data_82A
# 
_chem_comp.id                                    82A 
_chem_comp.name                                  (S)-N-(1-(3-CHLORO-4-FLUOROPHENYL)-2-HYDROXYETHYL)-4-(4-(3-CHLOROPHENYL)-1H-PYRAZOL-3-YL)-1H-PYRROLE-2-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H17 Cl2 F N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-15 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        459.300 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     82A 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2OJJ 
_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 
82A C11  C11  C  0 1 Y N N -15.365 10.791 38.908 5.545  -1.679 2.668  C11  82A 1  
82A C14  C14  C  0 1 Y N N -17.004 11.920 40.507 5.405  -2.268 0.208  C14  82A 2  
82A N16  N16  N  0 1 Y N N -19.121 11.537 41.046 4.850  -2.597 -1.789 N16  82A 3  
82A C18  C18  C  0 1 Y N N -18.821 12.725 41.593 4.223  -3.589 -1.094 C18  82A 4  
82A C19  C19  C  0 1 Y N N -17.519 13.033 41.301 4.569  -3.398 0.219  C19  82A 5  
82A C20  C20  C  0 1 Y N N -16.832 14.301 41.759 4.108  -4.240 1.287  C20  82A 6  
82A C21  C21  C  0 1 Y N N -16.876 14.668 43.141 4.846  -5.365 1.655  C21  82A 7  
82A C22  C22  C  0 1 Y N N -16.243 15.846 43.584 4.398  -6.185 2.691  C22  82A 8  
82A C23  C23  C  0 1 Y N N -15.562 16.671 42.665 3.212  -5.879 3.359  C23  82A 9  
82A C24  C24  C  0 1 Y N N -15.510 16.322 41.298 2.474  -4.755 2.991  C24  82A 10 
82A C26  C26  C  0 1 Y N N -16.142 15.149 40.842 2.922  -3.935 1.955  C26  82A 11 
82A C27  C27  C  0 1 Y N N -10.142 14.950 39.073 11.931 0.262  3.056  C27  82A 12 
82A C29  C29  C  0 1 Y N N -11.019 17.141 38.398 13.393 -0.602 4.748  C29  82A 13 
82A C30  C30  C  0 1 Y N N -10.062 17.212 37.365 13.929 -1.495 3.820  C30  82A 14 
82A O1   O1   O  0 1 N N N -10.757 14.048 42.349 10.217 3.047  1.192  O1   82A 15 
82A C2   C2   C  0 1 N N N -9.688  14.093 41.399 11.279 2.152  1.505  C2   82A 16 
82A C3   C3   C  0 1 N N R -10.201 13.733 39.991 10.839 1.223  2.639  C3   82A 17 
82A N5   N5   N  0 1 N N N -11.605 13.271 40.036 9.637  0.507  2.276  N5   82A 18 
82A C6   C6   C  0 1 N N N -12.037 12.194 39.323 8.624  0.134  3.184  C6   82A 19 
82A O7   O7   O  0 1 N N N -11.267 11.563 38.615 8.722  0.419  4.404  O7   82A 20 
82A C8   C8   C  0 1 Y N N -13.456 11.812 39.373 7.504  -0.593 2.675  C8   82A 21 
82A C9   C9   C  0 1 Y N N -14.412 12.346 40.191 7.262  -0.996 1.380  C9   82A 22 
82A C10  C10  C  0 1 Y N N -15.637 11.698 39.896 6.025  -1.682 1.379  C10  82A 23 
82A N12  N12  N  0 1 Y N N -14.058 10.857 38.593 6.453  -1.013 3.449  N12  82A 24 
82A N15  N15  N  0 1 Y N N -17.995 11.055 40.382 5.581  -1.773 -1.020 N15  82A 25 
82A CL25 CL25 CL 0 0 N N N -14.663 17.336 40.177 1.011  -4.379 3.815  CL25 82A 26 
82A C28  C28  C  0 1 Y N N -11.062 16.018 39.247 12.386 0.283  4.363  C28  82A 27 
82A F31  F31  F  0 1 N N N -10.038 18.298 36.559 14.896 -2.340 4.205  F31  82A 28 
82A C32  C32  C  0 1 Y N N -9.135  16.146 37.182 13.458 -1.503 2.507  C32  82A 29 
82A CL33 CL33 CL 0 0 N N N -7.944  16.214 35.909 14.115 -2.602 1.357  CL33 82A 30 
82A C34  C34  C  0 1 Y N N -9.181  15.017 38.039 12.451 -0.617 2.122  C34  82A 31 
82A H11  H11  H  0 1 N N N -16.085 10.127 38.453 4.644  -2.087 3.104  H11  82A 32 
82A HN16 HN16 H  0 0 N N N -20.006 11.075 41.105 4.824  -2.425 -2.787 HN16 82A 33 
82A H18  H18  H  0 1 N N N -19.497 13.339 42.170 3.602  -4.320 -1.593 H18  82A 34 
82A H21  H21  H  0 1 N N N -17.397 14.039 43.848 5.772  -5.617 1.144  H21  82A 35 
82A H22  H22  H  0 1 N N N -16.279 16.118 44.629 4.972  -7.061 2.978  H22  82A 36 
82A H23  H23  H  0 1 N N N -15.078 17.573 43.008 2.874  -6.526 4.165  H23  82A 37 
82A H26  H26  H  0 1 N N N -16.104 14.890 39.794 2.345  -3.058 1.668  H26  82A 38 
82A H29  H29  H  0 1 N N N -11.721 17.950 38.539 13.760 -0.596 5.770  H29  82A 39 
82A HO1  HO1  H  0 1 N N N -10.399 14.038 43.229 10.283 3.235  0.243  HO1  82A 40 
82A H21A 1H2  H  0 0 N N N -8.912  13.372 41.695 12.143 2.754  1.805  H21A 82A 41 
