data_X92 # _chem_comp.id X92 _chem_comp.name Ramiprilat _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H28 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-03-14 _chem_comp.pdbx_modified_date 2025-03-05 _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 388.457 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X92 _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 2X92 _chem_comp.pdbx_subcomponent_list "CLT ALA XBG" _chem_comp.pdbx_processing_site PDBE _chem_comp.pdbx_pcm ? # 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_n_terminal_atom_flag _chem_comp_atom.pdbx_backbone_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 X92 CAK C1 C 0 1 Y N N N N N 3.574 14.279 23.938 -5.157 -1.079 -1.429 CAK X92 1 X92 CAI C2 C 0 1 Y N N N N N 4.533 13.592 24.644 -6.402 -1.677 -1.360 CAI X92 2 X92 CAG C3 C 0 1 Y N N N N N 4.301 12.318 25.073 -6.765 -2.391 -0.233 CAG X92 3 X92 CAH C4 C 0 1 Y N N N N N 3.107 11.705 24.770 -5.883 -2.507 0.825 CAH X92 4 X92 CAJ C5 C 0 1 Y N N N N N 2.132 12.393 24.065 -4.639 -1.909 0.757 CAJ X92 5 X92 CAV C6 C 0 1 Y N N N N N 2.353 13.689 23.627 -4.273 -1.200 -0.372 CAV X92 6 X92 CAM C7 C 0 1 N N N N N N 1.299 14.425 22.820 -2.917 -0.549 -0.447 CAM X92 7 X92 CAP C8 C 0 1 N N N N N N 1.629 15.899 22.601 -3.000 0.870 0.119 CAP X92 8 X92 CAX C9 C 0 1 N N S N N N 0.667 16.691 21.729 -1.623 1.532 0.044 CAX X92 9 X92 CAS C10 C 0 1 N N N N N N -0.765 16.591 22.244 -1.731 2.968 0.487 CAS X92 10 X92 OAE O1 O 0 1 N N N N N N -1.596 15.832 21.701 -1.093 3.357 1.437 OAE X92 11 X92 OAB O2 O 0 1 N N N N N N -0.994 17.426 23.195 -2.534 3.816 -0.175 OAB X92 12 X92 N N1 N 0 1 N N N N N N 1.192 17.980 21.328 -0.688 0.817 0.923 N X92 13 X92 CA C11 C 0 1 N N S N N N 0.256 18.797 20.484 0.699 0.994 0.471 CA X92 14 X92 CB C12 C 0 1 N N N N N N 0.743 20.235 20.464 1.259 2.298 1.044 CB X92 15 X92 C C13 C 0 1 N N N N N N 0.173 18.132 19.113 1.535 -0.165 0.949 C X92 16 X92 O O3 O 0 1 N N N N N N 1.150 17.524 18.689 1.050 -1.000 1.682 O X92 17 X92 NBB N2 N 0 1 N N N N N N -0.947 18.261 18.329 2.821 -0.273 0.562 NBB X92 18 X92 CBA C14 C 0 1 N N S N N N -2.272 18.788 18.729 3.730 -1.373 0.913 CBA X92 19 X92 CAO C15 C 0 1 N N N N N N -2.413 20.299 18.929 3.214 -2.673 0.252 CAO X92 20 X92 CAL C16 C 0 1 N N N N N N -3.496 20.766 17.954 4.508 -3.486 0.010 CAL X92 21 X92 CAN C17 C 0 1 N N N N N N -4.203 19.591 17.496 5.549 -2.425 -0.400 CAN X92 22 X92 CAY C18 C 0 1 N N S N N N -3.207 18.431 17.557 5.081 -1.092 0.203 CAY X92 23 X92 CAQ C19 C 0 1 N N N N N N -2.269 18.263 16.362 4.679 -0.131 -0.944 CAQ X92 24 X92 CAZ C20 