data_N3B
# 
_chem_comp.id                                    N3B 
_chem_comp.name                                  "N-[(4'-FLUORO-1,1'-BIPHENYL-4-YL)CARBONYL]-3-NITRO-4-{[2-(PHENYLSULFANYL)ETHYL]AMINO}BENZENESULFONAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H22 F N3 O5 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-09 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        551.609 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     N3B 
_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        1YSI 
_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 
N3B C1  C1  C 0  1 Y N N 4.921  -11.223 -2.655 -8.003  4.025  0.293  C1  N3B 1  
N3B C2  C2  C 0  1 Y N N 4.390  -11.203 -3.941 -9.225  3.471  0.643  C2  N3B 2  
N3B C3  C3  C 0  1 Y N N 4.862  -10.279 -4.867 -9.370  2.095  0.718  C3  N3B 3  
N3B C4  C4  C 0  1 Y N N 5.859  -9.380  -4.504 -8.299  1.270  0.444  C4  N3B 4  
N3B C5  C5  C 0  1 Y N N 6.394  -9.393  -3.223 -7.068  1.823  0.092  C5  N3B 5  
N3B C6  C6  C 0  1 Y N N 5.922  -10.318 -2.300 -6.925  3.208  0.023  C6  N3B 6  
N3B F7  F7  F 0  1 N N N 3.435  -12.064 -4.281 -10.276 4.275  0.912  F7  N3B 7  
N3B C8  C8  C 0  1 Y N N 7.438  -8.457  -2.860 -5.914  0.941  -0.203 C8  N3B 8  
N3B C9  C9  C 0  1 Y N N 8.636  -8.458  -3.557 -5.048  1.254  -1.251 C9  N3B 9  
N3B C10 C10 C 0  1 Y N N 9.653  -7.565  -3.223 -3.975  0.436  -1.526 C10 N3B 10 
N3B C11 C11 C 0  1 Y N N 9.478  -6.658  -2.183 -3.755  -0.708 -0.755 C11 N3B 11 
N3B C12 C12 C 0  1 Y N N 8.281  -6.651  -1.481 -4.627  -1.024 0.290  C12 N3B 12 
N3B C13 C13 C 0  1 Y N N 7.260  -7.553  -1.820 -5.695  -0.202 0.567  C13 N3B 13 
N3B C14 C14 C 0  1 N N N 10.555 -5.744  -1.866 -2.604  -1.587 -1.049 C14 N3B 14 
N3B O15 O15 O 0  1 N N N 11.511 -5.660  -2.629 -1.848  -1.314 -1.961 O15 N3B 15 
N3B N16 N16 N 0  1 N N N 10.554 -4.976  -0.762 -2.392  -2.691 -0.305 N16 N3B 16 
N3B S17 S17 S 0  1 N N N 11.918 -3.882  -0.454 -1.102  -3.676 -0.634 S17 N3B 17 
N3B C18 C18 C 0  1 Y N N 11.941 -2.571  -1.586 0.363   -2.749 -0.315 C18 N3B 18 
N3B C19 C19 C 0  1 Y N N 10.929 -1.612  -1.565 0.932   -2.771 0.944  C19 N3B 19 
N3B C20 C20 C 0  1 Y N N 10.940 -0.555  -2.471 2.081   -2.047 1.198  C20 N3B 20 
N3B C21 C21 C 0  1 Y N N 11.964 -0.444  -3.409 2.660   -1.292 0.186  C21 N3B 21 
N3B C22 C22 C 0  1 Y N N 12.975 -1.401  -3.429 2.089   -1.276 -1.080 C22 N3B 22 
N3B C23 C23 C 0  1 Y N N 12.963 -2.464  -2.517 0.940   -2.003 -1.326 C23 N3B 23 
N3B O24 O24 O 0  1 N N N 13.154 -4.594  -0.591 -1.127  -3.888 -2.039 O24 N3B 24 
N3B O25 O25 O 0  1 N N N 11.817 -3.359  0.878  -1.135  -4.698 0.353  O25 N3B 25 
N3B N26 N26 N 1  1 N N N 9.922  0.357   -2.407 2.689   -2.070 2.546  N26 N3B 26 
N3B O27 O27 O -1 1 N N N 9.031  0.234   -1.570 1.978   -2.084 3.535  O27 N3B 27 
N3B O28 O28 O 0  1 N N N 9.826  1.315   -3.142 3.901   -2.071 2.668  O28 N3B 28 
N3B N29 N29 N 0  1 N N N 12.032 0.592   -4.346 3.822   -0.558 0.439  N29 N3B 29 
N3B C30 C30 C 0  1 N N N 13.063 0.783   -5.353 4.511   0.124  -0.660 C30 N3B 30 
