data_78A # _chem_comp.id 78A _chem_comp.name "N-({(2S,3S)-3-[(BENZYLAMINO)CARBONYL]OXIRAN-2-YL}CARBONYL)-L-ISOLEUCYL-L-PROLINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H29 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "CA078; N-(L-3-TRANS-BENZYLCARBAMOYLOXIRANE-2-CARBONYL)-L-ISOLEUCYL-L-PROLINE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-05 _chem_comp.pdbx_modified_date 2020-05-26 _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 431.482 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 78A _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2DCD _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 78A N3 N3 N 0 1 N N N 14.155 17.815 -5.902 3.812 -0.578 -0.694 N3 78A 1 78A C10 C10 C 0 1 N N N 15.487 17.556 -5.313 5.141 0.037 -0.642 C10 78A 2 78A C11 C11 C 0 1 Y N N 15.998 18.691 -4.427 5.030 1.421 -0.055 C11 78A 3 78A C16 C16 C 0 1 Y N N 15.087 19.627 -3.859 4.820 2.508 -0.882 C16 78A 4 78A C15 C15 C 0 1 Y N N 15.563 20.676 -3.039 4.714 3.777 -0.344 C15 78A 5 78A C14 C14 C 0 1 Y N N 16.949 20.793 -2.784 4.829 3.959 1.022 C14 78A 6 78A C13 C13 C 0 1 Y N N 17.866 19.870 -3.343 5.044 2.873 1.849 C13 78A 7 78A C12 C12 C 0 1 Y N N 17.387 18.820 -4.163 5.146 1.604 1.311 C12 78A 8 78A C2 C2 C 0 1 N N S 12.534 18.176 -7.709 2.299 -2.457 -1.240 C2 78A 9 78A O1 O1 O 0 1 N N N 11.777 17.143 -7.061 2.169 -3.804 -0.774 O1 78A 10 78A C3 C3 C 0 1 N N S 11.765 19.501 -7.534 1.620 -2.804 0.086 C3 78A 11 78A C4 C4 C 0 1 N N N 10.341 19.474 -8.088 0.119 -2.687 0.158 C4 78A 12 78A O4 O4 O 0 1 N N N 10.150 19.673 -9.290 -0.560 -3.681 0.306 O4 78A 13 78A N1 N1 N 0 1 N N N 9.366 19.221 -7.213 -0.468 -1.478 0.058 N1 78A 14 78A C5 C5 C 0 1 N N S 8.132 18.427 -7.543 -1.927 -1.365 0.127 C5 78A 15 78A C6 C6 C 0 1 N N N 7.121 19.353 -8.337 -2.369 -0.115 -0.591 C6 78A 16 78A O5 O5 O 0 1 N N N 7.073 20.553 -8.012 -1.546 0.609 -1.110 O5 78A 17 78A C17 C17 C 0 1 N N S 7.474 17.836 -6.224 -2.364 -1.292 1.592 C17 78A 18 78A C19 C19 C 0 1 N N N 7.251 18.889 -5.083 -1.725 -0.070 2.255 C19 78A 19 78A C18 C18 C 0 1 N N N 8.317 16.668 -5.623 -1.916 -2.561 2.321 C18 78A 20 78A C20 C20 C 0 1 N N N 5.845 18.895 -4.475 -2.258 0.073 3.682 C20 78A 21 78A N2 N2 N 0 1 N N N 6.242 18.888 -9.300 -3.678 0.197 -0.656 N2 78A 22 78A C7 C7 C 0 1 N N S 5.202 19.704 -9.967 -4.244 1.383 -1.317 C7 78A 23 78A C8 C8 C 0 1 N N N 3.927 20.045 -9.117 -3.726 2.640 -0.667 C8 78A 24 78A O6 O6 O 0 1 N N N 2.993 20.710 -9.546 -4.128 3.840 -1.114 O6 78A 25 78A C23 C23 C 0 1 N N N 4.922 18.887 -11.238 -5.777 1.305 -1.161 C23 78A 26 78A C22 C22 C 0 1 N N N 5.144 17.432 -10.827 -6.027 -0.205 -0.906 C22 78A 27 78A C21 C21 C 0 1 N N N 6.272 17.489 -9.796 -4.779 -0.590 -0.072 C21 78A 28 78A O7 O7 O 0 