data_AF8 # _chem_comp.id AF8 _chem_comp.name "3-hydroxy-N-{(2S,3R)-3-hydroxy-4-[(2-methylpropyl){[5-(1,2-oxazol-5-yl)thiophen-2-yl]sulfonyl}amino]-1-phenylbutan-2-yl}benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H31 N3 O6 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 569.692 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AF8 _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 3SAC _chem_comp.pdbx_subcomponent_list "3HB FV0 5TS" _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 AF8 C21 C21 C 0 1 N N N 21.386 28.669 12.479 -3.202 -0.689 -0.275 "C1'" 3HB 1 AF8 O22 O22 O 0 1 N N N 21.477 29.809 12.054 -3.740 -0.053 -1.159 "O1'" 3HB 2 AF8 C22 C22 C 0 1 Y N N 22.139 27.572 11.791 -3.752 -2.000 0.132 C1 3HB 3 AF8 C27 C27 C 0 1 Y N N 23.488 27.694 11.512 -4.891 -2.507 -0.494 C2 3HB 4 AF8 C26 C26 C 0 1 Y N N 24.141 26.650 10.854 -5.396 -3.738 -0.112 C3 3HB 5 AF8 C25 C25 C 0 1 Y N N 23.447 25.491 10.491 -4.777 -4.459 0.900 C4 3HB 6 AF8 C24 C24 C 0 1 Y N N 22.092 25.370 10.783 -3.651 -3.956 1.525 C5 3HB 7 AF8 C23 C23 C 0 1 Y N N 21.441 26.416 11.430 -3.136 -2.733 1.148 C6 3HB 8 AF8 O27 O27 O 0 1 N N N 25.465 26.760 10.579 -6.502 -4.238 -0.724 O3 3HB 9 AF8 N11 N11 N 0 1 N N N 19.324 31.879 15.400 1.975 2.459 -0.045 N11 FV0 10 AF8 C12 C12 C 0 1 N N N 20.065 32.852 16.244 2.524 2.918 1.234 C12 FV0 11 AF8 C13 C13 C 0 1 N N N 21.568 32.532 16.260 2.714 4.435 1.193 C13 FV0 12 AF8 C14 C14 C 0 1 N N N 22.308 33.521 17.159 1.349 5.117 1.078 C14 FV0 13 AF8 C15 C15 C 0 1 N N N 22.187 32.548 14.859 3.408 4.898 2.475 C15 FV0 14 AF8 C16 C16 C 0 1 N N N 19.029 30.596 16.085 0.526 2.459 -0.262 C16 FV0 15 AF8 C17 C17 C 0 1 N N R 19.934 29.519 15.471 -0.069 1.154 0.271 C17 FV0 16 AF8 O18 O18 O 0 1 N N N 19.924 28.353 16.312 0.101 1.097 1.688 O18 FV0 17 AF8 C19 C19 C 0 1 N N S 19.535 29.136 14.046 -1.561 1.099 -0.067 C19 FV0 18 AF8 N20 N20 N 0 1 N N N 20.576 28.307 13.467 -2.105 -0.200 0.336 N20 FV0 19 AF8 C32 C32 C 0 1 N N N 18.221 28.350 13.949 -2.294 2.214 0.681 C32 FV0 20 AF8 C33 C33 C 0 1 Y N N 17.551 28.963 11.600 -4.674 1.482 0.937 C33 FV0 21 AF8 C34 C34 C 0 1 Y N N 17.306 28.628 10.275 -6.000 1.503 0.546 C34 FV0 22 AF8 C35 C35 C 0 1 Y N N 17.454 27.317 9.845 -6.391 2.281 -0.527 C35 FV0 23 AF8 C36 C36 C 0 1 Y N N 17.846 26.335 10.741 -5.457 3.038 -1.209 C36 FV0 24 AF8 C37 C37 C 0 1 Y N N 18.089 26.667 12.070 -4.131 3.016 -0.819 C37 FV0 25 AF8 C38 C38 C 0 1 Y N N 17.943 27.983 12.505 -3.740 2.238 0.255 C38 FV0 26 AF8 C1 C1 C 0 1 Y N N 15.010 38.009 18.761 5.716 -4.927 1.018 C1 5TS 27 AF8 N1 N1 N 0 1 Y N N 14.008 37.213 19.255 4.763 -5.472 0.314 N1 5TS 28 AF8 O1 O1 O 0 1 Y N N 14.186 35.986 18.727 4.073 -4.643 -0.232 O1 5TS 29 AF8 S1 S1 S 0 1 Y N N 17.170 35.002 16.124 4.487 -0.524 -0.043 S1 5TS 30 AF8 C2 C2 C 0 1 Y N N 15.779 34.821 17.138 3.904 -2.136 -0.436 C2 5TS 31 AF8 C3 C3 C 0 1 Y N N 15.267 35.998 17.915 4.492 -3.394 0.047 C3 5TS 32 AF8 C4 C4 C 0 1 Y N N 15.828 37.259 17.908 5.579 -3.534 0.872 C4 