data_A1A2Z
# 
_chem_comp.id                                    A1A2Z 
_chem_comp.name                                  "N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-L-tryptophan" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H22 N3 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               TRP 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-21 
_chem_comp.pdbx_modified_date                    2025-02-07 
_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                        435.368 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A2Z 
_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        9BLV 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
A1A2Z N    N1  N 0 1 N N N Y Y N 7.679  0.585  82.318 -0.699 0.946  -0.208 N    A1A2Z 1  
A1A2Z N1   N2  N 0 1 Y N N N N N 10.560 4.535  83.491 1.176  -3.616 -0.192 N1   A1A2Z 2  
A1A2Z CG   C1  C 0 1 Y N N N N N 8.211  -2.391 82.123 -3.473 1.839  0.173  CG   A1A2Z 3  
A1A2Z CD1  C2  C 0 1 Y N N N N N 9.572  -2.397 82.189 -4.529 2.084  -0.618 CD1  A1A2Z 4  
A1A2Z CD2  C3  C 0 1 Y N N N N N 7.754  -3.265 83.181 -3.704 0.537  0.805  CD2  A1A2Z 5  
A1A2Z CE2  C4  C 0 1 Y N N N N N 8.906  -3.759 83.831 -4.943 0.083  0.316  CE2  A1A2Z 6  
A1A2Z CE3  C5  C 0 1 Y N N N N N 6.499  -3.680 83.643 -2.983 -0.244 1.709  CE3  A1A2Z 7  
A1A2Z CZ3  C6  C 0 1 Y N N N N N 6.430  -4.544 84.713 -3.485 -1.448 2.117  CZ3  A1A2Z 8  
A1A2Z C2A  C7  C 0 1 N N N N N N 8.560  5.225  84.689 -0.966 -4.651 -0.754 C2A  A1A2Z 9  
A1A2Z C4   C8  C 0 1 Y N N N N N 9.227  2.507  82.117 0.353  -1.117 -0.946 C4   A1A2Z 10 
A1A2Z C5   C9  C 0 1 Y N N N N N 10.599 2.731  81.902 1.632  -1.326 -0.456 C5   A1A2Z 11 
A1A2Z CA   C10 C 0 1 N N S N Y N 6.697  -0.342 81.744 -1.153 2.294  -0.576 CA   A1A2Z 12 
A1A2Z CH2  C11 C 0 1 Y N N N N N 7.581  -5.017 85.338 -4.707 -1.901 1.638  CH2  A1A2Z 13 
A1A2Z C2   C12 C 0 1 Y N N N N N 9.262  4.345  83.703 -0.049 -3.459 -0.652 C2   A1A2Z 14 
A1A2Z C3   C13 C 0 1 Y N N N N N 8.559  3.332  83.036 -0.504 -2.208 -1.045 C3   A1A2Z 15 
A1A2Z C4A  C14 C 0 1 N N N N N N 8.463  1.413  81.386 -0.099 0.260  -1.360 C4A  A1A2Z 16 
A1A2Z C5A  C15 C 0 1 N N N N N N 11.396 1.883  80.951 2.597  -0.175 -0.329 C5A  A1A2Z 17 
A1A2Z C6   C16 C 0 1 Y N N N N N 11.207 3.752  82.614 2.012  -2.602 -0.085 C6   A1A2Z 18 
A1A2Z C    C17 C 0 1 N N N N Y Y 5.667  -0.765 82.810 -0.000 3.259  -0.467 C    A1A2Z 19 
A1A2Z CB   C18 C 0 1 N N N N N N 7.369  -1.602 81.154 -2.274 2.730  0.370  CB   A1A2Z 20 
A1A2Z CZ2  C19 C 0 1 Y N N N N N 8.833  -4.639 84.911 -5.435 -1.146 0.744  CZ2  A1A2Z 21 
A1A2Z NE1  N3  N 0 1 Y N N N N N 9.997  -3.215 83.203 -5.417 1.046  -0.546 NE1  A1A2Z 22 
A1A2Z O    O1  O 0 1 N N N N Y Y 4.745  -1.547 82.453 1.087  2.864  -0.120 O    A1A2Z 23 
A1A2Z OXT  O2  O 0 1 N N N N Y Y 5.822  -0.295 83.964 -0.182 4.556  -0.757 OXT  A1A2Z 24 
A1A2Z O3P  O3  O 0 1 N N N N N N 10.371 -0.247 79.033 4.736  1.370  1.620  O3P  A1A2Z 25 
A1A2Z O1P  O4  O 0 1 N N N N N N 10.645 1.508  77.180 5.444  1.035  -0.780 O1P  A1A2Z 26 
A1A2Z O3   O5  O 0 1 N N N N N N 7.232  3.169  83.289 -1.768 -2.052 -1.519 O3   A1A2Z 27 
