data_5D9 # _chem_comp.id 5D9 _chem_comp.name "ethyl 2-(2-{2-[(1S)-4-carbamimidamido-1-(methylamino)butyl]-1,3-thiazol-4-yl}-5-methyl-1,3-oxazol-4-yl)-1,3-thiazole-4-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H25 N7 O3 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-08 _chem_comp.pdbx_modified_date 2015-09-18 _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 463.577 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5D9 _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 5DM2 _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 5D9 O14 O1 O 0 1 N N N 35.988 -9.878 11.383 -8.332 -0.454 -0.893 O14 5D9 1 5D9 C13 C1 C 0 1 N N N 35.105 -10.219 12.156 -7.155 -0.694 -0.705 C13 5D9 2 5D9 O15 O2 O 0 1 N N N 33.796 -9.597 12.075 -6.716 -1.969 -0.726 O15 5D9 3 5D9 C9 C2 C 0 1 N N N 33.557 -8.513 11.174 -7.704 -3.002 -0.980 C9 5D9 4 5D9 C10 C3 C 0 1 N N N 33.897 -7.198 11.845 -7.023 -4.372 -0.966 C10 5D9 5 5D9 C12 C4 C 0 1 Y N N 35.384 -11.259 13.183 -6.210 0.406 -0.460 C12 5D9 6 5D9 C11 C5 C 0 1 Y N N 34.455 -11.693 14.153 -6.596 1.701 -0.428 C11 5D9 7 5D9 S1 S1 S 0 1 Y N N 35.212 -12.907 15.147 -5.233 2.686 -0.120 S1 5D9 8 5D9 C8 C6 C 0 1 Y N N 36.663 -12.763 14.256 -4.199 1.263 -0.051 C8 5D9 9 5D9 N2 N1 N 0 1 Y N N 36.608 -11.867 13.252 -4.916 0.199 -0.249 N2 5D9 10 5D9 C3 C7 C 0 1 Y N N 37.850 -13.588 14.560 -2.741 1.278 0.200 C3 5D9 11 5D9 C5 C8 C 0 1 Y N N 38.860 -13.910 13.549 -1.975 2.377 0.420 C5 5D9 12 5D9 C7 C9 C 0 1 N N N 39.074 -13.582 12.102 -2.449 3.807 0.454 C7 5D9 13 5D9 O9 O3 O 0 1 Y N N 39.781 -14.689 14.179 -0.710 1.949 0.602 O9 5D9 14 5D9 C6 C10 C 0 1 Y N N 39.299 -14.772 15.471 -0.706 0.609 0.495 C6 5D9 15 5D9 N1 N2 N 0 1 Y N N 38.125 -14.152 15.749 -1.929 0.199 0.257 N1 5D9 16 5D9 C2 C11 C 0 1 Y N N 40.030 -15.607 16.459 0.480 -0.259 0.628 C2 5D9 17 5D9 N3 N3 N 0 1 Y N N 41.089 -16.309 15.972 1.696 0.210 0.880 N3 5D9 18 5D9 C4 C12 C 0 1 Y N N 41.651 -17.055 16.939 2.649 -0.649 0.974 C4 5D9 19 5D9 S5 S2 S 0 1 Y N N 40.777 -16.869 18.441 2.056 -2.234 0.736 S5 5D9 20 5D9 C1 C13 C 0 1 Y N N 39.624 -15.748 17.789 0.425 -1.605 0.510 C1 5D9 21 5D9 CA C14 C 0 1 N N S 42.820 -17.964 16.875 4.089 -0.305 1.254 CA 5D9 22 5D9 N N4 N 0 1 N N N 43.257 -17.975 15.485 4.626 -1.229 2.262 N 5D9 23 5D9 CB C15 C 0 1 N N N 43.935 -17.582 17.858 4.904 -0.428 -0.035 CB 5D9 24 5D9 CG C16 C 0 1 N N N 44.420 -16.131 17.760 6.338 0.040 0.221 CG 5D9 25 5D9 CD C17 C 0 1 N N N 45.922 -16.050 18.039 7.152 -0.084 -1.069 CD 5D9 26 5D9 NE N5 N 0 1 N N N 46.259 -14.637 18.212 8.525 0.365 -0.824 NE 5D9 27 5D9 CZ C18 C 0 1 N N N 46.212 -13.954 19.280 9.447 0.344 -1.844 CZ 5D9 28 5D9 NH2 N6 N 0 1 N N N 46.550 -12.666 19.267 9.099 -0.073 -3.028 NH2 5D9 29 5D9 NH1 N7 N 0 1 N N N 45.815 -14.501 20.433 10.736 0.765 -1.614 NH1 5D9 30 5D9 C14 C19 C 0 1 N N N 44.025 -19.101 14.994 4.343 -0.748 3.621 C14 5D9 31 5D9 H1 H1 H 0 1 N N N 32.497 -8.509 10.881 -8.470 -2.970 -0.205 H1 5D9 32 5D9 H2 H2 H 0 1 N N N 34.184 -8.638 10.279 -8.163 -2.835 -1.954 H2 5D9 33 5D9 H3 H3 H 0 1 N N N 33.710 -6.370 11.146 -6.563 -4.540 0.008 H3 5D9 34 5D9 H4 H4 H 0 1 N N N 33.270 -7.070 12.740 -7.764 -5.148 -1.156 H4 5D9 35 5D9 H5 H5 H 0 1 N N N 34.957 -7.199 12.137 -6.256 -4.405 -1.740 H5 5D9 36 5D9 H6 H6 H 0 1 N N N 33.443 -11.332 14.261 -7.606 2.057 -0.574 H6 5D9 37 5D9 H7 H7 H 0 1 N N N 40.004 -14.054 11.752 -1.604 4.466 0.652 H7 5D9 38 5D9 H8 H8 H 0 1 N N N 38.227 -13.960 11.511 -2.894 4.065 -0.507 H8 5D9 39 5D9 H9 H9 H 0 1 N N N 39.148 -12.491 11.980 -3.193 3.924 1.242 H9 5D9 40 5D9 H10 H10 H 0 1 N N N 38.793 -15.274 18.290 -0.460 -2.190 0.311 H10 5D9 41 5D9 H11 H11 H 0 1 N N N 42.480 -18.976 17.140 4.153 0.717 1.628 H11 5D9 42 5D9 H12 H12 H 0 1 N N N 43.817 -17.158 15.348 5.615 -1.375 2.129 H12 5D9 43 5D9 H14 H14 H 0 1 N N N 43.561 -17.748 18.879 4.914 -1.469 -0.361 H14 5D9 44 5D9 H15 H15 H 0 1 N N N 44.795 -18.242 17.671 4.452 0.191 -0.811 H15 5D9 45 5D9 H16 H16 H 0 1 N N N 44.218 -15.749 16.748 6.328 1.080 0.546 H16 5D9 46 5D9 H17 H17 H 0 1 N N N 43.881 -15.518 18.497 6.789 -0.579 0.996 H17 5D9 47 5D9 H18 H18 H 0 1 N N N 46.165 -16.609 18.954 7.162 -1.124 -1.394 H18 5D9 48 5D9 H19 H19 H 0 1 N N N 46.485 -16.470 17.192 6.701 0.535 -1.844 H19 5D9 49 5D9 H20 H20 H 0 1 N N N 46.562 -14.152 17.392 8.784 0.675 0.058 H20 5D9 50 5D9 H21 H21 H 0 1 N N N 46.460 -12.246 20.170 9.750 -0.088 -3.748 H21 5D9 51 5D9 H22 H22 H 0 1 N N N 45.776 -13.945 21.263 10.994 1.076 -0.732 H22 5D9 52 5D9 H23 H23 H 0 1 N N N 45.557 -15.466 20.466 11.386 0.751 -2.333 H23 5D9 53 5D9 H24 H24 H 0 1 N N N 44.269 -18.945 13.933 4.821 -1.406 4.347 H24 5D9 54 5D9 H25 H25 H 0 1 N N N 44.955 -19.191 15.574 4.732 0.263 3.737 H25 5D9 55 5D9 H26 H26 H 0 1 N N N 43.434 -20.023 15.103 3.266 -0.744 3.788 H26 5D9 56 # 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 5D9 C9 C10 SING N N 1 5D9 C9 O15 SING N N 2 5D9 O14 C13 DOUB N N 3 5D9 O15 C13 SING N N 4 5D9 C7 C5 SING N N 5 5D9 C13 C12 SING N N 6 5D9 