data_AUB # _chem_comp.id AUB _chem_comp.name "4-[(trans-4-{[(3s,5s,7s)-tricyclo[3.3.1.1~3,7~]dec-1-ylcarbamoyl]amino}cyclohexyl)oxy]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H32 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-07 _chem_comp.pdbx_modified_date 2014-04-11 _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 412.522 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AUB _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 3WKE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 AUB C22 C22 C 0 1 Y N N -16.667 -9.311 73.441 5.780 -1.066 -0.598 C22 AUB 1 AUB C24 C24 C 0 1 Y N N -15.834 -11.526 73.856 7.142 0.307 0.855 C24 AUB 2 AUB C21 C21 C 0 1 Y N N -16.902 -9.639 72.125 4.709 -0.228 -0.378 C21 AUB 3 AUB C25 C25 C 0 1 Y N N -16.081 -11.840 72.540 6.065 1.136 1.074 C25 AUB 4 AUB C23 C23 C 0 1 Y N N -16.136 -10.255 74.287 7.007 -0.806 0.020 C23 AUB 5 AUB C20 C20 C 0 1 Y N N -16.612 -10.907 71.678 4.847 0.874 0.458 C20 AUB 6 AUB C28 C28 C 0 1 N N N -15.907 -9.875 75.679 8.154 -1.704 -0.208 C28 AUB 7 AUB C26 C26 C 0 1 N N N -17.264 -8.095 64.659 -2.630 0.632 -0.460 C26 AUB 8 AUB C14 C14 C 0 1 N N N -18.377 -10.234 67.155 0.516 2.451 -1.010 C14 AUB 9 AUB C12 C12 C 0 1 N N N -16.645 -8.575 67.911 0.500 0.094 -0.180 C12 AUB 10 AUB C15 C15 C 0 1 N N N -18.076 -11.065 68.386 1.786 2.727 -0.202 C15 AUB 11 AUB C17 C17 C 0 1 N N N -16.168 -9.573 68.928 1.770 0.370 0.628 C17 AUB 12 AUB C6 C6 C 0 1 N N N -17.346 -5.535 60.004 -6.976 -2.224 -0.192 C6 AUB 13 AUB C9 C9 C 0 1 N N N -15.161 -6.530 60.602 -7.762 0.106 0.248 C9 AUB 14 AUB C4 C4 C 0 1 N N N -15.721 -4.254 61.389 -6.312 -1.059 1.916 C4 AUB 15 AUB C2 C2 C 0 1 N N N -17.285 -7.425 61.606 -6.061 -0.324 -1.531 C2 AUB 16 AUB C10 C10 C 0 1 N N N -17.859 -5.171 62.402 -4.611 -1.489 0.137 C10 AUB 17 AUB C8 C8 C 0 1 N N N -15.655 -6.151 62.998 -5.397 0.842 0.577 C8 AUB 18 AUB C1 C1 C 0 1 N N N -16.637 -6.837 60.348 -7.306 -0.875 -0.834 C1 AUB 19 AUB C5 C5 C 0 1 N N N -17.201 -4.566 61.162 -5.856 -2.040 0.834 C5 AUB 20 AUB C3 C3 C 0 1 N N N -15.007 -5.546 61.753 -6.642 0.290 1.274 C3 AUB 21 AUB C13 C13 C 0 1 N N N -17.264 -9.295 66.730 -0.317 1.382 -0.301 C13 AUB 22 AUB C16 C16 C 0 1 N N N -17.342 -10.325 69.502 2.604 1.439 -0.082 C16 AUB 23 AUB C7 C7 C 0 1 N N N -17.144 -6.456 62.777 -4.941 -0.140 -0.504 C7 AUB 24 AUB N18 N18 N 0 1 N N N -17.825 -8.286 65.879 -1.533 1.118 -1.074 N18 AUB 25 AUB N11 N11 N 0 1 N N N -17.750 -6.993 63.980 -3.749 0.389 -1.172 N11 AUB 26 AUB O29 O29 O 0 1 N N N -16.441 -8.912 76.210 8.034 -2.671 -0.934 O29 AUB 27 AUB O27 O27 O 0 1 N N N -16.416 -8.864 64.250 -2.611 0.412 0.735 O27 AUB 28 AUB O30 O30 O 0 1 N N N -15.067 -10.781 76.238 