N3B C31 C31 C 0  1 N N N 12.846 -0.170  -6.545 5.744   0.849  -0.116 C31 N3B 31 
N3B S32 S32 S 0  1 N N N 11.093 -0.253  -7.014 6.597   1.693  -1.477 S32 N3B 32 
N3B C33 C33 C 0  1 Y N N 9.995  -1.240  -6.116 7.936   2.422  -0.593 C33 N3B 33 
N3B C34 C34 C 0  1 Y N N 9.078  -0.644  -5.257 8.878   3.191  -1.265 C34 N3B 34 
N3B C35 C35 C 0  1 Y N N 8.195  -1.432  -4.529 9.926   3.760  -0.569 C35 N3B 35 
N3B C36 C36 C 0  1 Y N N 8.228  -2.815  -4.661 10.038  3.566  0.796  C36 N3B 36 
N3B C37 C37 C 0  1 Y N N 9.145  -3.410  -5.520 9.103   2.801  1.468  C37 N3B 37 
N3B C38 C38 C 0  1 Y N N 10.028 -2.623  -6.248 8.049   2.234  0.780  C38 N3B 38 
N3B HA1 HA1 H 0  1 N N N 4.553  -11.942 -1.938 -7.895  5.098  0.236  HA1 N3B 39 
N3B HA2 HA2 H 0  1 N N N 4.451  -10.262 -5.867 -10.323 1.668  0.991  HA2 N3B 40 
N3B HB1 HB1 H 0  1 N N N 6.199  -8.677  -5.249 -8.413  0.198  0.503  HB1 N3B 41 
N3B HB2 HB2 H 0  1 N N N 6.311  -10.363 -1.293 -5.974  3.641  -0.249 HB2 N3B 42 
N3B HC1 HC1 H 0  1 N N N 8.809  -9.147  -4.371 -5.218  2.138  -1.847 HC1 N3B 43 
N3B HD1 HD1 H 0  1 N N N 10.577 -7.588  -3.786 -3.304  0.679  -2.336 HD1 N3B 44 
N3B HD2 HD2 H 0  1 N N N 8.111  -5.962  -0.668 -4.457  -1.909 0.886  HD2 N3B 45 
N3B HC2 HC2 H 0  1 N N N 6.339  -7.524  -1.254 -6.366  -0.443 1.378  HC2 N3B 46 
N3B H47 H47 H 0  1 N N N 9.792  -5.007  -0.103 -2.995  -2.908 0.423  H47 N3B 47 
N3B HG  HG  H 0  1 N N N 10.148 -1.725  -0.826 0.479   -3.356 1.731  HG  N3B 48 
N3B HF  HF  H 0  1 N N N 13.799 -1.381  -4.124 2.540   -0.694 -1.870 HF  N3B 49 
N3B HE  HE  H 0  1 N N N 13.746 -3.209  -2.530 0.493   -1.988 -2.309 HE  N3B 50 
N3B H51 H51 H 0  1 N N N 11.271 1.280   -4.303 4.172   -0.500 1.341  H51 N3B 51 
N3B HH1 HH1 H 0  1 N N N 14.046 0.538   -4.927 4.819   -0.608 -1.406 HH1 N3B 52 
N3B HH2 HH2 H 0  1 N N N 13.074 1.822   -5.725 3.836   0.848  -1.118 HH2 N3B 53 
N3B HI1 HI1 H 0  1 N N N 13.146 -1.177  -6.219 5.435   1.581  0.630  HI1 N3B 54 
N3B HI2 HI2 H 0  1 N N N 13.447 0.149   -7.399 6.418   0.125  0.342  HI2 N3B 55 
N3B HJ1 HJ1 H 0  1 N N N 9.053  0.430   -5.154 8.791   3.343  -2.331 HJ1 N3B 56 
N3B HK1 HK1 H 0  1 N N N 7.483  -0.971  -3.862 10.658  4.358  -1.091 HK1 N3B 57 
N3B HL  HL  H 0  1 N N N 7.541  -3.428  -4.097 10.859  4.012  1.337  HL  N3B 58 
N3B HK2 HK2 H 0  1 N N N 9.168  -4.485  -5.621 9.194   2.651  2.534  HK2 N3B 59 
N3B HJ2 HJ2 H 0  1 N N N 10.737 -3.093  -6.915 7.318   1.637  1.306  HJ2 N3B 60 
# 
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 
N3B C1  C2  DOUB Y N 1  
N3B C1  C6  SING Y N 2  
N3B C1  HA1 SING N N 3  
N3B C2  C3  SING Y N 4  
N3B C2  F7  SING N N 5  
N3B C3  C4  DOUB Y N 6  
N3B C3  HA2 SING N N 7  
N3B C4  C5  SING Y N 8  
N3B C4  HB1 SING N N 9  
N3B C5  C6  DOUB Y N 10 
N3B C5  C8  SING N N 11 
N3B C6  HB2 SING N N 12 
N3B C8  C9  DOUB Y N 13 
N3B C8  C13 SING Y N 14 
N3B C9  C10 SING Y N 15 
N3B C9  HC1 SING N N 16 
N3B C10 C11 DOUB Y N 17 
N3B C10 HD1 SING N N 18 
N3B C11 C12 SING Y N 19 
N3B C11 C14 SING N N 20 
N3B C12 C13 DOUB Y N 21 
N3B C12 HD2 SING N N 22 
