data_A1IFI
# 
_chem_comp.id                                    A1IFI 
_chem_comp.name                                  "(2~{S})-2-azanyl-3-[1,3-bis(naphthalen-2-ylmethyl)imidazol-4-yl]propanal" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H26 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2024-06-21 
_chem_comp.pdbx_modified_date                    2025-06-27 
_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                        436.525 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IFI 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        9FSI 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              Y 
# 
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 
A1IFI C1  C1  C 0 1 N N N N N N 8.789  0.209  11.377 -0.929 1.059  -1.546 C1  A1IFI 1  
A1IFI N   N1  N 0 1 N N N Y Y N 12.158 -1.882 9.176  -1.903 -2.645 1.421  N   A1IFI 2  
A1IFI CA  C2  C 0 1 N N S N Y N 10.714 -1.780 8.941  -2.310 -2.118 0.112  CA  A1IFI 3  
A1IFI C   C3  C 0 1 N N N N Y Y 10.241 -2.804 7.901  -3.296 -3.063 -0.526 C   A1IFI 4  
A1IFI O   O1  O 0 1 N N N N Y Y 9.319  -3.565 8.129  -3.360 -4.210 -0.154 O   A1IFI 5  
A1IFI CB  C4  C 0 1 N N N N N N 10.329 -0.331 8.595  -1.080 -1.982 -0.788 CB  A1IFI 6  
A1IFI CG  C5  C 0 1 Y N N N N N 10.719 0.593  9.718  -0.149 -0.945 -0.213 CG  A1IFI 7  
A1IFI ND1 N2  N 0 1 Y N N N N N 10.054 0.788  10.913 -0.094 0.380  -0.552 ND1 A1IFI 8  
A1IFI CD2 C6  C 0 1 Y N N N N N 11.851 1.371  9.683  0.784  -1.143 0.738  CD2 A1IFI 9  
A1IFI CE1 C7  C 0 1 Y N N N N N 10.802 1.739  11.572 0.876  0.945  0.200  CE1 A1IFI 10 
A1IFI NE2 N3  N 1 1 Y N N N N N 11.903 2.121  10.838 1.396  0.028  0.969  NE2 A1IFI 11 
A1IFI C10 C8  C 0 1 Y N N N N N 9.069  -2.411 16.488 -5.808 2.691  0.876  C10 A1IFI 12 
A1IFI C11 C9  C 0 1 Y N N N N N 8.862  -1.673 17.666 -6.874 1.846  0.851  C11 A1IFI 13 
A1IFI C2  C10 C 0 1 Y N N N N N 8.613  -0.292 17.595 -6.782 0.592  0.248  C2  A1IFI 14 
A1IFI C3  C11 C 0 1 Y N N N N N 8.569  0.351  16.347 -5.624 0.177  -0.333 C3  A1IFI 15 
A1IFI C4  C12 C 0 1 Y N N N N N 8.774  -0.385 15.166 -4.501 1.023  -0.327 C4  A1IFI 16 
A1IFI C5  C13 C 0 1 Y N N N N N 8.714  0.252  13.913 -3.290 0.632  -0.922 C5  A1IFI 17 
A1IFI C6  C14 C 0 1 Y N N N N N 8.897  -0.485 12.729 -2.227 1.482  -0.907 C6  A1IFI 18 
A1IFI C7  C15 C 0 1 Y N N N N N 9.154  -1.865 12.806 -2.320 2.737  -0.309 C7  A1IFI 19 
A1IFI C8  C16 C 0 1 Y N N N N N 9.221  -2.504 14.055 -3.477 3.149  0.277  C8  A1IFI 20 
A1IFI C9  C17 C 0 1 Y N N N N N 9.026  -1.770 15.237 -4.596 2.300  0.281  C9  A1IFI 21 
A1IFI C12 C18 C 0 1 N N N N N N 12.860 3.182  11.172 2.476  0.244  1.935  C12 A1IFI 22 
A1IFI C13 C19 C 0 1 Y N N N N N 11.376 8.503  9.525  7.489  -0.660 -0.590 C13 A1IFI 23 
A1IFI C14 C20 C 0 1 Y N N N N N 12.016 9.610  10.108 8.123  0.382  -1.195 C14 A1IFI 24 
A1IFI C15 C21 C 0 1 Y N N N N N 13.008 9.416  11.083 7.562  1.657  -1.201 C15 A1IFI 25 
A1IFI C16 C22 C 0 1 Y N N N N N 13.361 8.115  11.477 6.363  1.898  -0.603 C16 A1IFI 26 
A1IFI C17 C23 C 0 1 Y N N N N N 12.731 7.003  10.887 5.678  0.847  0.031  C17 A1IFI 27 
A1IFI C18 C24 C 0 1 Y N N N N N 13.085 5.700  11.278 4.439  1.057  0.659  C18 A1IFI 28 
A1IFI C19 C25 C 0 1 Y N N N N N 12.451 4.583  10.706 3.805  0.015  1.263  C19 A1IFI 29 