9.336 -1.452 0.388 O30 AUB 29 AUB O19 O19 O 0 1 N N N -16.812 -11.322 70.373 3.790 1.697 0.673 O19 AUB 30 AUB H1 H1 H 0 1 N N N -16.898 -8.321 73.805 5.671 -1.924 -1.244 H1 AUB 31 AUB H2 H2 H 0 1 N N N -15.415 -12.257 74.532 8.089 0.511 1.334 H2 AUB 32 AUB H3 H3 H 0 1 N N N -17.312 -8.905 71.447 3.761 -0.428 -0.855 H3 AUB 33 AUB H4 H4 H 0 1 N N N -15.855 -12.832 72.178 6.169 1.996 1.720 H4 AUB 34 AUB H5 H5 H 0 1 N N N -19.273 -9.630 67.361 -0.066 3.368 -1.096 H5 AUB 35 AUB H6 H6 H 0 1 N N N -18.582 -10.921 66.321 0.788 2.098 -2.005 H6 AUB 36 AUB H7 H7 H 0 1 N N N -15.793 -7.972 67.564 0.772 -0.258 -1.175 H7 AUB 37 AUB H8 H8 H 0 1 N N N -17.397 -7.917 68.371 -0.094 -0.667 0.325 H8 AUB 38 AUB H9 H9 H 0 1 N N N -19.030 -11.433 68.791 2.380 3.488 -0.708 H9 AUB 39 AUB H10 H10 H 0 1 N N N -17.455 -11.919 68.077 1.514 3.079 0.793 H10 AUB 40 AUB H11 H11 H 0 1 N N N -15.480 -10.284 68.446 1.498 0.723 1.623 H11 AUB 41 AUB H12 H12 H 0 1 N N N -15.642 -9.045 69.737 2.352 -0.547 0.714 H12 AUB 42 AUB H13 H13 H 0 1 N N N -16.895 -5.098 59.101 -7.863 -2.617 0.304 H13 AUB 43 AUB H14 H14 H 0 1 N N N -18.412 -5.734 59.822 -6.651 -2.923 -0.963 H14 AUB 44 AUB H15 H15 H 0 1 N N N -14.636 -7.464 60.852 -7.997 1.067 -0.209 H15 AUB 45 AUB H16 H16 H 0 1 N N N -14.721 -6.094 59.693 -8.649 -0.287 0.744 H16 AUB 46 AUB H17 H17 H 0 1 N N N -15.285 -3.835 60.470 -7.199 -1.452 2.412 H17 AUB 47 AUB H18 H18 H 0 1 N N N -15.616 -3.528 62.209 -5.515 -0.928 2.647 H18 AUB 48 AUB H19 H19 H 0 1 N N N -18.352 -7.608 61.413 -5.736 -1.023 -2.302 H19 AUB 49 AUB H20 H20 H 0 1 N N N -16.790 -8.374 61.859 -6.296 0.638 -1.988 H20 AUB 50 AUB H21 H21 H 0 1 N N N -17.794 -4.458 63.237 -3.813 -1.358 0.868 H21 AUB 51 AUB H22 H22 H 0 1 N N N -18.916 -5.388 62.187 -4.286 -2.188 -0.633 H22 AUB 52 AUB H23 H23 H 0 1 N N N -15.134 -7.086 63.251 -5.632 1.803 0.120 H23 AUB 53 AUB H24 H24 H 0 1 N N N -15.557 -5.440 63.831 -4.599 0.973 1.309 H24 AUB 54 AUB H25 H25 H 0 1 N N N -16.732 -7.547 59.514 -8.104 -1.006 -1.565 H25 AUB 55 AUB H26 H26 H 0 1 N N N -17.722 -3.631 60.909 -5.621 -3.001 1.291 H26 AUB 56 AUB H27 H27 H 0 1 N N N -13.941 -5.349 61.942 -6.967 0.989 2.045 H27 AUB 57 AUB H28 H28 H 0 1 N N N -16.487 -9.864 66.198 -0.589 1.734 0.694 H28 AUB 58 AUB H29 H29 H 0 1 N N N -18.026 -9.641 70.026 2.875 1.087 -1.077 H29 AUB 59 AUB H30 H30 H 0 1 N N N -18.607 -7.739 66.177 -1.549 1.293 -2.028 H30 AUB 60 AUB H31 H31 H 0 1 N N N -18.566 -6.540 64.339 -3.764 0.564 -2.126 H31 AUB 61 AUB H32 H32 H 0 1 N N N -14.932 -10.566 77.153 10.059 -2.068 0.209 H32 AUB 62 # 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 AUB C6 C1 SING N N 1 AUB C6 C5 SING N N 2 AUB C1 C9 SING N N 3 AUB C1 C2 SING N N 4 