data_DEY
# 
_chem_comp.id                                    DEY 
_chem_comp.name                                  (2R)-2-({3-[5-hydroxy-2-(3-methylbutyl)-3-oxo-6-thiophen-2-yl-2,3-dihydropyridazin-4-yl]-1,1-dioxido-2H-1,2,4-benzothiadiazin-7-yl}oxy)propanamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H25 N5 O6 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         (2R)-2-({3-[5-HYDROXY-2-(3-METHYLBUTYL)-3-OXO-6-THIOPHEN-2-YL-2,3-DIHYDROPYRIDAZIN-4-YL]-1,1-DIOXO-2H-1,2,4-BENZOTHIADIAZIN-7-YL}OXY)PROPANAMIDE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-02 
_chem_comp.pdbx_modified_date                    2008-12-19 
_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                        531.604 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DEY 
_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        3BR9 
_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 
DEY O32  O32  O 0 1 N N N 52.055 -5.257  48.574 2.482  -2.838 0.038  O32  DEY 1  
DEY S36  S36  S 0 1 N N N 52.908 -6.383  48.900 1.895  -1.737 -0.641 S36  DEY 2  
DEY O31  O31  O 0 1 N N N 54.334 -6.242  48.755 1.802  -1.642 -2.056 O31  DEY 3  
DEY C9   C9   C 0 1 Y N N 52.270 -7.759  47.989 2.727  -0.280 -0.079 C9   DEY 4  
DEY C5   C5   C 0 1 Y N N 52.547 -7.852  46.622 4.092  -0.240 0.038  C5   DEY 5  
DEY C8   C8   C 0 1 Y N N 52.001 -8.906  45.879 4.712  0.925  0.478  C8   DEY 6  
DEY O34  O34  O 0 1 N N N 52.266 -9.061  44.542 6.065  0.974  0.597  O34  DEY 7  
DEY C22  C22  C 0 1 N N R 52.926 -8.023  43.808 6.791  -0.201 0.232  C22  DEY 8  
DEY C17  C17  C 0 1 N N N 51.924 -6.919  43.484 6.865  -1.149 1.431  C17  DEY 9  
DEY C16  C16  C 0 1 N N N 53.559 -8.619  42.550 8.186  0.181  -0.193 C16  DEY 10 
DEY O30  O30  O 0 1 N N N 54.231 -7.974  41.758 8.554  1.333  -0.098 O30  DEY 11 
DEY N28  N28  N 0 1 N N N 53.345 -9.966  42.384 9.023  -0.756 -0.678 N28  DEY 12 
DEY C3   C3   C 0 1 Y N N 51.173 -9.858  46.495 3.945  2.039  0.794  C3   DEY 13 
DEY N26  N26  N 0 1 N N N 52.561 -6.832  50.471 0.347  -1.560 -0.037 N26  DEY 14 
DEY C14  C14  C 0 1 N N N 51.721 -7.918  50.797 -0.161 -0.271 -0.011 C14  DEY 15 
DEY N24  N24  N 0 1 N N N 51.075 -8.685  49.969 0.581  0.783  0.138  N24  DEY 16 
DEY C7   C7   C 0 1 Y N N 51.418 -8.693  48.613 1.939  0.833  0.242  C7   DEY 17 
DEY C2   C2   C 0 1 Y N N 50.885 -9.752  47.854 2.572  2.001  0.680  C2   DEY 18 
DEY C12  C12  C 0 1 N N N 51.575 -8.145  52.220 -1.614 -0.088 -0.159 C12  DEY 19 
DEY C13  C13  C 0 1 N N N 52.192 -7.368  53.122 -2.174 1.189  -0.140 C13  DEY 20 
DEY O33  O33  O 0 1 N N N 52.695 -6.126  52.819 -1.388 2.278  0.016  O33  DEY 21 
DEY C15  C15  C 0 1 N N N 50.707 -9.255  52.665 -2.468 -1.207 -0.331 C15  DEY 22 
DEY O29  O29  O 0 1 N N N 50.079 -9.893  51.828 -2.004 -2.335 -0.356 O29  DEY 23 
DEY N27  N27  N 0 1 N N N 50.749 -9.553  54.014 -3.795 -1.017 -0.465 N27  DEY 24 
DEY C21  C21  C 0 1 N N N 49.958 -10.685 54.456 -4.677 -2.173 -0.642 C21  DEY 25 
DEY C20  C20  C 0 1 N N N 48.489 -10.239 54.588 -5.143 -2.673 0.727  C20  DEY 26 
DEY C23  C23  C 0 1 N N N 48.260 -8.974  55.450 -6.065 -3.880 0.543  C23  DEY 27 
DEY C19  C19  C 0 1 N N N 46.800 -8.560  55.594 -5.272 -5.040 -0.063 C19  DEY 28 
DEY C18  C18  C 0 1 N N N 48.828 -9.120  56.864 -6.629 -4.303 1.901  C18  DEY 29 