5TS 33 AF8 C5 C5 C 0 1 Y N N 16.981 33.316 15.713 3.222 0.208 -1.020 C5 5TS 34 AF8 C6 C6 C 0 1 Y N N 15.901 32.674 16.315 2.460 -0.744 -1.568 C6 5TS 35 AF8 C7 C7 C 0 1 Y N N 15.196 33.558 17.156 2.822 -2.036 -1.257 C7 5TS 36 AF8 S8 S8 S 0 1 N N N 18.027 32.529 14.661 2.992 1.941 -1.244 S8 5TS 37 AF8 O9 O9 O 0 1 N N N 17.308 31.475 14.021 4.252 2.548 -0.993 O9 5TS 38 AF8 O10 O10 O 0 1 N N N 18.611 33.480 13.750 2.284 2.097 -2.466 O10 5TS 39 AF8 H27 H27 H 0 1 N N N 24.029 28.584 11.799 -5.375 -1.942 -1.277 H2 3HB 40 AF8 H25 H25 H 0 1 N N N 23.963 24.689 9.984 -5.176 -5.417 1.199 H4 3HB 41 AF8 H24 H24 H 0 1 N N N 21.552 24.475 10.511 -3.174 -4.522 2.311 H5 3HB 42 AF8 H23 H23 H 0 1 N N N 20.388 26.334 11.655 -2.256 -2.343 1.638 H6 3HB 43 AF8 HO27 HO27 H 0 0 N N N 25.784 27.600 10.887 -7.334 -3.983 -0.303 HO3 3HB 44 AF8 H12 H12 H 0 1 N N N 19.919 33.863 15.837 1.836 2.659 2.039 H12 FV0 45 AF8 H12A H12A H 0 0 N N N 19.677 32.802 17.272 3.486 2.436 1.410 H12A FV0 46 AF8 H13 H13 H 0 1 N N N 21.674 31.511 16.657 3.327 4.702 0.331 H13 FV0 47 AF8 H14 H14 H 0 1 N N N 23.382 33.282 17.162 0.691 4.748 1.865 H14 FV0 48 AF8 H14A H14A H 0 0 N N N 22.161 34.543 16.779 1.471 6.195 1.181 H14A FV0 49 AF8 H14B H14B H 0 0 N N N 21.914 33.451 18.184 0.912 4.893 0.105 H14B FV0 50 AF8 H15 H15 H 0 1 N N N 23.259 32.314 14.929 4.381 4.412 2.557 H15 FV0 51 AF8 H15A H15A H 0 0 N N N 21.688 31.797 14.229 3.543 5.979 2.446 H15A FV0 52 AF8 H15B H15B H 0 0 N N N 22.058 33.545 14.413 2.796 4.631 3.336 H15B FV0 53 AF8 H16 H16 H 0 1 N N N 19.231 30.689 17.162 0.080 3.303 0.264 H16 FV0 54 AF8 H16A H16A H 0 0 N N N 17.972 30.327 15.942 0.319 2.545 -1.328 H16A FV0 55 AF8 H17 H17 H 0 1 N N N 20.947 29.944 15.409 0.439 0.308 -0.191 H17 FV0 56 AF8 HO18 HO18 H 0 0 N N N 20.484 27.685 15.934 -0.327 1.821 2.165 HO18 FV0 57 AF8 H19 H19 H 0 1 N N N 19.396 30.086 13.510 -1.695 1.232 -1.141 H19 FV0 58 AF8 HN20 HN20 H 0 0 N N N 20.693 27.388 13.843 -1.676 -0.707 1.042 HN20 FV0 59 AF8 H32 H32 H 0 1 N N N 18.302 27.431 14.549 -2.235 2.032 1.754 H32 FV0 60 AF8 H32A H32A H 0 0 N N N 17.397 28.970 14.332 -1.831 3.173 0.449 H32A FV0 61 AF8 H33 H33 H 0 1 N N N 17.437 29.986 11.928 -4.369 0.877 1.778 H33 FV0 62 AF8 H34 H34 H 0 1 N N N 16.999 29.391 9.576 -6.729 0.912 1.079 H34 FV0 63 AF8 H35 H35 H 0 1 N N N 17.264 27.062 8.813 -7.427 2.297 -0.834 H35 FV0 64 AF8 H36 H36 H 0 1 N N N 17.963 25.314 10.408 -5.762 3.646 -2.049 H36 FV0 65 AF8 H37 H37 H 0 1 N N N 18.392 25.901 12.768 -3.401 3.607 -1.352 H37 FV0 66 AF8 H1 H1 H 0 1 N N N 15.147 39.055 18.995 6.462 -5.445 1.602 H1 5TS 67 AF8 H4 H4 H 0 1 N N N 16.701 37.592 17.367 6.188 -2.756 1.309 H4 5TS 68 AF8 H6 H6 H 0 1 N N N 15.639 31.638 16.158 1.621 -0.517 -2.209 H6 5TS 69 AF8 H7 H7 H 0 1 N N N 14.324 33.292 17.735 2.291 -2.899 -1.632 H7 5TS 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 AF8 C1 N1 DOUB Y N 1 AF8 C1 C4 SING Y N 2 AF8 N1 O1 SING Y N 3 AF8 O1 C3 SING Y N 4 AF8 S1 C2 SING Y N 5 AF8 S1 C5 SING Y N 6 AF8 