data_79Z
# 
_chem_comp.id                                    79Z 
_chem_comp.name                                  5-cyclopropyl-2-(4-fluorophenyl)-6-[(2-hydroxyethyl)(methylsulfonyl)amino]-N-methyl-1-benzofuran-3-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 F N2 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-01-08 
_chem_comp.pdbx_modified_date                    2009-02-20 
_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                        446.492 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     79Z 
_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        3FQK 
_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 
79Z C1   C1   C 0 1 N N N -50.271 8.731  9.119  3.242  -2.910 1.090  C1   79Z 1  
79Z C2   C2   C 0 1 N N N -49.681 8.810  10.537 3.122  -1.823 0.020  C2   79Z 2  
79Z C3   C3   C 0 1 N N N -48.957 8.016  9.441  2.855  -3.285 -0.342 C3   79Z 3  
79Z C4   C4   C 0 1 Y N N -45.872 15.330 11.038 -3.888 0.825  0.180  C4   79Z 4  
79Z C5   C5   C 0 1 Y N N -44.629 15.364 10.386 -4.826 -0.205 0.057  C5   79Z 5  
79Z C6   C6   C 0 1 Y N N -43.847 16.490 10.489 -6.173 0.088  0.071  C6   79Z 6  
79Z C7   C7   C 0 1 Y N N -44.275 17.563 11.261 -6.598 1.401  0.206  C7   79Z 7  
79Z C8   C8   C 0 1 Y N N -45.486 17.533 11.931 -5.673 2.426  0.328  C8   79Z 8  
79Z C9   C9   C 0 1 Y N N -46.281 16.405 11.839 -4.323 2.146  0.316  C9   79Z 9  
79Z C10  C10  C 0 1 Y N N -49.133 10.146 11.015 1.934  -0.897 0.099  C10  79Z 10 
79Z C11  C11  C 0 1 Y N N -49.555 10.734 12.237 2.130  0.474  0.246  C11  79Z 11 
79Z C12  C12  C 0 1 Y N N -49.037 11.963 12.631 1.047  1.335  0.320  C12  79Z 12 
79Z C13  C13  C 0 1 Y N N -48.221 10.850 10.221 0.658  -1.409 0.020  C13  79Z 13 
79Z C14  C14  C 0 1 Y N N -47.706 12.088 10.634 -0.436 -0.550 0.093  C14  79Z 14 
79Z C15  C15  C 0 1 Y N N -48.121 12.647 11.852 -0.245 0.832  0.247  C15  79Z 15 
79Z O16  O16  O 0 1 Y N N -47.502 13.832 12.034 -1.459 1.421  0.288  O16  79Z 16 
79Z C17  C17  C 0 1 Y N N -46.698 14.115 11.003 -2.446 0.517  0.172  C17  79Z 17 
79Z C18  C18  C 0 1 Y N N -46.743 13.064 10.075 -1.898 -0.748 0.045  C18  79Z 18 
79Z C19  C19  C 0 1 N N N -46.034 12.902 8.804  -2.617 -2.017 -0.106 C19  79Z 19 
79Z O20  O20  O 0 1 N N N -45.236 11.989 8.703  -2.935 -2.658 0.879  O20  79Z 20 
79Z N21  N21  N 0 1 N N N -46.293 13.720 7.764  -2.927 -2.474 -1.336 N21  79Z 21 
79Z C22  C22  C 0 1 N N N -45.611 13.591 6.468  -3.646 -3.742 -1.487 C22  79Z 22 
79Z N23  N23  N 0 1 N N N -50.438 10.175 13.180 3.429  0.985  0.320  N23  79Z 23 
79Z S24  S24  S 0 1 N N N -49.762 9.327  14.452 4.267  1.321  -1.068 S24  79Z 24 
79Z O25  O25  O 0 1 N N N -50.568 8.166  14.616 5.627  1.115  -0.715 O25  79Z 25 
79Z O26  O26  O 0 1 N N N -48.382 9.115  14.215 3.638  0.520  -2.060 O26  79Z 26 
79Z C27  C27  C 0 1 N N N -49.911 10.451 15.867 3.947  3.080  -1.375 C27  79Z 27 
