data_A1H5C
# 
_chem_comp.id                                    A1H5C 
_chem_comp.name                                  Amprolium 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H19 N4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "5-[(2-methylpyridin-1-ium-1-yl)methyl]-2-propyl-pyrimidin-4-amine" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2024-02-27 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        243.327 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1H5C 
_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        8S62 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
A1H5C C10  C1  C 0 1 Y N N N N N 158.371 161.918 162.251 -0.056 -0.489 -1.069 C10  A1H5C 1  
A1H5C N12  N1  N 0 1 Y N N N N N 157.951 161.374 164.430 1.901  0.781  -1.152 N12  A1H5C 2  
A1H5C C13  C2  C 0 1 Y N N N N N 157.956 162.664 164.748 2.527  -0.141 -0.449 C13  A1H5C 3  
A1H5C C15  C3  C 0 1 N N N N N N 157.417 161.940 167.029 4.089  0.800  1.232  C15  A1H5C 4  
A1H5C C03  C4  C 0 1 Y N N N N N 159.833 159.616 160.470 -2.769 -1.073 0.596  C03  A1H5C 5  
A1H5C C04  C5  C 0 1 Y N N N N N 159.914 158.267 160.261 -3.551 -0.661 1.658  C04  A1H5C 6  
A1H5C C05  C6  C 0 1 Y N N N N N 158.798 157.539 160.150 -3.883 0.681  1.773  C05  A1H5C 7  
A1H5C C06  C7  C 0 1 Y N N N N N 157.607 158.137 160.260 -3.415 1.561  0.809  C06  A1H5C 8  
A1H5C C07  C8  C 0 1 Y N N N N N 157.530 159.484 160.484 -2.638 1.075  -0.226 C07  A1H5C 9  
A1H5C C08  C9  C 0 1 N N N N N N 156.160 160.126 160.609 -2.123 2.023  -1.278 C08  A1H5C 10 
A1H5C C09  C10 C 0 1 N N N N N N 158.616 161.606 160.803 -1.511 -0.682 -1.412 C09  A1H5C 11 
A1H5C C11  C11 C 0 1 Y N N N N N 158.151 160.991 163.193 0.624  0.641  -1.477 C11  A1H5C 12 
A1H5C C14  C12 C 0 1 N N N N N N 157.721 163.130 166.163 3.980  0.061  -0.103 C14  A1H5C 13 
A1H5C C16  C13 C 0 1 N N N N N N 156.040 161.472 166.624 5.563  1.006  1.583  C16  A1H5C 14 
A1H5C C18  C14 C 0 1 Y N N N N N 158.374 163.195 162.586 0.637  -1.447 -0.325 C18  A1H5C 15 
A1H5C N02  N2  N 1 1 Y N N N N N 158.646 160.197 160.588 -2.342 -0.207 -0.303 N02  A1H5C 16 
A1H5C N17  N3  N 0 1 Y N N N N N 158.170 163.561 163.803 1.918  -1.235 -0.038 N17  A1H5C 17 
A1H5C N19  N4  N 0 1 N N N N N N 158.594 164.189 161.588 -0.001 -2.598 0.109  N19  A1H5C 18 
A1H5C H152 H1  H 0 0 N N N N N N 158.157 161.144 166.858 3.595  1.769  1.153  H152 A1H5C 19 
A1H5C H151 H2  H 0 0 N N N N N N 157.426 162.228 168.091 3.608  0.210  2.013  H151 A1H5C 20 
A1H5C H031 H3  H 0 0 N N N N N N 160.734 160.208 160.539 -2.503 -2.115 0.502  H031 A1H5C 21 
A1H5C H041 H4  H 0 0 N N N N N N 160.880 157.789 160.186 -3.898 -1.375 2.391  H041 A1H5C 22 
A1H5C H051 H5  H 0 0 N N N N N N 158.858 156.475 159.973 -4.492 1.031  2.592  H051 A1H5C 23 
A1H5C H061 H6  H 0 0 N N N N N N 156.702 157.554 160.172 -3.654 2.612  0.867  H061 A1H5C 24 
A1H5C H083 H7  H 0 0 N N N N N N 155.842 160.112 161.662 -1.108 2.330  -1.025 H083 A1H5C 25 
A1H5C H082 H8  H 0 0 N N N N N N 156.209 161.166 160.255 -2.120 1.523  -2.247 H082 A1H5C 26 
A1H5C H081 H9  H 0 0 N N N N N N 155.436 159.565 160.000 -2.768 2.900  -1.324 H081 A1H5C 27 
A1H5C H092 H10 H 0 0 N N N N N N 159.581 162.038 160.499 -1.749 -0.117 -2.313 H092 A1H5C 28 
A1H5C H091 H11 H 0 0 N N N N N N 157.810 162.046 160.198 -1.706 -1.741 -1.585 H091 A1H5C 29 
