data_JCG # _chem_comp.id JCG _chem_comp.name "(2R)-4-{4-[4-(benzyloxy)-2-fluorophenyl]-2-oxopyridin-1(2H)-yl}-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H25 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 2018-08-29 _chem_comp.pdbx_modified_date 2019-06-21 _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 488.529 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JCG _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 6E54 _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 JCG C10 C1 C 0 1 N N N -2.113 10.628 10.350 1.347 0.895 -1.324 C10 JCG 1 JCG C12 C2 C 0 1 Y N N -5.227 12.364 12.203 -2.198 0.555 -0.095 C12 JCG 2 JCG C13 C3 C 0 1 Y N N -4.725 12.783 13.424 -2.997 1.676 -0.338 C13 JCG 3 JCG C15 C4 C 0 1 Y N N -5.484 13.597 14.241 -4.372 1.560 -0.309 C15 JCG 4 JCG C16 C5 C 0 1 Y N N -6.740 13.996 13.832 -4.961 0.332 -0.038 C16 JCG 5 JCG C01 C6 C 0 1 N N N 0.546 7.077 8.800 5.940 0.551 -1.648 C01 JCG 6 JCG C02 C7 C 0 1 N N R -0.815 6.468 9.101 5.619 -0.262 -0.392 C02 JCG 7 JCG C03 C8 C 0 1 N N N -1.735 7.520 9.703 4.102 -0.387 -0.240 C03 JCG 8 JCG C04 C9 C 0 1 N N N -2.066 8.667 8.752 3.479 1.009 -0.169 C04 JCG 9 JCG C06 C10 C 0 1 N N N -4.295 9.430 9.668 1.367 0.785 1.030 C06 JCG 10 JCG C07 C11 C 0 1 N N N -5.098 10.374 10.549 0.022 0.676 1.076 C07 JCG 11 JCG C08 C12 C 0 1 N N N -4.390 11.439 11.313 -0.724 0.674 -0.125 C08 JCG 12 JCG C09 C13 C 0 1 N N N -2.910 11.579 11.228 -0.049 0.785 -1.333 C09 JCG 13 JCG C18 C14 C 0 1 N N N -8.527 15.557 14.133 -6.853 -1.071 0.275 C18 JCG 14 JCG C19 C15 C 0 1 Y N N -9.158 16.277 15.330 -8.358 -1.001 0.264 C19 JCG 15 JCG C20 C16 C 0 1 Y N N -8.335 16.983 16.196 -9.045 -0.707 1.427 C20 JCG 16 JCG C21 C17 C 0 1 Y N N -8.880 17.644 17.285 -10.426 -0.643 1.418 C21 JCG 17 JCG C22 C18 C 0 1 Y N N -10.248 17.583 17.516 -11.120 -0.872 0.244 C22 JCG 18 JCG C23 C19 C 0 1 Y N N -11.067 16.872 16.650 -10.434 -1.165 -0.919 C23 JCG 19 JCG C24 C20 C 0 1 Y N N -10.525 16.216 15.556 -9.052 -1.225 -0.910 C24 JCG 20 JCG C25 C21 C 0 1 Y N N -7.254 13.575 12.616 -4.169 -0.784 0.204 C25 JCG 21 JCG C26 C22 C 0 1 Y N N -6.492 12.750 11.796 -2.796 -0.675 0.182 C26 JCG 22 JCG C27 C23 C 0 1 N N N -1.457 5.912 7.835 6.227 -1.636 -0.514 C27 JCG 23 JCG C32 C24 C 0 1 N N N -2.220 4.544 10.837 5.696 -0.466 2.417 C32 JCG 24 JCG F14 F1 F 0 1 N N N -3.490 12.407 13.847 -2.424 2.871 -0.601 F14 JCG 25 JCG N05 N1 N 0 1 N N N -2.826 9.582 9.579 2.019 0.892 -0.158 N05 JCG 26 JCG N29 N2 N 0 1 N N N -0.779 6.025 6.571 7.555 -1.802 -0.355 N29 JCG 27 JCG O11 O1 O 0 1 N N N -0.939 10.729 10.271 