data_687 # _chem_comp.id 687 _chem_comp.name "N-ACETYL-N-[1-(1,1'-BIPHENYL-4-YLMETHYL)-2-OXOAZEPAN-3-YL]-3-FORMYL-O-PHOSPHONOTYROSINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H34 N3 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms RU84687 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-06-20 _chem_comp.pdbx_modified_date 2021-03-01 _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 607.591 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 687 _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 1O45 _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 687 O76 O76 O 0 1 N N N 16.638 24.523 15.976 2.303 3.178 -3.890 O76 687 1 687 C1 C1 C 0 1 Y N N 19.227 26.755 19.096 -0.721 -0.409 -2.279 C1 687 2 687 C2 C2 C 0 1 Y N N 18.440 27.519 18.227 -1.064 -0.139 -3.588 C2 687 3 687 C3 C3 C 0 1 Y N N 17.210 26.993 17.708 -0.377 0.832 -4.301 C3 687 4 687 C4 C4 C 0 1 Y N N 16.805 25.691 18.068 0.667 1.538 -3.684 C4 687 5 687 C5 C5 C 0 1 Y N N 17.534 24.984 19.059 0.999 1.257 -2.353 C5 687 6 687 C6 C6 C 0 1 Y N N 18.749 25.495 19.550 0.309 0.285 -1.665 C6 687 7 687 P7 P7 P 0 1 N N N 15.660 29.019 17.587 -0.154 -0.121 -6.477 P7 687 8 687 O8 O8 O 0 1 N N N 14.483 29.294 16.645 -0.721 -1.394 -5.980 O8 687 9 687 O9 O9 O 0 1 N N N 16.564 30.336 17.619 -0.583 0.094 -8.014 O9 687 10 687 O10 O10 O 0 1 N N N 15.280 28.670 18.972 1.451 -0.170 -6.370 O10 687 11 687 C11 C11 C 0 1 N N N 19.618 24.705 20.516 0.672 -0.021 -0.235 C11 687 12 687 C12 C12 C 0 1 N N S 19.502 25.216 21.918 1.735 -1.121 -0.203 C12 687 13 687 C13 C13 C 0 1 N N N 20.333 24.385 22.880 2.099 -1.427 1.226 C13 687 14 687 N14 N14 N 0 1 N N N 19.690 23.294 23.382 3.100 -0.754 1.826 N14 687 15 687 N15 N15 N 0 1 N N N 19.985 26.580 21.919 1.208 -2.329 -0.842 N15 687 16 687 C16 C16 C 0 1 N N N 19.361 27.450 22.695 0.106 -2.927 -0.348 C16 687 17 687 C17 C17 C 0 1 N N N 19.824 28.911 22.401 -0.436 -4.169 -1.005 C17 687 18 687 O18 O18 O 0 1 N N N 18.541 27.152 23.561 -0.448 -2.465 0.626 O18 687 19 687 O19 O19 O 0 1 N N N 21.500 24.716 23.154 1.489 -2.280 1.837 O19 687 20 687 C20 C20 C 0 1 N N S 20.341 22.405 24.291 3.453 -1.052 3.217 C20 687 21 687 C21 C21 C 0 1 N N N 19.260 21.538 24.929 4.806 -0.419 3.551 C21 687 22 687 C22 C22 C 0 1 N N N 19.729 20.688 26.117 4.975 0.902 2.824 C22 687 23 687 C23 C23 C 0 1 N N N 20.843 19.653 26.028 4.020 1.985 3.292 C23 687 24 687 C24 C24 C 0 1 N N N 22.097 20.411 25.640 2.577 1.634 2.926 C24 687 25 687 N25 N25 N 0 1 N N N 22.213 20.725 24.202 2.010 0.796 3.995 N25 687 26 687 