data_ROF
# 
_chem_comp.id                                    ROF 
_chem_comp.name                                  3-(CYCLOPROPYLMETHOXY)-N-(3,5-DICHLOROPYRIDIN-4-YL)-4-(DIFLUOROMETHOXY)BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H14 Cl2 F2 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ROFLUMILAST 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-11-16 
_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                        403.207 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ROF 
_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        ? 
_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 
ROF O24  O24  O  0 1 N N N 4.434  0.355  41.867 -1.421 -0.331 1.249  O24  ROF 1  
ROF C23  C23  C  0 1 N N N 2.515  -0.492 35.622 -4.708 -1.307 -3.928 C23  ROF 2  
ROF C22  C22  C  0 1 N N N 1.088  0.180  35.710 -4.378 0.049  -4.554 C22  ROF 3  
ROF C21  C21  C  0 1 N N N 1.434  -0.881 36.624 -3.268 -0.978 -4.325 C21  ROF 4  
ROF C8   C8   C  0 1 N N N 3.524  0.745  42.576 -0.254 -0.065 1.036  C8   ROF 5  
ROF C9   C9   C  0 1 Y N N 2.127  0.699  41.988 0.246  -0.000 -0.350 C9   ROF 6  
ROF C10  C10  C  0 1 Y N N 0.987  1.021  42.736 1.587  0.305  -0.597 C10  ROF 7  
ROF C11  C11  C  0 1 Y N N -0.293 0.977  42.186 2.053  0.364  -1.892 C11  ROF 8  
ROF C12  C12  C  0 1 Y N N -0.479 0.604  40.856 1.193  0.121  -2.954 C12  ROF 9  
ROF O15  O15  O  0 1 N N N -1.715 0.557  40.223 1.657  0.181  -4.229 O15  ROF 10 
ROF C16  C16  C  0 1 N N N -2.966 0.714  40.878 3.045  0.510  -4.148 C16  ROF 11 
ROF F18  F18  F  0 1 N N N -2.988 -0.165 41.933 3.195  1.745  -3.507 F18  ROF 12 
ROF F17  F17  F  0 1 N N N -3.058 2.007  41.300 3.717  -0.477 -3.421 F17  ROF 13 
ROF C13  C13  C  0 1 Y N N 0.727  0.256  40.054 -0.147 -0.177 -2.716 C13  ROF 14 
ROF O19  O19  O  0 1 N N N 0.578  -0.081 38.728 -0.987 -0.415 -3.759 O19  ROF 15 
ROF C20  C20  C  0 1 N N N 1.376  -1.087 38.109 -2.270 -0.700 -3.199 C20  ROF 16 
ROF C14  C14  C  0 1 Y N N 1.985  0.322  40.664 -0.619 -0.244 -1.419 C14  ROF 17 
ROF N7   N7   N  0 1 N N N 3.731  1.227  43.814 0.582  0.170  2.066  N7   ROF 18 
ROF C6   C6   C  0 1 Y N N 4.977  1.380  44.331 0.108  0.108  3.378  C6   ROF 19 
ROF C5   C5   C  0 1 Y N N 6.046  2.256  43.778 -0.913 0.953  3.810  C5   ROF 20 
ROF CL26 CL26 CL 0 0 N N N 5.781  3.231  42.394 -1.626 2.101  2.720  CL26 ROF 21 
ROF C4   C4   C  0 1 Y N N 7.279  2.320  44.416 -1.356 0.857  5.114  C4   ROF 22 
ROF N3   N3   N  0 1 Y N N 7.532  1.612  45.538 -0.818 -0.011 5.949  N3   ROF 23 
ROF C2   C2   C  0 1 Y N N 6.631  0.796  46.115 0.153  -0.824 5.580  C2   ROF 24 
ROF C1   C1   C  0 1 Y N N 5.361  0.642  45.568 0.649  -0.795 4.292  C1   ROF 25 
ROF CL25 CL25 CL 0 0 N N N 4.247  -0.407 46.339 1.927  -1.869 3.817  CL25 ROF 26 
ROF H231 1H23 H  0 0 N N N 3.582  -0.169 35.643 -5.248 -2.027 -4.542 H231 ROF 27 
ROF H232 2H23 H  0 0 N N N 3.145  -0.994 34.851 -4.945 -1.325 -2.864 H232 ROF 28 
ROF H221 1H22 H  0 0 N N N 0.256  0.355  34.988 -4.398 0.922  -3.903 H221 ROF 29 
ROF H222 2H22 H  0 0 N N N 0.718  1.226  35.824 -4.701 0.220  -5.581 H222 ROF 30 
ROF H21  H21  H  0 1 N N N 0.955  -1.830 36.959 -2.860 -1.482 -5.201 H21  ROF 31 
ROF H10  H10  H  0 1 N N N 1.101  1.319  43.792 2.258  0.494  0.227  H10  ROF 32 
ROF H11  H11  H  0 1 N N N -1.165 1.239  42.808 3.089  0.600  -2.081 H11  ROF 33 
ROF H16  H16  H  0 1 N N N -3.831 0.499  40.208 3.463  0.570  -5.153 H16  ROF 34 
