data_CKK
# 
_chem_comp.id                                    CKK 
_chem_comp.name                                  N-{[4-({5-[(4-aminopiperidin-1-yl)methyl]pyrrolo[2,1-f][1,2,4]triazin-4-yl}oxy)-3-fluorophenyl]carbamoyl}-2-(4-fluorophenyl)acetamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H27 F2 N7 O3" 
_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                    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                        535.545 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CKK 
_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        3C1X 
_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 
CKK N14  N14  N 0 1 N N N -0.337 6.224  52.396 1.988  -2.048 0.481  N14  CKK 1  
CKK C17  C17  C 0 1 Y N N -0.197 9.888  52.796 -0.647 0.185  -0.787 C17  CKK 2  
CKK C16  C16  C 0 1 Y N N -0.334 8.637  52.252 0.595  -0.387 -0.586 C16  CKK 3  
CKK C15  C15  C 0 1 Y N N -0.176 7.485  53.014 0.729  -1.467 0.278  C15  CKK 4  
CKK C19  C19  C 0 1 Y N N 0.146  7.604  54.394 -0.383 -1.970 0.938  C19  CKK 5  
CKK C20  C20  C 0 1 Y N N 0.293  8.894  54.956 -1.624 -1.398 0.737  C20  CKK 6  
CKK C21  C21  C 0 1 Y N N 0.109  10.023 54.132 -1.760 -0.320 -0.125 C21  CKK 7  
CKK C23  C23  C 0 1 Y N N -0.840 11.680 55.378 -3.242 1.426  0.280  C23  CKK 8  
CKK C12  C12  C 0 1 N N N -0.679 6.022  51.115 3.105  -1.314 0.310  C12  CKK 9  
CKK C27  C27  C 0 1 Y N N -0.475 12.603 56.386 -4.451 2.109  0.024  C27  CKK 10 
CKK C33  C33  C 0 1 N N N 2.900  11.119 56.710 -6.625 -1.620 -1.677 C33  CKK 11 
CKK F1   F1   F 0 1 N N N -1.301 -1.480 54.874 10.797 2.027  -0.545 F1   CKK 12 
CKK C2   C2   C 0 1 Y N N -1.320 -0.521 53.973 9.833  1.102  -0.342 C2   CKK 13 
CKK C3   C3   C 0 1 Y N N -0.242 -0.456 53.142 9.374  0.849  0.939  C3   CKK 14 
CKK C4   C4   C 0 1 Y N N -0.169 0.537  52.160 8.388  -0.097 1.145  C4   CKK 15 
CKK C5   C5   C 0 1 Y N N -2.403 0.350  53.931 9.301  0.410  -1.417 C5   CKK 16 
CKK C6   C6   C 0 1 Y N N -2.347 1.337  52.947 8.315  -0.536 -1.209 C6   CKK 17 
CKK C7   C7   C 0 1 Y N N -1.240 1.418  52.062 7.861  -0.792 0.072  C7   CKK 18 
CKK C8   C8   C 0 1 N N N -1.183 2.444  51.035 6.786  -1.824 0.298  C8   CKK 19 
CKK C9   C9   C 0 1 N N N -0.990 3.769  51.690 5.433  -1.167 0.214  C9   CKK 20 
CKK O10  O10  O 0 1 N N N -0.815 3.980  52.894 5.349  0.022  -0.007 O10  CKK 21 
CKK N11  N11  N 0 1 N N N -0.953 4.771  50.790 4.316  -1.901 0.385  N11  CKK 22 
CKK O13  O13  O 0 1 N N N -0.771 6.826  50.227 3.021  -0.122 0.089  O13  CKK 23 
CKK F18  F18  F 0 1 N N N -0.368 10.960 52.017 -0.778 1.239  -1.622 F18  CKK 24 
CKK O22  O22  O 0 1 N N N 0.217  11.331 54.587 -2.982 0.243  -0.322 O22  CKK 25 
CKK N24  N24  N 0 1 Y N N -2.024 11.219 55.241 -2.364 1.959  1.112  N24  CKK 26 
CKK C25  C25  C 0 1 Y N N -2.944 11.650 56.140 -2.592 3.125  1.715  C25  CKK 27 
CKK N26  N26  N 0 1 Y N N -2.746 12.499 57.098 -3.687 3.807  1.523  N26  CKK 28 
CKK N28  N28  N 0 1 Y N N -1.502 12.973 57.205 -4.677 3.315  0.660  N28  CKK 29 
CKK C29  C29  C 0 1 Y N N -1.063 13.858 58.125 -5.878 3.784  0.273  C29  CKK 30 
CKK C30  C30  C 0 1 Y N N 0.292  14.043 57.931 -6.437 2.907  -0.603 C30  CKK 31 
CKK C31  C31  C 0 1 Y N N 0.692  13.262 56.779 -5.549 1.843  -0.771 C31  CKK 32 
CKK C32  C32  C 0 1 N N N 2.069  13.242 56.181 -5.750 0.637  -1.652 C32  CKK 33 
