data_AAF
# 
_chem_comp.id                                    AAF 
_chem_comp.name                                  "METHYL 4-{[({[(2R,5S)-5-{[(2S)-2-(AMINOMETHYL)PYRROLIDIN-1-YL]CARBONYL}PYRROLIDIN-2-YL]METHYL}AMINO)CARBONYL]AMINO}BENZOATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H29 N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-03-13 
_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                        403.475 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AAF 
_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        2G63 
_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 
AAF C1   C1   C 0 1 N N N 30.176 5.918  63.343 -4.470 -0.251 0.264  C1   AAF 1  
AAF C2   C2   C 0 1 N N S 31.505 5.760  64.147 -3.827 1.109  0.347  C2   AAF 2  
AAF C4   C4   C 0 1 N N N 32.670 6.551  63.531 -3.915 1.840  -1.017 C4   AAF 3  
AAF C5   C5   C 0 1 N N N 33.885 5.700  63.864 -2.741 2.843  -0.948 C5   AAF 4  
AAF C6   C6   C 0 1 N N R 33.364 4.250  63.940 -1.777 2.262  0.103  C6   AAF 5  
AAF C9   C9   C 0 1 N N N 33.641 3.387  62.654 -0.409 2.002  -0.532 C9   AAF 6  
AAF O3   O3   O 0 1 N N N 29.892 5.034  62.540 -3.781 -1.240 0.127  O3   AAF 7  
AAF N7   N7   N 0 1 N N N 31.918 4.345  64.149 -2.362 0.990  0.578  N7   AAF 8  
AAF N8   N8   N 0 1 N N N 29.360 7.043  63.577 -5.810 -0.369 0.342  N8   AAF 9  
AAF C10  C10  C 0 1 N N S 28.084 7.264  62.871 -6.573 -1.613 0.164  C10  AAF 10 
AAF C11  C11  C 0 1 N N N 27.516 8.566  63.478 -8.063 -1.271 0.371  C11  AAF 11 
AAF C12  C12  C 0 1 N N N 28.545 9.137  64.432 -8.009 0.037  1.204  C12  AAF 12 
AAF C13  C13  C 0 1 N N N 29.660 8.106  64.534 -6.755 0.730  0.615  C13  AAF 13 
AAF C14  C14  C 0 1 N N N 28.125 7.560  61.341 -6.358 -2.170 -1.245 C14  AAF 14 
AAF N15  N15  N 0 1 N N N 33.022 3.936  61.417 0.460  1.332  0.439  N15  AAF 15 
AAF C16  C16  C 0 1 N N N 33.655 4.822  60.594 1.722  1.002  0.099  C16  AAF 16 
AAF O17  O17  O 0 1 N N N 34.782 5.227  60.852 2.139  1.260  -1.014 O17  AAF 17 
AAF N18  N18  N 0 1 N N N 29.269 7.662  60.645 -7.064 -3.451 -1.379 N18  AAF 18 
AAF N19  N19  N 0 1 N N N 32.889 5.261  59.532 2.521  0.385  0.992  N19  AAF 19 
AAF C20  C20  C 0 1 Y N N 33.207 6.253  58.611 3.857  0.138  0.677  C20  AAF 20 
AAF C21  C21  C 0 1 Y N N 32.139 6.757  57.822 4.483  -1.006 1.162  C21  AAF 21 
AAF C22  C22  C 0 1 Y N N 32.363 7.788  56.871 5.800  -1.256 0.849  C22  AAF 22 
AAF C23  C23  C 0 1 Y N N 33.672 8.331  56.689 6.511  -0.354 0.053  C23  AAF 23 
AAF C24  C24  C 0 1 Y N N 34.746 7.824  57.479 5.878  0.795  -0.432 C24  AAF 24 
AAF C25  C25  C 0 1 Y N N 34.520 6.801  58.418 4.560  1.036  -0.120 C25  AAF 25 
AAF C26  C26  C 0 1 N N N 33.888 9.419  55.703 7.924  -0.616 -0.280 C26  AAF 26 
AAF O27  O27  O 0 1 N N N 32.995 9.859  55.032 8.539  0.167  -0.977 O27  AAF 27 
AAF O28  O28  O 0 1 N N N 35.160 9.841  55.646 8.532  -1.723 0.188  O28  AAF 28 
AAF C29  C29  C 0 1 N N N 35.536 10.888 54.746 9.923  -1.981 -0.140 C29  AAF 29 
