data_853 # _chem_comp.id 853 _chem_comp.name "5-[2-ACETYLAMINO-2-(1-BIPHENYL-4-YLMETHYL-2-OXO-AZEPAN-3-YLCARBAMOYL)-ETHYL]-2-CARBOXYMETHYL-BENZOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H35 N3 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms RU85053 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-06-20 _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 585.647 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 853 _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 1O48 _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 853 C1 C1 C 0 1 Y N N 19.018 25.265 19.565 -0.747 0.475 -1.856 C1 853 1 853 C2 C2 C 0 1 Y N N 17.652 24.909 19.389 0.091 1.369 -2.498 C2 853 2 853 C3 C3 C 0 1 Y N N 16.823 25.681 18.546 0.198 1.361 -3.877 C3 853 3 853 C4 C4 C 0 1 Y N N 17.412 26.752 17.784 -0.531 0.458 -4.623 C4 853 4 853 C5 C5 C 0 1 Y N N 18.834 27.058 17.851 -1.379 -0.447 -3.982 C5 853 5 853 C6 C6 C 0 1 Y N N 19.622 26.327 18.808 -1.479 -0.435 -2.589 C6 853 6 853 C10 C10 C 0 1 N N N 19.847 24.488 20.619 -0.857 0.492 -0.353 C10 853 7 853 C11 C11 C 0 1 N N S 19.600 25.083 22.015 -1.976 1.448 0.064 C11 853 8 853 C14 C14 C 0 1 N N N 20.303 24.251 23.076 -2.086 1.465 1.567 C14 853 9 853 N15 N15 N 0 1 N N N 19.608 23.224 23.530 -2.902 0.595 2.193 N15 853 10 853 O16 O16 O 0 1 N N N 21.434 24.543 23.461 -1.439 2.262 2.213 O16 853 11 853 N17 N17 N 0 1 N N N 20.037 26.498 22.020 -1.672 2.797 -0.418 N17 853 12 853 C18 C18 C 0 1 N N N 19.390 27.385 22.811 -0.545 3.419 -0.016 C18 853 13 853 O19 O19 O 0 1 N N N 18.410 27.078 23.499 0.216 2.861 0.744 O19 853 14 853 C20 C20 C 0 1 N N N 19.987 28.826 22.787 -0.232 4.807 -0.513 C20 853 15 853 C24 C24 C 0 1 N N S 20.291 22.244 24.359 -3.009 0.611 3.654 C24 853 16 853 C25 C25 C 0 1 N N N 21.362 21.421 23.530 -1.808 -0.084 4.260 C25 853 17 853 N26 N26 N 0 1 N N N 22.165 20.558 24.257 -1.432 -1.284 3.806 N26 853 18 853 O27 O27 O 0 1 N N N 21.463 21.568 22.302 -1.190 0.441 5.161 O27 853 19 853 C28 C28 C 0 1 N N N 22.018 20.279 25.693 -2.169 -1.932 2.709 C28 853 20 853 C29 C29 C 0 1 N N N 20.720 19.596 26.056 -3.522 -2.408 3.241 C29 853 21 853 C32 C32 C 0 1 N N N 23.179 19.683 23.582 -0.276 -1.956 4.403 C32 853 22 853 C33 C33 C 0 1 Y N N 22.556 18.303 23.322 0.974 -1.557 3.663 C33 853 23 853 C36 C36 C 0 1 N N N 19.564 20.578 26.204 -4.555 -1.300 3.159 C36 853 24 853 C39 C39 C 0 1 N N N 19.195 21.340 24.919 -4.276 -0.131 4.086 C39 853 25 853 C46 C46 C 0 1 Y N N 21.405 18.267 22.435 1.399 -2.302 2.577 C46 853 26 853 C47 C47 C 0 1 Y N N 20.722 17.059 22.268 2.541 -1.938 1.893 C47 853 27 853 C48 C48 C 0 1 Y N N 21.276 15.876 22.891 3.272 -0.825 2.303 C48 853 28 853 C49 C49 C 0 1 Y N N 22.461 15.886 23.732 2.841 -0.082 3.401 C49 853 29 853 C50 C50 C 0 1 Y N N 23.061 17.132 23.989 1.695 -0.451 4.075 C50 853 30 853 C55 C55 C 0 1 Y N N 20.567 14.584 22.579 4.503 -0.432 1.574 C55 853 31 853 C56 C56 C 0 1 Y N N 19.138 14.562 22.383 4.777 0.913 1.339 C56 853 32 853 C57 C57 C 0 1 Y N N 18.518 13.335 22.124 5.927 1.273 0.666 C57 853 33 853 C58 C58 C 0 1 Y N N 19.267 12.124 22.106 6.801 0.300 0.215 C58 853 34 853 C59 C59 C 0 1 Y N N 20.655 12.145 22.283 6.531 -1.037 0.441 C59 853 35 853 C60 C60 C 0 1 Y N N 21.334 13.378 22.464 5.387 -1.408 1.118 C60 853 36 853 C68 C68 C 0 1 N N N 19.524 27.982 16.864 -2.164 -1.416 -4.774 C68 853 37 853 O69 O69 O 0 1 N N N 20.009 29.155 17.275 -3.053 -2.222 -4.163 O69 853 38 853 O70 O70 O 0 1 N N N 19.616 27.668 15.709 -2.008 -1.486 -5.977 O70 853 39 853 C71 C71 C 0 1 N N N 16.475 27.487 16.822 -0.413 0.449 -6.125 C71 853 40 853 C72 C72 C 0 1 N N N 15.331 28.245 17.490 0.506 -0.664 -6.550 C72 853 41 853 O75 O75 O 0 1 N N N 14.558 28.806 16.562 0.762 -0.864 -7.853 O75 853 42 853 O76 O76 O 0 1 N N N 15.140 28.353 18.662 1.015 -1.379 -5.719 O76 853 43 853 H2 H2 H 0 1 N N N 17.233 24.030 19.908 0.665 2.078 -1.919 H2 853 44 853 H3 H3 H 0 1 N N N 15.745 25.453 18.484 0.854 2.062 -4.371 H3 853 45 853 H6 H6 H 0 1 N N N 20.684 26.579 18.960 -2.132 -1.133 -2.088 H6 853 46 853 H101 1H10 H 0 0 N N N 19.644 23.392 20.587 0.086 0.827 0.075 H101 853 47 853 H102 2H10 H 0 0 N N N 20.931 24.458 20.361 -1.083 -0.511 0.005 H102 853 48 853 H11 H11 H 0 1 N N N 18.512 25.057 22.260 -2.920 1.113 -0.364 H11 853 49 853 H15 H15 H 0 1 N N N 18.624 23.190 23.262 -3.419 -0.042 1.677 H15 853 50 853 H17 H17 H 0 1 N N N 20.805 26.872 21.463 -2.281 3.243 -1.026 H17 853 51 853 H201 1H20 H 0 0 N N N 19.453 29.556 23.438 0.711 5.142 -0.083 H201 853 52 853 H202 2H20 H 0 0 N N N 21.073 28.801 23.038 -0.153 4.794 -1.600 H202 853 53 853 H203 3H20 H 0 0 N N N 20.042 29.206 21.740 -1.029 5.488 -0.214 H203 853 54 853 H24 H24 H 0 1 N N N 20.867 22.736 25.177 -3.051 1.642 4.007 H24 853 55 853 H281 1H28 H 0 0 N N N 22.888 19.691 26.068 -1.600 -2.786 2.340 H281 853 56 853 H282 2H28 H 0 0 N N N 22.149 21.212 26.288 -2.324 -1.218 1.900 H282 853 57 853 H291 1H29 H 0 0 N N N 20.471 18.791 25.324 -3.409 -2.717 4.280 H291 853 58 853 H292 2H29 H 0 0 N N N 20.837 18.973 26.973 -3.861 -3.259 2.650 H292 853 59 853 H321 1H32 H 0 0 N N N 23.588 20.145 22.653 -0.409 -3.036 4.336 H321 853 60 853 H322 