data_A1IKP
# 
_chem_comp.id                                    A1IKP 
_chem_comp.name                                  TRIPHOSPHOSERINE 
_chem_comp.type                                  "L-peptide linking" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C3 H10 N O12 P3" 
_chem_comp.mon_nstd_parent_comp_id               SER 
_chem_comp.pdbx_synonyms                         "(7R,13aS)-2,3,9,10-tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline; tetrahydropalmatine" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-12 
_chem_comp.pdbx_modified_date                    2025-06-06 
_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                        345.032 
_chem_comp.one_letter_code                       S 
_chem_comp.three_letter_code                     A1IKP 
_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        9GD9 
_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 
A1IKP N   N1  N 0 1 N N N Y Y N 72.485 91.864 101.227 -4.351 -2.159 -0.258 N   A1IKP 1  
A1IKP CA  C1  C 0 1 N N S N Y N 72.493 93.303 101.040 -4.513 -0.901 0.483  CA  A1IKP 2  
A1IKP C   C2  C 0 1 N N N N Y Y 73.698 94.186 101.349 -5.949 -0.452 0.402  C   A1IKP 3  
A1IKP O   O1  O 0 1 N N N N Y Y 73.537 95.337 101.832 -6.667 -0.876 -0.473 O   A1IKP 4  
A1IKP CB  C3  C 0 1 N N N N N N 71.320 93.787 101.881 -3.608 0.171  -0.128 CB  A1IKP 5  
A1IKP OG  O2  O 0 1 N N N N N N 71.268 92.989 103.028 -2.240 -0.200 0.053  OG  A1IKP 6  
A1IKP OD1 O3  O 0 1 N N N N N N 71.879 92.663 105.509 -1.038 0.764  -2.077 OD1 A1IKP 7  
A1IKP OD2 O4  O 0 1 N N N N N N 72.549 94.768 104.392 -1.133 2.068  0.082  OD2 A1IKP 8  
A1IKP OE  O5  O 0 1 N N N N N N 70.074 94.393 104.980 0.377  0.046  0.019  OE  A1IKP 9  
A1IKP OZ1 O6  O 0 1 N N N N N N 67.747 94.169 106.065 1.980  1.417  1.589  OZ1 A1IKP 10 
A1IKP OZ2 O7  O 0 1 N N N N N N 69.024 92.124 105.543 2.202  1.512  -0.924 OZ2 A1IKP 11 
A1IKP OH  O8  O 0 1 N N N N N N 68.002 93.446 103.586 2.911  -0.624 0.218  OH  A1IKP 12 
A1IKP OI1 O9  O 0 1 N N N N N N 68.200 94.201 101.135 4.973  0.190  -0.990 OI1 A1IKP 13 
A1IKP OI2 O10 O 0 1 N N N N N N 66.605 95.373 102.603 5.215  -0.370 1.459  OI2 A1IKP 14 
A1IKP OI3 O11 O 0 1 N N N N N N 69.024 95.722 102.887 4.898  -2.251 -0.350 OI3 A1IKP 15 
A1IKP PD  P1  P 0 1 N N N N N N 71.484 93.707 104.495 -1.011 0.699  -0.469 PD  A1IKP 16 
A1IKP PT  P2  P 0 1 N N N N N N 67.959 94.712 102.534 4.510  -0.743 0.061  PT  A1IKP 17 
A1IKP PZ  P3  P 0 1 N N N N N N 68.688 93.520 105.080 1.875  0.608  0.201  PZ  A1IKP 18 
A1IKP H   H1  H 0 1 N N N Y Y N 71.593 91.498 100.961 -4.889 -2.900 0.165  H   A1IKP 19 
A1IKP H2  H2  H 0 1 N Y N Y Y N 73.198 91.450 100.661 -4.599 -2.041 -1.229 H2  A1IKP 20 
A1IKP HA  H4  H 0 1 N N N N Y N 72.226 93.498 99.991  -4.239 -1.056 1.526  HA  A1IKP 21 
A1IKP HB2 H6  H 0 1 N N N N N N 71.469 94.840 102.162 -3.822 0.263  -1.193 HB2 A1IKP 22 
A1IKP HB3 H7  H 0 1 N N N N N N 70.384 93.688 101.312 -3.793 1.126  0.363  HB3 A1IKP 23 
A1IKP H8  H8  H 0 1 N N N N N N 72.724 92.886 105.881 -0.962 -0.099 -2.507 H8  A1IKP 24 
A1IKP H9  H9  H 0 1 N N N N N N 67.561 93.563 106.773 1.778  0.885  2.370  H9  A1IKP 25 
