data_F72 # _chem_comp.id F72 _chem_comp.name "N-{(2S,3R)-4-[(1,3-benzothiazol-6-ylsulfonyl)(cyclohexylmethyl)amino]-3-hydroxy-1-phenylbutan-2-yl}-3-hydroxybenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H35 N3 O5 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-06 _chem_comp.pdbx_modified_date 2012-06-01 _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 593.757 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F72 _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 "3HB FCH B6S" _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 F72 C21 C21 C 0 1 N N N 21.451 28.709 12.726 3.175 0.638 0.150 "C1'" 3HB 1 F72 O22 O22 O 0 1 N N N 21.620 29.841 12.327 3.307 1.269 1.181 "O1'" 3HB 2 F72 C22 C22 C 0 1 Y N N 22.161 27.625 12.008 4.347 -0.013 -0.473 C1 3HB 3 F72 C27 C27 C 0 1 Y N N 23.506 27.757 11.737 5.606 0.099 0.117 C2 3HB 4 F72 C26 C26 C 0 1 Y N N 24.143 26.725 11.053 6.698 -0.519 -0.469 C3 3HB 5 F72 C25 C25 C 0 1 Y N N 23.465 25.573 10.662 6.541 -1.237 -1.647 C4 3HB 6 F72 C24 C24 C 0 1 Y N N 22.115 25.440 10.959 5.295 -1.344 -2.236 C5 3HB 7 F72 C23 C23 C 0 1 Y N N 21.471 26.474 11.622 4.199 -0.738 -1.657 C6 3HB 8 F72 O27 O27 O 0 1 N N N 25.456 26.845 10.759 7.925 -0.417 0.106 O3 3HB 9 F72 C11 C11 C 0 1 N N N 23.351 34.047 17.121 -5.013 4.033 0.086 C11 FCH 10 F72 N11 N11 N 0 1 N N N 19.233 31.873 15.633 -2.877 0.265 0.195 N11 FCH 11 F72 C12 C12 C 0 1 N N N 19.732 32.820 16.644 -3.669 0.590 -0.994 C12 FCH 12 F72 C13 C13 C 0 1 N N N 21.094 33.326 16.236 -4.701 1.663 -0.641 C13 FCH 13 F72 C14 C14 C 0 1 N N N 21.997 32.230 15.700 -5.608 1.914 -1.848 C14 FCH 14 F72 C15 C15 C 0 1 N N N 21.842 34.089 17.321 -3.981 2.960 -0.267 C15 FCH 15 F72 C16 C16 C 0 1 N N N 18.941 30.553 16.235 -1.675 1.041 0.510 C16 FCH 16 F72 C17 C17 C 0 1 N N R 19.934 29.527 15.699 -0.476 0.447 -0.232 C17 FCH 17 F72 C18 C18 C 0 1 N N N 23.821 33.920 15.666 -5.920 4.284 -1.121 C18 FCH 18 F72 O18 O18 O 0 1 N N N 19.988 28.371 16.530 -0.665 0.596 -1.640 O18 FCH 19 F72 C19 C19 C 0 1 N N S 19.581 29.144 14.273 0.799 1.178 0.192 C19 FCH 20 F72 C20 C20 C 0 1 N N N 22.944 32.996 14.817 -6.641 2.987 -1.495 C20 FCH 21 F72 N20 N20 N 0 1 N N N 20.638 28.340 13.704 1.961 0.533 -0.425 N20 FCH 22 F72 C32 C32 C 0 1 N N N 18.251 28.390 14.168 0.725 2.637 -0.262 C32 FCH 23 F72 C33 C33 C 0 1 Y N N 18.217 26.751 12.265 3.080 3.453 -0.492 C33 FCH 24 F72 C34 C34 C 0 1 Y N N 18.010 26.396 10.928 4.179 