AAF H2   H2   H 0 1 N N N 31.298 6.141  65.158 -4.290 1.705  1.133  H2   AAF 30 
AAF H41  1H4  H 0 1 N N N 32.750 7.558  63.966 -4.866 2.365  -1.112 H41  AAF 31 
AAF H42  2H4  H 0 1 N N N 32.549 6.720  62.451 -3.776 1.139  -1.840 H42  AAF 32 
AAF H51  1H5  H 0 1 N N N 34.656 5.798  63.086 -3.098 3.823  -0.633 H51  AAF 33 
AAF H52  2H5  H 0 1 N N N 34.354 6.013  64.808 -2.246 2.913  -1.917 H52  AAF 34 
AAF H6   H6   H 0 1 N N N 33.897 3.737  64.754 -1.673 2.957  0.936  H6   AAF 35 
AAF H91  1H9  H 0 1 N N N 33.229 2.381  62.823 0.040  2.950  -0.828 H91  AAF 36 
AAF H92  2H9  H 0 1 N N N 34.730 3.384  62.496 -0.530 1.367  -1.409 H92  AAF 37 
AAF HN7  HN7  H 0 1 N N N 31.444 3.860  63.414 -2.228 0.959  1.578  HN7  AAF 38 
AAF H10  H10  H 0 1 N N N 27.526 6.323  62.988 -6.255 -2.347 0.904  H10  AAF 39 
AAF H111 1H11 H 0 0 N N N 27.307 9.291  62.677 -8.569 -2.061 0.925  H111 AAF 40 
AAF H112 2H11 H 0 0 N N N 26.579 8.355  64.015 -8.552 -1.097 -0.588 H112 AAF 41 
AAF H121 1H12 H 0 0 N N N 28.937 10.091 64.049 -7.873 -0.180 2.264  H121 AAF 42 
AAF H122 2H12 H 0 0 N N N 28.102 9.340  65.418 -8.901 0.641  1.042  H122 AAF 43 
AAF H131 1H13 H 0 0 N N N 29.706 7.697  65.554 -6.330 1.425  1.339  H131 AAF 44 
AAF H132 2H13 H 0 0 N N N 30.634 8.565  64.311 -7.008 1.250  -0.309 H132 AAF 45 
AAF H141 1H14 H 0 0 N N N 27.628 8.534  61.223 -6.746 -1.463 -1.978 H141 AAF 46 
AAF H142 2H14 H 0 0 N N N 27.682 6.646  60.919 -5.292 -2.323 -1.417 H142 AAF 47 
AAF HN15 HN15 H 0 0 N N N 32.097 3.641  61.177 0.127  1.126  1.327  HN15 AAF 48 
AAF H181 1H18 H 0 0 N N N 29.063 7.687  59.667 -6.975 -3.732 -2.344 H181 AAF 49 
AAF H182 2H18 H 0 0 N N N 29.745 8.501  60.907 -6.549 -4.124 -0.832 H182 AAF 50 
AAF HN19 HN19 H 0 0 N N N 32.003 4.814  59.411 2.167  0.114  1.853  HN19 AAF 51 
AAF H21  H21  H 0 1 N N N 31.146 6.352  57.946 3.934  -1.701 1.780  H21  AAF 52 
AAF H22  H22  H 0 1 N N N 31.539 8.164  56.282 6.286  -2.145 1.225  H22  AAF 53 
AAF H24  H24  H 0 1 N N N 35.740 8.228  57.355 6.424  1.492  -1.051 H24  AAF 54 
AAF H25  H25  H 0 1 N N N 35.346 6.423  59.002 4.070  1.923  -0.494 H25  AAF 55 
AAF H291 1H29 H 0 0 N N N 35.632 11.833 55.301 10.033 -2.058 -1.222 H291 AAF 56 
AAF H292 2H29 H 0 0 N N N 36.499 10.639 54.276 10.541 -1.164 0.231  H292 AAF 57 
AAF H293 3H29 H 0 0 N N N 34.765 10.997 53.969 10.238 -2.916 0.324  H293 AAF 58 
# 
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 
AAF C1  C2   SING N N 1  
AAF C1  O3   DOUB N N 2  
AAF C1  N8   SING N N 3  
AAF C2  C4   SING N N 4  
AAF C2  N7   SING N N 5  
AAF C2  H2   SING N N 6  
AAF C4  C5   SING N N 7  
AAF C4  H41  SING N N 8  
AAF C4  H42  SING N N 9  
AAF C5  C6   SING N N 10 
AAF C5  H51  SING N N 11 
AAF C5  H52  SING N N 12 
AAF C6  C9   SING N N 13 
AAF C6  N7   SING N N 14 
AAF C6  H6   SING N N 15 
AAF C9  N15  SING N N 16 
AAF C9  H91  SING N N 17 
AAF C9  H92  SING N N 18 
AAF N7  HN7  SING N N 19 
AAF N8  C10  SING N N 20 
AAF N8  C13  SING N N 21 
AAF C10 C11  SING N N 22 
AAF C10 C14  SING N N 23 
AAF C10 H10  SING N N 24 
AAF C11 C12  SING N N 25 
