data_WAN
# 
_chem_comp.id                                    WAN 
_chem_comp.name                                  "5-ethoxy-4-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)thiophene-2-sulfonamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H19 N5 O4 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-12-06 
_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                        397.472 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WAN 
_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        3BJC 
_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 
WAN C26  C26  C 0 1 N N N 43.648 10.709 50.475 -4.758 3.690  -0.919 C26  WAN 1  
WAN C25  C25  C 0 1 N N N 43.872 12.009 49.699 -4.449 2.196  -1.033 C25  WAN 2  
WAN C24  C24  C 0 1 N N N 42.678 12.952 49.856 -4.304 1.597  0.368  C24  WAN 3  
WAN C23  C23  C 0 1 Y N N 43.136 14.409 49.956 -3.999 0.125  0.256  C23  WAN 4  
WAN C18  C18  C 0 1 Y N N 43.679 15.174 48.932 -2.712 -0.442 0.179  C18  WAN 5  
WAN N17  N17  N 0 1 N N N 43.969 14.936 47.645 -1.467 0.074  0.179  N17  WAN 6  
WAN N22  N22  N 0 1 Y N N 43.074 15.188 51.034 -4.884 -0.834 0.219  N22  WAN 7  
WAN N20  N20  N 0 1 Y N N 43.506 16.312 50.773 -4.230 -2.068 0.112  N20  WAN 8  
WAN C21  C21  C 0 1 N N N 43.538 17.427 51.746 -4.874 -3.382 0.042  C21  WAN 9  
WAN C19  C19  C 0 1 Y N N 43.909 16.416 49.509 -2.882 -1.830 0.086  C19  WAN 10 
WAN C15  C15  C 0 1 N N N 44.455 17.435 48.740 -1.738 -2.653 -0.004 C15  WAN 11 
WAN O16  O16  O 0 1 N N N 44.660 18.552 49.213 -1.846 -3.864 -0.087 O16  WAN 12 
WAN N14  N14  N 0 1 N N N 44.754 17.167 47.399 -0.520 -2.066 0.002  N14  WAN 13 
WAN C13  C13  C 0 1 N N N 44.495 15.896 46.871 -0.410 -0.703 0.093  C13  WAN 14 
WAN C12  C12  C 0 1 Y N N 44.764 15.643 45.530 0.927  -0.094 0.096  C12  WAN 15 
WAN C6   C6   C 0 1 Y N N 43.940 15.050 44.661 2.153  -0.855 0.006  C6   WAN 16 
WAN C5   C5   C 0 1 Y N N 44.396 14.967 43.412 3.241  -0.097 0.027  C5   WAN 17 
WAN S2   S2   S 0 1 N N N 43.510 14.318 42.051 4.890  -0.709 -0.064 S2   WAN 18 
WAN O3   O3   O 0 1 N N N 42.047 14.286 42.380 5.719  0.282  0.527  O3   WAN 19 
WAN O4   O4   O 0 1 N N N 43.996 12.929 41.764 4.845  -2.055 0.388  O4   WAN 20 
WAN N1   N1   N 0 1 N N N 43.759 15.274 40.756 5.302  -0.768 -1.667 N1   WAN 21 
WAN S7   S7   S 0 1 Y N N 45.956 15.663 43.305 2.812  1.600  0.160  S7   WAN 22 
WAN C8   C8   C 0 1 Y N N 45.966 16.066 44.970 1.143  1.253  0.179  C8   WAN 23 
WAN O9   O9   O 0 1 N N N 46.970 16.699 45.635 0.164  2.186  0.267  O9   WAN 24 
WAN C10  C10  C 0 1 N N N 47.867 17.315 44.698 0.574  3.553  0.345  C10  WAN 25 
WAN C11  C11  C 0 1 N N N 49.134 17.748 45.438 -0.660 4.452  0.438  C11  WAN 26 
WAN H26  H26  H 0 1 N N N 43.594 9.866  49.771 -3.946 4.190  -0.392 H26  WAN 27 
WAN H26A H26A H 0 0 N N N 44.483 10.551 51.173 -4.861 4.117  -1.917 H26A WAN 28 
WAN H26B H26B H 0 0 N N N 42.706 10.776 51.039 -5.688 3.827  -0.367 H26B WAN 29 
WAN H25  H25  H 0 1 N N N 44.774 12.506 50.086 -5.261 1.696  -1.560 H25  WAN 30 
WAN H25A H25A H 0 0 N N N 43.991 11.766 48.633 -3.519 2.059  -1.584 H25A WAN 31 
WAN H24  H24  H 0 1 N N N 42.020 12.844 48.981 -3.492 2.097  0.895  H24  WAN 32 
WAN H24A H24A H 0 0 N N N 42.143 12.689 50.780 -5.234 1.734  0.919  H24A WAN 33 
WAN H21  H21  H 0 1 N N N 43.546 17.022 52.769 -5.069 -3.637 -1.000 H21  WAN 34 
WAN H21A H21A H 0 0 N N N 44.444 18.029 51.583 -4.218 -4.133 0.483  H21A WAN 35 
WAN H21B H21B H 0 0 N N N 42.648 18.058 51.609 -5.815 -3.355 0.591  H21B WAN 36 
WAN HN14 HN14 H 0 0 N N N 45.151 17.880 46.821 0.279  -2.612 -0.059 HN14 WAN 37 
WAN H6   H6   H 0 1 N N N 42.973 14.665 44.951 2.180  -1.932 -0.070 H6   WAN 38 
