data_169
# 
_chem_comp.id                                    169 
_chem_comp.name                                  "1-(4-TERT-BUTYLCARBAMOYL-PIPERAZINE-1-CARBONYL)-3-(3-GUANIDINO-PROPYL)-4-OXO-AZETIDINE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H33 N7 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-01-05 
_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                        427.499 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     169 
_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        1RXP 
_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 
169 C1   C1   C 0 1 N N N -0.058 21.702 30.413 -0.530 0.595  8.880   C1   169 1  
169 C2   C2   C 0 1 N N N 0.752  21.459 29.123 0.363  -0.141 7.881   C2   169 2  
169 C3   C3   C 0 1 N N N 1.338  22.803 28.646 1.797  0.379  7.999   C3   169 3  
169 C4   C4   C 0 1 N N N 1.914  20.492 29.429 0.338  -1.640 8.183   C4   169 4  
169 N1   N1   N 0 1 N N N -0.780 18.782 27.111 -0.001 -0.328 4.228   N1   169 5  
169 C5   C5   C 0 1 N N N -1.952 18.533 26.175 -1.175 0.522  3.988   C5   169 6  
169 C6   C6   C 0 1 N N N -1.732 19.356 24.891 -0.821 1.553  2.909   C6   169 7  
169 C7   C7   C 0 1 N N N 0.621  18.506 26.560 0.612  -1.026 3.090   C7   169 8  
169 C8   C8   C 0 1 N N N 0.819  19.219 25.204 0.963  -0.000 2.012   C8   169 9  
169 C9   C9   C 0 1 N N N -0.320 17.864 23.335 -0.717 0.985  0.530   C9   169 10 
169 O1   O1   O 0 1 N N N 0.317  16.871 23.574 -1.629 1.764  0.327   O1   169 11 
169 N2   N2   N 0 1 N N N -0.390 18.984 24.316 -0.210 0.851  1.772   N2   169 12 
169 C10  C10  C 0 1 N N R -1.146 16.193 20.483 0.221  0.074  -2.884  C10  169 13 
169 C11  C11  C 0 1 N N N -0.968 15.165 21.572 1.288  1.134  -2.784  C11  169 14 
169 N3   N3   N 0 1 N N N -1.025 18.052 22.161 -0.215 0.255  -0.485  N3   169 15 
169 C12  C12  C 0 1 N N S -0.452 17.514 20.921 -0.839 0.315  -1.809  C12  169 16 
169 O2   O2   O 0 1 N N N -1.868 14.867 22.328 2.434  0.818  -2.570  O2   169 17 
169 C13  C13  C 0 1 N N N -0.683 15.550 19.145 -0.431 0.137  -4.267  C13  169 18 
169 C14  C14  C 0 1 N N N -1.295 14.169 18.786 0.629  -0.103 -5.343  C14  169 19 
169 C15  C15  C 0 1 N N N -0.952 13.637 17.385 -0.022 -0.040 -6.725  C15  169 20 
169 N4   N4   N 0 1 N N N -1.802 14.197 16.376 0.993  -0.271 -7.755  N4   169 21 
169 C16  C16  C 0 1 N N N -2.012 13.591 15.266 0.639  -0.261 -9.084  C16  169 22 
169 N5   N5   N 0 1 N N N -2.657 14.118 14.170 1.593  -0.478 -10.051 N5   169 23 
169 N6   N6   N 0 1 N N N -1.630 12.295 14.950 -0.599 -0.046 -9.427  N6   169 24 
169 C17  C17  C 0 1 N N N -0.640 18.527 19.850 -1.906 -0.743 -1.909  C17  169 25 
169 O3   O3   O 0 1 N N N -1.683 19.099 19.651 -1.785 -1.886 -1.215  O3   169 26 
169 O4   O4   O 0 1 N N N 0.457  18.750 19.097 -2.871 -0.564 -2.614  O4   169 27 
169 C18  C18  C 0 1 N N N -0.953 19.805 28.204 0.505  -0.463 5.470   C18  169 28 
169 O5   O5   O 0 1 N N N -1.758 19.661 29.096 1.536  -1.084 5.641   O5   169 29 
169 N7   N7   N 0 1 N N N -0.121 20.882 28.064 -0.129 0.091  6.521   N7   169 30 
169 H11A 1H1  H 0 0 N N N -0.481 20.730 30.757 -0.163 0.422  9.892   H11A 169 31 