82A H22A 2H2  H  0 0 N N N -9.274  15.112 41.377 11.538 1.596  0.597  H22A 82A 42 
82A H3   H3   H  0 1 N N N -9.555  12.929 39.608 10.549 1.841  3.499  H3   82A 43 
82A HN5  HN5  H  0 1 N N N -12.259 13.766 40.609 9.554  0.205  1.310  HN5  82A 44 
82A H9   H9   H  0 1 N N N -14.261 13.121 40.928 7.910  -0.813 0.534  H9   82A 45 
82A HN12 HN12 H  0 0 N N N -13.599 10.299 37.901 6.360  -0.858 4.443  HN12 82A 46 
82A H28  H28  H  0 1 N N N -11.799 15.969 40.035 11.975 0.976  5.093  H28  82A 47 
82A H34  H34  H  0 1 N N N -8.480  14.207 37.901 12.080 -0.619 1.100  H34  82A 48 
# 
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 
82A C11 N12  SING Y N 1  
82A C11 C10  DOUB Y N 2  
82A C11 H11  SING N N 3  
82A C14 C10  SING N N 4  
82A C14 N15  DOUB Y N 5  
82A C14 C19  SING Y N 6  
82A N16 N15  SING Y N 7  
82A N16 C18  SING Y N 8  
82A N16 HN16 SING N N 9  
82A C18 C19  DOUB Y N 10 
82A C18 H18  SING N N 11 
82A C19 C20  SING N N 12 
82A C20 C26  SING Y N 13 
82A C20 C21  DOUB Y N 14 
82A C21 C22  SING Y N 15 
82A C21 H21  SING N N 16 
82A C22 C23  DOUB Y N 17 
82A C22 H22  SING N N 18 
82A C23 C24  SING Y N 19 
82A C23 H23  SING N N 20 
82A C24 CL25 SING N N 21 
82A C24 C26  DOUB Y N 22 
82A C26 H26  SING N N 23 
82A C27 C34  DOUB Y N 24 
82A C27 C28  SING Y N 25 
82A C27 C3   SING N N 26 
82A C29 C30  SING Y N 27 
82A C29 C28  DOUB Y N 28 
82A C29 H29  SING N N 29 
82A C30 F31  SING N N 30 
82A C30 C32  DOUB Y N 31 
82A O1  C2   SING N N 32 
82A O1  HO1  SING N N 33 
82A C2  C3   SING N N 34 
82A C2  H21A SING N N 35 
82A C2  H22A SING N N 36 
82A C3  N5   SING N N 37 
82A C3  H3   SING N N 38 
82A N5  C6   SING N N 39 
82A N5  HN5  SING N N 40 
82A C6  O7   DOUB N N 41 
82A C6  C8   SING N N 42 
82A C8  N12  SING Y N 43 
82A C8  C9   DOUB Y N 44 
82A C9  C10  SING Y N 45 
82A C9  H9   SING N N 46 
82A N12 HN12 SING N N 47 
82A C28 H28  SING N N 48 
82A C32 CL33 SING N N 49 
82A C32 C34  SING Y N 50 
82A C34 H34  SING N N 51 
# 
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 
82A SMILES           ACDLabs              10.04 Fc1ccc(cc1Cl)C(NC(=O)c4cc(c3nncc3c2cc(Cl)ccc2)cn4)CO                                                                                                                                 
82A InChI            InChI                1.02b InChI=1/C22H17Cl2FN4O2/c23-15-3-1-2-12(6-15)16-10-27-29-21(16)14-8-19(26-9-14)22(31)28-20(11-30)13-4-5-18(25)17(24)7-13/h1-10,20,26,30H,11H2,(H,27,29)(H,28,31)/t20-/m1/s1/f/h27-28H 
82A InChIKey         InChI                1.02b YMUYGRBBEDYUOP-VKDJAMJGDF                                                                                                                                                            
82A SMILES_CANONICAL CACTVS               3.341 OC[C@@H](NC(=O)c1[nH]cc(c1)c2n[nH]cc2c3cccc(Cl)c3)c4ccc(F)c(Cl)c4                                                                                                                    
82A SMILES           CACTVS               3.341 OC[CH](NC(=O)c1[nH]cc(c1)c2n[nH]cc2c3cccc(Cl)c3)c4ccc(F)c(Cl)c4                                                                                                                      
82A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)Cl)c2c[nH]nc2c3cc([nH]c3)C(=O)N[C@H](CO)c4ccc(c(c4)Cl)F                                                                                                                   
82A SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc(c1)Cl)c2c[nH]nc2c3cc([nH]c3)C(=O)NC(CO)c4ccc(c(c4)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 
82A "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S)-1-(3-chloro-4-fluorophenyl)-2-hydroxyethyl]-4-[4-(3-chlorophenyl)-1H-pyrazol-3-yl]-1H-pyrrole-2-carboxamide   
82A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(1S)-1-(3-chloro-4-fluoro-phenyl)-2-hydroxy-ethyl]-4-[4-(3-chlorophenyl)-1H-pyrazol-3-yl]-1H-pyrrole-2-carboxamide 
# 
