data_MXF # _chem_comp.id MXF _chem_comp.name "(2S,3R)-4-(2-aminoethylcarbamoyloxy)-2-[(2-methanoylindolizin-3-yl)amino]-3-methyl-3-sulfino-butanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H22 N4 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "penam sulfone SA3-53, open form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-01-28 _chem_comp.pdbx_modified_date 2021-03-13 _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 426.444 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MXF _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 3FZC _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 MXF C1 C1 C 0 1 Y N N 107.237 32.541 26.776 -4.337 3.129 -1.337 C1 MXF 1 MXF C2 C2 C 0 1 Y N N 106.534 31.267 26.847 -5.170 2.070 -1.186 C2 MXF 2 MXF C3 C3 C 0 1 Y N N 105.352 31.193 27.702 -4.671 0.866 -0.631 C3 MXF 3 MXF C4 C4 C 0 1 Y N N 104.445 30.097 27.992 -5.272 -0.331 -0.369 C4 MXF 4 MXF C5 C5 C 0 1 Y N N 103.507 30.556 28.861 -4.285 -1.184 0.191 C5 MXF 5 MXF C6 C6 C 0 1 Y N N 103.745 32.023 29.203 -3.098 -0.453 0.247 C6 MXF 6 MXF C7 C7 C 0 1 Y N N 105.610 33.595 28.364 -2.514 1.879 -0.419 C7 MXF 7 MXF C8 C8 C 0 1 Y N N 106.778 33.705 27.533 -2.986 3.022 -0.944 C8 MXF 8 MXF C10 C10 C 0 1 N N N 102.385 29.709 29.402 -4.471 -2.523 0.613 C10 MXF 9 MXF C11 C11 C 0 1 N N S 102.992 33.148 31.497 -0.811 0.050 0.448 C11 MXF 10 MXF C12 C12 C 0 1 N N N 103.815 34.439 31.644 -0.788 1.105 1.524 C12 MXF 11 MXF C13 C13 C 0 1 N N R 101.506 33.242 32.047 0.533 -0.681 0.421 C13 MXF 12 MXF C14 C14 C 0 1 N N N 100.801 34.524 31.475 0.725 -1.444 1.733 C14 MXF 13 MXF C15 C15 C 0 1 N N N 101.585 33.221 33.611 1.664 0.337 0.254 C15 MXF 14 MXF C16 C16 C 0 1 N N N 101.328 35.327 34.724 4.044 0.400 0.086 C16 MXF 15 MXF N1 N1 N 0 1 Y N N 104.973 32.341 28.395 -3.340 0.787 -0.252 N1 MXF 16 MXF N3 N3 N 0 1 N N N 102.971 32.808 30.057 -1.885 -0.911 0.728 N3 MXF 17 MXF N4 N4 N 0 1 N N N 102.574 35.218 35.347 5.259 -0.181 0.054 N4 MXF 18 MXF O1 O1 O 0 1 N N N 101.209 29.954 28.625 -5.561 -3.047 0.510 O1 MXF 19 MXF O3 O3 O 0 1 N N N 104.321 35.037 30.701 -1.584 1.061 2.431 O3 MXF 20 MXF O4 O4 O 0 1 N N N 104.040 35.060 32.992 0.119 2.094 1.474 O4 MXF 21 MXF O5 O5 O 0 1 N N N 99.100 32.059 32.119 1.881 -2.338 -1.149 O5 MXF 22 MXF O6 O6 O 0 1 N N N 101.097 30.408 32.104 0.360 -0.946 -2.177 O6 MXF 23 MXF O7 O7 O 0 1 N N N 100.762 34.182 34.239 2.939 -0.357 0.228 O7 MXF 24 MXF O8 O8 