data_K83 # _chem_comp.id K83 _chem_comp.name "3-hydroxy-N-[(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H34 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 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 526.644 _chem_comp.one_letter_code ? _chem_comp.three_letter_code K83 _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 3SA8 _chem_comp.pdbx_subcomponent_list "3HB FV0 4OS" _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 K83 C21 C21 C 0 1 N N N 21.361 28.499 12.652 -2.912 0.261 0.249 "C1'" 3HB 1 K83 O22 O22 O 0 1 N N N 21.538 29.630 12.252 -3.245 -0.436 1.187 "O1'" 3HB 2 K83 C22 C22 C 0 1 Y N N 22.069 27.390 11.944 -3.795 1.355 -0.210 C1 3HB 3 K83 C27 C27 C 0 1 Y N N 23.425 27.502 11.674 -5.014 1.585 0.429 C2 3HB 4 K83 C26 C26 C 0 1 Y N N 24.062 26.471 10.990 -5.832 2.615 -0.002 C3 3HB 5 K83 C25 C25 C 0 1 Y N N 23.335 25.352 10.582 -5.445 3.408 -1.075 C4 3HB 6 K83 C24 C24 C 0 1 Y N N 21.975 25.247 10.874 -4.240 3.177 -1.712 C5 3HB 7 K83 C23 C23 C 0 1 Y N N 21.326 26.288 11.530 -3.414 2.157 -1.287 C6 3HB 8 K83 O27 O27 O 0 1 N N N 25.397 26.603 10.748 -7.018 2.847 0.621 O3 3HB 9 K83 N11 N11 N 0 1 N N N 19.392 31.769 15.545 2.905 -1.435 0.005 N11 FV0 10 K83 C12 C12 C 0 1 N N N 20.212 32.734 16.315 3.528 -1.813 -1.266 C12 FV0 11 K83 C13 C13 C 0 1 N N N 21.702 32.385 16.291 4.110 -3.223 -1.149 C13 FV0 12 K83 C14 C14 C 0 1 N N N 22.461 33.369 17.187 2.975 -4.229 -0.947 C14 FV0 13 K83 C15 C15 C 0 1 N N N 22.292 32.393 14.882 4.875 -3.568 -2.429 C15 FV0 14 K83 C16 C16 C 0 1 N N N 19.110 30.515 16.277 1.512 -1.799 0.274 C16 FV0 15 K83 C17 C17 C 0 1 N N R 19.985 29.406 15.683 0.584 -0.732 -0.308 C17 FV0 16 K83 O18 O18 O 0 1 N N N 19.940 28.248 16.538 0.703 -0.721 -1.732 O18 FV0 17 K83 C19 C19 C 0 1 N N S 19.552 29.018 14.265 -0.863 -1.046 0.081 C19 FV0 18 K83 N20 N20 N 0 1 N N N 20.547 28.163 13.642 -1.737 0.037 -0.373 N20 FV0 19 K83 C32 C32 C 0 1 N N N 18.224 28.252 14.208 -1.293 -2.359 -0.577 C32 FV0 20 K83 C33 C33 C 0 1 Y N N 18.077 26.564 12.319 -3.786 -2.290 -0.786 C33 FV0 21 K83 C34 C34 C 0 1 Y N N 17.827 26.256 10.988 -5.051 -2.632 -0.346 C34 FV0 22 K83 C35 C35 C 0 1 Y N N 17.424 27.248 10.109 -5.202 -3.416 0.783 C35 FV0 23 K83 C36 C36 C 0 1 Y N N 17.287 28.555 10.547 -4.088 -3.859 1.471 C36 FV0 24 K83 C37 C37 C 0 1 Y N N 17.530 28.858 11.879 -2.823 -3.516 1.031 C37 FV0 25 K83 C38 C38 C 0 1 Y N N 17.923 27.872 12.771 -2.672 -2.732 -0.097 C38 FV0 26 K83 S8 S8 S 0 1 N N N 18.092 32.428 14.813 3.775 -0.595 1.136 S 4OS 27 K83 O9 O9 O 0 1 N N N 17.325 31.344 14.300 5.145 -0.868 0.872 OB1 4OS 28 K83 O10 O10 O 0 1 N N N 18.714 33.293 13.845 3.158 -0.854 2.390 OB2 4OS 29 K83 C5 C5 C 0 1 Y N N 17.196 33.310 15.837 3.537 1.120 0.810 CG 4OS 30 K83 C4 C4 C 0 1 Y N N 17.425 34.681 15.992 2.492 1.798 1.409 CD1 4OS 31 K83 C6 C6 C 0 1 Y N N 16.189 32.722 16.604 4.397 1.785 -0.045 CD2 4OS 32 K83 C3 C3 C 0 1 Y N N 16.667 35.439 16.891 2.304 3.143 1.155 CE1 