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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h27H 
ADF InChIKey         InChI                1.02b HSZIDSCIKNQFGX-AKXMSVBBDO                                                                                                                                                                       
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                                                                                                                                               
# 
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"  
# 