ROF H201 1H20 H  0 0 N N N 2.395  -1.140 38.559 -2.198 -1.576 -2.553 H201 ROF 35 
ROF H202 2H20 H  0 0 N N N 1.024  -2.112 38.370 -2.610 0.154  -2.614 H202 ROF 36 
ROF H14  H14  H  0 1 N N N 2.890  0.070  40.085 -1.656 -0.481 -1.233 H14  ROF 37 
ROF HN7  HN7  H  0 1 N N N 2.920  1.484  44.377 1.513  0.382  1.896  HN7  ROF 38 
ROF H4   H4   H  0 1 N N N 8.087  2.956  44.017 -2.149 1.505  5.456  H4   ROF 39 
ROF H2   H2   H  0 1 N N N 6.931  0.257  47.030 0.565  -1.521 6.294  H2   ROF 40 
# 
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 
ROF O24 C8   DOUB N N 1  
ROF C23 C22  SING N N 2  
ROF C23 C21  SING N N 3  
ROF C23 H231 SING N N 4  
ROF C23 H232 SING N N 5  
ROF C22 C21  SING N N 6  
ROF C22 H221 SING N N 7  
ROF C22 H222 SING N N 8  
ROF C21 C20  SING N N 9  
ROF C21 H21  SING N N 10 
ROF C8  C9   SING N N 11 
ROF C8  N7   SING N N 12 
ROF C9  C10  DOUB Y N 13 
ROF C9  C14  SING Y N 14 
ROF C10 C11  SING Y N 15 
ROF C10 H10  SING N N 16 
ROF C11 C12  DOUB Y N 17 
ROF C11 H11  SING N N 18 
ROF C12 O15  SING N N 19 
ROF C12 C13  SING Y N 20 
ROF O15 C16  SING N N 21 
ROF C16 F18  SING N N 22 
ROF C16 F17  SING N N 23 
ROF C16 H16  SING N N 24 
ROF C13 O19  SING N N 25 
ROF C13 C14  DOUB Y N 26 
ROF O19 C20  SING N N 27 
ROF C20 H201 SING N N 28 
ROF C20 H202 SING N N 29 
ROF C14 H14  SING N N 30 
ROF N7  C6   SING N N 31 
ROF N7  HN7  SING N N 32 
ROF C6  C5   DOUB Y N 33 
ROF C6  C1   SING Y N 34 
ROF C5  CL26 SING N N 35 
ROF C5  C4   SING Y N 36 
ROF C4  N3   DOUB Y N 37 
ROF C4  H4   SING N N 38 
ROF N3  C2   SING Y N 39 
ROF C2  C1   DOUB Y N 40 
ROF C2  H2   SING N N 41 
ROF C1  CL25 SING N N 42 
# 
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 
ROF SMILES           ACDLabs              10.04 Clc3c(NC(=O)c2ccc(OC(F)F)c(OCC1CC1)c2)c(Cl)cnc3                                                                                              
ROF InChI            InChI                1.02b InChI=1/C17H14Cl2F2N2O3/c18-11-6-22-7-12(19)15(11)23-16(24)10-3-4-13(26-17(20)21)14(5-10)25-8-9-1-2-9/h3-7,9,17H,1-2,8H2,(H,22,23,24)/f/h23H 
ROF InChIKey         InChI                1.02b MNDBXUUTURYVHR-MPIMZMORCX                                                                                                                    
ROF SMILES_CANONICAL CACTVS               3.341 FC(F)Oc1ccc(cc1OCC2CC2)C(=O)Nc3c(Cl)cncc3Cl                                                                                                  
ROF SMILES           CACTVS               3.341 FC(F)Oc1ccc(cc1OCC2CC2)C(=O)Nc3c(Cl)cncc3Cl                                                                                                  
ROF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1C(=O)Nc2c(cncc2Cl)Cl)OCC3CC3)OC(F)F                                                                                                
ROF SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1C(=O)Nc2c(cncc2Cl)Cl)OCC3CC3)OC(F)F                                                                                                
# 
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 
ROF "SYSTEMATIC NAME" ACDLabs              10.04 3-(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl)-4-(difluoromethoxy)benzamide 
ROF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-(cyclopropylmethoxy)-N-(3,5-dichloropyridin-4-yl)-4-(difluoromethoxy)benzamide 
# 
