data_YAK
# 
_chem_comp.id                                    YAK 
_chem_comp.name                                  "N-{3-[(4aR,7aS)-1-(4-fluorobenzyl)-4-hydroxy-2-oxo-2,4a,5,6,7,7a-hexahydro-1H-cyclopenta[b]pyridin-3-yl]-1,1-dioxido-2H-1,2,4-benzothiadiazin-7-yl}methanesulfonamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H23 F N4 O6 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-04-17 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        534.580 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YAK 
_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        3H2L 
_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 
YAK F34  F34  F 0 1 N N N 90.917  9.896  50.206 7.217  4.128  -0.475 F34  YAK 1  
YAK C11  C11  C 0 1 Y N N 92.142  10.211 50.661 6.549  3.077  0.048  C11  YAK 2  
YAK C5   C5   C 0 1 Y N N 93.147  10.655 49.779 7.115  1.814  0.023  C5   YAK 3  
YAK C6   C6   C 0 1 Y N N 92.396  10.091 52.030 5.300  3.263  0.616  C6   YAK 4  
YAK C2   C2   C 0 1 Y N N 93.658  10.410 52.533 4.618  2.188  1.152  C2   YAK 5  
YAK C8   C8   C 0 1 Y N N 94.654  10.856 51.666 5.182  0.926  1.121  C8   YAK 6  
YAK C1   C1   C 0 1 Y N N 94.413  10.968 50.289 6.431  0.739  0.559  C1   YAK 7  
YAK C23  C23  C 0 1 N N N 96.006  11.173 52.224 4.437  -0.246 1.706  C23  YAK 8  
YAK N26  N26  N 0 1 N N N 96.583  9.927  52.733 3.545  -0.813 0.691  N26  YAK 9  
YAK C21  C21  C 0 1 N N S 97.318  9.096  51.791 4.099  -1.750 -0.280 C21  YAK 10 
YAK C19  C19  C 0 1 N N N 98.746  9.605  51.525 5.210  -2.569 0.415  C19  YAK 11 
YAK C17  C17  C 0 1 N N N 99.437  8.410  50.877 4.560  -3.882 0.883  C17  YAK 12 
YAK C20  C20  C 0 1 N N R 97.461  7.607  52.196 3.065  -2.804 -0.707 C20  YAK 13 
YAK C18  C18  C 0 1 N N N 98.770  7.174  51.495 3.078  -3.817 0.458  C18  YAK 14 
YAK C14  C14  C 0 1 N N N 97.425  7.363  53.708 1.700  -2.223 -0.885 C14  YAK 15 
YAK O33  O33  O 0 1 N N N 97.812  6.130  54.160 0.843  -2.813 -1.738 O33  YAK 16 
YAK C16  C16  C 0 1 N N N 96.385  9.573  54.073 2.253  -0.453 0.698  C16  YAK 17 
YAK O28  O28  O 0 1 N N N 95.711  10.229 54.871 1.870  0.423  1.450  O28  YAK 18 
YAK C13  C13  C 0 1 N N N 97.012  8.320  54.578 1.302  -1.114 -0.206 C13  YAK 19 
YAK C15  C15  C 0 1 N N N 97.199  8.303  56.048 -0.063 -0.586 -0.372 C15  YAK 20 
YAK N24  N24  N 0 1 N N N 96.661  9.226  56.802 -1.049 -1.259 0.135  N24  YAK 21 
YAK C9   C9   C 0 1 Y N N 96.774  9.269  58.207 -2.375 -0.968 0.057  C9   YAK 22 
YAK C3   C3   C 0 1 Y N N 96.225  10.380 58.886 -3.295 -1.635 0.872  C3   YAK 23 
YAK N25  N25  N 0 1 N N N 98.023  7.252  56.521 -0.228 0.607  -1.056 N25  YAK 24 
YAK S35  S35  S 0 1 N N N 98.109  6.891  58.161 -1.663 0.789  -1.893 S35  YAK 25 
YAK O29  O29  O 0 1 N N N 99.503  6.843  58.567 -1.554 0.012  -3.077 O29  YAK 26 
YAK O30  O30  O 0 1 N N N 97.175  5.811  58.395 -1.974 2.176  -1.886 O30  YAK 27 
YAK C12  C12  C 0 1 Y N N 97.417  8.291  58.976 -2.851 -0.012 -0.851 C12  YAK 28 
YAK C7   C7   C 0 1 Y N N 97.507  8.385  60.372 -4.185 0.290  -0.929 C7   YAK 29 
YAK C10  C10  C 0 1 Y N N 96.942  9.487  61.031 -5.091 -0.370 -0.103 C10  YAK 30 
YAK C4   C4   C 0 1 Y N N 96.305  10.487 60.281 -4.637 -1.332 0.790  C4   YAK 31 
