data_52E # _chem_comp.id 52E _chem_comp.name "4-{[(2-chloro-3-fluorobenzyl)carbamoyl](methyl)amino}-3,4-dideoxy-5-O-(isoquinolin-3-ylcarbamoyl)-D-erythro-pentitol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 Cl F N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-15 _chem_comp.pdbx_modified_date 2016-11-11 _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 504.938 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 52E _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 5CK8 _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 52E N1 N1 N 0 1 N N N 11.504 18.704 -25.065 -3.043 0.383 0.854 N1 52E 1 52E C6 C1 C 0 1 Y N N 8.139 19.950 -26.374 -5.623 1.842 -0.244 C6 52E 2 52E N3 N2 N 0 1 N N N 12.098 23.967 -22.945 3.650 -0.471 -0.435 N3 52E 3 52E C5 C2 C 0 1 Y N N 7.506 21.103 -26.699 -6.170 2.936 -0.894 C5 52E 4 52E C15 C3 C 0 1 N N N 14.060 18.453 -20.950 -0.361 -3.288 0.011 C15 52E 5 52E C16 C4 C 0 1 N N R 13.317 17.148 -20.647 -1.746 -3.838 -0.334 C16 52E 6 52E C17 C5 C 0 1 N N N 12.661 17.202 -19.266 -1.606 -4.966 -1.359 C17 52E 7 52E O30 O1 O 0 1 N N N 11.407 16.621 -19.079 -2.885 -5.557 -1.594 O30 52E 8 52E O31 O2 O 0 1 N N N 14.086 16.030 -20.749 -2.550 -2.793 -0.883 O31 52E 9 52E N2 N3 N 0 1 N N N 13.102 19.098 -23.188 -1.251 -1.097 0.635 N2 52E 10 52E N4 N4 N 0 1 Y N N 9.832 24.907 -23.475 5.405 0.084 1.028 N4 52E 11 52E C7 C6 C 0 1 Y N N 8.141 22.355 -26.473 -5.920 4.214 -0.425 C7 52E 12 52E C8 C7 C 0 1 Y N N 9.415 22.383 -25.886 -5.125 4.398 0.691 C8 52E 13 52E C9 C8 C 0 1 Y N N 10.072 21.198 -25.566 -4.579 3.305 1.339 C9 52E 14 52E C10 C9 C 0 1 Y N N 9.438 19.971 -25.787 -4.827 2.028 0.872 C10 52E 15 52E C11 C10 C 0 1 N N N 10.104 18.658 -25.464 -4.231 0.838 1.580 C11 52E 16 52E C12 C11 C 0 1 N N N 11.758 19.011 -23.680 -2.341 -0.675 1.306 C12 52E 17 52E C13 C12 C 0 1 N N N 14.174 18.930 -24.040 -0.829 -0.405 -0.586 C13 52E 18 52E C14 C13 C 0 1 N N S 13.286 19.470 -21.770 -0.489 -2.247 1.126 C14 52E 19 52E C18 C14 C 0 1 N N N 13.280 20.982 -21.610 0.905 -1.788 1.557 C18 52E 20 52E C19 C15 C 0 1 N N N 11.696 22.595 -22.533 2.905 -0.901 0.603 C19 52E 21 52E C20 C16 C 0 1 Y N N 11.188 25.028 -23.417 4.910 0.083 -0.207 C20 52E 22 52E C21 C17 C 0 1 Y N N 11.855 26.235 -23.781 5.614 0.615 -1.267 C21 52E 23 52E C22 C18 C 0 1 Y N N 11.087 27.385 -24.228 6.881 1.169 -1.021 C22 52E 24 52E C23 C19 C 0 1 Y N N 9.689 27.247 -24.262 7.376 1.153 0.310 C23 52E 25 52E C24 C20 C 0 1 Y N N 9.053 25.988 -23.886 6.582 0.587 1.320 C24 52E 26 52E C25 C21 C 0 1 Y N N 11.741 28.569 -24.640 7.662 1.730 -2.042 C25 52E 27 52E C26 C22 C 0 1 Y N N 10.972 29.668 -25.079 8.884 2.251 -1.743 C26 52E 28 52E C27 C23 C 0 1 Y