data_DUH
# 
_chem_comp.id                                    DUH 
_chem_comp.name                                  "2-oxidanyl-~{N}-[2,3,5,6-tetrakis(fluoranyl)-4-phenyl-phenyl]pyrazolo[1,5-a]pyridine-3-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H11 F4 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-01-31 
_chem_comp.pdbx_modified_date                    2018-07-06 
_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                        401.314 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DUH 
_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        6FMD 
_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 
DUH C2  C1  C 0 1 Y N N 32.295 6.122  -0.170 6.354  1.048  -1.345 C2  DUH 1  
DUH C3  C2  C 0 1 Y N N 32.586 7.539  0.289  4.994  0.878  -1.184 C3  DUH 2  
DUH C4  C3  C 0 1 Y N N 32.173 7.877  1.548  4.505  0.237  -0.046 C4  DUH 3  
DUH C5  C4  C 0 1 Y N N 31.514 6.889  2.475  5.393  -0.227 0.922  C5  DUH 4  
DUH C6  C5  C 0 1 Y N N 31.267 5.654  2.008  6.751  -0.051 0.750  C6  DUH 5  
DUH C7  C6  C 0 1 Y N N 31.684 5.250  0.619  7.231  0.585  -0.380 C7  DUH 6  
DUH C10 C7  C 0 1 Y N N 32.492 9.267  1.994  3.044  0.052  0.133  C10 DUH 7  
DUH C11 C8  C 0 1 Y N N 32.061 10.337 1.336  2.212  1.162  0.283  C11 DUH 8  
DUH C12 C9  C 0 1 Y N N 32.478 11.683 1.790  0.850  0.986  0.449  C12 DUH 9  
DUH C13 C10 C 0 1 Y N N 33.243 11.806 2.884  0.311  -0.296 0.468  C13 DUH 10 
DUH C14 C11 C 0 1 Y N N 33.681 10.610 3.619  1.138  -1.403 0.319  C14 DUH 11 
DUH C15 C12 C 0 1 Y N N 33.331 9.435  3.207  2.499  -1.233 0.146  C15 DUH 12 
DUH F16 F1  F 0 1 N N N 32.015 12.737 1.104  0.044  2.060  0.594  F16 DUH 13 
DUH F17 F2  F 0 1 N N N 31.304 10.250 0.246  2.735  2.407  0.266  F17 DUH 14 
DUH F18 F3  F 0 1 N N N 33.754 8.342  3.867  3.302  -2.309 -0.004 F18 DUH 15 
DUH F19 F4  F 0 1 N N N 34.455 10.809 4.698  0.611  -2.647 0.338  F19 DUH 16 
DUH N20 N1  N 0 1 N N N 33.618 13.090 3.350  -1.068 -0.471 0.637  N20 DUH 17 
DUH C22 C13 C 0 1 N N N 34.338 13.980 2.493  -1.880 -0.501 -0.438 C22 DUH 18 
DUH O23 O1  O 0 1 N N N 34.568 13.646 1.363  -1.407 -0.466 -1.560 O23 DUH 19 
DUH C25 C14 C 0 1 Y N N 34.533 15.359 3.067  -3.330 -0.578 -0.258 C25 DUH 20 
DUH C26 C15 C 0 1 Y N N 34.200 15.738 4.371  -4.106 -1.752 -0.165 C26 DUH 21 
DUH N27 N2  N 0 1 Y N N 34.354 17.058 4.557  -5.362 -1.412 -0.007 N27 DUH 22 
DUH N28 N3  N 0 1 Y N N 34.740 17.461 3.268  -5.472 -0.016 0.012  N28 DUH 23 
DUH C29 C16 C 0 1 Y N N 34.868 16.440 2.349  -4.220 0.509  -0.137 C29 DUH 24 
DUH C30 C17 C 0 1 Y N N 35.244 16.701 1.044  -4.034 1.897  -0.149 C30 DUH 25 
DUH C31 C18 C 0 1 Y N N 35.553 18.046 0.670  -5.116 2.716  -0.006 C31 DUH 26 
DUH C32 C19 C 0 1 Y N N 35.424 19.111 1.639  -6.390 2.153  0.149  C32 DUH 27 
DUH C33 C20 C 0 1 Y N N 35.025 18.815 2.952  -6.546 0.809  0.150  C33 DUH 28 
DUH O34 O2  O 0 1 N N N 33.786 14.991 5.404  -3.631 -3.022 -0.230 O34 DUH 29 
DUH H1  H1  H 0 1 N N N 32.593 5.817  -1.162 6.735  1.540  -2.228 H1  DUH 30 
DUH H2  H2  H 0 1 N N N 33.095 8.247  -0.348 4.311  1.240  -1.937 H2  DUH 31 
DUH H3  H3  H 0 1 N N N 31.248 7.165  3.485  5.019  -0.724 1.805  H3  DUH 32 
