data_YKE
# 
_chem_comp.id                                    YKE 
_chem_comp.name                                  "N-[(4R)-4-(3H-imidazo[4,5-c]pyridin-2-yl)-4H-fluoren-9-yl]quinoline-5-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H19 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-05-26 
_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                        453.494 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YKE 
_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        2YKE 
_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 
YKE C1  C1  C 0 1 N N N 8.463  10.407 23.514 2.488  3.677  -1.360 C1  YKE 1  
YKE C2  C2  C 0 1 N N N 7.365  9.746  22.979 1.182  3.978  -1.757 C2  YKE 2  
YKE C3  C3  C 0 1 N N N 6.096  10.286 23.121 0.109  3.348  -1.215 C3  YKE 3  
YKE C4  C4  C 0 1 N N N 8.335  11.593 24.237 2.751  2.741  -0.415 C4  YKE 4  
YKE C5  C5  C 0 1 N N N 7.063  12.161 24.372 1.683  2.042  0.194  C5  YKE 5  
YKE C6  C6  C 0 1 N N N 5.970  11.532 23.709 0.305  2.361  -0.226 C6  YKE 6  
YKE C7  C7  C 0 1 N N N 4.869  12.199 24.413 -0.559 1.552  0.508  C7  YKE 7  
YKE C8  C8  C 0 1 N N N 6.584  13.388 25.087 1.622  1.057  1.163  C8  YKE 8  
YKE C9  C9  C 0 1 N N N 5.213  13.549 24.869 0.265  0.720  1.392  C9  YKE 9  
YKE C10 C10 C 0 1 N N N 4.461  14.539 25.473 -0.064 -0.254 2.329  C10 YKE 10 
YKE C11 C11 C 0 1 N N N 5.111  15.490 26.249 0.896  -0.941 3.081  C11 YKE 11 
YKE C12 C12 C 0 1 N N N 6.477  15.405 26.454 2.211  -0.710 2.953  C12 YKE 12 
YKE C13 C13 C 0 1 N N R 7.231  14.376 25.872 2.682  0.331  1.961  C13 YKE 13 
YKE C14 C14 C 0 1 Y N N 8.673  14.389 26.150 3.612  -0.345 0.987  C14 YKE 14 
YKE N15 N15 N 0 1 Y N N 9.202  14.559 27.360 4.735  0.157  0.556  N15 YKE 15 
YKE N16 N16 N 0 1 Y N N 9.639  14.275 25.215 3.405  -1.570 0.436  N16 YKE 16 
YKE C17 C17 C 0 1 Y N N 10.847 14.423 25.878 4.475  -1.833 -0.394 C17 YKE 17 
YKE C18 C18 C 0 1 Y N N 10.550 14.596 27.248 5.319  -0.709 -0.303 C18 YKE 18 
YKE C19 C19 C 0 1 Y N N 11.600 14.755 28.176 6.501  -0.708 -1.054 C19 YKE 19 
YKE C20 C20 C 0 1 Y N N 12.887 14.772 27.680 6.782  -1.788 -1.841 C20 YKE 20 
YKE N21 N21 N 0 1 Y N N 13.123 14.626 26.378 5.965  -2.826 -1.906 N21 YKE 21 
YKE C22 C22 C 0 1 Y N N 12.176 14.424 25.469 4.843  -2.885 -1.217 C22 YKE 22 
YKE N23 N23 N 0 1 N N N 3.519  11.723 24.608 -1.948 1.536  0.419  N23 YKE 23 
YKE C24 C24 C 0 1 N N N 2.775  10.672 24.264 -2.590 0.395  0.099  C24 YKE 24 
YKE C25 C25 C 0 1 Y N N 1.674  10.372 25.224 -4.051 0.401  -0.101 C25 YKE 25 
YKE O26 O26 O 0 1 N N N 2.884  10.123 23.177 -1.964 -0.641 -0.025 O26 YKE 26 
YKE C27 C27 C 0 1 Y N N 2.009  9.651  26.383 -4.763 1.594  -0.086 C27 YKE 27 
YKE C28 C28 C 0 1 Y N N -0.285 9.610  27.152 -6.837 0.445  -0.480 C28 YKE 28 