N N 9.538 29.553 -25.113 9.371 2.236 -0.437 C27 52E 29 52E C28 C24 C 0 1 Y N N 8.897 28.374 -24.736 8.641 1.700 0.580 C28 52E 30 52E O29 O3 O 0 1 N N N 10.801 19.216 -22.968 -2.692 -1.249 2.319 O29 52E 31 52E O32 O4 O 0 1 N N N 12.709 21.663 -22.681 1.649 -1.340 0.394 O32 52E 32 52E O33 O5 O 0 1 N N N 10.527 22.260 -22.398 3.366 -0.892 1.727 O33 52E 33 52E CL1 CL1 CL 0 0 N N N 7.347 18.429 -26.645 -5.940 0.237 -0.826 CL34 52E 34 52E F35 F1 F 0 1 N N N 6.286 21.042 -27.245 -6.947 2.756 -1.984 F35 52E 35 52E H1 H1 H 0 1 N N N 12.245 18.533 -25.714 -2.763 0.841 0.046 H1 52E 36 52E H2 H2 H 0 1 N N N 13.072 24.190 -22.898 3.309 -0.546 -1.340 H2 52E 37 52E H3 H3 H 0 1 N N N 14.978 18.200 -21.502 0.280 -4.103 0.347 H3 52E 38 52E H4 H4 H 0 1 N N N 14.326 18.922 -19.991 0.076 -2.822 -0.872 H4 52E 39 52E H5 H5 H 0 1 N N N 12.498 17.079 -21.379 -2.219 -4.224 0.569 H5 52E 40 52E H6 H6 H 0 1 N N N 13.350 16.709 -18.565 -1.215 -4.562 -2.293 H6 52E 41 52E H7 H7 H 0 1 N N N 12.565 18.265 -18.999 -0.921 -5.722 -0.975 H7 52E 42 52E H8 H8 H 0 1 N N N 11.136 16.736 -18.176 -2.872 -6.281 -2.235 H8 52E 43 52E H9 H9 H 0 1 N N N 13.561 15.264 -20.548 -2.189 -2.401 -1.691 H9 52E 44 52E H10 H10 H 0 1 N N N 7.648 23.275 -26.750 -6.346 5.068 -0.931 H10 52E 45 52E H11 H11 H 0 1 N N N 9.890 23.331 -25.681 -4.930 5.395 1.057 H11 52E 46 52E H12 H12 H 0 1 N N N 11.068 21.226 -25.149 -3.958 3.450 2.210 H12 52E 47 52E H13 H13 H 0 1 N N N 9.540 18.194 -24.641 -4.965 0.033 1.617 H13 52E 48 52E H14 H14 H 0 1 N N N 10.035 18.023 -26.359 -3.951 1.122 2.594 H14 52E 49 52E H15 H15 H 0 1 N N N 15.112 19.033 -23.475 -1.248 -0.913 -1.454 H15 52E 50 52E H16 H16 H 0 1 N N N 14.128 17.929 -24.494 -1.183 0.625 -0.560 H16 52E 51 52E H17 H17 H 0 1 N N N 14.137 19.694 -24.831 0.259 -0.414 -0.650 H17 52E 52 52E H18 H18 H 0 1 N N N 12.273 19.255 -21.399 -1.006 -2.689 1.978 H18 52E 53 52E H19 H19 H 0 1 N N N 14.320 21.322 -21.499 0.814 -0.967 2.269 H19 52E 54 52E H20 H20 H 0 1 N N N 12.714 21.231 -20.700 1.432 -2.619 2.027 H20 52E 55 52E H21 H21 H 0 1 N N N 12.932 26.294 -23.724 5.200 0.607 -2.264 H21 52E 56 52E H22 H22 H 0 1 N N N 7.978 25.894 -23.926 6.940 0.565 2.339 H22 52E 57 52E H23 H23 H 0 1 N N N 12.819 28.632 -24.619 7.297 1.748 -3.059 H23 52E 58 52E H24 H24 H 0 1 N N N 11.454 30.584 -25.386 9.485 2.683 -2.530 H24 52E 59 52E H25 H25 H 0 1 N N N 8.947 30.397 -25.437 10.344 2.656 -0.228 H25 52E 60 52E H26 H26 H 0 1 N N N 7.821 28.297 -24.795 9.032 1.695 1.586 H26 52E 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 52E F35 C5 SING N N 1 52E C5 C7 DOUB Y N 2 52E C5 C6 SING Y N 3 52E CL1 C6 SING N N 4 52E C7 C8 SING Y N 5 52E C6 C10 DOUB Y N 6 52E C8 C9 DOUB Y N 7 