data_0EF # _chem_comp.id 0EF _chem_comp.name "N-(tert-butoxycarbonyl)-L-alanyl-N-[(1R)-1-(carboxyamino)-2-phenylethyl]-L-prolinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H32 N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-(TERT-BUTOXYCARBONYL-ALANYL-PROLYL-PHENYLALANYL)-O-BENZOYL HYDROXYLAMINE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-27 _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 448.513 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0EF _chem_comp.pdbx_model_coordinates_details "not provided" _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 1SCN _chem_comp.pdbx_subcomponent_list "BOC ALA PRO APE" _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 0EF O1 O1 O 0 1 N N N 69.961 64.888 53.351 5.809 -0.459 0.498 O1 BOC 1 0EF C C1 C 0 1 N N N 70.727 64.073 52.943 5.241 0.570 0.188 C BOC 2 0EF O2 O2 O 0 1 N N N 70.505 63.588 51.681 5.956 1.678 -0.085 O2 BOC 3 0EF CT C2 C 0 1 N N N 69.191 62.985 51.639 7.401 1.569 0.011 CT BOC 4 0EF C1 C3 C 0 1 N N N 68.637 62.448 52.993 7.899 0.507 -0.970 C1 BOC 5 0EF C2 C4 C 0 1 N N N 68.134 63.935 51.184 8.037 2.918 -0.332 C2 BOC 6 0EF C3 C5 C 0 1 N N N 69.159 61.910 50.611 7.790 1.170 1.436 C3 BOC 7 0EF N N1 N 0 1 N N N 72.138 64.138 53.036 3.896 0.601 0.113 N ALA 8 0EF CA C6 C 0 1 N N S 72.897 64.127 54.290 3.118 -0.606 0.404 CA ALA 9 0EF C4 C7 C 0 1 N N N 73.866 65.307 54.472 1.791 -0.531 -0.306 C ALA 10 0EF O O4 O 0 1 N N N 74.484 65.738 53.478 1.315 0.548 -0.591 O ALA 11 0EF CB C8 C 0 1 N N N 73.689 62.820 54.446 2.884 -0.711 1.912 CB ALA 12 0EF N1 N2 N 0 1 N N N 74.016 65.765 55.705 1.132 -1.663 -0.624 N PRO 13 0EF CA1 C9 C 0 1 N N S 75.147 66.551 56.144 -0.117 -1.739 -1.396 CA PRO 14 0EF C5 C10 C 0 1 N N N 76.447 65.781 55.926 -1.203 -0.965 -0.694 C PRO 15 0EF O3 O6 O 0 1 N N N 76.865 64.730 56.417 -0.965 -0.401 0.353 O PRO 16 0EF CB1 C11 C 0 1 N N N 74.885 66.964 57.591 -0.509 -3.229 -1.487 CB PRO 17 0EF CG C12 C 0 1 N N N 73.346 67.085 57.641 0.235 -3.859 -0.280 CG PRO 18 0EF CD C13 C 0 1 N N N 72.783 66.409 56.395 1.547 -3.030 -0.259 CD PRO 19 0EF N2 N3 N 0 1 N N N 77.175 66.536 55.154 -2.438 -0.901 -1.229 N APE 20 0EF CA2 C14 C 0 1 N N R 78.924 66.079 54.807 -3.493 -0.148 -0.546 CA APE 21 0EF CB2 C15 C 0 1 N N N 78.619 66.526 53.341 -4.250 0.707 -1.564 CB APE 22 0EF CG1 C16 C 0 1 Y N N 79.545 67.326 52.587 -5.253 1.573 -0.846 CG APE 23 0EF CD1 C17 C 0 1 Y N N 80.734 67.786 53.131 -4.890 2.831 -0.404 CD1 APE 24 0EF CD2 C18 C 0 1 Y N N 79.200 67.637 51.274 -6.538 1.110 -0.634 CD2 APE 25 0EF CE1 C19 C 0 1 Y N N 81.547 68.592 52.331 -5.810 3.625 0.255 CE1 APE 26 0EF CE2 C20 C 0 1 Y N N 80.017 68.416 50.470 -7.459 1.904 0.025 CE2 APE 27 0EF CZ C21 C 0 1 Y N N 81.215 68.888 51.010 -7.094 3.160 0.471 CZ APE 28 0EF NHO N4 N 0 1 N N N 79.654 66.863 55.812 -4.423 -1.082 0.094 NHO APE 29 0EF C6 C22 C 0 1 N N N 80.598 