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 2011-06-04 _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 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-]" HAZ InChI InChI 1.03 "InChI=1S/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" HAZ InChIKey InChI 1.03 VFIZFTGABDUGCF-UPVHCHBVSA-N # 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 HAZ "SYSTEMATIC NAME" ACDLabs 10.04 "5-{[4-({[(1aR,3aR,4S,7aS,7bS)-1a,7a-dimethyl-4-oxidodecahydrooxireno[f]quinolin-4-yl]acetyl}amino)phenyl]amino}-5-oxopentanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HAZ "Create component" 1999-07-08 RCSB HAZ "Modify descriptor" 2011-06-04 RCSB #