4OS 33 K83 C7 C7 C 0 1 Y N N 15.435 33.466 17.512 4.209 3.128 -0.308 CE2 4OS 34 K83 C2 C2 C 0 1 Y N N 15.668 34.831 17.649 3.164 3.812 0.297 CZ 4OS 35 K83 O1 O1 O 0 1 N N N 14.932 35.541 18.571 2.981 5.135 0.045 OH 4OS 36 K83 C1 C1 C 0 1 N N N 15.227 36.929 18.735 3.905 5.760 -0.848 CH 4OS 37 K83 H27 H27 H 0 1 N N N 23.977 28.375 11.989 -5.316 0.965 1.259 H2 3HB 38 K83 H25 H25 H 0 1 N N N 23.829 24.562 10.036 -6.088 4.208 -1.412 H4 3HB 39 K83 H24 H24 H 0 1 N N N 21.427 24.360 10.592 -3.945 3.798 -2.545 H5 3HB 40 K83 H23 H23 H 0 1 N N N 20.263 26.242 11.715 -2.473 1.980 -1.786 H6 3HB 41 K83 HO27 HO27 H 0 0 N N N 25.703 27.429 11.103 -7.762 2.357 0.245 HO3 3HB 42 K83 H12 H12 H 0 1 N N N 20.081 33.733 15.874 2.780 -1.794 -2.058 H12 FV0 43 K83 H12A H12A H 0 0 N N N 19.869 32.727 17.360 4.326 -1.110 -1.503 H12A FV0 44 K83 H13 H13 H 0 1 N N N 21.810 31.358 16.669 4.789 -3.267 -0.297 H13 FV0 45 K83 H14 H14 H 0 1 N N N 23.533 33.124 17.175 3.373 -5.242 -0.997 H14 FV0 46 K83 H14A H14A H 0 0 N N N 22.314 34.393 16.813 2.514 -4.066 0.027 H14A FV0 47 K83 H14B H14B H 0 0 N N N 22.080 33.296 18.216 2.227 -4.094 -1.729 H14B FV0 48 K83 H15 H15 H 0 1 N N N 23.360 32.136 14.930 5.684 -2.851 -2.572 H15 FV0 49 K83 H15A H15A H 0 0 N N N 21.765 31.655 14.260 5.290 -4.572 -2.345 H15A FV0 50 K83 H15B H15B H 0 0 N N N 22.175 33.394 14.441 4.196 -3.524 -3.280 H15B FV0 51 K83 H16 H16 H 0 1 N N N 19.343 30.644 17.344 1.292 -2.762 -0.187 H16 FV0 52 K83 H16A H16A H 0 0 N N N 18.048 30.251 16.171 1.356 -1.869 1.351 H16A FV0 53 K83 H17 H17 H 0 1 N N N 21.012 29.793 15.618 0.861 0.246 0.087 H17 FV0 54 K83 HO18 HO18 H 0 0 N N N 20.482 27.561 16.170 0.471 -1.561 -2.152 HO18 FV0 55 K83 H19 H19 H 0 1 N N N 19.435 29.976 13.738 -0.935 -1.142 1.164 H19 FV0 56 K83 HN20 HN20 H 0 0 N N N 20.625 27.230 13.994 -1.471 0.594 -1.122 HN20 FV0 57 K83 H32 H32 H 0 1 N N N 18.299 27.341 14.821 -1.306 -2.236 -1.660 H32 FV0 58 K83 H32A H32A H 0 0 N N N 17.416 28.889 14.596 -0.590 -3.148 -0.309 H32A FV0 59 K83 H33 H33 H 0 1 N N N 18.391 25.789 13.003 -3.668 -1.682 -1.670 H33 FV0 60 K83 H34 H34 H 0 1 N N N 17.947 25.241 10.638 -5.922 -2.287 -0.884 H34 FV0 61 K83 H35 H35 H 0 1 N N N 17.216 27.001 9.078 -6.191 -3.683 1.127 H35 FV0 62 K83 H36 H36 H 0 1 N N N 16.993 29.332 9.857 -4.206 -4.470 2.353 H36 FV0 63 K83 H37 H37 H 0 1 N N N 17.412 29.874 12.225 -1.953 -3.862 1.569 H37 FV0 64 K83 H4 H4 H 0 1 N N N 18.198 35.161 15.410 1.823 1.276 2.077 HD1 4OS 65 K83 H6 H6 H 0 1 N N N 15.989 31.667 16.492 5.213 1.253 -0.512 HD2 4OS 66 K83 H3 H3 H 0 1 N N N 16.856 36.497 16.998 1.487 3.672 1.624 HE1 4OS 67 K83 H7 H7 H 0 1 N N N 14.673 32.984 18.107 4.877 3.647 -0.979 HE2 4OS 68 K83 H1 H1 H 0 1 N N N 14.563 37.358 19.500 4.914 5.676 -0.444 HH1 4OS 69 K83 H1A H1A H 0 1 N N N 16.274 37.046 19.052 3.860 5.268 -1.819 HH2 4OS 70 K83 H1B H1B H 0 1 N N N 15.072 37.452 17.780 3.646 6.812 -0.961 HH3 4OS 71 # 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 