4.141 -0.012 C34 FCH 25 F72 C35 C35 C 0 1 Y N N 17.570 27.356 10.022 4.121 4.763 1.221 C35 FCH 26 F72 C36 C36 C 0 1 Y N N 17.356 28.655 10.462 2.964 4.697 1.974 C36 FCH 27 F72 C37 C37 C 0 1 Y N N 17.557 29.000 11.798 1.865 4.009 1.495 C37 FCH 28 F72 C38 C38 C 0 1 Y N N 17.993 28.049 12.710 1.923 3.387 0.261 C38 FCH 29 F72 C1 C1 C 0 1 Y N N 15.223 36.753 18.555 0.548 -5.961 -0.137 C1 B6S 30 F72 N1 N1 N 0 1 Y N N 14.834 35.472 18.631 -0.589 -5.823 -0.707 N1 B6S 31 F72 S1 S1 S 0 1 Y N N 16.467 37.077 17.385 0.854 -4.693 0.964 S1 B6S 32 F72 C2 C2 C 0 1 Y N N 15.470 34.664 17.761 -1.335 -4.754 -0.372 C2 B6S 33 F72 C3 C3 C 0 1 Y N N 16.408 35.400 17.040 -0.699 -3.954 0.584 C3 B6S 34 F72 C4 C4 C 0 1 Y N N 17.198 34.718 16.095 -1.317 -2.799 1.058 C4 B6S 35 F72 C5 C5 C 0 1 Y N N 17.043 33.328 15.854 -2.559 -2.441 0.585 C5 B6S 36 F72 C6 C6 C 0 1 Y N N 16.101 32.637 16.619 -3.196 -3.230 -0.363 C6 B6S 37 F72 C7 C7 C 0 1 Y N N 15.328 33.297 17.563 -2.606 -4.361 -0.839 C7 B6S 38 F72 S8 S8 S 0 1 N N N 17.977 32.480 14.824 -3.341 -0.980 1.184 S8 B6S 39 F72 O9 O9 O 0 1 N N N 18.523 33.360 13.845 -4.736 -1.158 0.977 O9 B6S 40 F72 O10 O10 O 0 1 N N N 17.280 31.426 14.236 -2.772 -0.714 2.458 O10 B6S 41 F72 H27 H27 H 0 1 N N N 24.051 28.637 12.047 5.728 0.663 1.030 H2 3HB 42 F72 H25 H25 H 0 1 N N N 23.985 24.789 10.132 7.395 -1.714 -2.104 H4 3HB 43 F72 H24 H24 H 0 1 N N N 21.576 24.547 10.679 5.178 -1.905 -3.151 H5 3HB 44 F72 H23 H23 H 0 1 N N N 20.418 26.387 11.844 3.226 -0.824 -2.119 H6 3HB 45 F72 HO27 HO27 H 0 0 N N N 25.779 27.676 11.086 8.439 0.345 -0.196 HO3 3HB 46 F72 H11 H11 H 0 1 N N N 23.764 34.984 17.522 -5.615 3.695 0.929 H11 FCH 47 F72 H11A H11A H 0 0 N N N 23.733 33.174 17.670 -4.500 4.957 0.352 H11A FCH 48 F72 H12 H12 H 0 1 N N N 19.036 33.668 16.726 -3.010 0.963 -1.778 H12 FCH 49 F72 H12A H12A H 0 0 N N N 19.807 32.311 17.616 -4.181 -0.306 -1.345 H12A FCH 50 F72 H13 H13 H 0 1 N N N 20.859 34.037 15.431 -5.303 1.325 0.202 H13 FCH 51 F72 H14 H14 H 0 1 N N N 22.525 31.702 16.507 -5.006 2.252 -2.691 H14 FCH 52 F72 H14A H14A H 0 0 N N N 21.433 31.472 15.137 -6.121 0.990 -2.115 H14A FCH 53 F72 H15 H15 H 0 1 N N N 21.605 33.635 18.294 -3.379 3.298 -1.110 H15 FCH 54 F72 H15A H15A H 0 0 N N N 21.515 35.139 17.299 -3.335 2.782 0.592 H15A FCH 55 F72 H16 H16 H 0 1 N N N 19.033 30.619 17.329 -1.819 2.076 0.198 H16 FCH 56 F72 H16A H16A H 0 0 N N N 17.917 30.247 15.973 -1.492 1.007 1.584 