data_O58 # _chem_comp.id O58 _chem_comp.name "{4-[(N-{3-[5-chloro-2-(1H-tetrazol-1-yl)phenyl]propanoyl}-L-phenylalanyl)amino]phenyl}acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H25 Cl N6 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-08 _chem_comp.pdbx_modified_date 2012-04-06 _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 532.978 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O58 _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 3SOR _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 O58 C1 C1 C 0 1 Y N N -5.741 -12.753 12.775 6.191 1.609 1.368 C1 O58 1 O58 C2 C2 C 0 1 Y N N -6.328 -11.486 12.645 6.622 2.703 0.643 C2 O58 2 O58 C3 C3 C 0 1 Y N N -7.660 -11.377 12.245 6.035 3.003 -0.573 C3 O58 3 O58 C4 C4 C 0 1 Y N N -8.394 -12.527 11.947 5.016 2.208 -1.067 C4 O58 4 O58 C5 C5 C 0 1 Y N N -7.822 -13.808 12.067 4.582 1.113 -0.346 C5 O58 5 O58 C6 C6 C 0 1 Y N N -6.472 -13.943 12.494 5.173 0.807 0.872 C6 O58 6 O58 N7 N7 N 0 1 Y N N -5.833 -15.243 12.593 4.734 -0.305 1.607 N7 O58 7 O58 C8 C8 C 0 1 Y N N -4.620 -15.654 12.081 5.132 -0.681 2.841 C8 O58 8 O58 N9 N9 N 0 1 Y N N -4.405 -16.918 12.368 4.473 -1.769 3.147 N9 O58 9 O58 N10 N10 N 0 1 Y N N -5.505 -17.331 13.052 3.687 -2.106 2.189 N10 O58 10 O58 N11 N11 N 0 1 Y N N -6.369 -16.343 13.179 3.782 -1.263 1.217 N11 O58 11 O58 CL12 CL12 CL 0 0 N N N -8.422 -9.840 12.067 6.578 4.379 -1.482 CL12 O58 12 O58 C13 C13 C 0 1 N N N -8.749 -14.937 11.711 3.471 0.248 -0.884 C13 O58 13 O58 C14 C14 C 0 1 N N N -9.444 -15.474 12.950 2.167 0.581 -0.156 C14 O58 14 O58 C15 C15 C 0 1 N N N -10.529 -16.449 12.582 1.039 -0.218 -0.756 C15 O58 15 O58 N16 N16 N 0 1 N N N -10.279 -17.312 11.528 -0.182 -0.191 -0.187 N16 O58 16 O58 O17 O17 O 0 1 N N N -11.580 -16.460 13.192 1.230 -0.885 -1.751 O17 O58 17 O58 C18 C18 C 0 1 N N S -11.339 -18.265 11.143 -1.251 -1.050 -0.705 C18 O58 18 O58 C19 C19 C 0 1 N N N -11.142 -19.532 11.990 -2.585 -0.395 -0.458 C19 O58 19 O58 O20 O20 O 0 1 N N N -10.120 -20.213 11.849 -2.639 0.682 0.096 O20 O58 20 O58 N21 N21 N 0 1 N N N -12.226 -19.735 12.827 -3.719 -1.007 -0.853 N21 O58 21 O58 C22 C22 C 0 1 Y N N -12.531 -20.742 13.771 -4.951 -0.357 -0.712 C22 O58 22 O58 C23 C23 C 0 1 Y N N -13.821 -20.909 14.263 -6.093 -1.089 -0.412 C23 O58 23 O58 C24 C24 C 0 1 Y N N -14.121 -21.898 15.212 -7.307 -0.444 -0.274 C24 O58 24 O58 C25 C25 C 0 1 Y N N -13.126 -22.759 15.673 -7.385 0.927 -0.432 C25 O58 25 O58 C26 C26 C 0 1 Y N N -11.824 -22.596 15.179 -6.250 1.658 -0.731 C26 O58 26 O58 C27 C27 C 0 1 Y N N -11.522 -21.596 14.236 -5.032 1.020 -0.865 C27 O58 27 O58 C28 C28 C 0 1 N N N -11.385 -18.690 9.657 -1.207 -2.404 0.006 C28 O58 28 O58 C29 C29 C 0 1 Y N N -12.480 -19.691 9.322 0.061 -3.127 -0.368 C29 O58 29 O58 C30 C30 C 0 1 Y N N -13.805 -19.527 9.775 1.166 -3.057 0.459 C30 O58 30 O58 C31 C31 C 0 1 Y N N -14.796 -20.467 9.455 2.330 -3.720 0.115 C31 O58 31 O58 C32 C32 C 0 1 Y N N -14.487 -21.574 8.660 2.387 -4.454 -1.055 C32 O58 32 O58 C33 C33 C 0 1 Y N N -13.184 -21.755 8.198 1.281 -4.524 -1.881 C33 O58 33 O58 C34 C34 C 0 1 Y N N -12.193 -20.815 8.533 0.116 -3.866 -1.535 C34 O58 34 O58 C35 C35 C 0 1 N N N -13.456 -23.827 16.690 -8.711 1.627 -0.280 C35 O58 35 O58 C36 C36 C 0 1 N N N -12.989 -25.222 16.358 -8.902 2.035 1.158 C36 O58 36 O58 O37 O37 O 0 1 N N N -12.058 -25.637 17.250 -10.020 2.678 1.531 O37 O58 37 O58 O38 O38 O 0 1 N N N -13.344 -25.952 15.450 -8.048 1.784 1.975 O38 O58 38 O58 H1 H1 H 0 1 N N N -4.712 -12.828 13.095 6.649 1.376 2.318 H1 O58 39 O58 H2 H2 H 0 1 N N N -5.751 -10.597 12.854 7.417 3.326 1.026 H2 O58 40 O58 H4 H4 H 0 1 N N N -9.419 -12.432 11.619 4.559 2.444 -2.017 H4 O58 41 O58 H8 H8 H 0 1 N N N -3.942 -15.025 11.523 5.858 -0.177 3.461 H8 O58 42 O58 H13 H13 H 0 1 N N N -9.508 -14.569 11.005 3.350 0.434 -1.951 H13 O58 43 O58 H13A H13A H 0 0 N N N -8.167 -15.747 11.247 3.719 -0.802 -0.724 H13A O58 44 O58 H14 H14 H 0 1 N N N -8.703 -15.986 13.581 2.267 0.332 0.900 H14 O58 45 O58 H14A H14A H 0 0 N N N -9.891 -14.634 13.501 1.955 1.645 -0.260 H14A O58 46 O58 HN16 HN16 H 0 0 N N N -9.406 -17.290 11.042 -0.354 0.396 0.565 HN16 O58 47 O58 H18 H18 H 0 1 N N N -12.288 -17.737 11.316 -1.111 -1.197 -1.776 H18 O58 48 O58 HN21 HN21 H 0 0 N N N -12.932 -19.031 12.748 -3.682 -1.898 -1.235 HN21 O58 49 O58 H23 H23 H 0 1 N N N -14.610 -20.263 13.907 -6.032 -2.160 -0.289 H23 O58 50 O58 H24 H24 H 0 1 N N N -15.129 -21.993 15.588 -8.195 -1.012 -0.041 H24 O58 51 O58 H26 H26 H 0 1 N N N -11.039 -23.250 15.529 -6.315 2.729 -0.855 H26 O58 52 O58 H27 H27 H 0 1 N N N -10.512 -21.487 13.870 -4.145 1.592 -1.093 H27 O58 53 O58 H28 H28 H 0 1 N N N -11.558 -17.787 9.053 -1.232 -2.248 1.085 H28 O58 54 O58 H28A H28A H 0 0 N N N -10.418 -19.152 9.409 -2.068 -3.000 -0.295 H28A O58 55 O58 H30 H30 H 0 1 N N N -14.060 -18.667 10.376 1.122 -2.483 1.373 H30 O58 56 O58 H31 H31 H 0 1 N N N -15.802 -20.335 9.825 3.194 -3.665 0.761 H31 O58 57 O58 H32 H32 H 0 1 N N N -15.256 -22.288 8.404 3.296 -4.972 -1.323 H32 O58 58 O58 H33 H33 H 0 1 N N N -12.937 -22.611 7.587 1.327 -5.097 -2.796 H33 O58 59 O58 H34 H34 H 0 1 N N N -11.185 -20.962 8.174 -0.748 -3.921 -2.181 H34 O58 60 O58 H35 H35 H 0 1 N N N -12.977 -23.537 17.637 -8.730 2.513 -0.915 H35 O58 61 O58 H35A H35A H 0 0 N N N -14.551 -23.862 16.786 -9.514 0.951 -0.576 H35A O58 62 O58 HO37 HO37 H 0 0 N N N -11.780 -26.519 17.031 -10.097 2.919 2.464 HO37 O58 63 # 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 O58 C6 C1 DOUB Y N 1 O58 C2 C1 SING Y N 2 O58 C1 H1 SING N N 3 O58 C3 C2 DOUB Y N 4 O58 C2 H2 SING N N 5 O58 C4 