data_A1AAA
# 
_chem_comp.id                                    A1AAA 
_chem_comp.name                                  "(3M)-N~6~-(1,4-dimethyl-1H-pyrazol-3-yl)-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                               "C17 H18 N8" 
_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                        334.378 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AAA 
_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        8V5I 
_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 
A1AAA C4  C1  C 0 1 Y N N N N N 36.779 5.216 19.119 1.993  0.964  0.021  C4  A1AAA 1  
A1AAA C2  C2  C 0 1 Y N N N N N 35.053 5.464 20.851 -0.459 1.202  -0.006 C2  A1AAA 2  
A1AAA C8  C3  C 0 1 Y N N N N N 33.891 7.452 19.441 -0.720 -1.546 -0.171 C8  A1AAA 3  
A1AAA C12 C4  C 0 1 Y N N N N N 39.290 5.677 16.357 4.787  1.982  0.034  C12 A1AAA 4  
A1AAA C15 C5  C 0 1 Y N N N N N 33.035 2.930 24.692 -6.302 0.374  0.044  C15 A1AAA 5  
A1AAA C11 C6  C 0 1 Y N N N N N 39.873 3.639 16.383 6.628  0.857  0.133  C11 A1AAA 6  
A1AAA C3  C7  C 0 1 Y N N N N N 35.641 5.853 19.638 0.702  0.417  -0.033 C3  A1AAA 7  
A1AAA C7  C8  C 0 1 Y N N N N N 35.045 6.886 18.895 0.564  -0.996 -0.118 C7  A1AAA 8  
A1AAA C14 C9  C 0 1 Y N N N N N 32.704 4.226 24.372 -5.347 1.326  -0.055 C14 A1AAA 9  
A1AAA C5  C10 C 0 1 Y N N N N N 37.266 5.640 17.891 3.079  0.104  -0.017 C5  A1AAA 10 
A1AAA C9  C11 C 0 1 Y N N N N N 38.392 5.063 17.200 4.445  0.663  0.040  C9  A1AAA 11 
A1AAA C1  C12 C 0 1 Y N N N N N 33.901 6.095 21.316 -1.684 0.564  -0.064 C1  A1AAA 12 
A1AAA C6  C13 C 0 1 Y N N N N N 35.629 7.267 17.677 1.731  -1.792 -0.145 C6  A1AAA 13 
A1AAA C10 C14 C 0 1 Y N N N N N 33.369 4.500 23.150 -4.096 0.692  0.023  C10 A1AAA 14 
A1AAA C16 C15 C 0 1 N N N N N N 31.835 5.101 25.174 -5.583 2.806  -0.220 C16 A1AAA 15 
A1AAA C17 C16 C 0 1 N N N N N N 34.437 1.180 23.596 -6.345 -2.118 0.326  C17 A1AAA 16 
A1AAA C13 C17 C 0 1 N N N N N N 38.161 2.638 17.892 5.763  -1.503 0.140  C13 A1AAA 17 
A1AAA N6  N1  N 0 1 Y N N N N N 40.213 4.795 15.858 6.120  2.060  0.091  N6  A1AAA 18 
A1AAA N4  N2  N 0 1 Y N N N N N 33.324 7.090 20.611 -1.774 -0.762 -0.142 N4  A1AAA 19 
A1AAA N2  N3  N 0 1 Y N N N N N 36.718 6.644 17.177 2.919  -1.220 -0.103 N2  A1AAA 20 
A1AAA N8  N4  N 0 1 Y N N N N N 34.064 3.426 22.743 -4.301 -0.596 0.164  N8  A1AAA 21 
A1AAA N7  N5  N 0 1 Y N N N N N 33.847 2.497 23.691 -5.684 -0.818 0.185  N7  A1AAA 22 
A1AAA N5  N6  N 0 1 Y N N N N N 38.776 3.746 17.190 5.624  -0.045 0.108  N5  A1AAA 23 
A1AAA N3  N7  N 0 1 N N N N N N 35.070 8.299 16.917 1.628  -3.168 -0.228 N3  A1AAA 24 
A1AAA N1  N8  N 0 1 N N N N N N 33.283 5.715 22.528 -2.848 1.325  -0.038 N1  A1AAA 25 
A1AAA H3  H1  H 0 1 N N N N N N 37.263 4.417 19.661 2.138  2.032  0.086  H3  A1AAA 26 
A1AAA H2  H2  H 0 1 N N N N N N 35.498 4.668 21.430 -0.398 2.278  0.058  H2  A1AAA 27 
A1AAA H6  H3  H 0 1 N N N N N N 33.414 8.243 18.882 -0.846 -2.616 -0.235 H6  A1AAA 28 
A1AAA H8  H4  H 0 1 N N N N N N 39.270 6.730 16.117 4.102  2.816  -0.014 H8  A1AAA 29 
A1AAA H12 H5  H 0 1 N N N N N N 32.716 2.371 25.559 -7.369 0.538  0.019  H12 A1AAA 30 
A1AAA H7  H6  H 0 1 N N N N N N 40.399 2.714 16.198 7.681  0.622  0.185  H7  A1AAA 31 
A1AAA H15 H7  H 0 1 N N N N N N 30.791 4.979 24.849 -5.647 3.275  0.761  H15 A1AAA 32 
A1AAA H14 H8  H 0 1 N N N N N N 31.922 4.830 26.236 -4.758 3.245  -0.780 H14 A1AAA 33 
A1AAA H13 H9  H 0 1 N N N N N N 32.142 6.148 25.036 -6.516 2.966  -0.761 H13 A1AAA 34 
A1AAA H16 H10 H 0 1 N N N N N N 35.038 1.112 22.677 -6.512 -2.328 1.383  H16 A1AAA 35 
A1AAA H18 H11 H 0 1 N N N N N N 35.082 1.003 24.469 -7.302 -2.098 -0.195 H18 A1AAA 36 