169 H12A 2H1  H 0 0 N N N 0.541  22.210 31.203 -0.512 1.663  8.665   H12A 169 32 
169 H13  3H1  H 0 1 N N N -0.839 22.486 30.284 -1.552 0.224  8.796   H13  169 33 
169 H31  1H3  H 0 1 N N N 1.923  22.627 27.713 1.815  1.447  7.784   H31  169 34 
169 H32  2H3  H 0 1 N N N 0.556  23.587 28.517 2.164  0.205  9.011   H32  169 35 
169 H33  3H3  H 0 1 N N N 1.937  23.311 29.436 2.434  -0.145 7.287   H33  169 36 
169 H41  1H4  H 0 1 N N N 2.499  20.316 28.496 -0.683 -2.011 8.098   H41  169 37 
169 H42  2H4  H 0 1 N N N 2.553  20.850 30.269 0.975  -2.165 7.470   H42  169 38 
169 H43  3H4  H 0 1 N N N 1.562  19.541 29.893 0.705  -1.813 9.194   H43  169 39 
169 H51  1H5  H 0 1 N N N -2.112 17.449 25.967 -2.009 -0.091 3.647   H51  169 40 
169 H52  2H5  H 0 1 N N N -2.936 18.742 26.655 -1.449 1.036  4.909   H52  169 41 
169 H61  1H6  H 0 1 N N N -2.562 19.236 24.156 -1.725 2.064  2.581   H61  169 42 
169 H62  2H6  H 0 1 N N N -1.837 20.453 25.060 -0.114 2.277  3.314   H62  169 43 
169 H71  1H7  H 0 1 N N N 1.415  18.779 27.292 1.517  -1.537 3.417   H71  169 44 
169 H72  2H7  H 0 1 N N N 0.830  17.413 26.488 -0.094 -1.752 2.687   H72  169 45 
169 H81  1H8  H 0 1 N N N 1.041  20.304 25.330 1.237  -0.514 1.091   H81  169 46 
169 H82  2H8  H 0 1 N N N 1.769  18.915 24.706 1.797  0.614  2.353   H82  169 47 
169 H10  H10  H 0 1 N N N -2.204 16.494 20.307 0.669  -0.907 -2.739  H10  169 48 
169 H11  H11  H 0 1 N N N -0.083 14.565 21.845 1.028  2.175  -2.903  H11  169 49 
169 HN3  HN3  H 0 1 N N N -1.911 18.555 22.206 0.559  -0.308 -0.339  HN3  169 50 
169 H12  H12  H 0 1 N N N 0.626  17.291 21.097 -1.288 1.298  -1.954  H12  169 51 
169 H131 1H13 H 0 0 N N N -0.856 16.264 18.307 -1.203 -0.628 -4.340  H131 169 52 
169 H132 2H13 H 0 0 N N N 0.429  15.481 19.128 -0.879 1.120  -4.413  H132 169 53 
169 H141 1H14 H 0 0 N N N -1.016 13.415 19.559 1.401  0.662  -5.270  H141 169 54 
169 H142 2H14 H 0 0 N N N -2.401 14.194 18.924 1.078  -1.086 -5.197  H142 169 55 
169 H151 1H15 H 0 0 N N N 0.124  13.798 17.142 -0.794 -0.806 -6.798  H151 169 56 
169 H152 2H15 H 0 0 N N N -0.972 12.522 17.358 -0.471 0.942  -6.871  H152 169 57 
169 HN4  HN4  H 0 1 N N N -1.460 15.134 16.162 1.915  -0.431 -7.500  HN4  169 58 
169 HN51 1HN5 H 0 0 N N N -2.824 13.635 13.286 1.343  -0.471 -10.988 HN51 169 59 
169 HN55 5HN5 H 0 0 N N N -2.172 14.985 13.938 2.515  -0.638 -9.795  HN55 169 60 
169 HN6  HN6  H 0 1 N N N -2.314 11.575 15.182 -0.848 -0.040 -10.364 HN6  169 61 
169 HO3  HO3  H 0 1 N N N -1.803 19.746 18.966 -2.470 -2.565 -1.280  HO3  169 62 
169 HN7  HN7  H 0 1 N N N -0.153 21.274 27.123 -0.913 0.644  6.377   HN7  169 63 
# 
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 
169 C1  C2   SING N N 1  
169 C1  H11A SING N N 2  
169 C1  H12A SING N N 3  
169 C1  H13  SING N N 4  
169 C2  C3   SING N N 5  
169 C2  C4   SING N N 6  
169 C2  N7   SING N N 7  
169 C3  H31  SING N N 8  
169 C3  H32  SING N N 9  
169 C3  H33  SING N N 10 
169 C4  H41  SING N N 11 
169 C4  H42  SING N N 12 
169 C4  H43  SING N N 13 
169 N1  C5   SING N N 14 
169 N1  C7   SING N N 15 
169 N1  C18  SING N N 16 
169 C5  C6   SING N N 17 
169 C5  H51  SING N N 18 
169 C5  H52  SING N N 19 
169 C6  N2   SING N N 20 