A1IKP H10 H10 H 0 1 N N N N N N 66.187 95.329 101.751 4.957  -0.942 2.195  H10 A1IKP 26 
A1IKP H11 H11 H 0 1 N N N N N N 69.621 95.823 102.155 5.847  -2.396 -0.462 H11 A1IKP 27 
A1IKP OXT O12 O 0 1 N Y N N Y Y 74.890 93.664 101.079 -6.432 0.420  1.301  OXT A1IKP 28 
A1IKP HXT H3  H 0 1 N Y N N Y Y 75.569 94.289 101.306 -7.359 0.679  1.208  HXT A1IKP 29 
# 
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 
A1IKP CA  N   SING N N 1  
A1IKP CA  C   SING N N 2  
A1IKP CA  CB  SING N N 3  
A1IKP OI1 PT  DOUB N N 4  
A1IKP C   O   DOUB N N 5  
A1IKP CB  OG  SING N N 6  
A1IKP PT  OI2 SING N N 7  
A1IKP PT  OI3 SING N N 8  
A1IKP PT  OH  SING N N 9  
A1IKP OG  PD  SING N N 10 
A1IKP OH  PZ  SING N N 11 
A1IKP OD2 PD  DOUB N N 12 
A1IKP PD  OE  SING N N 13 
A1IKP PD  OD1 SING N N 14 
A1IKP OE  PZ  SING N N 15 
A1IKP PZ  OZ2 DOUB N N 16 
A1IKP PZ  OZ1 SING N N 17 
A1IKP N   H   SING N N 18 
A1IKP N   H2  SING N N 19 
A1IKP CA  HA  SING N N 20 
A1IKP CB  HB2 SING N N 21 
A1IKP CB  HB3 SING N N 22 
A1IKP OD1 H8  SING N N 23 
A1IKP OZ1 H9  SING N N 24 
A1IKP OI2 H10 SING N N 25 
A1IKP OI3 H11 SING N N 26 
A1IKP C   OXT SING N N 27 
A1IKP OXT HXT SING N N 28 
# 
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 
A1IKP InChI            InChI                1.06  "InChI=1S/C3H10NO12P3/c4-2(3(5)6)1-14-18(10,11)16-19(12,13)15-17(7,8)9/h2H,1,4H2,(H,5,6)(H,10,11)(H,12,13)(H2,7,8,9)/t2-/m0/s1" 
A1IKP InChIKey         InChI                1.06  RRJFBQNVBINENS-REOHCLBHSA-N                                                                                                     
A1IKP SMILES_CANONICAL CACTVS               3.385 "N[C@@H](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)C(O)=O"                                                                            
A1IKP SMILES           CACTVS               3.385 "N[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)C(O)=O"                                                                              
A1IKP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C([C@@H](C(=O)O)N)OP(=O)(O)OP(=O)(O)OP(=O)(O)O"                                                                                
A1IKP SMILES           "OpenEye OEToolkits" 2.0.7 "C(C(C(=O)O)N)OP(=O)(O)OP(=O)(O)OP(=O)(O)O"                                                                                     
# 
_pdbx_chem_comp_identifier.comp_id           A1IKP 
_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-[oxidanyl-[oxidanyl(phosphonooxy)phosphoryl]oxy-phosphoryl]oxy-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 
A1IKP "Create component" 2024-08-12 PDBE 
A1IKP "Modify PCM"       2024-09-27 PDBE 
A1IKP "Initial release"  2025-06-11 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1IKP 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_pdbx_chem_comp_pcm.type                               Triphosphorylation 
_pdbx_chem_comp_pcm.category                           "Named protein 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               ? 
_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      ? 
# 