DEY N25  N25  N 0 1 N N N 51.510 -8.855  54.942 -4.340 0.270  -0.437 N25  DEY 30 
DEY C11  C11  C 0 1 N N N 52.199 -7.830  54.524 -3.577 1.330  -0.285 C11  DEY 31 
DEY C10  C10  C 0 1 Y N N 53.038 -7.017  55.412 -4.186 2.676  -0.267 C10  DEY 32 
DEY C4   C4   C 0 1 Y N N 53.348 -5.687  55.324 -5.185 3.090  -1.072 C4   DEY 33 
DEY S35  S35  S 0 1 Y N N 53.851 -7.769  56.711 -3.724 3.984  0.815  S35  DEY 34 
DEY C6   C6   C 0 1 Y N N 54.607 -6.314  57.181 -4.930 5.045  0.097  C6   DEY 35 
DEY C1   C1   C 0 1 Y N N 54.223 -5.307  56.336 -5.588 4.393  -0.867 C1   DEY 36 
DEY H5   H5   H 0 1 N N N 53.177 -7.117  46.143 4.684  -1.109 -0.210 H5   DEY 37 
DEY H22  H22  H 0 1 N N N 53.733 -7.575  44.407 6.284  -0.700 -0.594 H22  DEY 38 
DEY H17  H17  H 0 1 N N N 51.683 -6.361  44.401 7.419  -2.045 1.153  H17  DEY 39 
DEY H17A H17A H 0 0 N N N 52.361 -6.234  42.742 7.373  -0.650 2.257  H17A DEY 40 
DEY H17B H17B H 0 0 N N N 51.006 -7.366  43.075 5.857  -1.425 1.739  H17B DEY 41 
DEY HN28 HN28 H 0 0 N N N 52.788 -10.325 43.133 8.729  -1.678 -0.754 HN28 DEY 42 
DEY HN2A HN2A H 0 0 N N N 53.697 -10.510 41.622 9.921  -0.510 -0.952 HN2A DEY 43 
DEY H3   H3   H 0 1 N N N 50.760 -10.671 45.916 4.430  2.942  1.134  H3   DEY 44 
DEY HN26 HN26 H 0 0 N N N 52.969 -6.305  51.217 -0.169 -2.319 0.277  HN26 DEY 45 
DEY H2   H2   H 0 1 N N N 50.250 -10.486 48.327 1.986  2.873  0.929  H2   DEY 46 
DEY HO33 HO33 H 0 0 N N N 52.811 -5.627  53.619 -1.860 3.118  -0.069 HO33 DEY 47 
DEY H21  H21  H 0 1 N N N 50.034 -11.501 53.722 -5.543 -1.881 -1.236 H21  DEY 48 
DEY H21A H21A H 0 0 N N N 50.329 -11.045 55.427 -4.136 -2.968 -1.154 H21A DEY 49 
DEY H20  H20  H 0 1 N N N 48.114 -10.025 53.576 -4.277 -2.964 1.322  H20  DEY 50 
DEY H20A H20A H 0 0 N N N 47.962 -11.059 55.097 -5.684 -1.878 1.240  H20A DEY 51 
DEY H23  H23  H 0 1 N N N 48.794 -8.193  54.888 -6.885 -3.613 -0.124 H23  DEY 52 
DEY H19  H19  H 0 1 N N N 46.550 -8.460  56.661 -4.870 -4.738 -1.031 H19  DEY 53 
DEY H19A H19A H 0 0 N N N 46.641 -7.596  55.089 -4.452 -5.307 0.604  H19A DEY 54 
DEY H19B H19B H 0 0 N N N 46.155 -9.325  55.137 -5.928 -5.899 -0.195 H19B DEY 55 
DEY H18  H18  H 0 1 N N N 49.926 -9.155  56.817 -7.194 -3.477 2.332  H18  DEY 56 
DEY H18A H18A H 0 0 N N N 48.515 -8.261  57.475 -7.286 -5.163 1.769  H18A DEY 57 
DEY H18B H18B H 0 0 N N N 48.451 -10.049 57.316 -5.810 -4.570 2.568  H18B DEY 58 
DEY H4   H4   H 0 1 N N N 52.963 -5.019  54.567 -5.635 2.452  -1.818 H4   DEY 59 
DEY H6   H6   H 0 1 N N N 55.284 -6.204  58.016 -5.114 6.067  0.393  H6   DEY 60 
DEY H1   H1   H 0 1 N N N 54.574 -4.292  56.447 -6.378 4.853  -1.442 H1   DEY 61 
# 
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 
DEY O32 S36  DOUB N N 1  
DEY S36 O31  DOUB N N 2  
DEY S36 C9   SING N N 3  
DEY S36 N26  SING N N 4  
DEY C9  C5   DOUB Y N 5  
DEY C9  C7   SING Y N 6  
DEY C5  C8   SING Y N 7  
DEY C8  O34  SING N N 8  
DEY C8  C3   DOUB N N 9  
DEY O34 C22  SING Y N 10 
DEY C22 C17  SING N N 11 
DEY C22 C16  SING N N 12 
DEY C16 O30  DOUB N N 13 
DEY C16 N28  SING N N 14 
DEY C3  C2   SING N N 15 
DEY N26 C14  SING N N 16 
DEY C14 N24  DOUB N N 17 
DEY C14 C12  SING N N 18 
DEY N24 C7   SING N N 19 
DEY C7  C2   DOUB N N 20 
DEY C12 C13  DOUB N N 21 