A1A2Z O2P  O6  O 0 1 N N N N N N 12.634 0.579  78.433 6.362  -0.578 0.931  O2P  A1A2Z 28 
A1A2Z O4P  O7  O 0 1 N N N N N N 10.966 2.097  79.573 3.838  -0.651 0.197  O4P  A1A2Z 29 
A1A2Z P    P1  P 0 1 N N N N N N 11.156 0.924  78.481 5.102  0.310  0.465  P    A1A2Z 30 
A1A2Z H    H1  H 0 1 N N N Y Y N 8.327  0.041  82.852 -1.456 0.403  0.182  H    A1A2Z 31 
A1A2Z HD1  H3  H 0 1 N N N N N N 10.223 -1.837 81.535 -4.658 2.969  -1.223 HD1  A1A2Z 32 
A1A2Z HE3  H4  H 0 1 N N N N N N 5.597  -3.327 83.166 -2.031 0.101  2.086  HE3  A1A2Z 33 
A1A2Z HZ3  H5  H 0 1 N N N N N N 5.463  -4.861 85.075 -2.927 -2.052 2.817  HZ3  A1A2Z 34 
A1A2Z H2A1 H6  H 0 0 N N N N N N 9.276  5.943  85.116 -1.523 -4.761 0.176  H2A1 A1A2Z 35 
A1A2Z H2A2 H7  H 0 0 N N N N N N 7.751  5.772  84.182 -1.663 -4.504 -1.580 H2A2 A1A2Z 36 
A1A2Z H2A3 H8  H 0 0 N N N N N N 8.136  4.608  85.495 -0.375 -5.549 -0.932 H2A3 A1A2Z 37 
A1A2Z HA   H9  H 0 1 N N N N Y N 6.157  0.167  80.932 -1.525 2.285  -1.600 HA   A1A2Z 38 
A1A2Z HH2  H10 H 0 1 N N N N N N 7.489  -5.694 86.174 -5.090 -2.855 1.969  HH2  A1A2Z 39 
A1A2Z H4A  H11 H 0 1 N Y N N N N 7.780  1.878  80.660 -0.838 0.175  -2.157 H4A  A1A2Z 40 
A1A2Z H4B  H12 H 0 1 N N N N N N 9.180  0.771  80.854 0.757  0.831  -1.717 H4B  A1A2Z 41 
A1A2Z H5A1 H13 H 0 0 N N N N N N 11.257 0.823  81.211 2.765  0.269  -1.310 H5A1 A1A2Z 42 
A1A2Z H5A2 H14 H 0 0 N N N N N N 12.460 2.146  81.041 2.181  0.575  0.344  H5A2 A1A2Z 43 
A1A2Z H6   H15 H 0 1 N N N N N N 12.261 3.928  82.454 3.008  -2.771 0.298  H6   A1A2Z 44 
A1A2Z HB2  H16 H 0 1 N N N N N N 6.577  -2.264 80.773 -2.550 3.762  0.155  HB2  A1A2Z 45 
A1A2Z HB3  H17 H 0 1 N N N N N N 8.014  -1.286 80.321 -1.930 2.654  1.401  HB3  A1A2Z 46 
A1A2Z HZ2  H18 H 0 1 N N N N N N 9.725  -5.009 85.394 -6.384 -1.507 0.378  HZ2  A1A2Z 47 
A1A2Z HE1  H19 H 0 1 N N N N N N 10.951 -3.388 83.446 -6.257 0.996  -1.029 HE1  A1A2Z 48 
A1A2Z HXT  H20 H 0 1 N N N N Y Y 5.134  -0.620 84.534 0.587  5.137  -0.673 HXT  A1A2Z 49 
A1A2Z HOP3 H21 H 0 0 N N N N N N 9.646  -0.445 78.452 4.502  0.964  2.466  HOP3 A1A2Z 50 
A1A2Z HO3  H22 H 0 1 N N N N N N 6.951  3.809  83.932 -1.844 -2.159 -2.477 HO3  A1A2Z 51 
A1A2Z HOP2 H23 H 0 0 N N N N N N 12.983 0.796  77.576 7.161  -0.064 1.110  HOP2 A1A2Z 52 
# 
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 
A1A2Z O1P P    DOUB N N 1  
A1A2Z O2P P    SING N N 2  
A1A2Z P   O3P  SING N N 3  
A1A2Z P   O4P  SING N N 4  
A1A2Z O4P C5A  SING N N 5  
A1A2Z C5A C5   SING N N 6  
A1A2Z CB  CA   SING N N 7  
A1A2Z CB  CG   SING N N 8  
A1A2Z C4A C4   SING N N 9  
A1A2Z C4A N    SING N N 10 
A1A2Z CA  N    SING N N 11 
A1A2Z CA  C    SING N N 12 
A1A2Z C5  C4   DOUB Y N 13 
A1A2Z C5  C6   SING Y N 14 
A1A2Z C4  C3   SING Y N 15 
A1A2Z CG  CD1  DOUB Y N 16 
A1A2Z CG  CD2  SING Y N 17 
A1A2Z CD1 NE1  SING Y N 18 
A1A2Z O   C    DOUB N N 19 
A1A2Z C6  N1   DOUB Y N 20 
A1A2Z C   OXT  SING N N 21 
A1A2Z C3  O3   SING N N 22 
A1A2Z C3  C2   DOUB Y N 23 
A1A2Z CD2 CE3  DOUB Y N 24 
A1A2Z CD2 CE2  SING Y N 25 
A1A2Z NE1 CE2  SING Y N 26 
A1A2Z N1  C2   SING Y N 27 
A1A2Z CE3 CZ3  SING Y N 28 
A1A2Z C2  C2A  SING N N 29 
A1A2Z CE2 CZ2  DOUB Y N 30 
A1A2Z CZ3 CH2  DOUB Y N 31 
A1A2Z CZ2 CH2  SING Y N 32 
A1A2Z N   H    SING N N 33 
