data_ADF # _chem_comp.id ADF _chem_comp.name "4-{[(2R,5S)-5-{[(2S)-2-(AMINOMETHYL)PYRROLIDIN-1-YL]CARBONYL}PYRROLIDIN-2-YL]METHOXY}-3-TERT-BUTYLBENZOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H33 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-03-08 _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 403.515 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ADF _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 2G5P _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 ADF C1 C1 C 0 1 N N N 3.393 1.132 0.971 -3.710 -0.059 -0.258 C1 ADF 1 ADF C2 C2 C 0 1 N N S 3.500 2.136 2.135 -2.894 -0.393 0.964 C2 ADF 2 ADF C4 C4 C 0 1 N N N 4.674 1.847 3.080 -2.793 0.833 1.906 C4 ADF 3 ADF C5 C5 C 0 1 N N N 4.172 2.228 4.442 -1.499 0.551 2.704 C5 ADF 4 ADF C6 C6 C 0 1 N N R 2.677 2.007 4.347 -0.694 -0.429 1.830 C6 ADF 5 ADF C9 C9 C 0 1 N N N 2.218 0.635 4.874 0.664 0.182 1.477 C9 ADF 6 ADF O3 O3 O 0 1 N N N 2.690 0.134 1.093 -3.155 0.211 -1.302 O3 ADF 7 ADF N7 N7 N 0 1 N N N 2.291 2.187 2.957 -1.477 -0.662 0.597 N7 ADF 8 ADF N8 N8 N 0 1 N N N 4.128 1.432 -0.176 -5.056 -0.060 -0.191 N8 ADF 9 ADF C10 C10 C 0 1 Y N N 2.136 -0.316 7.177 2.631 -0.180 0.474 C10 ADF 10 ADF O11 O11 O 0 1 N N N 2.465 0.704 6.265 1.444 -0.775 0.758 O11 ADF 11 ADF C12 C12 C 0 1 N N S 4.151 0.574 -1.367 -5.970 0.251 -1.300 C12 ADF 12 ADF C13 C13 C 0 1 N N N 5.064 1.331 -2.351 -7.409 0.093 -0.765 C13 ADF 13 ADF C14 C14 C 0 1 N N N 5.897 2.280 -1.503 -7.226 -0.839 0.461 C14 ADF 14 ADF C15 C15 C 0 1 N N N 4.974 2.628 -0.354 -5.856 -0.368 1.009 C15 ADF 15 ADF C16 C16 C 0 1 Y N N 2.439 -0.069 8.582 3.610 -0.883 -0.219 C16 ADF 16 ADF C17 C17 C 0 1 Y N N 2.080 -1.092 9.515 4.815 -0.283 -0.509 C17 ADF 17 ADF C18 C18 C 0 1 Y N N 1.440 -2.297 9.129 5.054 1.033 -0.101 C18 ADF 18 ADF C19 C19 C 0 1 Y N N 1.167 -2.511 7.752 4.069 1.734 0.601 C19 ADF 19 ADF C20 C20 C 0 1 Y N N 1.496 -1.538 6.798 2.867 1.126 0.887 C20 ADF 20 ADF C21 C21 C 0 1 N N N 4.790 -0.824 -1.231 -5.748 1.685 -1.783 C21 ADF 21 ADF N22 N22 N 0 1 N N N 5.326 -1.273 -0.079 -4.336 1.868 -2.145 N22 ADF 22 ADF C23 C23 C 0 1 N N N 1.078 -3.325 10.141 6.343 1.679 -0.409 C23 ADF 23 ADF C24 C24 C 0 1 N N N 3.142 1.253 9.079 3.350 -2.300 -0.658 C24 ADF 24 ADF C25 C25 C 0 1 N N N 2.359 2.498 8.596 4.576 -2.837 -1.401 C25 ADF 25 ADF C26 C26 C 0 1 N N N 4.605 1.326 8.558 2.136 -2.331 -1.589 C26 ADF 26 ADF C27 C27 C 0 1 N N N 3.255 1.378 10.627 3.075 -3.172 0.568 C27 ADF 27 ADF O28 O28 O 0 1 N N N 1.328 -3.114 11.332 6.573 2.947 -0.015 O28 ADF 28 ADF O29 O29 O 0 1 N N N 0.521 -4.377 9.772 7.199 1.068 -1.018 O29 ADF 29 ADF H2 H2 H 0 1 N N N 3.657 3.100 1.629 -3.322 -1.247 1.489 H2 ADF 30 ADF H41 1H4 H 0 1 N N N 4.957 0.785 3.046 -3.654 0.880 2.572 H41 ADF 31 ADF H42 2H4 H 0 1 N N N 5.578 2.409 2.800 -2.698 1.754 1.331 H42 ADF 32 ADF H51 1H5 H 0 1 N N N 4.622 1.602 5.226 -1.739 0.093 3.663 H51 ADF 33 ADF H52 2H5 H 0 1 N N N 4.432 3.261 4.716 -0.938 1.473 2.853 H52 ADF 34 ADF H6 H6 H 0 1 N N N 2.177 2.740 4.997 -0.551 -1.370 2.362 H6 ADF 35 ADF H91 1H9 H 0 1 N N N 1.152 0.462 4.665 1.185 0.461 2.393 H91 ADF 36 ADF H92 2H9 H 0 1 N N N 2.748 -0.200 4.393 0.515 1.067 0.859 H92 ADF 37 ADF HN7 HN7 H 0 1 N N N 1.839 3.071 2.842 -1.414 -1.648 0.390 HN7 ADF 38 ADF H12 H12 H 0 1 N N N 3.102 0.394 -1.643 -5.801 -0.447 -2.120 H12 ADF 39 ADF H131 1H13 H 0 0 N N N 4.465 1.890 -3.084 -8.051 -0.373 -1.512 H131 ADF 40 ADF H132 2H13 H 0 0 N N N 5.700 0.639 -2.922 -7.810 1.059 -0.459 H132 ADF 41 ADF H141 1H14 H 0 0 N N N 6.820 1.799 -1.148 -7.186 -1.884 0.155 H141 ADF 42 ADF H142 2H14 H 0 0 N N N 6.235 3.165 -2.061 -8.016 -0.679 1.195 H142 ADF 43 ADF H151 1H15 H 0 0 N N N 5.545 2.848 0.560 -5.384 -1.164 1.585 H151 ADF 44 ADF H152 2H15 H 0 0 N N N 4.378 3.529 -0.561 -5.979 0.524 1.622 H152 ADF 45 ADF H17 H17 H 0 1 N N N 2.306 -0.940 10.560 5.574 -0.827 -1.050 H17 ADF 46 ADF H19 H19 H 0 1 N N N 0.701 -3.433 7.436 4.250 2.750 0.918 H19 ADF 47 ADF H20 H20 H 0 1 N N N 1.262 -1.714 5.758 2.105 1.667 1.429 H20 ADF 48 ADF H211 1H21 H 0 0 N N N 3.985 -1.534 -1.472 -6.374 1.876 -2.655 H211 ADF 49 ADF H212 2H21 H 0 0 N N N 5.675 -0.738 -1.879 -6.012 2.382 -0.987 H212 ADF 50 ADF H221 1H22 H 0 0 N N N 6.313 -1.384 -0.191 -4.165 1.282 -2.948 H221 ADF 51 ADF H222 2H22 H 0 0 N N N 5.146 -0.614 0.651 -4.238 2.822 -2.456 H222 ADF 52 ADF H251 1H25 H 0 0 N N N 2.173 3.168 9.448 4.772 -2.215 -2.274 H251 ADF 53 ADF H252 2H25 H 0 0 N N N 2.948 3.029 7.834 5.440 -2.815 -0.737 H252 ADF 54 ADF H253 3H25 H 0 0 N N N 1.399 2.182 8.163 4.388 -3.862 -1.719 H253 ADF 55 ADF H261 1H26 H 0 0 N N N 4.603 1.343 7.458 1.948 -3.357 -1.907 H261 ADF 56 ADF H262 2H26 H 0 0 N N N 5.084 2.240 8.938 1.263 -1.949 -1.060 H262 ADF 57 ADF H263 3H26 H 0 0 N N N 5.163 0.446 8.909 2.332 -1.710 -2.463 H263 ADF 58 ADF H271 1H27 H 0 0 N N N 3.282 0.374 11.075 3.939 -3.150 1.231 H271 ADF 59 ADF H272 2H27 H 0 0 N N N 4.177 1.919 10.885 2.201 -2.790 1.097 H272 ADF 60 ADF H273 3H27 H 0 0 N N N 2.386 1.929 11.014 2.887 -4.198 0.250 H273 ADF 61 ADF HO28 HO28 H 0 0 N N N 1.034 -3.852 11.853 7.418 3.371 -0.217 HO28 ADF 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 ADF C1 C2 SING N N 1 ADF C1 O3 DOUB N N 2 ADF C1 N8 SING N N 3 ADF C2 C4 SING N N 4 ADF C2 N7 SING N N 5 ADF C2 H2 SING N N 6 ADF C4 C5 SING N N 7 ADF C4 H41 SING