1.957 0.988 -2.378 O11 JCG 28 JCG O17 O2 O 0 1 N N N -7.475 14.824 14.693 -6.314 0.221 -0.010 O17 JCG 29 JCG O28 O3 O 0 1 N N N -2.519 5.388 7.845 5.521 -2.592 -0.756 O28 JCG 30 JCG O30 O4 O 0 1 N N N -1.444 5.488 5.464 8.125 -3.093 -0.470 O30 JCG 31 JCG O33 O5 O 0 1 N N N 0.266 4.092 9.838 7.722 0.475 1.017 O33 JCG 32 JCG O34 O6 O 0 1 N N N 0.153 5.676 11.484 5.703 1.858 1.173 O34 JCG 33 JCG S31 S1 S 0 1 N N N -0.599 5.167 10.336 6.305 0.576 1.063 S31 JCG 34 JCG H1 H1 H 0 1 N N N -5.096 13.920 15.196 -4.991 2.425 -0.496 H1 JCG 35 JCG H2 H2 H 0 1 N N N 0.986 7.470 9.729 5.501 1.545 -1.559 H2 JCG 36 JCG H3 H3 H 0 1 N N N 1.207 6.306 8.378 7.021 0.640 -1.756 H3 JCG 37 JCG H4 H4 H 0 1 N N N 0.429 7.896 8.075 5.528 0.048 -2.522 H4 JCG 38 JCG H5 H5 H 0 1 N N N -1.246 7.939 10.595 3.694 -0.923 -1.097 H5 JCG 39 JCG H6 H6 H 0 1 N N N -2.675 7.031 9.997 3.872 -0.935 0.674 H6 JCG 40 JCG H7 H7 H 0 1 N N N -2.668 8.312 7.902 3.811 1.508 0.742 H7 JCG 41 JCG H8 H8 H 0 1 N N N -1.149 9.145 8.377 3.791 1.590 -1.036 H8 JCG 42 JCG H9 H9 H 0 1 N N N -4.795 8.652 9.110 1.933 0.786 1.950 H9 JCG 43 JCG H10 H10 H 0 1 N N N -6.171 10.273 10.620 -0.482 0.591 2.027 H10 JCG 44 JCG H11 H11 H 0 1 N N N -2.405 12.353 11.788 -0.593 0.786 -2.266 H11 JCG 45 JCG H12 H12 H 0 1 N N N -8.150 16.281 13.396 -6.512 -1.399 1.257 H12 JCG 46 JCG H13 H13 H 0 1 N N N -9.256 14.889 13.651 -6.517 -1.780 -0.482 H13 JCG 47 JCG H14 H14 H 0 1 N N N -7.270 17.017 16.021 -8.503 -0.528 2.344 H14 JCG 48 JCG H15 H15 H 0 1 N N N -8.243 18.205 17.952 -10.962 -0.414 2.326 H15 JCG 49 JCG H16 H16 H 0 1 N N N -10.675 18.089 18.370 -12.199 -0.822 0.237 H16 JCG 50 JCG H17 H17 H 0 1 N N N -12.131 16.830 16.829 -10.976 -1.344 -1.836 H17 JCG 51 JCG H18 H18 H 0 1 N N N -11.163 15.661 14.884 -8.516 -1.450 -1.820 H18 JCG 52 JCG H19 H19 H 0 1 N N N -8.241 13.886 12.307 -4.631 -1.737 0.415 H19 JCG 53 JCG H20 H20 H 0 1 N N N -6.885 12.413 10.848 -2.182 -1.544 0.370 H20 JCG 54 JCG H21 H21 H 0 1 N N N -2.092 3.751 11.589 6.072 -1.482 2.292 H21 JCG 55 JCG H22 H22 H 0 1 N N N -2.812 5.366 11.267 6.044 -0.065 3.369 H22 JCG 56 JCG H23 H23 H 0 1 N N N -2.743 4.136 9.960 4.606 -0.478 2.405 H23 JCG 57 JCG H24 H24 H 0 1 N N N 0.116 6.462 6.489 8.119 -1.037 -0.162 H24 JCG 58 JCG H25 H25 H 0 1 N N N -2.276 5.122 5.741 9.083 -3.112 -0.340 H25 JCG 59 # # 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 JCG O30 N29 SING N N 1 JCG N29 C27 SING N N 2 JCG C27 O28 DOUB N N 3 JCG C27 C02 SING N N 4 JCG C04 N05 SING N N 5 JCG C04 C03 SING N N 6 JCG C01 C02 SING N N 7 JCG C02 C03 SING N N 8 JCG C02 S31 SING N