data_PZN
# 
_chem_comp.id                                    PZN 
_chem_comp.name                                  "3-(2-{5-TERT-BUTYL-3-[(4-METHYL-FURAZAN-3-YLMETHYL)-AMINO]-2-OXO-2H-PYRAZIN-1-YL}-BUTYRYLAMINO)-5-(HEXYL-METHYL-AMINO)-4-OXO-PENTANOIC ACID ANION" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H44 N7 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -1 
_chem_comp.pdbx_initial_date                     2003-11-19 
_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                        574.692 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PZN 
_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        1RHJ 
_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 
PZN C1   C1   C 0  1 N N N -85.957  27.124 47.513 12.258 -3.447 1.145  C1   PZN 1  
PZN C2   C2   C 0  1 N N N -87.092  27.532 48.460 11.050 -3.317 0.215  C2   PZN 2  
PZN C3   C3   C 0  1 N N N -87.782  28.847 48.052 10.103 -2.245 0.756  C3   PZN 3  
PZN C4   C4   C 0  1 N N N -89.145  29.023 48.745 8.895  -2.116 -0.174 C4   PZN 4  
PZN C5   C5   C 0  1 N N N -90.320  28.785 47.778 7.947  -1.043 0.367  C5   PZN 5  
PZN C6   C6   C 0  1 N N N -91.354  27.770 48.337 6.739  -0.914 -0.563 C6   PZN 6  
PZN N1   N1   N 0  1 N N N -92.768  27.768 47.850 5.829  0.116  -0.044 N1   PZN 7  
PZN C7   C7   C 0  1 N N N -92.838  27.576 46.375 6.436  1.415  -0.363 C7   PZN 8  
PZN C8   C8   C 0  1 N N N -93.516  28.998 48.249 4.593  0.023  -0.831 C8   PZN 9  
PZN C9   C9   C 0  1 N N N -94.956  28.869 48.847 3.527  0.880  -0.197 C9   PZN 10 
PZN O1   O1   O 0  1 N N N -94.793  29.946 49.412 3.773  1.504  0.808  O1   PZN 11 
PZN C10  C10  C 0  1 N N S -96.050  28.597 47.821 2.156  0.958  -0.816 C10  PZN 12 
PZN N2   N2   N 0  1 N N N -96.058  27.155 47.637 1.218  1.541  0.147  N2   PZN 13 
PZN C11  C11  C 0  1 N N N -97.453  29.031 48.312 2.211  1.834  -2.069 C11  PZN 14 
PZN C12  C12  C 0  1 N N N -98.293  29.851 47.321 2.588  3.240  -1.682 C12  PZN 15 
PZN O2   O2   O -1 1 N N N -99.446  30.206 47.705 2.649  4.112  -2.534 O2   PZN 16 
PZN O3   O3   O 0  1 N N N -97.810  30.134 46.181 2.833  3.508  -0.518 O3   PZN 17 
PZN C13  C13  C 0  1 N N N -96.304  26.522 46.474 -0.099 1.268  0.056  C13  PZN 18 
PZN C14  C14  C 0  1 N N S -96.813  25.066 46.611 -1.049 1.781  1.107  C14  PZN 19 
PZN O4   O4   O 0  1 N N N -96.119  27.032 45.368 -0.519 0.611  -0.873 O4   PZN 20 
PZN C15  C15  C 0  1 N N N -95.701  24.248 47.326 -0.650 1.220  2.473  C15  PZN 21 
PZN C16  C16  C 0  1 N N N -96.216  23.022 48.087 -1.536 1.837  3.557  C16  PZN 22 
PZN N3   N3   N 0  1 Y N N -97.263  24.325 45.368 -2.412 1.353  0.783  N3   PZN 23 
PZN C18  C18  C 0  1 Y N N -98.954  23.526 43.752 -4.093 -0.340 0.363  C18  PZN 24 
PZN N4   N4   N 0  1 Y N N -97.936  22.857 43.035 -4.988 0.605  0.171  N4   PZN 25 
PZN C19  C19  C 0  1 Y N N -96.572  22.878 43.426 -4.653 1.891  0.271  C19  PZN 26 
