data_324
# 
_chem_comp.id                                    324 
_chem_comp.name                                  N-{3-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)carbonyl]-2,4-difluorophenyl}propane-1-sulfonamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H14 Cl F2 N3 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-02-11 
_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                        413.826 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     324 
_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        3C4C 
_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 
324 O24  O24  O  0 1 N N N -7.339  2.329  4.180 -5.293 -1.258 -0.119 O24  324 1  
324 S22  S22  S  0 1 N N N -7.083  2.824  5.500 -4.867 -0.213 -0.983 S22  324 2  
324 O23  O23  O  0 1 N N N -6.860  4.241  5.504 -5.411 -0.073 -2.288 O23  324 3  
324 C25  C25  C  0 1 N N N -8.352  2.434  6.479 -4.885 1.379  -0.112 C25  324 4  
324 C26  C26  C  0 1 N N N -8.954  3.664  7.095 -6.331 1.781  0.186  C26  324 5  
324 C27  C27  C  0 1 N N N -9.896  4.253  6.099 -6.346 3.123  0.920  C27  324 6  
324 N21  N21  N  0 1 N N N -5.744  2.157  6.072 -3.261 -0.525 -1.240 N21  324 7  
324 C17  C17  C  0 1 Y N N -5.671  0.819  6.287 -2.387 -0.639 -0.152 C17  324 8  
324 C18  C18  C  0 1 Y N N -4.437  0.226  6.861 -1.084 -0.172 -0.258 C18  324 9  
324 F20  F20  F  0 1 N N N -3.338  0.954  7.191 -0.658 0.393  -1.408 F20  324 10 
324 C16  C16  C  0 1 Y N N -6.740  -0.015 5.963 -2.826 -1.214 1.033  C16  324 11 
324 C15  C15  C  0 1 Y N N -6.733  -1.384 6.141 -1.969 -1.329 2.112  C15  324 12 
324 C14  C14  C  0 1 Y N N -5.637  -2.027 6.662 -0.668 -0.874 2.019  C14  324 13 
324 F19  F19  F  0 1 N N N -5.690  -3.361 6.806 0.166  -0.989 3.076  F19  324 14 
324 C13  C13  C  0 1 Y N N -4.448  -1.236 7.051 -0.216 -0.288 0.832  C13  324 15 
324 C11  C11  C  0 1 N N N -3.254  -1.900 7.612 1.172  0.206  0.729  C11  324 16 
324 O12  O12  O  0 1 N N N -2.966  -1.674 8.779 1.450  1.325  1.120  O12  324 17 
324 C9   C9   C  0 1 Y N N -2.512  -2.776 6.658 2.216  -0.652 0.157  C9   324 18 
324 C8   C8   C  0 1 Y N N -2.706  -3.101 5.305 2.083  -1.954 -0.234 C8   324 19 
324 C2   C2   C  0 1 Y N N -1.308  -3.488 7.091 3.615  -0.278 -0.117 C2   324 20 
324 C1   C1   C  0 1 Y N N -0.649  -3.558 8.290 4.362  0.886  0.050  C1   324 21 
324 C3   C3   C  0 1 Y N N -0.870  -4.212 5.930 4.224  -1.423 -0.660 C3   324 22 
324 N7   N7   N  0 1 Y N N -1.719  -3.962 4.873 3.266  -2.411 -0.714 N7   324 23 
324 N4   N4   N  0 1 Y N N 0.233   -5.004 5.983 5.503  -1.385 -1.009 N4   324 24 
324 C5   C5   C  0 1 Y N N 0.898   -5.082 7.159 6.229  -0.297 -0.862 C5   324 25 
324 C6   C6   C  0 1 Y N N 0.465   -4.376 8.309 5.693  0.866  -0.333 C6   324 26 
324 CL10 CL10 CL 0 0 N N N 1.262   -4.428 9.806 6.678  2.284  -0.152 CL10 324 27 
324 H25  H25  H  0 1 N N N -9.120  1.921  5.882 -4.333 1.288  0.823  H25  324 28 
324 H25A H25A H  0 0 N N N -7.986  1.781  7.285 -4.418 2.140  -0.737 H25A 324 29 
324 H26  H26  H  0 1 N N N -9.494  3.400  8.016 -6.883 1.872  -0.750 H26  324 30 
324 H26A H26A H  0 0 N N N -8.168  4.388  7.357 -6.798 1.020  0.811  H26A 324 31 
324 H27  H27  H  0 1 N N N -10.881 4.398  6.566 -5.794 3.032  1.855  H27  324 32 
324 H27A H27A H  0 0 N N N -9.507  5.223  5.756 -5.879 3.884  0.295  H27A 324 33 
324 H27B H27B H  0 0 N N N -9.994  3.572  5.241 -7.376 3.410  1.132  H27B 324 34 
