data_6XS # _chem_comp.id 6XS _chem_comp.name "5-Chloro-thiophene-2-carboxylic acid [(S)-2-[2-chloro-5-fluoro-3-(2-oxo-piperidin-1-yl)-benzenesulfonylamino]-3-(4-methyl-piperazin-1-yl)-3-oxo-propyl]-amide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H28 Cl2 F N5 O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-19 _chem_comp.pdbx_modified_date 2014-09-05 _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 620.544 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6XS _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 4BTU _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 6XS C33 C33 C 0 1 Y N N 32.166 -23.904 -41.318 -6.723 -0.439 -1.329 C33 6XS 1 6XS C32 C32 C 0 1 Y N N 31.051 -23.178 -41.438 -7.666 0.462 -0.897 C32 6XS 2 6XS C31 C31 C 0 1 Y N N 31.237 -21.858 -41.462 -7.207 1.415 -0.075 C31 6XS 3 6XS CL3 CL3 CL 0 0 N N N 29.989 -20.666 -41.578 -8.183 2.674 0.615 CL3 6XS 4 6XS S30 S30 S 0 1 Y N N 32.912 -21.531 -41.343 -5.535 1.225 0.204 S30 6XS 5 6XS C29 C29 C 0 1 Y N N 33.297 -23.197 -41.260 -5.473 -0.193 -0.833 C29 6XS 6 6XS C28 C28 C 0 1 N N N 34.704 -23.766 -41.096 -4.275 -0.984 -1.120 C28 6XS 7 6XS O39 O39 O 0 1 N N N 35.689 -23.025 -41.196 -4.346 -1.952 -1.856 O39 6XS 8 6XS N27 N27 N 0 1 N N N 34.782 -25.066 -40.840 -3.093 -0.642 -0.569 N27 6XS 9 6XS C26 C26 C 0 1 N N N 36.083 -25.736 -40.676 -1.894 -1.434 -0.856 C26 6XS 10 6XS C17 C17 C 0 1 N N S 36.500 -25.770 -39.203 -0.698 -0.836 -0.112 C17 6XS 11 6XS C18 C18 C 0 1 N N N 36.378 -24.353 -38.625 0.554 -1.582 -0.493 C18 6XS 12 6XS O38 O38 O 0 1 N N N 35.387 -24.022 -37.974 1.293 -1.133 -1.344 O38 6XS 13 6XS N19 N19 N 0 1 N N N 37.351 -23.461 -38.831 0.853 -2.749 0.111 N19 6XS 14 6XS C20 C20 C 0 1 N N N 38.543 -23.819 -39.641 2.011 -3.548 -0.320 C20 6XS 15 6XS C21 C21 C 0 1 N N N 39.795 -23.253 -38.967 1.545 -4.986 -0.567 C21 6XS 16 6XS N22 N22 N 0 1 N N N 39.610 -21.812 -38.739 0.856 -5.487 0.630 N22 6XS 17 6XS C25 C25 C 0 1 N N N 40.866 -21.232 -38.242 0.545 -6.917 0.499 C25 6XS 18 6XS C23 C23 C 0 1 N N N 38.572 -21.648 -37.711 -0.357 -4.708 0.912 C23 6XS 19 6XS C24 C24 C 0 1 N N N 37.221 -22.090 -38.278 0.034 -3.255 1.223 C24 6XS 20 6XS N16 N16 N 0 1 N N N 35.598 -26.662 -38.458 -0.554 0.576 -0.474 N16 6XS 21 6XS S15 S15 S 0 1 N N N 36.466 -27.521 -37.372 -0.072 1.678 0.664 S15 6XS 22 6XS O36 O36 O 0 1 N N N 35.559 -28.459 -36.628 -0.009 2.935 0.005 O36 6XS 23 6XS O37 O37 O 0 1 N N N 37.511 -28.316 -38.102 -0.872 1.443 1.814 O37 6XS 24 6XS C9 C9 C 0 1 Y N N 37.266 -26.441 -36.244 1.581 1.270 1.116 C9 6XS 25 6XS C8 C8 C 0 1 Y N N 36.562 -25.883 -35.176 2.597 1.369 0.183 C8 6XS 26 6XS CL4 CL4 CL 0 0 N N N 34.870 -26.229 -35.064 2.243 1.895 -1.433 CL4 6XS 27 6XS C10 C10 C 0 1 Y N N 38.621 -26.179 -36.418 1.863 0.858 2.405 C10 6XS 28 6XS C11 C11 C 0 1 Y N N 39.278 -25.353 -35.516 3.161 0.537 2.765 C11 6XS 29 6XS F13 F13 F 0 1 N N N 40.588 -25.083 -35.671 3.433 0.133 4.025 F13 6XS 30 6XS C12 C12 C 0 1 Y N N 38.580 -24.812 -34.436 4.180 0.628 1.834 C12 6XS 31 6XS C7 C7 C 0 1 Y N N 37.229 -25.072 -34.259 3.901 1.048 0.540 C7 6XS 32 6XS N3 N3 N 0 1 N N N 36.580 -24.474 -33.164 4.930 1.146 -0.403 N3 6XS 33 6XS C2 C2 C 0 1 N N N 35.130 -24.598 -32.908 5.228 -0.027 -1.215 C2 6XS 34 6XS C1 C1 C 0 1 N N N 34.555 -23.187 -32.756 6.009 0.372 -2.467 C1 6XS 35 6XS C6 C6 C 0 1 N N N 35.225 -22.401 -31.626 7.202 1.239 -2.045 C6 6XS 36 6XS C5 C5 C 0 1 N N N 36.486 -23.086 -31.097 6.667 2.566 -1.503 C5 6XS 37 6XS C4 C4 C 0 1 N N N 37.287 -23.673 -32.261 5.574 2.309 -0.506 C4 6XS 38 6XS O35 O35 O 0 1 N N N 38.488 -23.448 -32.372 5.263 3.207 0.248 O35 6XS 39 6XS H33 H33 H 0 1 N N N 32.153 -24.983 -41.271 -6.948 -1.262 -1.992 H33 6XS 40 6XS H32 H32 H 0 1 N N N 30.071 -23.627 -41.510 -8.702 0.406 -1.199 H32 6XS 41 6XS H27 H27 H 0 1 N N N 33.941 -25.601 -40.757 -3.037 0.129 0.017 H27 6XS 42 6XS H261 H261 H 0 0 N N N 36.007 -26.767 -41.052 -2.050 -2.461 -0.527 H261 6XS 43 6XS H262 H262 H 0 0 N N N 36.844 -25.190 -41.253 -1.699 -1.421 -1.928 H262 6XS 44 6XS H17 H17 H 0 1 N N N 37.541 -26.116 -39.120 -0.860 -0.921 0.962 H17 6XS 45 6XS H16 H16 H 0 1 N N N 34.909 -26.117 -37.980 -0.742 0.866 -1.381 H16 6XS 46 6XS H201 H201 H 0 0 N N N 38.625 -24.914 -39.711 2.420 -3.132 -1.241 H201 6XS 47 6XS H202 H202 H 0 0 N N N 38.444 -23.393 -40.650 2.773 -3.539 0.460 H202 6XS 48 6XS H241 H241 H 0 0 N N N 36.913 -21.399 -39.076 0.610 -3.218 2.148 H241 6XS 49 6XS H242 H242 H 0 0 N N N 36.467 -22.086 -37.478 -0.864 -2.646 1.323 H242 6XS 50 6XS H211 H211 H 0 0 N N N 39.956 -23.760 -38.004 0.860 -5.007 -1.415 H211 6XS 51 6XS H212 H212 H 0 0 N N N 40.668 -23.414 -39.617 2.408 -5.617 -0.780 H212 6XS 52 6XS H251 H251 H 0 0 N N N 40.730 -20.154 -38.071 1.469 -7.479 0.367 H251 6XS 53 6XS H252 H252 H 0 0 N N N 41.147 -21.721 -37.297 0.035 -7.262 1.399 H252 6XS 54 6XS H253 H253 H 0 0 N N N 41.661 -21.388 -38.986 -0.101 -7.071 -0.365 H253 6XS 55 6XS H231 H231 H 0 0 N N N 38.822 -22.265 -36.835 -1.015 -4.732 0.043 H231 6XS 56 6XS H232 H232 H 0 0 N N N 38.516 -20.591 -37.411 -0.873 -5.137 1.771 H232 6XS 57 6XS H10 H10 H 0 1 N N N 39.158 -26.615 -37.248 1.069 0.786 3.134 H10 6XS 58 6XS H12 H12 H 0 1 N N N 39.099 -24.182 -33.728 5.193 0.378 2.114 H12 6XS 59 6XS H21C H21C H 0 0 N N N 34.644 -25.110 -33.752 5.820 -0.730 -0.629 H21C 6XS 60 6XS H22C H22C H 0 0 N N N 34.961 -25.171 -31.985 4.294 -0.507 -1.510 H22C 6XS 61 6XS H11C H11C H 0 0 N N N 34.702 -22.642 -33.700 6.369 -0.523 -2.974 H11C 6XS 62 6XS H12C H12C H 0 0 N N N 33.479 -23.266 -32.542 5.363 0.940 -3.136 H12C 6XS 63 6XS H61C H61C H 0 0 N N N 35.498 -21.405 -32.004 7.771 0.728 -1.269 H61C 6XS 64 6XS H62C H62C H 0 0 N N N 34.508 -22.295 -30.798 7.842 1.426 -2.907 H62C 6XS 65 6XS H51C H51C H 0 0 N N N 37.105 -22.349 -30.563 7.478 3.114 -1.021 H51C 6XS 66 6XS H52C H52C H 0 0 N N N 36.200 -23.894 -30.407 6.270 3.161 -2.326 H52C 6XS 67 # 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 6XS C33 C32 SING Y N 1 6XS C33 C29 DOUB Y N 2 6XS C32 C31 DOUB Y N 3 6XS C31 CL3 SING N N 4 6XS C31 S30 SING Y N 5 6XS S30 C29 SING Y N 6 6XS C29 C28 SING N N 7 6XS C28 O39 DOUB