data_A1AAE
# 
_chem_comp.id                                    A1AAE 
_chem_comp.name                                  "(3M)-N~6~-ethyl-3-(1-methyl-1H-imidazol-5-yl)-2,7-naphthyridine-1,6-diamine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H16 N6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-12-12 
_chem_comp.pdbx_modified_date                    2025-01-17 
_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                        268.317 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AAE 
_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        8V5H 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1AAE N1  N1  N 0 1 Y N N N N N -23.383 -40.530 -3.292 3.119  -1.526 0.015  N1  A1AAE 1  
A1AAE N3  N2  N 0 1 N N N N N N -21.403 -40.370 -4.444 4.502  0.371  -0.029 N3  A1AAE 2  
A1AAE C4  C1  C 0 1 Y N N N N N -23.467 -41.379 -1.029 0.772  -1.396 0.036  C4  A1AAE 3  
A1AAE C5  C2  C 0 1 Y N N N N N -24.044 -40.825 -2.194 1.956  -2.138 0.037  C5  A1AAE 4  
A1AAE C6  C3  C 0 1 Y N N N N N -21.429 -42.151 0.048  -0.337 0.766  0.012  C6  A1AAE 5  
A1AAE C7  C4  C 0 1 Y N N N N N -22.128 -42.318 1.213  -1.542 0.083  0.036  C7  A1AAE 6  
A1AAE C8  C5  C 0 1 Y N N N N N -24.113 -41.616 0.244  -0.503 -2.002 0.059  C8  A1AAE 7  
A1AAE C10 C6  C 0 1 Y N N N N N -21.442 -42.721 2.463  -2.805 0.849  0.036  C10 A1AAE 8  
A1AAE C13 C7  C 0 1 N N N N N N -19.068 -41.776 1.999  -4.437 -1.068 -0.285 C13 A1AAE 9  
A1AAE N6  N3  N 0 1 N N N N N N -25.406 -41.302 0.424  -0.614 -3.380 0.084  N6  A1AAE 10 
A1AAE C1  C8  C 0 1 Y N N N N N -22.064 -40.773 -3.326 3.234  -0.200 -0.007 C1  A1AAE 11 
A1AAE C9  C9  C 0 1 N N N N N N -20.237 -41.054 -4.971 4.648  1.829  -0.055 C9  A1AAE 12 
A1AAE C14 C10 C 0 1 N N N N N N -20.427 -41.230 -6.440 6.134  2.192  -0.075 C14 A1AAE 13 
A1AAE N2  N4  N 0 1 Y N N N N N -23.447 -42.074 1.308  -1.588 -1.252 0.058  N2  A1AAE 14 
A1AAE C3  C11 C 0 1 Y N N N N N -22.077 -41.654 -1.097 0.854  0.024  0.012  C3  A1AAE 15 
A1AAE C2  C12 C 0 1 Y N N N N N -21.369 -41.344 -2.270 2.122  0.621  -0.010 C2  A1AAE 16 
A1AAE C12 C13 C 0 1 Y N N N N N -21.945 -43.400 3.540  -2.941 2.197  0.170  C12 A1AAE 17 
A1AAE N5  N5  N 0 1 Y N N N N N -20.964 -43.615 4.483  -4.246 2.486  0.116  N5  A1AAE 18 
A1AAE C11 C14 C 0 1 Y N N N N N -19.872 -43.075 3.986  -4.931 1.385  -0.045 C11 A1AAE 19 
A1AAE N4  N6  N 0 1 Y N N N N N -20.068 -42.503 2.780  -4.078 0.341  -0.106 N4  A1AAE 20 
A1AAE H4  H1  H 0 1 N N N N N N -21.112 -39.430 -4.266 5.289  -0.195 -0.028 H4  A1AAE 21 
A1AAE H2  H2  H 0 1 N N N N N N -25.106 -40.629 -2.182 1.915  -3.217 0.055  H2  A1AAE 22 
A1AAE H3  H3  H 0 1 N N N N N N -20.379 -42.401 0.008  -0.315 1.846  -0.006 H3  A1AAE 23 
A1AAE H11 H4  H 0 1 N N N N N N -18.104 -41.795 2.528  -4.610 -1.526 0.688  H11 A1AAE 24 
A1AAE H9  H5  H 0 1 N N N N N N -18.955 -42.252 1.014  -5.344 -1.137 -0.886 H9  A1AAE 25 
A1AAE H10 H6  H 0 1 N N N N N N -19.393 -40.733 1.867  -3.625 -1.588 -0.793 H10 A1AAE 26 
A1AAE H13 H7  H 0 1 N N N N N N -25.662 -41.474 1.375  0.184  -3.931 0.085  H13 A1AAE 27 
A1AAE H12 H8  H 0 1 N N N N N N -25.547 -40.335 0.211  -1.491 -3.796 0.099  H12 A1AAE 28 
A1AAE H6  H9  H 0 1 N N N N N N -20.132 -42.037 -4.488 4.164  2.227  -0.947 H6  A1AAE 29 
A1AAE H5  H10 H 0 1 N N N N N N -19.335 -40.454 -4.781 4.181  2.256  0.833  H5  A1AAE 30 
