data_2DD
# 
_chem_comp.id                                    2DD 
_chem_comp.name                                  "3-(5-CHLORO-2,4-DIHYDROXY-PHENYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID 4-SULFAMOYL-BENZYLAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H15 Cl N4 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         N-[4-(AMINOSULFONYL)BENZYL]-5-(5-CHLORO-2,4-DIHYDROXYPHENYL)-1H-PYRAZOLE-4-CARBOXAMIDE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-08-02 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        422.843 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2DD 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2BYI 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
2DD CL1  CL1  CL 0 0 N N N 7.187  0.050  10.609 6.890  0.908  -1.914 CL1  2DD 1  
2DD C1   C1   C  0 1 Y N N 7.111  1.758  11.033 5.762  0.587  -0.634 C1   2DD 2  
2DD C2   C2   C  0 1 Y N N 8.286  2.496  11.163 5.820  1.325  0.543  C2   2DD 3  
2DD C3   C3   C  0 1 Y N N 8.222  3.849  11.489 4.922  1.075  1.570  C3   2DD 4  
2DD C4   C4   C  0 1 Y N N 6.985  4.436  11.766 3.959  0.093  1.424  C4   2DD 5  
2DD O4   O4   O  0 1 N N N 6.923  5.737  12.068 3.079  -0.153 2.429  O4   2DD 6  
2DD O2   O2   O  0 1 N N N 9.459  1.927  10.874 6.761  2.295  0.688  O2   2DD 7  
2DD C6   C6   C  0 1 Y N N 5.881  2.350  11.277 4.810  -0.398 -0.788 C6   2DD 8  
2DD C5   C5   C  0 1 Y N N 5.815  3.698  11.595 3.901  -0.656 0.241  C5   2DD 9  
2DD C7   C7   C  0 1 Y N N 4.476  4.329  11.812 2.881  -1.710 0.080  C7   2DD 10 
2DD N2   N2   N  0 1 Y N N 4.099  5.028  12.901 3.108  -3.037 -0.045 N2   2DD 11 
2DD N1   N1   N  0 1 Y N N 2.857  5.425  12.754 1.876  -3.686 -0.175 N1   2DD 12 
2DD C9   C9   C  0 1 Y N N 2.388  5.012  11.562 0.917  -2.802 -0.128 C9   2DD 13 
2DD C8   C8   C  0 1 Y N N 3.394  4.307  10.927 1.498  -1.526 0.037  C8   2DD 14 
2DD C10  C10  C  0 1 N N N 3.297  3.675  9.545  0.782  -0.246 0.137  C10  2DD 15 
2DD O5   O5   O  0 1 N N N 2.192  3.306  9.123  1.405  0.790  0.278  O5   2DD 16 
2DD N3   N3   N  0 1 N N N 4.379  3.511  8.771  -0.564 -0.220 0.073  N3   2DD 17 
2DD C17  C17  C  0 1 N N N 4.263  3.092  7.480  -1.277 1.056  0.173  C17  2DD 18 
2DD C11  C11  C  0 1 Y N N 4.337  1.579  7.291  -2.761 0.811  0.073  C11  2DD 19 
2DD C12  C12  C  0 1 Y N N 4.171  0.689  8.351  -3.500 0.572  1.217  C12  2DD 20 
2DD C13  C13  C  0 1 Y N N 4.225  -0.693 8.118  -4.861 0.348  1.125  C13  2DD 21 
2DD C16  C16  C  0 1 Y N N 4.490  1.079  5.999  -3.382 0.825  -1.161 C16  2DD 22 
2DD C15  C15  C  0 1 Y N N 4.541  -0.290 5.765  -4.742 0.596  -1.253 C15  2DD 23 
2DD C14  C14  C  0 1 Y N N 4.392  -1.181 6.819  -5.483 0.363  -0.110 C14  2DD 24 
2DD S1   S1   S  0 1 N N N 4.450  -2.914 6.514  -7.217 0.077  -0.226 S1   2DD 25 
2DD O6   O6   O  0 1 N N N 5.602  -3.232 5.731  -7.447 -0.367 -1.556 O6   2DD 26 
2DD O7   O7   O  0 1 N N N 3.271  -3.304 5.771  -7.571 -0.635 0.951  O7   2DD 27 
2DD N4   N4   N  0 1 N N N 4.450  -3.696 7.891  -7.971 1.547  -0.107 N4   2DD 28 
2DD H3   H3   H  0 1 N N N 9.144  4.454  11.528 4.972  1.651  2.483  H3   2DD 29 
2DD H4   H4   H  0 1 N N N 6.082  6.136  12.256 2.315  0.421  2.278  H4   2DD 30 
2DD H2   H2   H  0 1 N N N 10.260 2.430  10.963 6.369  3.115  0.358  H2   2DD 31 
2DD H6   H6   H  0 1 N N N 4.957  1.750  11.218 4.767  -0.969 -1.704 H6   2DD 32 
2DD HA   HA   H  0 1 N N N 4.687  5.219  13.712 3.978  -3.466 -0.048 HA   2DD 33 
2DD H9   H9   H  0 1 N N N 1.378  5.202  11.162 -0.140 -3.011 -0.202 H9   2DD 34 
2DD HB   HB   H  0 1 N N N 5.304  3.703  9.155  -1.060 -1.045 -0.039 HB   2DD 35 
2DD H171 1H17 H  0 0 N N N 5.021  3.599  6.839  -0.962 1.713  -0.637 H171 2DD 36 