CKK N34  N34  N 0 1 N N N 3.026  12.547 57.048 -6.193 -0.499 -0.833 N34  CKK 34 
CKK C35  C35  C 0 1 N N N 4.417  13.048 56.831 -5.140 -0.915 0.103  C35  CKK 35 
CKK C36  C36  C 0 1 N N N 5.507  12.185 57.494 -5.684 -1.999 1.036  C36  CKK 36 
CKK C37  C37  C 0 1 N N N 5.276  10.696 57.181 -6.153 -3.195 0.202  C37  CKK 37 
CKK C38  C38  C 0 1 N N N 3.862  10.275 57.509 -7.214 -2.726 -0.798 C38  CKK 38 
CKK N39  N39  N 0 1 N N N 6.151  9.807  57.982 -6.729 -4.215 1.087  N39  CKK 39 
CKK HN14 HN14 H 0 0 N N N -0.183 5.414  52.962 2.055  -2.978 0.749  HN14 CKK 40 
CKK H16  H16  H 0 1 N N N -0.571 8.544  51.202 1.460  0.005  -1.100 H16  CKK 41 
CKK H19  H19  H 0 1 N N N 0.276  6.722  55.004 -0.278 -2.809 1.609  H19  CKK 42 
CKK H20  H20  H 0 1 N N N 0.542  9.012  56.000 -2.489 -1.790 1.250  H20  CKK 43 
CKK H33  H33  H 0 1 N N N 1.873  10.792 56.931 -7.383 -1.274 -2.380 H33  CKK 44 
CKK H33A H33A H 0 0 N N N 3.134  10.994 55.642 -5.770 -2.011 -2.228 H33A CKK 45 
CKK H3   H3   H 0 1 N N N 0.559  -1.174 53.242 9.786  1.390  1.778  H3   CKK 46 
CKK H4   H4   H 0 1 N N N 0.685  0.616  51.504 8.029  -0.295 2.144  H4   CKK 47 
CKK H5   H5   H 0 1 N N N -3.234 0.268  54.616 9.655  0.609  -2.417 H5   CKK 48 
CKK H6   H6   H 0 1 N N N -3.155 2.048  52.857 7.899  -1.076 -2.047 H6   CKK 49 
CKK H8   H8   H 0 1 N N N -0.343 2.241  50.354 6.862  -2.599 -0.465 H8   CKK 50 
CKK H8A  H8A  H 0 1 N N N -2.119 2.446  50.457 6.913  -2.271 1.284  H8A  CKK 51 
CKK HN11 HN11 H 0 0 N N N -1.142 4.558  49.831 4.383  -2.853 0.562  HN11 CKK 52 
CKK H25  H25  H 0 1 N N N -3.941 11.245 56.048 -1.844 3.519  2.386  H25  CKK 53 
CKK H29  H29  H 0 1 N N N -1.666 14.338 58.881 -6.325 4.709  0.605  H29  CKK 54 
CKK H30  H30  H 0 1 N N N 0.940  14.662 58.533 -7.398 3.014  -1.082 H30  CKK 55 
CKK H32  H32  H 0 1 N N N 2.026  12.721 55.213 -6.507 0.859  -2.405 H32  CKK 56 
CKK H32A H32A H 0 0 N N N 2.407  14.282 56.059 -4.811 0.386  -2.144 H32A CKK 57 
CKK H35  H35  H 0 1 N N N 4.607  13.062 55.748 -4.292 -1.309 -0.456 H35  CKK 58 
CKK H35A H35A H 0 0 N N N 4.474  14.045 57.293 -4.819 -0.056 0.693  H35A CKK 59 
CKK H36  H36  H 0 1 N N N 6.492  12.487 57.107 -4.898 -2.319 1.720  H36  CKK 60 
CKK H36A H36A H 0 0 N N N 5.466  12.332 58.583 -6.524 -1.602 1.605  H36A CKK 61 
CKK H37  H37  H 0 1 N N N 5.494  10.596 56.107 -5.305 -3.617 -0.338 H37  CKK 62 
CKK H38  H38  H 0 1 N N N 3.674  10.417 58.583 -8.077 -2.339 -0.257 H38  CKK 63 
CKK H38A H38A H 0 0 N N N 3.723  9.213  57.257 -7.520 -3.564 -1.423 H38A CKK 64 
CKK HN39 HN39 H 0 0 N N N 6.348  8.976  57.462 -7.046 -5.015 0.559  HN39 CKK 65 
CKK HN3A HN3A H 0 0 N N N 7.007  10.281 58.190 -6.070 -4.490 1.799  HN3A CKK 66 
# 
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 
CKK N14 C15  SING N N 1  
CKK N14 C12  SING N N 2  
CKK C17 C16  DOUB N N 3  
CKK C17 C21  SING Y N 4  
CKK C17 F18  SING Y N 5  
CKK C16 C15  SING N N 6  
CKK C15 C19  DOUB Y N 7  
CKK C19 C20  SING N N 8  
CKK C20 C21  DOUB Y N 9  
CKK C21 O22  SING Y N 10 
CKK C23 C27  SING N N 11 
CKK C23 O22  SING Y N 12 
CKK C23 N24  DOUB N N 13 
CKK C12 N11  SING N N 14 
CKK C12 O13  DOUB Y N 15 
CKK C27 N28  SING N N 16 
CKK C27 C31  DOUB Y N 17 
CKK C33 N34  SING N N 18 
CKK C33 C38  SING N N 19 
CKK F1  C2   SING Y N 20 
CKK C2  C3   DOUB Y N 21 
CKK C2  C5   SING N N 22 
CKK C3  C4   SING N N 23 
CKK C4  C7   DOUB N N 24 