A1AAA H17 H12 H 0 1 N N N N N N 33.640 0.422 23.570 -5.713 -2.895 -0.103 H17 A1AAA 37 
A1AAA H11 H13 H 0 1 N N N N N N 37.297 3.002 18.468 5.812  -1.842 1.175  H11 A1AAA 38 
A1AAA H10 H14 H 0 1 N N N N N N 37.825 1.884 17.165 4.904  -1.961 -0.352 H10 A1AAA 39 
A1AAA H9  H15 H 0 1 N N N N N N 38.894 2.186 18.577 6.676  -1.793 -0.381 H9  A1AAA 40 
A1AAA H5  H16 H 0 1 N N N N N N 35.597 8.417 16.076 0.755  -3.588 -0.267 H5  A1AAA 41 
A1AAA H4  H17 H 0 1 N N N N N N 34.124 8.069 16.688 2.430  -3.714 -0.246 H4  A1AAA 42 
A1AAA H1  H18 H 0 1 N N N N N N 32.722 6.409 22.980 -2.796 2.293  -0.063 H1  A1AAA 43 
# 
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 
A1AAA N6  C12 SING Y N 1  
A1AAA N6  C11 DOUB Y N 2  
A1AAA C12 C9  DOUB Y N 3  
A1AAA C11 N5  SING Y N 4  
A1AAA N3  C6  SING N N 5  
A1AAA N2  C6  DOUB Y N 6  
A1AAA N2  C5  SING Y N 7  
A1AAA N5  C9  SING Y N 8  
A1AAA N5  C13 SING N N 9  
A1AAA C9  C5  SING N N 10 
A1AAA C6  C7  SING Y N 11 
A1AAA C5  C4  DOUB Y N 12 
A1AAA C7  C8  DOUB Y N 13 
A1AAA C7  C3  SING Y N 14 
A1AAA C4  C3  SING Y N 15 
A1AAA C8  N4  SING Y N 16 
A1AAA C3  C2  DOUB Y N 17 
A1AAA N4  C1  DOUB Y N 18 
A1AAA C2  C1  SING Y N 19 
A1AAA C1  N1  SING N N 20 
A1AAA N1  C10 SING N N 21 
A1AAA N8  C10 DOUB Y N 22 
A1AAA N8  N7  SING Y N 23 
A1AAA C10 C14 SING Y N 24 
A1AAA C17 N7  SING N N 25 
A1AAA N7  C15 SING Y N 26 
A1AAA C14 C15 DOUB Y N 27 
A1AAA C14 C16 SING N N 28 
A1AAA C4  H3  SING N N 29 
A1AAA C2  H2  SING N N 30 
A1AAA C8  H6  SING N N 31 
A1AAA C12 H8  SING N N 32 
A1AAA C15 H12 SING N N 33 
A1AAA C11 H7  SING N N 34 
A1AAA C16 H15 SING N N 35 
A1AAA C16 H14 SING N N 36 
A1AAA C16 H13 SING N N 37 
A1AAA C17 H16 SING N N 38 
A1AAA C17 H18 SING N N 39 
A1AAA C17 H17 SING N N 40 
A1AAA C13 H11 SING N N 41 
A1AAA C13 H10 SING N N 42 
A1AAA C13 H9  SING N N 43 
A1AAA N3  H5  SING N N 44 
A1AAA N3  H4  SING N N 45 
A1AAA N1  H1  SING N N 46 
# 
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 
A1AAA SMILES           ACDLabs              12.01 "Cn1cc(C)c(Nc2ncc3c(c2)cc(nc3N)c2cncn2C)n1"                                                                                           
A1AAA InChI            InChI                1.06  "InChI=1S/C17H18N8/c1-10-8-25(3)23-17(10)22-15-5-11-4-13(14-7-19-9-24(14)2)21-16(18)12(11)6-20-15/h4-9H,1-3H3,(H2,18,21)(H,20,22,23)" 
A1AAA InChIKey         InChI                1.06  XPTAASNOZLTEFS-UHFFFAOYSA-N                                                                                                           
A1AAA SMILES_CANONICAL CACTVS               3.385 "Cn1cc(C)c(Nc2cc3cc(nc(N)c3cn2)c4cncn4C)n1"                                                                                           
A1AAA SMILES           CACTVS               3.385 "Cn1cc(C)c(Nc2cc3cc(nc(N)c3cn2)c4cncn4C)n1"                                                                                           
A1AAA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cn(nc1Nc2cc3cc(nc(c3cn2)N)c4cncn4C)C"                                                                                             
A1AAA SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cn(nc1Nc2cc3cc(nc(c3cn2)N)c4cncn4C)C"                                                                                             
# 
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 
A1AAA "SYSTEMATIC NAME" ACDLabs              12.01 "(3M)-N~6~-(1,4-dimethyl-1H-pyrazol-3-yl)-3-(1-methyl-1H-imidazol-5-yl)-2,7-naphthyridine-1,6-diamine" 
A1AAA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}6-(1,4-dimethylpyrazol-3-yl)-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 
A1AAA "Create component" 2023-12-12 RCSB 
A1AAA "Initial release"  2025-01-22 RCSB 
# 