C26 C26 C 0 1 N N N 21.388 21.564 23.457 2.405 -0.472 4.143 C26 687 27 687 C27 C27 C 0 1 N N N 23.129 19.870 23.388 1.003 1.353 4.901 C27 687 28 687 C28 C28 C 0 1 Y N N 22.499 18.508 23.216 -0.371 1.117 4.330 C28 687 29 687 O29 O29 O 0 1 N N N 21.411 21.614 22.203 1.927 -1.155 5.024 O29 687 30 687 O30 O30 O 0 1 N N N 16.457 27.816 16.814 -0.714 1.098 -5.587 O30 687 31 687 C53 C53 C 0 1 Y N N 23.035 17.368 23.884 -0.942 2.060 3.495 C53 687 32 687 C54 C54 C 0 1 Y N N 22.461 16.093 23.657 -2.198 1.847 2.965 C54 687 33 687 C55 C55 C 0 1 Y N N 21.355 15.991 22.777 -2.896 0.683 3.282 C55 687 34 687 C56 C56 C 0 1 Y N N 20.782 17.136 22.192 -2.319 -0.261 4.128 C56 687 35 687 C57 C57 C 0 1 Y N N 21.328 18.427 22.395 -1.059 -0.039 4.647 C57 687 36 687 C62 C62 C 0 1 Y N N 20.742 14.679 22.505 -4.250 0.450 2.720 C62 687 37 687 C63 C63 C 0 1 Y N N 19.304 14.580 22.361 -4.619 -0.821 2.288 C63 687 38 687 C64 C64 C 0 1 Y N N 18.677 13.316 22.105 -5.881 -1.033 1.772 C64 687 39 687 C65 C65 C 0 1 Y N N 19.486 12.145 22.020 -6.775 0.016 1.672 C65 687 40 687 C66 C66 C 0 1 Y N N 20.888 12.241 22.158 -6.412 1.283 2.093 C66 687 41 687 C67 C67 C 0 1 Y N N 21.538 13.501 22.409 -5.155 1.505 2.616 C67 687 42 687 C75 C75 C 0 1 N N N 16.037 24.878 17.156 1.401 2.570 -4.427 C75 687 43 687 H1 H1 H 0 1 N N N 20.209 27.140 19.418 -1.259 -1.167 -1.728 H1 687 44 687 H2 H2 H 0 1 N N N 18.787 28.529 17.952 -1.868 -0.686 -4.058 H2 687 45 687 H5 H5 H 0 1 N N N 17.152 24.026 19.452 1.801 1.795 -1.871 H5 687 46 687 H9 H9 H 0 1 N N N 17.293 30.165 18.203 -0.229 -0.655 -8.511 H9 687 47 687 H10 H10 H 0 1 N N N 16.009 28.499 19.556 1.779 0.676 -6.703 H10 687 48 687 H111 1H11 H 0 0 N N N 19.394 23.614 20.462 -0.214 -0.358 0.300 H111 687 49 687 H112 2H11 H 0 0 N N N 20.680 24.682 20.179 1.065 0.877 0.240 H112 687 50 687 H12 H12 H 0 1 N N N 18.440 25.156 22.253 2.623 -0.784 -0.739 H12 687 51 687 H14 H14 H 0 1 N N N 18.727 23.143 23.079 3.587 -0.072 1.338 H14 687 52 687 H15 H15 H 0 1 N N N 20.769 26.930 21.369 1.652 -2.698 -1.622 H15 687 53 687 H171 1H17 H 0 0 N N N 19.297 29.644 23.055 -1.323 -4.506 -0.469 H171 687 54 687 H172 2H17 H 0 0 N N N 20.931 29.012 22.481 -0.698 -3.947 -2.040 H172 687 55 687 H173 3H17 H 0 0 N N N 19.705 29.167 21.322 0.321 -4.953 -0.983 H173 687 56 687 H20 H20 H 0 1 N N N 20.890 22.928 25.107 3.509 -2.132 3.357 H20 687 57 687 H211 1H21 H 0 0 N N N 18.387 22.166 25.225 5.604 -1.098 3.250 H211 687 58 687 H212 2H21 H 0 0 N N N 18.780 20.890 24.158 4.867 -0.249 4.626 H212 687 59 687 H221 1H22 H 0 0 N N N 19.998 