A1IFI C20 C26 C 0 1 Y N N N N N 11.459 4.786  9.724  4.366  -1.260 1.269  C20 A1IFI 30 
A1IFI C21 C27 C 0 1 Y N N N N N 11.102 6.086  9.330  5.565  -1.501 0.671  C21 A1IFI 31 
A1IFI C22 C28 C 0 1 Y N N N N N 11.736 7.198  9.908  6.250  -0.450 0.037  C22 A1IFI 32 
A1IFI H12 H1  H 0 1 N N N N N N 8.046  1.016  11.458 -0.406 1.938  -1.922 H12 A1IFI 33 
A1IFI H51 H51 H 0 1 N N N N N N 8.450  -0.528 10.634 -1.136 0.378  -2.372 H51 A1IFI 34 
A1IFI H   H3  H 0 1 N N N Y Y N 12.434 -1.203 9.857  -2.687 -2.684 2.055  H1  A1IFI 35 
A1IFI H2  H2  H 0 1 N Y N Y Y N 12.377 -2.798 9.511  -1.469 -3.551 1.327  H4  A1IFI 36 
A1IFI HA  H6  H 0 1 N N N N Y N 10.205 -2.027 9.884  -2.775 -1.141 0.242  HA  A1IFI 37 
A1IFI HB1 H8  H 0 1 N N N N N N 10.851 -0.026 7.676  -0.564 -2.940 -0.847 HB1 A1IFI 38 
A1IFI HB2 H9  H 0 1 N N N N N N 9.242  -0.272 8.437  -1.392 -1.675 -1.787 HB2 A1IFI 39 
A1IFI HD2 H10 H 0 1 N N N N N N 12.578 1.391  8.884  1.001  -2.080 1.229  HD2 A1IFI 40 
A1IFI HE1 H11 H 0 1 N N N N N N 10.555 2.136  12.545 1.169  1.984  0.171  HE1 A1IFI 41 
A1IFI H10 H12 H 0 1 N N N N N N 9.261  -3.472 16.544 -5.894 3.660  1.346  H10 A1IFI 42 
A1IFI H11 H13 H 0 1 N N N N N N 8.894  -2.167 18.626 -7.805 2.151  1.305  H11 A1IFI 43 
A1IFI H22 H14 H 0 1 N N N N N N 8.455  0.275  18.500 -7.643 -0.059 0.243  H2  A1IFI 44 
A1IFI H3  H15 H 0 1 N N N N N N 8.377  1.413  16.294 -5.568 -0.797 -0.796 H3  A1IFI 45 
A1IFI H5  H16 H 0 1 N N N N N N 8.526  1.314  13.860 -3.203 -0.338 -1.389 H5  A1IFI 46 
A1IFI H7  H17 H 0 1 N N N N N N 9.301  -2.436 11.901 -1.461 3.391  -0.310 H7  A1IFI 47 
A1IFI H8  H18 H 0 1 N N N N N N 9.423  -3.564 14.107 -3.535 4.125  0.737  H8  A1IFI 48 
A1IFI H32 H19 H 0 1 N N N N N N 13.824 2.933  10.705 2.429  1.267  2.309  H32 A1IFI 49 
A1IFI H42 H20 H 0 1 N N N N N N 12.978 3.205  12.265 2.364  -0.452 2.766  H42 A1IFI 50 
A1IFI H13 H21 H 0 1 N N N N N N 10.607 8.654  8.782  7.934  -1.644 -0.597 H13 A1IFI 51 
A1IFI H14 H22 H 0 1 N N N N N N 11.745 10.611 9.806  9.075  0.218  -1.677 H14 A1IFI 52 
A1IFI H15 H23 H 0 1 N N N N N N 13.500 10.267 11.530 8.085  2.467  -1.687 H15 A1IFI 53 
A1IFI H16 H24 H 0 1 N N N N N N 14.117 7.967  12.234 5.940  2.892  -0.615 H16 A1IFI 54 
A1IFI H18 H25 H 0 1 N N N N N N 13.851 5.556  12.025 3.992  2.040  0.664  H18 A1IFI 55 
A1IFI H20 H26 H 0 1 N N N N N N 10.970 3.936  9.272  3.842  -2.070 1.755  H20 A1IFI 56 
A1IFI H21 H27 H 0 1 N N N N N N 10.338 6.231  8.581  5.988  -2.495 0.684  H21 A1IFI 57 
A1IFI OXT OXT O 0 1 N Y N N Y Y ?      ?      ?      -4.103 -2.629 -1.507 O1  A1IFI 58 
A1IFI HXT HXT H 0 1 N Y N N Y Y ?      ?      ?      -4.719 -3.272 -1.885 H6  A1IFI 59 
# 
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 
A1IFI C   O   DOUB N N 1  
A1IFI C   CA  SING N N 2  
A1IFI CB  CA  SING N N 3  
A1IFI CB  CG  SING N N 4  
A1IFI CA  N   SING N N 5  
A1IFI C21 C20 DOUB Y N 6  
A1IFI C21 C22 SING Y N 7  
A1IFI C13 C22 DOUB Y N 8  
A1IFI C13 C14 SING Y N 9  
A1IFI CD2 CG  DOUB Y N 10 
A1IFI CD2 NE2 SING Y N 11 
A1IFI CG  ND1 SING Y N 12 
A1IFI C20 C19 SING Y N 13 
A1IFI C22 C17 SING Y N 14 
A1IFI C14 C15 DOUB Y N 15 
A1IFI C19 C12 SING N N 16 
A1IFI C19 C18 DOUB Y N 17 
A1IFI NE2 C12 SING N N 18 
A1IFI NE2 CE1 DOUB Y N 19 
A1IFI C17 C18 SING Y N 20 
