data_325
# 
_chem_comp.id                                    325 
_chem_comp.name                                  N-{2,4-difluoro-3-[(5-pyridin-3-yl-1H-pyrrolo[2,3-b]pyridin-3-yl)carbonyl]phenyl}ethanesulfonamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H16 F2 N4 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-02-07 
_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                        442.439 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     325 
_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        3C4D 
_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 
325 O30  O30  O 0 1 N N N -1.963  49.975 21.898 -0.936 -1.840 -0.258 O30  325 1  
325 C16  C16  C 0 1 N N N -1.568  50.513 20.867 -0.260 -0.862 -0.518 C16  325 2  
325 C17  C17  C 0 1 Y N N -0.103  50.789 20.781 1.201  -0.998 -0.681 C17  325 3  
325 C22  C22  C 0 1 Y N N 0.916   49.768 20.506 2.054  -0.751 0.398  C22  325 4  
325 F28  F28  F 0 1 N N N 0.602   48.497 20.282 1.545  -0.388 1.596  F28  325 5  
325 C21  C21  C 0 1 Y N N 2.351   50.129 20.457 3.427  -0.881 0.235  C21  325 6  
325 N23  N23  N 0 1 N N N 3.175   49.103 20.176 4.286  -0.636 1.313  N23  325 7  
325 S24  S24  S 0 1 N N N 4.760   49.160 19.900 5.763  0.065  1.052  S24  325 8  
325 C26  C26  C 0 1 N N N 5.187   50.305 18.761 5.376  1.670  0.299  C26  325 9  
325 C31  C31  C 0 1 N N N 4.860   49.898 17.342 6.675  2.423  0.007  C31  325 10 
325 O27  O27  O 0 1 N N N 5.167   47.924 19.282 6.302  0.243  2.354  O27  325 11 
325 O25  O25  O 0 1 N N N 5.460   49.389 21.136 6.394  -0.789 0.108  O25  325 12 
325 C20  C20  C 0 1 Y N N 2.736   51.456 20.683 3.948  -1.256 -0.996 C20  325 13 
325 C19  C19  C 0 1 Y N N 1.778   52.434 20.949 3.106  -1.500 -2.066 C19  325 14 
325 C18  C18  C 0 1 Y N N 0.400   52.147 21.000 1.738  -1.379 -1.916 C18  325 15 
325 F29  F29  F 0 1 N N N -0.484  53.105 21.247 0.919  -1.624 -2.963 F29  325 16 
325 C13  C13  C 0 1 Y N N -2.472  50.880 19.729 -0.898 0.451  -0.675 C13  325 17 
325 C11  C11  C 0 1 Y N N -3.935  50.694 19.584 -2.318 0.776  -0.451 C11  325 18 
325 C12  C12  C 0 1 Y N N -5.023  50.188 20.385 -3.431 0.041  -0.057 C12  325 19 
325 C10  C10  C 0 1 Y N N -4.236  51.188 18.270 -2.450 2.149  -0.726 C10  325 20 
325 N15  N15  N 0 1 Y N N -3.150  51.630 17.662 -1.206 2.615  -1.088 N15  325 21 
325 C14  C14  C 0 1 Y N N -2.090  51.442 18.506 -0.292 1.615  -1.052 C14  325 22 
325 N9   N9   N 0 1 Y N N -5.581  51.186 17.767 -3.634 2.737  -0.609 N9   325 23 
325 C8   C8   C 0 1 Y N N -6.553  50.713 18.534 -4.706 2.073  -0.239 C8   325 24 
325 C7   C7   C 0 1 Y N N -6.327  50.233 19.823 -4.651 0.708  0.051  C7   325 25 
325 C6   C6   C 0 1 Y N N -7.543  49.694 20.519 -5.874 -0.023 0.467  C6   325 26 
325 C5   C5   C 0 1 Y N N -8.752  50.377 20.583 -5.821 -1.384 0.755  C5   325 27 
325 N4   N4   N 0 1 Y N N -9.836  49.829 21.206 -6.906 -2.034 1.124  N4   325 28 
325 C3   C3   C 0 1 Y N N -9.809  48.606 21.744 -8.074 -1.432 1.235  C3   325 29 
325 C2   C2   C 0 1 Y N N -8.616  47.880 21.670 -8.209 -0.082 0.966  C2   325 30 
325 C1   C1   C 0 1 Y N N -7.494  48.413 21.048 -7.096 0.646  0.580  C1   325 31 
325 HN23 HN23 H 0 0 N N N 3.093   48.506 20.974 4.016  -0.876 2.213  HN23 325 32 
325 H26  H26  H 0 1 N N N 4.639   51.232 18.986 4.830  1.513  -0.631 H26  325 33 
325 H26A H26A H 0 0 N N N 6.278   50.431 18.820 4.764  2.255  0.986  H26A 325 34 
325 H31  H31  H 0 1 N N N 4.781   50.796 16.712 7.288  1.838  -0.680 H31  325 35 
325 H31A H31A H 0 0 N N N 5.658   49.247 16.954 6.443  3.387  -0.446 H31A 325 36 
325 H31B H31B H 0 0 N N N 3.904   49.355 17.328 7.222  2.580  0.937  H31B 325 37 
325 H20  H20  H 0 1 N N N 3.782   51.724 20.651 5.016  -1.356 -1.119 H20  325 38 
325 H19  H19  H 0 1 N N N 2.105   53.449 21.122 3.519  -1.791 -3.020 H19  325 39 