PZN C24  C24  C 0  1 Y N N -96.225  23.589 44.549 -3.394 2.276  0.570  C24  PZN 27 
PZN C17  C17  C 0  1 Y N N -98.603  24.322 45.020 -2.713 0.039  0.685  C17  PZN 28 
PZN O5   O5   O 0  1 N N N -99.501  24.881 45.638 -1.859 -0.812 0.869  O5   PZN 29 
PZN C20  C20  C 0  1 N N N -95.624  22.034 42.572 -5.707 2.944  0.044  C20  PZN 30 
PZN C23  C23  C 0  1 N N N -94.139  22.254 42.957 -5.086 4.332  0.212  C23  PZN 31 
PZN C21  C21  C 0  1 N N N -95.802  22.386 41.079 -6.270 2.805  -1.372 C21  PZN 32 
PZN C22  C22  C 0  1 N N N -95.970  20.548 42.779 -6.835 2.764  1.062  C22  PZN 33 
PZN N5   N5   N 0  1 N N N -100.205 23.400 43.245 -4.450 -1.678 0.258  N5   PZN 34 
PZN C25  C25  C 0  1 N N N -100.653 22.374 42.284 -5.830 -2.045 -0.070 C25  PZN 35 
PZN C26  C26  C 0  1 Y N N -100.920 21.061 43.027 -5.951 -3.546 -0.124 C26  PZN 36 
PZN C27  C27  C 0  1 Y N N -101.938 20.702 44.053 -5.761 -4.338 -1.274 C27  PZN 37 
PZN N7   N7   N 0  1 Y N N -101.739 19.416 44.382 -5.937 -5.589 -0.970 N7   PZN 38 
PZN O6   O6   O 0  1 Y N N -100.649 18.925 43.625 -6.262 -5.650 0.409  O6   PZN 39 
PZN N6   N6   N 0  1 Y N N -100.172 19.974 42.802 -6.252 -4.312 0.882  N6   PZN 40 
PZN C28  C28  C 0  1 N N N -103.043 21.556 44.679 -5.401 -3.815 -2.641 C28  PZN 41 
PZN H11  1H1  H 0  1 N N N -85.457  26.171 47.808 12.782 -2.492 1.195  H11  PZN 42 
PZN H12  2H1  H 0  1 N N N -86.319  27.071 46.459 11.921 -3.729 2.142  H12  PZN 43 
PZN H13  3H1  H 0  1 N N N -85.211  27.947 47.410 12.933 -4.211 0.759  H13  PZN 44 
PZN H21  1H2  H 0  1 N N N -87.837  26.709 48.563 11.388 -3.035 -0.782 H21  PZN 45 
PZN H22  2H2  H 0  1 N N N -86.729  27.584 49.513 10.527 -4.272 0.164  H22  PZN 46 
PZN H31  1H3  H 0  1 N N N -87.119  29.724 48.234 9.765  -2.527 1.753  H31  PZN 47 
PZN H32  2H3  H 0  1 N N N -87.878  28.926 46.944 10.626 -1.290 0.806  H32  PZN 48 
PZN H41  1H4  H 0  1 N N N -89.226  28.373 49.647 9.232  -1.833 -1.171 H41  PZN 49 
PZN H42  2H4  H 0  1 N N N -89.222  30.020 49.237 8.371  -3.070 -0.225 H42  PZN 50 
PZN H51  1H5  H 0  1 N N N -90.811  29.746 47.499 7.610  -1.326 1.364  H51  PZN 51 
PZN H52  2H5  H 0  1 N N N -89.954  28.472 46.771 8.470  -0.088 0.417  H52  PZN 52 
PZN H61  1H6  H 0  1 N N N -90.939  26.743 48.203 7.077  -0.631 -1.560 H61  PZN 53 
PZN H62  2H6  H 0  1 N N N -91.369  27.866 49.447 6.216  -1.869 -0.614 H62  PZN 54 
PZN H71  1H7  H 0  1 N N N -93.892  27.574 46.011 5.794  2.216  0.004  H71  PZN 55 
PZN H72  2H7  H 0  1 N N N -92.222  28.333 45.835 7.414  1.486  0.112  H72  PZN 56 
PZN H73  3H7  H 0  1 N N N -92.296  26.654 46.057 6.550  1.507  -1.443 H73  PZN 57 
PZN H81  1H8  H 0  1 N N N -92.886  29.580 48.961 4.781  0.370  -1.847 H81  PZN 58 
PZN H82  2H8  H 0  1 N N N -93.555  29.688 47.374 4.257  -1.014 -0.858 H82  PZN 59 
PZN H10  H10  H 0  1 N N N -95.840  29.172 46.889 1.822  -0.044 -1.087 H10  PZN 60 
PZN HN2  HN2  H 0  1 N N N -95.870  26.516 48.409 1.545  2.123  0.851  HN2  PZN 61 