N 9 JCG N05 C06 SING N N 10 JCG N05 C10 SING N N 11 JCG C06 C07 DOUB N N 12 JCG O33 S31 DOUB N N 13 JCG O11 C10 DOUB N N 14 JCG S31 C32 SING N N 15 JCG S31 O34 DOUB N N 16 JCG C10 C09 SING N N 17 JCG C07 C08 SING N N 18 JCG C09 C08 DOUB N N 19 JCG C08 C12 SING N N 20 JCG C26 C12 DOUB Y N 21 JCG C26 C25 SING Y N 22 JCG C12 C13 SING Y N 23 JCG C25 C16 DOUB Y N 24 JCG C13 F14 SING N N 25 JCG C13 C15 DOUB Y N 26 JCG C16 C15 SING Y N 27 JCG C16 O17 SING N N 28 JCG C18 O17 SING N N 29 JCG C18 C19 SING N N 30 JCG C19 C24 DOUB Y N 31 JCG C19 C20 SING Y N 32 JCG C24 C23 SING Y N 33 JCG C20 C21 DOUB Y N 34 JCG C23 C22 DOUB Y N 35 JCG C21 C22 SING Y N 36 JCG C15 H1 SING N N 37 JCG C01 H2 SING N N 38 JCG C01 H3 SING N N 39 JCG C01 H4 SING N N 40 JCG C03 H5 SING N N 41 JCG C03 H6 SING N N 42 JCG C04 H7 SING N N 43 JCG C04 H8 SING N N 44 JCG C06 H9 SING N N 45 JCG C07 H10 SING N N 46 JCG C09 H11 SING N N 47 JCG C18 H12 SING N N 48 JCG C18 H13 SING N N 49 JCG C20 H14 SING N N 50 JCG C21 H15 SING N N 51 JCG C22 H16 SING N N 52 JCG C23 H17 SING N N 53 JCG C24 H18 SING N N 54 JCG C25 H19 SING N N 55 JCG C26 H20 SING N N 56 JCG C32 H21 SING N N 57 JCG C32 H22 SING N N 58 JCG C32 H23 SING N N 59 JCG N29 H24 SING N N 60 JCG O30 H25 SING N N 61 # # 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 JCG SMILES ACDLabs 12.01 "C3(C=C(c2c(F)cc(OCc1ccccc1)cc2)C=CN3CCC(C)(S(C)(=O)=O)C(=O)NO)=O" JCG InChI InChI 1.03 "InChI=1S/C24H25FN2O6S/c1-24(23(29)26-30,34(2,31)32)11-13-27-12-10-18(14-22(27)28)20-9-8-19(15-21(20)25)33-16-17-6-4-3-5-7-17/h3-10,12,14-15,30H,11,13,16H2,1-2H3,(H,26,29)/t24-/m1/s1" JCG InChIKey InChI 1.03 RPIBMYVEZQVKQW-XMMPIXPASA-N JCG SMILES_CANONICAL CACTVS 3.385 "C[C@@](CCN1C=CC(=CC1=O)c2ccc(OCc3ccccc3)cc2F)(C(=O)NO)[S](C)(=O)=O" JCG SMILES CACTVS 3.385 "C[C](CCN1C=CC(=CC1=O)c2ccc(OCc3ccccc3)cc2F)(C(=O)NO)[S](C)(=O)=O" JCG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@](CCN1C=CC(=CC1=O)c2ccc(cc2F)OCc3ccccc3)(C(=O)NO)S(=O)(=O)C" JCG SMILES "OpenEye OEToolkits" 2.0.6 "CC(CCN1C=CC(=CC1=O)c2ccc(cc2F)OCc3ccccc3)(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 JCG "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-4-{4-[4-(benzyloxy)-2-fluorophenyl]-2-oxopyridin-1(2H)-yl}-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide" JCG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R})-4-[4-(2-fluoranyl-4-phenylmethoxy-phenyl)-2-oxidanylidene-pyridin-1-yl]-2-methyl-2-methylsulfonyl-~{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 JCG "Create component" 2018-08-29 RCSB JCG "Initial release" 2019-06-26 RCSB ##