data_072
# 
_chem_comp.id                                    072 
_chem_comp.name                                  (+/-)(2S,5S)-3-(4-(4-CARBOXYPHENYL)BUTYL)-2-HEPTYL-4-OXO-5-THIAZOLIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C37 H46 N2 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "THIAZOLIDINONE; GW0072" 
_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                        614.837 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     072 
_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        4PRG 
_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 
072 S1B  S1B  S 0 1 N N N 81.739 66.880 42.305 1.412  -1.418 1.819   S1B  072 1  
072 C1A  C1A  C 0 1 N N N 83.675 64.904 42.609 -0.503 -2.064 0.191   C1A  072 2  
072 C1B  C1B  C 0 1 N N S 82.137 65.114 42.141 -0.335 -1.998 1.700   C1B  072 3  
072 O1A  O1A  O 0 1 N N N 84.162 63.740 42.752 -1.438 -2.650 -0.312  O1A  072 4  
072 C1C  C1C  C 0 1 N N N 81.707 64.622 40.675 -1.298 -0.985 2.322   C1C  072 5  
072 C1D  C1D  C 0 1 N N N 82.430 65.087 39.274 -0.977 -0.818 3.784   C1D  072 6  
072 O1D  O1D  O 0 1 N N N 83.625 65.373 39.452 -0.134 -1.518 4.304   O1D  072 7  
072 C2A  C2A  C 0 1 N N S 83.491 67.328 42.604 1.527  -0.753 0.102   C2A  072 8  
072 C2B  C2B  C 0 1 N N N 83.495 68.529 43.666 2.865  -1.121 -0.540  C2B  072 9  
072 C2C  C2C  C 0 1 N N N 84.128 69.934 43.290 4.002  -0.438 0.220   C2C  072 10 
072 C2D  C2D  C 0 1 N N N 83.373 71.015 42.358 5.341  -0.806 -0.422  C2D  072 11 
072 C2E  C2E  C 0 1 N N N 84.106 72.383 41.900 6.478  -0.122 0.338   C2E  072 12 
072 C2F  C2F  C 0 1 N N N 84.455 73.599 42.908 7.816  -0.490 -0.304  C2F  072 13 
072 C2G  C2G  C 0 1 N N N 85.441 74.775 42.501 8.954  0.192  0.456   C2G  072 14 
072 C2H  C2H  C 0 1 N N N 87.001 74.587 42.594 10.292 -0.175 -0.186  C2H  072 15 
072 N3A  N3A  N 0 1 N N N 84.397 66.100 42.790 0.410  -1.457 -0.556  N3A  072 16 
072 C3B  C3B  C 0 1 N N N 85.998 66.074 42.759 0.311  -1.487 -2.017  C3B  072 17 
072 C3C  C3C  C 0 1 N N N 86.991 66.773 43.804 -0.505 -0.286 -2.497  C3C  072 18 
072 C3D  C3D  C 0 1 N N N 87.579 66.107 45.089 -0.608 -0.317 -4.024  C3D  072 19 
072 C3E  C3E  C 0 1 N N N 88.278 66.881 46.329 -1.425 0.884  -4.504  C3E  072 20 
072 C3F  C3F  C 0 1 Y N N 89.834 67.162 46.584 -1.527 0.853  -6.007  C3F  072 21 
072 C3G  C3G  C 0 1 Y N N 90.807 66.053 46.703 -2.579 0.188  -6.613  C3G  072 22 
072 C3H  C3H  C 0 1 Y N N 90.319 68.513 46.869 -0.572 1.495  -6.775  C3H  072 23 
072 C3I  C3I  C 0 1 Y N N 92.220 66.304 46.948 -2.678 0.156  -7.988  C3I  072 24 
072 C3J  C3J  C 0 1 Y N N 91.729 68.770 47.178 -0.656 1.466  -8.152  C3J  072 25 
072 C3K  C3K  C 0 1 Y N N 92.688 67.646 47.304 -1.714 0.797  -8.770  C3K  072 26 
072 C3L  C3L  C 0 1 N N N 94.006 67.800 47.967 -1.814 0.766  -10.243 C3L  072 27 
072 O3M  O3M  O 0 1 N N N 94.078 67.948 49.234 -0.883 1.386  -10.994 O3M  072 28 
072 O3N  O3N  O 0 1 N N N 95.045 67.705 47.258 -2.736 0.183  -10.778 O3N  072 29 
