data_NFN
# 
_chem_comp.id                                    NFN 
_chem_comp.name                                  "6-[[(2-ETHOXY-1-NAPHTHALENYL)CARBONYL]AMINO]-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H21 N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -1 
_chem_comp.pdbx_initial_date                     2004-10-08 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        413.467 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NFN 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
NFN O1   O1   O 0  1 N N N -0.762 10.755 130.245 2.912  2.300  0.265  O1   NFN 1  
NFN C4   C4   C 0  1 Y N N 3.007  10.970 130.248 4.613  -0.515 -1.274 C4   NFN 2  
NFN C3   C3   C 0  1 Y N N 1.713  10.680 130.662 4.286  0.752  -0.911 C3   NFN 3  
NFN C10  C10  C 0  1 Y N N 3.193  11.579 129.014 3.864  -1.613 -0.812 C10  NFN 4  
NFN C2   C2   C 0  1 Y N N 0.623  10.988 129.857 3.203  1.020  -0.072 C2   NFN 5  
NFN C9   C9   C 0  1 Y N N 2.107  11.890 128.203 2.756  -1.394 0.041  C9   NFN 6  
NFN C1   C1   C 0  1 Y N N 0.821  11.594 128.628 2.421  -0.023 0.426  C1   NFN 7  
NFN C5   C5   C 0  1 Y N N 4.492  11.864 128.581 4.194  -2.927 -1.183 C5   NFN 8  
NFN C6   C6   C 0  1 Y N N 4.679  12.475 127.346 3.446  -3.967 -0.719 C6   NFN 9  
NFN C7   C7   C 0  1 Y N N 3.594  12.786 126.535 2.357  -3.747 0.120  C7   NFN 10 
NFN C8   C8   C 0  1 Y N N 2.307  12.490 126.960 2.009  -2.484 0.500  C8   NFN 11 
NFN O3   O3   O 0  1 N N N -2.763 10.428 126.115 -1.994 -1.506 2.349  O3   NFN 12 
NFN C14  C14  C 0  1 N N N -2.672 11.629 125.986 -2.043 -0.423 1.805  C14  NFN 13 
NFN N2   N2   N 0  1 N N N -2.882 12.440 124.854 -2.979 0.213  1.028  N2   NFN 14 
NFN C16  C16  C 0  1 N N S -2.353 12.210 123.512 -3.224 -0.390 -0.312 C16  NFN 15 
NFN C21  C21  C 0  1 N N N -3.498 12.528 122.469 -4.544 -1.117 -0.271 C21  NFN 16 
NFN O4   O4   O -1 1 N N N -4.036 13.647 122.526 -4.710 -2.118 -0.948 O4   NFN 17 
NFN O5   O5   O 0  1 N N N -3.790 11.615 121.664 -5.445 -0.706 0.440  O5   NFN 18 
NFN C15  C15  C 0  1 N N N -1.049 13.101 123.396 -3.274 0.686  -1.432 C15  NFN 19 
NFN C19  C19  C 0  1 N N N 0.169  12.235 123.710 -4.634 1.386  -1.480 C19  NFN 20 
NFN C20  C20  C 0  1 N N N -0.876 13.774 122.020 -2.903 0.098  -2.795 C20  NFN 21 
NFN S1   S1   S 0  1 N N N -1.168 14.405 124.678 -1.952 1.810  -0.794 S1   NFN 22 
NFN C13  C13  C 0  1 N N R -2.560 13.642 125.581 -2.224 1.488  0.995  C13  NFN 23 
NFN C12  C12  C 0  1 N N R -2.352 12.822 126.861 -1.079 0.737  1.677  C12  NFN 24 
NFN N1   N1   N 0  1 N N N -1.009 12.866 127.493 0.057  0.465  0.792  N1   NFN 25 
NFN C11  C11  C 0  1 N N N -0.512 11.679 127.969 1.281  0.250  1.314  C11  NFN 26 
NFN O2   O2   O 0  1 N N N -1.179 10.659 127.843 1.443  0.282  2.519  O2   NFN 27 
NFN C17  C17  C 0  1 N N N -0.698 10.652 131.654 3.879  3.128  -0.384 C17  NFN 28 
NFN C18  C18  C 0  1 N N N -1.790 10.824 132.491 3.606  4.594  -0.044 C18  NFN 29 
NFN H4   H4   H 0  1 N N N 3.871  10.721 130.887 5.459  -0.682 -1.925 H4   NFN 30 
NFN H3   H3   H 0  1 N N N 1.549  10.200 131.641 4.880  1.574  -1.282 H3   NFN 31 
NFN H5   H5   H 0  1 N N N 5.362  11.609 129.209 5.036  -3.112 -1.834 H5   NFN 32 
NFN H6   H6   H 0  1 N N N 5.700  12.716 127.006 3.701  -4.976 -1.006 H6   NFN 33 
NFN H7   H7   H 0  1 N N N 3.754  13.267 125.555 1.779  -4.588 0.475  H7   NFN 34 
NFN H8   H8   H 0  1 N N N 1.447  12.731 126.313 1.162  -2.327 1.151  H8   NFN 35 
NFN H16  H16  H 0  1 N N N -2.053 11.157 123.300 -2.432 -1.103 -0.540 H16  NFN 36 
NFN H191 1H19 H 0  0 N N N 0.219  11.322 123.071 -4.580 2.239  -2.156 H191 NFN 37 
NFN H192 2H19 H 0  0 N N N 1.087  12.862 123.628 -5.390 0.687  -1.835 H192 NFN 38 
NFN H193 3H19 H 0  0 N N N 0.087  11.727 124.699 -4.899 1.732  -0.480 H193 NFN 39 
NFN H201 1H20 H 0  0 N N N -1.782 14.368 121.756 -1.966 -0.452 -2.711 H201 NFN 40 
NFN H202 2H20 H 0  0 N N N 0.042  14.401 121.938 -3.692 -0.577 -3.127 H202 NFN 41 
NFN H203 3H20 H 0  0 N N N -0.906 13.014 121.205 -2.787 0.904  -3.519 H203 NFN 42 
NFN H13  H13  H 0  1 N N N -3.199 14.543 125.737 -2.648 2.323  1.554  H13  NFN 43 
