data_3UH # _chem_comp.id 3UH _chem_comp.name "({3-[(3-nitrobenzyl)carbamoyl]biphenyl-4-yl}oxy)acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H18 N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-04 _chem_comp.pdbx_modified_date 2015-11-13 _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 406.388 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3UH _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 4RPQ _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 3UH O1 O1 O 0 1 N N N 65.261 -7.859 41.139 -3.402 -1.687 0.099 O1 3UH 1 3UH C2 C2 C 0 1 N N N 64.785 -7.078 42.239 -4.809 -1.853 0.282 C2 3UH 2 3UH C3 C3 C 0 1 N N N 63.550 -6.334 41.834 -5.145 -3.322 0.283 C3 3UH 3 3UH O4 O4 O 0 1 N N N 63.319 -6.211 40.528 -4.269 -4.142 0.141 O4 3UH 4 3UH O6 O6 O 0 1 N N N 62.831 -5.865 42.700 -6.417 -3.720 0.441 O6 3UH 5 3UH C9 C9 C 0 1 Y N N 64.590 -9.039 40.859 -2.930 -0.415 0.074 C9 3UH 6 3UH C10 C10 C 0 1 Y N N 64.711 -9.572 39.576 -1.560 -0.178 -0.108 C10 3UH 7 3UH C11 C11 C 0 1 N N N 65.474 -8.806 38.531 -0.628 -1.310 -0.273 C11 3UH 8 3UH N12 N12 N 0 1 N N N 65.290 -7.462 38.491 0.688 -1.079 -0.448 N12 3UH 9 3UH C14 C14 C 0 1 N N N 65.983 -6.650 37.501 1.614 -2.203 -0.611 C14 3UH 10 3UH C15 C15 C 0 1 Y N N 65.029 -6.098 36.425 3.015 -1.678 -0.789 C15 3UH 11 3UH C16 C16 C 0 1 Y N N 65.548 -5.197 35.496 3.822 -1.475 0.315 C16 3UH 12 3UH C17 C17 C 0 1 Y N N 64.764 -4.633 34.484 5.107 -0.993 0.153 C17 3UH 13 3UH N18 N18 N 1 1 N N N 65.333 -3.751 33.603 5.971 -0.775 1.335 N18 3UH 14 3UH O19 O19 O -1 1 N N N 66.545 -3.617 33.615 5.549 -1.020 2.451 O19 3UH 15 3UH O20 O20 O 0 1 N N N 64.612 -3.130 32.845 7.103 -0.350 1.192 O20 3UH 16 3UH C21 C21 C 0 1 Y N N 63.410 -5.003 34.414 5.586 -0.715 -1.113 C21 3UH 17 3UH C22 C22 C 0 1 Y N N 62.874 -5.914 35.338 4.780 -0.918 -2.218 C22 3UH 18 3UH C23 C23 C 0 1 Y N N 63.681 -6.463 36.339 3.496 -1.405 -2.056 C23 3UH 19 3UH O30 O30 O 0 1 N N N 66.136 -9.428 37.710 -1.047 -2.451 -0.251 O30 3UH 20 3UH C31 C31 C 0 1 Y N N 64.089 -10.769 39.255 -1.082 1.132 -0.133 C31 3UH 21 3UH C33 C33 C 0 1 Y N N 63.350 -11.452 40.215 -1.967 2.193 0.023 C33 3UH 22 3UH C34 C34 C 0 1 Y N N 62.673 -12.720 39.852 -1.462 3.588 -0.004 C34 3UH 23 3UH C35 C35 C 0 1 Y N N 63.228 -13.604 38.914 -0.104 3.837 -0.190 C35 3UH 24 3UH C36 C36 C 0 1 Y N N 62.547 -14.779 38.580 0.359 5.137 -0.214 C36 3UH 25 3UH C38 C38 C 0 1 Y N N 61.322 -15.079 39.184 -0.522 6.191 -0.054 C38 3UH 26 3UH C39 C39 C 0 1 Y N N 60.768 -14.200 40.119 -1.872 5.949 0.132 C39 3UH 27 3UH C40 C40 C 0 1 Y N N 61.448 -13.028 40.452 -2.346 4.654 0.152 C40 3UH 28 3UH C45 C45 C 0 1 Y N N 63.226 -10.912 41.499 -3.329 1.946 0.203 C45 3UH 29 3UH C47 C47 C 0 1 Y N N 63.844 -9.702 41.829 -3.804 0.652 0.223 C47 3UH 30 3UH H1 H1 H 0 1 N N N 64.551 -7.742 43.084 -5.107 -1.412 1.233 H1 3UH 31 3UH H2 H2 H 0 1 N N N 65.562 -6.360 42.541 -5.342 -1.359 -0.530 H2 3UH 32 3UH H3 H3 H 0 1 N N N 62.101 -5.411 42.295 -6.584 -4.672 0.434 H3 3UH 33 3UH H4 H4 H 0 1 N N N 64.674 -7.026 39.147 1.023 -0.169 -0.465 H4 3UH 34 3UH H5 H5 H 0 1 N N N 66.749 -7.268 37.011 1.573 -2.839 0.273 H5 3UH 35 3UH H6 H6 H 0 1 N N N 66.466 -5.804 38.013 1.329 -2.783 -1.489 H6 3UH 36 3UH H7 H7 H 0 1 N N N 66.591 -4.925 35.560 