data_HAZ
# 
_chem_comp.id                                    HAZ 
_chem_comp.name                                  "4-{4-[2-(1A,7A-DIMETHYL-4-OXY-OCTAHYDRO-1-OXA-4-AZA-CYCLOPROPA[A]NAPHTHALEN-4-YL) -ACETYLAMINO]-PHENYLCARBAMOYL}-BUTYRIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H33 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        459.535 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HAZ 
_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        1CF8 
_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 
HAZ O6   O6   O 0  1 N N N -12.767 -11.639 57.671 -9.696  -2.287 -0.317 O6   HAZ 1  
HAZ C25  C25  C 0  1 N N N -11.493 -11.332 57.590 -10.247 -1.280 0.058  C25  HAZ 2  
HAZ O5   O5   O 0  1 N N N -10.550 -12.132 57.630 -11.579 -1.267 0.226  O5   HAZ 3  
HAZ C22  C22  C 0  1 N N N -9.892  -8.008  56.272 -7.142  0.941  0.349  C22  HAZ 4  
HAZ C23  C23  C 0  1 N N N -10.139 -9.515  56.433 -7.961  -0.320 0.067  C23  HAZ 5  
HAZ C24  C24  C 0  1 N N N -11.255 -9.827  57.429 -9.441  -0.038 0.336  C24  HAZ 6  
HAZ C21  C21  C 0  1 N N N -8.781  -7.711  55.264 -5.685  0.663  0.085  C21  HAZ 7  
HAZ O4   O4   O 0  1 N N N -8.642  -8.404  54.262 -5.335  -0.435 -0.292 O4   HAZ 8  
HAZ N3   N3   N 0  1 N N N -7.981  -6.668  55.534 -4.769  1.636  0.267  N3   HAZ 9  
HAZ C15  C15  C 0  1 Y N N -4.797  -5.097  53.490 -0.792  0.980  -0.799 C15  HAZ 10 
HAZ C16  C16  C 0  1 Y N N -5.243  -6.407  53.195 -1.094  1.766  0.305  C16  HAZ 11 
HAZ C17  C17  C 0  1 Y N N -6.329  -6.945  53.894 -2.411  1.983  0.658  C17  HAZ 12 
HAZ C18  C18  C 0  1 Y N N -6.984  -6.178  54.896 -3.433  1.416  -0.091 C18  HAZ 13 
HAZ C19  C19  C 0  1 Y N N -6.545  -4.875  55.193 -3.131  0.631  -1.196 C19  HAZ 14 
HAZ C20  C20  C 0  1 Y N N -5.459  -4.334  54.495 -1.814  0.417  -1.551 C20  HAZ 15 
HAZ N2   N2   N 0  1 N N N -3.800  -4.598  52.836 0.545   0.760  -1.157 N2   HAZ 16 
HAZ C14  C14  C 0  1 N N N -3.251  -3.372  52.841 1.488   0.645  -0.201 C14  HAZ 17 
HAZ O3   O3   O 0  1 N N N -3.676  -2.457  53.553 1.195   0.810  0.964  O3   HAZ 18 
HAZ C1   C1   C 0  1 N N N -0.130  -0.197  50.137 5.102   -2.461 0.649  C1   HAZ 19 
HAZ C10  C10  C 0  1 N N S -0.026  -1.660  49.628 5.631   -1.292 -0.186 C10  HAZ 20 
HAZ C11  C11  C 0  1 N N N 1.213   -2.771  46.031 9.217   0.080  -0.983 C11  HAZ 21 
HAZ C12  C12  C 0  1 N N N 0.926   -2.552  50.441 5.226   -1.505 -1.644 C12  HAZ 22 
HAZ C2   C2   C 0  1 N N N -0.985  -0.028  51.411 3.580   -2.352 0.757  C2   HAZ 23 
HAZ C3   C3   C 0  1 N N N -2.373  -0.680  51.256 3.203   -1.022 1.399  C3   HAZ 24 
HAZ O2   O2   O -1 1 N N N -3.598  -2.360  50.333 3.492   1.324  1.476  O2   HAZ 25 
HAZ C13  C13  C 0  1 N N N -2.080  -3.144  51.879 2.908   0.312  -0.581 C13  HAZ 26 
HAZ N1   N1   N 1  1 N N S -2.341  -2.116  50.780 3.707   0.123  0.634  N1   HAZ 27 
HAZ C5   C5   C 0  1 N N R -1.459  -2.222  49.547 5.131   0.024  0.378  C5   HAZ 28 
HAZ C6   C6   C 0  1 N N N -1.371  -3.654  49.015 5.662   1.191  -0.457 C6   HAZ 29 
HAZ C7   C7   C 0  1 N N N -0.883  -3.648  47.552 7.148   1.370  -0.129 C7   HAZ 30 