52E C10 C9 SING Y N 8 52E C10 C11 SING N N 9 52E C11 N1 SING N N 10 52E C27 C26 DOUB Y N 11 52E C27 C28 SING Y N 12 52E C26 C25 SING Y N 13 52E N1 C12 SING N N 14 52E C28 C23 DOUB Y N 15 52E C25 C22 DOUB Y N 16 52E C23 C22 SING Y N 17 52E C23 C24 SING Y N 18 52E C22 C21 SING Y N 19 52E C13 N2 SING N N 20 52E C24 N4 DOUB Y N 21 52E C21 C20 DOUB Y N 22 52E C12 N2 SING N N 23 52E C12 O29 DOUB N N 24 52E N4 C20 SING Y N 25 52E C20 N3 SING N N 26 52E N2 C14 SING N N 27 52E N3 C19 SING N N 28 52E O32 C19 SING N N 29 52E O32 C18 SING N N 30 52E C19 O33 DOUB N N 31 52E C14 C18 SING N N 32 52E C14 C15 SING N N 33 52E C15 C16 SING N N 34 52E O31 C16 SING N N 35 52E C16 C17 SING N N 36 52E C17 O30 SING N N 37 52E N1 H1 SING N N 38 52E N3 H2 SING N N 39 52E C15 H3 SING N N 40 52E C15 H4 SING N N 41 52E C16 H5 SING N N 42 52E C17 H6 SING N N 43 52E C17 H7 SING N N 44 52E O30 H8 SING N N 45 52E O31 H9 SING N N 46 52E C7 H10 SING N N 47 52E C8 H11 SING N N 48 52E C9 H12 SING N N 49 52E C11 H13 SING N N 50 52E C11 H14 SING N N 51 52E C13 H15 SING N N 52 52E C13 H16 SING N N 53 52E C13 H17 SING N N 54 52E C14 H18 SING N N 55 52E C18 H19 SING N N 56 52E C18 H20 SING N N 57 52E C21 H21 SING N N 58 52E C24 H22 SING N N 59 52E C25 H23 SING N N 60 52E C26 H24 SING N N 61 52E C27 H25 SING N N 62 52E C28 H26 SING N N 63 # 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 52E SMILES ACDLabs 12.01 "N(C(N(C(CC(CO)O)COC(Nc1ncc2c(c1)cccc2)=O)C)=O)Cc3c(c(ccc3)F)Cl" 52E InChI InChI 1.03 "InChI=1S/C24H26ClFN4O5/c1-30(23(33)28-12-17-7-4-8-20(26)22(17)25)18(10-19(32)13-31)14-35-24(34)29-21-9-15-5-2-3-6-16(15)11-27-21/h2-9,11,18-19,31-32H,10,12-14H2,1H3,(H,28,33)(H,27,29,34)/t18-,19+/m0/s1" 52E InChIKey InChI 1.03 HLEXQOJKMXKUKE-RBUKOAKNSA-N 52E SMILES_CANONICAL CACTVS 3.385 "CN([C@H](COC(=O)Nc1cc2ccccc2cn1)C[C@@H](O)CO)C(=O)NCc3cccc(F)c3Cl" 52E SMILES CACTVS 3.385 "CN([CH](COC(=O)Nc1cc2ccccc2cn1)C[CH](O)CO)C(=O)NCc3cccc(F)c3Cl" 52E SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN([C@@H](C[C@H](CO)O)COC(=O)Nc1cc2ccccc2cn1)C(=O)NCc3cccc(c3Cl)F" 52E SMILES "OpenEye OEToolkits" 1.9.2 "CN(C(CC(CO)O)COC(=O)Nc1cc2ccccc2cn1)C(=O)NCc3cccc(c3Cl)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 52E "SYSTEMATIC NAME" ACDLabs 12.01 "4-{[(2-chloro-3-fluorobenzyl)carbamoyl](methyl)amino}-3,4-dideoxy-5-O-(isoquinolin-3-ylcarbamoyl)-D-erythro-pentitol" 52E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "[(2S,4R)-2-[(2-chloranyl-3-fluoranyl-phenyl)methylcarbamoyl-methyl-amino]-4,5-bis(oxidanyl)pentyl] N-isoquinolin-3-ylcarbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 52E "Create component" 2015-07-15 RCSB 52E "Initial release" 2016-11-16 RCSB #