66.192 56.563 -4.391 -1.257 1.429 C APE 30 0EF O4 O8 O 0 1 N N N 81.007 65.029 56.272 -3.590 -0.640 2.104 O APE 31 0EF OXT O9 O 0 1 N Y N 81.194 66.782 57.722 -5.245 -2.116 2.017 OXT APE 32 0EF H11 H1 H 0 1 N N N 67.638 62.015 52.835 7.622 0.791 -1.986 H11 BOC 33 0EF H12 H2 H 0 1 N N N 69.314 61.674 53.385 8.984 0.425 -0.899 H12 BOC 34 0EF H13 H3 H 0 1 N N N 68.568 63.275 53.715 7.446 -0.454 -0.726 H13 BOC 35 0EF H21 H4 H 0 1 N N N 67.161 63.423 51.172 7.683 3.675 0.367 H21 BOC 36 0EF H22 H5 H 0 1 N N N 68.089 64.791 51.873 9.122 2.837 -0.260 H22 BOC 37 0EF H23 H6 H 0 1 N N N 68.373 64.292 50.171 7.761 3.203 -1.347 H23 BOC 38 0EF H31 H7 H 0 1 N N N 68.157 61.456 50.585 7.336 0.209 1.680 H31 BOC 39 0EF H32 H8 H 0 1 N N N 69.393 62.338 49.625 8.874 1.089 1.508 H32 BOC 40 0EF H33 H9 H 0 1 N N N 69.903 61.140 50.862 7.435 1.927 2.135 H33 BOC 41 0EF H H11 H 0 1 N N N 72.656 64.196 52.182 3.443 1.423 -0.134 H ALA 42 0EF HA H13 H 0 1 N N N 72.127 64.220 55.070 3.665 -1.483 0.059 HA ALA 43 0EF HB1 H14 H 0 1 N N N 74.247 62.840 55.394 2.261 0.121 2.242 HB1 ALA 44 0EF HB2 H15 H 0 1 N N N 72.993 61.968 54.448 2.383 -1.652 2.138 HB2 ALA 45 0EF HB3 H16 H 0 1 N N N 74.393 62.716 53.608 3.842 -0.675 2.431 HB3 ALA 46 0EF HA1 H19 H 0 1 N N N 75.268 67.470 55.552 0.040 -1.334 -2.396 HA PRO 47 0EF HB21 H20 H 0 0 N N N 75.258 66.213 58.303 -1.587 -3.351 -1.381 HB2 PRO 48 0EF HB31 H21 H 0 0 N N N 75.377 67.916 57.838 -0.161 -3.664 -2.424 HB3 PRO 49 0EF HG2 H22 H 0 1 N N N 72.959 66.591 58.545 -0.330 -3.724 0.642 HG2 PRO 50 0EF HG3 H23 H 0 1 N N N 73.052 68.145 57.660 0.445 -4.913 -0.457 HG3 PRO 51 0EF HD2 H24 H 0 1 N N N 72.296 67.141 55.733 2.255 -3.418 -0.991 HD2 PRO 52 0EF HD3 H25 H 0 1 N N N 72.036 65.647 56.661 1.986 -3.040 0.738 HD3 PRO 53 0EF H1 H27 H 0 1 N N N 76.784 67.363 54.750 -2.628 -1.352 -2.066 H APE 54 0EF HA2 H29 H 0 1 N N N 79.494 65.140 54.865 -3.048 0.496 0.211 HA APE 55 0EF HB22 H30 H 0 0 N N N 78.498 65.595 52.768 -3.544 1.340 -2.103 HB2 APE 56 0EF HB32 H31 H 0 0 N N N 77.695 67.120 53.399 -4.769 0.059 -2.270 HB3 APE 57 0EF HD1 H32 H 0 1 N N N 81.022 67.530 54.140 -3.887 3.194 -0.573 HD1 APE 58 0EF HD21 H33 H 0 0 N N N 78.271 67.261 50.872 -6.824 0.129 -0.984 HD2 APE 59 0EF HE1 H34 H 0 1 N N N 82.458 68.997 52.747 -5.526 4.608 0.600 HE1 APE 60 0EF HE2 H35 H 0 1 N N N 79.735 68.651 49.454 -8.463 1.543 0.190 HE2 APE 61 0EF HZ H36 H 0 1 N N N 81.884 69.482 50.405 -7.813 3.780 0.986 HZ APE 62 0EF HN H37 H 0 1 N N N 79.475 67.838 55.946 -5.063 -1.575 -0.444 HN APE 63 0EF HXT H38 H 0 1 N Y N 81.824 66.178 58.097 -5.184 -2.207 2.978 HXT APE 64 # # 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 0EF O1 C DOUB N N 1 0EF C O2 SING N N 2 0EF O2 CT SING N N 3 0EF CT C1 SING N N 4 0EF CT C2 SING N N 5 0EF CT C3 SING N N 6 0EF C1 H11 SING N N 7 0EF C1 H12 SING N N 8 0EF C1 H13 SING N N 9 0EF C2 H21 SING N