C3 SING Y N 6 O58 CL12 C3 SING N N 7 O58 C4 C5 DOUB Y N 8 O58 C4 H4 SING N N 9 O58 C13 C5 SING N N 10 O58 C5 C6 SING Y N 11 O58 C6 N7 SING N N 12 O58 C8 N7 SING Y N 13 O58 N7 N11 SING Y N 14 O58 C8 N9 DOUB Y N 15 O58 C8 H8 SING N N 16 O58 N9 N10 SING Y N 17 O58 N10 N11 DOUB Y N 18 O58 C13 C14 SING N N 19 O58 C13 H13 SING N N 20 O58 C13 H13A SING N N 21 O58 C15 C14 SING N N 22 O58 C14 H14 SING N N 23 O58 C14 H14A SING N N 24 O58 N16 C15 SING N N 25 O58 C15 O17 DOUB N N 26 O58 C18 N16 SING N N 27 O58 N16 HN16 SING N N 28 O58 C28 C18 SING N N 29 O58 C18 C19 SING N N 30 O58 C18 H18 SING N N 31 O58 O20 C19 DOUB N N 32 O58 C19 N21 SING N N 33 O58 N21 C22 SING N N 34 O58 N21 HN21 SING N N 35 O58 C22 C27 DOUB Y N 36 O58 C22 C23 SING Y N 37 O58 C23 C24 DOUB Y N 38 O58 C23 H23 SING N N 39 O58 C24 C25 SING Y N 40 O58 C24 H24 SING N N 41 O58 C26 C25 DOUB Y N 42 O58 C25 C35 SING N N 43 O58 C27 C26 SING Y N 44 O58 C26 H26 SING N N 45 O58 C27 H27 SING N N 46 O58 C29 C28 SING N N 47 O58 C28 H28 SING N N 48 O58 C28 H28A SING N N 49 O58 C34 C29 DOUB Y N 50 O58 C29 C30 SING Y N 51 O58 C31 C30 DOUB Y N 52 O58 C30 H30 SING N N 53 O58 C32 C31 SING Y N 54 O58 C31 H31 SING N N 55 O58 C33 C32 DOUB Y N 56 O58 C32 H32 SING N N 57 O58 C33 C34 SING Y N 58 O58 C33 H33 SING N N 59 O58 C34 H34 SING N N 60 O58 C36 C35 SING N N 61 O58 C35 H35 SING N N 62 O58 C35 H35A SING N N 63 O58 O38 C36 DOUB N N 64 O58 C36 O37 SING N N 65 O58 O37 HO37 SING N N 66 # 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 O58 SMILES ACDLabs 12.01 "O=C(O)Cc1ccc(cc1)NC(=O)C(NC(=O)CCc2cc(Cl)ccc2n3nnnc3)Cc4ccccc4" O58 InChI InChI 1.03 "InChI=1S/C27H25ClN6O4/c28-21-9-12-24(34-17-29-32-33-34)20(16-21)8-13-25(35)31-23(14-18-4-2-1-3-5-18)27(38)30-22-10-6-19(7-11-22)15-26(36)37/h1-7,9-12,16-17,23H,8,13-15H2,(H,30,38)(H,31,35)(H,36,37)/t23-/m0/s1" O58 InChIKey InChI 1.03 WNOHYEPACJOGFG-QHCPKHFHSA-N O58 SMILES_CANONICAL CACTVS 3.370 "OC(=O)Cc1ccc(NC(=O)[C@H](Cc2ccccc2)NC(=O)CCc3cc(Cl)ccc3n4cnnn4)cc1" O58 SMILES CACTVS 3.370 "OC(=O)Cc1ccc(NC(=O)[CH](Cc2ccccc2)NC(=O)CCc3cc(Cl)ccc3n4cnnn4)cc1" O58 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)C[C@@H](C(=O)Nc2ccc(cc2)CC(=O)O)NC(=O)CCc3cc(ccc3n4cnnn4)Cl" O58 SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)CC(C(=O)Nc2ccc(cc2)CC(=O)O)NC(=O)CCc3cc(ccc3n4cnnn4)Cl" # 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 O58 "SYSTEMATIC NAME" ACDLabs 12.01 "{4-[(N-{3-[5-chloro-2-(1H-tetrazol-1-yl)phenyl]propanoyl}-L-phenylalanyl)amino]phenyl}acetic acid" O58 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "2-[4-[[(2S)-2-[3-[5-chloranyl-2-(1,2,3,4-tetrazol-1-yl)phenyl]propanoylamino]-3-phenyl-propanoyl]amino]phenyl]ethanoic 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 O58 "Create component" 2011-07-08 RCSB #