072 N4A  N4A  N 0 1 N N N 81.915 65.183 37.921 -1.626 0.109  4.515   N4A  072 30 
072 C4B  C4B  C 0 1 N N N 82.610 66.172 36.897 -1.230 0.356  5.904   C4B  072 31 
072 C4C  C4C  C 0 1 Y N N 82.272 67.768 36.868 -0.174 1.431  5.942   C4C  072 32 
072 C4E  C4E  C 0 1 Y N N 82.750 68.632 35.778 -0.542 2.758  6.053   C4E  072 33 
072 C4D  C4D  C 0 1 Y N N 81.507 68.455 37.918 1.162  1.088  5.870   C4D  072 34 
072 C4G  C4G  C 0 1 Y N N 82.426 70.055 35.714 0.426  3.744  6.088   C4G  072 35 
072 C4F  C4F  C 0 1 Y N N 81.106 69.845 37.820 2.131  2.073  5.900   C4F  072 36 
072 C4H  C4H  C 0 1 Y N N 81.545 70.631 36.699 1.763  3.401  6.011   C4H  072 37 
072 C5B  C5B  C 0 1 N N N 80.515 64.585 37.483 -2.727 0.871  3.921   C5B  072 38 
072 C5C  C5C  C 0 1 Y N N 80.382 62.995 37.233 -4.038 0.215  4.272   C5C  072 39 
072 C5D  C5D  C 0 1 Y N N 79.995 62.108 38.329 -4.654 0.502  5.475   C5D  072 40 
072 C5E  C5E  C 0 1 Y N N 80.390 62.426 35.886 -4.627 -0.668 3.387   C5E  072 41 
072 C5F  C5F  C 0 1 Y N N 79.536 60.750 38.090 -5.857 -0.099 5.797   C5F  072 42 
072 C5G  C5G  C 0 1 Y N N 80.021 61.048 35.645 -5.827 -1.273 3.711   C5G  072 43 
072 C5H  C5H  C 0 1 Y N N 79.590 60.202 36.738 -6.443 -0.987 4.915   C5H  072 44 
072 H1B  H1B  H 0 1 N N N 81.556 64.440 42.813 -0.455 -2.982 2.154   H1B  072 45 
072 H1C1 1H1C H 0 0 N N N 81.727 63.507 40.691 -1.193 -0.026 1.815   H1C1 072 46 
072 H1C2 2H1C H 0 0 N N N 80.620 64.849 40.566 -2.322 -1.343 2.213   H1C2 072 47 
072 H2A  H2A  H 0 1 N N N 84.013 67.750 41.713 1.372  0.325  0.089   H2A  072 48 
072 H2B1 1H2B H 0 0 N N N 82.446 68.697 44.006 2.872  -0.790 -1.579  H2B1 072 49 
072 H2B2 2H2B H 0 0 N N N 83.980 68.166 44.601 3.001  -2.202 -0.503  H2B2 072 50 
072 H2C1 1H2C H 0 0 N N N 84.397 70.445 44.243 3.995  -0.769 1.259   H2C1 072 51 
072 H2C2 2H2C H 0 0 N N N 85.126 69.739 42.834 3.866  0.642  0.183   H2C2 072 52 
072 H2D1 1H2D H 0 0 N N N 83.016 70.490 41.440 5.348  -0.474 -1.461  H2D1 072 53 
072 H2D2 2H2D H 0 0 N N N 82.412 71.287 42.854 5.477  -1.887 -0.385  H2D2 072 54 
072 H2E1 1H2E H 0 0 N N N 85.056 72.092 41.394 6.471  -0.454 1.377   H2E1 072 55 
072 H2E2 2H2E H 0 0 N N N 83.507 72.812 41.063 6.342  0.958  0.301   H2E2 072 56 
072 H2F1 1H2F H 0 0 N N N 83.492 74.059 43.230 7.824  -0.159 -1.343  H2F1 072 57 
072 H2F2 2H2F H 0 0 N N N 84.831 73.154 43.858 7.952  -1.571 -0.267  H2F2 072 58 
072 H2G1 1H2G H 0 0 N N N 85.190 75.094 41.462 8.946  -0.138 1.495   H2G1 072 59 
072 H2G2 2H2G H 0 0 N N N 85.164 75.680 43.090 8.818  1.273  0.419   H2G2 072 60 
072 H2H1 1H2H H 0 0 N N N 87.693 75.412 42.308 11.102 0.311  0.355   H2H1 072 61 
072 H2H2 2H2H H 0 0 N N N 87.251 74.267 43.632 10.428 -1.256 -0.149  H2H2 072 62 
072 H2H3 3H2H H 0 0 N N N 87.277 73.681 42.004 10.299 0.156  -1.225  H2H3 072 63 
072 H3B1 1H3B H 0 0 N N N 86.289 64.998 42.727 1.311  -1.443 -2.450  H3B1 072 64 
072 H3B2 2H3B H 0 0 N N N 86.294 66.450 41.752 -0.179 -2.408 -2.329  H3B2 072 65 
