data_525 # _chem_comp.id 525 _chem_comp.name "(3S)-tetrahydrofuran-3-yl {(2S,3R)-4-[(4R)-4-tert-butyl-7-fluoro-1,1-dioxido-4,5-dihydro-1,2-benzothiazepin-2(3H)-yl]-3-hydroxy-1-phenylbutan-2-yl}carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H37 F N2 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-26 _chem_comp.pdbx_modified_date 2014-03-28 _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 548.667 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 525 _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 4MC2 _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 525 C1 C1 C 0 1 Y N N 9.507 27.587 8.536 5.423 -3.044 -0.672 C1 525 1 525 C2 C2 C 0 1 Y N N 8.560 27.884 7.576 6.158 -2.565 0.400 C2 525 2 525 C3 C3 C 0 1 Y N N 8.316 27.018 6.529 5.862 -1.335 0.947 C3 525 3 525 C4 C4 C 0 1 Y N N 9.037 25.841 6.412 4.825 -0.546 0.441 C4 525 4 525 C5 C5 C 0 1 Y N N 9.980 25.550 7.392 4.143 -1.014 -0.660 C5 525 5 525 C6 C6 C 0 1 Y N N 10.218 26.407 8.447 4.419 -2.257 -1.200 C6 525 6 525 C7 C7 C 0 1 N N N 8.702 24.925 5.269 4.548 0.711 1.238 C7 525 7 525 C8 C8 C 0 1 N N R 9.787 24.758 4.208 4.001 1.860 0.402 C8 525 8 525 C9 C9 C 0 1 N N N 10.806 23.697 4.620 2.455 1.835 0.405 C9 525 9 525 N10 N10 N 0 1 N N N 11.606 24.095 5.795 2.006 0.627 -0.228 N10 525 10 525 S11 S11 S 0 1 N N N 10.925 24.039 7.345 2.942 0.004 -1.450 S11 525 11 525 C12 C12 C 0 1 N N N 12.861 24.831 5.604 0.766 -0.033 0.190 C12 525 12 525 C13 C13 C 0 1 N N R 13.975 23.917 5.138 -0.420 0.603 -0.537 C13 525 13 525 C14 C14 C 0 1 N N S 14.429 22.841 6.114 -1.724 0.000 -0.010 C14 525 14 525 O15 O15 O 0 1 N N N 15.069 24.723 4.762 -0.311 0.349 -1.939 O15 525 15 525 C16 C16 C 0 1 N N N 15.106 23.354 7.381 -1.780 -1.487 -0.367 C16 525 16 525 N17 N17 N 0 1 N N N 15.298 21.941 5.394 -2.863 0.692 -0.618 N17 525 17 525 C18 C18 C 0 1 N N N 14.886 20.687 5.005 -4.053 0.717 0.014 C18 525 18 525 O19 O19 O 0 1 N N N 15.954 20.043 4.426 -5.100 1.352 -0.545 O19 525 19 525 O20 O20 O 0 1 N N N 13.763 20.224 5.185 -4.181 0.166 1.090 O20 525 20 525 C21 C21 C 0 1 Y N N 15.446 22.229 8.301 -3.003 -2.108 0.257 C21 525 21 525 C22 C22 C 0 1 Y N N 16.736 21.733 8.329 -4.197 -2.133 -0.440 C22 525 22 525 C23 C23 C 0 1 Y N N 17.056 20.679 9.164 -5.319 -2.702 0.133 C23 525 23 525 C24 C24 C 0 1 Y N N 16.083 20.113 9.963 -5.247 -3.247 1.401 C24 525 24 525 C25 C25 C 0 1 Y N N 14.795 20.610 9.940 -4.053 -3.223 2.097 C25 525 25 525 C26 C26 C 0 1 Y N N 14.475 21.671 9.114 -2.930 -2.657 1.523 C26 525 26 525 O27 O27 O 0 1 N N N 11.958 24.067 8.353 3.647 1.099 -2.020 O27 525 27 525 O28 O28 O 0 1 N N N 9.928 22.984 7.341 2.104 -0.863 -2.202 O28 525 28 525 C29 C29 C 0 1 N N N 9.233 24.449 2.811 4.487 3.188 0.985 C29 525 29 525 C30 C30 C 0 1 N N N 8.463 25.610 2.229 4.051 3.293 2.448 C30 525 30 525 C31 C31 C 0 1 N N N 8.305 23.245 2.800 6.013 3.253 0.902 C31 525 31 525 C32 C32 C 0 1 N N N 10.375 24.195 1.850 3.883 4.347 0.189 C32 525 32 525 F33 F33 F 0 1 N N N 7.881 29.041 7.675 7.166 -3.305 0.910 F33 525 33 525 C34 C34 C 0 1 N N S 15.685 18.783 3.816 -6.350 1.339 0.193 C34 525 34 525 C35 C35 C 0 1 N N N 17.047 18.192 3.521 -7.250 0.174 -0.272 C35 525 35 525 C36 C36 C 0 1 N N N 15.074 19.036 