324 HN21 HN21 H  0 0 N N N -5.028  2.366  5.406 -2.927 -0.629 -2.145 HN21 324 35 
324 H16  H16  H  0 1 N N N -7.628  0.438  5.547 -3.842 -1.573 1.113  H16  324 36 
324 H15  H15  H  0 1 N N N -7.605  -1.959 5.866 -2.318 -1.777 3.031  H15  324 37 
324 H8   H8   H  0 1 N N N -3.513  -2.730 4.691 1.174  -2.532 -0.170 H8   324 38 
324 H1   H1   H  0 1 N N N -0.978  -3.011 9.161 3.915  1.778  0.465  H1   324 39 
324 H5   H5   H  0 1 N N N 1.782   -5.699 7.223 7.268  -0.311 -1.159 H5   324 40 
324 H14  H14  H  0 1 N N N -1.634  -4.340 3.951 3.415  -3.308 -1.050 H14  324 41 
# 
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 
324 O24 S22  DOUB N N 1  
324 S22 O23  DOUB N N 2  
324 S22 C25  SING N N 3  
324 S22 N21  SING N N 4  
324 C25 C26  SING N N 5  
324 C25 H25  SING N N 6  
324 C25 H25A SING N N 7  
324 C26 C27  SING N N 8  
324 C26 H26  SING N N 9  
324 C26 H26A SING N N 10 
324 C27 H27  SING N N 11 
324 C27 H27A SING N N 12 
324 C27 H27B SING N N 13 
324 N21 C17  SING N N 14 
324 N21 HN21 SING N N 15 
324 C17 C18  DOUB Y N 16 
324 C17 C16  SING Y N 17 
324 C18 F20  SING N N 18 
324 C18 C13  SING Y N 19 
324 C16 C15  DOUB Y N 20 
324 C16 H16  SING N N 21 
324 C15 C14  SING Y N 22 
324 C15 H15  SING N N 23 
324 C14 F19  SING N N 24 
324 C14 C13  DOUB Y N 25 
324 C13 C11  SING N N 26 
324 C11 O12  DOUB N N 27 
324 C11 C9   SING N N 28 
324 C9  C8   DOUB Y N 29 
324 C9  C2   SING Y N 30 
324 C8  N7   SING Y N 31 
324 C8  H8   SING N N 32 
324 C2  C1   DOUB Y N 33 
324 C2  C3   SING Y N 34 
324 C1  C6   SING Y N 35 
324 C1  H1   SING N N 36 
324 C3  N7   SING Y N 37 
324 C3  N4   DOUB Y N 38 
324 N4  C5   SING N N 39 
324 C5  C6   DOUB Y N 40 
324 C5  H5   SING Y N 41 
324 C6  CL10 SING N N 42 
324 N7  H14  SING N N 43 
# 
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 
324 SMILES           ACDLabs              10.04 O=S(=O)(Nc1ccc(F)c(c1F)C(=O)c3c2cc(Cl)cnc2nc3)CCC                                                                                                 
324 InChI            InChI                1.02b InChI=1/C17H14ClF2N3O3S/c1-2-5-27(25,26)23-13-4-3-12(19)14(15(13)20)16(24)11-8-22-17-10(11)6-9(18)7-21-17/h3-4,6-8,23H,2,5H2,1H3,(H,21,22)/f/h22H 
324 InChIKey         InChI                1.02b YZDJQTHVDDOVHR-QWOVJGMICY                                                                                                                         
324 SMILES_CANONICAL CACTVS               3.341 CCC[S](=O)(=O)Nc1ccc(F)c(c1F)C(=O)c2c[nH]c3ncc(Cl)cc23                                                                                            
324 SMILES           CACTVS               3.341 CCC[S](=O)(=O)Nc1ccc(F)c(c1F)C(=O)c2c[nH]c3ncc(Cl)cc23                                                                                            
324 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c2c[nH]c3c2cc(cn3)Cl)F                                                                                              
324 SMILES           "OpenEye OEToolkits" 1.5.0 CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c2c[nH]c3c2cc(cn3)Cl)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 
324 "SYSTEMATIC NAME" ACDLabs              10.04 N-{3-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)carbonyl]-2,4-difluorophenyl}propane-1-sulfonamide  
324 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[3-[(5-chloro-1H-pyrrolo[5,4-b]pyridin-3-yl)carbonyl]-2,4-difluoro-phenyl]propane-1-sulfonamide 
# 