K83 C1 O1 SING N N 1 K83 O1 C2 SING N N 2 K83 C2 C3 DOUB Y N 3 K83 C2 C7 SING Y N 4 K83 C3 C4 SING Y N 5 K83 C4 C5 DOUB Y N 6 K83 C5 C6 SING Y N 7 K83 C5 S8 SING N N 8 K83 C6 C7 DOUB Y N 9 K83 S8 O9 DOUB N N 10 K83 S8 O10 DOUB N N 11 K83 S8 N11 SING N N 12 K83 N11 C12 SING N N 13 K83 N11 C16 SING N N 14 K83 C12 C13 SING N N 15 K83 C13 C14 SING N N 16 K83 C13 C15 SING N N 17 K83 C16 C17 SING N N 18 K83 C17 O18 SING N N 19 K83 C17 C19 SING N N 20 K83 C19 N20 SING N N 21 K83 C19 C32 SING N N 22 K83 N20 C21 SING N N 23 K83 C21 C22 SING N N 24 K83 C21 O22 DOUB N N 25 K83 C22 C23 DOUB Y N 26 K83 C22 C27 SING Y N 27 K83 C23 C24 SING Y N 28 K83 C24 C25 DOUB Y N 29 K83 C25 C26 SING Y N 30 K83 C26 C27 DOUB Y N 31 K83 C26 O27 SING N N 32 K83 C32 C38 SING N N 33 K83 C33 C34 DOUB Y N 34 K83 C33 C38 SING Y N 35 K83 C34 C35 SING Y N 36 K83 C35 C36 DOUB Y N 37 K83 C36 C37 SING Y N 38 K83 C37 C38 DOUB Y N 39 K83 C1 H1 SING N N 40 K83 C1 H1A SING N N 41 K83 C1 H1B SING N N 42 K83 C3 H3 SING N N 43 K83 C4 H4 SING N N 44 K83 C6 H6 SING N N 45 K83 C7 H7 SING N N 46 K83 C12 H12 SING N N 47 K83 C12 H12A SING N N 48 K83 C13 H13 SING N N 49 K83 C14 H14 SING N N 50 K83 C14 H14A SING N N 51 K83 C14 H14B SING N N 52 K83 C15 H15 SING N N 53 K83 C15 H15A SING N N 54 K83 C15 H15B SING N N 55 K83 C16 H16 SING N N 56 K83 C16 H16A SING N N 57 K83 C17 H17 SING N N 58 K83 O18 HO18 SING N N 59 K83 C19 H19 SING N N 60 K83 N20 HN20 SING N N 61 K83 C23 H23 SING N N 62 K83 C24 H24 SING N N 63 K83 C25 H25 SING N N 64 K83 C27 H27 SING N N 65 K83 O27 HO27 SING N N 66 K83 C32 H32 SING N N 67 K83 C32 H32A SING N N 68 K83 C33 H33 SING N N 69 K83 C34 H34 SING N N 70 K83 C35 H35 SING N N 71 K83 C36 H36 SING N N 72 K83 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 K83 SMILES ACDLabs 12.01 "O=S(=O)(N(CC(C)C)CC(O)C(NC(=O)c1cccc(O)c1)Cc2ccccc2)c3ccc(OC)cc3" K83 InChI InChI 1.03 "InChI=1S/C28H34N2O6S/c1-20(2)18-30(37(34,35)25-14-12-24(36-3)13-15-25)19-27(32)26(16-21-8-5-4-6-9-21)29-28(33)22-10-7-11-23(31)17-22/h4-15,17,20,26-27,31-32H,16,18-19H2,1-3H3,(H,29,33)/t26-,27+/m0/s1" K83 InChIKey InChI 1.03 QMZQZXVEFMMDKK-RRPNLBNLSA-N K83 SMILES_CANONICAL CACTVS 3.370 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)c3cccc(O)c3" K83 SMILES CACTVS 3.370 "COc1ccc(cc1)[S](=O)(=O)N(CC(C)C)C[CH](O)[CH](Cc2ccccc2)NC(=O)c3cccc(O)c3" K83 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(cc3)OC" K83 SMILES "OpenEye OEToolkits" 1.7.2 "CC(C)CN(CC(C(Cc1ccccc1)NC(=O)c2cccc(c2)O)O)S(=O)(=O)c3ccc(cc3)OC" # 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 K83 "SYSTEMATIC NAME" ACDLabs 12.01 "3-hydroxy-N-[(2S,3R)-3-hydroxy-4-{[(4-methoxyphenyl)sulfonyl](2-methylpropyl)amino}-1-phenylbutan-2-yl]benzamide" K83 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "N-[(2S,3R)-4-[(4-methoxyphenyl)sulfonyl-(2-methylpropyl)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 K83 "Create component" 2011-06-06 RCSB #