data_53M # _chem_comp.id 53M _chem_comp.name "(2R,4S,4aS)-4',6'-dihydroxy-2,4-dimethyl-8-nitro-1,2,4,4a-tetrahydro-2'H,6H-spiro[1,4-oxazino[4,3-a]quinoline-5,5'-pyrimidin]-2'-one" _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 2015-07-22 _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 53M _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 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 53M C2 C1 C 0 1 N N S 44.058 -45.687 66.179 -1.068 0.676 -0.575 C2 53M 1 53M C3 C2 C 0 1 N N S 44.875 -44.429 66.029 -2.449 1.245 -0.241 C3 53M 2 53M C5 C3 C 0 1 N N N 44.610 -43.426 67.115 -3.489 0.660 -1.199 C5 53M 3 53M O6 O1 O 0 1 N N N 44.483 -43.736 64.855 -2.413 2.668 -0.383 O6 53M 4 53M C7 C4 C 0 1 N N R 45.012 -44.401 63.739 -1.440 3.310 0.445 C7 53M 5 53M C9 C5 C 0 1 N N N 44.609 -43.651 62.496 -1.460 4.817 0.183 C9 53M 6 53M C10 C6 C 0 1 N N N 44.351 -45.761 63.663 -0.049 2.754 0.123 C10 53M 7 53M N11 N1 N 0 1 N N N 44.302 -46.444 64.962 -0.060 1.295 0.289 N11 53M 8 53M C12 C7 C 0 1 Y N N 44.253 -47.866 65.011 1.210 0.743 0.150 C12 53M 9 53M C13 C8 C 0 1 Y N N 44.407 -48.625 63.868 2.302 1.502 0.574 C13 53M 10 53M C14 C9 C 0 1 Y N N 44.393 -49.995 63.912 3.582 1.002 0.468 C14 53M 11 53M C15 C10 C 0 1 Y N N 44.236 -50.611 65.123 3.790 -0.258 -0.061 C15 53M 12 53M C16 C11 C 0 1 Y N N 44.096 -49.903 66.286 2.714 -1.012 -0.485 C16 53M 13 53M C17 C12 C 0 1 Y N N 44.119 -48.530 66.214 1.424 -0.516 -0.385 C17 53M 14 53M C18 C13 C 0 1 N N N 43.945 -47.810 67.494 0.290 -1.379 -0.880 C18 53M 15 53M C19 C14 C 0 1 N N N 44.476 -46.411 67.450 -1.057 -0.837 -0.335 C19 53M 16 53M C20 C15 C 0 1 N N N 45.936 -46.526 67.731 -1.157 -1.114 1.138 C20 53M 17 53M O21 O2 O 0 1 N N N 46.704 -46.847 66.660 -0.216 -0.620 1.961 O21 53M 18 53M N22 N2 N 0 1 N N N 46.441 -46.372 68.912 -2.128 -1.816 1.640 N22 53M 19 53M C23 C16 C 0 1 N N N 45.587 -46.058 69.943 -3.098 -2.337 0.873 C23 53M 20 53M O24 O3 O 0 1 N N N 45.947 -46.266 71.094 -3.984 -2.989 1.397 O24 53M 21 53M N25 N3 N 0 1 N N N 44.354 -45.501 69.743 -3.118 -2.157 -0.456 N25 53M 22 53M C26 C17 C 0 1 N N N 43.835 -45.674 68.576 -2.201 -1.473 -1.072 C26 53M 23 53M O27 O4 O 0 1 N N N 42.619 -45.162 68.275 -2.278 -1.329 -2.405 O27 53M 24 53M N28 N4 N 1 1 N N N 44.236 -52.046 65.148 5.164 -0.798 -0.173 N28 53M 25 53M O29 O5 O 0 1 N N N 44.055 -52.621 64.069 5.345 -1.908 -0.639 O29 53M 26 53M O30 O6 O -1 1 N N N 44.474 -52.578 66.237 6.112 -0.132 0.201 O30 53M 27 53M H2 H1 H 0 1 N N N 42.993 -45.422 66.250 -0.831 0.882 -1.618 H2 53M 28 53M H3 H2 H 0 1 N N N 45.946 -44.680 66.003 -2.712 0.985 0.785 H3 53M 29 53M H51 H3 H 0 1 N N N 44.881 -43.859 68.089 -3.799 -0.322 -0.844 H51 53M 30 53M H52 H4 H 0 1 N N N 45.212 -42.523 66.935 -4.354 1.321 -1.243 H52 53M 31 53M H53 H5 H 0 1 N N N 43.543 -43.161 67.116 -3.053 0.566 -2.194 H53 53M 32 53M H7 H6 H 0 1 N N N 46.106 -44.504 63.794 -1.673 3.120 1.493 H7 53M 33 53M H91 H7 H 0 1 N N N 45.067 -42.651 62.506 -2.450 5.212 0.412 H91 53M 34 53M H92 H8 H 0 1 N N N 44.951 -44.203 61.608 -0.719 5.306 0.814 H92 53M 35 53M H93 H9 H 0 1 N N N 43.514 -43.552 62.467 -1.227 5.006 -0.865 