data_DKK
# 
_chem_comp.id                                    DKK 
_chem_comp.name                                  N-[2-(carbamimidamidooxy)ethyl]-2-{6-cyano-3-[(2,2-difluoro-2-pyridin-2-ylethyl)amino]-2-fluorophenyl}acetamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H20 F3 N7 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-25 
_chem_comp.pdbx_modified_date                    2009-02-13 
_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                        435.403 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DKK 
_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        3C27 
_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 
DKK C1   C1   C 0 1 N N N 11.259 -11.887 24.061 9.056  0.205  0.215  C1   DKK 1  
DKK O5   O5   O 0 1 N N N 13.041 -11.042 22.779 6.839  0.788  -0.551 O5   DKK 2  
DKK C7   C7   C 0 1 N N N 13.816 -11.494 20.551 4.620  1.365  -1.316 C7   DKK 3  
DKK C9   C9   C 0 1 N N N 16.146 -12.504 20.399 2.738  0.262  -0.232 C9   DKK 4  
DKK C11  C11  C 0 1 N N N 17.643 -12.340 20.734 2.074  -0.334 0.983  C11  DKK 5  
DKK C12  C12  C 0 1 Y N N 18.195 -13.608 21.393 0.707  -0.847 0.609  C12  DKK 6  
DKK C13  C13  C 0 1 Y N N 19.436 -14.122 20.920 0.550  -2.164 0.167  C13  DKK 7  
DKK C14  C14  C 0 1 Y N N 19.999 -15.278 21.484 -0.719 -2.635 -0.179 C14  DKK 8  
DKK C15  C15  C 0 1 Y N N 19.312 -15.945 22.520 -1.812 -1.802 -0.084 C15  DKK 9  
DKK C16  C16  C 0 1 Y N N 18.056 -15.442 22.995 -1.654 -0.492 0.355  C16  DKK 10 
DKK C19  C19  C 0 1 N N N 20.159 -13.374 19.799 1.688  -3.028 0.068  C19  DKK 11 
DKK C22  C22  C 0 1 N N N 18.063 -17.287 24.641 -4.091 -0.149 0.087  C22  DKK 12 
DKK C30  C30  C 0 1 Y N N 20.930 -13.912 26.191 -8.836 0.813  -0.344 C30  DKK 13 
DKK C31  C31  C 0 1 Y N N 19.816 -14.722 26.325 -7.583 1.293  0.003  C31  DKK 14 
DKK N2   N2   N 0 1 N N N 11.164 -10.733 24.561 8.704  -1.049 0.243  N2   DKK 15 
DKK N3   N3   N 0 1 N N N 10.401 -12.983 24.497 10.333 0.569  0.571  N3   DKK 16 
DKK N4   N4   N 0 1 N N N 12.197 -12.147 22.988 8.152  1.164  -0.178 N4   DKK 17 
DKK C6   C6   C 0 1 N N N 13.075 -10.507 21.472 6.008  1.885  -0.936 C6   DKK 18 
DKK N8   N8   N 0 1 N N N 15.257 -11.413 20.790 3.975  0.786  -0.135 N8   DKK 19 
DKK O10  O10  O 0 1 N N N 15.684 -13.583 20.149 2.158  0.269  -1.297 O10  DKK 20 
DKK C17  C17  C 0 1 Y N N 17.513 -14.267 22.428 -0.391 -0.019 0.707  C17  DKK 21 
DKK F18  F18  F 0 1 N N N 16.320 -13.782 22.868 -0.242 1.252  1.138  F18  DKK 22 
DKK N20  N20  N 0 1 N N N 20.701 -12.830 18.969 2.591  -3.714 -0.010 N20  DKK 23 
DKK N21  N21  N 0 1 N N N 17.361 -16.146 24.074 -2.761 0.348  0.450  N21  DKK 24 
DKK C23  C23  C 0 1 N N N 18.598 -16.957 26.055 -5.122 0.964  0.280  C23  DKK 25 
