data_NFF # _chem_comp.id NFF _chem_comp.name ;(2R,4S)-2-[(1R)-1-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H24 N2 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Nafcillin, bound form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-28 _chem_comp.pdbx_modified_date 2020-06-17 _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 416.491 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NFF _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 3NCK _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 NFF C C C 0 1 N N N -11.332 -11.791 5.176 -1.101 1.952 -1.414 C NFF 1 NFF N N N 0 1 N N N -9.879 -12.355 3.131 0.306 0.215 -0.471 N NFF 2 NFF O O O 0 1 N N N -12.035 -11.249 3.987 -0.300 2.721 -0.941 O NFF 3 NFF CA CA C 0 1 N N R -9.825 -11.965 4.589 -0.915 0.467 -1.240 CA NFF 4 NFF CB CB C 0 1 N N R -9.005 -10.759 4.956 -2.117 -0.114 -0.493 CB NFF 5 NFF CAA CAA C 0 1 N N N -10.413 -17.923 2.708 3.214 4.637 0.284 CAA NFF 6 NFF CAB CAB C 0 1 N N N -7.706 -8.034 2.226 -5.060 1.685 1.447 CAB NFF 7 NFF CAC CAC C 0 1 N N N -7.325 -7.702 4.691 -4.541 -0.696 2.067 CAC NFF 8 NFF OAE OAE O 0 1 N N N -10.664 -7.080 5.341 -6.236 -1.747 0.067 OAE NFF 9 NFF OAF OAF O 0 1 N N N -8.458 -14.107 3.386 1.560 0.320 -2.302 OAF NFF 10 NFF OAG OAG O 0 1 N N N -10.532 -6.584 3.189 -4.248 -2.310 -0.716 OAG NFF 11 NFF CAI CAI C 0 1 Y N N -7.902 -11.333 -1.874 4.128 -4.021 0.385 CAI NFF 12 NFF CAJ CAJ C 0 1 Y N N -7.649 -10.995 -0.537 2.963 -3.821 -0.351 CAJ NFF 13 NFF CAK CAK C 0 1 Y N N -10.442 -15.192 -0.404 4.621 0.717 0.945 CAK NFF 14 NFF CAL CAL C 0 1 Y N N -8.663 -12.466 -2.164 4.828 -2.967 0.889 CAL NFF 15 NFF CAM CAM C 0 1 Y N N -8.156 -11.776 0.502 2.495 -2.563 -0.593 CAM NFF 16 NFF CAN CAN C 0 1 Y N N -9.929 -14.393 -1.425 5.069 -0.545 1.168 CAN NFF 17 NFF CAO CAO C 0 1 N N N -11.162 -16.948 1.774 3.838 3.277 0.601 CAO NFF 18 NFF NAQ NAQ N 0 1 N N N -9.847 -9.538 5.061 -3.381 0.122 -1.244 NAQ NFF 19 NFF OAR OAR O 0 1 N N N -10.693 -15.598 2.002 3.041 2.241 0.024 OAR NFF 20 NFF SAS SAS S 0 1 N N N -7.649 -10.307 3.807 -2.452 0.823 1.056 SAS NFF 21 NFF CAT CAT C 0 1 N N N -10.319 -7.320 4.165 -4.999 -1.437 -0.350 CAT NFF 22 NFF CAU CAU C 0 1 N N N -9.203 -13.401 2.690 1.498 0.160 -1.098 CAU NFF 23 NFF CAV CAV C 0 1 Y N N -10.203 -14.856 0.936 3.458 0.965 0.213 CAV NFF 24 NFF CAW CAW C 0 1 Y N N -9.440 -13.715 1.220 2.724 -0.092 -0.326 CAW NFF 25 NFF CAX CAX C 0 1 Y N N -9.175 -13.255 -1.128 4.372 -1.657 