A1AAE H14 H11 H 0 1 N N N N N N -19.554 -41.748 -6.864 6.617  1.794  0.817  H14 A1AAE 31 
A1AAE H16 H12 H 0 1 N N N N N N -21.332 -41.828 -6.624 6.600  1.765  -0.963 H16 A1AAE 32 
A1AAE H15 H13 H 0 1 N N N N N N -20.536 -40.244 -6.916 6.242  3.276  -0.094 H15 A1AAE 33 
A1AAE H1  H14 H 0 1 N N N N N N -20.311 -41.545 -2.348 2.228  1.695  -0.029 H1  A1AAE 34 
A1AAE H8  H15 H 0 1 N N N N N N -22.971 -43.723 3.637  -2.138 2.908  0.298  H8  A1AAE 35 
A1AAE H7  H16 H 0 1 N N N N N N -18.918 -43.088 4.491  -6.006 1.321  -0.121 H7  A1AAE 36 
# 
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 
A1AAE C14 C9  SING N N 1  
A1AAE C9  N3  SING N N 2  
A1AAE N3  C1  SING N N 3  
A1AAE C1  N1  DOUB Y N 4  
A1AAE C1  C2  SING Y N 5  
A1AAE N1  C5  SING Y N 6  
A1AAE C2  C3  DOUB Y N 7  
A1AAE C5  C4  DOUB Y N 8  
A1AAE C3  C4  SING Y N 9  
A1AAE C3  C6  SING Y N 10 
A1AAE C4  C8  SING Y N 11 
A1AAE C6  C7  DOUB Y N 12 
A1AAE C8  N6  SING N N 13 
A1AAE C8  N2  DOUB Y N 14 
A1AAE C7  N2  SING Y N 15 
A1AAE C7  C10 SING N N 16 
A1AAE C13 N4  SING N N 17 
A1AAE C10 N4  SING Y N 18 
A1AAE C10 C12 DOUB Y N 19 
A1AAE N4  C11 SING Y N 20 
A1AAE C12 N5  SING Y N 21 
A1AAE C11 N5  DOUB Y N 22 
A1AAE N3  H4  SING N N 23 
A1AAE C5  H2  SING N N 24 
A1AAE C6  H3  SING N N 25 
A1AAE C13 H11 SING N N 26 
A1AAE C13 H9  SING N N 27 
A1AAE C13 H10 SING N N 28 
A1AAE N6  H13 SING N N 29 
A1AAE N6  H12 SING N N 30 
A1AAE C9  H6  SING N N 31 
A1AAE C9  H5  SING N N 32 
A1AAE C14 H14 SING N N 33 
A1AAE C14 H16 SING N N 34 
A1AAE C14 H15 SING N N 35 
A1AAE C2  H1  SING N N 36 
A1AAE C12 H8  SING N N 37 
A1AAE C11 H7  SING N N 38 
# 
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 
A1AAE SMILES           ACDLabs              12.01 "Cn1cncc1c1nc(N)c2cnc(NCC)cc2c1"                                                                                    
A1AAE InChI            InChI                1.06  "InChI=1S/C14H16N6/c1-3-17-13-5-9-4-11(12-7-16-8-20(12)2)19-14(15)10(9)6-18-13/h4-8H,3H2,1-2H3,(H2,15,19)(H,17,18)" 
A1AAE InChIKey         InChI                1.06  ZZRQLAUQECWGOR-UHFFFAOYSA-N                                                                                         
A1AAE SMILES_CANONICAL CACTVS               3.385 "CCNc1cc2cc(nc(N)c2cn1)c3cncn3C"                                                                                    
A1AAE SMILES           CACTVS               3.385 "CCNc1cc2cc(nc(N)c2cn1)c3cncn3C"                                                                                    
A1AAE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCNc1cc2cc(nc(c2cn1)N)c3cncn3C"                                                                                    
A1AAE SMILES           "OpenEye OEToolkits" 2.0.7 "CCNc1cc2cc(nc(c2cn1)N)c3cncn3C"                                                                                    
# 
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 
A1AAE "SYSTEMATIC NAME" ACDLabs              12.01 "(3M)-N~6~-ethyl-3-(1-methyl-1H-imidazol-5-yl)-2,7-naphthyridine-1,6-diamine" 
A1AAE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}6-ethyl-3-(3-methylimidazol-4-yl)-2,7-naphthyridine-1,6-diamine"         
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AAE "Create component" 2023-12-12 RCSB 
A1AAE "Initial release"  2025-01-22 RCSB 
# 