YKE C29 C29 C 0 1 Y N N 1.035  9.281  27.325 -6.139 1.594  -0.275 C29 YKE 29 
YKE C30 C30 C 0 1 Y N N 0.309  10.734 25.001 -4.779 -0.844 -0.326 C30 YKE 30 
YKE C31 C31 C 0 1 Y N N -0.663 10.332 25.969 -6.181 -0.799 -0.514 C31 YKE 31 
YKE N32 N32 N 0 1 Y N N -1.942 10.670 25.771 -6.859 -1.933 -0.714 N32 YKE 32 
YKE C33 C33 C 0 1 Y N N -2.326 11.262 24.664 -6.251 -3.094 -0.746 C33 YKE 33 
YKE C34 C34 C 0 1 Y N N -1.463 11.701 23.673 -4.873 -3.205 -0.574 C34 YKE 34 
YKE C35 C35 C 0 1 Y N N -0.106 11.466 23.860 -4.122 -2.084 -0.359 C35 YKE 35 
YKE H1  H1  H 0 1 N N N 9.448  9.989  23.365 3.312  4.202  -1.822 H1  YKE 36 
YKE H2  H2  H 0 1 N N N 7.500  8.812  22.453 1.022  4.732  -2.513 H2  YKE 37 
YKE H4  H4  H 0 1 N N N 9.199  12.063 24.683 3.771  2.530  -0.129 H4  YKE 38 
YKE H3  H3  H 0 1 N N N 5.225  9.746  22.780 -0.890 3.600  -1.540 H3  YKE 39 
YKE H23 H23 H 0 1 N N N 2.990  12.368 25.160 -2.454 2.346  0.588  H23 YKE 40 
YKE H10 H10 H 0 1 N N N 3.389  14.572 25.344 -1.106 -0.490 2.484  H10 YKE 41 
YKE H11 H11 H 0 1 N N N 4.549  16.298 26.694 0.565  -1.684 3.791  H11 YKE 42 
YKE H12 H12 H 0 1 N N N 6.969  16.142 27.071 2.924  -1.260 3.550  H12 YKE 43 
YKE H13 H13 H 0 1 N N N 7.422  13.649 25.069 3.260  1.077  2.506  H13 YKE 44 
YKE H16 H16 H 0 1 N N N 9.509  14.115 24.236 2.646  -2.152 0.597  H16 YKE 45 
YKE H22 H22 H 0 1 N N N 12.433 14.264 24.432 4.207  -3.755 -1.296 H22 YKE 46 
YKE H19 H19 H 0 1 N N N 11.404 14.859 29.233 7.177  0.133  -1.011 H19 YKE 47 
YKE H20 H20 H 0 1 N N N 13.716 14.906 28.359 7.691  -1.794 -2.424 H20 YKE 48 
YKE H27 H27 H 0 1 N N N 3.039  9.375  26.553 -4.244 2.527  0.074  H27 YKE 49 
YKE H29 H29 H 0 1 N N N 1.332  8.726  28.203 -6.670 2.534  -0.259 H29 YKE 50 
YKE H28 H28 H 0 1 N N N -1.024 9.332  27.889 -7.907 0.488  -0.622 H28 YKE 51 
YKE H35 H35 H 0 1 N N N 0.619  11.834 23.149 -3.053 -2.150 -0.219 H35 YKE 52 
YKE H33 H33 H 0 1 N N N -3.385 11.417 24.516 -6.834 -3.988 -0.910 H33 YKE 53 
YKE H34 H34 H 0 1 N N N -1.830 12.205 22.791 -4.400 -4.176 -0.605 H34 YKE 54 
# 
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 
YKE C1  C2  SING N N 1  
YKE C1  C4  DOUB N N 2  
YKE C2  C3  DOUB N N 3  
YKE C3  C6  SING N N 4  
YKE C4  C5  SING N N 5  
YKE C5  C6  SING N N 6  
YKE C5  C8  DOUB N N 7  
YKE C6  C7  DOUB N N 8  
YKE C7  C9  SING N N 9  
YKE C7  N23 SING N N 10 
YKE C8  C9  SING N N 11 
YKE C8  C13 SING N N 12 
YKE C9  C10 DOUB N N 13 
YKE C10 C11 SING N N 14 
YKE C11 C12 DOUB N N 15 
YKE C12 C13 SING N N 16 
YKE C13 C14 SING N N 17 
YKE C14 N15 DOUB Y N 18 
YKE C14 N16 SING Y N 19 
YKE N15 C18 SING Y N 20 
YKE N16 C17 SING Y N 21 
YKE C17 C18 SING Y N 22 
YKE C17 C22 DOUB Y N 23 
YKE C18 C19 DOUB Y N 24 
YKE C19 C20 SING Y N 25 
YKE C20 N21 DOUB Y N 26 
YKE N21 C22 SING Y N 27 
YKE N23 C24 SING N N 28 
YKE C24 C25 SING N N 29 
