data_6YN
# 
_chem_comp.id                                    6YN 
_chem_comp.name                                  "~{N}-[4-[(3~{S})-3-azanylpiperidin-1-yl]pyridin-3-yl]-2-[2,6-bis(fluoranyl)phenyl]imidazo[1,5-b]pyridazin-7-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H21 F2 N7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-07-26 
_chem_comp.pdbx_modified_date                    2016-11-04 
_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                        421.446 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6YN 
_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        5KZI 
_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 
6YN F1  F1  F 0 1 N N N -43.066 -2.910 3.019  3.957  0.497  -2.401 F1  6YN 1  
6YN C12 C1  C 0 1 Y N N -44.074 -2.054 3.262  4.318  1.090  -1.242 C12 6YN 2  
6YN C11 C2  C 0 1 Y N N -44.618 -2.013 4.544  5.076  2.246  -1.262 C11 6YN 3  
6YN C2  C3  C 0 1 Y N N -45.669 -1.142 4.829  5.445  2.855  -0.076 C2  6YN 4  
6YN C1  C4  C 0 1 Y N N -46.162 -0.321 3.817  5.060  2.313  1.136  C1  6YN 5  
6YN C10 C5  C 0 1 Y N N -45.605 -0.364 2.540  4.301  1.158  1.171  C10 6YN 6  
6YN F2  F2  F 0 1 N N N -46.097 0.439  1.587  3.926  0.629  2.356  F2  6YN 7  
6YN C3  C6  C 0 1 Y N N -44.553 -1.227 2.238  3.921  0.541  -0.022 C3  6YN 8  
6YN C4  C7  C 0 1 Y N N -43.991 -1.298 0.942  3.107  -0.698 0.007  C4  6YN 9  
6YN C7  C8  C 0 1 Y N N -44.754 -1.229 -0.231 3.755  -1.955 0.041  C7  6YN 10 
6YN C6  C9  C 0 1 Y N N -44.141 -1.314 -1.484 3.024  -3.099 0.068  C6  6YN 11 
6YN N1  N1  N 0 1 Y N N -42.674 -1.451 0.804  1.798  -0.611 0.006  N1  6YN 12 
6YN N2  N2  N 0 1 Y N N -42.114 -1.536 -0.301 1.009  -1.765 0.033  N2  6YN 13 
6YN C5  C10 C 0 1 Y N N -42.763 -1.482 -1.512 1.618  -3.013 0.062  C5  6YN 14 
6YN C9  C11 C 0 1 Y N N -41.835 -1.615 -2.477 0.601  -3.943 0.082  C9  6YN 15 
6YN N3  N3  N 0 1 Y N N -40.619 -1.750 -1.920 -0.555 -3.275 0.062  N3  6YN 16 
6YN C8  C12 C 0 1 Y N N -40.792 -1.715 -0.599 -0.324 -1.979 0.040  C8  6YN 17 
6YN N4  N4  N 0 1 N N N -39.943 -1.786 0.427  -1.298 -0.987 0.015  N4  6YN 18 
6YN C13 C13 C 0 1 Y N N -38.668 -2.158 0.438  -2.651 -1.337 -0.076 C13 6YN 19 
6YN C17 C14 C 0 1 Y N N -37.894 -2.193 -0.715 -3.025 -2.656 -0.279 C17 6YN 20 
6YN N5  N5  N 0 1 Y N N -36.622 -2.562 -0.659 -4.299 -2.991 -0.365 N5  6YN 21 
6YN C16 C15 C 0 1 Y N N -36.041 -2.901 0.484  -5.264 -2.097 -0.264 C16 6YN 22 
6YN C15 C16 C 0 1 Y N N -36.744 -2.885 1.683  -4.977 -0.761 -0.063 C15 6YN 23 
6YN C14 C17 C 0 1 Y N N -38.083 -2.514 1.655  -3.648 -0.361 0.041  C14 6YN 24 
6YN N6  N6  N 0 1 N N N -38.786 -2.459 2.876  -3.318 0.977  0.252  N6  6YN 25 
