data_YKJ
# 
_chem_comp.id                                    YKJ 
_chem_comp.name                                  "2-AMINO-N-[4-(3H-IMIDAZO[4,5-C]PYRIDIN-2-YL)--9H-FLUOREN-9-YL]-ISONICOTINAMIDE" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H18 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-05-27 
_chem_comp.pdbx_modified_date                    2011-10-14 
_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                        418.450 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YKJ 
_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        2YKJ 
_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 
YKJ C1   C1   C 0 1 Y N N 13.152 14.495 26.276 -6.839 1.616  1.385  C1   YKJ 1  
YKJ N1   N1   N 0 1 Y N N 12.926 14.672 27.652 -7.514 0.586  0.901  N1   YKJ 2  
YKJ C2   C2   C 0 1 Y N N 11.603 14.736 28.144 -6.915 -0.464 0.374  C2   YKJ 3  
YKJ N2   N2   N 0 1 Y N N 9.135  14.634 27.373 -4.614 -1.437 -0.158 N2   YKJ 4  
YKJ C3   C3   C 0 1 Y N N 12.105 14.363 25.332 -5.474 1.648  1.365  C3   YKJ 5  
YKJ N3   N3   N 0 1 Y N N 9.592  14.351 25.237 -3.481 0.263  0.640  N3   YKJ 6  
YKJ C4   C4   C 0 1 Y N N 8.593  14.474 26.133 -3.370 -0.912 0.066  C4   YKJ 7  
YKJ N4   N4   N 0 1 N N N 3.304  11.880 24.755 2.365  -0.449 -0.338 N4   YKJ 8  
YKJ C5   C5   C 0 1 Y N N 10.785 14.432 25.835 -4.780 0.561  0.818  C5   YKJ 9  
YKJ N5   N5   N 0 1 Y N N -1.404 10.612 26.159 6.819  -0.229 1.996  N5   YKJ 10 
YKJ C6   C6   C 0 1 Y N N 10.507 14.612 27.258 -5.532 -0.520 0.311  C6   YKJ 11 
YKJ N6   N6   N 0 1 N N N -2.542 11.630 24.405 8.278  0.793  0.470  N6   YKJ 12 
YKJ C7   C7   C 0 1 Y N N 7.249  14.462 25.882 -2.095 -1.569 -0.285 C7   YKJ 13 
YKJ C8   C8   C 0 1 Y N N 4.360  14.754 25.481 0.300  -2.809 -0.945 C8   YKJ 14 
YKJ C9   C9   C 0 1 Y N N 5.076  15.729 26.264 -0.808 -3.572 -0.613 C9   YKJ 15 
YKJ C10  C10  C 0 1 Y N N 6.500  15.572 26.445 -2.000 -2.960 -0.285 C10  YKJ 16 
YKJ C11  C11  C 0 1 N N N 2.215  11.719 23.989 3.575  0.023  -0.698 C11  YKJ 17 
YKJ C12  C12  C 0 1 Y N N 1.053  11.234 24.920 4.715  -0.064 0.244  C12  YKJ 18 
YKJ O13  O13  O 0 1 N N N 2.178  11.914 22.759 3.731  0.521  -1.796 O13  YKJ 19 
YKJ C14  C14  C 0 1 Y N N 1.064  10.531 26.170 4.556  -0.633 1.513  C14  YKJ 20 
YKJ C15  C15  C 0 1 Y N N -0.193 10.233 26.769 5.641  -0.696 2.363  C15  YKJ 21 
YKJ C16  C16  C 0 1 N N R 4.560  12.625 24.138 1.238  -0.363 -1.270 C16  YKJ 22 
YKJ C17  C17  C 0 1 Y N N 5.083  13.637 24.911 0.221  -1.433 -0.956 C17  YKJ 23 
YKJ C18  C18  C 0 1 Y N N 6.502  13.450 25.075 -0.970 -0.794 -0.628 C18  YKJ 24 
YKJ C19  C19  C 0 1 Y N N 5.608  11.679 23.763 0.523  0.955  -1.102 C19  YKJ 25 
YKJ C20  C20  C 0 1 Y N N 6.840  12.245 24.380 -0.787 0.674  -0.717 C20  YKJ 26 
