data_R6F
# 
_chem_comp.id                                    R6F 
_chem_comp.name                                  methopterin 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H21 N7 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl](methyl)amino}benzoyl)-L-glutamic acid; 10-methylfolic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-06-21 
_chem_comp.pdbx_modified_date                    2023-11-02 
_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                        455.424 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R6F 
_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        8DAI 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
R6F N1   N1  N 0 1 N N N N N N 20.997 18.106 37.132 -6.680 -0.769 0.942  N1   R6F 1  
R6F C    C1  C 0 1 N N N N N N 16.707 20.852 44.493 2.613  -0.518 -0.827 C    R6F 2  
R6F C2   C2  C 0 1 N N N N N N 20.126 17.117 37.153 -6.571 -2.038 0.637  C2   R6F 3  
R6F C4   C3  C 0 1 N N N N N N 18.347 18.435 37.911 -4.599 -1.715 -0.614 C4   R6F 4  
R6F C6   C4  C 0 1 Y N N N N N 19.694 21.734 38.347 -3.939 1.869  -0.399 C6   R6F 5  
R6F N    N2  N 0 1 N N N N N N 17.644 19.832 44.936 3.663  -0.491 0.017  N    R6F 6  
R6F CA   C5  C 0 1 N N S N N N 17.395 19.238 46.275 4.806  -1.378 -0.206 CA   R6F 7  
R6F O    O1  O 0 1 N N N N N N 15.713 21.189 45.130 2.615  -1.280 -1.775 O    R6F 8  
R6F CB   C6  C 0 1 N N N N N N 16.575 17.899 46.166 6.056  -0.771 0.433  CB   R6F 9  
R6F CG   C7  C 0 1 N N N N N N 17.125 16.611 46.939 6.412  0.535  -0.281 CG   R6F 10 
R6F CD   C8  C 0 1 N N N N N N 16.105 15.400 46.604 7.643  1.133  0.349  CD   R6F 11 
R6F OE1  O2  O 0 1 N N N N N N 14.886 15.733 46.197 8.181  0.573  1.275  OE1  R6F 12 
R6F OE2  O3  O 0 1 N N N N N N 16.451 14.114 46.722 8.142  2.289  -0.118 OE2  R6F 13 
R6F C11  C9  C 0 1 Y N N N N N 17.077 21.445 43.128 1.461  0.376  -0.602 C11  R6F 14 
R6F C12  C10 C 0 1 Y N N N N N 18.392 21.265 42.620 0.371  0.348  -1.477 C12  R6F 15 
R6F C13  C11 C 0 1 Y N N N N N 18.674 21.874 41.372 -0.701 1.183  -1.265 C13  R6F 16 
R6F C14  C12 C 0 1 Y N N N N N 17.683 22.629 40.706 -0.702 2.055  -0.179 C14  R6F 17 
R6F C15  C13 C 0 1 Y N N N N N 16.381 22.781 41.211 0.382  2.085  0.694  C15  R6F 18 
R6F C16  C14 C 0 1 Y N N N N N 16.095 22.206 42.468 1.455  1.248  0.490  C16  R6F 19 
R6F C4A  C15 C 0 1 Y N N N N N 19.223 19.538 37.946 -4.700 -0.283 -0.286 C4A  R6F 20 
R6F C7   C16 C 0 1 Y N N N N N 21.011 21.507 37.894 -5.005 2.293  0.387  C7   R6F 21 
R6F C8A  C17 C 0 1 Y N N N N N 20.555 19.304 37.510 -5.786 0.142  0.514  C8A  R6F 22 
R6F C9   C18 C 0 1 N N N N N N 19.333 23.184 38.804 -2.926 2.872  -0.889 C9   R6F 23 
R6F CT   C19 C 0 1 N N N N N N 18.888 19.059 46.729 4.528  -2.723 0.414  CT   R6F 24 
R6F N10  N3  N 0 1 N N N N N N 17.982 23.219 39.405 -1.785 2.902  0.029  N10  R6F 25 
R6F N3   N4  N 0 1 N N N N N N 18.833 17.230 37.542 -5.558 -2.537 -0.127 N3   R6F 26 
R6F N5   N5  N 0 1 Y N N N N N 18.786 20.759 38.347 -3.807 0.597  -0.718 N5   R6F 27 
R6F N8   N6  N 0 1 Y N N N N N 21.448 20.307 37.471 -5.902 1.433  0.827  N8   R6F 28 
R6F NA2  N7  N 0 1 N N N N N N 20.568 15.838 36.834 -7.521 -2.907 1.110  NA2  R6F 29 
