898 -1.291 -3.771 -1.740 C30 K4S 30 K4S C31 C21 C 0 1 Y N N 2.770 37.990 50.313 4.571 1.125 0.334 C31 K4S 31 K4S C32 C22 C 0 1 Y N N 1.517 37.985 49.676 5.623 0.600 -0.422 C32 K4S 32 K4S C33 C23 C 0 1 Y N N 0.679 36.859 49.760 6.880 1.157 -0.329 C33 K4S 33 K4S C34 C24 C 0 1 Y N N 1.084 35.779 50.492 7.102 2.237 0.513 C34 K4S 34 K4S F35 F1 F 0 1 N N N 0.291 34.720 50.593 8.337 2.779 0.600 F35 K4S 35 K4S C36 C25 C 0 1 Y N N 2.306 35.795 51.163 6.063 2.762 1.265 C36 K4S 36 K4S C37 C26 C 0 1 Y N N 3.155 36.924 51.089 4.800 2.217 1.176 C37 K4S 37 K4S H1 H1 H 0 1 N N N 3.027 39.111 44.889 6.080 -2.500 -2.257 H1 K4S 38 K4S H2 H2 H 0 1 N N N 1.555 39.609 45.791 5.729 -3.984 -1.339 H2 K4S 39 K4S H3 H3 H 0 1 N N N 2.775 40.838 45.313 4.708 -3.533 -2.725 H3 K4S 40 K4S H4 H4 H 0 1 N N N 4.051 38.905 46.970 4.304 -2.665 -0.068 H4 K4S 41 K4S H5 H5 H 0 1 N N N 6.147 40.955 52.954 -0.574 1.009 1.758 H5 K4S 42 K4S H6 H6 H 0 1 N N N 9.081 45.265 52.755 -2.363 2.037 0.950 H6 K4S 43 K4S H7 H7 H 0 1 N N N 11.464 45.233 51.998 -3.950 3.550 -0.145 H7 K4S 44 K4S H8 H8 H 0 1 N N N 10.932 41.291 50.396 -6.258 0.178 -1.448 H8 K4S 45 K4S H9 H9 H 0 1 N N N 8.577 41.302 51.204 -4.664 -1.331 -0.357 H9 K4S 46 K4S H10 H10 H 0 1 N N N 13.228 41.446 51.183 -6.703 4.849 -1.973 H10 K4S 47 K4S H11 H11 H 0 1 N N N 12.722 45.104 49.906 -7.917 3.074 -2.659 H11 K4S 48 K4S H12 H12 H 0 1 N N N 6.566 45.949 54.976 -3.406 0.447 3.519 H12 K4S 49 K4S H13 H13 H 0 1 N N N 8.090 45.780 54.041 -3.333 -0.993 4.562 H13 K4S 50 K4S H14 H14 H 0 1 N N N 6.554 46.166 53.193 -1.833 -0.286 3.915 H14 K4S 51 K4S H15 H15 H 0 1 N N N 4.804 42.830 48.536 0.809 -2.439 -1.510 H15 K4S 52 K4S H16 H16 H 0 1 N N N 6.881 45.086 50.774 -2.660 -2.803 -0.237 H16 K4S 53 K4S H17 H17 H 0 1 N N N 7.471 44.249 47.856 -3.080 -2.835 -2.739 H17 K4S 54 K4S H18 H18 H 0 1 N N N 8.039 45.720 48.717 -1.499 -1.926 -3.016 H18 K4S 55 K4S H19 H19 H 0 1 N N N 5.592 46.412 49.147 -0.218 -3.822 -1.920 H19 K4S 56 K4S H20 H20 H 0 1 N N N 5.024 44.942 48.285 -1.798 -4.731 -1.643 H20 K4S 57 K4S H21 H21 H 0 1 N N N 1.196 38.852 49.118 5.451 -0.241 -1.078 H21 K4S 58 K4S H22 H22 H 0 1 N N N -0.274 36.848 49.252 7.694 0.752 -0.912 H22 K4S 59 K4S H23 H23 H 0 1 N N N 2.607 34.937 51.745 6.242 3.603 1.918 H23 K4S 60 K4S H24 H24 H 0 1 N N N 4.088 36.947 51.632 3.990 2.630 1.759 H24 K4S 61 # # 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 K4S C01 N02 SING N N 1 K4S N02 C03 SING N N 2 K4S O04 C03 DOUB N N 3 K4S C03 C05 SING N N 4 K4S C29 C30 SING N N 5 K4S C29 C28 SING N N 6 K4S C30 C28 SING N N 7 K4S C05 C27 SING Y N 8 K4S C05 C06 DOUB Y N 9 K4S C26 C27 DOUB Y N 10 K4S C26 C25 SING Y N 