A1IFI C17 C16 DOUB Y N 21 
A1IFI ND1 C1  SING N N 22 
A1IFI ND1 CE1 SING Y N 23 
A1IFI C15 C16 SING Y N 24 
A1IFI C1  C6  SING N N 25 
A1IFI C6  C7  DOUB Y N 26 
A1IFI C6  C5  SING Y N 27 
A1IFI C7  C8  SING Y N 28 
A1IFI C5  C4  DOUB Y N 29 
A1IFI C8  C9  DOUB Y N 30 
A1IFI C4  C9  SING Y N 31 
A1IFI C4  C3  SING Y N 32 
A1IFI C9  C10 SING Y N 33 
A1IFI C3  C2  DOUB Y N 34 
A1IFI C10 C11 DOUB Y N 35 
A1IFI C2  C11 SING Y N 36 
A1IFI C1  H12 SING N N 37 
A1IFI C1  H51 SING N N 38 
A1IFI N   H   SING N N 39 
A1IFI N   H2  SING N N 40 
A1IFI CA  HA  SING N N 41 
A1IFI CB  HB1 SING N N 42 
A1IFI CB  HB2 SING N N 43 
A1IFI CD2 HD2 SING N N 44 
A1IFI CE1 HE1 SING N N 45 
A1IFI C10 H10 SING N N 46 
A1IFI C11 H11 SING N N 47 
A1IFI C2  H22 SING N N 48 
A1IFI C3  H3  SING N N 49 
A1IFI C5  H5  SING N N 50 
A1IFI C7  H7  SING N N 51 
A1IFI C8  H8  SING N N 52 
A1IFI C12 H32 SING N N 53 
A1IFI C12 H42 SING N N 54 
A1IFI C13 H13 SING N N 55 
A1IFI C14 H14 SING N N 56 
A1IFI C15 H15 SING N N 57 
A1IFI C16 H16 SING N N 58 
A1IFI C18 H18 SING N N 59 
A1IFI C20 H20 SING N N 60 
A1IFI C21 H21 SING N N 61 
A1IFI C   OXT SING N N 62 
A1IFI OXT HXT SING N N 63 
# 
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 
A1IFI InChI            InChI                1.06  "InChI=1S/C28H25N3O2/c29-27(28(32)33)15-26-18-30(16-20-9-11-22-5-1-3-7-24(22)13-20)19-31(26)17-21-10-12-23-6-2-4-8-25(23)14-21/h1-14,18-19,27H,15-17,29H2/p+1/t27-/m0/s1" 
A1IFI InChIKey         InChI                1.06  INPXOHDCACMWLB-MHZLTWQESA-O                                                                                                                                               
A1IFI SMILES_CANONICAL CACTVS               3.385 "N[C@@H](Cc1c[n+](Cc2ccc3ccccc3c2)cn1Cc4ccc5ccccc5c4)C(O)=O"                                                                                                              
A1IFI SMILES           CACTVS               3.385 "N[CH](Cc1c[n+](Cc2ccc3ccccc3c2)cn1Cc4ccc5ccccc5c4)C(O)=O"                                                                                                                
A1IFI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc2cc(ccc2c1)Cn3c[n+](cc3C[C@@H](C(=O)O)N)Cc4ccc5ccccc5c4"                                                                                                            
A1IFI SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc2cc(ccc2c1)Cn3c[n+](cc3CC(C(=O)O)N)Cc4ccc5ccccc5c4"                                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           A1IFI 
_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        "(2~{S})-2-azanyl-3-[1,3-bis(naphthalen-2-ylmethyl)imidazol-1-ium-4-yl]propanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IFI "Create component" 2024-06-21 PDBE 
A1IFI "Modify backbone"  2024-09-25 PDBE 
A1IFI "Modify PCM"       2024-09-27 PDBE 
A1IFI "Initial release"  2025-07-02 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1IFI 
_pdbx_chem_comp_pcm.modified_residue_id                ? 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Non-standard residue" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               ? 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   ? 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
