data_50M # _chem_comp.id 50M _chem_comp.name "(2R,4S,4aS,5R)-6'-hydroxy-2,4-dimethyl-8-nitro-1,2,4,4a-tetrahydro-2'H,6H-spiro[1,4-oxazino[4,3-a]quinoline-5,5'-pyrimidine]-2',4'(3'H)-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-08 _chem_comp.pdbx_modified_date 2015-12-11 _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 374.348 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 50M _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 5CDO _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 50M C2 C1 C 0 1 N N S 77.657 -13.103 4.261 -1.050 0.693 -0.569 C2 50M 1 50M C3 C2 C 0 1 N N S 76.814 -14.338 4.050 -2.432 1.261 -0.238 C3 50M 2 50M C5 C3 C 0 1 N N N 76.869 -15.316 5.181 -3.469 0.680 -1.203 C5 50M 3 50M C7 C4 C 0 1 N N R 76.860 -14.453 1.756 -1.424 3.323 0.458 C7 50M 4 50M C13 C5 C 0 1 Y N N 77.245 -10.228 1.885 2.318 1.500 0.588 C13 50M 5 50M C15 C6 C 0 1 Y N N 77.225 -8.217 3.109 3.796 -0.269 -0.047 C15 50M 6 50M C16 C7 C 0 1 Y N N 77.356 -8.896 4.293 2.716 -1.016 -0.478 C16 50M 7 50M C17 C8 C 0 1 Y N N 77.421 -10.269 4.239 1.429 -0.512 -0.375 C17 50M 8 50M C18 C9 C 0 1 N N N 77.608 -10.969 5.522 0.286 -1.369 -0.868 C18 50M 9 50M C19 C10 C 0 1 N N R 77.122 -12.378 5.491 -1.041 -0.822 -0.334 C19 50M 10 50M C20 C11 C 0 1 N N N 77.745 -12.993 6.692 -2.183 -1.454 -1.074 C20 50M 11 50M C23 C12 C 0 1 N N N 75.923 -12.631 7.990 -3.111 -2.336 0.854 C23 50M 12 50M C26 C13 C 0 1 N N N 75.647 -12.207 5.578 -1.143 -1.101 1.139 C26 50M 13 50M O6 O1 O 0 1 N N N 77.275 -15.108 2.940 -2.394 2.685 -0.376 O6 50M 14 50M C9 C14 C 0 1 N N N 77.416 -15.203 0.572 -1.442 4.831 0.200 C9 50M 15 50M C10 C15 C 0 1 N N N 77.541 -13.104 1.746 -0.026 2.766 0.132 C10 50M 16 50M N11 N1 N 0 1 N N N 77.451 -12.382 3.021 -0.044 1.307 0.300 N11 50M 17 50M C12 C16 C 0 1 Y N N 77.395 -10.960 3.045 1.222 0.749 0.160 C12 50M 18 50M C14 C17 C 0 1 Y N N 77.163 -8.862 1.905 3.595 0.993 0.484 C14 50M 19 50M O21 O2 O 0 1 N N N 79.004 -13.424 6.437 -2.253 -1.305 -2.407 O21 50M 20 50M N22 N2 N 0 1 N N N 77.201 -13.099 7.854 -3.107 -2.140 -0.472 N22 50M 21 50M O24 O3 O 0 1 N N N 75.419 -12.601 9.101 -4.006 -2.990 1.355 O24 50M 22 50M N25 N3 N 0 1 N N N 75.191 -12.258 6.875 -2.151 -1.829 1.644 N25 50M 23 50M O27 O4 O 0 1 N N N 74.969 -11.910 4.607 -0.296 -0.660 1.887 O27 50M 24 50M N28 N4 N 1 1 N N N 77.134 -6.796 3.087 5.167 -0.815 -0.158 N28 50M 25 50M O29 O5 O -1 1 N N N 77.786 -6.176 3.931 5.345 -1.923 -0.631 O29 50M 26 50M O30 O6 O 0 1 N N N 76.367 -6.353 2.229 6.118 -0.155 0.222 O30 50M 27 50M H2 H1 H 0 1 N N N 78.714 -13.373 4.402 -0.809 0.902 -1.612 H2 50M 28 50M H3 H2 H 0 1 N N N 75.769 -14.033 3.889 -2.699 0.998 0.785 H3 50M 29 50M H51 H3 H 0 1 N N N 76.530 -14.827 6.106 -3.782 -0.303 -0.851 H51 50M 30 50M H52 H4 H 0 1 N N N 76.215 -16.172 4.958 -4.333 1.342 -1.248 H52 50M 31 50M H53 H5 H 0 1 N N N 77.903 -15.669 5.310 -3.029 0.588 -2.196 H53 50M 32 50M H7 H6 H 0 1 N N N 75.767 -14.349 1.687 -1.661 3.131 1.504 H7 50M 33 50M H13 H7 H 0 1 N N N 77.191 -10.745 0.939 2.164 2.485 1.003 H13 50M 34 50M H16 H8 H 0 1 N N N 77.406 -8.371 5.235 2.877 -2.000 -0.893 H16 50M 35 50M H182 H9 H 0 0 N N N 78.680 -10.973 5.766 0.269 -1.360 -1.958 H182 50M 36 50M H183 H10 H 0 0 N N N 77.056 -10.425 6.302 0.423 -2.392 -0.517 H183 50M 37 50M H91 H11 H 0 1 N N N 76.957 -16.202 0.522 -2.433 5.227 0.426 H91 50M 38 50M H92 H12 H 0 1 N N N 77.191 -14.649 -0.351 -0.703 5.318 0.835 H92 50M 39 50M H93 H13 H 0 1 N N N 78.506 -15.305 0.682 -1.205 5.023 -0.847 H93 50M 40 50M H102 H14 H 0 0 N N N 78.604 -13.255 1.508 0.235 3.015 -0.896 H102 50M 41 50M H103 H15 H 0 0 N N N 77.074 -12.486 0.965 0.707 3.201 0.812 H103 50M 42 50M H14 H16 H 0 1 N N N 77.051 -8.304 0.987 4.439 1.579 0.817 H14 50M 43 50M H21 H17 H 0 1 N N N 79.379 -13.793 7.228 -3.000 -1.723 -2.857 H21 50M 44 50M H25 H18 H 0 1 N N N 74.237 -12.000 7.028 -2.187 -1.992 2.600 H25 50M 45 # 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 50M C9 C7 SING N N 1 50M C10 C7 SING N N 2 50M C10 N11 SING N N 3 50M C7 O6 SING N N 4 50M C13 C14 DOUB Y N 5 50M C13 C12 SING Y N 6 50M C14 C15 SING Y N 7 50M O30 N28 DOUB N N 8 50M O6 C3 SING N N 9 50M N11 C12 SING N N 10 50M N11 C2 SING N N 11 50M C12 C17 DOUB Y N 12 50M N28 C15 SING N N 13 50M N28 O29 SING N N 14 50M C15 C16 DOUB Y N 15 50M C3 C2 SING N N 16 50M C3 C5 SING N N 17 50M C17 C16 SING Y N 18 50M C17 C18 SING N N 19 50M C2 C19 SING N N 20 50M O27 C26 DOUB N N 21 50M C19 C18 SING N N 22 50M C19 C26 SING N N 23 50M C19 C20 SING N N 24 50M C26 N25 SING N N 25 50M O21 C20 SING N N 26 50M C20 N22 DOUB N N 27 50M N25 C23 SING N N 28 50M N22 C23 SING N N 29 50M C23 O24 DOUB N N 30 50M C2 H2 SING N N 31 50M C3 H3 SING N N 32 50M C5 H51 SING N N 33 50M C5 H52 SING N N 34 50M C5 H53 SING N N 35 50M C7 H7 SING N N 36 50M C13 H13 SING N N 37 50M C16 H16 SING N N 38 50M C18 H182 SING N N 39 50M C18 H183 SING N N 40 50M C9 H91 SING N N 41 50M C9 H92 SING N N 42 50M C9 H93 SING N N 43 50M C10 H102 SING N N 44 50M C10 H103 SING N N 45 50M C14 H14 SING N N 46 50M O21 H21 SING N N 47 50M N25 H25 SING N N 48 # 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 50M SMILES ACDLabs 12.01 "C32C4(Cc1cc(ccc1N2CC(OC3C)C)[N+]([O-])=O)C(NC(=O)N=C4O)=O" 50M InChI InChI 1.03 "InChI=1S/C17H18N4O6/c1-8-7-20-12-4-3-11(21(25)26)5-10(12)6-17(13(20)9(2)27-8)14(22)18-16(24)19-15(17)23/h3-5,8-9,13H,6-7H2,1-2H3,(H2,18,19,22,23,24)/t8-,9+,13-/m1/s1" 50M InChIKey InChI 1.03 DJZPHYIXNUOVJU-VYUIOLGVSA-N 50M SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CN2[C@H]([C@H](C)O1)[C@]3(Cc4cc(ccc24)[N+]([O-])=O)C(=NC(=O)NC3=O)O" 50M SMILES CACTVS 3.385 "C[CH]1CN2[CH]([CH](C)O1)[C]3(Cc4cc(ccc24)[N+]([O-])=O)C(=NC(=O)NC3=O)O" 50M SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H]1CN2c3ccc(cc3C[C@]4([C@H]2[C@@H](O1)C)C(=O)NC(=O)N=C4O)[N+](=O)[O-]" 50M SMILES "OpenEye OEToolkits" 1.9.2 "CC1CN2c3ccc(cc3CC4(C2C(O1)C)C(=O)NC(=O)N=C4O)[N+](=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 50M "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4S,4aS,5R)-6'-hydroxy-2,4-dimethyl-8-nitro-1,2,4,4a-tetrahydro-2'H,6H-spiro[1,4-oxazino[4,3-a]quinoline-5,5'-pyrimidine]-2',4'(3'H)-dione" 50M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R,4S,4aS,5R)-2,4-dimethyl-8-nitro-6'-oxidanyl-spiro[2,4,4a,6-tetrahydro-1H-[1,4]oxazino[4,3-a]quinoline-5,5'-pyrimidine]-2',4'-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 50M "Create component" 2015-07-09 EBI 50M "Initial release" 2015-12-16 RCSB #