data_MZ3
# 
_chem_comp.id                                    MZ3 
_chem_comp.name                                  N-[(1S,2R)-1-BENZYL-2-HYDROXY-3-{[(3-METHOXYPHENYL)SULFONYL](2-THIENYLMETHYL)AMINO}PROPYL]-3-FLUORO-2-METHYLBENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H31 F N2 O5 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-07-12 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        582.706 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MZ3 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
MZ3 F29  F29  F 0 1 N N N 26.059 27.343 11.947 -7.820 0.665  2.127  F29  MZ3 1  
MZ3 C26  C26  C 0 1 Y N N 24.744 27.199 11.695 -6.543 1.085  1.995  C26  MZ3 2  
MZ3 C25  C25  C 0 1 Y N N 24.294 26.178 10.868 -6.148 2.287  2.559  C25  MZ3 3  
MZ3 C24  C24  C 0 1 Y N N 22.939 26.037 10.616 -4.841 2.723  2.427  C24  MZ3 4  
MZ3 C23  C23  C 0 1 Y N N 22.033 26.912 11.206 -3.923 1.963  1.732  C23  MZ3 5  
MZ3 C27  C27  C 0 1 Y N N 23.843 28.079 12.263 -5.631 0.312  1.301  C27  MZ3 6  
MZ3 C28  C28  C 0 1 N N N 24.325 29.182 13.152 -6.060 -0.998 0.692  C28  MZ3 7  
MZ3 C22  C22  C 0 1 Y N N 22.488 27.942 12.029 -4.314 0.751  1.161  C22  MZ3 8  
MZ3 C21  C21  C 0 1 N N N 21.510 28.936 12.635 -3.334 -0.068 0.415  C21  MZ3 9  
MZ3 O22  O22  O 0 1 N N N 21.528 30.061 12.178 -3.687 -1.100 -0.120 O22  MZ3 10 
MZ3 N20  N20  N 0 1 N N N 20.672 28.576 13.609 -2.049 0.330  0.330  N20  MZ3 11 
MZ3 C19  C19  C 0 1 N N S 19.679 29.459 14.215 -1.078 -0.481 -0.409 C19  MZ3 12 
MZ3 C32  C32  C 0 1 N N N 18.402 28.612 14.245 -1.137 -0.119 -1.894 C32  MZ3 13 
MZ3 C38  C38  C 0 1 Y N N 18.020 28.183 12.835 -2.483 -0.501 -2.453 C38  MZ3 14 
MZ3 C37  C37  C 0 1 Y N N 17.538 29.110 11.931 -3.525 0.407  -2.428 C37  MZ3 15 
MZ3 C36  C36  C 0 1 Y N N 17.184 28.702 10.653 -4.760 0.055  -2.940 C36  MZ3 16 
MZ3 C35  C35  C 0 1 Y N N 17.311 27.376 10.265 -4.953 -1.204 -3.477 C35  MZ3 17 
MZ3 C34  C34  C 0 1 Y N N 17.800 26.443 11.169 -3.911 -2.111 -3.503 C34  MZ3 18 
MZ3 C33  C33  C 0 1 Y N N 18.150 26.852 12.452 -2.674 -1.758 -2.995 C33  MZ3 19 
MZ3 C17  C17  C 0 1 N N R 20.100 29.863 15.634 0.328  -0.208 0.128  C17  MZ3 20 
MZ3 O18  O18  O 0 1 N N N 20.071 28.745 16.536 0.686  1.149  -0.142 O18  MZ3 21 
MZ3 C16  C16  C 0 1 N N N 19.176 30.939 16.230 1.326  -1.144 -0.557 C16  MZ3 22 
MZ3 N11  N11  N 0 1 N N N 19.425 32.222 15.546 2.663  -0.924 0.001  N11  MZ3 23 