DEY C12 C15  SING Y N 22 
DEY C13 O33  SING N N 23 
DEY C13 C11  SING N N 24 
DEY C15 O29  DOUB N N 25 
DEY C15 N27  SING N N 26 
DEY N27 C21  SING N N 27 
DEY N27 N25  SING N N 28 
DEY C21 C20  SING Y N 29 
DEY C20 C23  SING N N 30 
DEY C23 C19  SING N N 31 
DEY C23 C18  SING N N 32 
DEY N25 C11  DOUB N N 33 
DEY C11 C10  SING N N 34 
DEY C10 C4   DOUB N N 35 
DEY C10 S35  SING N N 36 
DEY C4  C1   SING N N 37 
DEY S35 C6   SING N N 38 
DEY C6  C1   DOUB N N 39 
DEY C5  H5   SING N N 40 
DEY C22 H22  SING N N 41 
DEY C17 H17  SING N N 42 
DEY C17 H17A SING N N 43 
DEY C17 H17B SING N N 44 
DEY N28 HN28 SING N N 45 
DEY N28 HN2A SING N N 46 
DEY C3  H3   SING N N 47 
DEY N26 HN26 SING N N 48 
DEY C2  H2   SING N N 49 
DEY O33 HO33 SING N N 50 
DEY C21 H21  SING N N 51 
DEY C21 H21A SING N N 52 
DEY C20 H20  SING N N 53 
DEY C20 H20A SING N N 54 
DEY C23 H23  SING N N 55 
DEY C19 H19  SING N N 56 
DEY C19 H19A SING Y N 57 
DEY C19 H19B SING Y N 58 
DEY C18 H18  SING Y N 59 
DEY C18 H18A SING N N 60 
DEY C18 H18B SING Y N 61 
DEY C4  H4   SING Y N 62 
DEY C6  H6   SING N N 63 
DEY C1  H1   SING N N 64 
# 
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 
DEY SMILES           ACDLabs              10.04 O=C(N)C(Oc1ccc2N=C(NS(=O)(=O)c2c1)C3=C(O)C(=NN(C3=O)CCC(C)C)c4sccc4)C                                                                                                                                      
DEY InChI            InChI                1.02b InChI=1/C23H25N5O6S2/c1-12(2)8-9-28-23(31)18(20(29)19(26-28)16-5-4-10-35-16)22-25-15-7-6-14(34-13(3)21(24)30)11-17(15)36(32,33)27-22/h4-7,10-13,29H,8-9H2,1-3H3,(H2,24,30)(H,25,27)/t13-/m1/s1/f/h27H,24H2 
DEY InChIKey         InChI                1.02b BPHLZVCJUQBQLM-QAGTVZOYDS                                                                                                                                                                                  
DEY SMILES_CANONICAL CACTVS               3.341 CC(C)CCN1N=C(C(=C(C1=O)C2=Nc3ccc(O[C@H](C)C(N)=O)cc3[S](=O)(=O)N2)O)c4sccc4                                                                                                                                
DEY SMILES           CACTVS               3.341 CC(C)CCN1N=C(C(=C(C1=O)C2=Nc3ccc(O[CH](C)C(N)=O)cc3[S](=O)(=O)N2)O)c4sccc4                                                                                                                                 
DEY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)CCN1C(=O)C(=C(C(=N1)c2cccs2)O)C3=Nc4ccc(cc4S(=O)(=O)N3)O[C@H](C)C(=O)N                                                                                                                                
DEY SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CCN1C(=O)C(=C(C(=N1)c2cccs2)O)C3=Nc4ccc(cc4S(=O)(=O)N3)OC(C)C(=O)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 
DEY "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-2-({3-[5-hydroxy-2-(3-methylbutyl)-3-oxo-6-thiophen-2-yl-2,3-dihydropyridazin-4-yl]-1,1-dioxido-2H-1,2,4-benzothiadiazin-7-yl}oxy)propanamide 
DEY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-2-[[3-[5-hydroxy-2-(3-methylbutyl)-3-oxo-6-thiophen-2-yl-pyridazin-4-yl]-1,1-dioxo-2H-benzo[e][1,2,4]thiadiazin-7-yl]oxy]propanamide          
# 
