data_A1JGN
# 
_chem_comp.id                                    A1JGN 
_chem_comp.name                                  "(4~{R})-~{N}-(3-cyclopropylphenyl)-2-oxidanylidene-3,4-dihydro-1~{H}-1,8-naphthyridine-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H17 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-06-12 
_chem_comp.pdbx_modified_date                    2025-07-04 
_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                        307.346 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1JGN 
_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        9RIZ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1JGN C10  C1  C 0 1 Y N N N N N -17.620 -7.260  -25.291 -3.672 -0.060 -0.383 C10  A1JGN 1  
A1JGN C15  C2  C 0 1 Y N N N N N -21.339 -4.696  -28.942 1.817  -0.140 0.121  C15  A1JGN 2  
A1JGN C17  C3  C 0 1 Y N N N N N -22.628 -3.406  -30.523 4.180  0.265  0.105  C17  A1JGN 3  
A1JGN C20  C4  C 0 1 N N N N N N -23.534 -1.085  -31.721 6.616  -0.575 0.421  C20  A1JGN 4  
A1JGN C21  C5  C 0 1 Y N N N N N -22.059 -4.121  -31.598 4.134  0.470  -1.262 C21  A1JGN 5  
A1JGN C22  C6  C 0 1 Y N N N N N -21.160 -5.159  -31.321 2.933  0.366  -1.940 C22  A1JGN 6  
A1JGN O01  O1  O 0 1 N N N N N N -18.744 -5.438  -27.921 -0.585 0.783  -0.555 O01  A1JGN 7  
A1JGN C02  C7  C 0 1 N N N N N N -19.611 -5.246  -27.100 -0.529 0.094  0.441  C02  A1JGN 8  
A1JGN C03  C8  C 0 1 N N R N N N -19.403 -5.374  -25.564 -1.773 -0.155 1.255  C03  A1JGN 9  
A1JGN C04  C9  C 0 1 N N N N N N -18.668 -4.608  -25.147 -2.059 -1.660 1.303  C04  A1JGN 10 
A1JGN C05  C10 C 0 1 Y N N N N N -19.007 -6.923  -25.349 -2.939 0.557  0.625  C05  A1JGN 11 
A1JGN C06  C11 C 0 1 Y N N N N N -20.013 -7.915  -25.220 -3.291 1.827  1.041  C06  A1JGN 12 
A1JGN C07  C12 C 0 1 Y N N N N N -19.557 -9.250  -25.038 -4.375 2.445  0.431  C07  A1JGN 13 
A1JGN C08  C13 C 0 1 Y N N N N N -18.149 -9.547  -25.041 -5.060 1.776  -0.564 C08  A1JGN 14 
A1JGN N09  N1  N 0 1 Y N N N N N -17.232 -8.571  -25.160 -4.699 0.564  -0.940 N09  A1JGN 15 
A1JGN N11  N2  N 0 1 N N N N N N -16.655 -6.256  -25.476 -3.317 -1.339 -0.810 N11  A1JGN 16 
A1JGN C12  C14 C 0 1 N N N N N N -16.938 -4.941  -25.454 -2.545 -2.128 -0.042 C12  A1JGN 17 
A1JGN O13  O2  O 0 1 N N N N N N -16.128 -4.087  -25.713 -2.238 -3.232 -0.438 O13  A1JGN 18 
A1JGN N14  N3  N 0 1 N N N N N N -20.980 -4.896  -27.536 0.645  -0.449 0.820  N14  A1JGN 19 
A1JGN C16  C15 C 0 1 Y N N N N N -22.258 -3.674  -29.210 3.025  -0.040 0.798  C16  A1JGN 20 
A1JGN C18  C16 C 0 1 N N N N N N -23.631 -2.294  -30.820 5.492  0.375  0.839  C18  A1JGN 21 
A1JGN C19  C17 C 0 1 N N N N N N -24.556 -2.184  -32.050 6.695  0.910  0.060  C19  A1JGN 22 
A1JGN C23  C18 C 0 1 Y N N N N N -20.777 -5.445  -30.014 1.775  0.061  -1.253 C23  A1JGN 23 
A1JGN H202 H1  H 0 0 N N N N N N -22.650 -0.949  -32.362 7.284  -0.939 1.201  H202 A1JGN 24 
A1JGN H201 H2  H 0 0 N N N N N N -23.880 -0.105  -31.361 6.408  -1.278 -0.385 H201 A1JGN 25 
A1JGN H211 H3  H 0 0 N N N N N N -22.312 -3.872  -32.618 5.039  0.708  -1.802 H211 A1JGN 26 
A1JGN H221 H4  H 0 0 N N N N N N -20.758 -5.746  -32.134 2.901  0.526  -3.007 H221 A1JGN 27 
A1JGN H031 H5  H 0 0 N N N N N N -20.402 -5.267  -25.117 -1.625 0.219  2.268  H031 A1JGN 28 
A1JGN H042 H6  H 0 0 N N N N N N -18.908 -3.632  -25.594 -1.145 -2.194 1.565  H042 A1JGN 29 
A1JGN H041 H7  H 0 0 N N N N N N -18.814 -4.559  -24.058 -2.822 -1.859 2.055  H041 A1JGN 30 
A1JGN H061 H8  H 0 0 N N N N N N -21.064 -7.671  -25.258 -2.737 2.326  1.822  H061 A1JGN 31 
A1JGN H071 H9  H 0 0 N N N N N N -20.273 -10.046 -24.897 -4.678 3.437  0.731  H071 A1JGN 32 
