data_MZ4
# 
_chem_comp.id                                    MZ4 
_chem_comp.name                                  N-[(1S,2R)-1-BENZYL-2-HYDROXY-3-{[(3-METHOXYPHENYL)SULFONYL](2-THIENYLMETHYL)AMINO}PROPYL]-3,4-DIHYDROXYBENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H30 N2 O7 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                        582.688 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MZ4 
_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 
MZ4 O10  O10  O 0 1 N N N 17.122 31.602 14.359 -4.957 -1.248 0.666  O10  MZ4 1  
MZ4 S8   S8   S 0 1 N N N 17.840 32.733 14.873 -3.581 -1.063 0.970  S8   MZ4 2  
MZ4 O9   O9   O 0 1 N N N 18.275 33.555 13.778 -3.108 -0.738 2.270  O9   MZ4 3  
MZ4 C5   C5   C 0 1 Y N N 16.880 33.608 15.855 -2.763 -2.552 0.501  C5   MZ4 4  
MZ4 C4   C4   C 0 1 Y N N 15.830 33.016 16.567 -3.326 -3.377 -0.456 C4   MZ4 5  
MZ4 C3   C3   C 0 1 Y N N 15.020 33.781 17.411 -2.687 -4.545 -0.826 C3   MZ4 6  
MZ4 C2   C2   C 0 1 Y N N 15.243 35.147 17.569 -1.484 -4.892 -0.241 C2   MZ4 7  
MZ4 C7   C7   C 0 1 Y N N 16.288 35.755 16.870 -0.917 -4.066 0.718  C7   MZ4 8  
MZ4 O19  O19  O 0 1 N N N 16.550 37.100 16.991 0.266  -4.404 1.295  O19  MZ4 9  
MZ4 C20  C20  C 0 1 N N N 16.076 37.899 18.072 0.871  -5.625 0.866  C20  MZ4 10 
MZ4 C6   C6   C 0 1 Y N N 17.091 34.981 16.022 -1.558 -2.891 1.085  C6   MZ4 11 
MZ4 N11  N11  N 0 1 N N N 19.192 32.204 15.608 -3.036 0.133  -0.038 N11  MZ4 12 
MZ4 C12  C12  C 0 1 N N N 19.983 33.223 16.350 -3.734 0.404  -1.298 C12  MZ4 13 
MZ4 C15  C15  C 0 1 Y N N 21.457 33.046 15.932 -4.724 1.522  -1.094 C15  MZ4 14 
MZ4 S1   S1   S 0 1 Y N N 21.940 32.856 14.326 -6.400 1.315  -0.602 S1   MZ4 15 
MZ4 C13  C13  C 0 1 Y N N 23.523 32.731 14.839 -6.659 3.054  -0.649 C13  MZ4 16 
MZ4 C14  C14  C 0 1 Y N N 23.715 32.856 16.174 -5.530 3.665  -1.012 C14  MZ4 17 
MZ4 C18  C18  C 0 1 Y N N 22.466 33.019 16.840 -4.461 2.820  -1.253 C18  MZ4 18 
MZ4 C16  C16  C 0 1 N N N 19.049 30.945 16.370 -1.858 0.921  0.330  C16  MZ4 19 
MZ4 C17  C17  C 0 1 N N R 20.081 29.919 15.842 -0.614 0.312  -0.319 C17  MZ4 20 
MZ4 O18  O18  O 0 1 N N N 20.087 28.783 16.717 -0.715 0.424  -1.740 O18  MZ4 21 
MZ4 C19  C19  C 0 1 N N S 19.779 29.521 14.386 0.632  1.058  0.164  C19  MZ4 22 
MZ4 C32  C32  C 0 1 N N N 18.578 28.563 14.232 0.584  2.505  -0.331 C32  MZ4 23 
MZ4 C38  C38  C 0 1 Y N N 18.310 28.251 12.743 1.745  3.272  0.245  C38  MZ4 24 
