data_O6P # _chem_comp.id O6P _chem_comp.name Doripenem _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C15 H24 N4 O6 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-({(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl}sulfanyl)-1-aza bicyclo[3.2.0]hept-2-ene-2-carboxylic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-06-12 _chem_comp.pdbx_modified_date 2020-06-17 _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 420.504 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O6P _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 6P9C _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 O6P C1 C1 C 0 1 N N R 22.462 -35.080 -19.166 2.614 1.238 -0.190 C1 O6P 1 O6P C2 C2 C 0 1 N N N 21.171 -35.822 -18.898 1.892 -0.054 -0.498 C2 O6P 2 O6P C3 C3 C 0 1 N N N 20.379 -35.805 -19.972 2.534 -1.067 0.114 C3 O6P 3 O6P C5 C4 C 0 1 N N S 22.412 -34.733 -20.662 3.759 0.827 0.748 C5 O6P 4 O6P C6 C5 C 0 1 N N S 22.033 -33.301 -21.126 5.114 0.649 0.051 C6 O6P 5 O6P C10 C6 C 0 1 N N N 22.567 -33.828 -18.301 3.172 1.856 -1.474 C10 O6P 6 O6P C11 C7 C 0 1 N N N 19.118 -36.529 -20.214 2.110 -2.416 0.047 C11 O6P 7 O6P C17 C8 C 0 1 N N S 22.164 -37.504 -16.877 -0.732 0.722 -0.481 C17 O6P 8 O6P C18 C9 C 0 1 N N N 22.479 -38.635 -17.852 -1.221 -0.122 0.722 C18 O6P 9 O6P C20 C10 C 0 1 N N S 21.857 -39.700 -15.825 -3.096 1.112 -0.120 C20 O6P 10 O6P C21 C11 C 0 1 N N N 21.800 -38.195 -15.569 -2.057 0.965 -1.252 C21 O6P 11 O6P C22 C12 C 0 1 N N N 20.665 -40.415 -15.183 -4.408 0.438 -0.528 C22 O6P 12 O6P C7 C13 C 0 1 N N N 20.676 -33.844 -21.433 4.917 -0.840 0.249 C7 O6P 13 O6P C8 C14 C 0 1 N N R 22.723 -32.755 -22.376 6.292 1.226 0.839 C8 O6P 14 O6P C9 C15 C 0 1 N N N 24.224 -33.008 -22.322 7.588 0.996 0.060 C9 O6P 15 O6P N19 N1 N 0 1 N N N 21.840 -39.847 -17.295 -2.540 0.446 1.072 N19 O6P 16 O6P N23 N2 N 0 1 N N N 20.163 -41.425 -16.142 -5.347 0.478 0.596 N23 O6P 17 O6P N27 N3 N 0 1 N N N 18.977 -43.738 -16.352 -7.077 -1.413 -0.138 N27 O6P 18 O6P N4 N4 N 0 1 N N N 20.982 -34.933 -20.761 3.670 -0.645 0.823 N4 O6P 19 O6P O12 O1 O 0 1 N N N 19.737 -33.399 -22.075 5.590 -1.820 0.009 O12 O6P 20 O6P O13 O2 O 0 1 N N N 22.180 -33.330 -23.577 6.094 2.628 1.033 O13 O6P 21 O6P O14 O3 O 0 1 N N N 18.418 -36.919 -19.242 1.074 -2.759 -0.747 O14 O6P 22 O6P O15 O4 O 0 1 N N N 18.745 -36.725 -21.390 2.680 -3.266 0.706 O15 O6P 23 O6P O25 O5 O 0 1 N N N 17.677 -41.756 -15.682 -7.582 0.248 1.615 O25 O6P 24 O6P O26 O6 O 0 1 N N N 19.184 -42.576 -14.133 -7.346 0.957 -0.770 O26 