N N 8 ADF C4 H42 SING N N 9 ADF C5 C6 SING N N 10 ADF C5 H51 SING N N 11 ADF C5 H52 SING N N 12 ADF C6 C9 SING N N 13 ADF C6 N7 SING N N 14 ADF C6 H6 SING N N 15 ADF C9 O11 SING N N 16 ADF C9 H91 SING N N 17 ADF C9 H92 SING N N 18 ADF N7 HN7 SING N N 19 ADF N8 C12 SING N N 20 ADF N8 C15 SING N N 21 ADF C10 O11 SING N N 22 ADF C10 C16 SING Y N 23 ADF C10 C20 DOUB Y N 24 ADF C12 C13 SING N N 25 ADF C12 C21 SING N N 26 ADF C12 H12 SING N N 27 ADF C13 C14 SING N N 28 ADF C13 H131 SING N N 29 ADF C13 H132 SING N N 30 ADF C14 C15 SING N N 31 ADF C14 H141 SING N N 32 ADF C14 H142 SING N N 33 ADF C15 H151 SING N N 34 ADF C15 H152 SING N N 35 ADF C16 C17 DOUB Y N 36 ADF C16 C24 SING N N 37 ADF C17 C18 SING Y N 38 ADF C17 H17 SING N N 39 ADF C18 C19 DOUB Y N 40 ADF C18 C23 SING N N 41 ADF C19 C20 SING Y N 42 ADF C19 H19 SING N N 43 ADF C20 H20 SING N N 44 ADF C21 N22 SING N N 45 ADF C21 H211 SING N N 46 ADF C21 H212 SING N N 47 ADF N22 H221 SING N N 48 ADF N22 H222 SING N N 49 ADF C23 O28 SING N N 50 ADF C23 O29 DOUB N N 51 ADF C24 C25 SING N N 52 ADF C24 C26 SING N N 53 ADF C24 C27 SING N N 54 ADF C25 H251 SING N N 55 ADF C25 H252 SING N N 56 ADF C25 H253 SING N N 57 ADF C26 H261 SING N N 58 ADF C26 H262 SING N N 59 ADF C26 H263 SING N N 60 ADF C27 H271 SING N N 61 ADF C27 H272 SING N N 62 ADF C27 H273 SING N N 63 ADF O28 HO28 SING N N 64 # 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 ADF SMILES ACDLabs 10.04 "O=C(O)c3ccc(OCC2NC(C(=O)N1C(CN)CCC1)CC2)c(c3)C(C)(C)C" ADF SMILES_CANONICAL CACTVS 3.341 "CC(C)(C)c1cc(ccc1OC[C@H]2CC[C@H](N2)C(=O)N3CCC[C@H]3CN)C(O)=O" ADF SMILES CACTVS 3.341 "CC(C)(C)c1cc(ccc1OC[CH]2CC[CH](N2)C(=O)N3CCC[CH]3CN)C(O)=O" ADF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(C)c1cc(ccc1OC[C@H]2CC[C@H](N2)C(=O)N3CCC[C@H]3CN)C(=O)O" ADF SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(C)c1cc(ccc1OCC2CCC(N2)C(=O)N3CCCC3CN)C(=O)O" ADF InChI InChI 1.03 "InChI=1S/C22H33N3O4/c1-22(2,3)17-11-14(21(27)28)6-9-19(17)29-13-15-7-8-18(24-15)20(26)25-10-4-5-16(25)12-23/h6,9,11,15-16,18,24H,4-5,7-8,10,12-13,23H2,1-3H3,(H,27,28)/t15-,16+,18+/m1/s1" ADF InChIKey InChI 1.03 HSZIDSCIKNQFGX-RYRKJORJSA-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 ADF "SYSTEMATIC NAME" ACDLabs 10.04 "4-{[(2R,5S)-5-{[(2S)-2-(aminomethyl)pyrrolidin-1-yl]carbonyl}pyrrolidin-2-yl]methoxy}-3-tert-butylbenzoic acid" ADF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[(2R,5S)-5-[(2S)-2-(aminomethyl)pyrrolidin-1-yl]carbonylpyrrolidin-2-yl]methoxy]-3-tert-butyl-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 ADF "Create component" 2006-03-08 RCSB ADF "Modify descriptor" 2011-06-04 RCSB #