2H32 H 0 0 N N N 24.132 19.616 24.156 -0.187 -1.665 5.450 H322 853 61 853 H361 1H36 H 0 0 N N N 18.667 20.059 26.616 -5.532 -1.715 3.408 H361 853 62 853 H362 2H36 H 0 0 N N N 19.770 21.295 27.032 -4.589 -0.930 2.134 H362 853 63 853 H391 1H39 H 0 0 N N N 18.259 21.925 25.076 -4.145 -0.502 5.102 H391 853 64 853 H392 2H39 H 0 0 N N N 18.850 20.625 24.135 -5.121 0.556 4.062 H392 853 65 853 H46 H46 H 0 1 N N N 21.049 19.156 21.888 0.832 -3.165 2.260 H46 853 66 853 H47 H47 H 0 1 N N N 19.792 17.040 21.674 2.870 -2.518 1.043 H47 853 67 853 H49 H49 H 0 1 N N N 22.895 14.969 24.165 3.404 0.781 3.723 H49 853 68 853 H50 H50 H 0 1 N N N 23.906 17.189 24.695 1.361 0.123 4.925 H50 853 69 853 H56 H56 H 0 1 N N N 18.523 15.476 22.430 4.095 1.673 1.690 H56 853 70 853 H57 H57 H 0 1 N N N 17.431 13.322 21.932 6.143 2.316 0.487 H57 853 71 853 H58 H58 H 0 1 N N N 18.764 11.154 21.952 7.697 0.586 -0.314 H58 853 72 853 H59 H59 H 0 1 N N N 21.211 11.192 22.279 7.217 -1.792 0.087 H59 853 73 853 H60 H60 H 0 1 N N N 22.435 13.398 22.514 5.178 -2.452 1.295 H60 853 74 853 H69 H69 H 0 1 N N N 20.440 29.733 16.657 -3.567 -2.857 -4.681 H69 853 75 853 H711 1H71 H 0 0 N N N 17.058 28.172 16.164 -1.398 0.295 -6.566 H711 853 76 853 H712 2H71 H 0 0 N N N 16.074 26.779 16.058 -0.009 1.404 -6.463 H712 853 77 853 H75 H75 H 0 1 N N N 13.845 29.277 16.977 1.353 -1.579 -8.126 H75 853 78 # # 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 853 C1 C2 DOUB Y N 1 853 C1 C6 SING Y N 2 853 C1 C10 SING N N 3 853 C2 C3 SING Y N 4 853 C2 H2 SING N N 5 853 C3 C4 DOUB Y N 6 853 C3 H3 SING N N 7 853 C4 C5 SING Y N 8 853 C4 C71 SING N N 9 853 C5 C6 DOUB Y N 10 853 C5 C68 SING N N 11 853 C6 H6 SING N N 12 853 C10 C11 SING N N 13 853 C10 H101 SING N N 14 853 C10 H102 SING N N 15 853 C11 C14 SING N N 16 853 C11 N17 SING N N 17 853 C11 H11 SING N N 18 853 C14 N15 SING N N 19 853 C14 O16 DOUB N N 20 853 N15 C24 SING N N 21 853 N15 H15 SING N N 22 853 N17 C18 SING N N 23 853 N17 H17 SING N N 24 853 C18 O19 DOUB N N 25 853 C18 C20 SING N N 26 853 C20 H201 SING N N 27 853 C20 H202 SING N N 28 853 C20 H203 SING N N 29 853 C24 C25 SING N N 30 853 C24 C39 SING N N 31 853 C24 H24 SING N N 32 853 C25 N26 SING N N 33 853 C25 O27 DOUB N N 34 853 N26 C28 SING N N 35 853 N26 C32 SING N N 36 853 C28 C29 SING N N 37 853 C28 H281 SING N N 38 853 C28 H282 SING N N 39 853 C29 C36 SING N N 40 853 C29 H291 SING N N 41 853 C29 H292 SING N N 42 853 C32 C33 SING N N 43 853 C32 H321 SING N N 44 853 C32 H322 SING N N 45 853 C33 C46 SING Y N 46 853 C33 C50 DOUB Y N 47 853 C36 C39 SING N N 