MZ3 C12  C12  C 0 1 N N N 20.169 33.218 16.354 2.934  -1.248 1.403  C12  MZ3 24 
MZ3 C15  C15  C 0 1 Y N N 21.656 33.185 15.996 3.206  -2.724 1.535  C15  MZ3 25 
MZ3 C18  C18  C 0 1 Y N N 22.603 33.176 16.961 4.415  -3.287 1.537  C18  MZ3 26 
MZ3 C14  C14  C 0 1 Y N N 23.899 33.137 16.360 4.418  -4.664 1.671  C14  MZ3 27 
MZ3 C13  C13  C 0 1 Y N N 23.805 33.125 15.010 3.211  -5.221 1.778  C13  MZ3 28 
MZ3 S1   S1   S 0 1 Y N N 22.244 33.142 14.423 1.977  -3.969 1.717  S1   MZ3 29 
MZ3 S8   S8   S 0 1 N N N 18.101 32.786 14.793 3.868  -0.310 -0.955 S8   MZ3 30 
MZ3 O9   O9   O 0 1 N N N 18.587 33.601 13.710 5.095  -0.718 -0.366 O9   MZ3 31 
MZ3 O10  O10  O 0 1 N N N 17.369 31.684 14.244 3.510  -0.615 -2.296 O10  MZ3 32 
MZ3 C5   C5   C 0 1 Y N N 17.129 33.636 15.770 3.805  1.445  -0.811 C5   MZ3 33 
MZ3 C6   C6   C 0 1 Y N N 17.385 34.982 16.000 4.538  2.083  0.170  C6   MZ3 34 
MZ3 C7   C7   C 0 1 Y N N 16.579 35.750 16.837 4.488  3.465  0.283  C7   MZ3 35 
MZ3 O19  O19  O 0 1 N N N 16.920 37.085 16.999 5.210  4.095  1.247  O19  MZ3 36 
MZ3 C20  C20  C 0 1 N N N 16.130 38.021 17.720 5.110  5.520  1.305  C20  MZ3 37 
MZ3 C2   C2   C 0 1 Y N N 15.484 35.148 17.472 3.701  4.202  -0.589 C2   MZ3 38 
MZ3 C3   C3   C 0 1 Y N N 15.196 33.810 17.235 2.969  3.559  -1.569 C3   MZ3 39 
MZ3 C4   C4   C 0 1 Y N N 16.020 33.058 16.392 3.025  2.182  -1.683 C4   MZ3 40 
MZ3 H25  H25  H 0 1 N N N 25.000 25.494 10.421 -6.862 2.886  3.103  H25  MZ3 41 
MZ3 H24  H24  H 0 1 N N N 22.588 25.251 9.964  -4.540 3.661  2.869  H24  MZ3 42 
MZ3 H23  H23  H 0 1 N N N 20.975 26.794 11.026 -2.904 2.306  1.630  H23  MZ3 43 
MZ3 H281 1H28 H 0 0 N N N 24.443 28.802 14.177 -6.290 -0.850 -0.363 H281 MZ3 44 
MZ3 H282 2H28 H 0 0 N N N 25.293 29.552 12.784 -5.253 -1.725 0.788  H282 MZ3 45 
MZ3 H283 3H28 H 0 0 N N N 23.593 30.003 13.148 -6.945 -1.367 1.209  H283 MZ3 46 
MZ3 HN20 HN20 H 0 0 N N N 20.728 27.637 13.947 -1.767 1.154  0.757  HN20 MZ3 47 
MZ3 H19  H19  H 0 1 N N N 19.552 30.399 13.658 -1.317 -1.537 -0.283 H19  MZ3 48 
MZ3 H321 1H32 H 0 0 N N N 18.576 27.717 14.861 -0.986 0.955  -2.013 H321 MZ3 49 
MZ3 H322 2H32 H 0 0 N N N 17.584 29.211 14.671 -0.355 -0.656 -2.430 H322 MZ3 50 
MZ3 H37  H37  H 0 1 N N N 17.437 30.146 12.218 -3.375 1.390  -2.008 H37  MZ3 51 
MZ3 H36  H36  H 0 1 N N N 16.804 29.428 9.949  -5.575 0.764  -2.920 H36  MZ3 52 
MZ3 H35  H35  H 0 1 N N N 17.031 27.072 9.267  -5.918 -1.478 -3.876 H35  MZ3 53 
