data_17K # _chem_comp.id 17K _chem_comp.name "(3R)-N-(2-formylindolizin-3-yl)-4-[(phenylacetyl)oxy]-3-sulfino-D-valine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 N2 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "penam sulfone SA1-204, open form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-26 _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 458.484 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 17K _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 4GD6 _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 17K CAN CAN C 0 1 Y N N 42.831 60.059 -1.595 -6.568 -0.111 0.937 CAN 17K 1 17K CAJ CAJ C 0 1 Y N N 44.023 60.186 -2.303 -7.676 -0.932 0.846 CAJ 17K 2 17K CAI CAI C 0 1 Y N N 45.061 60.959 -1.774 -8.085 -1.408 -0.386 CAI 17K 3 17K CAK CAK C 0 1 Y N N 44.926 61.609 -0.552 -7.384 -1.062 -1.527 CAK 17K 4 17K CAO CAO C 0 1 Y N N 43.734 61.490 0.155 -6.277 -0.241 -1.436 CAO 17K 5 17K CAY CAY C 0 1 Y N N 42.703 60.713 -0.369 -5.868 0.234 -0.204 CAY 17K 6 17K CAS CAS C 0 1 N N N 41.417 60.600 0.424 -4.663 1.134 -0.105 CAS 17K 7 17K CAX CAX C 0 1 N N N 40.341 61.502 -0.189 -3.426 0.298 0.097 CAX 17K 8 17K OAD OAD O 0 1 N N N 40.603 62.596 -0.692 -3.514 -0.906 0.155 OAD 17K 9 17K OAV OAV O 0 1 N N N 39.083 61.025 -0.142 -2.227 0.890 0.213 OAV 17K 10 17K CG1 CG1 C 0 1 N N N 38.002 61.840 -0.561 -1.079 0.022 0.406 CG1 17K 11 17K CB CB C 0 1 N N R 36.774 61.302 0.186 0.189 0.870 0.515 CB 17K 12 17K SBE SBE S 0 1 N N N 35.333 61.621 -0.884 0.407 1.831 -1.008 SBE 17K 13 17K OAE OAE O 0 1 N N N 35.676 60.937 -2.173 -0.811 2.487 -1.332 OAE 17K 14 17K OAF OAF O 0 1 N N N 35.285 63.110 -1.091 0.514 0.756 -2.079 OAF 17K 15 17K CG2 CG2 C 0 1 N N N 36.864 59.785 0.467 0.064 1.823 1.706 CG2 17K 16 17K CA CA C 0 1 N N S 36.563 62.148 1.455 1.399 -0.045 0.719 CA 17K 17 17K C C C 0 1 N N N 37.755 62.105 2.443 1.163 -0.931 1.915 C 17K 18 17K OXT OXT O 0 1 N N N 37.774 61.190 3.295 0.116 -1.770 1.933 OXT 17K 19 17K O O O 0 1 N N N 38.619 63.008 2.289 1.918 -0.886 2.858 O 17K 20 17K N N N 0 1 N N N 35.263 61.836 2.103 2.599 0.773 0.943 N 17K 21 17K CBA CBA C 0 1 Y N N 34.812 62.631 3.080 3.677 0.274 0.236 CBA 17K 22 17K NBD NBD N 0 1 Y N N 34.695 64.014 3.038 3.824 -1.006 -0.196 NBD 17K 23 17K CAQ CAQ C 0 1 Y N N 34.957 64.965 2.032 3.006 -2.109 -0.070 CAQ 17K 24 17K CAM CAM C 0 1 Y N N 34.713 66.307 2.308 3.368 -3.294 -0.590 CAM 17K 25 17K CAL CAL C 0 1 Y N N 34.222 66.716 3.547 4.594 -3.434 -1.275 CAL 17K 26 17K CAP CAP C 0 1 Y N N 33.953 65.773 4.543 5.417 -2.366 -1.413 CAP 17K 27 17K CBB CBB C 0 1 Y N N 34.177 64.413 4.294 5.034 -1.118 -0.865 CBB 17K 28 17K CAR CAR C 0 1 Y N N 33.995 63.302 5.049 5.652 0.099 -0.854 CAR 17K 29 17K CAZ CAZ C 0 1 Y N N 34.372 62.232 4.326 4.800 1.000 -0.162 CAZ 17K 30 17K CAH CAH C 0 1 N N N 34.331 60.768 4.747 5.045 2.373 0.080 CAH 17K 31 17K OAB OAB O 0 1 N N N 34.511 59.847 3.951 4.232 3.036 0.690 OAB 17K 32 17K H1 H1 H 0 1 N N N 42.019 59.465 -1.988 -6.252 0.265 1.899 H1 17K 33 17K H2 H2 H 0 1 N N N 44.145 59.691 -3.255 -8.224 -1.201 1.737 H2 17K 34 17K H3 H3 H 0 1 N N N 45.985 61.053 -2.325 -8.950 -2.050 -0.457 H3 17K 35 17K H4 H4 H 0 1 N N N 45.738 62.200 -0.156 -7.703 -1.435 -2.489 H4 17K 36 17K H5 H5 H 0 1 N N N 43.609 61.995 1.101 -5.729 0.029 -2.327 H5 17K 37 17K H6 H6 H 0 1 N N N 41.070 59.556 0.408 -4.565 1.712 -1.024 H6 17K 38 17K H7 H7 H 0 1 N N N 41.602 60.909 1.463 -4.785 1.813 0.739 H7 17K 39 17K H8 H8 H 0 1 N N N 38.186 62.891 -0.293 -1.210 -0.556 1.321 H8 17K 40 17K H9 H9 H 0 1 N N N 37.857 61.759 -1.648 -0.990 -0.657 -0.442 H9 17K 41 17K H11 H11 H 0 1 N N N 35.482 63.311 -1.998 0.636 1.102 -2.974 H11 17K 42 17K H12 H12 H 0 1 N N N 37.731 59.582 1.113 -0.066 1.245 2.621 H12 17K 43 17K H13 H13 H 0 1 N N N 35.945 59.451 0.971 0.968 2.427 1.784 H13 17K 44 17K H14 H14 H 0 1 N N N 36.979 59.242 -0.483 -0.797 2.474 1.561 H14 17K 45 17K H15 H15 H 0 1 N N N 36.497 63.191 1.112 1.541 -0.662 -0.168 H15 17K 46 17K H16 H16 H 0 1 N N N 38.555 61.270 3.829 0.006 -2.318 2.722 H16 17K 47 17K H17 H17 H 0 1 N N N 34.570 61.837 1.382 2.427 1.739 0.708 H17 17K 48 17K H18 H18 H 0 1 N N N 35.338 64.660 1.069 2.065 -2.020 0.451 H18 17K 49 17K H19 H19 H 0 1 N N N 34.908 67.047 1.546 2.716 -4.147 -0.481 H19 17K 50 17K H20 H20 H 0 1 N N N 34.049 67.765 3.738 4.875 -4.391 -1.688 H20 17K 51 17K H21 H21 H 0 1 N N N 33.573 66.092 5.502 6.356 -2.466 -1.936 H21 17K 52 17K H22 H22 H 0 1 N N N 33.613 63.280 6.059 6.610 0.334 -1.294 H22 17K 53 17K H23 H23 H 0 1 N N N 34.137 60.530 5.782 5.956 2.830 -0.279 H23 17K 54 # # 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 17K CAJ CAI DOUB Y N 1 17K CAJ CAN SING Y N 2 17K OAE SBE DOUB N N 3 17K CAI CAK SING Y N 4 17K CAN CAY DOUB Y N 5 17K OAF SBE SING N N 6 17K SBE CB SING N N 7 17K OAD CAX DOUB N N 8 17K CG1 OAV SING N N 9 17K CG1 CB SING N N 10 17K CAK CAO DOUB Y N 11 17K CAY CAO SING Y N 12 17K CAY CAS SING