48 853 C36 H361 SING N N 49 853 C36 H362 SING N N 50 853 C39 H391 SING N N 51 853 C39 H392 SING N N 52 853 C46 C47 DOUB Y N 53 853 C46 H46 SING N N 54 853 C47 C48 SING Y N 55 853 C47 H47 SING N N 56 853 C48 C49 DOUB Y N 57 853 C48 C55 SING Y N 58 853 C49 C50 SING Y N 59 853 C49 H49 SING N N 60 853 C50 H50 SING N N 61 853 C55 C56 SING Y N 62 853 C55 C60 DOUB Y N 63 853 C56 C57 DOUB Y N 64 853 C56 H56 SING N N 65 853 C57 C58 SING Y N 66 853 C57 H57 SING N N 67 853 C58 C59 DOUB Y N 68 853 C58 H58 SING N N 69 853 C59 C60 SING Y N 70 853 C59 H59 SING N N 71 853 C60 H60 SING N N 72 853 C68 O69 SING N N 73 853 C68 O70 DOUB N N 74 853 O69 H69 SING N N 75 853 C71 C72 SING N N 76 853 C71 H711 SING N N 77 853 C71 H712 SING N N 78 853 C72 O75 SING N N 79 853 C72 O76 DOUB N N 80 853 O75 H75 SING N N 81 # # 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 853 SMILES ACDLabs 10.04 "O=C(O)c1cc(ccc1CC(=O)O)CC(NC(=O)C)C(=O)NC4C(=O)N(Cc3ccc(c2ccccc2)cc3)CCCC4" 853 SMILES_CANONICAL CACTVS 3.341 "CC(=O)N[C@@H](Cc1ccc(CC(O)=O)c(c1)C(O)=O)C(=O)N[C@H]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O" 853 SMILES CACTVS 3.341 "CC(=O)N[CH](Cc1ccc(CC(O)=O)c(c1)C(O)=O)C(=O)N[CH]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O" 853 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)N[C@@H](Cc1ccc(c(c1)C(=O)O)CC(=O)O)C(=O)N[C@H]2CCCCN(C2=O)Cc3ccc(cc3)c4ccccc4" 853 SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NC(Cc1ccc(c(c1)C(=O)O)CC(=O)O)C(=O)NC2CCCCN(C2=O)Cc3ccc(cc3)c4ccccc4" 853 InChI InChI 1.03 "InChI=1S/C33H35N3O7/c1-21(37)34-29(18-23-12-15-26(19-30(38)39)27(17-23)33(42)43)31(40)35-28-9-5-6-16-36(32(28)41)20-22-10-13-25(14-11-22)24-7-3-2-4-8-24/h2-4,7-8,10-15,17,28-29H,5-6,9,16,18-20H2,1H3,(H,34,37)(H,35,40)(H,38,39)(H,42,43)/t28-,29-/m0/s1" 853 InChIKey InChI 1.03 CEKLBQMULVLLTD-VMPREFPWSA-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 853 "SYSTEMATIC NAME" ACDLabs 10.04 "5-[(2S)-2-(acetylamino)-3-{[(3S)-1-(biphenyl-4-ylmethyl)-2-oxoazepan-3-yl]amino}-3-oxopropyl]-2-(carboxymethyl)benzoic acid" 853 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[(2S)-2-acetamido-3-oxo-3-[[(3S)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]amino]propyl]-2-(carboxymethyl)benzoic 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 853 "Create component" 2003-06-20 RCSB 853 "Modify aromatic_flag" 2011-06-04 RCSB 853 "Modify descriptor" 2011-06-04 RCSB 853 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 853 _pdbx_chem_comp_synonyms.name RU85053 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##