H16A FCH 57 F72 H17 H17 H 0 1 N N N 20.932 29.989 15.704 -0.386 -0.612 0.013 H17 FCH 58 F72 H18 H18 H 0 1 N N N 23.802 34.922 15.212 -6.656 5.048 -0.870 H18 FCH 59 F72 H18A H18A H 0 0 N N N 24.843 33.512 15.671 -5.318 4.622 -1.964 H18A FCH 60 F72 HO18 HO18 H 0 0 N N N 20.613 27.752 16.172 -0.753 1.515 -1.930 HO18 FCH 61 F72 H19 H19 H 0 1 N N N 19.468 30.083 13.711 0.896 1.140 1.277 H19 FCH 62 F72 H20 H20 H 0 1 N N N 23.585 32.288 14.271 -7.287 3.165 -2.355 H20 FCH 63 F72 H20A H20A H 0 0 N N N 22.366 33.600 14.102 -7.242 2.649 -0.652 H20A FCH 64 F72 HN20 HN20 H 0 0 N N N 20.767 27.423 14.082 1.855 0.030 -1.248 HN20 FCH 65 F72 H32 H32 H 0 1 N N N 18.302 27.465 14.761 0.718 2.679 -1.351 H32 FCH 66 F72 H32A H32A H 0 0 N N N 17.436 29.022 14.550 -0.186 3.093 0.126 H32A FCH 67 F72 H33 H33 H 0 1 N N N 18.557 26.002 12.965 3.124 2.971 -1.457 H33 FCH 68 F72 H34 H34 H 0 1 N N N 18.191 25.383 10.601 5.083 4.192 -0.600 H34 FCH 69 F72 H35 H35 H 0 1 N N N 17.397 27.094 8.989 4.980 5.299 1.597 H35 FCH 70 F72 H36 H36 H 0 1 N N N 17.030 29.408 9.760 2.918 5.182 2.938 H36 FCH 71 F72 H37 H37 H 0 1 N N N 17.372 30.013 12.125 0.961 3.958 2.083 H37 FCH 72 F72 H1 H1 H 0 1 N N N 14.795 37.527 19.175 1.227 -6.780 -0.324 H1 B6S 73 F72 H4 H4 H 0 1 N N N 17.942 35.268 15.538 -0.822 -2.185 1.796 H4 B6S 74 F72 H6 H6 H 0 1 N N N 15.973 31.575 16.474 -4.171 -2.942 -0.729 H6 B6S 75 F72 H7 H7 H 0 1 N N N 14.610 32.743 18.149 -3.116 -4.963 -1.577 H7 B6S 76 # 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 F72 C1 N1 DOUB Y N 1 F72 C1 S1 SING Y N 2 F72 N1 C2 SING Y N 3 F72 S1 C3 SING Y N 4 F72 C2 C3 DOUB Y N 5 F72 C2 C7 SING Y N 6 F72 C3 C4 SING Y N 7 F72 C4 C5 DOUB Y N 8 F72 C5 C6 SING Y N 9 F72 C5 S8 SING N N 10 F72 C6 C7 DOUB Y N 11 F72 S8 O9 DOUB N N 12 F72 S8 O10 DOUB N N 13 F72 S8 N11 SING N N 14 F72 C11 C15 SING N N 15 F72 C11 C18 SING N N 16 F72 N11 C12 SING N N 17 F72 N11 C16 SING N N 18 F72 C12 C13 SING N N 19 F72 C13 C14 SING N N 20 F72 C13 C15 SING N N 21 F72 C14 C20 SING N N 22 F72 C16 C17 SING N N 23 F72 C17 O18 SING N N 24 F72 C17 C19 SING N N 25 F72 C18 C20 SING N N 26 F72 C19 N20 SING N N 27 F72 C19 C32 SING N N 28 F72 N20 C21 SING N N 29 F72 C21 C22 SING N N 30 F72 C21 O22 DOUB N N 31 F72 C22 C23 DOUB Y N 32 F72 C22 C27 SING Y N 33 F72 C23 C24 SING Y N 34 F72 C24 C25 DOUB Y N 35 F72 C25 C26 SING Y N 36 F72 C26 C27 DOUB Y N 37 F72 C26 O27 SING N N 38 F72 C32 C38 SING N N 39 F72 C33 