2.459 -7.210 2.585 -0.154 C36 525 36 525 O37 O37 O 0 1 N N N 17.379 18.652 2.216 -8.595 0.662 -0.329 O37 525 37 525 C38 C38 C 0 1 N N N 16.160 18.653 1.490 -8.637 2.037 0.101 C38 525 38 525 H1 H1 H 0 1 N N N 9.690 28.273 9.350 5.636 -4.016 -1.091 H1 525 39 525 H2 H2 H 0 1 N N N 7.559 27.259 5.797 6.443 -0.974 1.783 H2 525 40 525 H3 H3 H 0 1 N N N 10.954 26.157 9.197 3.839 -2.619 -2.037 H3 525 41 525 H4 H4 H 0 1 N N N 7.803 25.320 4.773 3.827 0.475 2.021 H4 525 42 525 H5 H5 H 0 1 N N N 8.483 23.931 5.687 5.476 1.037 1.708 H5 525 43 525 H6 H6 H 0 1 N N N 10.324 25.715 4.139 4.361 1.765 -0.622 H6 525 44 525 H7 H7 H 0 1 N N N 10.268 22.768 4.860 2.092 1.866 1.432 H7 525 45 525 H8 H8 H 0 1 N N N 11.488 23.518 3.775 2.075 2.697 -0.144 H8 525 46 525 H9 H9 H 0 1 N N N 13.153 25.293 6.559 0.818 -1.093 -0.057 H9 525 47 525 H10 H10 H 0 1 N N N 12.704 25.616 4.850 0.638 0.083 1.266 H10 525 48 525 H11 H11 H 0 1 N N N 13.607 23.397 4.241 -0.420 1.679 -0.361 H11 525 49 525 H12 H12 H 0 1 N N N 13.534 22.282 6.425 -1.765 0.115 1.073 H12 525 50 525 H13 H13 H 0 1 N N N 15.783 24.171 4.465 -0.305 -0.590 -2.170 H13 525 51 525 H14 H14 H 0 1 N N N 16.029 23.885 7.105 -1.828 -1.598 -1.450 H14 525 52 525 H15 H15 H 0 1 N N N 14.425 24.047 7.897 -0.887 -1.985 0.010 H15 525 53 525 H16 H16 H 0 1 N N N 16.227 22.237 5.171 -2.761 1.132 -1.477 H16 525 54 525 H17 H17 H 0 1 N N N 17.495 22.170 7.697 -4.253 -1.707 -1.430 H17 525 55 525 H18 H18 H 0 1 N N N 18.066 20.299 9.191 -6.252 -2.721 -0.411 H18 525 56 525 H19 H19 H 0 1 N N N 16.329 19.281 10.606 -6.124 -3.692 1.848 H19 525 57 525 H20 H20 H 0 1 N N N 14.036 20.169 10.569 -3.997 -3.648 3.088 H20 525 58 525 H21 H21 H 0 1 N N N 13.469 22.064 9.103 -1.996 -2.642 2.065 H21 525 59 525 H22 H22 H 0 1 N N N 7.611 25.850 2.882 4.481 2.468 3.015 H22 525 60 525 H23 H23 H 0 1 N N N 9.124 26.486 2.151 4.398 4.239 2.864 H23 525 61 525 H24 H24 H 0 1 N N N 8.093 25.340 1.229 2.964 3.247 2.507 H24 525 62 525 H25 H25 H 0 1 N N N 7.470 23.418 3.495 6.330 3.060 -0.123 H25 525 63 525 H26 H26 H 0 1 N N N 7.911 23.095 1.784 6.352 4.244 1.206 H26 525 64 525 H27 H27 H 0 1 N N N 8.862 22.350 3.112 6.446 2.502 1.563 H27 525 65 525 H28 H28 H 0 1 N N N 10.983 23.354 2.216 2.796 4.301 0.248 H28 525 66 525 H29 H29 H 0 1 N N N 9.971 23.950 0.857 4.230 5.293 0.604 H29 525 67 525 H30 H30 H 0 1 N N N 11.002 25.096 1.779 4.194 4.272 -0.853 H30 525 68 525 H31 H31 H 0 1 N N N 15.067 18.116 4.434 -6.165 1.281 1.265 H31 525 69 525 H32 H32 H 0 1 N N N 17.004 17.093 3.543 -6.937 -0.164 -1.260 H32 525 70 525 H33 H33 H 0 1 N N N 17.787 18.545 4.254 -7.184 -0.651 0.438 H33 525 71 525 H34 H34 H 0 1 N N N 14.804 20.096 2.344 -6.983 3.416 0.513 H34 525 72 525 H35 H35 H 0 1 N N N 14.180 18.412 2.311 -7.080 2.874 -1.197 H35 525 73 525 H36 H36 H 0 1 N N N 16.209 19.384 0.669 -8.878 2.094 1.163 H36 525 74 525 H37 H37 H 0 1 N N N 15.964 17.652 1.079 -9.368 2.595 -0.484 H37 525 75 # 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 525 C38 O37 SING N N 1 525 C38 C36 SING N N 2 525 C32 C29 SING N N 3 525 O37 C35 SING N N 4 525 C30 C29 SING N N 5 525 C36 C34 SING N N 6 525 C31 C29 SING N N 7 525 C29 C8 SING N N 8 525 C35 C34 SING N N 9 525 C34 O19 SING N