21.391 26.939 4.818 0.736 1.759 H221 687 60 687 H222 2H22 H 0 0 N N N 18.830 20.170 26.526 5.997 1.252 2.972 H222 687 61 687 H231 1H23 H 0 0 N N N 20.960 19.047 26.957 4.291 2.929 2.821 H231 687 62 687 H232 2H23 H 0 0 N N N 20.607 18.806 25.342 4.100 2.090 4.374 H232 687 63 687 H241 1H24 H 0 0 N N N 22.188 21.342 26.246 2.561 1.087 1.984 H241 687 64 687 H242 2H24 H 0 0 N N N 23.002 19.862 25.989 1.992 2.549 2.830 H242 687 65 687 H271 1H27 H 0 0 N N N 23.397 20.341 22.413 1.170 2.424 5.015 H271 687 66 687 H272 2H27 H 0 0 N N N 24.155 19.813 23.820 1.080 0.868 5.873 H272 687 67 687 H53 H53 H 0 1 N N N 23.889 17.472 24.573 -0.400 2.962 3.250 H53 687 68 687 H54 H54 H 0 1 N N N 22.867 15.197 24.155 -2.641 2.582 2.310 H54 687 69 687 H56 H56 H 0 1 N N N 19.885 17.019 21.560 -2.855 -1.164 4.376 H56 687 70 687 H57 H57 H 0 1 N N N 20.867 19.319 21.939 -0.611 -0.771 5.303 H57 687 71 687 H63 H63 H 0 1 N N N 18.675 15.482 22.447 -3.921 -1.642 2.366 H63 687 72 687 H64 H64 H 0 1 N N N 17.584 13.245 21.974 -6.170 -2.020 1.442 H64 687 73 687 H65 H65 H 0 1 N N N 19.024 11.158 21.846 -7.760 -0.152 1.263 H65 687 74 687 H66 H66 H 0 1 N N N 21.484 11.317 22.068 -7.115 2.099 2.012 H66 687 75 687 H67 H67 H 0 1 N N N 22.633 13.563 22.526 -4.873 2.494 2.946 H67 687 76 687 H75 H75 H 0 1 N N N 15.008 24.533 17.357 1.138 2.787 -5.452 H75 687 77 # # 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 687 O76 C75 DOUB N N 1 687 C1 C2 SING Y N 2 687 C1 C6 DOUB Y N 3 687 C1 H1 SING N N 4 687 C2 C3 DOUB Y N 5 687 C2 H2 SING N N 6 687 C3 C4 SING Y N 7 687 C3 O30 SING N N 8 687 C4 C5 DOUB Y N 9 687 C4 C75 SING N N 10 687 C5 C6 SING Y N 11 687 C5 H5 SING N N 12 687 C6 C11 SING N N 13 687 P7 O8 DOUB N N 14 687 P7 O9 SING N N 15 687 P7 O10 SING N N 16 687 P7 O30 SING N N 17 687 O9 H9 SING N N 18 687 O10 H10 SING N N 19 687 C11 C12 SING N N 20 687 C11 H111 SING N N 21 687 C11 H112 SING N N 22 687 C12 C13 SING N N 23 687 C12 N15 SING N N 24 687 C12 H12 SING N N 25 687 C13 N14 SING N N 26 687 C13 O19 DOUB N N 27 687 N14 C20 SING N N 28 687 N14 H14 SING N N 29 687 N15 C16 SING N N 30 687 N15 H15 SING N N 31 687 C16 C17 SING N N 32 687 C16 O18 DOUB N N 33 687 C17 H171 SING N N 34 687 C17 H172 SING N N 35 687 C17 H173 SING N N 36 687 C20 C21 SING N N 37 687 C20 C26 SING N N 38 687 C20 H20 SING N N 39 687 C21 C22 SING N N 40 687 C21 H211 SING N N 41 687 C21 H212 SING N N 42 687 C22 C23 SING N N 43 687 C22 H221 SING N N 44 687 C22 H222 SING N N 45 687 C23 C24 SING N N 46 687 C23 H231 SING N N 47 687 C23 H232 SING N N 48 687 