MZ4 C33  C33  C 0 1 Y N N 18.813 27.088 12.145 1.611  3.921  1.459  C33  MZ4 25 
MZ4 C34  C34  C 0 1 Y N N 18.581 26.805 10.797 2.677  4.625  1.988  C34  MZ4 26 
MZ4 C35  C35  C 0 1 Y N N 17.833 27.690 10.027 3.877  4.679  1.304  C35  MZ4 27 
MZ4 C36  C36  C 0 1 Y N N 17.331 28.848 10.614 4.011  4.030  0.091  C36  MZ4 28 
MZ4 C37  C37  C 0 1 Y N N 17.565 29.124 11.958 2.947  3.322  -0.436 C37  MZ4 29 
MZ4 N20  N20  N 0 1 N N N 20.933 28.807 13.823 1.830  0.401  -0.363 N20  MZ4 30 
MZ4 C21  C21  C 0 1 N N N 21.461 29.159 12.624 3.006  0.525  0.283  C21  MZ4 31 
MZ4 O22  O22  O 0 1 N N N 21.062 30.078 11.920 3.073  1.183  1.304  O22  MZ4 32 
MZ4 C22  C22  C 0 1 Y N N 22.615 28.349 12.070 4.214  -0.137 -0.248 C22  MZ4 33 
MZ4 C23  C23  C 0 1 Y N N 23.615 27.851 12.898 4.141  -0.888 -1.423 C23  MZ4 34 
MZ4 C24  C24  C 0 1 Y N N 24.633 27.088 12.351 5.269  -1.506 -1.918 C24  MZ4 35 
MZ4 C27  C27  C 0 1 Y N N 22.633 28.083 10.710 5.434  -0.009 0.421  C27  MZ4 36 
MZ4 C26  C26  C 0 1 Y N N 23.653 27.333 10.159 6.561  -0.631 -0.080 C26  MZ4 37 
MZ4 O29  O29  O 0 1 N N N 23.687 27.082 8.814  7.750  -0.508 0.568  O29  MZ4 38 
MZ4 C25  C25  C 0 1 Y N N 24.646 26.828 10.986 6.480  -1.384 -1.250 C25  MZ4 39 
MZ4 O28  O28  O 0 1 N N N 25.656 26.097 10.432 7.589  -1.996 -1.741 O28  MZ4 40 
MZ4 H4   H4   H 0 1 N N N 15.644 31.957 16.463 -4.266 -3.108 -0.914 H4   MZ4 41 
MZ4 H3   H3   H 0 1 N N N 14.211 33.307 17.947 -3.128 -5.188 -1.573 H3   MZ4 42 
MZ4 H2   H2   H 0 1 N N N 14.614 35.730 18.225 -0.985 -5.805 -0.531 H2   MZ4 43 
MZ4 H201 1H20 H 0 0 N N N 15.954 37.271 18.967 1.807  -5.775 1.403  H201 MZ4 44 
MZ4 H202 2H20 H 0 0 N N N 16.801 38.699 18.282 0.197  -6.457 1.070  H202 MZ4 45 
MZ4 H203 3H20 H 0 0 N N N 15.107 38.344 17.801 1.071  -5.574 -0.205 H203 MZ4 46 
MZ4 H6   H6   H 0 1 N N N 17.896 35.458 15.482 -1.117 -2.244 1.828  H6   MZ4 47 
MZ4 H121 1H12 H 0 0 N N N 19.634 34.235 16.097 -3.010 0.694  -2.059 H121 MZ4 48 
MZ4 H122 2H12 H 0 0 N N N 19.867 33.092 17.436 -4.261 -0.494 -1.621 H122 MZ4 49 
MZ4 H13  H13  H 0 1 N N N 24.340 32.562 14.153 -7.590 3.551  -0.418 H13  MZ4 50 
MZ4 H14  H14  H 0 1 N N N 24.677 32.835 16.664 -5.456 4.738  -1.107 H14  MZ4 51 
MZ4 H18  H18  H 0 1 N N N 22.340 33.108 17.909 -3.488 3.184  -1.550 H18  MZ4 52 
MZ4 H161 1H16 H 0 0 N N N 19.230 31.136 17.438 -1.983 1.947  -0.016 H161 MZ4 53 