169 C6  H61  SING N N 21 
169 C6  H62  SING N N 22 
169 C7  C8   SING N N 23 
169 C7  H71  SING N N 24 
169 C7  H72  SING N N 25 
169 C8  N2   SING N N 26 
169 C8  H81  SING N N 27 
169 C8  H82  SING N N 28 
169 C9  O1   DOUB N N 29 
169 C9  N2   SING N N 30 
169 C9  N3   SING N N 31 
169 C10 C11  SING N N 32 
169 C10 C12  SING N N 33 
169 C10 C13  SING N N 34 
169 C10 H10  SING N N 35 
169 C11 O2   DOUB N N 36 
169 C11 H11  SING N N 37 
169 N3  C12  SING N N 38 
169 N3  HN3  SING N N 39 
169 C12 C17  SING N N 40 
169 C12 H12  SING N N 41 
169 C13 C14  SING N N 42 
169 C13 H131 SING N N 43 
169 C13 H132 SING N N 44 
169 C14 C15  SING N N 45 
169 C14 H141 SING N N 46 
169 C14 H142 SING N N 47 
169 C15 N4   SING N N 48 
169 C15 H151 SING N N 49 
169 C15 H152 SING N N 50 
169 N4  C16  SING N N 51 
169 N4  HN4  SING N N 52 
169 C16 N5   SING N N 53 
169 C16 N6   DOUB N N 54 
169 N5  HN51 SING N N 55 
169 N5  HN55 SING N N 56 
169 N6  HN6  SING N N 57 
169 C17 O3   SING N N 58 
169 C17 O4   DOUB N N 59 
169 O3  HO3  SING N N 60 
169 C18 O5   DOUB N N 61 
169 C18 N7   SING N N 62 
169 N7  HN7  SING N N 63 
# 
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 
169 SMILES           ACDLabs              10.04 O=C(NC(C)(C)C)N1CCN(C(=O)NC(C(=O)O)C(C=O)CCCNC(=[N@H])N)CC1                                                                                                                                               
169 InChI            InChI                1.02b InChI=1/C18H33N7O5/c1-18(2,3)23-17(30)25-9-7-24(8-10-25)16(29)22-13(14(27)28)12(11-26)5-4-6-21-15(19)20/h11-13H,4-10H2,1-3H3,(H,22,29)(H,23,30)(H,27,28)(H4,19,20,21)/t12-,13-/m0/s1/f/h19,21-23,27H,20H2 
169 InChIKey         InChI                1.02b BVNQCAHTTOIOEK-WBYBMEHXDC                                                                                                                                                                                 
169 SMILES_CANONICAL CACTVS               3.341 CC(C)(C)NC(=O)N1CCN(CC1)C(=O)N[C@@H]([C@@H](CCCNC(N)=N)C=O)C(O)=O                                                                                                                                         
169 SMILES           CACTVS               3.341 CC(C)(C)NC(=O)N1CCN(CC1)C(=O)N[CH]([CH](CCCNC(N)=N)C=O)C(O)=O                                                                                                                                             
169 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C)NC(=O)N1CCN(CC1)C(=O)N[C@@H]([C@@H](CCCNC(=N)N)C=O)C(=O)O                                                                                                                                         
169 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C)NC(=O)N1CCN(CC1)C(=O)NC(C(CCCNC(=N)N)C=O)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 
169 "SYSTEMATIC NAME" ACDLabs              10.04 (3R)-N~2~-{[4-(tert-butylcarbamoyl)piperazin-1-yl]carbonyl}-N~6~-carbamimidoyl-3-formyl-L-lysine               
169 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R)-2-[[4-(tert-butylcarbamoyl)piperazin-1-yl]carbonylamino]-6-carbamimidamido-3-methanoyl-hexanoic acid" 
# 