A1JGN H081 H10 H 0 0 N N N N N N -17.823 -10.572 -24.946 -5.903 2.252  -1.042 H081 A1JGN 33 
A1JGN H111 H11 H 0 0 N N N N N N -15.707 -6.534  -25.632 -3.631 -1.663 -1.669 H111 A1JGN 34 
A1JGN H141 H12 H 0 0 N N N N N N -21.691 -4.791  -26.841 0.677  -1.054 1.578  H141 A1JGN 35 
A1JGN H161 H13 H 0 0 N N N N N N -22.678 -3.096  -28.400 3.061  -0.199 1.865  H161 A1JGN 36 
A1JGN H181 H14 H 0 0 N N N N N N -24.194 -2.043  -29.909 5.419  0.635  1.895  H181 A1JGN 37 
A1JGN H192 H15 H 0 0 N N N N N N -24.402 -2.841  -32.919 7.414  1.523  0.603  H192 A1JGN 38 
A1JGN H191 H16 H 0 0 N N N N N N -25.632 -1.997  -31.918 6.537  1.183  -0.984 H191 A1JGN 39 
A1JGN H231 H17 H 0 0 N N N N N N -20.060 -6.228  -29.815 0.838  -0.021 -1.783 H231 A1JGN 40 
# 
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 
A1JGN C02 O01  DOUB N N 1  
A1JGN C04 C03  SING N N 2  
A1JGN C05 C03  SING N N 3  
A1JGN C06 C05  DOUB Y N 4  
A1JGN C07 C06  SING Y N 5  
A1JGN C08 C07  DOUB Y N 6  
A1JGN N09 C08  SING Y N 7  
A1JGN C10 N09  DOUB Y N 8  
A1JGN N11 C10  SING N N 9  
A1JGN C12 N11  SING N N 10 
A1JGN O13 C12  DOUB N N 11 
A1JGN C03 C02  SING N N 12 
A1JGN N14 C02  SING N N 13 
A1JGN C15 N14  SING N N 14 
A1JGN C16 C15  DOUB Y N 15 
A1JGN C17 C16  SING Y N 16 
A1JGN C19 C18  SING N N 17 
A1JGN C20 C19  SING N N 18 
A1JGN C18 C17  SING N N 19 
A1JGN C21 C17  DOUB Y N 20 
A1JGN C22 C21  SING Y N 21 
A1JGN C23 C22  DOUB Y N 22 
A1JGN C04 C12  SING N N 23 
A1JGN C05 C10  SING Y N 24 
A1JGN C15 C23  SING Y N 25 
A1JGN C18 C20  SING N N 26 
A1JGN C20 H202 SING N N 27 
A1JGN C20 H201 SING N N 28 
A1JGN C21 H211 SING N N 29 
A1JGN C22 H221 SING N N 30 
A1JGN C03 H031 SING N N 31 
A1JGN C04 H042 SING N N 32 
A1JGN C04 H041 SING N N 33 
A1JGN C06 H061 SING N N 34 
A1JGN C07 H071 SING N N 35 
A1JGN C08 H081 SING N N 36 
A1JGN N11 H111 SING N N 37 
A1JGN N14 H141 SING N N 38 
A1JGN C16 H161 SING N N 39 
A1JGN C18 H181 SING N N 40 
A1JGN C19 H192 SING N N 41 
A1JGN C19 H191 SING N N 42 
A1JGN C23 H231 SING N N 43 
# 
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 
A1JGN InChI            InChI                1.06  "InChI=1S/C18H17N3O2/c22-16-10-15(14-5-2-8-19-17(14)21-16)18(23)20-13-4-1-3-12(9-13)11-6-7-11/h1-5,8-9,11,15H,6-7,10H2,(H,20,23)(H,19,21,22)/t15-/m1/s1" 
A1JGN InChIKey         InChI                1.06  BALOQYJNAMGVIL-OAHLLOKOSA-N                                                                                                                              
A1JGN SMILES_CANONICAL CACTVS               3.385 "O=C1C[C@@H](C(=O)Nc2cccc(c2)C3CC3)c4cccnc4N1"                                                                                                           
A1JGN SMILES           CACTVS               3.385 "O=C1C[CH](C(=O)Nc2cccc(c2)C3CC3)c4cccnc4N1"                                                                                                             
A1JGN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)NC(=O)[C@@H]2CC(=O)Nc3c2cccn3)C4CC4"                                                                                                         
A1JGN SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)NC(=O)C2CC(=O)Nc3c2cccn3)C4CC4"                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           A1JGN 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(4~{R})-~{N}-(3-cyclopropylphenyl)-2-oxidanylidene-3,4-dihydro-1~{H}-1,8-naphthyridine-4-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 
A1JGN "Create component" 2025-06-12 PDBE 
A1JGN "Initial release"  2025-07-09 RCSB 
# 