MZ3 H34  H34  H 0 1 N N N 17.908 25.408 10.879 -4.061 -3.095 -3.922 H34  MZ3 54 
MZ3 H33  H33  H 0 1 N N N 18.527 26.128 13.159 -1.859 -2.466 -3.018 H33  MZ3 55 
MZ3 H17  H17  H 0 1 N N N 21.123 30.254 15.531 0.346  -0.381 1.204  H17  MZ3 56 
MZ3 HO18 HO18 H 0 0 N N N 20.065 27.936 16.038 0.764  1.355  -1.084 HO18 MZ3 57 
MZ3 H161 1H16 H 0 0 N N N 18.126 30.643 16.088 1.028  -2.179 -0.388 H161 MZ3 58 
MZ3 H162 2H16 H 0 0 N N N 19.379 31.047 17.306 1.340  -0.940 -1.627 H162 MZ3 59 
MZ3 H121 1H12 H 0 0 N N N 19.769 34.222 16.149 3.804  -0.687 1.744  H121 MZ3 60 
MZ3 H122 2H12 H 0 0 N N N 20.051 32.976 17.420 2.069  -0.982 2.011  H122 MZ3 61 
MZ3 H18  H18  H 0 1 N N N 22.410 33.195 18.023 5.324  -2.711 1.441  H18  MZ3 62 
MZ3 H14  H14  H 0 1 N N N 24.829 33.119 16.909 5.329  -5.245 1.687  H14  MZ3 63 
MZ3 H13  H13  H 0 1 N N N 24.671 33.106 14.365 3.020  -6.278 1.889  H13  MZ3 64 
MZ3 H6   H6   H 0 1 N N N 18.232 35.446 15.517 5.150  1.507  0.848  H6   MZ3 65 
MZ3 H201 1H20 H 0 0 N N N 15.926 37.630 18.728 4.073  5.805  1.482  H201 MZ3 66 
MZ3 H202 2H20 H 0 0 N N N 16.673 38.974 17.800 5.733  5.895  2.116  H202 MZ3 67 
MZ3 H203 3H20 H 0 0 N N N 15.180 38.183 17.190 5.448  5.946  0.360  H203 MZ3 68 
MZ3 H2   H2   H 0 1 N N N 14.865 35.724 18.144 3.660  5.278  -0.503 H2   MZ3 69 
MZ3 H3   H3   H 0 1 N N N 14.337 33.351 17.701 2.356  4.132  -2.248 H3   MZ3 70 
MZ3 H4   H4   H 0 1 N N N 15.796 32.016 16.219 2.456  1.682  -2.452 H4   MZ3 71 
# 
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 
MZ3 F29 C26  SING N N 1  
MZ3 C26 C25  SING Y N 2  
MZ3 C26 C27  DOUB Y N 3  
MZ3 C25 C24  DOUB Y N 4  
MZ3 C25 H25  SING N N 5  
MZ3 C24 C23  SING Y N 6  
MZ3 C24 H24  SING N N 7  
MZ3 C23 C22  DOUB Y N 8  
MZ3 C23 H23  SING N N 9  
MZ3 C27 C22  SING Y N 10 
MZ3 C27 C28  SING N N 11 
MZ3 C28 H281 SING N N 12 
MZ3 C28 H282 SING N N 13 
MZ3 C28 H283 SING N N 14 
MZ3 C22 C21  SING N N 15 
MZ3 C21 O22  DOUB N N 16 
MZ3 C21 N20  SING N N 17 
MZ3 N20 C19  SING N N 18 
MZ3 N20 HN20 SING N N 19 
MZ3 C19 C32  SING N N 20 
MZ3 C19 C17  SING N N 21 
MZ3 C19 H19  SING N N 22 
MZ3 C32 C38  SING N N 23 
MZ3 C32 H321 SING N N 24 
MZ3 C32 H322 SING N N 25 
MZ3 C38 C37  DOUB Y N 26 
MZ3 C38 C33  SING Y N 27 
MZ3 C37 C36  SING Y N 28 
MZ3 C37 H37  SING N N 29 
MZ3 C36 C35  DOUB Y N 30 
MZ3 C36 H36  SING N N 31 
MZ3 C35 C34  SING Y N 32 
MZ3 C35 H35  SING N N 33 
MZ3 C34 C33  DOUB Y N 34 
MZ3 C34 H34  SING N N 35 
MZ3 C33 H33  SING N N 36 
MZ3 C17 C16  SING N N 37 