0.664 CAX NFF 26 NFF CAY CAY C 0 1 Y N N -8.923 -12.910 0.205 3.193 -1.457 -0.095 CAY NFF 27 NFF CBB CBB C 0 1 N N S -9.621 -8.655 3.882 -4.546 0.000 -0.362 CBB NFF 28 NFF CBC CBC C 0 1 N N N -8.073 -8.539 3.634 -4.248 0.440 1.085 CBC NFF 29 NFF H H H 0 1 N N N -11.716 -12.010 6.161 -1.954 2.329 -1.960 H NFF 30 NFF HN HN H 0 1 N N N -10.431 -11.817 2.494 0.257 0.087 0.489 HN NFF 31 NFF HAA HAA H 0 1 N N N -9.395 -12.820 5.131 -0.832 -0.007 -2.219 HAA NFF 32 NFF HB HB H 0 1 N N N -8.517 -10.943 5.924 -1.974 -1.175 -0.288 HB NFF 33 NFF HAAA HAAA H 0 0 N N N -10.771 -18.948 2.532 3.168 4.773 -0.797 HAAA NFF 34 NFF HAAB HAAB H 0 0 N N N -9.334 -17.872 2.502 2.206 4.680 0.698 HAAB NFF 35 NFF HAAC HAAC H 0 0 N N N -10.600 -17.644 3.755 3.822 5.428 0.724 HAAC NFF 36 NFF HAB HAB H 0 1 N N N -8.239 -8.631 1.471 -4.805 2.004 2.457 HAB NFF 37 NFF HABA HABA H 0 0 N N N -7.995 -6.977 2.129 -4.829 2.486 0.744 HABA NFF 38 NFF HABB HABB H 0 0 N N N -6.621 -8.133 2.072 -6.123 1.454 1.397 HABB NFF 39 NFF HAC HAC H 0 1 N N N -7.587 -8.062 5.697 -5.600 -0.951 2.023 HAC NFF 40 NFF HACA HACA H 0 0 N N N -6.240 -7.801 4.537 -3.946 -1.569 1.801 HACA NFF 41 NFF HACB HACB H 0 0 N N N -7.614 -6.645 4.593 -4.286 -0.377 3.078 HACB NFF 42 NFF HOAE HOAE H 0 0 N N N -11.116 -6.245 5.375 -6.482 -2.682 0.057 HOAE NFF 43 NFF HAI HAI H 0 1 N N N -7.511 -10.721 -2.673 4.478 -5.027 0.564 HAI NFF 44 NFF HAJ HAJ H 0 1 N N N -7.056 -10.122 -0.309 2.424 -4.674 -0.737 HAJ NFF 45 NFF HAK HAK H 0 1 N N N -11.023 -16.070 -0.645 5.173 1.551 1.353 HAK NFF 46 NFF HAL HAL H 0 1 N N N -8.858 -12.735 -3.192 5.729 -3.137 1.459 HAL NFF 47 NFF HAM HAM H 0 1 N N N -7.958 -11.508 1.529 1.591 -2.422 -1.167 HAM NFF 48 NFF HAN HAN H 0 1 N N N -10.116 -14.656 -2.455 5.973 -0.696 1.740 HAN NFF 49 NFF HAO HAO H 0 1 N N N -10.975 -17.228 0.727 4.845 3.234 0.186 HAO NFF 50 NFF HAOA HAOA H 0 0 N N N -12.241 -17.000 1.980 3.884 3.141 1.681 HAOA NFF 51 NFF HNAQ HNAQ H 0 0 N N N -10.811 -9.803 5.095 -3.367 1.020 -1.703 HNAQ NFF 52 NFF HBB HBB H 0 1 N N N -10.079 -9.112 2.992 -5.352 0.619 -0.756 HBB NFF 53 # # 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 NFF O C DOUB N N 1 NFF CA C SING N N 2 NFF C H SING N N 3 NFF CAU N SING N N 4 NFF N CA SING N N 5 NFF N HN SING N N 6 NFF CA CB SING N N 7 NFF CA HAA SING N N 8 NFF SAS CB SING N N 9 NFF CB NAQ SING N N 10 NFF CB HB SING N N 11 NFF CAO CAA SING N N 12 NFF CAA HAAA SING N N 13 NFF CAA HAAB SING N N 14 NFF CAA HAAC SING N N 