data_4J6 # _chem_comp.id 4J6 _chem_comp.name "(4R,5S)-5-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-4-methyl-3-({(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl}sulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H26 N4 O6 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Doripenem(open form, pyrroline tautomer form 1, SP2 connection to Thio)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-11-18 _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 422.520 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4J6 _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 3PAE _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 4J6 CAA CAA C 0 1 N N N -2.403 -21.890 -7.380 7.613 -0.655 -0.562 CAA 4J6 1 4J6 CAB CAB C 0 1 N N N -1.190 -17.625 -9.017 3.176 -1.963 0.986 CAB 4J6 2 4J6 NAC NAC N 0 1 N N N 3.105 -12.300 -15.622 -7.276 0.956 0.870 NAC 4J6 3 4J6 OAD OAD O 0 1 N N N 1.338 -21.355 -8.467 5.497 -1.153 1.977 OAD 4J6 4 4J6 OAE OAE O 0 1 N N N 2.823 -19.164 -12.281 2.541 3.610 -0.113 OAE 4J6 5 4J6 OAF OAF O 0 1 N N N 3.769 -14.508 -16.705 -7.362 -1.408 0.165 OAF 4J6 6 4J6 OAG OAG O 0 1 N N N 3.202 -14.460 -14.290 -7.600 0.425 -1.518 OAG 4J6 7 4J6 OAH OAH O 0 1 N N N 2.008 -17.376 -13.183 1.007 2.611 1.151 OAH 4J6 8 4J6 OAI OAI O 0 1 N N N -3.245 -20.168 -8.849 6.176 -0.689 -2.505 OAI 4J6 9 4J6 CAJ CAJ C 0 1 N N N 0.175 -21.606 -9.020 5.227 -0.374 1.095 CAJ 4J6 10 4J6 CAK CAK C 0 1 N N N -1.665 -17.122 -14.208 -1.095 0.072 -0.923 CAK 4J6 11 4J6 CAL CAL C 0 1 N N N 0.387 -14.222 -14.860 -4.472 -0.668 0.414 CAL 4J6 12 4J6 CAM CAM C 0 1 N N N -1.933 -14.768 -14.006 -2.056 -1.244 0.908 CAM 4J6 13 4J6 NAN NAN N 0 1 N N N 0.471 -19.752 -10.823 3.579 1.011 -0.748 NAN 4J6 14 4J6 NAO NAO N 0 1 N N N -0.637 -16.520 -15.086 -2.560 0.262 -0.864 NAO 4J6 15 4J6 NAP NAP N 0 1 N N N 1.285 -14.268 -16.041 -5.378 -0.171 -0.626 NAP 4J6 16 4J6 SAQ SAQ S 0 1 N N N -0.592 -15.971 -11.943 0.384 -0.055 1.396 SAQ 4J6 17 4J6 CAR CAR C 0 1 N N N 1.894 -18.330 -12.393 1.952 2.505 0.391 CAR 4J6 18 4J6 CAS CAS C 0 1 N N N 0.638 -18.534 -11.568 2.432 1.223 0.035 CAS 4J6 19 4J6 CAT CAT C 0 1 N N R -2.288 -21.200 -8.750 6.266 -0.235 -1.153 CAT 4J6 20 4J6 CAU CAU C 0 1 N N R -1.355 -18.330 -10.363 2.631 -1.088 -0.145 CAU 4J6 21 4J6 CAV CAV C 0 1 N N S -0.909 -15.044 -15.114 -3.100 -0.952 -0.199 CAV 4J6 22 4J6 CAW CAW C 0 1 N N S -1.932 -16.051 -13.170 -0.717 -0.884 0.224 CAW 4J6 23 4J6 CAX CAX C 0 1 N N S -0.921 -20.556 -9.004 5.133 -0.853 -0.331 CAX 4J6 24 4J6 CAY CAY C 0 1 N N S -0.920 -19.834 -10.358 3.786 -0.433 -0.922 CAY 4J6 25 4J6 CAZ CAZ C 0 1 N N N -0.427 -17.712 -11.412 1.839 0.074 0.411 CAZ 4J6 26 4J6 SBA SBA S 0 1 N N N 2.889 -13.914 -15.650 -7.010 -0.131 -0.351 SBA 4J6 27 4J6 H1 H1 H 0 1 N N N -3.407 -22.326 -7.272 8.420 -0.215 -1.147 H1 4J6 28 4J6 H2 H2 H 0 1 N N N -1.648 -22.686 -7.306 7.681 -0.309 0.469 H2 4J6 29 4J6 H3 H3 H 0 1 N N N -2.236 -21.151 -6.582 7.697 -1.742 -0.586 H3 4J6 30 4J6 H4 H4 H 0 1 N N N -1.864 -18.083 -8.278 3.618 -1.329 1.755 H4 4J6 31 4J6 H5 H5 H 0 1 N N N -0.149 -17.726 -8.676 2.364 -2.547 1.418 H5 4J6 32 4J6 H6 H6 H 0 1 N N N -1.438 -16.559 -9.129 3.937 -2.636 0.589 H6 4J6 33 4J6 H7 H7 H 0 1 N N N 2.519 -11.897 -14.919 -7.697 0.666 1.694 H7 4J6 34 4J6 H8 H8 H 0 1 N N N 4.062 -12.095 -15.416 -7.010 1.882 0.761 H8 4J6 35 4J6 H10 H10 H 0 1 N N N 3.535 -18.926 -12.863 2.144 4.439 0.187 H10 4J6 36 4J6 H11 H11 H 0 1 N N N -4.113 -20.524 -8.698 6.244 -1.649 -2.603 H11 4J6 37 4J6 H12 H12 H 0 1 N N N -0.003 -22.563 -9.488 5.054 0.666 1.327 H12 4J6 38 4J6 H14 H14 H 0 1 N N N -2.578 -17.352 -14.776 -0.815 -0.368 -1.880 H14 4J6 39 4J6 H15 H15 H 0 1 N N N -1.286 -18.040 -13.735 -0.588 1.028 -0.791 H15 4J6 40 4J6 H16 H16 H 0 1 N N N 0.914 -14.641 -13.990 -4.372 0.084 1.197 H16 4J6 41 4J6 H17 H17 H 0 1 N N N 0.115 -13.176 -14.655 -4.877 -1.585 0.840 H17 4J6 42 4J6 H18 H18 H 0 1 N N N -1.627 -13.905 -13.397 -2.228 -0.608 1.777 H18 4J6 43 4J6 H19 H19 H 0 1 N N N -2.929 -14.581 -14.433 -2.074 -2.296 1.192 H19 4J6 44 4J6 H20 H20 H 0 1 N N N 0.676 -20.536 -11.409 4.142 1.709 -1.119 H20 4J6 45 4J6 H21 H21 H 0 1 N N N -0.705 -16.901 -16.008 -2.948 0.370 -1.789 H21 4J6 46 4J6 H23 H23 H 0 1 N N N 0.964 -13.601 -16.713 -5.021 0.134 -1.474 H23 4J6 47 4J6 H24 H24 H 0 1 N N N -2.466 -21.954 -9.531 6.182 0.851 -1.128 H24 4J6 48 4J6 H25 H25 H 0 1 N N N -2.400 -18.254 -10.699 2.008 -1.680 -0.816 H25 4J6 49 4J6 H26 H26 H 0 1 N N N -1.334 -14.759 -16.087 -3.159 -1.782 -0.904 H26 4J6 50 4J6 H27 H27 H 0 1 N N N -2.884 -16.205 -12.641 -0.242 -1.782 -0.173 H27 4J6 51 4J6 H28 H28 H 0 1 N N N -0.713 -19.826 -8.207 5.217 -1.940 -0.356 H28 4J6 52 4J6 H29 H29 H 0 1 N N N -1.537 -20.393 -11.077 3.733 -0.699 -1.978 H29 4J6 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 4J6 OAF SBA DOUB N N 1 4J6 NAP SBA SING N N 2 4J6 NAP CAL SING N N 3 4J6 SBA NAC SING N N 4 4J6 SBA OAG DOUB N N 5 4J6 CAV NAO SING N N 6 4J6 CAV CAL SING N N 7 4J6 CAV CAM SING N N 8 4J6 NAO CAK SING N N 9 4J6 CAK CAW SING N N 10 4J6 CAM CAW SING N N 11 4J6 OAH CAR DOUB N N 12 4J6 CAW SAQ SING N N 13 4J6 CAR OAE SING N N 14 4J6 CAR CAS SING N N 15 4J6 SAQ CAZ SING N N 16 4J6 CAS CAZ DOUB N N 17 4J6 CAS NAN SING N N 18 4J6 CAZ CAU SING N N 19 