H93 53M 36 53M H102 H10 H 0 0 N N N 43.322 -45.632 63.295 0.211 2.997 -0.907 H102 53M 37 53M H103 H11 H 0 0 N N N 44.917 -46.388 62.958 0.685 3.193 0.799 H103 53M 38 53M H13 H12 H 0 1 N N N 44.541 -48.128 62.918 2.143 2.486 0.988 H13 53M 39 53M H14 H13 H 0 1 N N N 44.504 -50.576 63.009 4.422 1.595 0.798 H14 53M 40 53M H16 H14 H 0 1 N N N 43.971 -50.408 67.232 2.879 -1.996 -0.898 H16 53M 41 53M H182 H15 H 0 0 N N N 42.872 -47.771 67.732 0.278 -1.371 -1.969 H182 53M 42 53M H183 H16 H 0 0 N N N 44.476 -48.363 68.283 0.432 -2.401 -0.526 H183 53M 43 53M H21 H17 H 0 1 N N N 47.610 -46.928 66.933 -0.310 -0.816 2.903 H21 53M 44 53M H27 H18 H 0 1 N N N 42.274 -44.700 69.030 -3.026 -1.751 -2.850 H27 53M 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 53M C9 C7 SING N N 1 53M C10 C7 SING N N 2 53M C10 N11 SING N N 3 53M C7 O6 SING N N 4 53M C13 C14 DOUB Y N 5 53M C13 C12 SING Y N 6 53M C14 C15 SING Y N 7 53M O29 N28 DOUB N N 8 53M O6 C3 SING N N 9 53M N11 C12 SING N N 10 53M N11 C2 SING N N 11 53M C12 C17 DOUB Y N 12 53M C15 N28 SING N N 13 53M C15 C16 DOUB Y N 14 53M N28 O30 SING N N 15 53M C3 C2 SING N N 16 53M C3 C5 SING N N 17 53M C2 C19 SING N N 18 53M C17 C16 SING Y N 19 53M C17 C18 SING N N 20 53M O21 C20 SING N N 21 53M C19 C18 SING N N 22 53M C19 C20 SING N N 23 53M C19 C26 SING N N 24 53M C20 N22 DOUB N N 25 53M O27 C26 SING N N 26 53M C26 N25 DOUB N N 27 53M N22 C23 SING N N 28 53M N25 C23 SING N N 29 53M C23 O24 DOUB N N 30 53M C2 H2 SING N N 31 53M C3 H3 SING N N 32 53M C5 H51 SING N N 33 53M C5 H52 SING N N 34 53M C5 H53 SING N N 35 53M C7 H7 SING N N 36 53M C9 H91 SING N N 37 53M C9 H92 SING N N 38 53M C9 H93 SING N N 39 53M C10 H102 SING N N 40 53M C10 H103 SING N N 41 53M C13 H13 SING N N 42 53M C14 H14 SING N N 43 53M C16 H16 SING N N 44 53M C18 H182 SING N N 45 53M C18 H183 SING N N 46 53M O21 H21 SING N N 47 53M O27 H27 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 53M SMILES ACDLabs 12.01 "C21C4(Cc3c(N1CC(OC2C)C)ccc([N+]([O-])=O)c3)C(=NC(=O)N=C4O)O" 53M 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" 53M InChIKey InChI 1.03 DJZPHYIXNUOVJU-VYUIOLGVSA-N 53M SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CN2[C@H]([C@H](C)O1)C3(Cc4cc(ccc24)[N+]([O-])=O)C(=NC(=O)N=C3O)O" 53M SMILES CACTVS 3.385 "C[CH]1CN2[CH]([CH](C)O1)C3(Cc4cc(ccc24)[N+]([O-])=O)C(=NC(=O)N=C3O)O" 53M SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H]1CN2c3ccc(cc3CC4([C@H]2[C@@H](O1)C)C(=NC(=O)N=C4O)O)[N+](=O)[O-]" 53M SMILES "OpenEye OEToolkits" 1.9.2 "CC1CN2c3ccc(cc3CC4(C2C(O1)C)C(=NC(=O)N=C4O)O)[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 53M "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4S,4aS)-4',6'-dihydroxy-2,4-dimethyl-8-nitro-1,2,4,4a-tetrahydro-2'H,6H-spiro[1,4-oxazino[4,3-a]quinoline-5,5'-pyrimidin]-2'-one" 53M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R,4S,4aS)-2,4-dimethyl-8-nitro-4',6'-bis(oxidanyl)spiro[2,4,4a,6-tetrahydro-1H-[1,4]oxazino[4,3-a]quinoline-5,5'-pyrimidine]-2'-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 53M "Create component" 2015-07-22 RCSB 53M "Initial release" 2015-12-16 RCSB #