YAK N27  N27  N 0 1 N N N 97.020  9.653  62.456 -6.454 -0.066 -0.173 N27  YAK 32 
YAK S36  S36  S 0 1 N N N 97.450  8.384  63.532 -7.162 0.841  1.018  S36  YAK 33 
YAK O31  O31  O 0 1 N N N 96.997  8.753  64.869 -8.495 1.035  0.565  O31  YAK 34 
YAK O32  O32  O 0 1 N N N 97.016  7.116  62.976 -6.891 0.123  2.213  O32  YAK 35 
YAK C22  C22  C 0 1 N N N 99.229  8.409  63.586 -6.248 2.408  0.996  C22  YAK 36 
YAK H5   H5   H 0 1 N N N 92.944  10.753 48.723 8.091  1.668  -0.416 H5   YAK 37 
YAK H6   H6   H 0 1 N N N 91.617  9.752  52.697 4.859  4.249  0.641  H6   YAK 38 
YAK H2   H2   H 0 1 N N N 93.862  10.312 53.589 3.644  2.333  1.595  H2   YAK 39 
YAK H1   H1   H 0 1 N N N 95.200  11.294 49.625 6.872  -0.246 0.539  H1   YAK 40 
YAK H23  H23  H 0 1 N N N 96.650  11.593 51.437 5.149  -1.006 2.028  H23  YAK 41 
YAK H23A H23A H 0 0 N N N 95.923  11.915 53.031 3.849  0.087  2.561  H23A YAK 42 
YAK H21  H21  H 0 1 N N N 96.689  9.168  50.892 4.482  -1.216 -1.150 H21  YAK 43 
YAK H19  H19  H 0 1 N N N 98.744  10.480 50.858 6.014  -2.780 -0.290 H19  YAK 44 
YAK H19A H19A H 0 0 N N N 99.254  9.945  52.440 5.600  -2.018 1.271  H19A YAK 45 
YAK H17  H17  H 0 1 N N N 99.303  8.424  49.785 5.048  -4.732 0.406  H17  YAK 46 
YAK H17A H17A H 0 0 N N N 100.523 8.420  51.054 4.634  -3.970 1.967  H17A YAK 47 
YAK H20  H20  H 0 1 N N N 96.604  6.995  51.877 3.386  -3.286 -1.630 H20  YAK 48 
YAK H18  H18  H 0 1 N N N 98.542  6.443  50.705 2.734  -4.794 0.118  H18  YAK 49 
YAK H18A H18A H 0 0 N N N 99.449  6.712  52.227 2.460  -3.460 1.282  H18A YAK 50 
YAK HO33 HO33 H 0 0 N N N 97.902  5.536  53.424 -0.002 -2.368 -1.888 HO33 YAK 51 
YAK H3   H3   H 0 1 N N N 95.736  11.159 58.321 -2.953 -2.388 1.567  H3   YAK 52 
YAK HN25 HN25 H 0 0 N N N 98.561  6.717  55.870 0.452  1.299  -1.050 HN25 YAK 53 
YAK H7   H7   H 0 1 N N N 98.009  7.613  60.937 -4.532 1.038  -1.628 H7   YAK 54 
YAK H4   H4   H 0 1 N N N 95.875  11.342 60.781 -5.342 -1.848 1.426  H4   YAK 55 
YAK HN27 HN27 H 0 0 N N N 97.712  10.361 62.598 -6.985 -0.386 -0.919 HN27 YAK 56 
YAK H22  H22  H 0 1 N N N 99.627  8.414  62.561 -6.420 2.916  0.047  H22  YAK 57 
YAK H22A H22A H 0 0 N N N 99.567  9.312  64.115 -6.594 3.041  1.814  H22A YAK 58 
YAK H22B H22B H 0 0 N N N 99.592  7.516  64.116 -5.183 2.210  1.115  H22B YAK 59 
# 
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 
YAK F34 C11  SING N N 1  
YAK C5  C11  DOUB Y N 2  
YAK C11 C6   SING Y N 3  
YAK C5  C1   SING Y N 4  
YAK C5  H5   SING N N 5  
YAK C6  C2   DOUB Y N 6  
YAK C6  H6   SING N N 7  
YAK C8  C2   SING Y N 8  
YAK C2  H2   SING N N 9  
YAK C1  C8   DOUB Y N 10 
YAK C8  C23  SING N N 11 
YAK C1  H1   SING N N 12 
YAK C23 N26  SING N N 13 
YAK C23 H23  SING N N 14 
YAK C23 H23A SING N N 15 
YAK C21 N26  SING N N 16 
YAK N26 C16  SING N N 17 
YAK C19 C21  SING N N 18 
YAK C21 C20  SING N N 19 
YAK C21 H21  SING N N 20 
YAK C17 C19  SING N N 21 
YAK C19 H19  SING N N 22 
YAK C19 H19A SING N N 23 
YAK C17 C18  SING N N 24 
YAK C17 H17  SING N N 25 
YAK C17 H17A SING N N 26 
YAK C18 C20  SING N N 27 
YAK C20 C14  SING N N 28 
YAK C20 H20  SING N N 29 
YAK C18 H18  SING N N 30 
YAK C18 H18A SING N N 31 
YAK C14 O33  SING N N 32 
YAK C14 C13  DOUB N N 33 
YAK O33 HO33 SING N N 34 