MZ4 H162 2H16 H 0 0 N N N 18.031 30.547 16.245 -1.741 0.916  1.414  H162 MZ4 54 
MZ4 H17  H17  H 0 1 N N N 21.083 30.372 15.836 -0.537 -0.740 -0.043 H17  MZ4 55 
MZ4 HO18 HO18 H 0 0 N N N 20.088 27.985 16.201 -0.786 1.335  -2.059 HO18 MZ4 56 
MZ4 H19  H19  H 0 1 N N N 19.552 30.466 13.870 0.661  1.048  1.254  H19  MZ4 57 
MZ4 H321 1H32 H 0 0 N N N 18.799 27.624 14.761 0.644  2.518  -1.420 H321 MZ4 58 
MZ4 H322 2H32 H 0 0 N N N 17.686 29.045 14.657 -0.351 2.967  -0.013 H322 MZ4 59 
MZ4 H33  H33  H 0 1 N N N 19.392 26.396 12.739 0.674  3.878  1.993  H33  MZ4 60 
MZ4 H34  H34  H 0 1 N N N 18.980 25.904 10.355 2.572  5.132  2.935  H34  MZ4 61 
MZ4 H35  H35  H 0 1 N N N 17.644 27.481 8.985  4.709  5.230  1.717  H35  MZ4 62 
MZ4 H36  H36  H 0 1 N N N 16.753 29.540 10.020 4.949  4.072  -0.443 H36  MZ4 63 
MZ4 H37  H37  H 0 1 N N N 17.164 30.026 12.396 3.053  2.811  -1.382 H37  MZ4 64 
MZ4 HN20 HN20 H 0 0 N N N 21.337 28.047 14.333 1.777  -0.124 -1.177 HN20 MZ4 65 
MZ4 H23  H23  H 0 1 N N N 23.598 28.057 13.958 3.200  -0.985 -1.944 H23  MZ4 66 
MZ4 H24  H24  H 0 1 N N N 25.415 26.696 12.984 5.210  -2.086 -2.827 H24  MZ4 67 
MZ4 H27  H27  H 0 1 N N N 21.845 28.464 10.078 5.496  0.574  1.328  H27  MZ4 68 
MZ4 HO29 HO29 H 0 0 N N N 23.695 27.904 8.338  7.909  -1.193 1.232  HO29 MZ4 69 
MZ4 HO28 HO28 H 0 0 N N N 25.460 25.927 9.518  8.098  -1.451 -2.356 HO28 MZ4 70 
# 
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 
MZ4 O10 S8   DOUB N N 1  
MZ4 S8  O9   DOUB N N 2  
MZ4 S8  N11  SING N N 3  
MZ4 S8  C5   SING N N 4  
MZ4 C5  C6   DOUB Y N 5  
MZ4 C5  C4   SING Y N 6  
MZ4 C4  C3   DOUB Y N 7  
MZ4 C4  H4   SING N N 8  
MZ4 C3  C2   SING Y N 9  
MZ4 C3  H3   SING N N 10 
MZ4 C2  C7   DOUB Y N 11 
MZ4 C2  H2   SING N N 12 
MZ4 C7  C6   SING Y N 13 
MZ4 C7  O19  SING N N 14 
MZ4 O19 C20  SING N N 15 
MZ4 C20 H201 SING N N 16 
MZ4 C20 H202 SING N N 17 
MZ4 C20 H203 SING N N 18 
MZ4 C6  H6   SING N N 19 
MZ4 N11 C12  SING N N 20 
MZ4 N11 C16  SING N N 21 
MZ4 C12 C15  SING N N 22 
MZ4 C12 H121 SING N N 23 
MZ4 C12 H122 SING N N 24 
MZ4 C15 S1   SING Y N 25 
MZ4 C15 C18  DOUB Y N 26 
MZ4 S1  C13  SING Y N 27 
MZ4 C13 C14  DOUB Y N 28 
MZ4 C13 H13  SING N N 29 
MZ4 C14 C18  SING Y N 30 
MZ4 C14 H14  SING N N 31 
MZ4 C18 H18  SING N N 32 
MZ4 C16 C17  SING N N 33 
MZ4 C16 H161 SING N N 34 
MZ4 C16 H162 SING N N 35 
MZ4 C17 C19  SING N N 36 
MZ4 C17 O18  SING N N 37 