AAF C11 H111 SING N N 26 
AAF C11 H112 SING N N 27 
AAF C12 C13  SING N N 28 
AAF C12 H121 SING N N 29 
AAF C12 H122 SING N N 30 
AAF C13 H131 SING N N 31 
AAF C13 H132 SING N N 32 
AAF C14 N18  SING N N 33 
AAF C14 H141 SING N N 34 
AAF C14 H142 SING N N 35 
AAF N15 C16  SING N N 36 
AAF N15 HN15 SING N N 37 
AAF C16 O17  DOUB N N 38 
AAF C16 N19  SING N N 39 
AAF N18 H181 SING N N 40 
AAF N18 H182 SING N N 41 
AAF N19 C20  SING N N 42 
AAF N19 HN19 SING N N 43 
AAF C20 C21  SING Y N 44 
AAF C20 C25  DOUB Y N 45 
AAF C21 C22  DOUB Y N 46 
AAF C21 H21  SING N N 47 
AAF C22 C23  SING Y N 48 
AAF C22 H22  SING N N 49 
AAF C23 C24  DOUB Y N 50 
AAF C23 C26  SING N N 51 
AAF C24 C25  SING Y N 52 
AAF C24 H24  SING N N 53 
AAF C25 H25  SING N N 54 
AAF C26 O27  DOUB N N 55 
AAF C26 O28  SING N N 56 
AAF O28 C29  SING N N 57 
AAF C29 H291 SING N N 58 
AAF C29 H292 SING N N 59 
AAF C29 H293 SING N N 60 
# 
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 
AAF SMILES           ACDLabs              10.04 O=C(NCC2NC(C(=O)N1C(CN)CCC1)CC2)Nc3ccc(C(=O)OC)cc3                                                                                                                                     
AAF InChI            InChI                1.02b InChI=1/C20H29N5O4/c1-29-19(27)13-4-6-14(7-5-13)24-20(28)22-12-15-8-9-17(23-15)18(26)25-10-2-3-16(25)11-21/h4-7,15-17,23H,2-3,8-12,21H2,1H3,(H2,22,24,28)/t15-,16+,17+/m1/s1/f/h22,24H 
AAF InChIKey         InChI                1.02b USDCNOQKDUFKRD-HWUJKUJPDG                                                                                                                                                              
AAF SMILES_CANONICAL CACTVS               3.341 COC(=O)c1ccc(NC(=O)NC[C@H]2CC[C@H](N2)C(=O)N3CCC[C@H]3CN)cc1                                                                                                                           
AAF SMILES           CACTVS               3.341 COC(=O)c1ccc(NC(=O)NC[CH]2CC[CH](N2)C(=O)N3CCC[CH]3CN)cc1                                                                                                                              
AAF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COC(=O)c1ccc(cc1)NC(=O)NC[C@H]2CC[C@H](N2)C(=O)N3CCC[C@H]3CN                                                                                                                           
AAF SMILES           "OpenEye OEToolkits" 1.5.0 COC(=O)c1ccc(cc1)NC(=O)NCC2CCC(N2)C(=O)N3CCCC3CN                                                                                                                                       
# 
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 
AAF "SYSTEMATIC NAME" ACDLabs              10.04 "methyl 4-[({[(2R,5S)-5-{[(2S)-2-(aminomethyl)pyrrolidin-1-yl]carbonyl}pyrrolidin-2-yl]methyl}carbamoyl)amino]benzoate" 
AAF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl 4-[[(2R,5S)-5-[(2S)-2-(aminomethyl)pyrrolidin-1-yl]carbonylpyrrolidin-2-yl]methylcarbamoylamino]benzoate"       
# 