N3B C13 HC2 SING N N 23 
N3B C14 O15 DOUB N N 24 
N3B C14 N16 SING N N 25 
N3B N16 S17 SING N N 26 
N3B N16 H47 SING N N 27 
N3B S17 C18 SING N N 28 
N3B S17 O24 DOUB N N 29 
N3B S17 O25 DOUB N N 30 
N3B C18 C19 DOUB Y N 31 
N3B C18 C23 SING Y N 32 
N3B C19 C20 SING Y N 33 
N3B C19 HG  SING N N 34 
N3B C20 C21 DOUB Y N 35 
N3B C20 N26 SING N N 36 
N3B C21 C22 SING Y N 37 
N3B C21 N29 SING N N 38 
N3B C22 C23 DOUB Y N 39 
N3B C22 HF  SING N N 40 
N3B C23 HE  SING N N 41 
N3B N26 O27 SING N N 42 
N3B N26 O28 DOUB N N 43 
N3B N29 C30 SING N N 44 
N3B N29 H51 SING N N 45 
N3B C30 C31 SING N N 46 
N3B C30 HH1 SING N N 47 
N3B C30 HH2 SING N N 48 
N3B C31 S32 SING N N 49 
N3B C31 HI1 SING N N 50 
N3B C31 HI2 SING N N 51 
N3B S32 C33 SING N N 52 
N3B C33 C34 DOUB Y N 53 
N3B C33 C38 SING Y N 54 
N3B C34 C35 SING Y N 55 
N3B C34 HJ1 SING N N 56 
N3B C35 C36 DOUB Y N 57 
N3B C35 HK1 SING N N 58 
N3B C36 C37 SING Y N 59 
N3B C36 HL  SING N N 60 
N3B C37 C38 DOUB Y N 61 
N3B C37 HK2 SING N N 62 
N3B C38 HJ2 SING N N 63 
# 
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 
N3B SMILES           ACDLabs              10.04 Fc1ccc(cc1)c2ccc(cc2)C(=O)NS(=O)(=O)c3ccc(c([N+]([O-])=O)c3)NCCSc4ccccc4                                                                                                          
N3B InChI            InChI                1.02b InChI=1/C27H22FN3O5S2/c28-22-12-10-20(11-13-22)19-6-8-21(9-7-19)27(32)30-38(35,36)24-14-15-25(26(18-24)31(33)34)29-16-17-37-23-4-2-1-3-5-23/h1-15,18,29H,16-17H2,(H,30,32)/f/h30H 
N3B InChIKey         InChI                1.02b SWGIDRBGIJDBQO-SREBMQDQCW                                                                                                                                                         
N3B SMILES_CANONICAL CACTVS               3.341 [O-][N+](=O)c1cc(ccc1NCCSc2ccccc2)[S](=O)(=O)NC(=O)c3ccc(cc3)c4ccc(F)cc4                                                                                                          
N3B SMILES           CACTVS               3.341 [O-][N+](=O)c1cc(ccc1NCCSc2ccccc2)[S](=O)(=O)NC(=O)c3ccc(cc3)c4ccc(F)cc4                                                                                                          
N3B SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)SCCNc2ccc(cc2[N+](=O)[O-])S(=O)(=O)NC(=O)c3ccc(cc3)c4ccc(cc4)F                                                                                                          
N3B SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)SCCNc2ccc(cc2[N+](=O)[O-])S(=O)(=O)NC(=O)c3ccc(cc3)c4ccc(cc4)F                                                                                                          
# 
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 
N3B "SYSTEMATIC NAME" ACDLabs              10.04 "4'-fluoro-N-[(3-nitro-4-{[2-(phenylsulfanyl)ethyl]amino}phenyl)sulfonyl]biphenyl-4-carboxamide" 
N3B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-(4-fluorophenyl)-N-[3-nitro-4-(2-phenylsulfanylethylamino)phenyl]sulfonyl-benzamide            
# 