NFN H12  H12  H 0  1 N N N -2.890 13.038 127.813 -0.779 1.167  2.633  H12  NFN 44 
NFN HN1  HN1  H 0  1 N N N -0.434 13.702 127.599 -0.072 0.439  -0.169 HN1  NFN 45 
NFN H171 1H17 H 0  0 N N N 0.094  11.357 131.999 3.811  2.987  -1.463 H171 NFN 46 
NFN H172 2H17 H 0  0 N N N -0.257 9.656  131.891 4.878  2.855  -0.044 H172 NFN 47 
NFN H181 1H18 H 0  0 N N N -2.582 10.119 132.146 4.344  5.225  -0.539 H181 NFN 48 
NFN H182 2H18 H 0  0 N N N -1.739 10.743 133.602 2.607  4.866  -0.384 H182 NFN 49 
NFN H183 3H18 H 0  0 N N N -2.231 11.820 132.254 3.674  4.735  1.035  H183 NFN 50 
# 
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 
NFN O1  C2   SING N N 1  
NFN O1  C17  SING N N 2  
NFN C4  C3   DOUB Y N 3  
NFN C4  C10  SING Y N 4  
NFN C4  H4   SING N N 5  
NFN C3  C2   SING Y N 6  
NFN C3  H3   SING N N 7  
NFN C10 C9   DOUB Y N 8  
NFN C10 C5   SING Y N 9  
NFN C2  C1   DOUB Y N 10 
NFN C9  C1   SING Y N 11 
NFN C9  C8   SING Y N 12 
NFN C1  C11  SING N N 13 
NFN C5  C6   DOUB Y N 14 
NFN C5  H5   SING N N 15 
NFN C6  C7   SING Y N 16 
NFN C6  H6   SING N N 17 
NFN C7  C8   DOUB Y N 18 
NFN C7  H7   SING N N 19 
NFN C8  H8   SING N N 20 
NFN O3  C14  DOUB N N 21 
NFN C14 N2   SING N N 22 
NFN C14 C12  SING N N 23 
NFN N2  C16  SING N N 24 
NFN N2  C13  SING N N 25 
NFN C16 C21  SING N N 26 
NFN C16 C15  SING N N 27 
NFN C16 H16  SING N N 28 
NFN C21 O4   SING N N 29 
NFN C21 O5   DOUB N N 30 
NFN C15 C19  SING N N 31 
NFN C15 C20  SING N N 32 
NFN C15 S1   SING N N 33 
NFN C19 H191 SING N N 34 
NFN C19 H192 SING N N 35 
NFN C19 H193 SING N N 36 
NFN C20 H201 SING N N 37 
NFN C20 H202 SING N N 38 
NFN C20 H203 SING N N 39 
NFN S1  C13  SING N N 40 
NFN C13 C12  SING N N 41 
NFN C13 H13  SING N N 42 
NFN C12 N1   SING N N 43 
NFN C12 H12  SING N N 44 
NFN N1  C11  SING N N 45 
NFN N1  HN1  SING N N 46 
NFN C11 O2   DOUB N N 47 
NFN C17 C18  SING N N 48 
NFN C17 H171 SING N N 49 
NFN C17 H172 SING N N 50 
NFN C18 H181 SING N N 51 
NFN C18 H182 SING N N 52 
NFN C18 H183 SING N N 53 
# 
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 
NFN SMILES           ACDLabs              10.04 "O=C([O-])C3N4C(=O)C(NC(=O)c2c1ccccc1ccc2OCC)C4SC3(C)C"                                                                                                                               
NFN SMILES_CANONICAL CACTVS               3.341 "CCOc1ccc2ccccc2c1C(=O)N[C@H]3[C@H]4SC(C)(C)[C@@H](N4C3=O)C([O-])=O"                                                                                                                  
NFN SMILES           CACTVS               3.341 "CCOc1ccc2ccccc2c1C(=O)N[CH]3[CH]4SC(C)(C)[CH](N4C3=O)C([O-])=O"                                                                                                                      
NFN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCOc1ccc2ccccc2c1C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)[O-]"                                                                                                                
NFN SMILES           "OpenEye OEToolkits" 1.5.0 "CCOc1ccc2ccccc2c1C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)[O-]"                                                                                                                             
NFN InChI            InChI                1.03  "InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/p-1/t15-,16+,19-/m1/s1" 
NFN InChIKey         InChI                1.03  GPXLMGHLHQJAGZ-JTDSTZFVSA-M                                                                                                                                                           
# 
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 
NFN "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,5R,6R)-6-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate" 
NFN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,5R,6R)-6-[(2-ethoxynaphthalen-1-yl)carbonylamino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate"   
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
NFN "Create component"  2004-10-08 RCSB 
NFN "Modify descriptor" 2011-06-04 RCSB 
# 