A1A2Z CD1 HD1  SING N N 34 
A1A2Z CE3 HE3  SING N N 35 
A1A2Z CZ3 HZ3  SING N N 36 
A1A2Z C2A H2A1 SING N N 37 
A1A2Z C2A H2A2 SING N N 38 
A1A2Z C2A H2A3 SING N N 39 
A1A2Z CA  HA   SING N N 40 
A1A2Z CH2 HH2  SING N N 41 
A1A2Z C4A H4A  SING N N 42 
A1A2Z C4A H4B  SING N N 43 
A1A2Z C5A H5A1 SING N N 44 
A1A2Z C5A H5A2 SING N N 45 
A1A2Z C6  H6   SING N N 46 
A1A2Z CB  HB2  SING N N 47 
A1A2Z CB  HB3  SING N N 48 
A1A2Z CZ2 HZ2  SING N N 49 
A1A2Z NE1 HE1  SING N N 50 
A1A2Z OXT HXT  SING N N 51 
A1A2Z O3P HOP3 SING N N 52 
A1A2Z O3  HO3  SING N N 53 
A1A2Z O2P HOP2 SING N N 54 
# 
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 
A1A2Z SMILES           ACDLabs              14.52   "O=P(O)(O)OCc1cnc(C)c(O)c1CNC(Cc1c[NH]c2ccccc21)C(=O)O"                                                                                                                             
A1A2Z InChI            InChI                1.06    "InChI=1S/C19H22N3O7P/c1-11-18(23)15(13(8-20-11)10-29-30(26,27)28)9-22-17(19(24)25)6-12-7-21-16-5-3-2-4-14(12)16/h2-5,7-8,17,21-23H,6,9-10H2,1H3,(H,24,25)(H2,26,27,28)/t17-/m0/s1" 
A1A2Z InChIKey         InChI                1.06    GXJCERNIMQVBGG-KRWDZBQOSA-N                                                                                                                                                         
A1A2Z SMILES_CANONICAL CACTVS               3.385   "Cc1ncc(CO[P](O)(O)=O)c(CN[C@@H](Cc2c[nH]c3ccccc23)C(O)=O)c1O"                                                                                                                      
A1A2Z SMILES           CACTVS               3.385   "Cc1ncc(CO[P](O)(O)=O)c(CN[CH](Cc2c[nH]c3ccccc23)C(O)=O)c1O"                                                                                                                        
A1A2Z SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H](Cc2c[nH]c3c2cccc3)C(=O)O)O"                                                                                                                      
A1A2Z SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC(Cc2c[nH]c3c2cccc3)C(=O)O)O"                                                                                                                           
# 
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 
A1A2Z "SYSTEMATIC NAME" ACDLabs              14.52   "N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-L-tryptophan"                                   
A1A2Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(2~{S})-3-(1~{H}-indol-3-yl)-2-[[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]propanoic acid" 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1A2Z 
_pdbx_chem_comp_pcm.modified_residue_id                LYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_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               C4A 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   NZ 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1A2Z "Create component"         2024-08-21 RCSB 
A1A2Z "Modify PCM"               2024-11-13 RCSB 
A1A2Z "Modify leaving atom flag" 2024-11-18 RCSB 
A1A2Z "Initial release"          2025-02-12 RCSB 
# 