A1H5C H111 H12 H 0 0 N N N N N N 158.139 159.942 162.936 0.120  1.403  -2.054 H111 A1H5C 30 
A1H5C H142 H13 H 0 0 N N N N N N 158.622 163.638 166.538 4.473  -0.907 -0.024 H142 A1H5C 31 
A1H5C H141 H14 H 0 0 N N N N N N 156.871 163.828 166.185 4.460  0.651  -0.884 H141 A1H5C 32 
A1H5C H163 H15 H 0 0 N N N N N N 155.758 160.596 167.227 5.641  1.532  2.535  H163 A1H5C 33 
A1H5C H162 H16 H 0 0 N N N N N N 155.314 162.281 166.791 6.057  0.037  1.662  H162 A1H5C 34 
A1H5C H161 H17 H 0 0 N N N N N N 156.045 161.198 165.559 6.044  1.595  0.802  H161 A1H5C 35 
A1H5C H192 H18 H 0 0 N N N N N N 158.556 165.096 162.006 -0.936 -2.744 -0.104 H192 A1H5C 36 
A1H5C H191 H19 H 0 0 N N N N N N 159.493 164.051 161.173 0.488  -3.258 0.625  H191 A1H5C 37 
# 
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 
A1H5C C05 C06  DOUB Y N 1  
A1H5C C05 C04  SING Y N 2  
A1H5C C06 C07  SING Y N 3  
A1H5C C04 C03  DOUB Y N 4  
A1H5C C03 N02  SING Y N 5  
A1H5C C07 N02  DOUB Y N 6  
A1H5C C07 C08  SING N N 7  
A1H5C N02 C09  SING N N 8  
A1H5C C09 C10  SING N N 9  
A1H5C N19 C18  SING N N 10 
A1H5C C10 C18  DOUB Y N 11 
A1H5C C10 C11  SING Y N 12 
A1H5C C18 N17  SING Y N 13 
A1H5C C11 N12  DOUB Y N 14 
A1H5C N17 C13  DOUB Y N 15 
A1H5C N12 C13  SING Y N 16 
A1H5C C13 C14  SING N N 17 
A1H5C C14 C15  SING N N 18 
A1H5C C16 C15  SING N N 19 
A1H5C C15 H152 SING N N 20 
A1H5C C15 H151 SING N N 21 
A1H5C C03 H031 SING N N 22 
A1H5C C04 H041 SING N N 23 
A1H5C C05 H051 SING N N 24 
A1H5C C06 H061 SING N N 25 
A1H5C C08 H083 SING N N 26 
A1H5C C08 H082 SING N N 27 
A1H5C C08 H081 SING N N 28 
A1H5C C09 H092 SING N N 29 
A1H5C C09 H091 SING N N 30 
A1H5C C11 H111 SING N N 31 
A1H5C C14 H142 SING N N 32 
A1H5C C14 H141 SING N N 33 
A1H5C C16 H163 SING N N 34 
A1H5C C16 H162 SING N N 35 
A1H5C C16 H161 SING N N 36 
A1H5C N19 H192 SING N N 37 
A1H5C N19 H191 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 
A1H5C InChI            InChI                1.06  "InChI=1S/C14H19N4/c1-3-6-13-16-9-12(14(15)17-13)10-18-8-5-4-7-11(18)2/h4-5,7-9H,3,6,10H2,1-2H3,(H2,15,16,17)/q+1" 
A1H5C InChIKey         InChI                1.06  IPZFPROOBOUEIG-UHFFFAOYSA-N                                                                                        
A1H5C SMILES_CANONICAL CACTVS               3.385 "CCCc1ncc(C[n+]2ccccc2C)c(N)n1"                                                                                    
A1H5C SMILES           CACTVS               3.385 "CCCc1ncc(C[n+]2ccccc2C)c(N)n1"                                                                                    
A1H5C SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCCc1ncc(c(n1)N)C[n+]2ccccc2C"                                                                                    
A1H5C SMILES           "OpenEye OEToolkits" 2.0.7 "CCCc1ncc(c(n1)N)C[n+]2ccccc2C"                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           A1H5C 
_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        "5-[(2-methylpyridin-1-ium-1-yl)methyl]-2-propyl-pyrimidin-4-amine" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1H5C 
_pdbx_chem_comp_synonyms.name         "5-[(2-methylpyridin-1-ium-1-yl)methyl]-2-propyl-pyrimidin-4-amine" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1H5C "Create component" 2024-02-27 PDBE 
A1H5C "Initial release"  2024-10-02 RCSB 
# 