072 H3C1 1H3C H 0 0 N N N 87.861 67.144 43.213 -1.504 -0.330 -2.065  H3C1 072 66 
072 H3C2 2H3C H 0 0 N N N 86.491 67.713 44.135 -0.014 0.635  -2.185  H3C2 072 67 
072 H3D1 1H3D H 0 0 N N N 86.760 65.488 45.525 0.390  -0.273 -4.456  H3D1 072 68 
072 H3D2 2H3D H 0 0 N N N 88.313 65.344 44.739 -1.099 -1.238 -4.336  H3D2 072 69 
072 H3E1 1H3E H 0 0 N N N 87.783 67.879 46.374 -2.425 0.840  -4.071  H3E1 072 70 
072 H3E2 2H3E H 0 0 N N N 87.914 66.362 47.246 -0.934 1.805  -4.192  H3E2 072 71 
072 H3G  H3G  H 0 1 N N N 90.468 65.007 46.606 -3.323 -0.307 -6.007  H3G  072 72 
072 H3H  H3H  H 0 1 N N N 89.606 69.355 46.850 0.245  2.012  -6.296  H3H  072 73 
072 H3I  H3I  H 0 1 N N N 92.940 65.472 46.863 -3.499 -0.363 -8.460  H3I  072 74 
072 H3J  H3J  H 0 1 N N N 92.068 69.810 47.315 0.092  1.964  -8.750  H3J  072 75 
072 HOM3 3HOM H 0 0 N N N 94.922 68.046 49.658 -0.948 1.366  -11.959 HOM3 072 76 
072 H4B1 1H4B H 0 0 N N N 83.713 66.060 37.013 -2.099 0.681  6.477   H4B1 072 77 
072 H4B2 2H4B H 0 0 N N N 82.441 65.770 35.870 -0.831 -0.560 6.337   H4B2 072 78 
072 H4E  H4E  H 0 1 N N N 83.374 68.196 34.979 -1.587 3.026  6.113   H4E  072 79 
072 H4D  H4D  H 0 1 N N N 81.219 67.899 38.826 1.450  0.050  5.784   H4D  072 80 
072 H4G  H4G  H 0 1 N N N 82.847 70.695 34.920 0.138  4.781  6.174   H4G  072 81 
072 H4F  H4F  H 0 1 N N N 80.469 70.302 38.595 3.176  1.806  5.840   H4F  072 82 
072 H4H  H4H  H 0 1 N N N 81.206 71.675 36.594 2.520  4.171  6.037   H4H  072 83 
072 H5B1 1H5B H 0 0 N N N 79.744 64.896 38.226 -2.716 1.889  4.309   H5B1 072 84 
072 H5B2 2H5B H 0 0 N N N 80.166 65.121 36.569 -2.611 0.893  2.837   H5B2 072 85 
072 H5D  H5D  H 0 1 N N N 80.051 62.474 39.367 -4.196 1.196  6.165   H5D  072 86 
072 H5E  H5E  H 0 1 N N N 80.682 63.053 35.027 -4.146 -0.892 2.446   H5E  072 87 
072 H5F  H5F  H 0 1 N N N 79.150 60.141 38.925 -6.338 0.124  6.738   H5F  072 88 
072 H5G  H5G  H 0 1 N N N 80.068 60.639 34.621 -6.285 -1.968 3.022   H5G  072 89 
072 H5H  H5H  H 0 1 N N N 79.306 59.154 36.543 -7.382 -1.458 5.167   H5H  072 90 
# 
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 
072 S1B C1B  SING N N 1  
072 S1B C2A  SING N N 2  
072 C1A C1B  SING N N 3  
072 C1A O1A  DOUB N N 4  
072 C1A N3A  SING N N 5  
072 C1B C1C  SING N N 6  
072 C1B H1B  SING N N 7  
072 C1C C1D  SING N N 8  
072 C1C H1C1 SING N N 9  
072 C1C H1C2 SING N N 10 
072 C1D O1D  DOUB N N 11 
072 C1D N4A  SING N N 12 
072 C2A C2B  SING N N 13 
072 C2A N3A  SING N N 14 
072 C2A H2A  SING N N 15 
072 C2B C2C  SING N N 16 
072 C2B H2B1 SING N N 17 
072 C2B H2B2 SING N N 18 
072 C2C C2D  SING N N 19 
072 C2C H2C1 SING N N 20 
072 C2C H2C2 SING N N 21 
072 C2D C2E  SING N N 22 
072 C2D H2D1 SING N N 23 
072 C2D H2D2 SING N N 24 
072 C2E C2F  SING N N 25 
072 C2E H2E1 SING N N 26 
072 C2E H2E2 SING N N 27 
072 C2F C2G  SING N N 28 
072 C2F H2F1 SING N N 29 
072 C2F H2F2 SING N N 30 
072 C2G C2H  SING N N 31 
072 C2G H2G1 SING N N 32 
072 C2G H2G2 SING N N 33 
072 C2H H2H1 SING N N 34 