R6F O1   O4  O 0 1 N N N N N N 19.197 19.063 47.966 5.442  -3.702 0.333  O1   R6F 30 
R6F O2   O5  O 0 1 N N N N N N 19.838 18.910 45.869 3.481  -2.920 0.985  O2   R6F 31 
R6F O4   O6  O 0 1 N N N N N N 17.136 18.516 38.212 -3.688 -2.144 -1.298 O4   R6F 32 
R6F C102 C20 C 0 0 N N N N N N 16.908 23.883 38.612 -1.785 3.825  1.167  C102 R6F 33 
R6F HN   H1  H 0 1 N N N N N N 18.416 19.545 44.369 3.661  0.117  0.773  HN   R6F 34 
R6F HA   H2  H 0 1 N N N N N N 16.878 19.946 46.939 4.969  -1.499 -1.278 HA   R6F 35 
R6F HB1  H3  H 0 1 N N N N N N 15.565 18.103 46.550 5.863  -0.568 1.487  HB1  R6F 36 
R6F HB2  H4  H 0 1 N N N N N N 16.516 17.639 45.099 6.887  -1.471 0.345  HB2  R6F 37 
R6F HG1  H5  H 0 1 N N N N N N 18.138 16.362 46.589 6.605  0.332  -1.334 HG1  R6F 38 
R6F HG2  H6  H 0 1 N N N N N N 17.148 16.800 48.022 5.581  1.235  -0.192 HG2  R6F 39 
R6F H1   H7  H 0 1 N N N N N N 15.716 13.564 46.478 8.933  2.633  0.319  H1   R6F 40 
R6F H12  H8  H 0 1 N N N N N N 19.136 20.695 43.156 0.372  -0.328 -2.320 H12  R6F 41 
R6F H13  H9  H 0 1 N N N N N N 19.652 21.760 40.928 -1.543 1.162  -1.941 H13  R6F 42 
R6F H15  H10 H 0 1 N N N N N N 15.626 23.319 40.657 0.378  2.762  1.535  H15  R6F 43 
R6F H16  H11 H 0 1 N N N N N N 15.125 22.350 42.922 2.295  1.272  1.168  H16  R6F 44 
R6F H7   H12 H 0 1 N N N N N N 21.702 22.337 37.887 -5.099 3.339  0.641  H7   R6F 45 
R6F H92  H13 H 0 1 N N N N N N 20.069 23.522 39.549 -2.585 2.586  -1.884 H92  R6F 46 
R6F H91  H14 H 0 1 N N N N N N 19.358 23.855 37.932 -3.385 3.860  -0.931 H91  R6F 47 
R6F H31  H15 H 0 1 N N N N N N 18.241 16.424 37.556 -5.524 -3.486 -0.323 H31  R6F 48 
R6F HN22 H16 H 0 0 N N N N N N 21.527 15.685 36.596 -8.251 -2.577 1.656  HN22 R6F 49 
R6F HN21 H17 H 0 0 N N N N N N 19.927 15.071 36.843 -7.462 -3.852 0.898  HN21 R6F 50 
R6F H2   H18 H 0 1 N N N N N N 20.135 18.948 48.059 5.218  -4.547 0.746  H2   R6F 51 
R6F H101 H19 H 0 0 N N N N N N 15.960 23.840 39.169 -2.234 3.336  2.032  H101 R6F 52 
R6F H102 H20 H 0 0 N N N N N N 17.181 24.934 38.433 -0.759 4.110  1.403  H102 R6F 53 
R6F H103 H21 H 0 0 N N N N N N 16.791 23.366 37.648 -2.360 4.715  0.913  H103 R6F 54 
# 
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 
R6F NA2  C2   SING N N 1  
R6F N1   C2   DOUB N N 2  
R6F N1   C8A  SING N N 3  
R6F C2   N3   SING N N 4  
R6F N8   C8A  DOUB Y N 5  
R6F N8   C7   SING Y N 6  
R6F C8A  C4A  SING Y N 7  
R6F N3   C4   SING N N 8  
R6F C7   C6   DOUB Y N 9  
R6F C4   C4A  SING N N 10 
R6F C4   O4   DOUB N N 11 
R6F C4A  N5   DOUB Y N 12 
R6F C6   N5   SING Y N 13 
R6F C6   C9   SING N N 14 
R6F C102 N10  SING N N 15 
R6F C9   N10  SING N N 16 
R6F N10  C14  SING N N 17 
R6F C14  C15  DOUB Y N 18 
R6F C14  C13  SING Y N 19 
R6F C15  C16  SING Y N 20 
R6F C13  C12  DOUB Y N 21 
R6F C16  C11  DOUB Y N 22 
R6F C12  C11  SING Y N 23 
R6F C11  C    SING N N 24 
R6F C    N    SING N N 25 
R6F C    O    DOUB N N 26 
R6F N    CA   SING N N 27 
R6F O2   CT   DOUB N N 28 
R6F CB   CA   SING N N 29 
R6F CB   CG   SING N N 30 
R6F OE1  CD   DOUB N N 31 
R6F CA   CT   SING N N 32 
R6F CD   OE2  SING N N 33 
R6F CD   CG   SING N N 34 
R6F CT   O1   SING N N 35 
R6F N    HN   SING N N 36 