15 NFF CAB CBC SING N N 16 NFF CAB HAB SING N N 17 NFF CAB HABA SING N N 18 NFF CAB HABB SING N N 19 NFF CBC CAC SING N N 20 NFF CAC HAC SING N N 21 NFF CAC HACA SING N N 22 NFF CAC HACB SING N N 23 NFF CAT OAE SING N N 24 NFF OAE HOAE SING N N 25 NFF CAU OAF DOUB N N 26 NFF OAG CAT DOUB N N 27 NFF CAL CAI DOUB Y N 28 NFF CAI CAJ SING Y N 29 NFF CAI HAI SING N N 30 NFF CAJ CAM DOUB Y N 31 NFF CAJ HAJ SING N N 32 NFF CAN CAK SING Y N 33 NFF CAK CAV DOUB Y N 34 NFF CAK HAK SING N N 35 NFF CAL CAX SING Y N 36 NFF CAL HAL SING N N 37 NFF CAY CAM SING Y N 38 NFF CAM HAM SING N N 39 NFF CAN CAX DOUB Y N 40 NFF CAN HAN SING N N 41 NFF CAO OAR SING N N 42 NFF CAO HAO SING N N 43 NFF CAO HAOA SING N N 44 NFF CBB NAQ SING N N 45 NFF NAQ HNAQ SING N N 46 NFF CAV OAR SING N N 47 NFF CBC SAS SING N N 48 NFF CBB CAT SING N N 49 NFF CAW CAU SING N N 50 NFF CAV CAW SING Y N 51 NFF CAY CAW DOUB Y N 52 NFF CAX CAY SING Y N 53 NFF CBC CBB SING N N 54 NFF CBB HBB SING N N 55 # # 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 NFF SMILES ACDLabs 12.01 "O=C(NC(C=O)C1SC(C(N1)C(=O)O)(C)C)c3c2ccccc2ccc3OCC" NFF InChI InChI 1.03 "InChI=1S/C21H24N2O5S/c1-4-28-15-10-9-12-7-5-6-8-13(12)16(15)18(25)22-14(11-24)19-23-17(20(26)27)21(2,3)29-19/h5-11,14,17,19,23H,4H2,1-3H3,(H,22,25)(H,26,27)/t14-,17+,19-/m1/s1" NFF InChIKey InChI 1.03 XDLYHUOUOKHAMD-DKSSEZFCSA-N NFF SMILES_CANONICAL CACTVS 3.370 "CCOc1ccc2ccccc2c1C(=O)N[C@H](C=O)[C@@H]3N[C@@H](C(O)=O)C(C)(C)S3" NFF SMILES CACTVS 3.370 "CCOc1ccc2ccccc2c1C(=O)N[CH](C=O)[CH]3N[CH](C(O)=O)C(C)(C)S3" NFF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCOc1ccc2ccccc2c1C(=O)N[C@H](C=O)[C@@H]3N[C@H](C(S3)(C)C)C(=O)O" NFF SMILES "OpenEye OEToolkits" 1.7.6 "CCOc1ccc2ccccc2c1C(=O)NC(C=O)C3NC(C(S3)(C)C)C(=O)O" # # 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 NFF "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,4S)-2-[(1R)-1-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" NFF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,4S)-2-[(1R)-1-[(2-ethoxynaphthalen-1-yl)carbonylamino]-2-oxidanylidene-ethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NFF "Create component" 2010-06-28 RCSB NFF "Other modification" 2011-12-09 RCSB NFF "Modify synonyms" 2012-03-22 RCSB NFF "Modify synonyms" 2018-06-08 RCSB NFF "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id NFF _pdbx_chem_comp_synonyms.name "Nafcillin, bound form" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##