2DD H172 2H17 H  0 0 N N N 3.327  3.493  7.026  -1.050 1.525  1.130  H172 2DD 37 
2DD H12  H12  H  0 1 N N N 3.997  1.071  9.371  -3.015 0.561  2.181  H12  2DD 38 
2DD H13  H13  H  0 1 N N N 4.135  -1.397 8.962  -5.439 0.162  2.018  H13  2DD 39 
2DD H16  H16  H  0 1 N N N 4.572  1.779  5.151  -2.804 1.011  -2.055 H16  2DD 40 
2DD H15  H15  H  0 1 N N N 4.700  -0.669 4.741  -5.228 0.607  -2.218 H15  2DD 41 
2DD H4N1 1H4N H  0 0 N N N 4.484  -4.700 7.714  -7.444 2.354  0.006  H4N1 2DD 42 
2DD H4N2 2H4N H  0 0 N N N 3.628  -3.469 8.450  -8.938 1.602  -0.153 H4N2 2DD 43 
# 
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 
2DD CL1 C1   SING N N 1  
2DD C1  C2   DOUB Y N 2  
2DD C1  C6   SING Y N 3  
2DD C2  C3   SING Y N 4  
2DD C2  O2   SING N N 5  
2DD C3  C4   DOUB Y N 6  
2DD C3  H3   SING N N 7  
2DD C4  O4   SING N N 8  
2DD C4  C5   SING Y N 9  
2DD O4  H4   SING N N 10 
2DD O2  H2   SING N N 11 
2DD C6  C5   DOUB Y N 12 
2DD C6  H6   SING N N 13 
2DD C5  C7   SING N N 14 
2DD C7  N2   SING Y N 15 
2DD C7  C8   DOUB Y N 16 
2DD N2  N1   SING Y N 17 
2DD N2  HA   SING N N 18 
2DD N1  C9   DOUB Y N 19 
2DD C9  C8   SING Y N 20 
2DD C9  H9   SING N N 21 
2DD C8  C10  SING N N 22 
2DD C10 O5   DOUB N N 23 
2DD C10 N3   SING N N 24 
2DD N3  C17  SING N N 25 
2DD N3  HB   SING N N 26 
2DD C17 C11  SING N N 27 
2DD C17 H171 SING N N 28 
2DD C17 H172 SING N N 29 
2DD C11 C12  DOUB Y N 30 
2DD C11 C16  SING Y N 31 
2DD C12 C13  SING Y N 32 
2DD C12 H12  SING N N 33 
2DD C13 C14  DOUB Y N 34 
2DD C13 H13  SING N N 35 
2DD C16 C15  DOUB Y N 36 
2DD C16 H16  SING N N 37 
2DD C15 C14  SING Y N 38 
2DD C15 H15  SING N N 39 
2DD C14 S1   SING N N 40 
2DD S1  O6   DOUB N N 41 
2DD S1  O7   DOUB N N 42 
2DD S1  N4   SING N N 43 
2DD N4  H4N1 SING N N 44 
2DD N4  H4N2 SING N N 45 
# 
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 
2DD SMILES           ACDLabs              10.04 O=S(=O)(N)c1ccc(cc1)CNC(=O)c3cnnc3c2c(O)cc(O)c(Cl)c2                                                                                                                       
2DD InChI            InChI                1.02b InChI=1/C17H15ClN4O5S/c18-13-5-11(14(23)6-15(13)24)16-12(8-21-22-16)17(25)20-7-9-1-3-10(4-2-9)28(19,26)27/h1-6,8,23-24H,7H2,(H,20,25)(H,21,22)(H2,19,26,27)/f/h20,22H,19H2 
2DD InChIKey         InChI                1.02b OOHYJGNSESWEFT-GZCIVNNFCL                                                                                                                                                  
2DD SMILES_CANONICAL CACTVS               3.341 N[S](=O)(=O)c1ccc(CNC(=O)c2cn[nH]c2c3cc(Cl)c(O)cc3O)cc1                                                                                                                    
2DD SMILES           CACTVS               3.341 N[S](=O)(=O)c1ccc(CNC(=O)c2cn[nH]c2c3cc(Cl)c(O)cc3O)cc1                                                                                                                    
2DD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CNC(=O)c2cn[nH]c2c3cc(c(cc3O)O)Cl)S(=O)(=O)N                                                                                                                      
2DD SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CNC(=O)c2cn[nH]c2c3cc(c(cc3O)O)Cl)S(=O)(=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 
2DD "SYSTEMATIC NAME" ACDLabs              10.04 5-(5-chloro-2,4-dihydroxyphenyl)-N-(4-sulfamoylbenzyl)-1H-pyrazole-4-carboxamide          
2DD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-(5-chloro-2,4-dihydroxy-phenyl)-N-[(4-sulfamoylphenyl)methyl]-2H-pyrazole-4-carboxamide 
# 