6YN C22 C18 C 0 1 N N N -38.835 -3.631 3.777  -3.820 1.821  -0.840 C22 6YN 26 
6YN C18 C19 C 0 1 N N N -39.265 -1.118 3.334  -3.813 1.443  1.554  C18 6YN 27 
6YN C19 C20 C 0 1 N N N -40.469 -1.205 4.272  -3.309 2.865  1.813  C19 6YN 28 
6YN C20 C21 C 0 1 N N N -40.248 -2.270 5.341  -3.805 3.789  0.697  C20 6YN 29 
6YN C21 C22 C 0 1 N N S -40.086 -3.649 4.656  -3.316 3.254  -0.652 C21 6YN 30 
6YN N7  N7  N 0 1 N N N -39.973 -4.711 5.667  -3.836 4.102  -1.733 N7  6YN 31 
6YN H1  H1  H 0 1 N N N -44.225 -2.656 5.318  5.380  2.675  -2.205 H1  6YN 32 
6YN H2  H2  H 0 1 N N N -46.095 -1.104 5.821  6.038  3.757  -0.098 H2  6YN 33 
6YN H3  H3  H 0 1 N N N -46.981 0.353  4.023  5.352  2.793  2.058  H3  6YN 34 
6YN H4  H4  H 0 1 N N N -45.825 -1.109 -0.166 4.834  -2.005 0.045  H4  6YN 35 
6YN H5  H5  H 0 1 N N N -44.717 -1.251 -2.395 3.514  -4.062 0.094  H5  6YN 36 
6YN H6  H6  H 0 1 N N N -42.036 -1.614 -3.538 0.718  -5.016 0.103  H6  6YN 37 
6YN H7  H7  H 0 1 N N N -40.320 -1.521 1.315  -1.041 -0.053 0.060  H7  6YN 38 
6YN H8  H8  H 0 1 N N N -38.331 -1.918 -1.663 -2.265 -3.419 -0.367 H8  6YN 39 
6YN H9  H9  H 0 1 N N N -35.002 -3.195 0.483  -6.293 -2.414 -0.341 H9  6YN 40 
6YN H10 H10 H 0 1 N N N -36.262 -3.154 2.612  -5.774 -0.037 0.018  H10 6YN 41 
6YN H11 H11 H 0 1 N N N -38.821 -4.545 3.166  -3.461 1.433  -1.793 H11 6YN 42 
6YN H12 H12 H 0 1 N N N -37.948 -3.612 4.428  -4.910 1.815  -0.832 H12 6YN 43 
6YN H13 H13 H 0 1 N N N -38.443 -0.614 3.864  -4.903 1.439  1.550  H13 6YN 44 
6YN H14 H14 H 0 1 N N N -39.550 -0.527 2.451  -3.449 0.780  2.339  H14 6YN 45 
6YN H15 H15 H 0 1 N N N -40.617 -0.230 4.760  -3.690 3.216  2.772  H15 6YN 46 
6YN H16 H16 H 0 1 N N N -41.364 -1.462 3.687  -2.219 2.868  1.830  H16 6YN 47 
6YN H17 H17 H 0 1 N N N -39.339 -2.034 5.914  -4.895 3.816  0.705  H17 6YN 48 
6YN H18 H18 H 0 1 N N N -41.113 -2.295 6.020  -3.414 4.794  0.855  H18 6YN 49 
6YN H19 H19 H 0 1 N N N -40.965 -3.833 4.021  -2.227 3.263  -0.674 H19 6YN 50 
6YN H20 H20 H 0 1 N N N -40.794 -4.717 6.238  -3.517 5.054  -1.631 H20 6YN 51 
6YN H21 H21 H 0 1 N N N -39.877 -5.596 5.211  -3.583 3.732  -2.637 H21 6YN 52 
# 
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 
6YN C9  N3  SING Y N 1  
6YN C9  C5  DOUB Y N 2  
6YN N3  C8  DOUB Y N 3  
6YN C5  C6  SING Y N 4  
6YN C5  N2  SING Y N 5  
6YN C6  C7  DOUB Y N 6  
6YN C17 N5  DOUB Y N 7  
6YN C17 C13 SING Y N 8  
6YN N5  C16 SING Y N 9  
6YN C8  N2  SING Y N 10 
6YN C8  N4  SING N N 11 
6YN N2  N1  SING Y N 12 
6YN C7  C4  SING Y N 13 
6YN N4  C13 SING N N 14 
6YN C13 C14 DOUB Y N 15 
6YN C16 C15 DOUB Y N 16 
