data_03I # _chem_comp.id 03I _chem_comp.name "(2R)-N-hydroxy-2-methyl-2-(methylsulfonyl)-4-{4'-[3-(morpholin-4-yl)propoxy]biphenyl-4-yl}butanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 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 2011-10-04 _chem_comp.pdbx_modified_date 2011-12-30 _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 490.612 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 03I _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 3U1Y _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 03I C1 C1 C 0 1 Y N N 14.573 6.058 24.744 -1.116 0.695 0.061 C1 03I 1 03I C2 C2 C 0 1 Y N N 14.119 5.674 23.495 -1.630 1.613 0.976 C2 03I 2 03I C3 C3 C 0 1 Y N N 14.895 5.847 22.365 -2.986 1.651 1.225 C3 03I 3 03I C4 C4 C 0 1 Y N N 16.146 6.413 22.475 -3.839 0.775 0.566 C4 03I 4 03I C5 C5 C 0 1 Y N N 16.627 6.801 23.714 -3.330 -0.140 -0.345 C5 03I 5 03I C6 C6 C 0 1 Y N N 15.831 6.630 24.833 -1.975 -0.182 -0.599 C6 03I 6 03I O7 O7 O 0 1 N N N 16.867 6.531 21.295 -5.174 0.814 0.814 O7 03I 7 03I C8 C8 C 0 1 Y N N 13.757 5.839 25.933 0.341 0.656 -0.214 C8 03I 8 03I C9 C9 C 0 1 Y N N 12.384 6.033 25.933 1.201 1.533 0.445 C9 03I 9 03I C10 C10 C 0 1 Y N N 11.625 5.813 27.073 2.556 1.492 0.186 C10 03I 10 03I C11 C11 C 0 1 Y N N 12.226 5.389 28.243 3.061 0.583 -0.727 C11 03I 11 03I C12 C12 C 0 1 Y N N 13.596 5.196 28.247 2.212 -0.289 -1.384 C12 03I 12 03I C13 C13 C 0 1 Y N N 14.351 5.414 27.110 0.856 -0.261 -1.128 C13 03I 13 03I C14 C14 C 0 1 N N N 11.436 5.150 29.497 4.541 0.544 -1.006 C14 03I 14 03I C15 C15 C 0 1 N N N 11.050 3.681 29.594 5.216 -0.435 -0.043 C15 03I 15 03I C16 C16 C 0 1 N N R 10.184 3.229 30.773 6.691 -0.585 -0.419 C16 03I 16 03I C17 C17 C 0 1 N N N 10.841 3.587 32.107 7.320 -1.659 0.431 C17 03I 17 03I S18 S18 S 0 1 N N N 9.920 1.453 30.682 7.550 0.988 -0.137 S18 03I 18 03I C19 C19 C 0 1 N N N 11.538 0.729 30.688 7.405 1.177 1.661 C19 03I 19 03I O20 O20 O 0 1 N N N 9.228 1.014 31.880 8.922 0.821 -0.466 O20 03I 20 03I O21 O21 O 0 1 N N N 9.335 1.121 29.396 6.808 2.027 -0.762 O21 03I 21 03I C22 C22 C 0 1 N N N 8.804 3.847 30.634 6.805 -0.971 -1.895 C22 03I 22 03I N23 N23 N 0 1 N N N 10.075 4.359 32.947 8.662 -1.765 0.500 N23 03I 23 03I O24 O24 O 0 1 N N N 11.970 3.237 32.427 6.618 -2.428 1.053 O24 03I 24 03I C25 C25 C 0 1 N N N 17.749 7.642 21.332 -5.994 -0.114 0.101 C25 03I 25 03I C26 C26 C 0 1 N N N 18.244 7.854 19.919 -7.456 0.079 0.509 C26 03I 26 03I C27 C27 C 0 1 N N N 19.722 8.120 19.961 -8.333 -0.915 -0.254 C27 03I 27 03I O28 O28 O 0 1 N N N 10.717 4.517 34.193 9.252 -2.774 1.299 O28 03I 28 03I N29 N29 N 0 1 N N N 20.264 8.115 18.583 -9.737 -0.730 0.137 N29 03I 29 03I C30 C30 C 0 1 N N N 20.876 6.799 18.225 -10.578 -1.815 -0.389 C30 03I 30 03I C31 C31 C 0 1 N N N 21.365 6.904 16.795 -12.018 -1.615 0.091 C31 03I 31 03I O32 O32 O 0 1 N N N 22.318 7.972 16.737 -12.478 -0.325 -0.320 O32 03I 32 03I C33 C33 C 0 1 N N N 21.698 9.239 16.978 -11.682 0.755 0.176 C33 03I 33 03I C34 C34 C 0 1 N N N 21.184 9.276 18.404 -10.239 0.579 -0.304 C34 03I 34 03I H2 H2 H 0 1 N N N 13.139 5.230 23.401 -0.967 2.294 1.489 H2 03I 35 03I H3 H3 H 0 1 N N N 14.522 5.540 21.399 -3.385 2.361 1.934 H3 03I 36 03I H5 H5 H 0 1 N N N 17.613 7.232 23.806 -3.996 -0.819 -0.857 H5 03I 37 03I H6 H6 H 0 1 N N N 16.199 6.950 25.797 -1.580 -0.892 -1.311 H6 03I 38 03I H9 H9 H 0 1 N N N 11.896 6.362 25.027 0.808 2.243 1.158 H9 03I 39 03I H10 H10 H 0 1 N N N 10.557 5.974 27.046 3.223 2.171 0.696 H10 03I 40 03I H12 H12 H 0 1 N N N 14.084 4.870 29.154 2.612 -0.996 -2.096 H12 03I 41 03I H13 H13 H 0 1 N N N 15.418 5.251 27.140 0.195 -0.946 -1.638 H13 03I 42 03I H14 H14 H 0 1 N N N 12.047 5.424 30.370 4.709 0.218 -2.032 H14 03I 43 03I H14A H14A H 0 0 N N N 10.524 5.765 29.476 4.964 1.539 -0.868 H14A 03I 44 03I H15 H15 H 0 1 N N N 10.484 3.445 28.681 5.137 -0.055 0.976 H15 03I 45 03I H15A H15A H 0 0 N N N 11.990 3.114 29.660 4.724 -1.406 -0.108 H15A 03I 46 03I H19 H19 H 0 1 N N N 11.450 -0.366 30.634 7.886 0.333 2.155 H19 03I 47 03I H19A H19A H 0 0 N N N 12.106 1.095 29.820 7.891 2.103 1.969 H19A 03I 48 03I H19B H19B H 0 0 N N N 12.062 1.009 31.614 6.352 1.209 1.940 H19B 03I 49 03I H22 H22 H 0 1 N N N 8.173 3.529 31.477 6.351 -0.194 -2.510 H22 03I 50 03I H22A H22A H 0 0 N N N 8.892 4.944 30.635 7.856 -1.077 -2.162 H22A 03I 51 03I H22B H22B H 0 0 N N N 8.348 3.517 29.689 6.290 -1.916 -2.064 H22B 03I 52 03I HN23 HN23 H 0 0 N N N 9.187 4.753 32.709 9.223 -1.150 0.002 HN23 03I 53 03I H25 H25 H 0 1 N N N 17.222 8.538 21.692 -5.890 0.057 -0.970 H25 03I 54 03I H25A H25A H 0 0 N N N 18.593 7.438 22.007 -5.681 -1.131 0.339 H25A 03I 55 03I H26 H26 H 0 1 N N N 18.046 6.955 19.317 -7.560 -0.093 1.581 H26 03I 56 03I H26A H26A H 0 0 N N N 17.725 8.713 19.469 -7.768 1.096 0.272 H26A 03I 57 03I H27 H27 H 0 1 N N N 19.905 9.101 20.423 -8.229 -0.744 -1.325 H27 03I 58 03I H27A H27A H 0 0 N N N 20.219 7.337 20.553 -8.021 -1.932 -0.017 H27A 03I 59 03I HO28 HO28 H 0 0 N N N 11.567 4.093 34.168 10.219 -2.772 1.285 HO28 03I 60 03I H30 H30 H 0 1 N N N 21.716 6.575 18.898 -10.552 -1.799 -1.479 H30 03I 61 03I H30A H30A H 0 0 N N N 20.129 5.996 18.313 -10.204 -2.773 -0.030 H30A 03I 62 03I H31 H31 H 0 1 N N N 21.838 5.960 16.488 -12.657 -2.385 -0.344 H31 03I 63 03I H31A H31A H 0 0 N N N 20.521 7.115 16.122 -12.053 -1.686 1.178 H31A 03I 64 03I H33 H33 H 0 1 N N N 22.433 10.044 16.830 -12.077 1.699 -0.198 H33 03I 65 03I H33A H33A H 0 0 N N N 20.860 9.378 16.280 -11.707 0.754 1.265 H33A 03I 66 03I H34 H34 H 0 1 N N N 20.645 10.217 18.587 -9.617 1.368 0.119 H34 03I 67 03I H34A H34A H 0 0 N N N 22.024 9.205 19.110 -10.208 0.633 -1.392 H34A 03I 68 # 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 03I C2 C1 DOUB Y N 1 03I C1 C6 SING Y N 2 03I C1 