MZ4 C17 H17  SING N N 38 
MZ4 O18 HO18 SING N N 39 
MZ4 C19 N20  SING N N 40 
MZ4 C19 C32  SING N N 41 
MZ4 C19 H19  SING N N 42 
MZ4 C32 C38  SING N N 43 
MZ4 C32 H321 SING N N 44 
MZ4 C32 H322 SING N N 45 
MZ4 C38 C37  DOUB Y N 46 
MZ4 C38 C33  SING Y N 47 
MZ4 C33 C34  DOUB Y N 48 
MZ4 C33 H33  SING N N 49 
MZ4 C34 C35  SING Y N 50 
MZ4 C34 H34  SING N N 51 
MZ4 C35 C36  DOUB Y N 52 
MZ4 C35 H35  SING N N 53 
MZ4 C36 C37  SING Y N 54 
MZ4 C36 H36  SING N N 55 
MZ4 C37 H37  SING N N 56 
MZ4 N20 C21  SING N N 57 
MZ4 N20 HN20 SING N N 58 
MZ4 C21 O22  DOUB N N 59 
MZ4 C21 C22  SING N N 60 
MZ4 C22 C27  SING Y N 61 
MZ4 C22 C23  DOUB Y N 62 
MZ4 C23 C24  SING Y N 63 
MZ4 C23 H23  SING N N 64 
MZ4 C24 C25  DOUB Y N 65 
MZ4 C24 H24  SING N N 66 
MZ4 C27 C26  DOUB Y N 67 
MZ4 C27 H27  SING N N 68 
MZ4 C26 O29  SING N N 69 
MZ4 C26 C25  SING Y N 70 
MZ4 O29 HO29 SING N N 71 
MZ4 C25 O28  SING N N 72 
MZ4 O28 HO28 SING N N 73 
# 
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 
MZ4 SMILES           ACDLabs              10.04 O=S(=O)(N(Cc1sccc1)CC(O)C(NC(=O)c2ccc(O)c(O)c2)Cc3ccccc3)c4cccc(OC)c4 
MZ4 InChI            InChI                1.02b 
InChI=1/C29H30N2O7S2/c1-38-22-9-5-11-24(17-22)40(36,37)31(18-23-10-6-14-39-23)19-28(34)25(15-20-7-3-2-4-8-20)30-29(35)21-12-13-26(32)27(33)16-21/h2-14,16-17,25,28,32-34H,15,18-19H2,1H3,(H,30,35)/t25-,28+/m0/s1/f/h30H 
MZ4 InChIKey         InChI                1.02b VEWOLYUNGFMYJI-NOKDQYSLDU 
MZ4 SMILES_CANONICAL CACTVS               3.341 COc1cccc(c1)[S](=O)(=O)N(C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)c3ccc(O)c(O)c3)Cc4sccc4 
MZ4 SMILES           CACTVS               3.341 COc1cccc(c1)[S](=O)(=O)N(C[CH](O)[CH](Cc2ccccc2)NC(=O)c3ccc(O)c(O)c3)Cc4sccc4 
MZ4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1cccc(c1)S(=O)(=O)[N@@](Cc2cccs2)C[C@H]([C@H](Cc3ccccc3)NC(=O)c4ccc(c(c4)O)O)O 
MZ4 SMILES           "OpenEye OEToolkits" 1.5.0 COc1cccc(c1)S(=O)(=O)N(Cc2cccs2)CC(C(Cc3ccccc3)NC(=O)c4ccc(c(c4)O)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 
MZ4 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S,2R)-1-benzyl-2-hydroxy-3-{[(3-methoxyphenyl)sulfonyl](thiophen-2-ylmethyl)amino}propyl]-3,4-dihydroxybenzamide     
MZ4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3,4-dihydroxy-N-[(2S,3R)-3-hydroxy-4-[(3-methoxyphenyl)sulfonyl-(thiophen-2-ylmethyl)amino]-1-phenyl-butan-2-yl]benzamide 
# 
