data_LQF
# 
_chem_comp.id                                    LQF 
_chem_comp.name                                  "5-(furan-2-ylmethylamino)-9-(phenylmethyl)-8,10-dihydro-7H-[1,2,4]triazolo[3,4-a][2,7]naphthyridine-6-carbonitrile" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2016-10-17 
_chem_comp.pdbx_modified_date                    2017-01-20 
_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                        384.434 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LQF 
_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        5H19 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
LQF C2  C1  C 0 1 Y N N 4.871 13.191 11.751 -0.705 1.307  -0.256 C2  LQF 1  
LQF C3  C2  C 0 1 Y N N 5.866 14.006 14.347 1.984  0.624  -0.014 C3  LQF 2  
LQF C11 C3  C 0 1 N N N 7.869 14.851 13.074 1.408  -1.732 -0.306 C11 LQF 3  
LQF C13 C4  C 0 1 N N N 4.215 12.816 10.433 -2.137 1.753  -0.391 C13 LQF 4  
LQF C15 C5  C 0 1 N N N 6.828 14.172 10.562 -1.362 -1.089 -0.547 C15 LQF 5  
LQF C16 C6  C 0 1 Y N N 6.968 16.633 16.165 5.200  -1.240 0.164  C16 LQF 6  
LQF C18 C7  C 0 1 Y N N 6.158 17.145 17.088 5.860  -1.402 1.325  C18 LQF 7  
LQF C19 C8  C 0 1 Y N N 6.980 18.661 15.707 7.337  -1.322 -0.326 C19 LQF 8  
LQF C20 C9  C 0 1 N N N 5.940 14.156 9.291  -2.673 -0.497 -1.064 C20 LQF 9  
LQF C21 C10 C 0 1 Y N N 6.154 18.571 16.757 7.237  -1.455 1.009  C21 LQF 10 
LQF C22 C11 C 0 1 N N N 7.358 15.172 16.054 3.705  -1.130 0.008  C22 LQF 11 
LQF C23 C12 C 0 1 N N N 4.455 12.656 7.970  -4.444 1.028  -0.424 C23 LQF 12 
LQF C24 C13 C 0 1 Y N N 5.450 12.231 6.873  -5.368 -0.084 0.001  C24 LQF 13 
LQF C25 C14 C 0 1 Y N N 5.898 13.161 5.916  -5.842 -0.131 1.299  C25 LQF 14 
LQF C26 C15 C 0 1 Y N N 5.925 10.902 6.837  -5.744 -1.055 -0.908 C26 LQF 15 
LQF C27 C16 C 0 1 Y N N 6.849 10.510 5.853  -6.592 -2.075 -0.518 C27 LQF 16 
LQF C28 C17 C 0 1 Y N N 6.827 12.780 4.937  -6.689 -1.152 1.689  C28 LQF 17 
LQF C29 C18 C 0 1 Y N N 7.294 11.455 4.907  -7.062 -2.125 0.781  C29 LQF 18 
LQF N1  N1  N 0 1 Y N N 4.687 13.377 14.169 1.610  1.934  0.071  N1  LQF 19 
LQF C4  C19 C 0 1 Y N N 4.198 12.939 13.034 0.290  2.290  -0.045 C4  LQF 20 
LQF C5  C20 C 0 1 Y N N 6.586 14.202 13.186 1.021  -0.356 -0.216 C5  LQF 21 
LQF C6  C21 C 0 1 Y N N 6.051 13.837 11.831 -0.348 0.005  -0.335 C6  LQF 22 
LQF N7  N2  N 0 1 Y N N 3.061 12.345 13.117 0.238  3.606  0.077  N7  LQF 23 
LQF N8  N3  N 0 1 Y N N 2.767 12.384 14.515 1.424  4.070  0.258  N8  LQF 24 
LQF N9  N4  N 0 1 N N N 6.246 14.321 15.594 3.307  0.277  0.100  N9  LQF 25 
LQF C10 C22 C 0 1 Y N N 3.769 12.991 15.018 2.297  3.098  0.263  C10 LQF 26 
LQF N12 N5  N 0 1 N N N 5.152 12.894 9.264  -3.051 0.625  -0.189 N12 LQF 27 
LQF N14 N6  N 0 1 N N N 8.885 15.375 12.938 1.716  -2.823 -0.377 N14 LQF 28 
LQF O17 O1  O 0 1 Y N N 7.541 17.505 15.303 6.100  -1.187 -0.832 O17 LQF 29 
LQF H1  H1  H 0 1 N N N 3.374 13.502 10.253 -2.345 2.522  0.352  H1  LQF 30 
LQF H2  H2  H 0 1 N N N 3.838 11.786 10.511 -2.291 2.166  -1.388 H2  LQF 31 
LQF H3  H3  H 0 1 N N N 7.633 13.433 10.437 -1.544 -1.601 0.398  H3  LQF 32 
LQF H4  H4  H 0 1 N N N 7.265 15.175 10.672 -0.977 -1.803 -1.276 H4  LQF 33 
LQF H5  H5  H 0 1 N N N 5.634 16.636 17.883 5.422  -1.476 2.309  H5  LQF 34 
LQF H6  H6  H 0 1 N N N 7.183 19.601 15.215 8.255  -1.320 -0.893 H6  LQF 35 
LQF H7  H7  H 0 1 N N N 6.577 14.212 8.396  -2.537 -0.138 -2.084 H7  LQF 36 
LQF H8  H8  H 0 1 N N N 5.256 15.017 9.309  -3.453 -1.258 -1.043 H8  LQF 37 
LQF H9  H9  H 0 1 N N N 5.611 19.366 17.246 8.053  -1.582 1.706  H9  LQF 38 
LQF H10 H10 H 0 1 N N N 7.686 14.819 17.043 3.411  -1.528 -0.963 H10 LQF 39 
LQF H11 H11 H 0 1 N N N 8.189 15.083 15.339 3.215  -1.699 0.798  H11 LQF 40 