C 0 1 N N S N N N -0.921 17.836 16.958 3.545 0.690 -0.287 CAZ X92 25 X92 CAT C21 C 0 1 N N N N N N 0.295 18.192 16.209 2.630 1.258 -1.342 CAT X92 26 X92 OAF O4 O 0 1 N N N N N N 0.810 17.405 15.418 1.936 0.520 -2.001 OAF X92 27 X92 OAC O5 O 0 1 N N N N N N 0.606 19.380 16.414 2.587 2.583 -1.550 OAC X92 28 X92 H1 H1 H 0 1 N N N N N N 3.771 15.292 23.620 -4.874 -0.521 -2.309 H1 X92 29 X92 H2 H2 H 0 1 N N N N N N 5.479 14.065 24.861 -7.091 -1.586 -2.187 H2 X92 30 X92 H3 H3 H 0 1 N N N N N N 5.050 11.793 25.647 -7.737 -2.857 -0.180 H3 X92 31 X92 H4 H4 H 0 1 N N N N N N 2.929 10.686 25.082 -6.167 -3.064 1.706 H4 X92 32 X92 H5 H5 H 0 1 N N N N N N 1.188 11.913 23.854 -3.950 -1.999 1.584 H5 X92 33 X92 H6 H6 H 0 1 N N N N N N 0.340 14.357 23.354 -2.202 -1.130 0.135 H6 X92 34 X92 H7 H7 H 0 1 N N N N N N 1.207 13.938 21.838 -2.591 -0.506 -1.486 H7 X92 35 X92 H8 H8 H 0 1 N N N N N N 2.624 15.952 22.134 -3.715 1.452 -0.462 H8 X92 36 X92 H9 H9 H 0 1 N N N N N N 1.661 16.384 23.588 -3.327 0.828 1.159 H9 X92 37 X92 H10 H10 H 0 1 N N N N N N 0.639 16.113 20.794 -1.258 1.494 -0.983 H10 X92 38 X92 H11 H11 H 0 1 N N N N N N -1.912 17.387 23.437 -2.570 4.727 0.146 H11 X92 39 X92 H12 H12 H 0 1 N N N N N N 2.031 17.827 20.806 -0.926 -0.161 0.984 H12 X92 40 X92 H14 H14 H 0 1 N N N N N N -0.744 18.774 20.942 0.724 1.036 -0.618 H14 X92 41 X92 H15 H15 H 0 1 N N N N N N 0.770 20.628 21.491 0.655 3.136 0.698 H15 X92 42 X92 H16 H16 H 0 1 N N N N N N 1.753 20.274 20.030 1.234 2.257 2.133 H16 X92 43 X92 H17 H17 H 0 1 N N N N N N 0.059 20.845 19.856 2.288 2.429 0.709 H17 X92 44 X92 H18 H18 H 0 1 N N N N N N -2.620 18.271 19.635 3.838 -1.481 1.992 H18 X92 45 X92 H19 H19 H 0 1 N N N N N N -1.460 20.802 18.708 2.544 -3.208 0.925 H19 X92 46 X92 H20 H20 H 0 1 N N N N N N -2.713 20.519 19.964 2.714 -2.453 -0.692 H20 X92 47 X92 H21 H21 H 0 1 N N N N N N -3.035 21.284 17.100 4.818 -3.991 0.925 H21 X92 48 X92 H22 H22 H 0 1 N N N N N N -4.192 21.448 18.464 4.361 -4.209 -0.792 H22 X92 49 X92 H23 H23 H 0 1 N N N N N N -4.553 19.737 16.463 6.529 -2.690 -0.003 H23 X92 50 X92 H24 H24 H 0 1 N N N N N N -5.064 19.387 18.150 5.595 -2.347 -1.487 H24 X92 51 X92 H25 H25 H 0 1 N N N N N N -3.733 17.487 17.766 5.822 -0.660 0.875 H25 X92 52 X92 H26 H26 H 0 1 N N N N N N -2.165 19.213 15.818 5.511 0.513 -1.229 H26 X92 53 X92 H27 H27 H 0 1 N N N N N N -2.650 17.489 15.679 4.309 -0.691 -1.802 H27 X92 54 X92 H28 H28 H 0 1 N N N N N N -0.950 16.737 16.977 3.961 1.490 0.325 H28 X92 55 X92 H29 H29 H 0 1 N N N N N N 1.333 19.619 15.851 1.985 2.900 -2.237 H29 X92 56 # 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 