data_9EV # _chem_comp.id 9EV _chem_comp.name "6-[(2R)-2-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}-5-oxo-1,3-oxazolidin-3-yl]-L-norleucine" _chem_comp.type "L-peptide linking" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C16 H24 N3 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-03 _chem_comp.pdbx_modified_date 2023-11-03 _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 433.350 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9EV _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5VNX _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 9EV C13 C13 C 0 1 N N R N N N 60.485 46.880 21.355 -0.540 0.357 -0.198 C13 9EV 1 9EV C15 C15 C 0 1 N N N N N N 62.553 47.154 20.598 -0.541 2.319 0.950 C15 9EV 2 9EV C17 C17 C 0 1 N N N N N N 62.616 45.990 21.471 0.630 1.510 1.475 C17 9EV 3 9EV C20 C20 C 0 1 N N N N N N 61.106 44.084 23.792 3.190 0.354 0.339 C20 9EV 4 9EV C21 C21 C 0 1 N N N N N N 61.839 42.749 23.460 4.358 0.568 -0.626 C21 9EV 5 9EV C22 C22 C 0 1 N N N N N N 62.014 41.679 24.603 5.678 0.338 0.113 C22 9EV 6 9EV C28 C28 C 0 1 Y N N N N N 58.797 47.823 23.063 -0.491 -2.125 0.237 C28 9EV 7 9EV C01 C01 C 0 1 N N N N N N 57.103 48.643 24.840 -0.378 -4.587 0.675 C01 9EV 8 9EV C02 C02 C 0 1 Y N N N N N 57.474 48.065 23.444 -1.163 -3.323 0.434 C02 9EV 9 9EV C04 C04 C 0 1 Y N N N N N 56.729 47.294 21.387 -3.208 -2.287 0.207 C04 9EV 10 9EV C05 C05 C 0 1 Y N N N N N 58.017 47.038 20.960 -2.611 -1.056 0.012 C05 9EV 11 9EV C06 C06 C 0 1 N N N N N N 58.285 46.520 19.516 -3.454 0.171 -0.223 C06 9EV 12 9EV C12 C12 C 0 1 Y N N N N N 59.084 47.355 21.769 -1.228 -0.965 0.021 C12 9EV 13 9EV C19 C19 C 0 1 N N N N N N 60.633 44.748 22.456 1.870 0.584 -0.400 C19 9EV 14 9EV CA C23 C 0 1 N N S Y N N 62.901 40.540 24.018 6.846 0.551 -0.852 C23 9EV 15 9EV C C1 C 0 1 N N N Y N Y 63.282 39.339 24.901 8.146 0.445 -0.098 C1 9EV 16 9EV N03 N03 N 0 1 Y N N N N N 56.478 47.791 22.610 -2.480 -3.367 0.414 N03 9EV 17 9EV N18 N18 N 0 1 N N N N N N 61.372 46.021 22.213 0.748 0.379 0.527 N18 9EV 18 9EV N N24 N 0 1 N N N Y Y N 62.249 39.883 22.844 6.806 -0.473 -1.905 N24 9EV 19 9EV O07 O07 O 0 1 N N N N N N 58.160 45.152 19.516 -4.836 -0.189 -0.200 O07 9EV 20 9EV O09 O09 O 0 1 N N N N N N 58.715 45.125 16.978 -5.880 1.981 0.557 O09 9EV 21 9EV O10 O10 O 0 1 N N N N N N 60.541 44.781 18.584 -5.948 1.467 -1.913 O10 9EV 22 9EV O11 O11 O 0 1 N N N N N N 58.760 43.008 18.404 -7.444 0.149 -0.199 O11 9EV 23 9EV O14 O14 O 0 1 N N N N N N 61.244 47.775 20.547 -1.357 1.435 0.340 O14 