PZN H111 1H11 H 0  0 N N N -98.029  28.136 48.645 2.954  1.435  -2.759 H111 PZN 62 
PZN H112 2H11 H 0  0 N N N -97.361  29.583 49.276 1.233  1.839  -2.551 H112 PZN 63 
PZN H14  H14  H 0  1 N N N -97.765  25.161 47.183 -1.007 2.870  1.135  H14  PZN 64 
PZN H151 1H15 H 0  0 N N N -94.906  23.952 46.601 -0.777 0.137  2.472  H151 PZN 65 
PZN H152 2H15 H 0  0 N N N -95.105  24.905 48.001 0.393  1.463  2.675  H152 PZN 66 
PZN H161 1H16 H 0  0 N N N -95.418  22.435 48.599 -1.409 2.919  3.557  H161 PZN 67 
PZN H162 2H16 H 0  0 N N N -97.010  23.317 48.811 -2.579 1.593  3.355  H162 PZN 68 
PZN H163 3H16 H 0  0 N N N -96.811  22.364 47.411 -1.252 1.437  4.530  H163 PZN 69 
PZN H24  H24  H 0  1 N N N -95.147  23.569 44.785 -3.161 3.328  0.642  H24  PZN 70 
PZN H231 1H23 H 0  0 N N N -93.448  21.638 42.334 -4.282 4.461  -0.513 H231 PZN 71 
PZN H232 2H23 H 0  0 N N N -93.866  23.334 42.914 -5.848 5.094  0.048  H232 PZN 72 
PZN H233 3H23 H 0  0 N N N -93.972  22.072 44.044 -4.684 4.431  1.221  H233 PZN 73 
PZN H211 1H21 H 0  0 N N N -95.111  21.770 40.456 -6.712 1.817  -1.492 H211 PZN 74 
PZN H212 2H21 H 0  0 N N N -96.862  22.285 40.749 -7.032 3.567  -1.536 H212 PZN 75 
PZN H213 3H21 H 0  0 N N N -95.675  23.477 40.889 -5.466 2.934  -2.097 H213 PZN 76 
PZN H221 1H22 H 0  0 N N N -95.279  19.932 42.156 -6.434 2.862  2.070  H221 PZN 77 
PZN H222 2H22 H 0  0 N N N -95.955  20.251 43.853 -7.597 3.525  0.898  H222 PZN 78 
PZN H223 3H22 H 0  0 N N N -97.043  20.326 42.573 -7.278 1.775  0.942  H223 PZN 79 
PZN HN5  HN5  H 0  1 N N N -100.440 24.302 42.832 -3.785 -2.370 0.400  HN5  PZN 80 
PZN H251 1H25 H 0  0 N N N -101.535 22.709 41.690 -6.501 -1.654 0.695  H251 PZN 81 
PZN H252 2H25 H 0  0 N N N -99.934  22.243 41.441 -6.097 -1.624 -1.039 H252 PZN 82 
PZN H281 1H28 H 0  0 N N N -103.805 21.287 45.447 -6.311 -3.606 -3.202 H281 PZN 83 
PZN H282 2H28 H 0  0 N N N -102.521 22.452 45.088 -4.819 -2.900 -2.538 H282 PZN 84 
PZN H283 3H28 H 0  0 N N N -103.627 21.953 43.816 -4.811 -4.563 -3.171 H283 PZN 85 
# 
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 
PZN C1  C2   SING N N 1  
PZN C1  H11  SING N N 2  
PZN C1  H12  SING N N 3  
PZN C1  H13  SING N N 4  
PZN C2  C3   SING N N 5  
PZN C2  H21  SING N N 6  
PZN C2  H22  SING N N 7  
PZN C3  C4   SING N N 8  
PZN C3  H31  SING N N 9  
PZN C3  H32  SING N N 10 
PZN C4  C5   SING N N 11 
PZN C4  H41  SING N N 12 
PZN C4  H42  SING N N 13 
PZN C5  C6   SING N N 14 
PZN C5  H51  SING N N 15 
PZN C5  H52  SING N N 16 
PZN C6  N1   SING N N 17 
PZN C6  H61  SING N N 18 
PZN C6  H62  SING N N 19 
PZN N1  C7   SING N N 20 
PZN N1  C8   SING N N 21 
PZN C7  H71  SING N N 22 
PZN C7  H72  SING N N 23 
PZN C7  H73  SING N N 24 
PZN C8  C9   SING N N 25 
PZN C8  H81  SING N N 26 
PZN C8  H82  SING N N 27 
PZN C9  O1   DOUB N N 28 
PZN C9  C10  SING N N 29 
PZN C10 N2   SING N N 30 
PZN C10 C11  SING N N 31 
PZN C10 H10  SING N N 32 
PZN N2  C13  SING N N 33 