CKK C5  C6   DOUB N N 25 
CKK C6  C7   SING N N 26 
CKK C7  C8   SING Y N 27 
CKK C8  C9   SING Y N 28 
CKK C9  O10  DOUB Y N 29 
CKK C9  N11  SING N N 30 
CKK N24 C25  SING Y N 31 
CKK C25 N26  DOUB N N 32 
CKK N26 N28  SING Y N 33 
CKK N28 C29  SING N N 34 
CKK C29 C30  DOUB Y N 35 
CKK C30 C31  SING N N 36 
CKK C31 C32  SING N N 37 
CKK C32 N34  SING N N 38 
CKK N34 C35  SING N N 39 
CKK C35 C36  SING N N 40 
CKK C36 C37  SING N N 41 
CKK C37 C38  SING N N 42 
CKK C37 N39  SING N N 43 
CKK N14 HN14 SING Y N 44 
CKK C16 H16  SING Y N 45 
CKK C19 H19  SING N N 46 
CKK C20 H20  SING Y N 47 
CKK C33 H33  SING Y N 48 
CKK C33 H33A SING Y N 49 
CKK C3  H3   SING N N 50 
CKK C4  H4   SING Y N 51 
CKK C5  H5   SING N N 52 
CKK C6  H6   SING N N 53 
CKK C8  H8   SING N N 54 
CKK C8  H8A  SING N N 55 
CKK N11 HN11 SING N N 56 
CKK C25 H25  SING N N 57 
CKK C29 H29  SING N N 58 
CKK C30 H30  SING N N 59 
CKK C32 H32  SING N N 60 
CKK C32 H32A SING N N 61 
CKK C35 H35  SING N N 62 
CKK C35 H35A SING N N 63 
CKK C36 H36  SING N N 64 
CKK C36 H36A SING N N 65 
CKK C37 H37  SING N N 66 
CKK C38 H38  SING N N 67 
CKK C38 H38A SING N N 68 
CKK N39 HN39 SING N N 69 
CKK N39 HN3A SING N N 70 
# 
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 
CKK SMILES           ACDLabs              10.04 Fc1ccc(cc1)CC(=O)NC(=O)Nc5ccc(Oc4ncnn2c4c(cc2)CN3CCC(N)CC3)c(F)c5                                                                                                                                             
CKK InChI            InChI                1.02b InChI=1/C27H27F2N7O3/c28-19-3-1-17(2-4-19)13-24(37)34-27(38)33-21-5-6-23(22(29)14-21)39-26-25-18(7-12-36(25)32-16-31-26)15-35-10-8-20(30)9-11-35/h1-7,12,14,16,20H,8-11,13,15,30H2,(H2,33,34,37,38)/f/h33-34H 
CKK InChIKey         InChI                1.02b YQQFRBUHZZNTGY-UBXIPSODCR                                                                                                                                                                                     
CKK SMILES_CANONICAL CACTVS               3.341 NC1CCN(CC1)Cc2ccn3ncnc(Oc4ccc(NC(=O)NC(=O)Cc5ccc(F)cc5)cc4F)c23                                                                                                                                               
CKK SMILES           CACTVS               3.341 NC1CCN(CC1)Cc2ccn3ncnc(Oc4ccc(NC(=O)NC(=O)Cc5ccc(F)cc5)cc4F)c23                                                                                                                                               
CKK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CC(=O)NC(=O)Nc2ccc(c(c2)F)Oc3c4c(ccn4ncn3)CN5CCC(CC5)N)F                                                                                                                                             
CKK SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CC(=O)NC(=O)Nc2ccc(c(c2)F)Oc3c4c(ccn4ncn3)CN5CCC(CC5)N)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 
CKK "SYSTEMATIC NAME" ACDLabs              10.04 N-{[4-({5-[(4-aminopiperidin-1-yl)methyl]pyrrolo[2,1-f][1,2,4]triazin-4-yl}oxy)-3-fluorophenyl]carbamoyl}-2-(4-fluorophenyl)acetamide 
CKK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[[4-[5-[(4-aminopiperidin-1-yl)methyl]pyrrolo[2,1-f][1,2,4]triazin-4-yl]oxy-3-fluoro-phenyl]carbamoyl]-2-(4-fluorophenyl)ethanamide 
# 