N N 8 6XS C28 N27 SING N N 9 6XS N27 C26 SING N N 10 6XS C26 C17 SING N N 11 6XS C17 C18 SING N N 12 6XS C17 N16 SING N N 13 6XS C18 O38 DOUB N N 14 6XS C18 N19 SING N N 15 6XS N19 C20 SING N N 16 6XS N19 C24 SING N N 17 6XS C20 C21 SING N N 18 6XS C21 N22 SING N N 19 6XS N22 C25 SING N N 20 6XS N22 C23 SING N N 21 6XS C23 C24 SING N N 22 6XS N16 S15 SING N N 23 6XS S15 O36 DOUB N N 24 6XS S15 O37 DOUB N N 25 6XS S15 C9 SING N N 26 6XS C9 C8 SING Y N 27 6XS C9 C10 DOUB Y N 28 6XS C8 CL4 SING N N 29 6XS C8 C7 DOUB Y N 30 6XS C10 C11 SING Y N 31 6XS C11 F13 SING N N 32 6XS C11 C12 DOUB Y N 33 6XS C12 C7 SING Y N 34 6XS C7 N3 SING N N 35 6XS N3 C2 SING N N 36 6XS N3 C4 SING N N 37 6XS C2 C1 SING N N 38 6XS C1 C6 SING N N 39 6XS C6 C5 SING N N 40 6XS C5 C4 SING N N 41 6XS C4 O35 DOUB N N 42 6XS C33 H33 SING N N 43 6XS C32 H32 SING N N 44 6XS N27 H27 SING N N 45 6XS C26 H261 SING N N 46 6XS C26 H262 SING N N 47 6XS C17 H17 SING N N 48 6XS N16 H16 SING N N 49 6XS C20 H201 SING N N 50 6XS C20 H202 SING N N 51 6XS C24 H241 SING N N 52 6XS C24 H242 SING N N 53 6XS C21 H211 SING N N 54 6XS C21 H212 SING N N 55 6XS C25 H251 SING N N 56 6XS C25 H252 SING N N 57 6XS C25 H253 SING N N 58 6XS C23 H231 SING N N 59 6XS C23 H232 SING N N 60 6XS C10 H10 SING N N 61 6XS C12 H12 SING N N 62 6XS C2 H21C SING N N 63 6XS C2 H22C SING N N 64 6XS C1 H11C SING N N 65 6XS C1 H12C SING N N 66 6XS C6 H61C SING N N 67 6XS C6 H62C SING N N 68 6XS C5 H51C SING N N 69 6XS C5 H52C SING N N 70 # 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 6XS SMILES ACDLabs 12.01 "O=C(NCC(C(=O)N1CCN(C)CC1)NS(=O)(=O)c3cc(F)cc(N2C(=O)CCCC2)c3Cl)c4sc(Cl)cc4" 6XS InChI InChI 1.03 "InChI=1S/C24H28Cl2FN5O5S2/c1-30-8-10-31(11-9-30)24(35)16(14-28-23(34)18-5-6-20(25)38-18)29-39(36,37)19-13-15(27)12-17(22(19)26)32-7-3-2-4-21(32)33/h5-6,12-13,16,29H,2-4,7-11,14H2,1H3,(H,28,34)/t16-/m0/s1" 6XS InChIKey InChI 1.03 PVTLJXXAPWJMAT-INIZCTEOSA-N 6XS SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)C(=O)[C@H](CNC(=O)c2sc(Cl)cc2)N[S](=O)(=O)c3cc(F)cc(N4CCCCC4=O)c3Cl" 6XS SMILES CACTVS 3.385 "CN1CCN(CC1)C(=O)[CH](CNC(=O)c2sc(Cl)cc2)N[S](=O)(=O)c3cc(F)cc(N4CCCCC4=O)c3Cl" 6XS SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN1CCN(CC1)C(=O)[C@H](CNC(=O)c2ccc(s2)Cl)NS(=O)(=O)c3cc(cc(c3Cl)N4CCCCC4=O)F" 6XS SMILES "OpenEye OEToolkits" 1.9.2 "CN1CCN(CC1)C(=O)C(CNC(=O)c2ccc(s2)Cl)NS(=O)(=O)c3cc(cc(c3Cl)N4CCCCC4=O)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 6XS "SYSTEMATIC NAME" ACDLabs 12.01 "5-chloro-N-[(2S)-2-({[2-chloro-5-fluoro-3-(2-oxopiperidin-1-yl)phenyl]sulfonyl}amino)-3-(4-methylpiperazin-1-yl)-3-oxopropyl]thiophene-2-carboxamide" 6XS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-chloranyl-N-[(2S)-2-[[2-chloranyl-5-fluoranyl-3-(2-oxidanylidenepiperidin-1-yl)phenyl]sulfonylamino]-3-(4-methylpiperazin-1-yl)-3-oxidanylidene-propyl]thiophene-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 6XS "Create component" 2013-06-19 EBI 6XS "Initial release" 2013-12-18 RCSB 6XS "Modify descriptor" 2014-09-05 RCSB #