LQF H12 H12 H 0 1 N N N 3.951 13.582 7.658  -4.589 1.236  -1.484 H12 LQF 41 
LQF H13 H13 H 0 1 N N N 3.708 11.860 8.105  -4.665 1.925  0.155  H13 LQF 42 
LQF H14 H14 H 0 1 N N N 5.524 14.174 5.936  -5.551 0.630  2.008  H14 LQF 43 
LQF H15 H15 H 0 1 N N N 5.578 10.185 7.567  -5.377 -1.016 -1.923 H15 LQF 44 
LQF H16 H16 H 0 1 N N N 7.214 9.494  5.822  -6.886 -2.834 -1.229 H16 LQF 45 
LQF H17 H17 H 0 1 N N N 7.180 13.499 4.212  -7.059 -1.188 2.702  H17 LQF 46 
LQF H18 H18 H 0 1 N N N 8.003 11.157 4.149  -7.723 -2.922 1.085  H18 LQF 47 
LQF H19 H19 H 0 1 N N N 5.433 14.739 16.000 3.978  0.963  0.241  H19 LQF 48 
LQF H20 H20 H 0 1 N N N 3.855 13.175 16.079 3.364  3.197  0.394  H20 LQF 49 
# 
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 
LQF C29 C28 DOUB Y N 1  
LQF C29 C27 SING Y N 2  
LQF C28 C25 SING Y N 3  
LQF C27 C26 DOUB Y N 4  
LQF C25 C24 DOUB Y N 5  
LQF C26 C24 SING Y N 6  
LQF C24 C23 SING N N 7  
LQF C23 N12 SING N N 8  
LQF N12 C20 SING N N 9  
LQF N12 C13 SING N N 10 
LQF C20 C15 SING N N 11 
LQF C13 C2  SING N N 12 
LQF C15 C6  SING N N 13 
LQF C2  C6  DOUB Y N 14 
LQF C2  C4  SING Y N 15 
LQF C6  C5  SING Y N 16 
LQF N14 C11 TRIP N N 17 
LQF C4  N7  DOUB Y N 18 
LQF C4  N1  SING Y N 19 
LQF C11 C5  SING N N 20 
LQF N7  N8  SING Y N 21 
LQF C5  C3  DOUB Y N 22 
LQF N1  C3  SING Y N 23 
LQF N1  C10 SING Y N 24 
LQF C3  N9  SING N N 25 
LQF N8  C10 DOUB Y N 26 
LQF O17 C19 SING Y N 27 
LQF O17 C16 SING Y N 28 
LQF N9  C22 SING N N 29 
LQF C19 C21 DOUB Y N 30 
LQF C22 C16 SING N N 31 
LQF C16 C18 DOUB Y N 32 
LQF C21 C18 SING Y N 33 
LQF C13 H1  SING N N 34 
LQF C13 H2  SING N N 35 
LQF C15 H3  SING N N 36 
LQF C15 H4  SING N N 37 
LQF C18 H5  SING N N 38 
LQF C19 H6  SING N N 39 
LQF C20 H7  SING N N 40 
LQF C20 H8  SING N N 41 
LQF C21 H9  SING N N 42 
LQF C22 H10 SING N N 43 
LQF C22 H11 SING N N 44 
LQF C23 H12 SING N N 45 
LQF C23 H13 SING N N 46 
LQF C25 H14 SING N N 47 
LQF C26 H15 SING N N 48 
LQF C27 H16 SING N N 49 
LQF C28 H17 SING N N 50 
LQF C29 H18 SING N N 51 
LQF N9  H19 SING N N 52 
LQF C10 H20 SING N N 53 
# 
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 
LQF InChI            InChI                1.03  "InChI=1S/C22H20N6O/c23-11-19-18-8-9-27(13-16-5-2-1-3-6-16)14-20(18)22-26-25-15-28(22)21(19)24-12-17-7-4-10-29-17/h1-7,10,15,24H,8-9,12-14H2" 
LQF InChIKey         InChI                1.03  QBTUKQKTXYTWPD-UHFFFAOYSA-N                                                                                                                   
LQF SMILES_CANONICAL CACTVS               3.385 "N#Cc1c2CCN(Cc3ccccc3)Cc2c4nncn4c1NCc5occc5"                                                                                                  
LQF SMILES           CACTVS               3.385 "N#Cc1c2CCN(Cc3ccccc3)Cc2c4nncn4c1NCc5occc5"                                                                                                  
LQF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CN2CCc3c(c4nncn4c(c3C#N)NCc5ccco5)C2"                                                                                              
LQF SMILES           "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CN2CCc3c(c4nncn4c(c3C#N)NCc5ccco5)C2"                                                                                              
# 
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 
LQF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-(furan-2-ylmethylamino)-9-(phenylmethyl)-8,10-dihydro-7~{H}-[1,2,4]triazolo[3,4-a][2,7]naphthyridine-6-carbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
LQF "Create component" 2016-10-17 PDBJ 
LQF "Initial release"  2017-01-25 RCSB 
# 