O 0 1 N N N 100.777 36.408 34.598 3.944 1.607 -0.015 O8 MXF 25 MXF S1 S1 S 0 1 N N N 100.455 31.847 31.537 0.559 -1.848 -0.967 S1 MXF 26 MXF C17 C17 C 0 1 N N N 102.686 34.751 36.654 6.461 0.642 -0.101 C17 MXF 27 MXF C18 C18 C 0 1 N N N 103.335 34.122 37.892 7.699 -0.258 -0.105 C18 MXF 28 MXF N5 N5 N 0 1 N N N 102.969 34.830 39.165 8.903 0.568 -0.261 N5 MXF 29 MXF H1 H1 H 0 1 N N N 108.114 32.628 26.152 -4.705 4.051 -1.763 H1 MXF 30 MXF H2 H2 H 0 1 N N N 106.875 30.408 26.288 -6.206 2.145 -1.485 H2 MXF 31 MXF H4 H4 H 0 1 N N N 104.505 29.097 27.589 -6.306 -0.583 -0.553 H4 MXF 32 MXF H7 H7 H 0 1 N N N 105.240 34.433 28.936 -1.478 1.815 -0.123 H7 MXF 33 MXF H8 H8 H 0 1 N N N 107.313 34.641 27.468 -2.325 3.867 -1.066 H8 MXF 34 MXF H10 H10 H 0 1 N N N 102.456 29.029 30.238 -3.642 -3.078 1.027 H10 MXF 35 MXF H11 H11 H 0 1 N N N 103.504 32.346 32.049 -0.988 0.521 -0.519 H11 MXF 36 MXF H14 H14 H 0 1 N N N 99.773 34.581 31.861 -0.081 -2.169 1.852 H14 MXF 37 MXF H14A H14A H 0 0 N N N 101.359 35.419 31.786 1.682 -1.965 1.714 H14A MXF 38 MXF H14B H14B H 0 0 N N N 100.778 34.470 30.377 0.709 -0.743 2.567 H14B MXF 39 MXF H15 H15 H 0 1 N N N 101.280 32.223 33.960 1.527 0.881 -0.681 H15 MXF 40 MXF H15A H15A H 0 0 N N N 102.627 33.411 33.908 1.648 1.038 1.088 H15A MXF 41 MXF HN3 HN3 H 0 1 N N N 103.011 33.707 29.621 -1.941 -1.114 1.715 HN3 MXF 42 MXF HN4 HN4 H 0 1 N N N 103.399 35.480 34.846 5.338 -1.145 0.135 HN4 MXF 43 MXF HO4 HO4 H 0 1 N N N 104.560 35.849 32.895 0.094 2.748 2.186 HO4 MXF 44 MXF HO6 HO6 H 0 1 N N N 100.477 29.994 32.692 0.348 -1.417 -3.021 HO6 MXF 45 MXF H17 H17 H 0 1 N N N 102.384 35.689 37.142 6.407 1.190 -1.041 H17 MXF 46 MXF H17A H17A H 0 0 N N N 101.826 34.067 36.610 6.528 1.347 0.727 H17A MXF 47 MXF H18 H18 H 0 1 N N N 103.008 33.074 37.966 7.753 -0.806 0.835 H18 MXF 48 MXF H18A H18A H 0 0 N N N 104.428 34.157 37.772 7.632 -0.963 -0.933 H18A MXF 49 MXF HN5 HN5 H 0 1 N N N 103.417 34.381 39.938 9.735 -0.004 -0.267 HN5 MXF 50 MXF HN5A HN5A H 0 0 N N N 103.268 35.783 39.114 8.848 1.135 -1.094 HN5A MXF 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 MXF C1 C2 DOUB Y N 1 MXF C1 C8 SING Y N 2 MXF C2 C3 SING Y N 3 MXF C3 C4 DOUB Y N 4 MXF C3 N1 SING Y N 5 MXF C4 C5 SING Y N 6 MXF C5 C6 DOUB Y N 7 MXF C5 C10 SING N N 8 MXF C6 N1 SING Y N 9 MXF C6 N3 SING N N 10 MXF C7 C8 DOUB Y N 11 MXF C7 N1 SING Y N 12 MXF C10 O1 DOUB N N 13 MXF C11 C12 SING N N 14 MXF C11 