O6P 25 O6P S16 S1 S 0 1 N N N 20.789 -36.534 -17.430 0.445 -0.208 -1.492 S16 O6P 26 O6P S24 S2 S 0 1 N N N 18.976 -42.345 -15.539 -6.953 0.166 0.344 S24 O6P 27 O6P H1 H1 H 0 1 N N N 23.320 -35.740 -18.970 1.944 1.938 0.308 H1 O6P 28 O6P H2 H2 H 0 1 N N N 23.073 -35.307 -21.328 3.783 1.359 1.700 H2 O6P 29 O6P H3 H3 H 0 1 N N N 22.033 -32.581 -20.295 5.112 0.956 -0.995 H3 O6P 30 O6P H4 H4 H 0 1 N N N 22.600 -34.116 -17.240 2.348 2.203 -2.098 H4 O6P 31 O6P H5 H5 H 0 1 N N N 23.484 -33.279 -18.561 3.816 2.698 -1.221 H5 O6P 32 O6P H6 H6 H 0 1 N N N 21.692 -33.185 -18.479 3.748 1.107 -2.017 H6 O6P 33 O6P H7 H7 H 0 1 N N N 23.028 -36.835 -16.749 -0.298 1.664 -0.146 H7 O6P 34 O6P H8 H8 H 0 1 N N N 23.567 -38.779 -17.931 -1.323 -1.169 0.434 H8 O6P 35 O6P H9 H9 H 0 1 N N N 22.066 -38.408 -18.846 -0.530 -0.024 1.560 H9 O6P 36 O6P H10 H10 H 0 1 N N N 22.793 -40.107 -15.414 -3.270 2.167 0.088 H10 O6P 37 O6P H11 H11 H 0 1 N N N 22.519 -37.918 -14.783 -1.997 1.879 -1.842 H11 O6P 38 O6P H12 H12 H 0 1 N N N 20.786 -37.903 -15.258 -2.295 0.111 -1.886 H12 O6P 39 O6P H13 H13 H 0 1 N N N 19.871 -39.688 -14.958 -4.838 0.965 -1.380 H13 O6P 40 O6P H14 H14 H 0 1 N N N 20.983 -40.909 -14.253 -4.214 -0.599 -0.803 H14 O6P 41 O6P H15 H15 H 0 1 N N N 22.565 -31.667 -22.398 6.358 0.731 1.808 H15 O6P 42 O6P H16 H16 H 0 1 N N N 24.638 -32.568 -21.403 7.522 1.490 -0.909 H16 O6P 43 O6P H17 H17 H 0 1 N N N 24.413 -34.092 -22.327 8.427 1.407 0.621 H17 O6P 44 O6P H18 H18 H 0 1 N N N 24.705 -32.548 -23.198 7.739 -0.074 -0.087 H18 O6P 45 O6P H19 H19 H 0 1 N N N 20.898 -39.921 -17.623 -3.164 -0.270 1.411 H19 O6P 46 O6P H21 H21 H 0 1 N N N 20.923 -42.019 -16.404 -5.027 0.687 1.488 H21 O6P 47 O6P H22 H22 H 0 1 N N N 18.252 -44.330 -16.001 -7.875 -1.923 0.071 H22 O6P 48 O6P H23 H23 H 0 1 N N N 18.819 -43.557 -17.323 -6.351 -1.828 -0.630 H23 O6P 49 O6P H24 H24 H 0 1 N N N 21.257 -33.517 -23.450 6.026 3.132 0.211 H24 O6P 50 O6P H25 H25 H 0 1 N N N 17.634 -37.346 -19.567 0.906 -3.711 -0.786 H25 O6P 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 O6P O13 C8 SING N N 1 O6P C8 C9 SING N N 2 O6P C8 C6 SING N N 3 O6P O12 C7 DOUB N N 4 O6P C7 C6 SING N N 5 O6P C7 N4 SING N N 6 O6P O15 C11 DOUB N N 7 O6P C6 C5 SING N N 8 O6P N4 C5 SING N N 9 O6P N4 C3 SING N N 10 O6P C5 C1 SING N N 11 O6P C11 C3 SING N N 12 O6P C11 O14 SING N N 13 O6P C3 C2 DOUB N N 14 O6P C1 C2 SING N N 15 O6P C1 C10 SING N N 16 O6P C2 S16 SING N N 17 O6P C18 N19 SING N N 18 O6P C18 C17 SING N N 19 O6P S16 C17 SING N N 20 O6P N19 C20 