DUH H4  H4  H 0 1 N N N 30.761 4.939  2.640  7.440  -0.411 1.500  H4  DUH 33 
DUH H5  H5  H 0 1 N N N 31.485 4.249  0.265  8.295  0.720  -0.511 H5  DUH 34 
DUH H6  H6  H 0 1 N N N 33.379 13.374 4.279  -1.439 -0.570 1.528  H6  DUH 35 
DUH H9  H9  H 0 1 N N N 35.303 15.902 0.319  -3.045 2.314  -0.269 H9  DUH 36 
DUH H10 H10 H 0 1 N N N 35.882 18.266 -0.335 -4.992 3.789  -0.012 H10 DUH 37 
DUH H11 H11 H 0 1 N N N 35.634 20.131 1.354  -7.251 2.794  0.263  H11 DUH 38 
DUH H12 H12 H 0 1 N N N 34.938 19.592 3.697  -7.532 0.387  0.270  H12 DUH 39 
DUH H7  H7  H 0 1 N N N 33.655 15.546 6.164  -3.383 -3.394 0.628  H7  DUH 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 
DUH C2  C3  DOUB Y N 1  
DUH C2  C7  SING Y N 2  
DUH F17 C11 SING N N 3  
DUH C3  C4  SING Y N 4  
DUH C7  C6  DOUB Y N 5  
DUH C31 C30 DOUB Y N 6  
DUH C31 C32 SING Y N 7  
DUH C30 C29 SING Y N 8  
DUH F16 C12 SING N N 9  
DUH C11 C12 DOUB Y N 10 
DUH C11 C10 SING Y N 11 
DUH O23 C22 DOUB N N 12 
DUH C4  C10 SING N N 13 
DUH C4  C5  DOUB Y N 14 
DUH C32 C33 DOUB Y N 15 
DUH C12 C13 SING Y N 16 
DUH C10 C15 DOUB Y N 17 
DUH C6  C5  SING Y N 18 
DUH C29 C25 DOUB Y N 19 
DUH C29 N28 SING Y N 20 
DUH C22 C25 SING N N 21 
DUH C22 N20 SING N N 22 
DUH C13 N20 SING N N 23 
DUH C13 C14 DOUB Y N 24 
DUH C33 N28 SING Y N 25 
DUH C25 C26 SING Y N 26 
DUH C15 C14 SING Y N 27 
DUH C15 F18 SING N N 28 
DUH N28 N27 SING Y N 29 
DUH C14 F19 SING N N 30 
DUH C26 N27 DOUB Y N 31 
DUH C26 O34 SING N N 32 
DUH C2  H1  SING N N 33 
DUH C3  H2  SING N N 34 
DUH C5  H3  SING N N 35 
DUH C6  H4  SING N N 36 
DUH C7  H5  SING N N 37 
DUH N20 H6  SING N N 38 
DUH C30 H9  SING N N 39 
DUH C31 H10 SING N N 40 
DUH C32 H11 SING N N 41 
DUH C33 H12 SING N N 42 
DUH O34 H7  SING N N 43 
# 
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 
DUH InChI            InChI                1.03  "InChI=1S/C20H11F4N3O2/c21-14-12(10-6-2-1-3-7-10)15(22)17(24)18(16(14)23)25-19(28)13-11-8-4-5-9-27(11)26-20(13)29/h1-9H,(H,25,28)(H,26,29)" 
DUH InChIKey         InChI                1.03  JIIXZPWFDKPNKW-UHFFFAOYSA-N                                                                                                                 
DUH SMILES_CANONICAL CACTVS               3.385 "Oc1nn2ccccc2c1C(=O)Nc3c(F)c(F)c(c(F)c3F)c4ccccc4"                                                                                          
DUH SMILES           CACTVS               3.385 "Oc1nn2ccccc2c1C(=O)Nc3c(F)c(F)c(c(F)c3F)c4ccccc4"                                                                                          
DUH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)c2c(c(c(c(c2F)F)NC(=O)c3c4ccccn4nc3O)F)F"                                                                                        
DUH SMILES           "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)c2c(c(c(c(c2F)F)NC(=O)c3c4ccccn4nc3O)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 
DUH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-oxidanyl-~{N}-[2,3,5,6-tetrakis(fluoranyl)-4-phenyl-phenyl]pyrazolo[1,5-a]pyridine-3-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
DUH "Create component" 2018-01-31 EBI  
DUH "Initial release"  2018-07-11 RCSB 
# 