1 N N N 3.945 19.539 -7.856 -2.949 2.567 0.255 O7 78A 29 78A C9 C9 C 0 1 N N N 13.968 18.273 -7.142 3.666 -1.824 -1.186 C9 78A 30 78A O2 O2 O 0 1 N N N 14.871 18.751 -7.829 4.634 -2.437 -1.585 O2 78A 31 78A HN3 HN3 H 0 1 N N N 13.348 17.637 -5.339 3.038 -0.088 -0.375 HN3 78A 32 78A H101 1H10 H 0 0 N N N 16.196 17.453 -6.148 5.798 -0.570 -0.019 H101 78A 33 78A H102 2H10 H 0 0 N N N 15.417 16.647 -4.697 5.551 0.102 -1.649 H102 78A 34 78A H16 H16 H 0 1 N N N 14.029 19.535 -4.055 4.730 2.365 -1.949 H16 78A 35 78A H15 H15 H 0 1 N N N 14.871 21.385 -2.609 4.545 4.625 -0.990 H15 78A 36 78A H14 H14 H 0 1 N N N 17.312 21.594 -2.157 4.749 4.951 1.442 H14 78A 37 78A H13 H13 H 0 1 N N N 18.923 19.966 -3.145 5.134 3.016 2.916 H13 78A 38 78A H12 H12 H 0 1 N N N 18.082 18.113 -4.590 5.314 0.755 1.957 H12 78A 39 78A H2 H2 H 0 1 N N N 12.646 17.944 -8.778 1.665 -2.143 -2.069 H2 78A 40 78A H3 H3 H 0 1 N N N 12.009 20.562 -7.375 2.156 -2.576 1.007 H3 78A 41 78A HN1 HN1 H 0 1 N N N 9.461 19.580 -6.284 0.075 -0.684 -0.061 HN1 78A 42 78A H5 H5 H 0 1 N N N 8.401 17.570 -8.178 -2.382 -2.235 -0.345 H5 78A 43 78A H17 H17 H 0 1 N N N 6.491 17.479 -6.565 -3.449 -1.208 1.644 H17 78A 44 78A H191 1H19 H 0 0 N N N 7.396 19.879 -5.540 -1.972 0.824 1.683 H191 78A 45 78A H192 2H19 H 0 0 N N N 7.963 18.663 -4.276 -0.642 -0.196 2.282 H192 78A 46 78A H181 1H18 H 0 0 N N N 7.759 16.200 -4.799 -0.830 -2.645 2.269 H181 78A 47 78A H182 2H18 H 0 0 N N N 9.271 17.062 -5.243 -2.227 -2.509 3.364 H182 78A 48 78A H183 3H18 H 0 0 N N N 8.515 15.919 -6.404 -2.371 -3.431 1.849 H183 78A 49 78A H201 1H20 H 0 0 N N N 5.300 17.998 -4.804 -1.803 0.944 4.154 H201 78A 50 78A H202 2H20 H 0 0 N N N 5.306 19.795 -4.807 -3.340 0.199 3.654 H202 78A 51 78A H203 3H20 H 0 0 N N N 5.920 18.896 -3.378 -2.011 -0.821 4.253 H203 78A 52 78A H7 H7 H 0 1 N N N 5.548 20.730 -10.162 -3.978 1.375 -2.374 H7 78A 53 78A HO6 HO6 H 0 1 N N N 2.330 20.797 -8.872 -3.795 4.647 -0.697 HO6 78A 54 78A H231 1H23 H 0 0 N N N 5.576 19.184 -12.071 -6.277 1.630 -2.074 H231 78A 55 78A H232 2H23 H 0 0 N N N 3.892 19.045 -11.590 -6.106 1.900 -0.309 H232 78A 56 78A H221 1H22 H 0 0 N N N 5.399 16.793 -11.685 -6.057 -0.760 -1.843 H221 78A 57 78A H222 2H22 H 0 0 N N N 4.231 17.000 -10.392 -6.942 -0.358 -0.333 H222 78A 58 78A H211 1H21 H 0 0 N N N 6.138 16.755 -8.988 -4.575 -1.656 -0.166 H211 78A 59 78A H212 2H21 H 0 0 N N N 7.243 17.249 -10.253 -4.925 -0.321 0.974 H212 78A 60 # 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 78A N3 C10 SING N N 1 78A N3 C9 SING N N 2 78A N3 HN3 SING N N 3 78A C10 C11 SING N N 4 78A C10 H101 SING N N 5 78A C10 H102 SING N N 6 78A C11 C16 SING Y N 7 78A C11 C12 DOUB Y N 8 78A C16 C15 DOUB Y N 9 78A C16 H16 SING N N 10 78A