6YN N1  C4  DOUB Y N 17 
6YN C4  C3  SING N N 18 
6YN F2  C10 SING N N 19 
6YN C14 C15 SING Y N 20 
6YN C14 N6  SING N N 21 
6YN C3  C10 DOUB Y N 22 
6YN C3  C12 SING Y N 23 
6YN C10 C1  SING Y N 24 
6YN N6  C18 SING N N 25 
6YN N6  C22 SING N N 26 
6YN F1  C12 SING N N 27 
6YN C12 C11 DOUB Y N 28 
6YN C18 C19 SING N N 29 
6YN C22 C21 SING N N 30 
6YN C1  C2  DOUB Y N 31 
6YN C19 C20 SING N N 32 
6YN C11 C2  SING Y N 33 
6YN C21 C20 SING N N 34 
6YN C21 N7  SING N N 35 
6YN C11 H1  SING N N 36 
6YN C2  H2  SING N N 37 
6YN C1  H3  SING N N 38 
6YN C7  H4  SING N N 39 
6YN C6  H5  SING N N 40 
6YN C9  H6  SING N N 41 
6YN N4  H7  SING N N 42 
6YN C17 H8  SING N N 43 
6YN C16 H9  SING N N 44 
6YN C15 H10 SING N N 45 
6YN C22 H11 SING N N 46 
6YN C22 H12 SING N N 47 
6YN C18 H13 SING N N 48 
6YN C18 H14 SING N N 49 
6YN C19 H15 SING N N 50 
6YN C19 H16 SING N N 51 
6YN C20 H17 SING N N 52 
6YN C20 H18 SING N N 53 
6YN C21 H19 SING N N 54 
6YN N7  H20 SING N N 55 
6YN N7  H21 SING N N 56 
# 
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 
6YN InChI            InChI                1.03  "InChI=1S/C22H21F2N7/c23-16-4-1-5-17(24)21(16)18-7-6-15-11-27-22(31(15)29-18)28-19-12-26-9-8-20(19)30-10-2-3-14(25)13-30/h1,4-9,11-12,14H,2-3,10,13,25H2,(H,27,28)/t14-/m0/s1" 
6YN InChIKey         InChI                1.03  MLPJIYXHHVPOPK-AWEZNQCLSA-N                                                                                                                                                    
6YN SMILES_CANONICAL CACTVS               3.385 "N[C@H]1CCCN(C1)c2ccncc2Nc3ncc4ccc(nn34)c5c(F)cccc5F"                                                                                                                          
6YN SMILES           CACTVS               3.385 "N[CH]1CCCN(C1)c2ccncc2Nc3ncc4ccc(nn34)c5c(F)cccc5F"                                                                                                                           
6YN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1cc(c(c(c1)F)c2ccc3cnc(n3n2)Nc4cnccc4N5CCC[C@@H](C5)N)F"                                                                                                                     
6YN SMILES           "OpenEye OEToolkits" 2.0.5 "c1cc(c(c(c1)F)c2ccc3cnc(n3n2)Nc4cnccc4N5CCCC(C5)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 
6YN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "~{N}-[4-[(3~{S})-3-azanylpiperidin-1-yl]pyridin-3-yl]-2-[2,6-bis(fluoranyl)phenyl]imidazo[1,5-b]pyridazin-7-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
6YN "Create component" 2016-07-26 RCSB 
6YN "Initial release"  2016-11-09 RCSB 
# 
