data_EWS # _chem_comp.id EWS _chem_comp.name "(2R,4S)-4-[(5-bromo-1H-indole-3-carbonyl)amino]-2-[(4-chlorophenyl)methyl]piperidin-1-ium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 Br Cl N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2018-02-07 _chem_comp.pdbx_modified_date 2018-08-31 _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 447.776 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EWS _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 6CCX _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 EWS CAC C1 C 0 1 N N S 12.875 7.315 17.186 -0.732 2.473 0.456 CAC EWS 1 EWS CAD C2 C 0 1 N N N 12.172 7.530 15.837 -2.044 2.511 1.244 CAD EWS 2 EWS CAE C3 C 0 1 N N N 14.311 6.829 16.993 -1.008 2.864 -0.999 CAE EWS 3 EWS CAF C4 C 0 1 N N N 15.098 7.892 16.195 -2.061 1.920 -1.584 CAF EWS 4 EWS CAH C5 C 0 1 N N R 13.140 7.916 14.709 -3.060 1.580 0.578 CAH EWS 5 EWS CAI C6 C 0 1 N N N 12.367 8.671 13.606 -4.374 1.615 1.360 CAI EWS 6 EWS CAJ C7 C 0 1 Y N N 13.158 8.981 12.505 -5.331 0.605 0.780 CAJ EWS 7 EWS CAK C8 C 0 1 Y N N 13.397 7.998 11.511 -5.345 -0.690 1.263 CAK EWS 8 EWS CAL C9 C 0 1 Y N N 13.722 10.280 12.401 -6.197 0.975 -0.232 CAL EWS 9 EWS CAM C10 C 0 1 Y N N 14.528 10.598 11.295 -7.074 0.049 -0.764 CAM EWS 10 EWS CAN C11 C 0 1 Y N N 14.755 9.617 10.309 -7.085 -1.249 -0.285 CAN EWS 11 EWS CAO C12 C 0 1 Y N N 14.202 8.316 10.405 -6.221 -1.617 0.731 CAO EWS 12 EWS CAQ C13 C 0 1 Y N N 11.664 3.251 18.561 4.304 -0.078 0.006 CAQ EWS 13 EWS CAR C14 C 0 1 Y N N 11.127 1.953 18.431 5.506 -0.745 -0.090 CAR EWS 14 EWS CAS C15 C 0 1 Y N N 10.144 1.501 19.343 5.552 -2.127 0.035 CAS EWS 15 EWS CAT C16 C 0 1 Y N N 9.735 2.371 20.368 4.401 -2.850 0.255 CAT EWS 16 EWS CAU C17 C 0 1 Y N N 10.277 3.605 20.446 3.177 -2.195 0.356 CAU EWS 17 EWS CAV C18 C 0 1 Y N N 11.226 4.047 19.576 3.132 -0.797 0.229 CAV EWS 18 EWS CAX C19 C 0 1 Y N N 10.818 5.623 21.022 1.028 -1.585 0.583 CAX EWS 19 EWS CAZ C20 C 0 1 N N N 12.343 6.167 19.325 1.153 0.934 0.340 CAZ EWS 20 EWS NAA N1 N 0 1 N N N 12.083 6.387 18.019 -0.171 1.120 0.502 NAA EWS 21 EWS NAG N2 N 1 1 N N N 14.291 8.680 15.247 -3.300 2.021 -0.805 NAG EWS 22 EWS NAW N3 N 0 1 Y N N 10.053 4.582 21.327 1.886 -2.633 0.568 NAW EWS 23 EWS OAB O1 O 0 1 N N N 13.297 6.680 19.914 1.884 1.889 0.155 OAB EWS 24 EWS CBA C21 C 0 1 Y N N 11.532 5.295 19.945 1.715 -0.423 0.387 CBA EWS 25 EWS CLA CL1 CL 0 0 N N N 15.759 10.001 8.949 -8.186 -2.412 -0.953 CLA EWS 26 EWS BRA BR1 BR 0 0 N N N 11.686 0.848 17.029 7.100 0.226 -0.393 BRA EWS 27 EWS HAC H1 H 0 1 N N N 12.917 8.288 17.697 -0.023 3.176 0.893 HAC EWS 28 EWS HAD H2 H 0 1 N N N 11.430 8.334 15.953 -1.864 2.182 2.267 HAD EWS 29 EWS HAE H3 H 0 1 N N N 11.661 6.597 15.556 -2.434 3.529 1.253 HAE EWS 30 EWS HAF H4 H 0 1 N N N 14.308 5.879 16.438 -1.376 3.889 -1.038 HAF EWS 31 EWS HAG H5 H 0 1 N N N 14.785 6.679 17.974 -0.087 2.786 -1.578 HAG EWS 32 EWS HAI H6 H 0 1 N N N 15.887 7.378 15.627 -2.259 2.195 -2.620 HAI EWS 33 EWS HAH H7 H 0 1 N N N 15.557 8.587 16.913 -1.691 0.895 -1.545 HAH EWS 34 EWS HAJ H8 H 0 1 N N N 13.522 6.985 14.266 -2.668 0.563 0.571 HAJ EWS 35 EWS HAL H9 H 0 1 N N N 11.974 9.607 14.031 -4.182 1.374 2.405 HAL EWS 36 EWS HAK H10 H 0 1 N N N 11.530 8.041 13.270 -4.812 2.611 1.291 HAK EWS 37 EWS HAM H11 H 0 1 N N N 12.964 7.013 11.604 -4.671 -0.978 2.056 HAM EWS 38 EWS HAN H12 H 0 1 N N N 13.533 11.018 13.166 -6.188 1.988 -0.606 HAN EWS 39 EWS HAO