N N 13 17K CAX OAV SING N N 14 17K CAX CAS SING N N 15 17K CB CG2 SING N N 16 17K CB CA SING N N 17 17K CA N SING N N 18 17K CA C SING N N 19 17K CAQ CAM DOUB Y N 20 17K CAQ NBD SING Y N 21 17K N CBA SING N N 22 17K O C DOUB N N 23 17K CAM CAL SING Y N 24 17K C OXT SING N N 25 17K NBD CBA SING Y N 26 17K NBD CBB SING Y N 27 17K CBA CAZ DOUB Y N 28 17K CAL CAP DOUB Y N 29 17K OAB CAH DOUB N N 30 17K CBB CAP SING Y N 31 17K CBB CAR DOUB Y N 32 17K CAZ CAH SING N N 33 17K CAZ CAR SING Y N 34 17K CAN H1 SING N N 35 17K CAJ H2 SING N N 36 17K CAI H3 SING N N 37 17K CAK H4 SING N N 38 17K CAO H5 SING N N 39 17K CAS H6 SING N N 40 17K CAS H7 SING N N 41 17K CG1 H8 SING N N 42 17K CG1 H9 SING N N 43 17K OAF H11 SING N N 44 17K CG2 H12 SING N N 45 17K CG2 H13 SING N N 46 17K CG2 H14 SING N N 47 17K CA H15 SING N N 48 17K OXT H16 SING N N 49 17K N H17 SING N N 50 17K CAQ H18 SING N N 51 17K CAM H19 SING N N 52 17K CAL H20 SING N N 53 17K CAP H21 SING N N 54 17K CAR H22 SING N N 55 17K CAH H23 SING N N 56 # # 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 17K SMILES ACDLabs 12.01 "O=C(O)C(Nc2c(cc1ccccn12)C=O)C(S(=O)O)(C)COC(=O)Cc3ccccc3" 17K InChI InChI 1.03 "InChI=1S/C22H22N2O7S/c1-22(32(29)30,14-31-18(26)11-15-7-3-2-4-8-15)19(21(27)28)23-20-16(13-25)12-17-9-5-6-10-24(17)20/h2-10,12-13,19,23H,11,14H2,1H3,(H,27,28)(H,29,30)/t19-,22-/m0/s1" 17K InChIKey InChI 1.03 WQTYZCOJEVFYJF-UGKGYDQZSA-N 17K SMILES_CANONICAL CACTVS 3.370 "C[C@](COC(=O)Cc1ccccc1)([C@@H](Nc2n3ccccc3cc2C=O)C(O)=O)[S](O)=O" 17K SMILES CACTVS 3.370 "C[C](COC(=O)Cc1ccccc1)([CH](Nc2n3ccccc3cc2C=O)C(O)=O)[S](O)=O" 17K SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@](COC(=O)Cc1ccccc1)([C@H](C(=O)O)Nc2c(cc3n2cccc3)C=O)S(=O)O" 17K SMILES "OpenEye OEToolkits" 1.7.6 "CC(COC(=O)Cc1ccccc1)(C(C(=O)O)Nc2c(cc3n2cccc3)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 17K "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-N-(2-formylindolizin-3-yl)-4-[(phenylacetyl)oxy]-3-sulfino-D-valine" 17K "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3R)-2-[(2-methanoylindolizin-3-yl)amino]-3-methyl-4-(2-phenylethanoyloxy)-3-sulfino-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 17K "Create component" 2012-10-26 RCSB 17K "Initial release" 2013-07-31 RCSB 17K "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 17K _pdbx_chem_comp_synonyms.name "penam sulfone SA1-204, open form" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##