4J6 NAN CAY SING N N 20 4J6 CAU CAY SING N N 21 4J6 CAU CAB SING N N 22 4J6 CAY CAX SING N N 23 4J6 CAJ CAX SING N N 24 4J6 CAJ OAD DOUB N N 25 4J6 CAX CAT SING N N 26 4J6 OAI CAT SING N N 27 4J6 CAT CAA SING N N 28 4J6 CAA H1 SING N N 29 4J6 CAA H2 SING N N 30 4J6 CAA H3 SING N N 31 4J6 CAB H4 SING N N 32 4J6 CAB H5 SING N N 33 4J6 CAB H6 SING N N 34 4J6 NAC H7 SING N N 35 4J6 NAC H8 SING N N 36 4J6 OAE H10 SING N N 37 4J6 OAI H11 SING N N 38 4J6 CAJ H12 SING N N 39 4J6 CAK H14 SING N N 40 4J6 CAK H15 SING N N 41 4J6 CAL H16 SING N N 42 4J6 CAL H17 SING N N 43 4J6 CAM H18 SING N N 44 4J6 CAM H19 SING N N 45 4J6 NAN H20 SING N N 46 4J6 NAO H21 SING N N 47 4J6 NAP H23 SING N N 48 4J6 CAT H24 SING N N 49 4J6 CAU H25 SING N N 50 4J6 CAV H26 SING N N 51 4J6 CAW H27 SING N N 52 4J6 CAX H28 SING N N 53 4J6 CAY H29 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 4J6 SMILES ACDLabs 12.01 "CC(O)C(C=O)C2NC(C(O)=O)=C(SC1CNC(CNS(N)(=O)=O)C1)C2C" 4J6 InChI InChI 1.03 "InChI=1S/C15H26N4O6S2/c1-7-12(11(6-20)8(2)21)19-13(15(22)23)14(7)26-10-3-9(17-5-10)4-18-27(16,24)25/h6-12,17-19,21H,3-5H2,1-2H3,(H,22,23)(H2,16,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1" 4J6 InChIKey InChI 1.03 QJKQOMNNBOTMCR-PQTSNVLCSA-N 4J6 SMILES_CANONICAL CACTVS 3.385 "C[C@@H](O)[C@@H](C=O)[C@@H]1NC(=C(S[C@@H]2CN[C@H](CN[S](N)(=O)=O)C2)[C@@H]1C)C(O)=O" 4J6 SMILES CACTVS 3.385 "C[CH](O)[CH](C=O)[CH]1NC(=C(S[CH]2CN[CH](CN[S](N)(=O)=O)C2)[CH]1C)C(O)=O" 4J6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1[C@@H](NC(=C1S[C@H]2C[C@H](NC2)CNS(=O)(=O)N)C(=O)O)[C@H](C=O)[C@@H](C)O" 4J6 SMILES "OpenEye OEToolkits" 1.7.6 "CC1C(NC(=C1SC2CC(NC2)CNS(=O)(=O)N)C(=O)O)C(C=O)C(C)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 4J6 "SYSTEMATIC NAME" ACDLabs 12.01 "(4R,5S)-5-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-4-methyl-3-({(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl}sulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid" 4J6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3R)-3-methyl-2-[(2S,3R)-3-oxidanyl-1-oxidanylidene-butan-2-yl]-4-[(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl]sulfanyl-2,3-dihydro-1H-pyrrole-5-carboxylic 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 4J6 "Create component" 2015-11-18 RCSB 4J6 "Initial release" 2015-11-25 RCSB 4J6 "Other modification" 2016-09-15 RCSB 4J6 "Modify synonyms" 2016-09-19 RCSB 4J6 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4J6 _pdbx_chem_comp_synonyms.name "Doripenem(open form, pyrroline tautomer form 1, SP2 connection to Thio)" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##