HAZ C8   C8   C 0  1 N N R 0.276   -2.654  47.224 7.892   0.041  -0.216 C8   HAZ 31 
HAZ C9   C9   C 0  1 N N S 0.612   -1.655  48.178 7.161   -1.291 -0.148 C9   HAZ 32 
HAZ O1   O1   O 0  1 N N N 0.004   -0.969  47.308 7.848   -0.766 0.975  O1   HAZ 33 
HAZ HO5  HO5  H 0  1 N N N -9.628  -11.909 57.571 -12.097 -2.064 0.048  HO5  HAZ 34 
HAZ H221 1H22 H 0  0 N N N -10.832 -7.470  56.006 -7.273  1.234  1.391  H221 HAZ 35 
HAZ H222 2H22 H 0  0 N N N -9.684  -7.525  57.255 -7.482  1.748  -0.300 H222 HAZ 36 
HAZ H231 1H23 H 0  0 N N N -10.337 -9.995  55.446 -7.830  -0.613 -0.975 H231 HAZ 37 
HAZ H232 2H23 H 0  0 N N N -9.198  -10.047 56.706 -7.621  -1.127 0.717  H232 HAZ 38 
HAZ H241 1H24 H 0  0 N N N -12.197 -9.298  57.154 -9.571  0.255  1.377  H241 HAZ 39 
HAZ H242 2H24 H 0  0 N N N -11.059 -9.343  58.414 -9.780  0.769  -0.314 H242 HAZ 40 
HAZ HN3  HN3  H 0  1 N N N -8.166  -6.146  56.390 -5.036  2.488  0.647  HN3  HAZ 41 
HAZ H16  H16  H 0  1 N N N -4.743  -7.010  52.418 -0.299  2.207  0.888  H16  HAZ 42 
HAZ H17  H17  H 0  1 N N N -6.666  -7.967  53.656 -2.646  2.594  1.517  H17  HAZ 43 
HAZ H19  H19  H 0  1 N N N -7.051  -4.279  55.971 -3.926  0.190  -1.779 H19  HAZ 44 
HAZ H20  H20  H 0  1 N N N -5.126  -3.310  54.736 -1.579  -0.194 -2.411 H20  HAZ 45 
HAZ HN2  HN2  H 0  1 N N N -3.376  -5.285  52.212 0.791   0.689  -2.093 HN2  HAZ 46 
HAZ H11  1H1  H 0  1 N N N 0.886   0.235   50.289 5.371   -3.402 0.168  H11  HAZ 47 
HAZ H12  2H1  H 0  1 N N N -0.502  0.472   49.326 5.544   -2.424 1.646  H12  HAZ 48 
HAZ H111 1H11 H 0  0 N N N 2.040   -2.061  45.796 9.703   1.042  -0.820 H111 HAZ 49 
HAZ H112 2H11 H 0  0 N N N 1.666   -3.788  46.076 9.867   -0.719 -0.627 H112 HAZ 50 
HAZ H113 3H11 H 0  0 N N N 0.570   -2.826  45.121 9.025   -0.054 -2.047 H113 HAZ 51 
HAZ H121 1H12 H 0  0 N N N 1.000   -3.602  50.075 5.557   -0.655 -2.241 H121 HAZ 52 
HAZ H122 2H12 H 0  0 N N N 1.938   -2.088  50.498 5.690   -2.417 -2.020 H122 HAZ 53 
HAZ H123 3H12 H 0  0 N N N 0.646   -2.535  51.520 4.142   -1.596 -1.711 H123 HAZ 54 
HAZ H21  1H2  H 0  1 N N N -0.453  -0.413  52.311 3.118   -2.452 -0.221 H21  HAZ 55 
HAZ H22  2H2  H 0  1 N N N -1.069  1.044   51.704 3.214   -3.169 1.392  H22  HAZ 56 
HAZ H31  1H3  H 0  1 N N N -2.948  -0.598  52.207 2.113   -0.952 1.469  H31  HAZ 57 
HAZ H32  2H3  H 0  1 N N N -3.019  -0.063  50.588 3.614   -0.982 2.412  H32  HAZ 58 
HAZ H131 1H13 H 0  0 N N N -1.160  -2.874  52.448 3.328   1.127  -1.169 H131 HAZ 59 
HAZ H132 2H13 H 0  0 N N N -1.754  -4.112  51.431 2.921   -0.605 -1.170 H132 HAZ 60 
HAZ H5   H5   H 0  1 N N N -2.007  -1.545  48.850 5.624   0.133  1.380  H5   HAZ 61 
HAZ H61  1H6  H 0  1 N N N -0.736  -4.301  49.663 5.132   2.107  -0.170 H61  HAZ 62 
HAZ H62  2H6  H 0  1 N N N -2.335  -4.201  49.130 5.535   1.028  -1.518 H62  HAZ 63 
HAZ H71  1H7  H 0  1 N N N -0.595  -4.680  47.243 7.244   1.773  0.880  H71  HAZ 64 
HAZ H72  2H7  H 0  1 N N N -1.743  -3.467  46.866 7.585   2.074  -0.838 H72  HAZ 65 
HAZ H9   H9   H 0  1 N N N 1.639   -1.505  48.585 7.623   -2.131 -0.663 H9   HAZ 66 