N 10 525 C8 C9 SING N N 11 525 C8 C7 SING N N 12 525 O19 C18 SING N N 13 525 C9 N10 SING N N 14 525 O15 C13 SING N N 15 525 C18 O20 DOUB N N 16 525 C18 N17 SING N N 17 525 C13 C12 SING N N 18 525 C13 C14 SING N N 19 525 C7 C4 SING N N 20 525 N17 C14 SING N N 21 525 C12 N10 SING N N 22 525 N10 S11 SING N N 23 525 C14 C16 SING N N 24 525 C4 C3 DOUB Y N 25 525 C4 C5 SING Y N 26 525 C3 C2 SING Y N 27 525 O28 S11 DOUB N N 28 525 S11 C5 SING N N 29 525 S11 O27 DOUB N N 30 525 C16 C21 SING N N 31 525 C5 C6 DOUB Y N 32 525 C2 F33 SING N N 33 525 C2 C1 DOUB Y N 34 525 C21 C22 DOUB Y N 35 525 C21 C26 SING Y N 36 525 C22 C23 SING Y N 37 525 C6 C1 SING Y N 38 525 C26 C25 DOUB Y N 39 525 C23 C24 DOUB Y N 40 525 C25 C24 SING Y N 41 525 C1 H1 SING N N 42 525 C3 H2 SING N N 43 525 C6 H3 SING N N 44 525 C7 H4 SING N N 45 525 C7 H5 SING N N 46 525 C8 H6 SING N N 47 525 C9 H7 SING N N 48 525 C9 H8 SING N N 49 525 C12 H9 SING N N 50 525 C12 H10 SING N N 51 525 C13 H11 SING N N 52 525 C14 H12 SING N N 53 525 O15 H13 SING N N 54 525 C16 H14 SING N N 55 525 C16 H15 SING N N 56 525 N17 H16 SING N N 57 525 C22 H17 SING N N 58 525 C23 H18 SING N N 59 525 C24 H19 SING N N 60 525 C25 H20 SING N N 61 525 C26 H21 SING N N 62 525 C30 H22 SING N N 63 525 C30 H23 SING N N 64 525 C30 H24 SING N N 65 525 C31 H25 SING N N 66 525 C31 H26 SING N N 67 525 C31 H27 SING N N 68 525 C32 H28 SING N N 69 525 C32 H29 SING N N 70 525 C32 H30 SING N N 71 525 C34 H31 SING N N 72 525 C35 H32 SING N N 73 525 C35 H33 SING N N 74 525 C36 H34 SING N N 75 525 C36 H35 SING N N 76 525 C38 H36 SING N N 77 525 C38 H37 SING N N 78 # 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 525 SMILES ACDLabs 12.01 "O=C(OC1CCOC1)NC(Cc2ccccc2)C(O)CN4CC(Cc3c(ccc(F)c3)S4(=O)=O)C(C)(C)C" 525 InChI InChI 1.03 "InChI=1S/C28H37FN2O6S/c1-28(2,3)21-14-20-15-22(29)9-10-26(20)38(34,35)31(16-21)17-25(32)24(13-19-7-5-4-6-8-19)30-27(33)37-23-11-12-36-18-23/h4-10,15,21,23-25,32H,11-14,16-18H2,1-3H3,(H,30,33)/t21-,23-,24-,25+/m0/s1" 525 InChIKey InChI 1.03 UFKSXFTUEDJJKI-BELIEFIBSA-N 525 SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)[C@@H]1CN(C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)O[C@H]3CCOC3)[S](=O)(=O)c4ccc(F)cc4C1" 525 SMILES CACTVS 3.385 "CC(C)(C)[CH]1CN(C[CH](O)[CH](Cc2ccccc2)NC(=O)O[CH]3CCOC3)[S](=O)(=O)c4ccc(F)cc4C1" 525 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)[C@H]1Cc2cc(ccc2S(=O)(=O)N(C1)C[C@H]([C@H](Cc3ccccc3)NC(=O)O[C@H]4CCOC4)O)F" 525 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)C1Cc2cc(ccc2S(=O)(=O)N(C1)CC(C(Cc3ccccc3)NC(=O)OC4CCOC4)O)F" # 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 525 "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-tetrahydrofuran-3-yl {(2S,3R)-4-[(4R)-4-tert-butyl-7-fluoro-1,1-dioxido-4,5-dihydro-1,2-benzothiazepin-2(3H)-yl]-3-hydroxy-1-phenylbutan-2-yl}carbamate" 525 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(3S)-oxolan-3-yl] N-[(2S,3R)-4-[(4R)-4-tert-butyl-7-fluoranyl-1,1-bis(oxidanylidene)-4,5-dihydro-3H-1$l^{6},2-benzothiazepin-2-yl]-3-oxidanyl-1-phenyl-butan-2-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 525 "Create component" 2013-08-26 RCSB 525 "Initial release" 2014-04-02 RCSB #