data_DKM # _chem_comp.id DKM _chem_comp.name "5-[(3S,4S)-3-(dimethylamino)-4-hydroxypyrrolidin-1-yl]-6-fluoro-4-methyl-8-oxo-3,4-dihydro-8H-1-thia-4,9b-diazacyclopenta[cd]phenalene-9-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 F N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-30 _chem_comp.pdbx_modified_date 2018-02-16 _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 432.469 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DKM _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 6BFB _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 DKM N1 N1 N 0 1 N N N 25.915 38.297 20.680 2.544 0.502 0.172 N1 DKM 1 DKM N3 N2 N 0 1 N N N 26.750 41.697 24.180 -2.246 0.953 0.064 N3 DKM 2 DKM C4 C1 C 0 1 N N N 27.275 37.757 20.589 3.254 0.252 1.453 C4 DKM 3 DKM C5 C2 C 0 1 N N S 27.197 36.937 19.310 4.749 0.429 1.111 C5 DKM 4 DKM C6 C3 C 0 1 Y N N 25.488 39.026 21.869 1.267 -0.065 0.188 C6 DKM 5 DKM C7 C4 C 0 1 Y N N 24.252 38.813 22.513 1.117 -1.441 0.364 C7 DKM 6 DKM C8 C5 C 0 1 Y N N 23.835 39.517 23.615 -0.126 -2.037 0.370 C8 DKM 7 DKM C10 C6 C 0 1 N N N 24.175 41.309 25.320 -2.621 -1.824 0.161 C10 DKM 8 DKM C13 C7 C 0 1 N N N 28.730 42.746 24.499 -3.290 2.983 0.007 C13 DKM 9 DKM C15 C8 C 0 1 N N N 28.542 40.810 22.785 -0.772 2.967 0.311 C15 DKM 10 DKM C17 C9 C 0 1 Y N N 26.331 40.023 22.436 0.143 0.744 0.028 C17 DKM 11 DKM O2 O1 O 0 1 N N N 25.506 43.852 27.605 -6.043 -0.719 -0.237 O2 DKM 12 DKM C19 C10 C 0 1 N N N 24.676 43.237 26.932 -5.104 -1.482 -0.109 C19 DKM 13 DKM O3 O2 O 0 1 N N N 23.372 43.304 27.171 -5.317 -2.815 -0.076 O3 DKM 14 DKM C11 C11 C 0 1 N N N 25.105 42.359 25.811 -3.746 -0.957 0.009 C11 DKM 15 DKM O1 O3 O 0 1 N N N 23.087 41.077 25.858 -2.778 -3.032 0.242 O1 DKM 16 DKM C12 C12 C 0 1 N N N 26.381 42.518 25.243 -3.489 0.423 -0.021 C12 DKM 17 DKM C14 C13 C 0 1 N N N 28.090 41.815 23.785 -2.140 2.324 0.128 C14 DKM 18 DKM S S1 S 0 1 N N N 27.731 43.477 25.686 -4.559 1.750 -0.139 S DKM 19 DKM C18 C14 C 0 1 Y N N 25.912 40.733 23.584 -1.105 0.141 0.091 C18 DKM 20 DKM C9 C15 C 0 1 Y N N 24.653 40.506 24.161 -1.269 -1.243 0.215 C9 DKM 21 DKM F F1 F 0 1 N N N 23.434 37.848 22.047 2.216 -2.208 0.534 F DKM 22 DKM N2 N3 N 0 1 N N N 27.550 40.358 21.826 0.269 2.107 -0.254 N2 DKM 23 DKM C16 C16 C 0 1 N N N 27.340 41.226 20.687 0.416 2.334 -1.698 C16 DKM 24 DKM C3 C17 C 0 1 N N N 24.974 37.510 19.891 3.402 -0.146 -0.853 C3 DKM 25 DKM O O4 O 0 1 N N N 28.172 37.358 18.355 5.174 1.759 1.416 O DKM 26 DKM C2 C18 C 0 1 N N S 25.843 37.241 18.674 4.846 0.167 -0.406 C2 DKM 27 DKM N N4 N 0 1 N N N 25.459 36.092 17.832 5.722 -0.982 -0.670 N DKM 28 DKM C1 C19 C 0 1 N N N 24.009 35.850 17.721 5.826 -1.245 -2.112 C1 DKM 29 DKM C C20 C 0 1 N N N 26.130 36.083 16.523 7.050 -0.780 -0.075 C DKM 30 DKM H9 H1 H 0 1 N N N 27.514 37.125 21.457 2.947 0.978 2.206 H9 DKM 31 DKM H10 H2 H 0 1 N N N 28.021 38.561 20.505 3.059 -0.762 1.804 H10 DKM 32 DKM H11 H3 H 0 1 N N N 27.282 35.864 19.536 5.351 -0.295 1.660 H11 DKM 33 DKM H13 H4 H 0 1 N N N 22.874 39.305 24.059 -0.218 -3.106 0.492 H13 DKM 34 DKM H14 H5 H 0 1 N N N 29.766 43.010 24.345 -3.424 4.054 -0.001 H14 DKM 35 DKM H15 H6 H 0 1 N N N 28.900 39.928 23.336 -0.757 3.932 -0.194 H15 DKM 36 DKM H16 H7 H 0 1 N N N 29.376 41.253 22.220 -0.581 3.112 1.374 H16 DKM 37 DKM H20 H8 H 0 1 N N N 23.214 43.879 27.911 -6.247 -3.066 -0.161 H20 DKM 38 DKM H18 H10 H 0 1 N N N 28.309 41.472 