DKK F24  F24  F 0 1 N N N 17.708 -16.250 26.803 -5.125 1.370  1.619  F24  DKK 26 
DKK F25  F25  F 0 1 N N N 18.836 -18.141 26.680 -4.792 2.052  -0.536 F25  DKK 27 
DKK C26  C26  C 0 1 Y N N 19.863 -16.095 25.934 -6.489 0.453  -0.094 C26  DKK 28 
DKK N27  N27  N 0 1 Y N N 21.017 -16.614 25.389 -6.629 -0.791 -0.509 N27  DKK 29 
DKK C28  C28  C 0 1 Y N N 22.140 -15.797 25.247 -7.806 -1.281 -0.846 C28  DKK 30 
DKK C29  C29  C 0 1 Y N N 22.103 -14.434 25.643 -8.944 -0.501 -0.776 C29  DKK 31 
DKK H7   H7   H 0 1 N N N 13.469 -12.517 20.760 4.014  2.188  -1.694 H7   DKK 32 
DKK H7A  H7A  H 0 1 N N N 13.608 -11.236 19.502 4.718  0.601  -2.088 H7A  DKK 33 
DKK H11  H11  H 0 1 N N N 18.199 -12.147 19.805 2.680  -1.158 1.361  H11  DKK 34 
DKK H11A H11A H 0 0 N N N 17.758 -11.499 21.434 1.977  0.429  1.755  H11A DKK 35 
DKK H14  H14  H 0 1 N N N 20.948 -15.652 21.129 -0.843 -3.652 -0.521 H14  DKK 36 
DKK H15  H15  H 0 1 N N N 19.734 -16.838 22.957 -2.793 -2.167 -0.351 H15  DKK 37 
DKK H22  H22  H 0 1 N N N 17.368 -18.137 24.710 -4.088 -0.465 -0.957 H22  DKK 38 
DKK H22A H22A H 0 0 N N N 18.915 -17.536 23.991 -4.348 -0.997 0.722  H22A DKK 39 
DKK H30  H30  H 0 1 N N N 20.892 -12.881 26.509 -9.709 1.445  -0.274 H30  DKK 40 
DKK H31  H31  H 0 1 N N N 18.902 -14.312 26.729 -7.462 2.311  0.343  H31  DKK 41 
DKK HN2  HN2  H 0 1 N N N 10.446 -10.716 25.257 9.343  -1.726 0.517  HN2  DKK 42 
DKK HN3  HN3  H 0 1 N N N 10.621 -13.817 23.991 10.972 -0.108 0.844  HN3  DKK 43 
DKK HN3A HN3A H 0 0 N N N 9.695  -12.911 25.201 10.595 1.503  0.550  HN3A DKK 44 
DKK HN4  HN4  H 0 1 N N N 12.239 -12.999 22.466 8.414  2.098  -0.199 HN4  DKK 45 
DKK H6   H6   H 0 1 N N N 12.049 -10.357 21.106 5.919  2.583  -0.103 H6   DKK 46 
DKK H6A  H6A  H 0 1 N N N 13.597 -9.539  21.478 6.452  2.395  -1.791 H6A  DKK 47 
DKK HN8  HN8  H 0 1 N N N 15.639 -10.599 21.227 4.439  0.780  0.717  HN8  DKK 48 
DKK HN21 HN21 H 0 0 N N N 17.212 -15.489 24.813 -2.652 1.262  0.756  HN21 DKK 49 
DKK H28  H28  H 0 1 N N N 23.048 -16.207 24.831 -7.881 -2.305 -1.182 H28  DKK 50 
DKK H29  H29  H 0 1 N N N 22.974 -13.807 25.521 -9.905 -0.908 -1.054 H29  DKK 51 
# 
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 
DKK C1  N2   DOUB N N 1  
DKK C1  N3   SING N N 2  
DKK C1  N4   SING N N 3  
DKK O5  N4   SING N N 4  
DKK O5  C6   SING N N 5  
DKK C7  C6   SING N N 6  
DKK C7  N8   SING N N 7  
DKK C9  C11  SING N N 8  
DKK C9  N8   SING N N 9  
DKK C9  O10  DOUB N N 10 
DKK C11 C12  SING N N 11 
DKK C12 C13  DOUB N N 12 
DKK C12 C17  SING N N 13 
DKK C13 C14  SING N N 14 
DKK C13 C19  SING N N 15 
DKK C14 C15  DOUB Y N 16 
DKK C15 C16  SING Y N 17 
DKK C16 C17  DOUB Y N 18 
DKK C16 N21  SING N N 19 
DKK C19 N20  TRIP Y N 20 
DKK C22 N21  SING N N 21 