YKE C24 O26 DOUB N N 30 
YKE C25 C27 DOUB Y N 31 
YKE C25 C30 SING Y N 32 
YKE C27 C29 SING Y N 33 
YKE C28 C29 DOUB Y N 34 
YKE C28 C31 SING Y N 35 
YKE C30 C31 DOUB Y N 36 
YKE C30 C35 SING Y N 37 
YKE C31 N32 SING Y N 38 
YKE N32 C33 DOUB Y N 39 
YKE C33 C34 SING Y N 40 
YKE C34 C35 DOUB Y N 41 
YKE C1  H1  SING N N 42 
YKE C2  H2  SING N N 43 
YKE C4  H4  SING N N 44 
YKE C3  H3  SING N N 45 
YKE N23 H23 SING N N 46 
YKE C10 H10 SING N N 47 
YKE C11 H11 SING N N 48 
YKE C12 H12 SING N N 49 
YKE C13 H13 SING N N 50 
YKE N16 H16 SING N N 51 
YKE C22 H22 SING N N 52 
YKE C19 H19 SING N N 53 
YKE C20 H20 SING N N 54 
YKE C27 H27 SING N N 55 
YKE C29 H29 SING N N 56 
YKE C28 H28 SING N N 57 
YKE C35 H35 SING N N 58 
YKE C33 H33 SING N N 59 
YKE C34 H34 SING N N 60 
# 
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 
YKE SMILES           ACDLabs              12.01 "O=C(c2c1cccnc1ccc2)NC=6C5=CC=CC(c4nc3ccncc3n4)C5=C7C=CC=CC=67"                                                                                                                    
YKE SMILES_CANONICAL CACTVS               3.370 "O=C(NC1=C2C=CC=CC2=C3[C@@H](C=CC=C13)c4[nH]c5cnccc5n4)c6cccc7ncccc67"                                                                                                             
YKE SMILES           CACTVS               3.370 "O=C(NC1=C2C=CC=CC2=C3[CH](C=CC=C13)c4[nH]c5cnccc5n4)c6cccc7ncccc67"                                                                                                               
YKE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1cc(c2cccnc2c1)C(=O)NC3=C4C=CC=CC4=C5C3=CC=CC5c6[nH]c7cnccc7n6"                                                                                                                  
YKE SMILES           "OpenEye OEToolkits" 1.7.2 "c1cc(c2cccnc2c1)C(=O)NC3=C4C=CC=CC4=C5C3=CC=CC5c6[nH]c7cnccc7n6"                                                                                                                  
YKE InChI            InChI                1.03  "InChI=1S/C29H19N5O/c35-29(20-8-4-12-23-17(20)11-5-14-31-23)34-27-19-7-2-1-6-18(19)26-21(27)9-3-10-22(26)28-32-24-13-15-30-16-25(24)33-28/h1-16,22H,(H,32,33)(H,34,35)/t22-/m1/s1" 
YKE InChIKey         InChI                1.03  YDMHGGAKCRWQBD-JOCHJYFZSA-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 
YKE "SYSTEMATIC NAME" ACDLabs              12.01 "N-[(4R)-4-(3H-imidazo[4,5-c]pyridin-2-yl)-4H-fluoren-9-yl]quinoline-5-carboxamide" 
YKE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "N-[4-(3H-imidazo[4,5-c]pyridin-2-yl)-4H-fluoren-9-yl]quinoline-5-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 
YKE "Create component"     2011-05-26 EBI  
YKE "Modify aromatic_flag" 2011-06-04 RCSB 
YKE "Modify descriptor"    2011-06-04 RCSB 
# 