MZ3 C17 O18  SING N N 38 
MZ3 C17 H17  SING N N 39 
MZ3 O18 HO18 SING N N 40 
MZ3 C16 N11  SING N N 41 
MZ3 C16 H161 SING N N 42 
MZ3 C16 H162 SING N N 43 
MZ3 N11 S8   SING N N 44 
MZ3 N11 C12  SING N N 45 
MZ3 C12 C15  SING N N 46 
MZ3 C12 H121 SING N N 47 
MZ3 C12 H122 SING N N 48 
MZ3 C15 S1   SING Y N 49 
MZ3 C15 C18  DOUB Y N 50 
MZ3 C18 C14  SING Y N 51 
MZ3 C18 H18  SING N N 52 
MZ3 C14 C13  DOUB Y N 53 
MZ3 C14 H14  SING N N 54 
MZ3 C13 S1   SING Y N 55 
MZ3 C13 H13  SING N N 56 
MZ3 S8  O9   DOUB N N 57 
MZ3 S8  O10  DOUB N N 58 
MZ3 S8  C5   SING N N 59 
MZ3 C5  C6   DOUB Y N 60 
MZ3 C5  C4   SING Y N 61 
MZ3 C6  C7   SING Y N 62 
MZ3 C6  H6   SING N N 63 
MZ3 C7  O19  SING N N 64 
MZ3 C7  C2   DOUB Y N 65 
MZ3 O19 C20  SING N N 66 
MZ3 C20 H201 SING N N 67 
MZ3 C20 H202 SING N N 68 
MZ3 C20 H203 SING N N 69 
MZ3 C2  C3   SING Y N 70 
MZ3 C2  H2   SING N N 71 
MZ3 C3  C4   DOUB Y N 72 
MZ3 C3  H3   SING N N 73 
MZ3 C4  H4   SING N N 74 
# 
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 
MZ3 SMILES           ACDLabs              10.04 O=S(=O)(N(Cc1sccc1)CC(O)C(NC(=O)c2cccc(F)c2C)Cc3ccccc3)c4cccc(OC)c4 
MZ3 InChI            InChI                1.02b 
InChI=1/C30H31FN2O5S2/c1-21-26(14-7-15-27(21)31)30(35)32-28(17-22-9-4-3-5-10-22)29(34)20-33(19-24-12-8-16-39-24)40(36,37)25-13-6-11-23(18-25)38-2/h3-16,18,28-29,34H,17,19-20H2,1-2H3,(H,32,35)/t28-,29+/m0/s1/f/h32H 
MZ3 InChIKey         InChI                1.02b AXUYLLZCOSCKTG-MGWUZSTDDK 
MZ3 SMILES_CANONICAL CACTVS               3.341 COc1cccc(c1)[S](=O)(=O)N(C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)c3cccc(F)c3C)Cc4sccc4 
MZ3 SMILES           CACTVS               3.341 COc1cccc(c1)[S](=O)(=O)N(C[CH](O)[CH](Cc2ccccc2)NC(=O)c3cccc(F)c3C)Cc4sccc4 
MZ3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(cccc1F)C(=O)N[C@@H](Cc2ccccc2)[C@@H](C[N@](Cc3cccs3)S(=O)(=O)c4cccc(c4)OC)O 
MZ3 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(cccc1F)C(=O)NC(Cc2ccccc2)C(CN(Cc3cccs3)S(=O)(=O)c4cccc(c4)OC)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 
MZ3 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S,2R)-1-benzyl-2-hydroxy-3-{[(3-methoxyphenyl)sulfonyl](thiophen-2-ylmethyl)amino}propyl]-3-fluoro-2-methylbenzamide      
MZ3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-fluoro-N-[(2S,3R)-3-hydroxy-4-[(3-methoxyphenyl)sulfonyl-(thiophen-2-ylmethyl)amino]-1-phenyl-butan-2-yl]-2-methyl-benzamide 
# 