YAK C16 C13  SING N N 35 
YAK C16 O28  DOUB N N 36 
YAK C13 C15  SING N N 37 
YAK C15 N25  SING N N 38 
YAK C15 N24  DOUB N N 39 
YAK N24 C9   SING N N 40 
YAK C9  C3   DOUB Y N 41 
YAK C9  C12  SING Y N 42 
YAK C3  C4   SING Y N 43 
YAK C3  H3   SING N N 44 
YAK N25 S35  SING N N 45 
YAK N25 HN25 SING N N 46 
YAK S35 O30  DOUB N N 47 
YAK S35 O29  DOUB N N 48 
YAK S35 C12  SING N N 49 
YAK C12 C7   DOUB Y N 50 
YAK C7  C10  SING Y N 51 
YAK C7  H7   SING N N 52 
YAK C4  C10  DOUB Y N 53 
YAK C10 N27  SING N N 54 
YAK C4  H4   SING N N 55 
YAK N27 S36  SING N N 56 
YAK N27 HN27 SING N N 57 
YAK O32 S36  DOUB N N 58 
YAK S36 C22  SING N N 59 
YAK S36 O31  DOUB N N 60 
YAK C22 H22  SING N N 61 
YAK C22 H22A SING N N 62 
YAK C22 H22B 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 
YAK SMILES           ACDLabs              10.04 "Fc1ccc(cc1)CN4C(=O)C(C3=Nc2c(cc(cc2)NS(=O)(=O)C)S(=O)(=O)N3)=C(O)C5CCCC45"                                                                                                                          
YAK SMILES_CANONICAL CACTVS               3.341 "C[S](=O)(=O)Nc1ccc2N=C(N[S](=O)(=O)c2c1)C3=C(O)[C@@H]4CCC[C@@H]4N(Cc5ccc(F)cc5)C3=O"                                                                                                                
YAK SMILES           CACTVS               3.341 "C[S](=O)(=O)Nc1ccc2N=C(N[S](=O)(=O)c2c1)C3=C(O)[CH]4CCC[CH]4N(Cc5ccc(F)cc5)C3=O"                                                                                                                    
YAK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CS(=O)(=O)Nc1ccc2c(c1)S(=O)(=O)NC(=N2)C3=C([C@@H]4CCC[C@@H]4N(C3=O)Cc5ccc(cc5)F)O"                                                                                                                  
YAK SMILES           "OpenEye OEToolkits" 1.5.0 "CS(=O)(=O)Nc1ccc2c(c1)S(=O)(=O)NC(=N2)C3=C(C4CCCC4N(C3=O)Cc5ccc(cc5)F)O"                                                                                                                            
YAK InChI            InChI                1.03  "InChI=1S/C23H23FN4O6S2/c1-35(31,32)26-15-9-10-17-19(11-15)36(33,34)27-22(25-17)20-21(29)16-3-2-4-18(16)28(23(20)30)12-13-5-7-14(24)8-6-13/h5-11,16,18,26,29H,2-4,12H2,1H3,(H,25,27)/t16-,18+/m1/s1" 
YAK InChIKey         InChI                1.03  PAEBVIJMNXTTAT-AEFFLSMTSA-N                                                                                                                                                                          
# 
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 
YAK "SYSTEMATIC NAME" ACDLabs              10.04 "N-{3-[(4aR,7aS)-1-(4-fluorobenzyl)-4-hydroxy-2-oxo-2,4a,5,6,7,7a-hexahydro-1H-cyclopenta[b]pyridin-3-yl]-1,1-dioxido-2H-1,2,4-benzothiadiazin-7-yl}methanesulfonamide"        
YAK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[3-[(4aR,7aS)-1-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-5,6,7,7a-tetrahydro-4aH-cyclopenta[e]pyridin-3-yl]-1,1-dioxo-2H-benzo[e][1,2,4]thiadiazin-7-yl]methanesulfonamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YAK "Create component"     2009-04-17 RCSB 
YAK "Modify aromatic_flag" 2011-06-04 RCSB 
YAK "Modify descriptor"    2011-06-04 RCSB 
# 