325 H12  H12  H 0 1 N N N -4.853  49.790 21.374 -3.353 -1.014 0.159  H12  325 40 
325 H14  H14  H 0 1 N N N -1.071  51.699 18.256 0.756  1.722  -1.289 H14  325 41 
325 H8   H8   H 0 1 N N N -7.560  50.699 18.145 -5.649 2.593  -0.158 H8   325 42 
325 H5   H5   H 0 1 N N N -8.835  51.355 20.133 -4.883 -1.912 0.675  H5   325 43 
325 H3   H3   H 0 1 N N N -10.683 48.190 22.222 -8.939 -2.002 1.540  H3   325 44 
325 H2   H2   H 0 1 N N N -8.566  46.892 22.102 -9.171 0.400  1.060  H2   325 45 
325 H1   H1   H 0 1 N N N -6.587  47.832 20.977 -7.172 1.702  0.369  H1   325 46 
325 H16  H16  H 0 1 N N N -3.110  52.031 16.747 -1.010 3.534  -1.331 H16  325 47 
# 
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 
325 O30 C16  DOUB N N 1  
325 C16 C17  SING N N 2  
325 C16 C13  SING N N 3  
325 C17 C22  DOUB Y N 4  
325 C17 C18  SING Y N 5  
325 C22 F28  SING N N 6  
325 C22 C21  SING Y N 7  
325 C21 N23  SING N N 8  
325 C21 C20  DOUB Y N 9  
325 N23 S24  SING N N 10 
325 N23 HN23 SING N N 11 
325 S24 C26  SING N N 12 
325 S24 O27  DOUB N N 13 
325 S24 O25  DOUB N N 14 
325 C26 C31  SING N N 15 
325 C26 H26  SING N N 16 
325 C26 H26A SING N N 17 
325 C31 H31  SING N N 18 
325 C31 H31A SING N N 19 
325 C31 H31B SING N N 20 
325 C20 C19  SING Y N 21 
325 C20 H20  SING N N 22 
325 C19 C18  DOUB Y N 23 
325 C19 H19  SING N N 24 
325 C18 F29  SING N N 25 
325 C13 C11  SING Y N 26 
325 C13 C14  DOUB Y N 27 
325 C11 C12  DOUB Y N 28 
325 C11 C10  SING Y N 29 
325 C12 C7   SING Y N 30 
325 C12 H12  SING N N 31 
325 C10 N15  SING Y N 32 
325 C10 N9   DOUB Y N 33 
325 N15 C14  SING Y N 34 
325 C14 H14  SING N N 35 
325 N9  C8   SING N N 36 
325 C8  C7   DOUB Y N 37 
325 C8  H8   SING Y N 38 
325 C7  C6   SING N N 39 
325 C6  C5   DOUB N N 40 
325 C6  C1   SING Y N 41 
325 C5  N4   SING Y N 42 
325 C5  H5   SING Y N 43 
325 N4  C3   DOUB N N 44 
325 C3  C2   SING Y N 45 
325 C3  H3   SING Y N 46 
325 C2  C1   DOUB N N 47 
325 C2  H2   SING Y N 48 
325 C1  H1   SING N N 49 
325 N15 H16  SING N N 50 
# 
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 
325 SMILES           ACDLabs              10.04 O=S(=O)(Nc1ccc(F)c(c1F)C(=O)c3c2cc(cnc2nc3)c4cccnc4)CC                                                                                                    
325 InChI            InChI                1.02b InChI=1/C21H16F2N4O3S/c1-2-31(29,30)27-17-6-5-16(22)18(19(17)23)20(28)15-11-26-21-14(15)8-13(10-25-21)12-4-3-7-24-9-12/h3-11,27H,2H2,1H3,(H,25,26)/f/h26H 
325 InChIKey         InChI                1.02b ILXJWLWSYAWJKZ-HXTKINSTCI                                                                                                                                 
325 SMILES_CANONICAL CACTVS               3.341 CC[S](=O)(=O)Nc1ccc(F)c(c1F)C(=O)c2c[nH]c3ncc(cc23)c4cccnc4                                                                                               
325 SMILES           CACTVS               3.341 CC[S](=O)(=O)Nc1ccc(F)c(c1F)C(=O)c2c[nH]c3ncc(cc23)c4cccnc4                                                                                               
325 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c2c[nH]c3c2cc(cn3)c4cccnc4)F                                                                                                 
325 SMILES           "OpenEye OEToolkits" 1.5.0 CCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c2c[nH]c3c2cc(cn3)c4cccnc4)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 
325 "SYSTEMATIC NAME" ACDLabs              10.04 N-{2,4-difluoro-3-[(5-pyridin-3-yl-1H-pyrrolo[2,3-b]pyridin-3-yl)carbonyl]phenyl}ethanesulfonamide 
325 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[2,4-difluoro-3-[(5-pyridin-3-yl-1H-pyrrolo[5,4-b]pyridin-3-yl)carbonyl]phenyl]ethanesulfonamide 
# 