X92 OAF CAT DOUB N N 1 X92 CAT OAC SING N N 2 X92 CAT CAZ SING N N 3 X92 CAQ CAZ SING N N 4 X92 CAQ CAY SING N N 5 X92 CAZ NBB SING N N 6 X92 CAN CAY SING N N 7 X92 CAN CAL SING N N 8 X92 CAY CBA SING N N 9 X92 CAL CAO SING N N 10 X92 NBB CBA SING N N 11 X92 NBB C SING N N 12 X92 O C DOUB N N 13 X92 CBA CAO SING N N 14 X92 C CA SING N N 15 X92 CB CA SING N N 16 X92 CA N SING N N 17 X92 N CAX SING N N 18 X92 OAE CAS DOUB N N 19 X92 CAX CAS SING N N 20 X92 CAX CAP SING N N 21 X92 CAS OAB SING N N 22 X92 CAP CAM SING N N 23 X92 CAM CAV SING N N 24 X92 CAV CAK DOUB Y N 25 X92 CAV CAJ SING Y N 26 X92 CAK CAI SING Y N 27 X92 CAJ CAH DOUB Y N 28 X92 CAI CAG DOUB Y N 29 X92 CAH CAG SING Y N 30 X92 CAK H1 SING N N 31 X92 CAI H2 SING N N 32 X92 CAG H3 SING N N 33 X92 CAH H4 SING N N 34 X92 CAJ H5 SING N N 35 X92 CAM H6 SING N N 36 X92 CAM H7 SING N N 37 X92 CAP H8 SING N N 38 X92 CAP H9 SING N N 39 X92 CAX H10 SING N N 40 X92 OAB H11 SING N N 41 X92 N H12 SING N N 42 X92 CA H14 SING N N 43 X92 CB H15 SING N N 44 X92 CB H16 SING N N 45 X92 CB H17 SING N N 46 X92 CBA H18 SING N N 47 X92 CAO H19 SING N N 48 X92 CAO H20 SING N N 49 X92 CAL H21 SING N N 50 X92 CAL H22 SING N N 51 X92 CAN H23 SING N N 52 X92 CAN H24 SING N N 53 X92 CAY H25 SING N N 54 X92 CAQ H26 SING N N 55 X92 CAQ H27 SING N N 56 X92 CAZ H28 SING N N 57 X92 OAC H29 SING N N 58 # 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 X92 InChI InChI 1.06 "InChI=1S/C21H28N2O5/c1-13(22-16(20(25)26)11-10-14-6-3-2-4-7-14)19(24)23-17-9-5-8-15(17)12-18(23)21(27)28/h2-4,6-7,13,15-18,22H,5,8-12H2,1H3,(H,25,26)(H,27,28)/t13-,15-,16-,17-,18-/m0/s1" X92 InChIKey InChI 1.06 KEDYTOTWMPBSLG-HILJTLORSA-N X92 SMILES_CANONICAL CACTVS 3.385 "C[C@H](N[C@@H](CCc1ccccc1)C(O)=O)C(=O)N2[C@H]3CCC[C@H]3C[C@H]2C(O)=O" X92 SMILES CACTVS 3.385 "C[CH](N[CH](CCc1ccccc1)C(O)=O)C(=O)N2[CH]3CCC[CH]3C[CH]2C(O)=O" X92 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H](C(=O)N1[C@H]2CCC[C@H]2C[C@H]1C(=O)O)N[C@@H](CCc3ccccc3)C(=O)O" X92 SMILES "OpenEye OEToolkits" 2.0.7 "CC(C(=O)N1C2CCCC2CC1C(=O)O)NC(CCc3ccccc3)C(=O)O" # _pdbx_chem_comp_identifier.comp_id X92 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(2~{S},3~{a}~{S},6~{a}~{S})-1-[(2~{S})-2-[[(2~{S})-1-oxidanyl-1-oxidanylidene-4-phenyl-butan-2-yl]amino]propanoyl]-3,3~{a},4,5,6,6~{a}-hexahydro-2~{H}-cyclopenta[b]pyrrole-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 X92 "Create component" 2010-03-14 EBI X92 "Modify aromatic_flag" 2011-06-04 RCSB X92 "Modify descriptor" 2011-06-04 RCSB X92 "Modify coordinates" 2025-03-05 PDBE #