N 10 0EF C2 H22 SING N N 11 0EF C2 H23 SING N N 12 0EF C3 H31 SING N N 13 0EF C3 H32 SING N N 14 0EF C3 H33 SING N N 15 0EF N CA SING N N 16 0EF N H SING N N 17 0EF CA C4 SING N N 18 0EF CA CB SING N N 19 0EF CA HA SING N N 20 0EF C4 O DOUB N N 21 0EF CB HB1 SING N N 22 0EF CB HB2 SING N N 23 0EF CB HB3 SING N N 24 0EF N1 CA1 SING N N 25 0EF N1 CD SING N N 26 0EF CA1 C5 SING N N 27 0EF CA1 CB1 SING N N 28 0EF CA1 HA1 SING N N 29 0EF C5 O3 DOUB N N 30 0EF CB1 CG SING N N 31 0EF CB1 HB21 SING N N 32 0EF CB1 HB31 SING N N 33 0EF CG CD SING N N 34 0EF CG HG2 SING N N 35 0EF CG HG3 SING N N 36 0EF CD HD2 SING N N 37 0EF CD HD3 SING N N 38 0EF N2 CA2 SING N N 39 0EF N2 H1 SING N N 40 0EF CA2 CB2 SING N N 41 0EF CA2 NHO SING N N 42 0EF CA2 HA2 SING N N 43 0EF CB2 CG1 SING N N 44 0EF CB2 HB22 SING N N 45 0EF CB2 HB32 SING N N 46 0EF CG1 CD1 DOUB Y N 47 0EF CG1 CD2 SING Y N 48 0EF CD1 CE1 SING Y N 49 0EF CD1 HD1 SING N N 50 0EF CD2 CE2 DOUB Y N 51 0EF CD2 HD21 SING N N 52 0EF CE1 CZ DOUB Y N 53 0EF CE1 HE1 SING N N 54 0EF CE2 CZ SING Y N 55 0EF CE2 HE2 SING N N 56 0EF CZ HZ SING N N 57 0EF NHO C6 SING N N 58 0EF NHO HN SING N N 59 0EF C6 O4 DOUB N N 60 0EF C6 OXT SING N N 61 0EF OXT HXT SING N N 62 0EF C N SING N N 63 0EF C4 N1 SING N N 64 0EF C5 N2 SING N N 65 # # 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 0EF SMILES ACDLabs 12.01 "O=C(NC(NC(=O)O)Cc1ccccc1)C2N(C(=O)C(NC(=O)OC(C)(C)C)C)CCC2" 0EF SMILES_CANONICAL CACTVS 3.370 "C[C@H](NC(=O)OC(C)(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc2ccccc2)NC(O)=O" 0EF SMILES CACTVS 3.370 "C[CH](NC(=O)OC(C)(C)C)C(=O)N1CCC[CH]1C(=O)N[CH](Cc2ccccc2)NC(O)=O" 0EF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc2ccccc2)NC(=O)O)NC(=O)OC(C)(C)C" 0EF SMILES "OpenEye OEToolkits" 1.7.0 "CC(C(=O)N1CCCC1C(=O)NC(Cc2ccccc2)NC(=O)O)NC(=O)OC(C)(C)C" 0EF InChI InChI 1.03 "InChI=1S/C22H32N4O6/c1-14(23-21(31)32-22(2,3)4)19(28)26-12-8-11-16(26)18(27)24-17(25-20(29)30)13-15-9-6-5-7-10-15/h5-7,9-10,14,16-17,25H,8,11-13H2,1-4H3,(H,23,31)(H,24,27)(H,29,30)/t14-,16-,17+/m0/s1" 0EF InChIKey InChI 1.03 YLCJIHHAPKJGHH-BHYGNILZSA-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 0EF "SYSTEMATIC NAME" ACDLabs 12.01 "N-(tert-butoxycarbonyl)-L-alanyl-N-[(1R)-1-(carboxyamino)-2-phenylethyl]-L-prolinamide" 0EF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(1R)-1-[[(2S)-1-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]pyrrolidin-2-yl]carbonylamino]-2-phenyl-ethyl]carbamic 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 0EF "Create component" 2008-10-27 RCSB 0EF "Modify aromatic_flag" 2011-06-04 RCSB 0EF "Modify descriptor" 2011-06-04 RCSB 0EF "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 0EF _pdbx_chem_comp_synonyms.name "N-(TERT-BUTOXYCARBONYL-ALANYL-PROLYL-PHENYLALANYL)-O-BENZOYL HYDROXYLAMINE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##