data_XIG # _chem_comp.id XIG _chem_comp.name ;5-{[(4'-methoxybiphenyl-4-yl)methyl][(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]carbamoyl}benzene-1,2,4-tricarboxylic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H29 N O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-12-01 _chem_comp.pdbx_modified_date 2011-06-04 _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 579.596 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XIG _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 2KP8 _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 XIG C1 C1 C 0 1 N N N 45.311 61.049 32.174 -9.243 -0.482 -0.639 C1 XIG 1 XIG O2 O2 O 0 1 N N N 44.834 59.713 32.090 -8.583 -1.573 0.007 O2 XIG 2 XIG C3 C3 C 0 1 Y N N 43.541 59.546 31.648 -7.249 -1.441 0.231 C3 XIG 3 XIG C4 C4 C 0 1 Y N N 43.219 58.332 31.012 -6.592 -0.282 -0.157 C4 XIG 4 XIG C5 C5 C 0 1 Y N N 41.926 58.112 30.499 -5.239 -0.145 0.070 C5 XIG 5 XIG C6 C6 C 0 1 Y N N 40.914 59.089 30.628 -4.531 -1.173 0.691 C6 XIG 6 XIG C7 C7 C 0 1 Y N N 41.232 60.291 31.296 -5.193 -2.336 1.080 C7 XIG 7 XIG C8 C8 C 0 1 Y N N 42.528 60.522 31.800 -6.548 -2.464 0.855 C8 XIG 8 XIG C9 C9 C 0 1 Y N N 39.572 58.861 30.054 -3.075 -1.030 0.936 C9 XIG 9 XIG C10 C10 C 0 1 Y N N 38.953 57.594 30.137 -2.365 -2.057 1.556 C10 XIG 10 XIG C11 C11 C 0 1 Y N N 37.699 57.361 29.543 -1.011 -1.918 1.782 C11 XIG 11 XIG C12 C12 C 0 1 Y N N 37.030 58.394 28.858 -0.357 -0.762 1.394 C12 XIG 12 XIG C13 C13 C 0 1 N N N 35.673 58.144 28.202 1.122 -0.617 1.643 C13 XIG 13 XIG N14 N14 N 0 1 N N N 34.549 58.808 28.881 1.864 -1.133 0.490 N14 XIG 14 XIG C15 C15 C 0 1 N N S 33.581 59.548 28.043 2.259 -2.543 0.445 C15 XIG 15 XIG C16 C16 C 0 1 N N N 34.106 60.946 27.633 1.690 -3.185 -0.818 C16 XIG 16 XIG C17 C17 C 0 1 N N N 34.742 60.998 26.238 2.290 -4.590 -0.958 C17 XIG 17 XIG C18 C18 C 0 1 N N N 33.791 60.455 25.167 3.769 -4.449 -1.309 C18 XIG 18 XIG C19 C19 C 0 1 Y N N 33.195 59.105 25.530 4.456 -3.517 -0.346 C19 XIG 19 XIG C20 C20 C 0 1 Y N N 32.763 58.249 24.495 5.842 -3.560 -0.280 C20 XIG 20 XIG C21 C21 C 0 1 Y N N 32.205 56.993 24.796 6.530 -2.728 0.579 C21 XIG 21 XIG C22 C22 C 0 1 Y N N 32.048 56.595 26.136 5.835 -1.844 1.382 C22 XIG 22 XIG C23 C23 C 0 1 Y N N 32.475 57.446 27.169 4.457 -1.801 1.320 C23 XIG 23 XIG C24 C24 C 0 1 Y N N 33.064 58.696 26.881 3.763 -2.638 0.456 C24 XIG 24 XIG C25 C25 C 0 1 N N N 34.356 58.610 30.204 2.184 -0.311 -0.529 C25 XIG 25 XIG O26 O26 O 0 1 N N N 34.774 57.620 30.806 2.871 -0.717 -1.445 O26 XIG 26 XIG C27 C27 C 0 1 Y N N 33.780 59.742 31.001 1.697 1.088 -0.532 C27 XIG 27 XIG C28 C28 C 0 1 Y N N 34.557 60.909 31.149 2.112 1.971 0.461 C28 XIG 28 XIG C29 C29 C 0 1 Y N N 34.171 61.953 32.015 1.655 3.286 0.458 C29 XIG 29 XIG C30 C30 C 0 1 N N N 35.069 63.154 32.100 2.095 4.225 1.514 C30 XIG 30 XIG O31 O31 O 0 1 N N N 36.303 62.958 32.116 3.409 4.430 1.728 O31 XIG 31 XIG O32 O32 O 0 1 N N N 34.588 64.302 32.024 1.272 4.811 2.188 O32 XIG 32 XIG C33 C33 C 0 1 Y N N 32.968 61.820 32.762 0.775 3.723 -0.549 C33 XIG 