20.229 -0.461 1.950 -2.218 H18 DKM 39 DKM H17 H11 H 0 1 N N N 26.705 40.715 19.948 0.512 3.403 -1.889 H17 DKM 40 DKM H19 H12 H 0 1 N N N 26.845 42.151 21.018 1.307 1.819 -2.058 H19 DKM 41 DKM H7 H13 H 0 1 N N N 24.072 38.084 19.634 3.233 -1.223 -0.864 H7 DKM 42 DKM H8 H14 H 0 1 N N N 24.684 36.581 20.403 3.206 0.279 -1.837 H8 DKM 43 DKM H12 H15 H 0 1 N N N 29.043 37.193 18.697 5.092 1.993 2.350 H12 DKM 44 DKM H6 H16 H 0 1 N N N 25.919 38.153 18.064 5.218 1.053 -0.920 H6 DKM 45 DKM H5 H18 H 0 1 N N N 23.556 35.867 18.723 6.238 -0.369 -2.612 H5 DKM 46 DKM H4 H19 H 0 1 N N N 23.553 36.635 17.100 6.480 -2.101 -2.279 H4 DKM 47 DKM H3 H20 H 0 1 N N N 23.836 34.868 17.257 4.836 -1.461 -2.514 H3 DKM 48 DKM H2 H21 H 0 1 N N N 27.206 36.267 16.661 6.950 -0.657 1.003 H2 DKM 49 DKM H H22 H 0 1 N N N 25.984 35.104 16.043 7.679 -1.645 -0.286 H DKM 50 DKM H1 H23 H 0 1 N N N 25.702 36.871 15.886 7.507 0.114 -0.502 H1 DKM 51 # 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 DKM C N SING N N 1 DKM C1 N SING N N 2 DKM N C2 SING N N 3 DKM O C5 SING N N 4 DKM C2 C5 SING N N 5 DKM C2 C3 SING N N 6 DKM C5 C4 SING N N 7 DKM C3 N1 SING N N 8 DKM C4 N1 SING N N 9 DKM N1 C6 SING N N 10 DKM C16 N2 SING N N 11 DKM N2 C17 SING N N 12 DKM N2 C15 SING N N 13 DKM C6 C17 DOUB Y N 14 DKM C6 C7 SING Y N 15 DKM F C7 SING N N 16 DKM C17 C18 SING Y N 17 DKM C7 C8 DOUB Y N 18 DKM C15 C14 SING N N 19 DKM C18 C9 DOUB Y N 20 DKM C18 N3 SING N N 21 DKM C8 C9 SING Y N 22 DKM C14 N3 SING N N 23 DKM C14 C13 DOUB N N 24 DKM C9 C10 SING N N 25 DKM N3 C12 SING N N 26 DKM C13 S SING N N 27 DKM C12 S SING N N 28 DKM C12 C11 DOUB N N 29 DKM C10 C11 SING N N 30 DKM C10 O1 DOUB N N 31 DKM C11 C19 SING N N 32 DKM C19 O3 SING N N 33 DKM C19 O2 DOUB N N 34 DKM C4 H9 SING N N 35 DKM C4 H10 SING N N 36 DKM C5 H11 SING N N 37 DKM C8 H13 SING N N 38 DKM C13 H14 SING N N 39 DKM C15 H15 SING N N 40 DKM C15 H16 SING N N 41 DKM O3 H20 SING N N 42 DKM C16 H18 SING N N 43 DKM C16 H17 SING N N 44 DKM C16 H19 SING N N 45 DKM C3 H7 SING N N 46 DKM C3 H8 SING N N 47 DKM O H12 SING N N 48 DKM C2 H6 SING N N 49 DKM C1 H5 SING N N 50 DKM C1 H4 SING N N 51 DKM C1 H3 SING N N 52 DKM C H2 SING N N 53 DKM C H SING N N 54 DKM C H1 SING N N 55 # 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 DKM SMILES ACDLabs 12.01 "N5(c1c4c2N3C(=C(C(=O)c2cc1F)C(=O)O)SC=C3CN4C)CC(O)C(C5)N(C)C" DKM InChI InChI 1.03 "InChI=1S/C20H21FN4O4S/c1-22(2)12-6-24(7-13(12)26)16-11(21)4-10-15-17(16)23(3)5-9-8-30-19(25(9)15)14(18(10)27)20(28)29/h4,8,12-13,26H,5-7H2,1-3H3,(H,28,29)/t12-,13-/m0/s1" DKM InChIKey InChI 1.03 JHSMWPKZVMQLKB-STQMWFEESA-N DKM SMILES_CANONICAL CACTVS 3.385 "CN(C)[C@H]1CN(C[C@@H]1O)c2c(F)cc3C(=O)C(=C4SC=C5CN(C)c2c3[N@@]45)C(O)=O" DKM SMILES CACTVS 3.385 "CN(C)[CH]1CN(C[CH]1O)c2c(F)cc3C(=O)C(=C4SC=C5CN(C)c2c3[N]45)C(O)=O" DKM SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN1CC2=CSC3=C(C(=O)c4cc(c(c1c4N23)N5C[C@@H]([C@H](C5)O)N(C)C)F)C(=O)O" DKM SMILES "OpenEye OEToolkits" 2.0.6 "CN1CC2=CSC3=C(C(=O)c4cc(c(c1c4N23)N5CC(C(C5)O)N(C)C)F)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 DKM "SYSTEMATIC NAME" ACDLabs 12.01 "5-[(3S,4S)-3-(dimethylamino)-4-hydroxypyrrolidin-1-yl]-6-fluoro-4-methyl-8-oxo-3,4-dihydro-8H-1-thia-4,9b-diazacyclopenta[cd]phenalene-9-carboxylic 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 DKM "Create component" 2017-10-30 RCSB DKM "Initial release" 2018-02-21 RCSB #