072 C2H H2H2 SING N N 35 
072 C2H H2H3 SING N N 36 
072 N3A C3B  SING N N 37 
072 C3B C3C  SING N N 38 
072 C3B H3B1 SING N N 39 
072 C3B H3B2 SING N N 40 
072 C3C C3D  SING N N 41 
072 C3C H3C1 SING N N 42 
072 C3C H3C2 SING N N 43 
072 C3D C3E  SING N N 44 
072 C3D H3D1 SING N N 45 
072 C3D H3D2 SING N N 46 
072 C3E C3F  SING N N 47 
072 C3E H3E1 SING N N 48 
072 C3E H3E2 SING N N 49 
072 C3F C3G  DOUB Y N 50 
072 C3F C3H  SING Y N 51 
072 C3G C3I  SING Y N 52 
072 C3G H3G  SING N N 53 
072 C3H C3J  DOUB Y N 54 
072 C3H H3H  SING N N 55 
072 C3I C3K  DOUB Y N 56 
072 C3I H3I  SING N N 57 
072 C3J C3K  SING Y N 58 
072 C3J H3J  SING N N 59 
072 C3K C3L  SING N N 60 
072 C3L O3M  SING N N 61 
072 C3L O3N  DOUB N N 62 
072 O3M HOM3 SING N N 63 
072 N4A C4B  SING N N 64 
072 N4A C5B  SING N N 65 
072 C4B C4C  SING N N 66 
072 C4B H4B1 SING N N 67 
072 C4B H4B2 SING N N 68 
072 C4C C4E  DOUB Y N 69 
072 C4C C4D  SING Y N 70 
072 C4E C4G  SING Y N 71 
072 C4E H4E  SING N N 72 
072 C4D C4F  DOUB Y N 73 
072 C4D H4D  SING N N 74 
072 C4G C4H  DOUB Y N 75 
072 C4G H4G  SING N N 76 
072 C4F C4H  SING Y N 77 
072 C4F H4F  SING N N 78 
072 C4H H4H  SING N N 79 
072 C5B C5C  SING N N 80 
072 C5B H5B1 SING N N 81 
072 C5B H5B2 SING N N 82 
072 C5C C5D  DOUB Y N 83 
072 C5C C5E  SING Y N 84 
072 C5D C5F  SING Y N 85 
072 C5D H5D  SING N N 86 
072 C5E C5G  DOUB Y N 87 
072 C5E H5E  SING N N 88 
072 C5F C5H  DOUB Y N 89 
072 C5F H5F  SING N N 90 
072 C5G C5H  SING Y N 91 
072 C5G H5G  SING N N 92 
072 C5H H5H  SING N N 93 
# 
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 
072 SMILES           ACDLabs              10.04 O=C(O)c1ccc(cc1)CCCCN2C(=O)C(SC2CCCCCCC)CC(=O)N(Cc3ccccc3)Cc4ccccc4 
072 InChI            InChI                1.02b 
InChI=1/C37H46N2O4S/c1-2-3-4-5-12-20-35-39(25-14-13-15-29-21-23-32(24-22-29)37(42)43)36(41)33(44-35)26-34(40)38(27-30-16-8-6-9-17-30)28-31-18-10-7-11-19-31/h6-11,16-19,21-24,33,35H,2-5,12-15,20,25-28H2,1H3,(H,42,43)/t33-,35-/m0/s1/f/h42H 
072 InChIKey         InChI                1.02b GHJJBEKMPCOSRH-GPKOQCPZDA 
072 SMILES_CANONICAL CACTVS               3.341 CCCCCCC[C@@H]1S[C@@H](CC(=O)N(Cc2ccccc2)Cc3ccccc3)C(=O)N1CCCCc4ccc(cc4)C(O)=O 
072 SMILES           CACTVS               3.341 CCCCCCC[CH]1S[CH](CC(=O)N(Cc2ccccc2)Cc3ccccc3)C(=O)N1CCCCc4ccc(cc4)C(O)=O 
072 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCC[C@H]1N(C(=O)[C@@H](S1)CC(=O)N(Cc2ccccc2)Cc3ccccc3)CCCCc4ccc(cc4)C(=O)O 
072 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCC1N(C(=O)C(S1)CC(=O)N(Cc2ccccc2)Cc3ccccc3)CCCCc4ccc(cc4)C(=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 
072 "SYSTEMATIC NAME" ACDLabs              10.04 "4-(4-{(2S,5S)-5-[2-(dibenzylamino)-2-oxoethyl]-2-heptyl-4-oxo-1,3-thiazolidin-3-yl}butyl)benzoic acid"           
072 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[4-[(2S,5S)-5-[2-(bis(phenylmethyl)amino)-2-oxo-ethyl]-2-heptyl-4-oxo-1,3-thiazolidin-3-yl]butyl]benzoic acid" 
# 