C24 N25 SING N N 49 687 C24 H241 SING N N 50 687 C24 H242 SING N N 51 687 N25 C26 SING N N 52 687 N25 C27 SING N N 53 687 C26 O29 DOUB N N 54 687 C27 C28 SING N N 55 687 C27 H271 SING N N 56 687 C27 H272 SING N N 57 687 C28 C53 SING Y N 58 687 C28 C57 DOUB Y N 59 687 C53 C54 DOUB Y N 60 687 C53 H53 SING N N 61 687 C54 C55 SING Y N 62 687 C54 H54 SING N N 63 687 C55 C56 DOUB Y N 64 687 C55 C62 SING Y N 65 687 C56 C57 SING Y N 66 687 C56 H56 SING N N 67 687 C57 H57 SING N N 68 687 C62 C63 SING Y N 69 687 C62 C67 DOUB Y N 70 687 C63 C64 DOUB Y N 71 687 C63 H63 SING N N 72 687 C64 C65 SING Y N 73 687 C64 H64 SING N N 74 687 C65 C66 DOUB Y N 75 687 C65 H65 SING N N 76 687 C66 C67 SING Y N 77 687 C66 H66 SING N N 78 687 C67 H67 SING N N 79 687 C75 H75 SING N N 80 # # 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 687 SMILES ACDLabs 10.04 "O=Cc1cc(ccc1OP(=O)(O)O)CC(NC(=O)C)C(=O)NC4C(=O)N(Cc3ccc(c2ccccc2)cc3)CCCC4" 687 SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@@H](Cc1ccc(O[P](O)(O)=O)c(C=O)c1)C(=O)N[C@H]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O" 687 SMILES CACTVS 3.341 "CC(=O)N[CH](Cc1ccc(O[P](O)(O)=O)c(C=O)c1)C(=O)N[CH]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O" 687 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)N[C@@H](Cc1ccc(c(c1)C=O)OP(=O)(O)O)C(=O)N[C@H]2CCCCN(C2=O)Cc3ccc(cc3)c4ccccc4" 687 SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NC(Cc1ccc(c(c1)C=O)OP(=O)(O)O)C(=O)NC2CCCCN(C2=O)Cc3ccc(cc3)c4ccccc4" 687 InChI InChI 1.03 "InChI=1S/C31H34N3O8P/c1-21(36)32-28(18-23-12-15-29(26(17-23)20-35)42-43(39,40)41)30(37)33-27-9-5-6-16-34(31(27)38)19-22-10-13-25(14-11-22)24-7-3-2-4-8-24/h2-4,7-8,10-15,17,20,27-28H,5-6,9,16,18-19H2,1H3,(H,32,36)(H,33,37)(H2,39,40,41)/t27-,28-/m0/s1" 687 InChIKey InChI 1.03 SAFPHFWYRLLBFO-NSOVKSMOSA-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 687 "SYSTEMATIC NAME" ACDLabs 10.04 "Nalpha-acetyl-N-[(3S)-1-(biphenyl-4-ylmethyl)-2-oxoazepan-3-yl]-3-formyl-O-phosphono-L-tyrosinamide" 687 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-[(2S)-2-acetamido-3-oxo-3-[[(3S)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]amino]propyl]-2-methanoyl-phenyl] dihydrogen phosphate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 687 "Create component" 2003-06-20 RCSB 687 "Modify aromatic_flag" 2011-06-04 RCSB 687 "Modify descriptor" 2011-06-04 RCSB 687 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 687 _pdbx_chem_comp_synonyms.name RU84687 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##