9EV 24 9EV O16 O16 O 0 1 N N N N N N 63.559 47.517 20.031 -0.708 3.511 1.056 O16 9EV 25 9EV O O27 O 0 1 N N N Y N Y 64.200 38.538 24.563 8.787 -0.578 -0.139 O27 9EV 26 9EV O29 O29 O 0 1 N N N N N N 59.857 48.137 23.895 0.867 -2.084 0.259 O29 9EV 27 9EV P08 P08 P 0 1 N N N N N N 59.080 44.501 18.332 -6.024 0.876 -0.417 P08 9EV 28 9EV H1 H1 H 0 1 N N N N N N 60.200 46.138 20.595 -0.369 0.515 -1.263 H1 9EV 29 9EV H18 H2 H 0 1 N N N N N N 62.693 45.065 20.880 1.540 2.109 1.470 H2 9EV 30 9EV H3 H3 H 0 1 N N N N N N 63.476 46.062 22.153 0.419 1.144 2.480 H3 9EV 31 9EV H4 H4 H 0 1 N N N N N N 61.794 44.762 24.318 3.218 -0.665 0.723 H4 9EV 32 9EV H5 H5 H 0 1 N N N N N N 60.234 43.878 24.431 3.270 1.057 1.168 H5 9EV 33 9EV H6 H6 H 0 1 N N N N N N 61.279 42.265 22.646 4.278 -0.135 -1.455 H6 9EV 34 9EV H7 H7 H 0 1 N N N N N N 62.847 43.012 23.105 4.330 1.587 -1.010 H7 9EV 35 9EV H8 H8 H 0 1 N N N N N N 62.507 42.133 25.475 5.758 1.041 0.942 H8 9EV 36 9EV H9 H9 H 0 1 N N N N N N 61.034 41.280 24.902 5.706 -0.682 0.497 H9 9EV 37 9EV H10 H10 H 0 1 N N N N N N 56.010 48.739 24.919 -0.211 -4.712 1.745 H10 9EV 38 9EV H11 H11 H 0 1 N N N N N N 57.470 47.966 25.626 -0.937 -5.440 0.292 H11 9EV 39 9EV H12 H12 H 0 1 N N N N N N 57.567 49.633 24.962 0.582 -4.522 0.163 H12 9EV 40 9EV H13 H13 H 0 1 N N N N N N 55.903 47.090 20.722 -4.285 -2.365 0.197 H13 9EV 41 9EV H14 H14 H 0 1 N N N N N N 59.302 46.800 19.204 -3.256 0.903 0.561 H14 9EV 42 9EV H15 H15 H 0 1 N N N N N N 57.554 46.960 18.822 -3.206 0.602 -1.193 H15 9EV 43 9EV H16 H16 H 0 1 N N N N N N 59.556 44.962 22.520 1.842 1.604 -0.784 H16 9EV 44 9EV H17 H17 H 0 1 N N N N N N 60.821 44.056 21.622 1.790 -0.119 -1.229 H17 9EV 45 9EV HA H18 H 0 1 N N N Y N N 63.837 41.003 23.671 6.768 1.540 -1.304 H18 9EV 46 9EV H H21 H 0 1 N N N Y Y N 62.843 39.159 22.494 6.877 -1.399 -1.510 H21 9EV 47 9EV H2 H22 H 0 1 N Y N Y Y N 61.374 39.489 23.126 5.972 -0.382 -2.466 H22 9EV 48 9EV H24 H24 H 0 1 N N N N N N 60.900 45.274 17.856 -6.035 0.798 -2.605 H24 9EV 49 9EV H25 H25 H 0 1 N N N N N N 58.383 42.724 17.579 -8.206 0.733 -0.315 H25 9EV 50 9EV H26 H26 H 0 1 N N N N N N 59.524 48.438 24.732 1.279 -2.227 -0.604 H26 9EV 51 9EV OXT OXT O 0 1 N Y N Y N Y ? ? ? 8.592 1.488 0.620 O1 9EV 52 9EV HXT HXT H 0 1 N Y N Y N Y ? ? ? 