C8 SING N N 3 03I C3 C2 SING Y N 4 03I C2 H2 SING N N 5 03I C3 C4 DOUB Y N 6 03I C3 H3 SING N N 7 03I O7 C4 SING N N 8 03I C4 C5 SING Y N 9 03I C5 C6 DOUB Y N 10 03I C5 H5 SING N N 11 03I C6 H6 SING N N 12 03I O7 C25 SING N N 13 03I C8 C9 DOUB Y N 14 03I C8 C13 SING Y N 15 03I C9 C10 SING Y N 16 03I C9 H9 SING N N 17 03I C10 C11 DOUB Y N 18 03I C10 H10 SING N N 19 03I C11 C12 SING Y N 20 03I C11 C14 SING N N 21 03I C13 C12 DOUB Y N 22 03I C12 H12 SING N N 23 03I C13 H13 SING N N 24 03I C14 C15 SING N N 25 03I C14 H14 SING N N 26 03I C14 H14A SING N N 27 03I C15 C16 SING N N 28 03I C15 H15 SING N N 29 03I C15 H15A SING N N 30 03I C22 C16 SING N N 31 03I S18 C16 SING N N 32 03I C16 C17 SING N N 33 03I C17 O24 DOUB N N 34 03I C17 N23 SING N N 35 03I O21 S18 DOUB N N 36 03I S18 C19 SING N N 37 03I S18 O20 DOUB N N 38 03I C19 H19 SING N N 39 03I C19 H19A SING N N 40 03I C19 H19B SING N N 41 03I C22 H22 SING N N 42 03I C22 H22A SING N N 43 03I C22 H22B SING N N 44 03I N23 O28 SING N N 45 03I N23 HN23 SING N N 46 03I C26 C25 SING N N 47 03I C25 H25 SING N N 48 03I C25 H25A SING N N 49 03I C26 C27 SING N N 50 03I C26 H26 SING N N 51 03I C26 H26A SING N N 52 03I N29 C27 SING N N 53 03I C27 H27 SING N N 54 03I C27 H27A SING N N 55 03I O28 HO28 SING N N 56 03I C30 N29 SING N N 57 03I C34 N29 SING N N 58 03I C31 C30 SING N N 59 03I C30 H30 SING N N 60 03I C30 H30A SING N N 61 03I O32 C31 SING N N 62 03I C31 H31 SING N N 63 03I C31 H31A SING N N 64 03I O32 C33 SING N N 65 03I C33 C34 SING N N 66 03I C33 H33 SING N N 67 03I C33 H33A SING N N 68 03I C34 H34 SING N N 69 03I C34 H34A SING N N 70 # 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 03I SMILES ACDLabs 12.01 "O=S(=O)(C)C(C(=O)NO)(C)CCc1ccc(cc1)c3ccc(OCCCN2CCOCC2)cc3" 03I InChI InChI 1.03 "InChI=1S/C25H34N2O6S/c1-25(24(28)26-29,34(2,30)31)13-12-20-4-6-21(7-5-20)22-8-10-23(11-9-22)33-17-3-14-27-15-18-32-19-16-27/h4-11,29H,3,12-19H2,1-2H3,(H,26,28)/t25-/m1/s1" 03I InChIKey InChI 1.03 GGIDQMXKOSYOHO-RUZDIDTESA-N 03I SMILES_CANONICAL CACTVS 3.370 "C[C@@](CCc1ccc(cc1)c2ccc(OCCCN3CCOCC3)cc2)(C(=O)NO)[S](C)(=O)=O" 03I SMILES CACTVS 3.370 "C[C](CCc1ccc(cc1)c2ccc(OCCCN3CCOCC3)cc2)(C(=O)NO)[S](C)(=O)=O" 03I SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C[C@@](CCc1ccc(cc1)c2ccc(cc2)OCCCN3CCOCC3)(C(=O)NO)S(=O)(=O)C" 03I SMILES "OpenEye OEToolkits" 1.7.2 "CC(CCc1ccc(cc1)c2ccc(cc2)OCCCN3CCOCC3)(C(=O)NO)S(=O)(=O)C" # 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 03I "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-N-hydroxy-2-methyl-2-(methylsulfonyl)-4-{4'-[3-(morpholin-4-yl)propoxy]biphenyl-4-yl}butanamide" 03I "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2R)-2-methyl-2-methylsulfonyl-4-[4-[4-(3-morpholin-4-ylpropoxy)phenyl]phenyl]-N-oxidanyl-butanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 03I "Create component" 2011-10-04 RCSB #