11 K4S C32 C33 DOUB Y N 12 K4S C32 C31 SING Y N 13 K4S O20 B18 SING N N 14 K4S C33 C34 SING Y N 15 K4S C28 C25 SING N N 16 K4S C27 C08 SING Y N 17 K4S C06 C31 SING N N 18 K4S C06 O07 SING Y N 19 K4S C31 C37 DOUB Y N 20 K4S C25 C10 DOUB Y N 21 K4S C34 F35 SING N N 22 K4S C34 C36 DOUB Y N 23 K4S O19 B18 SING N N 24 K4S B18 C15 SING N N 25 K4S C16 C15 DOUB Y N 26 K4S C16 C17 SING Y N 27 K4S C37 C36 SING Y N 28 K4S C15 C14 SING Y N 29 K4S C08 O07 SING Y N 30 K4S C08 C09 DOUB Y N 31 K4S C17 C12 DOUB Y N 32 K4S C10 C09 SING Y N 33 K4S C10 N11 SING N N 34 K4S C14 C13 DOUB Y N 35 K4S C12 C13 SING Y N 36 K4S C12 N11 SING N N 37 K4S N11 S21 SING N N 38 K4S S21 O23 DOUB N N 39 K4S S21 C22 SING N N 40 K4S S21 O24 DOUB N N 41 K4S C01 H1 SING N N 42 K4S C01 H2 SING N N 43 K4S C01 H3 SING N N 44 K4S N02 H4 SING N N 45 K4S C09 H5 SING N N 46 K4S C13 H6 SING N N 47 K4S C14 H7 SING N N 48 K4S C16 H8 SING N N 49 K4S C17 H9 SING N N 50 K4S O19 H10 SING N N 51 K4S O20 H11 SING N N 52 K4S C22 H12 SING N N 53 K4S C22 H13 SING N N 54 K4S C22 H14 SING N N 55 K4S C26 H15 SING N N 56 K4S C28 H16 SING N N 57 K4S C29 H17 SING N N 58 K4S C29 H18 SING N N 59 K4S C30 H19 SING N N 60 K4S C30 H20 SING N N 61 K4S C32 H21 SING N N 62 K4S C33 H22 SING N N 63 K4S C36 H23 SING N N 64 K4S C37 H24 SING N N 65 # # 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 K4S SMILES ACDLabs 12.01 "CNC(c1c4c(oc1c2ccc(cc2)F)cc(N(S(=O)(C)=O)c3ccc(cc3)B(O)O)c(c4)C5CC5)=O" K4S InChI InChI 1.03 "InChI=1S/C26H24BFN2O6S/c1-29-26(31)24-21-13-20(15-3-4-15)22(14-23(21)36-25(24)16-5-9-18(28)10-6-16)30(37(2,34)35)19-11-7-17(8-12-19)27(32)33/h5-15,32-33H,3-4H2,1-2H3,(H,29,31)" K4S InChIKey InChI 1.03 KKGQDCQQDSZDNY-UHFFFAOYSA-N K4S SMILES_CANONICAL CACTVS 3.385 "CNC(=O)c1c(oc2cc(N(c3ccc(cc3)B(O)O)[S](C)(=O)=O)c(cc12)C4CC4)c5ccc(F)cc5" K4S SMILES CACTVS 3.385 "CNC(=O)c1c(oc2cc(N(c3ccc(cc3)B(O)O)[S](C)(=O)=O)c(cc12)C4CC4)c5ccc(F)cc5" K4S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "B(c1ccc(cc1)N(c2cc3c(cc2C4CC4)c(c(o3)c5ccc(cc5)F)C(=O)NC)S(=O)(=O)C)(O)O" K4S SMILES "OpenEye OEToolkits" 2.0.6 "B(c1ccc(cc1)N(c2cc3c(cc2C4CC4)c(c(o3)c5ccc(cc5)F)C(=O)NC)S(=O)(=O)C)(O)O" # # 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 K4S "SYSTEMATIC NAME" ACDLabs 12.01 "(4-{[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl](methylsulfonyl)amino}phenyl)boronic acid" K4S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[4-[[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]-methylsulfonyl-amino]phenyl]boronic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site K4S "Create component" 2018-10-29 RCSB K4S "Initial release" 2019-09-04 RCSB ##