H13 H 0 1 N N N 14.967 11.580 11.202 -7.751 0.339 -1.554 HAO EWS 40 EWS HAP H14 H 0 1 N N N 14.397 7.580 9.639 -6.229 -2.630 1.106 HAP EWS 41 EWS HAQ H15 H 0 1 N N N 12.410 3.608 17.867 4.271 0.998 -0.086 HAQ EWS 42 EWS HAS H16 H 0 1 N N N 9.719 0.512 19.254 6.499 -2.640 -0.043 HAS EWS 43 EWS HAT H17 H 0 1 N N N 8.994 2.055 21.087 4.447 -3.925 0.350 HAT EWS 44 EWS HAX H18 H 0 1 N N N 10.855 6.564 21.550 -0.039 -1.658 0.732 HAX EWS 45 EWS HAA H19 H 0 1 N N N 11.319 5.899 17.596 -0.754 0.359 0.650 HAA EWS 46 EWS HAZ H20 H 0 1 N N N 14.874 8.960 14.485 -3.615 2.980 -0.801 HAZ EWS 47 EWS HAY H21 H 0 1 N N N 13.945 9.492 15.718 -4.010 1.439 -1.224 HAY EWS 48 EWS HAW H22 H 0 1 N N N 9.412 4.537 22.093 1.629 -3.560 0.690 HAW EWS 49 # 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 EWS CLA CAN SING N N 1 EWS CAN CAO DOUB Y N 2 EWS CAN CAM SING Y N 3 EWS CAO CAK SING Y N 4 EWS CAM CAL DOUB Y N 5 EWS CAK CAJ DOUB Y N 6 EWS CAL CAJ SING Y N 7 EWS CAJ CAI SING N N 8 EWS CAI CAH SING N N 9 EWS CAH NAG SING N N 10 EWS CAH CAD SING N N 11 EWS NAG CAF SING N N 12 EWS CAD CAC SING N N 13 EWS CAF CAE SING N N 14 EWS CAE CAC SING N N 15 EWS BRA CAR SING N N 16 EWS CAC NAA SING N N 17 EWS NAA CAZ SING N N 18 EWS CAR CAQ DOUB Y N 19 EWS CAR CAS SING Y N 20 EWS CAQ CAV SING Y N 21 EWS CAZ OAB DOUB N N 22 EWS CAZ CBA SING N N 23 EWS CAS CAT DOUB Y N 24 EWS CAV CBA SING Y N 25 EWS CAV CAU DOUB Y N 26 EWS CBA CAX DOUB Y N 27 EWS CAT CAU SING Y N 28 EWS CAU NAW SING Y N 29 EWS CAX NAW SING Y N 30 EWS CAC HAC SING N N 31 EWS CAD HAD SING N N 32 EWS CAD HAE SING N N 33 EWS CAE HAF SING N N 34 EWS CAE HAG SING N N 35 EWS CAF HAI SING N N 36 EWS CAF HAH SING N N 37 EWS CAH HAJ SING N N 38 EWS CAI HAL SING N N 39 EWS CAI HAK SING N N 40 EWS CAK HAM SING N N 41 EWS CAL HAN SING N N 42 EWS CAM HAO SING N N 43 EWS CAO HAP SING N N 44 EWS CAQ HAQ SING N N 45 EWS CAS HAS SING N N 46 EWS CAT HAT SING N N 47 EWS CAX HAX SING N N 48 EWS NAA HAA SING N N 49 EWS NAG HAZ SING N N 50 EWS NAG HAY SING N N 51 EWS NAW HAW SING N N 52 # 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 EWS SMILES ACDLabs 12.01 "C3(NC(=O)c1c2cc(ccc2nc1)Br)CC([NH2+]CC3)Cc4ccc(cc4)Cl" EWS InChI InChI 1.03 "InChI=1S/C21H21BrClN3O/c22-14-3-6-20-18(10-14)19(12-25-20)21(27)26-16-7-8-24-17(11-16)9-13-1-4-15(23)5-2-13/h1-6,10,12,16-17,24-25H,7-9,11H2,(H,26,27)/p+1/t16-,17+/m0/s1" EWS InChIKey InChI 1.03 GGXKHDYKPGTZBA-DLBZAZTESA-O EWS SMILES_CANONICAL CACTVS 3.385 "Clc1ccc(C[C@@H]2C[C@H](CC[NH2+]2)NC(=O)c3c[nH]c4ccc(Br)cc34)cc1" EWS SMILES CACTVS 3.385 "Clc1ccc(C[CH]2C[CH](CC[NH2+]2)NC(=O)c3c[nH]c4ccc(Br)cc34)cc1" EWS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1C[C@@H]2C[C@H](CC[NH2+]2)NC(=O)c3c[nH]c4c3cc(cc4)Br)Cl" EWS SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1CC2CC(CC[NH2+]2)NC(=O)c3c[nH]c4c3cc(cc4)Br)Cl" # 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 EWS "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4S)-4-[(5-bromo-1H-indole-3-carbonyl)amino]-2-[(4-chlorophenyl)methyl]piperidin-1-ium" EWS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-bromanyl-~{N}-[(2~{R},4~{S})-2-[(4-chlorophenyl)methyl]piperidin-1-ium-4-yl]-1~{H}-indole-3-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 EWS "Create component" 2018-02-07 RCSB EWS "Other modification" 2018-03-02 RCSB EWS "Other modification" 2018-08-27 RCSB EWS "Other modification" 2018-08-29 RCSB EWS "Initial release" 2018-09-05 RCSB #