YKJ C21  C21  C 0 1 Y N N 8.090  11.509 24.170 -1.674 1.728  -0.488 C21  YKJ 27 
YKJ C22  C22  C 0 1 Y N N 8.134  10.265 23.391 -1.249 3.031  -0.642 C22  YKJ 28 
YKJ C23  C23  C 0 1 Y N N 6.906  9.746  22.808 0.053  3.300  -1.025 C23  YKJ 29 
YKJ C24  C24  C 0 1 Y N N 5.662  10.463 23.001 0.937  2.260  -1.254 C24  YKJ 30 
YKJ C25  C25  C 0 1 Y N N -0.178 11.641 24.264 5.975  0.419  -0.109 C25  YKJ 31 
YKJ C26  C26  C 0 1 Y N N -1.383 11.297 24.940 7.016  0.317  0.808  C26  YKJ 32 
YKJ H1   H1   H 0 1 N N N 14.172 14.458 25.922 -7.381 2.452  1.801  H1   YKJ 33 
YKJ H3   H3   H 0 1 N N N 12.304 14.217 24.281 -4.938 2.497  1.765  H3   YKJ 34 
YKJ H2   H2   H 0 1 N N N 11.428 14.880 29.200 -7.504 -1.283 -0.010 H2   YKJ 35 
YKJ HA   HA   H 0 1 N N N 8.622  14.748 28.224 -4.813 -2.293 -0.569 HA   YKJ 36 
YKJ H4   H4   H 0 1 N N N 3.323  11.538 25.694 2.241  -0.846 0.538  H4   YKJ 37 
YKJ H16  H16  H 0 1 N N N 4.165  13.120 23.239 1.591  -0.470 -2.296 H16  YKJ 38 
YKJ H15  H15  H 0 1 N N N -0.218 9.705  27.711 5.524  -1.134 3.343  H15  YKJ 39 
YKJ H61N H61N H 0 0 N N N -3.285 11.318 24.997 9.009  0.724  1.105  H61N YKJ 40 
YKJ H62N H62N H 0 0 N N N -2.590 12.624 24.306 8.429  1.195  -0.400 H62N YKJ 41 
YKJ H10  H10  H 0 1 N N N 7.032  16.312 27.024 -2.860 -3.559 -0.026 H10  YKJ 42 
YKJ H8   H8   H 0 1 N N N 3.297  14.855 25.321 1.230  -3.296 -1.201 H8   YKJ 43 
YKJ H9   H9   H 0 1 N N N 4.556  16.564 26.709 -0.737 -4.649 -0.607 H9   YKJ 44 
YKJ H14  H14  H 0 1 N N N 1.991  10.238 26.640 3.596  -1.018 1.824  H14  YKJ 45 
YKJ H25  H25  H 0 1 N N N -0.179 12.171 23.323 6.140  0.865  -1.079 H25  YKJ 46 
YKJ H24  H24  H 0 1 N N N 4.755  10.074 22.562 1.954  2.472  -1.552 H24  YKJ 47 
YKJ H21  H21  H 0 1 N N N 9.004  11.892 24.600 -2.691 1.523  -0.190 H21  YKJ 48 
YKJ H22  H22  H 0 1 N N N 9.068  9.741  23.252 -1.936 3.845  -0.465 H22  YKJ 49 
YKJ H23  H23  H 0 1 N N N 6.922  8.831  22.234 0.380  4.322  -1.144 H23  YKJ 50 
# 
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 
YKJ C1  N1   DOUB Y N 1  
YKJ C1  C3   SING Y N 2  
YKJ N1  C2   SING Y N 3  
YKJ C2  C6   DOUB Y N 4  
YKJ N2  C4   SING Y N 5  
YKJ N2  C6   SING Y N 6  
YKJ C3  C5   DOUB Y N 7  
YKJ N3  C4   DOUB Y N 8  
YKJ N3  C5   SING Y N 9  
YKJ C4  C7   SING Y N 10 
YKJ N4  C11  SING N N 11 
YKJ N4  C16  SING N N 12 
YKJ C5  C6   SING Y N 13 
YKJ N5  C15  SING Y N 14 
YKJ N5  C26  DOUB Y N 15 
YKJ N6  C26  SING N N 16 
YKJ C7  C10  SING Y N 17 
YKJ C7  C18  DOUB Y N 18 
YKJ C8  C9   SING Y N 19 
YKJ C8  C17  DOUB Y N 20 
YKJ C9  C10  DOUB Y N 21 
YKJ C11 C12  SING N N 22 
YKJ C11 O13  DOUB N N 23 
YKJ C12 C14  SING Y N 24 
YKJ C12 C25  DOUB Y N 25 
YKJ C14 C15  DOUB Y N 26 
YKJ C16 C17  SING N N 27 