9.431 1.373 1.087 H19 9EV 53 # 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 9EV O09 P08 DOUB N N 1 9EV P08 O11 SING N N 2 9EV P08 O10 SING N N 3 9EV P08 O07 SING N N 4 9EV O07 C06 SING N N 5 9EV C06 C05 SING N N 6 9EV O16 C15 DOUB N N 7 9EV O14 C15 SING N N 8 9EV O14 C13 SING N N 9 9EV C15 C17 SING N N 10 9EV C05 C04 DOUB Y N 11 9EV C05 C12 SING Y N 12 9EV C13 C12 SING N N 13 9EV C13 N18 SING N N 14 9EV C04 N03 SING Y N 15 9EV C17 N18 SING N N 16 9EV C12 C28 DOUB Y N 17 9EV N18 C19 SING N N 18 9EV C19 C20 SING N N 19 9EV N03 C02 DOUB Y N 20 9EV N CA SING N N 21 9EV C28 C02 SING Y N 22 9EV C28 O29 SING N N 23 9EV C02 C01 SING N N 24 9EV C21 C20 SING N N 25 9EV C21 C22 SING N N 26 9EV CA C22 SING N N 27 9EV CA C SING N N 28 9EV O C DOUB N N 29 9EV C13 H1 SING N N 30 9EV C17 H18 SING N N 31 9EV C17 H3 SING N N 32 9EV C20 H4 SING N N 33 9EV C20 H5 SING N N 34 9EV C21 H6 SING N N 35 9EV C21 H7 SING N N 36 9EV C22 H8 SING N N 37 9EV C22 H9 SING N N 38 9EV C01 H10 SING N N 39 9EV C01 H11 SING N N 40 9EV C01 H12 SING N N 41 9EV C04 H13 SING N N 42 9EV C06 H14 SING N N 43 9EV C06 H15 SING N N 44 9EV C19 H16 SING N N 45 9EV C19 H17 SING N N 46 9EV CA HA SING N N 47 9EV N H SING N N 48 9EV N H2 SING N N 49 9EV O10 H24 SING N N 50 9EV O11 H25 SING N N 51 9EV O29 H26 SING N N 52 9EV C OXT SING N N 53 9EV OXT HXT SING N N 54 # 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 9EV SMILES ACDLabs 12.01 "C2(c1c(c(C)ncc1COP(=O)(O)O)O)N(CC(O2)=O)CCCCC(C(O)=O)N" 9EV InChI InChI 1.03 "InChI=1S/C16H24N3O9P/c1-9-14(21)13(10(6-18-9)8-27-29(24,25)26)15-19(7-12(20)28-15)5-3-2-4-11(17)16(22)23/h6,11,15,21H,2-5,7-8,17H2,1H3,(H,22,23)(H2,24,25,26)/t11-,15+/m0/s1" 9EV InChIKey InChI 1.03 SBAJHYHDSSMXGA-XHDPSFHLSA-N 9EV SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c([C@H]2OC(=O)CN2CCCC[C@H](N)C(O)=O)c1O" 9EV SMILES CACTVS 3.385 "Cc1ncc(CO[P](O)(O)=O)c([CH]2OC(=O)CN2CCCC[CH](N)C(O)=O)c1O" 9EV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(c(c(cn1)COP(=O)(O)O)[C@@H]2N(CC(=O)O2)CCCC[C@@H](C(=O)O)N)O" 9EV SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(c(c(cn1)COP(=O)(O)O)C2N(CC(=O)O2)CCCCC(C(=O)O)N)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 9EV "SYSTEMATIC NAME" ACDLabs 12.01 "6-[(2R)-2-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}-5-oxo-1,3-oxazolidin-3-yl]-L-norleucine" 9EV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-azanyl-6-[(2~{R})-2-[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]-5-oxidanylidene-1,3-oxazolidin-3-yl]hexanoic 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 9EV "Create component" 2017-05-03 RCSB 9EV "Modify formula" 2017-05-03 RCSB 9EV "Modify name" 2017-05-03 RCSB 9EV "Initial release" 2017-05-17 RCSB 9EV "Modify backbone" 2023-11-03 PDBE #