C13 SING N N 15 MXF C11 N3 SING N N 16 MXF C12 O3 DOUB N N 17 MXF C12 O4 SING N N 18 MXF C13 C14 SING N N 19 MXF C13 C15 SING N N 20 MXF C13 S1 SING N N 21 MXF C15 O7 SING N N 22 MXF C16 N4 SING N N 23 MXF C16 O7 SING N N 24 MXF C16 O8 DOUB N N 25 MXF N4 C17 SING N N 26 MXF O5 S1 DOUB N N 27 MXF O6 S1 SING N N 28 MXF C17 C18 SING N N 29 MXF C18 N5 SING N N 30 MXF C1 H1 SING N N 31 MXF C2 H2 SING N N 32 MXF C4 H4 SING N N 33 MXF C7 H7 SING N N 34 MXF C8 H8 SING N N 35 MXF C10 H10 SING N N 36 MXF C11 H11 SING N N 37 MXF C14 H14 SING N N 38 MXF C14 H14A SING N N 39 MXF C14 H14B SING N N 40 MXF C15 H15 SING N N 41 MXF C15 H15A SING N N 42 MXF N3 HN3 SING N N 43 MXF N4 HN4 SING N N 44 MXF O4 HO4 SING N N 45 MXF O6 HO6 SING N N 46 MXF C17 H17 SING N N 47 MXF C17 H17A SING N N 48 MXF C18 H18 SING N N 49 MXF C18 H18A SING N N 50 MXF N5 HN5 SING N N 51 MXF N5 HN5A SING N N 52 # # 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 MXF SMILES ACDLabs 12.01 "O=C(O)C(Nc2c(cc1ccccn12)C=O)C(S(=O)O)(C)COC(=O)NCCN" MXF InChI InChI 1.03 "InChI=1S/C17H22N4O7S/c1-17(29(26)27,10-28-16(25)19-6-5-18)13(15(23)24)20-14-11(9-22)8-12-4-2-3-7-21(12)14/h2-4,7-9,13,20H,5-6,10,18H2,1H3,(H,19,25)(H,23,24)(H,26,27)/t13-,17-/m0/s1" MXF InChIKey InChI 1.03 UGXGYKKZKHIUJW-GUYCJALGSA-N MXF SMILES_CANONICAL CACTVS 3.370 "C[C@](COC(=O)NCCN)([C@@H](Nc1n2ccccc2cc1C=O)C(O)=O)[S](O)=O" MXF SMILES CACTVS 3.370 "C[C](COC(=O)NCCN)([CH](Nc1n2ccccc2cc1C=O)C(O)=O)[S](O)=O" MXF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@](COC(=O)NCCN)([C@H](C(=O)O)Nc1c(cc2n1cccc2)C=O)[S@](=O)O" MXF SMILES "OpenEye OEToolkits" 1.7.6 "CC(COC(=O)NCCN)(C(C(=O)O)Nc1c(cc2n1cccc2)C=O)S(=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 MXF "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-4-{[(2-aminoethyl)carbamoyl]oxy}-N-(2-formylindolizin-3-yl)-3-sulfino-D-valine" MXF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3R)-4-(2-azanylethylcarbamoyloxy)-2-[(2-methanoylindolizin-3-yl)amino]-3-methyl-3-[(R)-oxidanylsulfinyl]butanoic 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 MXF "Create component" 2009-01-28 PDBJ MXF "Modify aromatic_flag" 2011-06-04 RCSB MXF "Modify descriptor" 2011-06-04 RCSB MXF "Modify synonyms" 2012-10-26 RCSB MXF "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MXF _pdbx_chem_comp_synonyms.name "penam sulfone SA3-53, open form" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##