# 
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 
HAZ O6  C25  DOUB N N 1  
HAZ C25 O5   SING N N 2  
HAZ C25 C24  SING N N 3  
HAZ O5  HO5  SING N N 4  
HAZ C22 C23  SING N N 5  
HAZ C22 C21  SING N N 6  
HAZ C22 H221 SING N N 7  
HAZ C22 H222 SING N N 8  
HAZ C23 C24  SING N N 9  
HAZ C23 H231 SING N N 10 
HAZ C23 H232 SING N N 11 
HAZ C24 H241 SING N N 12 
HAZ C24 H242 SING N N 13 
HAZ C21 O4   DOUB N N 14 
HAZ C21 N3   SING N N 15 
HAZ N3  C18  SING N N 16 
HAZ N3  HN3  SING N N 17 
HAZ C15 C16  DOUB Y N 18 
HAZ C15 C20  SING Y N 19 
HAZ C15 N2   SING N N 20 
HAZ C16 C17  SING Y N 21 
HAZ C16 H16  SING N N 22 
HAZ C17 C18  DOUB Y N 23 
HAZ C17 H17  SING N N 24 
HAZ C18 C19  SING Y N 25 
HAZ C19 C20  DOUB Y N 26 
HAZ C19 H19  SING N N 27 
HAZ C20 H20  SING N N 28 
HAZ N2  C14  SING N N 29 
HAZ N2  HN2  SING N N 30 
HAZ C14 O3   DOUB N N 31 
HAZ C14 C13  SING N N 32 
HAZ C1  C10  SING N N 33 
HAZ C1  C2   SING N N 34 
HAZ C1  H11  SING N N 35 
HAZ C1  H12  SING N N 36 
HAZ C10 C12  SING N N 37 
HAZ C10 C5   SING N N 38 
HAZ C10 C9   SING N N 39 
HAZ C11 C8   SING N N 40 
HAZ C11 H111 SING N N 41 
HAZ C11 H112 SING N N 42 
HAZ C11 H113 SING N N 43 
HAZ C12 H121 SING N N 44 
HAZ C12 H122 SING N N 45 
HAZ C12 H123 SING N N 46 
HAZ C2  C3   SING N N 47 
HAZ C2  H21  SING N N 48 
HAZ C2  H22  SING N N 49 
HAZ C3  N1   SING N N 50 
HAZ C3  H31  SING N N 51 
HAZ C3  H32  SING N N 52 
HAZ O2  N1   SING N N 53 
HAZ C13 N1   SING N N 54 
HAZ C13 H131 SING N N 55 
HAZ C13 H132 SING N N 56 
HAZ N1  C5   SING N N 57 
HAZ C5  C6   SING N N 58 
HAZ C5  H5   SING N N 59 
HAZ C6  C7   SING N N 60 
HAZ C6  H61  SING N N 61 
HAZ C6  H62  SING N N 62 
HAZ C7  C8   SING N N 63 
HAZ C7  H71  SING N N 64 
HAZ C7  H72  SING N N 65 
HAZ C8  C9   SING N N 66 
HAZ C8  O1   SING N N 67 
HAZ C9  O1   SING N N 68 
HAZ C9  H9   SING N N 69 
# 
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 
HAZ SMILES           ACDLabs              10.04 O=C(O)CCCC(=O)Nc1ccc(cc1)NC(=O)C[N+]2([O-])C3C(CCC2)(C4OC4(CC3)C)C 
HAZ InChI            InChI                1.02b 
InChI=1/C24H33N3O6/c1-23-12-4-14-27(32,18(23)11-13-24(2)22(23)33-24)15-20(29)26-17-9-7-16(8-10-17)25-19(28)5-3-6-21(30)31/h7-10,18,22H,3-6,11-15H2,1-2H3,(H,25,28)(H,26,29)(H,30,31)/t18-,22+,23+,24-,27+/m1/s1/f/h25-26,30H 
HAZ InChIKey         InChI                1.02b VFIZFTGABDUGCF-JITHBSNZDU 
HAZ SMILES_CANONICAL CACTVS               3.341 C[C@@]12CC[C@@H]3[C@](C)(CCC[N@+]3([O-])CC(=O)Nc4ccc(NC(=O)CCCC(O)=O)cc4)[C@@H]1O2 
HAZ SMILES           CACTVS               3.341 C[C]12CC[CH]3[C](C)(CCC[N+]3([O-])CC(=O)Nc4ccc(NC(=O)CCCC(O)=O)cc4)[CH]1O2 
HAZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]12CCC[N@@+]([C@@H]1CCC3([C@H]2O3)C)(CC(=O)Nc4ccc(cc4)NC(=O)CCCC(=O)O)[O-] 
HAZ SMILES           "OpenEye OEToolkits" 1.5.0 CC12CCC[N+](C1CCC3(C2O3)C)(CC(=O)Nc4ccc(cc4)NC(=O)CCCC(=O)O)[O-] 
# 
_pdbx_chem_comp_identifier.comp_id           HAZ 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "5-{[4-({[(1aR,3aR,4S,7aS,7bS)-1a,7a-dimethyl-4-oxidodecahydrooxireno[f]quinolin-4-yl]acetyl}amino)phenyl]amino}-5-oxopentanoic acid" 
# 