C15 C14 SING Y N 11 78A C15 H15 SING N N 12 78A C14 C13 DOUB Y N 13 78A C14 H14 SING N N 14 78A C13 C12 SING Y N 15 78A C13 H13 SING N N 16 78A C12 H12 SING N N 17 78A C2 O1 SING N N 18 78A C2 C3 SING N N 19 78A C2 C9 SING N N 20 78A C2 H2 SING N N 21 78A O1 C3 SING N N 22 78A C3 C4 SING N N 23 78A C3 H3 SING N N 24 78A C4 O4 DOUB N N 25 78A C4 N1 SING N N 26 78A N1 C5 SING N N 27 78A N1 HN1 SING N N 28 78A C5 C6 SING N N 29 78A C5 C17 SING N N 30 78A C5 H5 SING N N 31 78A C6 O5 DOUB N N 32 78A C6 N2 SING N N 33 78A C17 C19 SING N N 34 78A C17 C18 SING N N 35 78A C17 H17 SING N N 36 78A C19 C20 SING N N 37 78A C19 H191 SING N N 38 78A C19 H192 SING N N 39 78A C18 H181 SING N N 40 78A C18 H182 SING N N 41 78A C18 H183 SING N N 42 78A C20 H201 SING N N 43 78A C20 H202 SING N N 44 78A C20 H203 SING N N 45 78A N2 C7 SING N N 46 78A N2 C21 SING N N 47 78A C7 C8 SING N N 48 78A C7 C23 SING N N 49 78A C7 H7 SING N N 50 78A C8 O6 SING N N 51 78A C8 O7 DOUB N N 52 78A O6 HO6 SING N N 53 78A C23 C22 SING N N 54 78A C23 H231 SING N N 55 78A C23 H232 SING N N 56 78A C22 C21 SING N N 57 78A C22 H221 SING N N 58 78A C22 H222 SING N N 59 78A C21 H211 SING N N 60 78A C21 H212 SING N N 61 78A C9 O2 DOUB N N 62 # 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 78A SMILES ACDLabs 10.04 "O=C(NC(C(=O)N1C(C(=O)O)CCC1)C(C)CC)C3OC3C(=O)NCc2ccccc2" 78A SMILES_CANONICAL CACTVS 3.341 "CC[C@H](C)[C@H](NC(=O)[C@H]1O[C@@H]1C(=O)NCc2ccccc2)C(=O)N3CCC[C@H]3C(O)=O" 78A SMILES CACTVS 3.341 "CC[CH](C)[CH](NC(=O)[CH]1O[CH]1C(=O)NCc2ccccc2)C(=O)N3CCC[CH]3C(O)=O" 78A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@H](C)[C@@H](C(=O)N1CCC[C@H]1C(=O)O)NC(=O)[C@@H]2[C@H](O2)C(=O)NCc3ccccc3" 78A SMILES "OpenEye OEToolkits" 1.5.0 "CCC(C)C(C(=O)N1CCCC1C(=O)O)NC(=O)C2C(O2)C(=O)NCc3ccccc3" 78A InChI InChI 1.03 "InChI=1S/C22H29N3O6/c1-3-13(2)16(21(28)25-11-7-10-15(25)22(29)30)24-20(27)18-17(31-18)19(26)23-12-14-8-5-4-6-9-14/h4-6,8-9,13,15-18H,3,7,10-12H2,1-2H3,(H,23,26)(H,24,27)(H,29,30)/t13-,15-,16-,17-,18-/m0/s1" 78A InChIKey InChI 1.03 MERYMLLGRCNRKE-HILJTLORSA-N # 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 78A "SYSTEMATIC NAME" ACDLabs 10.04 "N-{[(2S,3S)-3-(benzylcarbamoyl)oxiran-2-yl]carbonyl}-L-isoleucyl-L-proline" 78A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-1-[(2S,3S)-3-methyl-2-[[(2S,3S)-3-(phenylmethylcarbamoyl)oxiran-2-yl]carbonylamino]pentanoyl]pyrrolidine-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 78A "Create component" 2006-01-05 RCSB 78A "Modify descriptor" 2011-06-04 RCSB 78A "Modify synonyms" 2020-05-26 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 78A CA078 ? ? 2 78A "N-(L-3-TRANS-BENZYLCARBAMOYLOXIRANE-2-CARBONYL)-L-ISOLEUCYL-L-PROLINE" ? ? #