PZN N2  HN2  SING N N 34 
PZN C11 C12  SING N N 35 
PZN C11 H111 SING N N 36 
PZN C11 H112 SING N N 37 
PZN C12 O2   SING N N 38 
PZN C12 O3   DOUB N N 39 
PZN C13 C14  SING N N 40 
PZN C13 O4   DOUB N N 41 
PZN C14 C15  SING N N 42 
PZN C14 N3   SING N N 43 
PZN C14 H14  SING N N 44 
PZN C15 C16  SING N N 45 
PZN C15 H151 SING N N 46 
PZN C15 H152 SING N N 47 
PZN C16 H161 SING N N 48 
PZN C16 H162 SING N N 49 
PZN C16 H163 SING N N 50 
PZN N3  C24  SING Y N 51 
PZN N3  C17  SING Y N 52 
PZN C18 N4   DOUB Y N 53 
PZN C18 C17  SING Y N 54 
PZN C18 N5   SING N N 55 
PZN N4  C19  SING Y N 56 
PZN C19 C24  DOUB Y N 57 
PZN C19 C20  SING N N 58 
PZN C24 H24  SING N N 59 
PZN C17 O5   DOUB N N 60 
PZN C20 C23  SING N N 61 
PZN C20 C21  SING N N 62 
PZN C20 C22  SING N N 63 
PZN C23 H231 SING N N 64 
PZN C23 H232 SING N N 65 
PZN C23 H233 SING N N 66 
PZN C21 H211 SING N N 67 
PZN C21 H212 SING N N 68 
PZN C21 H213 SING N N 69 
PZN C22 H221 SING N N 70 
PZN C22 H222 SING N N 71 
PZN C22 H223 SING N N 72 
PZN N5  C25  SING N N 73 
PZN N5  HN5  SING N N 74 
PZN C25 C26  SING N N 75 
PZN C25 H251 SING N N 76 
PZN C25 H252 SING N N 77 
PZN C26 C27  SING Y N 78 
PZN C26 N6   DOUB Y N 79 
PZN C27 N7   DOUB Y N 80 
PZN C27 C28  SING N N 81 
PZN N7  O6   SING Y N 82 
PZN O6  N6   SING Y N 83 
PZN C28 H281 SING N N 84 
PZN C28 H282 SING N N 85 
PZN C28 H283 SING N N 86 
# 
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 
PZN SMILES           ACDLabs              10.04 [O-]C(=O)CC(C(=O)CN(CCCCCC)C)NC(=O)C(N1C(=O)C(=NC(=C1)C(C)(C)C)NCc2nonc2C)CC 
PZN InChI            InChI                1.02b 
InChI=1/C28H45N7O6/c1-8-10-11-12-13-34(7)16-22(36)19(14-24(37)38)30-26(39)21(9-2)35-17-23(28(4,5)6)31-25(27(35)40)29-15-20-18(3)32-41-33-20/h17,19,21H,8-16H2,1-7H3,(H,29,31)(H,30,39)(H,37,38)/p-1/t19-,21-/m0/s1/fC28H44N7O6/h29-30H/q-1 
PZN InChIKey         InChI                1.02b XIMITGPWYYFUQF-SWSWWMRTDP 
PZN SMILES_CANONICAL CACTVS               3.341 CCCCCCN(C)CC(=O)[C@H](CC([O-])=O)NC(=O)[C@H](CC)N1C=C(N=C(NCc2nonc2C)C1=O)C(C)(C)C 
PZN SMILES           CACTVS               3.341 CCCCCCN(C)CC(=O)[CH](CC([O-])=O)NC(=O)[CH](CC)N1C=C(N=C(NCc2nonc2C)C1=O)C(C)(C)C 
PZN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCC[N@](C)CC(=O)[C@H](CC(=O)[O-])NC(=O)[C@H](CC)N1C=C(N=C(C1=O)NCc2c(non2)C)C(C)(C)C 
PZN SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCN(C)CC(=O)C(CC(=O)[O-])NC(=O)C(CC)N1C=C(N=C(C1=O)NCc2c(non2)C)C(C)(C)C 
# 
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 
PZN "SYSTEMATIC NAME" ACDLabs              10.04 (3S)-3-({(2S)-2-[5-tert-butyl-3-{[(4-methyl-1,2,5-oxadiazol-3-yl)methyl]amino}-2-oxopyrazin-1(2H)-yl]butanoyl}amino)-5-[hexyl(methyl)amino]-4-oxopentanoate 
PZN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3S)-3-[[(2S)-2-[5-tert-butyl-3-[(4-methyl-1,2,5-oxadiazol-3-yl)methylamino]-2-oxo-pyrazin-1-yl]butanoyl]amino]-5-(hexyl-methyl-amino)-4-oxo-pentanoate     
# 