79Z F28  F28  F 0 1 N N N -43.491 18.642 11.358 -7.919 1.682  0.219  F28  79Z 28 
79Z C29  C29  C 0 1 N N N -51.888 10.403 13.161 4.049  1.223  1.626  C29  79Z 29 
79Z C30  C30  C 0 1 N N N -52.602 9.893  11.915 4.687  -0.072 2.131  C30  79Z 30 
79Z O31  O31  O 0 1 N N N -53.679 10.803 11.681 5.761  -0.444 1.265  O31  79Z 31 
79Z H11  H11  H 0 1 N N N -50.500 9.522  8.390  4.244  -3.176 1.426  H11  79Z 32 
79Z H21  H21  H 0 1 N N N -51.239 8.447  8.680  2.463  -2.956 1.851  H21  79Z 33 
79Z H2   H2   H 0 1 N N N -50.026 8.572  11.554 4.044  -1.373 -0.347 H2   79Z 34 
79Z H13  H13  H 0 1 N N N -48.686 6.951  9.385  3.602  -3.798 -0.947 H13  79Z 35 
79Z H23  H23  H 0 1 N N N -47.942 8.000  9.017  1.821  -3.578 -0.523 H23  79Z 36 
79Z H5   H5   H 0 1 N N N -44.291 14.515 9.810  -4.496 -1.227 -0.048 H5   79Z 37 
79Z H6   H6   H 0 1 N N N -42.901 16.540 9.970  -6.898 -0.706 -0.024 H6   79Z 38 
79Z H8   H8   H 0 1 N N N -45.806 18.381 12.519 -6.010 3.447  0.433  H8   79Z 39 
79Z H9   H9   H 0 1 N N N -47.213 16.353 12.382 -3.604 2.946  0.412  H9   79Z 40 
79Z H12  H12  H 0 1 N N N -49.358 12.394 13.568 1.208  2.397  0.434  H12  79Z 41 
79Z H13A H13A H 0 0 N N N -47.908 10.434 9.275  0.506  -2.471 -0.099 H13A 79Z 42 
79Z HN21 HN21 H 0 0 N N N -46.975 14.442 7.879  -2.674 -1.964 -2.121 HN21 79Z 43 
79Z H122 H122 H 0 0 N N N -46.358 13.559 5.661  -3.058 -4.547 -1.047 H122 79Z 44 
79Z H222 H222 H 0 0 N N N -44.945 14.454 6.317  -4.609 -3.676 -0.980 H222 79Z 45 
79Z H322 H322 H 0 0 N N N -45.019 12.664 6.456  -3.806 -3.945 -2.546 H322 79Z 46 
79Z H127 H127 H 0 0 N N N -49.941 9.867  16.798 4.437  3.677  -0.606 H127 79Z 47 
79Z H227 H227 H 0 0 N N N -49.046 11.130 15.888 4.341  3.355  -2.353 H227 79Z 48 
79Z H327 H327 H 0 0 N N N -50.836 11.038 15.773 2.874  3.264  -1.350 H327 79Z 49 
79Z H129 H129 H 0 0 N N N -52.057 11.488 13.222 4.815  1.992  1.529  H129 79Z 50 
79Z H229 H229 H 0 0 N N N -52.303 9.840  14.010 3.289  1.554  2.334  H229 79Z 51 
79Z H130 H130 H 0 0 N N N -52.983 8.873  12.075 5.070  0.081  3.140  H130 79Z 52 
79Z H230 H230 H 0 0 N N N -51.921 9.845  11.052 3.939  -0.865 2.144  H230 79Z 53 
79Z HO31 HO31 H 0 0 N N N -54.108 11.005 12.504 6.213  -1.258 1.526  HO31 79Z 54 
# 
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 
79Z C22 N21  SING N N 1  
79Z N21 C19  SING N N 2  
79Z O20 C19  DOUB N N 3  
79Z C19 C18  SING N N 4  
79Z C1  C3   SING N N 5  
79Z C1  C2   SING N N 6  
79Z C3  C2   SING N N 7  
79Z C18 C14  SING N N 8  
79Z C18 C17  DOUB N N 9  
79Z C13 C14  DOUB Y N 10 
79Z C13 C10  SING Y N 11 
79Z C5  C6   DOUB Y N 12 
79Z C5  C4   SING N N 13 
79Z C6  C7   SING Y N 14 
79Z C2  C10  SING N N 15 
79Z C14 C15  SING N N 16 
79Z C17 C4   SING Y N 17 
79Z C17 O16  SING N N 18 
79Z C10 C11  DOUB Y N 19 
79Z C4  C9   DOUB N N 20 
79Z C7  F28  SING Y N 21 
79Z C7  C8   DOUB Y N 22 