R6F CA   HA   SING N N 37 
R6F CB   HB1  SING N N 38 
R6F CB   HB2  SING N N 39 
R6F CG   HG1  SING N N 40 
R6F CG   HG2  SING N N 41 
R6F OE2  H1   SING N N 42 
R6F C12  H12  SING N N 43 
R6F C13  H13  SING N N 44 
R6F C15  H15  SING N N 45 
R6F C16  H16  SING N N 46 
R6F C7   H7   SING N N 47 
R6F C9   H92  SING N N 48 
R6F C9   H91  SING N N 49 
R6F N3   H31  SING N N 50 
R6F NA2  HN22 SING N N 51 
R6F NA2  HN21 SING N N 52 
R6F O1   H2   SING N N 53 
R6F C102 H101 SING N N 54 
R6F C102 H102 SING N N 55 
R6F C102 H103 SING N N 56 
# 
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 
R6F SMILES           ACDLabs              12.01 "O=C(O)C(CCC(=O)O)NC(=O)c1ccc(cc1)N(C)Cc1cnc2N=C(N)NC(=O)c2n1"                                                                                                                                             
R6F InChI            InChI                1.06  "InChI=1S/C20H21N7O6/c1-27(9-11-8-22-16-15(23-11)18(31)26-20(21)25-16)12-4-2-10(3-5-12)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,8,13H,6-7,9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H3,21,22,25,26,31)/t13-/m0/s1" 
R6F InChIKey         InChI                1.06  HLIXOCXUWGDBNP-ZDUSSCGKSA-N                                                                                                                                                                                
R6F SMILES_CANONICAL CACTVS               3.385 "CN(Cc1cnc2N=C(N)NC(=O)c2n1)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O"                                                                                                                                        
R6F SMILES           CACTVS               3.385 "CN(Cc1cnc2N=C(N)NC(=O)c2n1)c3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O"                                                                                                                                          
R6F SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(Cc1cnc2c(n1)C(=O)NC(=N2)N)c3ccc(cc3)C(=O)N[C@@H](CCC(=O)O)C(=O)O"                                                                                                                                      
R6F SMILES           "OpenEye OEToolkits" 2.0.7 "CN(Cc1cnc2c(n1)C(=O)NC(=N2)N)c3ccc(cc3)C(=O)NC(CCC(=O)O)C(=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 
R6F "SYSTEMATIC NAME" ACDLabs              12.01 "N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl](methyl)amino}benzoyl)-L-glutamic acid"                            
R6F "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-[[4-[(2-azanyl-4-oxidanylidene-3~{H}-pteridin-6-yl)methyl-methyl-amino]phenyl]carbonylamino]pentanedioic acid" 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 R6F "N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl](methyl)amino}benzoyl)-L-glutamic acid" PDB    IUPAC         
2 R6F "10-methylfolic acid"                                                                          AUTHOR "common name" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
R6F "Create component" 2022-06-21 RCSB 
R6F "Initial release"  2023-06-21 RCSB 
R6F "Modify name"      2023-11-02 RCSB 
# 