WAN HN1  HN1  H 0 1 N N N 43.810 16.228 41.050 6.227  -0.649 -1.935 HN1  WAN 39 
WAN HN1A HN1A H 0 0 N N N 44.617 15.016 40.312 4.619  -0.922 -2.338 HN1A WAN 40 
WAN H10  H10  H 0 1 N N N 48.127 16.596 43.907 1.195  3.695  1.230  H10  WAN 41 
WAN H10A H10A H 0 0 N N N 47.384 18.191 44.241 1.146  3.812  -0.545 H10A WAN 42 
WAN H11  H11  H 0 1 N N N 49.961 17.852 44.720 -0.347 5.494  0.498  H11  WAN 43 
WAN H11A H11A H 0 0 N N N 48.956 18.713 45.935 -1.281 4.309  -0.446 H11A WAN 44 
WAN H11B H11B H 0 0 N N N 49.396 16.990 46.191 -1.232 4.193  1.329  H11B WAN 45 
# 
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 
WAN C26 C25  SING N N 1  
WAN C25 C24  SING N N 2  
WAN C24 C23  SING N N 3  
WAN C23 C18  SING Y N 4  
WAN C23 N22  DOUB Y N 5  
WAN C18 N17  SING N N 6  
WAN C18 C19  DOUB Y N 7  
WAN N17 C13  DOUB N N 8  
WAN N22 N20  SING Y N 9  
WAN N20 C21  SING N N 10 
WAN N20 C19  SING Y N 11 
WAN C19 C15  SING N N 12 
WAN C15 O16  DOUB N N 13 
WAN C15 N14  SING N N 14 
WAN N14 C13  SING N N 15 
WAN C13 C12  SING N N 16 
WAN C12 C6   SING Y N 17 
WAN C12 C8   DOUB Y N 18 
WAN C6  C5   DOUB Y N 19 
WAN C5  S2   SING N N 20 
WAN C5  S7   SING Y N 21 
WAN S2  O3   DOUB N N 22 
WAN S2  O4   DOUB N N 23 
WAN S2  N1   SING N N 24 
WAN S7  C8   SING Y N 25 
WAN C8  O9   SING N N 26 
WAN O9  C10  SING N N 27 
WAN C10 C11  SING N N 28 
WAN C26 H26  SING N N 29 
WAN C26 H26A SING N N 30 
WAN C26 H26B SING N N 31 
WAN C25 H25  SING N N 32 
WAN C25 H25A SING N N 33 
WAN C24 H24  SING N N 34 
WAN C24 H24A SING N N 35 
WAN C21 H21  SING N N 36 
WAN C21 H21A SING N N 37 
WAN C21 H21B SING N N 38 
WAN N14 HN14 SING N N 39 
WAN C6  H6   SING N N 40 
WAN N1  HN1  SING N N 41 
WAN N1  HN1A SING N N 42 
WAN C10 H10  SING N N 43 
WAN C10 H10A SING N N 44 
WAN C11 H11  SING N N 45 
WAN C11 H11A SING N N 46 
WAN C11 H11B SING N N 47 
# 
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 
WAN SMILES           ACDLabs              10.04 "O=S(=O)(N)c3sc(OCC)c(C1=Nc2c(C(=O)N1)n(nc2CCC)C)c3"                                                                                           
WAN SMILES_CANONICAL CACTVS               3.341 "CCCc1nn(C)c2C(=O)NC(=Nc12)c3cc(sc3OCC)[S](N)(=O)=O"                                                                                           
WAN SMILES           CACTVS               3.341 "CCCc1nn(C)c2C(=O)NC(=Nc12)c3cc(sc3OCC)[S](N)(=O)=O"                                                                                           
WAN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCc1c2c(n(n1)C)C(=O)NC(=N2)c3cc(sc3OCC)S(=O)(=O)N"                                                                                           
WAN SMILES           "OpenEye OEToolkits" 1.5.0 "CCCc1c2c(n(n1)C)C(=O)NC(=N2)c3cc(sc3OCC)S(=O)(=O)N"                                                                                           
WAN InChI            InChI                1.03  "InChI=1S/C15H19N5O4S2/c1-4-6-9-11-12(20(3)19-9)14(21)18-13(17-11)8-7-10(26(16,22)23)25-15(8)24-5-2/h7H,4-6H2,1-3H3,(H2,16,22,23)(H,17,18,21)" 
WAN InChIKey         InChI                1.03  FENWRHVHBZQJGW-UHFFFAOYSA-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 
WAN "SYSTEMATIC NAME" ACDLabs              10.04 "5-ethoxy-4-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)thiophene-2-sulfonamide" 
WAN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-ethoxy-4-(1-methyl-7-oxo-3-propyl-6H-pyrazolo[4,5-d]pyrimidin-5-yl)thiophene-2-sulfonamide"             
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
WAN "Create component"     2007-12-06 RCSB 
WAN "Modify aromatic_flag" 2011-06-04 RCSB 
WAN "Modify descriptor"    2011-06-04 RCSB 
# 