YKJ C16 C19  SING N N 28 
YKJ C17 C18  SING Y N 29 
YKJ C18 C20  SING Y N 30 
YKJ C19 C20  SING Y N 31 
YKJ C19 C24  DOUB Y N 32 
YKJ C20 C21  DOUB Y N 33 
YKJ C21 C22  SING Y N 34 
YKJ C22 C23  DOUB Y N 35 
YKJ C23 C24  SING Y N 36 
YKJ C25 C26  SING Y N 37 
YKJ C1  H1   SING N N 38 
YKJ C3  H3   SING N N 39 
YKJ C2  H2   SING N N 40 
YKJ N2  HA   SING N N 41 
YKJ N4  H4   SING N N 42 
YKJ C16 H16  SING N N 43 
YKJ C15 H15  SING N N 44 
YKJ N6  H61N SING N N 45 
YKJ N6  H62N SING N N 46 
YKJ C10 H10  SING N N 47 
YKJ C8  H8   SING N N 48 
YKJ C9  H9   SING N N 49 
YKJ C14 H14  SING N N 50 
YKJ C25 H25  SING N N 51 
YKJ C24 H24  SING N N 52 
YKJ C21 H21  SING N N 53 
YKJ C22 H22  SING N N 54 
YKJ C23 H23  SING N N 55 
# 
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 
YKJ SMILES           ACDLabs              12.01 "O=C(c1ccnc(N)c1)NC6c2ccccc2c5c6cccc5c4nc3ccncc3n4"                                                                                                                              
YKJ SMILES_CANONICAL CACTVS               3.370 "Nc1cc(ccn1)C(=O)N[C@@H]2c3ccccc3c4c2cccc4c5[nH]c6cnccc6n5"                                                                                                                      
YKJ SMILES           CACTVS               3.370 "Nc1cc(ccn1)C(=O)N[CH]2c3ccccc3c4c2cccc4c5[nH]c6cnccc6n5"                                                                                                                        
YKJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc2c(c1)-c3c(cccc3[C@@H]2NC(=O)c4ccnc(c4)N)c5[nH]c6cnccc6n5"                                                                                                                 
YKJ SMILES           "OpenEye OEToolkits" 1.7.2 "c1ccc2c(c1)-c3c(cccc3C2NC(=O)c4ccnc(c4)N)c5[nH]c6cnccc6n5"                                                                                                                      
YKJ InChI            InChI                1.03  "InChI=1S/C25H18N6O/c26-21-12-14(8-11-28-21)25(32)31-23-16-5-2-1-4-15(16)22-17(23)6-3-7-18(22)24-29-19-9-10-27-13-20(19)30-24/h1-13,23H,(H2,26,28)(H,29,30)(H,31,32)/t23-/m1/s1" 
YKJ InChIKey         InChI                1.03  MLQIPNRXDPWOES-HSZRJFAPSA-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 
YKJ "SYSTEMATIC NAME" ACDLabs              12.01 "2-amino-N-[(9R)-4-(3H-imidazo[4,5-c]pyridin-2-yl)-9H-fluoren-9-yl]pyridine-4-carboxamide"  
YKJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "2-azanyl-N-[(9R)-4-(3H-imidazo[4,5-c]pyridin-2-yl)-9H-fluoren-9-yl]pyridine-4-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 
YKJ "Create component"     2011-05-27 EBI  
YKJ "Modify aromatic_flag" 2011-06-04 RCSB 
YKJ "Modify descriptor"    2011-06-04 RCSB 
# 