33 XIG C34 C34 C 0 1 Y N N 32.165 60.673 32.569 0.361 2.839 -1.542 C34 XIG 34 XIG C35 C35 C 0 1 Y N N 32.562 59.622 31.716 0.822 1.526 -1.542 C35 XIG 35 XIG C36 C36 C 0 1 N N N 31.702 58.397 31.636 0.386 0.588 -2.601 C36 XIG 36 XIG O37 O37 O 0 1 N N N 31.258 57.898 32.693 -0.359 1.035 -3.630 O37 XIG 37 XIG O38 O38 O 0 1 N N N 31.469 57.868 30.522 0.700 -0.583 -2.541 O38 XIG 38 XIG C39 C39 C 0 1 N N N 32.548 62.800 33.821 0.288 5.121 -0.551 C39 XIG 39 XIG O40 O40 O 0 1 N N N 31.341 63.107 33.903 0.741 5.923 0.240 O40 XIG 40 XIG O41 O41 O 0 1 N N N 33.370 63.165 34.686 -0.657 5.503 -1.432 O41 XIG 41 XIG C42 C42 C 0 1 Y N N 37.624 59.669 28.793 -1.056 0.260 0.777 C42 XIG 42 XIG C43 C43 C 0 1 Y N N 38.882 59.897 29.385 -2.410 0.130 0.542 C43 XIG 43 XIG H11 H11 H 0 1 N N N 37.246 56.383 29.613 -0.461 -2.713 2.263 H11 XIG 44 XIG H4 H4 H 0 1 N N N 43.971 57.562 30.917 -7.141 0.514 -0.638 H4 XIG 45 XIG H5 H5 H 0 1 N N N 41.705 57.181 29.999 -4.728 0.757 -0.233 H5 XIG 46 XIG H7 H7 H 0 1 N N N 40.470 61.046 31.423 -4.647 -3.134 1.561 H7 XIG 47 XIG H8 H8 H 0 1 N N N 42.749 61.450 32.306 -7.062 -3.364 1.160 H8 XIG 48 XIG H10 H10 H 0 1 N N N 39.449 56.793 30.664 -2.875 -2.959 1.860 H10 XIG 49 XIG H1 H1 H 0 1 N N N 45.273 61.515 31.178 -8.795 -0.315 -1.619 H1 XIG 50 XIG H1A H1A H 0 1 N N N 46.349 61.046 32.537 -10.300 -0.716 -0.758 H1A XIG 51 XIG H1B H1B H 0 1 N N N 44.680 61.620 32.871 -9.135 0.418 -0.033 H1B XIG 52 XIG H15 H15 H 0 1 N N N 32.695 59.756 28.661 1.861 -3.056 1.321 H15 XIG 53 XIG H20 H20 H 0 1 N N N 32.861 58.560 23.465 6.387 -4.251 -0.908 H20 XIG 54 XIG H21 H21 H 0 1 N N N 31.897 56.334 23.998 7.609 -2.768 0.624 H21 XIG 55 XIG H22 H22 H 0 1 N N N 31.601 55.640 26.370 6.368 -1.189 2.056 H22 XIG 56 XIG H23 H23 H 0 1 N N N 32.351 57.140 28.197 3.914 -1.109 1.947 H23 XIG 57 XIG H28 H28 H 0 1 N N N 35.472 61.006 30.584 2.787 1.636 1.234 H28 XIG 58 XIG H13 H13 H 0 1 N N N 35.719 58.524 27.171 1.364 0.436 1.789 H13 XIG 59 XIG H13A H13A H 0 0 N N N 35.485 57.060 28.213 1.397 -1.180 2.534 H13A XIG 60 XIG H34 H34 H 0 1 N N N 31.221 60.599 33.089 -0.315 3.174 -2.315 H34 XIG 61 XIG H42 H42 H 0 1 N N N 37.113 60.475 28.287 -0.541 1.160 0.476 H42 XIG 62 XIG H43 H43 H 0 1 N N N 39.326 60.880 29.327 -2.954 0.928 0.060 H43 XIG 63 XIG H16 H16 H 0 1 N N N 33.255 61.643 27.642 0.605 -3.255 -0.738 H16 XIG 64 XIG H16A H16A H 0 0 N N N 34.870 61.248 28.364 1.957 -2.584 -1.688 H16A XIG 65 XIG H17 H17 H 0 1 N N N 34.986 62.043 25.998 2.185 -5.129 -0.017 H17 XIG 66 XIG H17A H17A H 0 0 N N N 35.657 60.387 26.242 1.774 -5.131 -1.751 H17A XIG 67 XIG H18 H18 H 0 1 N N N 34.355 60.343 24.229 4.245 -5.429 -1.262 H18 XIG 68 XIG H18A H18A H 0 0 N N N 32.968 61.173 25.040 3.863 -4.054 -2.320 H18A XIG 69 XIG HO31 HO31 H 0 0 N N N 36.757 63.791 32.063 3.650 4.994 2.476 HO31 XIG 70 XIG HO37 HO37 H 0 0 N N N 30.760 57.115 32.489 -0.620 0.385 -4.298 HO37 XIG 71 XIG HO41 HO41 H 0 0 N N N 32.924 63.675 35.352 -0.943 6.426 -1.395 HO41 XIG 72 # 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 XIG H1A C1 SING