SING N N 21 O6P C17 C21 SING N N 22 O6P N27 S24 SING N N 23 O6P N23 S24 SING N N 24 O6P N23 C22 SING N N 25 O6P C20 C21 SING N N 26 O6P C20 C22 SING N N 27 O6P O25 S24 DOUB N N 28 O6P S24 O26 DOUB N N 29 O6P C1 H1 SING N N 30 O6P C5 H2 SING N N 31 O6P C6 H3 SING N N 32 O6P C10 H4 SING N N 33 O6P C10 H5 SING N N 34 O6P C10 H6 SING N N 35 O6P C17 H7 SING N N 36 O6P C18 H8 SING N N 37 O6P C18 H9 SING N N 38 O6P C20 H10 SING N N 39 O6P C21 H11 SING N N 40 O6P C21 H12 SING N N 41 O6P C22 H13 SING N N 42 O6P C22 H14 SING N N 43 O6P C8 H15 SING N N 44 O6P C9 H16 SING N N 45 O6P C9 H17 SING N N 46 O6P C9 H18 SING N N 47 O6P N19 H19 SING N N 48 O6P N23 H21 SING N N 49 O6P N27 H22 SING N N 50 O6P N27 H23 SING N N 51 O6P O13 H24 SING N N 52 O6P O14 H25 SING N N 53 # # 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 O6P SMILES ACDLabs 12.01 "C2(C(SC1CC(CNS(N)(=O)=O)NC1)=C(C(O)=O)N3C2C(C3=O)C(C)O)C" O6P InChI InChI 1.03 "InChI=1S/C15H24N4O6S2/c1-6-11-10(7(2)20)14(21)19(11)12(15(22)23)13(6)26-9-3-8(17-5-9)4-18-27(16,24)25/h6-11,17-18,20H,3-5H2,1-2H3,(H,22,23)(H2,16,24,25)/t6-,7-,8+,9+,10-,11-/m1/s1" O6P InChIKey InChI 1.03 AVAACINZEOAHHE-VFZPANTDSA-N O6P SMILES_CANONICAL CACTVS 3.385 "C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(=C(N2C1=O)C(O)=O)S[C@@H]3CN[C@H](CN[S](N)(=O)=O)C3" O6P SMILES CACTVS 3.385 "C[CH](O)[CH]1[CH]2[CH](C)C(=C(N2C1=O)C(O)=O)S[CH]3CN[CH](CN[S](N)(=O)=O)C3" O6P SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)CNS(=O)(=O)N)C(=O)O)[C@@H](C)O" O6P SMILES "OpenEye OEToolkits" 2.0.7 "CC1C2C(C(=O)N2C(=C1SC3CC(NC3)CNS(=O)(=O)N)C(=O)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 O6P "SYSTEMATIC NAME" ACDLabs 12.01 "(4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-({(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl}sulfanyl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid" O6P "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{R},5~{S},6~{S})-4-methyl-6-[(1~{R})-1-oxidanylethyl]-7-oxidanylidene-3-[(3~{S},5~{S})-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl]sulfanyl-1-azabicyclo[3.2.0]hept-2-ene-2-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 O6P "Create component" 2019-06-12 RCSB O6P "Initial release" 2019-08-07 RCSB O6P "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id O6P _pdbx_chem_comp_synonyms.name "(4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-({(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl}sulfanyl)-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##