C12 N2 SING Y N 7 5D9 C12 C11 DOUB Y N 8 5D9 N2 C8 DOUB Y N 9 5D9 C5 O9 SING Y N 10 5D9 C5 C3 DOUB Y N 11 5D9 C11 S1 SING Y N 12 5D9 O9 C6 SING Y N 13 5D9 C8 C3 SING N N 14 5D9 C8 S1 SING Y N 15 5D9 C3 N1 SING Y N 16 5D9 C14 N SING N N 17 5D9 C6 N1 DOUB Y N 18 5D9 C6 C2 SING N N 19 5D9 N CA SING N N 20 5D9 N3 C2 SING Y N 21 5D9 N3 C4 DOUB Y N 22 5D9 C2 C1 DOUB Y N 23 5D9 CA C4 SING N N 24 5D9 CA CB SING N N 25 5D9 C4 S5 SING Y N 26 5D9 CG CB SING N N 27 5D9 CG CD SING N N 28 5D9 C1 S5 SING Y N 29 5D9 CD NE SING N N 30 5D9 NE CZ SING N N 31 5D9 NH2 CZ DOUB N N 32 5D9 CZ NH1 SING N N 33 5D9 C9 H1 SING N N 34 5D9 C9 H2 SING N N 35 5D9 C10 H3 SING N N 36 5D9 C10 H4 SING N N 37 5D9 C10 H5 SING N N 38 5D9 C11 H6 SING N N 39 5D9 C7 H7 SING N N 40 5D9 C7 H8 SING N N 41 5D9 C7 H9 SING N N 42 5D9 C1 H10 SING N N 43 5D9 CA H11 SING N N 44 5D9 N H12 SING N N 45 5D9 CB H14 SING N N 46 5D9 CB H15 SING N N 47 5D9 CG H16 SING N N 48 5D9 CG H17 SING N N 49 5D9 CD H18 SING N N 50 5D9 CD H19 SING N N 51 5D9 NE H20 SING N N 52 5D9 NH2 H21 SING N N 53 5D9 NH1 H22 SING N N 54 5D9 NH1 H23 SING N N 55 5D9 C14 H24 SING N N 56 5D9 C14 H25 SING N N 57 5D9 C14 H26 SING N N 58 # 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 5D9 SMILES ACDLabs 12.01 "O=C(c1nc(sc1)c2nc(oc2C)c3csc(n3)C(CCCN/C(N)=N)NC)OCC" 5D9 InChI InChI 1.03 "InChI=1S/C19H25N7O3S2/c1-4-28-18(27)13-9-31-17(25-13)14-10(2)29-15(26-14)12-8-30-16(24-12)11(22-3)6-5-7-23-19(20)21/h8-9,11,22H,4-7H2,1-3H3,(H4,20,21,23)/t11-/m0/s1" 5D9 InChIKey InChI 1.03 BCNLEAFCBBRVEB-NSHDSACASA-N 5D9 SMILES_CANONICAL CACTVS 3.385 "CCOC(=O)c1csc(n1)c2nc(oc2C)c3csc(n3)[C@H](CCCNC(N)=N)NC" 5D9 SMILES CACTVS 3.385 "CCOC(=O)c1csc(n1)c2nc(oc2C)c3csc(n3)[CH](CCCNC(N)=N)NC" 5D9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "[H]/N=C(/N)\NCCC[C@@H](c1nc(cs1)c2nc(c(o2)C)c3nc(cs3)C(=O)OCC)NC" 5D9 SMILES "OpenEye OEToolkits" 1.9.2 "CCOC(=O)c1csc(n1)c2c(oc(n2)c3csc(n3)C(CCCNC(=N)N)NC)C" # 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 5D9 "SYSTEMATIC NAME" ACDLabs 12.01 "ethyl 2-(2-{2-[(1S)-4-carbamimidamido-1-(methylamino)butyl]-1,3-thiazol-4-yl}-5-methyl-1,3-oxazol-4-yl)-1,3-thiazole-4-carboxylate" 5D9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "ethyl 2-[2-[2-[(1S)-4-carbamimidamido-1-(methylamino)butyl]-1,3-thiazol-4-yl]-5-methyl-1,3-oxazol-4-yl]-1,3-thiazole-4-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5D9 "Create component" 2015-09-08 RCSB 5D9 "Initial release" 2015-09-23 RCSB #