C34 DOUB Y N 40 F72 C33 C38 SING Y N 41 F72 C34 C35 SING Y N 42 F72 C35 C36 DOUB Y N 43 F72 C36 C37 SING Y N 44 F72 C37 C38 DOUB Y N 45 F72 C1 H1 SING N N 46 F72 C4 H4 SING N N 47 F72 C6 H6 SING N N 48 F72 C7 H7 SING N N 49 F72 C11 H11 SING N N 50 F72 C11 H11A SING N N 51 F72 C12 H12 SING N N 52 F72 C12 H12A SING N N 53 F72 C13 H13 SING N N 54 F72 C14 H14 SING N N 55 F72 C14 H14A SING N N 56 F72 C15 H15 SING N N 57 F72 C15 H15A SING N N 58 F72 C16 H16 SING N N 59 F72 C16 H16A SING N N 60 F72 C17 H17 SING N N 61 F72 C18 H18 SING N N 62 F72 C18 H18A SING N N 63 F72 O18 HO18 SING N N 64 F72 C19 H19 SING N N 65 F72 C20 H20 SING N N 66 F72 C20 H20A SING N N 67 F72 N20 HN20 SING N N 68 F72 C23 H23 SING N N 69 F72 C24 H24 SING N N 70 F72 C25 H25 SING N N 71 F72 C27 H27 SING N N 72 F72 O27 HO27 SING N N 73 F72 C32 H32 SING N N 74 F72 C32 H32A SING N N 75 F72 C33 H33 SING N N 76 F72 C34 H34 SING N N 77 F72 C35 H35 SING N N 78 F72 C36 H36 SING N N 79 F72 C37 H37 SING N N 80 # 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 F72 SMILES ACDLabs 12.01 "O=C(c1cccc(O)c1)NC(Cc2ccccc2)C(O)CN(CC3CCCCC3)S(=O)(=O)c4ccc5ncsc5c4" F72 InChI InChI 1.03 "InChI=1S/C31H35N3O5S2/c35-25-13-7-12-24(17-25)31(37)33-28(16-22-8-3-1-4-9-22)29(36)20-34(19-23-10-5-2-6-11-23)41(38,39)26-14-15-27-30(18-26)40-21-32-27/h1,3-4,7-9,12-15,17-18,21,23,28-29,35-36H,2,5-6,10-11,16,19-20H2,(H,33,37)/t28-,29+/m0/s1" F72 InChIKey InChI 1.03 ZALSSBYFYBCJII-URLMMPGGSA-N F72 SMILES_CANONICAL CACTVS 3.370 "O[C@H](CN(CC1CCCCC1)[S](=O)(=O)c2ccc3ncsc3c2)[C@H](Cc4ccccc4)NC(=O)c5cccc(O)c5" F72 SMILES CACTVS 3.370 "O[CH](CN(CC1CCCCC1)[S](=O)(=O)c2ccc3ncsc3c2)[CH](Cc4ccccc4)NC(=O)c5cccc(O)c5" F72 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)C[C@@H]([C@@H](C[N@](CC2CCCCC2)S(=O)(=O)c3ccc4c(c3)scn4)O)NC(=O)c5cccc(c5)O" F72 SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)CC(C(CN(CC2CCCCC2)S(=O)(=O)c3ccc4c(c3)scn4)O)NC(=O)c5cccc(c5)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 F72 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(2S,3R)-4-[(1,3-benzothiazol-6-ylsulfonyl)(cyclohexylmethyl)amino]-3-hydroxy-1-phenylbutan-2-yl}-3-hydroxybenzamide" F72 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "N-[(2S,3R)-4-[1,3-benzothiazol-6-ylsulfonyl(cyclohexylmethyl)amino]-3-oxidanyl-1-phenyl-butan-2-yl]-3-oxidanyl-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F72 "Create component" 2011-06-06 RCSB #