AUB C9 C3 SING N N 5 AUB C5 C4 SING N N 6 AUB C5 C10 SING N N 7 AUB C4 C3 SING N N 8 AUB C2 C7 SING N N 9 AUB C3 C8 SING N N 10 AUB C10 C7 SING N N 11 AUB C7 C8 SING N N 12 AUB C7 N11 SING N N 13 AUB N11 C26 SING N N 14 AUB O27 C26 DOUB N N 15 AUB C26 N18 SING N N 16 AUB N18 C13 SING N N 17 AUB C13 C14 SING N N 18 AUB C13 C12 SING N N 19 AUB C14 C15 SING N N 20 AUB C12 C17 SING N N 21 AUB C15 C16 SING N N 22 AUB C17 C16 SING N N 23 AUB C16 O19 SING N N 24 AUB O19 C20 SING N N 25 AUB C20 C21 DOUB Y N 26 AUB C20 C25 SING Y N 27 AUB C21 C22 SING Y N 28 AUB C25 C24 DOUB Y N 29 AUB C22 C23 DOUB Y N 30 AUB C24 C23 SING Y N 31 AUB C23 C28 SING N N 32 AUB C28 O29 DOUB N N 33 AUB C28 O30 SING N N 34 AUB C22 H1 SING N N 35 AUB C24 H2 SING N N 36 AUB C21 H3 SING N N 37 AUB C25 H4 SING N N 38 AUB C14 H5 SING N N 39 AUB C14 H6 SING N N 40 AUB C12 H7 SING N N 41 AUB C12 H8 SING N N 42 AUB C15 H9 SING N N 43 AUB C15 H10 SING N N 44 AUB C17 H11 SING N N 45 AUB C17 H12 SING N N 46 AUB C6 H13 SING N N 47 AUB C6 H14 SING N N 48 AUB C9 H15 SING N N 49 AUB C9 H16 SING N N 50 AUB C4 H17 SING N N 51 AUB C4 H18 SING N N 52 AUB C2 H19 SING N N 53 AUB C2 H20 SING N N 54 AUB C10 H21 SING N N 55 AUB C10 H22 SING N N 56 AUB C8 H23 SING N N 57 AUB C8 H24 SING N N 58 AUB C1 H25 SING N N 59 AUB C5 H26 SING N N 60 AUB C3 H27 SING N N 61 AUB C13 H28 SING N N 62 AUB C16 H29 SING N N 63 AUB N18 H30 SING N N 64 AUB N11 H31 SING N N 65 AUB O30 H32 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 AUB SMILES ACDLabs 12.01 "O=C(O)c5ccc(OC4CCC(NC(=O)NC13CC2CC(C1)CC(C2)C3)CC4)cc5" AUB InChI InChI 1.03 "InChI=1S/C24H32N2O4/c27-22(28)18-1-5-20(6-2-18)30-21-7-3-19(4-8-21)25-23(29)26-24-12-15-9-16(13-24)11-17(10-15)14-24/h1-2,5-6,15-17,19,21H,3-4,7-14H2,(H,27,28)(H2,25,26,29)/t15-,16+,17-,19-,21-,24-" AUB InChIKey InChI 1.03 KNBWKJBQDAQARU-GNCKNZPZSA-N AUB SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccc(O[C@@H]2CC[C@H](CC2)NC(=O)NC34CC5CC(CC(C5)C3)C4)cc1" AUB SMILES CACTVS 3.385 "OC(=O)c1ccc(O[CH]2CC[CH](CC2)NC(=O)NC34CC5CC(CC(C5)C3)C4)cc1" AUB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=O)O)OC2CCC(CC2)NC(=O)NC34CC5CC(C3)CC(C5)C4" AUB SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=O)O)OC2CCC(CC2)NC(=O)NC34CC5CC(C3)CC(C5)C4" # 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 AUB "SYSTEMATIC NAME" ACDLabs 12.01 "4-[(trans-4-{[(3s,5s,7s)-tricyclo[3.3.1.1~3,7~]dec-1-ylcarbamoyl]amino}cyclohexyl)oxy]benzoic acid" AUB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[4-(1-adamantylcarbamoylamino)cyclohexyl]oxybenzoic 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 AUB "Create component" 2013-11-07 PDBJ AUB "Initial release" 2014-04-16 RCSB #