C2 C3 SING Y N 7 AF8 C2 C7 DOUB Y N 8 AF8 C3 C4 DOUB Y N 9 AF8 C5 C6 DOUB Y N 10 AF8 C5 S8 SING N N 11 AF8 C6 C7 SING Y N 12 AF8 S8 O9 DOUB N N 13 AF8 S8 O10 DOUB N N 14 AF8 S8 N11 SING N N 15 AF8 N11 C12 SING N N 16 AF8 N11 C16 SING N N 17 AF8 C12 C13 SING N N 18 AF8 C13 C14 SING N N 19 AF8 C13 C15 SING N N 20 AF8 C16 C17 SING N N 21 AF8 C17 O18 SING N N 22 AF8 C17 C19 SING N N 23 AF8 C19 N20 SING N N 24 AF8 C19 C32 SING N N 25 AF8 N20 C21 SING N N 26 AF8 C21 C22 SING N N 27 AF8 C21 O22 DOUB N N 28 AF8 C22 C23 DOUB Y N 29 AF8 C22 C27 SING Y N 30 AF8 C23 C24 SING Y N 31 AF8 C24 C25 DOUB Y N 32 AF8 C25 C26 SING Y N 33 AF8 C26 C27 DOUB Y N 34 AF8 C26 O27 SING N N 35 AF8 C32 C38 SING N N 36 AF8 C33 C34 DOUB Y N 37 AF8 C33 C38 SING Y N 38 AF8 C34 C35 SING Y N 39 AF8 C35 C36 DOUB Y N 40 AF8 C36 C37 SING Y N 41 AF8 C37 C38 DOUB Y N 42 AF8 C1 H1 SING N N 43 AF8 C4 H4 SING N N 44 AF8 C6 H6 SING N N 45 AF8 C7 H7 SING N N 46 AF8 C12 H12 SING N N 47 AF8 C12 H12A SING N N 48 AF8 C13 H13 SING N N 49 AF8 C14 H14 SING N N 50 AF8 C14 H14A SING N N 51 AF8 C14 H14B SING N N 52 AF8 C15 H15 SING N N 53 AF8 C15 H15A SING N N 54 AF8 C15 H15B SING N N 55 AF8 C16 H16 SING N N 56 AF8 C16 H16A SING N N 57 AF8 C17 H17 SING N N 58 AF8 O18 HO18 SING N N 59 AF8 C19 H19 SING N N 60 AF8 N20 HN20 SING N N 61 AF8 C23 H23 SING N N 62 AF8 C24 H24 SING N N 63 AF8 C25 H25 SING N N 64 AF8 C27 H27 SING N N 65 AF8 O27 HO27 SING N N 66 AF8 C32 H32 SING N N 67 AF8 C32 H32A SING N N 68 AF8 C33 H33 SING N N 69 AF8 C34 H34 SING N N 70 AF8 C35 H35 SING N N 71 AF8 C36 H36 SING N N 72 AF8 C37 H37 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 AF8 SMILES ACDLabs 12.01 "O=S(=O)(c2sc(c1oncc1)cc2)N(CC(C)C)CC(O)C(NC(=O)c3cccc(O)c3)Cc4ccccc4" AF8 InChI InChI 1.03 "InChI=1S/C28H31N3O6S2/c1-19(2)17-31(39(35,36)27-12-11-26(38-27)25-13-14-29-37-25)18-24(33)23(15-20-7-4-3-5-8-20)30-28(34)21-9-6-10-22(32)16-21/h3-14,16,19,23-24,32-33H,15,17-18H2,1-2H3,(H,30,34)/t23-,24+/m0/s1" AF8 InChIKey InChI 1.03 YMMHVVLAGFSMTG-BJKOFHAPSA-N AF8 SMILES_CANONICAL CACTVS 3.370 "CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)c2cccc(O)c2)[S](=O)(=O)c3sc(cc3)c4oncc4" AF8 SMILES CACTVS 3.370 "CC(C)CN(C[CH](O)[CH](Cc1ccccc1)NC(=O)c2cccc(O)c2)[S](=O)(=O)c3sc(cc3)c4oncc4" AF8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CC(C)C[N@@](C[C@H]([C@H](Cc1ccccc1)NC(=O)c2cccc(c2)O)O)S(=O)(=O)c3ccc(s3)c4ccno4" AF8 SMILES "OpenEye OEToolkits" 1.7.2 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)c2cccc(c2)O)O)S(=O)(=O)c3ccc(s3)c4ccno4" # 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 AF8 "SYSTEMATIC NAME" ACDLabs 12.01 "3-hydroxy-N-{(2S,3R)-3-hydroxy-4-[(2-methylpropyl){[5-(1,2-oxazol-5-yl)thiophen-2-yl]sulfonyl}amino]-1-phenylbutan-2-yl}benzamide" AF8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "N-[(2S,3R)-4-[2-methylpropyl-[5-(1,2-oxazol-5-yl)thiophen-2-yl]sulfonyl-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 AF8 "Create component" 2011-06-06 RCSB #