79Z O31 C30  SING N N 23 
79Z C9  C8   SING N N 24 
79Z C15 O16  SING Y N 25 
79Z C15 C12  DOUB Y N 26 
79Z C30 C29  SING N N 27 
79Z C11 C12  SING Y N 28 
79Z C11 N23  SING Y N 29 
79Z C29 N23  SING Y N 30 
79Z N23 S24  SING N N 31 
79Z O26 S24  DOUB Y N 32 
79Z S24 O25  DOUB Y N 33 
79Z S24 C27  SING Y N 34 
79Z C1  H11  SING N N 35 
79Z C1  H21  SING N N 36 
79Z C2  H2   SING N N 37 
79Z C3  H13  SING N N 38 
79Z C3  H23  SING N N 39 
79Z C5  H5   SING N N 40 
79Z C6  H6   SING N N 41 
79Z C8  H8   SING N N 42 
79Z C9  H9   SING N N 43 
79Z C12 H12  SING N N 44 
79Z C13 H13A SING N N 45 
79Z N21 HN21 SING N N 46 
79Z C22 H122 SING N N 47 
79Z C22 H222 SING N N 48 
79Z C22 H322 SING N N 49 
79Z C27 H127 SING N N 50 
79Z C27 H227 SING N N 51 
79Z C27 H327 SING N N 52 
79Z C29 H129 SING N N 53 
79Z C29 H229 SING N N 54 
79Z C30 H130 SING N N 55 
79Z C30 H230 SING N N 56 
79Z O31 HO31 SING N N 57 
# 
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 
79Z SMILES           ACDLabs              10.04 O=S(=O)(N(c3c(cc1c(oc(c1C(=O)NC)c2ccc(F)cc2)c3)C4CC4)CCO)C                                                                                                             
79Z InChI            InChI                1.02b InChI=1/C22H23FN2O5S/c1-24-22(27)20-17-11-16(13-3-4-13)18(25(9-10-26)31(2,28)29)12-19(17)30-21(20)14-5-7-15(23)8-6-14/h5-8,11-13,26H,3-4,9-10H2,1-2H3,(H,24,27)/f/h24H 
79Z InChIKey         InChI                1.02b WTDWVLJJJOTABN-LQFNOIFHCI                                                                                                                                              
79Z SMILES_CANONICAL CACTVS               3.341 CNC(=O)c1c(oc2cc(N(CCO)[S](C)(=O)=O)c(cc12)C3CC3)c4ccc(F)cc4                                                                                                           
79Z SMILES           CACTVS               3.341 CNC(=O)c1c(oc2cc(N(CCO)[S](C)(=O)=O)c(cc12)C3CC3)c4ccc(F)cc4                                                                                                           
79Z SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CNC(=O)c1c2cc(c(cc2oc1c3ccc(cc3)F)N(CCO)S(=O)(=O)C)C4CC4                                                                                                               
79Z SMILES           "OpenEye OEToolkits" 1.5.0 CNC(=O)c1c2cc(c(cc2oc1c3ccc(cc3)F)N(CCO)S(=O)(=O)C)C4CC4                                                                                                               
# 
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 
79Z "SYSTEMATIC NAME" ACDLabs              10.04 5-cyclopropyl-2-(4-fluorophenyl)-6-[(2-hydroxyethyl)(methylsulfonyl)amino]-N-methyl-1-benzofuran-3-carboxamide 
79Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-cyclopropyl-2-(4-fluorophenyl)-6-(2-hydroxyethyl-methylsulfonyl-amino)-N-methyl-1-benzofuran-3-carboxamide   
# 