DKK C22 C23  SING Y N 22 
DKK C30 C31  DOUB N N 23 
DKK C30 C29  SING Y N 24 
DKK C31 C26  SING N N 25 
DKK C17 F18  SING N N 26 
DKK C23 F24  SING N N 27 
DKK C23 F25  SING N N 28 
DKK C23 C26  SING N N 29 
DKK C26 N27  DOUB N N 30 
DKK N27 C28  SING Y N 31 
DKK C28 C29  DOUB Y N 32 
DKK C7  H7   SING N N 33 
DKK C7  H7A  SING Y N 34 
DKK C11 H11  SING N N 35 
DKK C11 H11A SING N N 36 
DKK C14 H14  SING N N 37 
DKK C15 H15  SING N N 38 
DKK C22 H22  SING N N 39 
DKK C22 H22A SING N N 40 
DKK C30 H30  SING N N 41 
DKK C31 H31  SING N N 42 
DKK N2  HN2  SING N N 43 
DKK N3  HN3  SING N N 44 
DKK N3  HN3A SING N N 45 
DKK N4  HN4  SING N N 46 
DKK C6  H6   SING N N 47 
DKK C6  H6A  SING Y N 48 
DKK N8  HN8  SING Y N 49 
DKK N21 HN21 SING Y N 50 
DKK C28 H28  SING N N 51 
DKK C29 H29  SING N N 52 
# 
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 
DKK SMILES           ACDLabs              10.04 FC(F)(c1ncccc1)CNc2ccc(C#N)c(c2F)CC(=O)NCCONC(=[N@H])N                                                                                                                             
DKK InChI            InChI                1.02b InChI=1/C19H20F3N7O2/c20-17-13(9-16(30)27-7-8-31-29-18(24)25)12(10-23)4-5-14(17)28-11-19(21,22)15-3-1-2-6-26-15/h1-6,28H,7-9,11H2,(H,27,30)(H4,24,25,29)/f/h24,27,29H,25H2/b24-18+ 
DKK InChIKey         InChI                1.02b STHCHQXQLDMISY-MWNWNAEHDF                                                                                                                                                          
DKK SMILES_CANONICAL CACTVS               3.341 NC(=N)NOCCNC(=O)Cc1c(F)c(NCC(F)(F)c2ccccn2)ccc1C#N                                                                                                                                 
DKK SMILES           CACTVS               3.341 NC(=N)NOCCNC(=O)Cc1c(F)c(NCC(F)(F)c2ccccn2)ccc1C#N                                                                                                                                 
DKK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\N)/NOCCNC(=O)Cc1c(ccc(c1F)NCC(c2ccccn2)(F)F)C#N                                                                                                                           
DKK SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)NOCCNC(=O)Cc1c(ccc(c1F)NCC(c2ccccn2)(F)F)C#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 
DKK "SYSTEMATIC NAME" ACDLabs              10.04 N-[2-(carbamimidamidooxy)ethyl]-2-{6-cyano-3-[(2,2-difluoro-2-pyridin-2-ylethyl)amino]-2-fluorophenyl}acetamide  
DKK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-(2-carbamimidamidooxyethyl)-2-[6-cyano-3-[(2,2-difluoro-2-pyridin-2-yl-ethyl)amino]-2-fluoro-phenyl]ethanamide 
# 