3.448 -1.692 1.305 H7 3UH 37 3UH H8 H8 H 0 1 N N N 62.778 -4.584 33.645 6.590 -0.338 -1.240 H8 3UH 38 3UH H9 H9 H 0 1 N N N 61.832 -6.192 35.275 5.154 -0.701 -3.207 H9 3UH 39 3UH H10 H10 H 0 1 N N N 63.265 -7.167 37.044 2.866 -1.564 -2.918 H10 3UH 40 3UH H11 H11 H 0 1 N N N 64.179 -11.172 38.257 -0.028 1.321 -0.272 H11 3UH 41 3UH H12 H12 H 0 1 N N N 64.178 -13.378 38.452 0.585 3.015 -0.315 H12 3UH 42 3UH H13 H13 H 0 1 N N N 62.969 -15.457 37.853 1.411 5.332 -0.358 H13 3UH 43 3UH H14 H14 H 0 1 N N N 60.803 -15.991 38.928 -0.155 7.207 -0.074 H14 3UH 44 3UH H15 H15 H 0 1 N N N 59.819 -14.427 40.581 -2.555 6.776 0.257 H15 3UH 45 3UH H16 H16 H 0 1 N N N 61.024 -12.352 41.180 -3.401 4.466 0.292 H16 3UH 46 3UH H17 H17 H 0 1 N N N 62.646 -11.436 42.244 -4.013 2.773 0.324 H17 3UH 47 3UH H18 H18 H 0 1 N N N 63.744 -9.288 42.822 -4.860 0.469 0.359 H18 3UH 48 # 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 3UH O20 N18 DOUB N N 1 3UH N18 O19 SING N N 2 3UH N18 C17 SING N N 3 3UH C21 C17 DOUB Y N 4 3UH C21 C22 SING Y N 5 3UH C17 C16 SING Y N 6 3UH C22 C23 DOUB Y N 7 3UH C16 C15 DOUB Y N 8 3UH C23 C15 SING Y N 9 3UH C15 C14 SING N N 10 3UH C14 N12 SING N N 11 3UH O30 C11 DOUB N N 12 3UH N12 C11 SING N N 13 3UH C11 C10 SING N N 14 3UH C36 C35 DOUB Y N 15 3UH C36 C38 SING Y N 16 3UH C35 C34 SING Y N 17 3UH C38 C39 DOUB Y N 18 3UH C31 C10 DOUB Y N 19 3UH C31 C33 SING Y N 20 3UH C10 C9 SING Y N 21 3UH C34 C33 SING N N 22 3UH C34 C40 DOUB Y N 23 3UH C39 C40 SING Y N 24 3UH C33 C45 DOUB Y N 25 3UH O4 C3 DOUB N N 26 3UH C9 O1 SING N N 27 3UH C9 C47 DOUB Y N 28 3UH O1 C2 SING N N 29 3UH C45 C47 SING Y N 30 3UH C3 C2 SING N N 31 3UH C3 O6 SING N N 32 3UH C2 H1 SING N N 33 3UH C2 H2 SING N N 34 3UH O6 H3 SING N N 35 3UH N12 H4 SING N N 36 3UH C14 H5 SING N N 37 3UH C14 H6 SING N N 38 3UH C16 H7 SING N N 39 3UH C21 H8 SING N N 40 3UH C22 H9 SING N N 41 3UH C23 H10 SING N N 42 3UH C31 H11 SING N N 43 3UH C35 H12 SING N N 44 3UH C36 H13 SING N N 45 3UH C38 H14 SING N N 46 3UH C39 H15 SING N N 47 3UH C40 H16 SING N N 48 3UH C45 H17 SING N N 49 3UH C47 H18 SING N N 50 # 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 3UH SMILES ACDLabs 12.01 "[O-][N+](=O)c1cccc(c1)CNC(=O)c2cc(ccc2OCC(=O)O)c3ccccc3" 3UH InChI InChI 1.03 "InChI=1S/C22H18N2O6/c25-21(26)14-30-20-10-9-17(16-6-2-1-3-7-16)12-19(20)22(27)23-13-15-5-4-8-18(11-15)24(28)29/h1-12H,13-14H2,(H,23,27)(H,25,26)" 3UH InChIKey InChI 1.03 YDJQSGAIAXGWHG-UHFFFAOYSA-N 3UH SMILES_CANONICAL CACTVS 3.385 "OC(=O)COc1ccc(cc1C(=O)NCc2cccc(c2)[N+]([O-])=O)c3ccccc3" 3UH SMILES CACTVS 3.385 "OC(=O)COc1ccc(cc1C(=O)NCc2cccc(c2)[N+]([O-])=O)c3ccccc3" 3UH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)c2ccc(c(c2)C(=O)NCc3cccc(c3)[N+](=O)[O-])OCC(=O)O" 3UH SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)c2ccc(c(c2)C(=O)NCc3cccc(c3)[N+](=O)[O-])OCC(=O)O" # 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 3UH "SYSTEMATIC NAME" ACDLabs 12.01 "({3-[(3-nitrobenzyl)carbamoyl]biphenyl-4-yl}oxy)acetic acid" 3UH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[2-[(3-nitrophenyl)methylcarbamoyl]-4-phenyl-phenoxy]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 3UH "Create component" 2014-11-04 RCSB 3UH "Initial release" 2015-11-18 RCSB #