N N 1 XIG O2 C1 SING N N 2 XIG C1 H1 SING N N 3 XIG C1 H1B SING N N 4 XIG C3 O2 SING N N 5 XIG C4 C3 DOUB Y N 6 XIG C3 C8 SING Y N 7 XIG C5 C4 SING Y N 8 XIG H4 C4 SING N N 9 XIG H5 C5 SING N N 10 XIG C5 C6 DOUB Y N 11 XIG C9 C6 SING Y N 12 XIG C6 C7 SING Y N 13 XIG C7 H7 SING N N 14 XIG C7 C8 DOUB Y N 15 XIG C8 H8 SING N N 16 XIG C43 C9 DOUB Y N 17 XIG C9 C10 SING Y N 18 XIG C11 C10 DOUB Y N 19 XIG C10 H10 SING N N 20 XIG C12 C11 SING Y N 21 XIG C11 H11 SING N N 22 XIG C13 C12 SING N N 23 XIG C42 C12 DOUB Y N 24 XIG H13 C13 SING N N 25 XIG H13A C13 SING N N 26 XIG C13 N14 SING N N 27 XIG C15 N14 SING N N 28 XIG N14 C25 SING N N 29 XIG C24 C15 SING N N 30 XIG C16 C15 SING N N 31 XIG C15 H15 SING N N 32 XIG C17 C16 SING N N 33 XIG H16 C16 SING N N 34 XIG C16 H16A SING N N 35 XIG C18 C17 SING N N 36 XIG H17 C17 SING N N 37 XIG H17A C17 SING N N 38 XIG H18A C18 SING N N 39 XIG H18 C18 SING N N 40 XIG C18 C19 SING N N 41 XIG C20 C19 DOUB Y N 42 XIG C19 C24 SING Y N 43 XIG H20 C20 SING N N 44 XIG C20 C21 SING Y N 45 XIG H21 C21 SING N N 46 XIG C21 C22 DOUB Y N 47 XIG C22 H22 SING N N 48 XIG C22 C23 SING Y N 49 XIG C24 C23 DOUB Y N 50 XIG C23 H23 SING N N 51 XIG C25 O26 DOUB N N 52 XIG C25 C27 SING N N 53 XIG C27 C28 DOUB Y N 54 XIG C27 C35 SING Y N 55 XIG H28 C28 SING N N 56 XIG C28 C29 SING Y N 57 XIG C29 C30 SING N N 58 XIG C29 C33 DOUB Y N 59 XIG O32 C30 DOUB N N 60 XIG C30 O31 SING N N 61 XIG O31 HO31 SING N N 62 XIG C34 C33 SING Y N 63 XIG C33 C39 SING N N 64 XIG C35 C34 DOUB Y N 65 XIG C34 H34 SING N N 66 XIG C36 C35 SING N N 67 XIG O38 C36 DOUB N N 68 XIG C36 O37 SING N N 69 XIG O37 HO37 SING N N 70 XIG C39 O40 DOUB N N 71 XIG C39 O41 SING N N 72 XIG O41 HO41 SING N N 73 XIG H42 C42 SING N N 74 XIG C42 C43 SING Y N 75 XIG H43 C43 SING N N 76 # 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 XIG SMILES_CANONICAL CACTVS 3.352 "COc1ccc(cc1)c2ccc(CN([C@H]3CCCc4ccccc34)C(=O)c5cc(C(O)=O)c(cc5C(O)=O)C(O)=O)cc2" XIG SMILES CACTVS 3.352 "COc1ccc(cc1)c2ccc(CN([CH]3CCCc4ccccc34)C(=O)c5cc(C(O)=O)c(cc5C(O)=O)C(O)=O)cc2" XIG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "COc1ccc(cc1)c2ccc(cc2)CN([C@H]3CCCc4c3cccc4)C(=O)c5cc(c(cc5C(=O)O)C(=O)O)C(=O)O" XIG SMILES "OpenEye OEToolkits" 1.7.0 "COc1ccc(cc1)c2ccc(cc2)CN(C3CCCc4c3cccc4)C(=O)c5cc(c(cc5C(=O)O)C(=O)O)C(=O)O" XIG InChI InChI 1.03 "InChI=1S/C34H29NO8/c1-43-24-15-13-22(14-16-24)21-11-9-20(10-12-21)19-35(30-8-4-6-23-5-2-3-7-25(23)30)31(36)26-17-28(33(39)40)29(34(41)42)18-27(26)32(37)38/h2-3,5,7,9-18,30H,4,6,8,19H2,1H3,(H,37,38)(H,39,40)(H,41,42)/t30-/m0/s1" XIG InChIKey InChI 1.03 RDVWBTCVLAKXDT-PMERELPUSA-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 XIG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "5-[[4-(4-methoxyphenyl)phenyl]methyl-[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]carbamoyl]benzene-1,2,4-tricarboxylic 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 XIG "Create component" 2009-12-01 RCSB XIG "Modify aromatic_flag" 2011-06-04 RCSB XIG "Modify descriptor" 2011-06-04 RCSB #