data_10F
# 
_chem_comp.id                                    10F 
_chem_comp.name                                  "N-({4-[{[(2R,4S,4aR,6S,8aS)-2-amino-4-hydroxydecahydropteridin-6-yl]methyl}(formyl)amino]phenyl}carbonyl)-D-glutamic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H29 N7 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-07-02 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        479.487 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     10F 
_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        3HY3 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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.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 
10F N1   N1   N 0 1 N N N 12.268 17.535 -6.237  7.017  -1.469 0.751  N1   10F 1  
10F C2   C2   C 0 1 N N R 11.705 18.739 -5.534  7.872  -0.965 -0.334 C2   10F 2  
10F NA2  NA2  N 0 1 N N N 12.558 19.867 -5.716  8.877  -1.981 -0.674 NA2  10F 3  
10F N3   N3   N 0 1 N N N 10.263 19.131 -5.791  7.058  -0.673 -1.520 N3   10F 4  
10F C4   C4   C 0 1 N N S 9.387  17.941 -5.938  6.037  0.346  -1.232 C4   10F 5  
10F O4   O4   O 0 1 N N N 8.091  18.201 -6.304  5.252  0.582  -2.402 O4   10F 6  
10F C4A  C4A  C 0 1 N N R 10.040 16.898 -6.815  5.140  -0.160 -0.101 C4A  10F 7  
10F N5   N5   N 0 1 N N N 9.000  15.847 -7.073  4.148  0.860  0.262  N5   10F 8  
10F C6   C6   C 0 1 N N S 9.712  14.742 -7.797  3.289  0.376  1.352  C6   10F 9  
10F C7   C7   C 0 1 N N N 10.918 14.105 -7.078  4.146  0.033  2.572  C7   10F 10 
10F N8   N8   N 0 1 N N N 11.930 15.192 -6.871  5.154  -0.973 2.202  N8   10F 11 
10F C8A  C8A  C 0 1 N N S 11.301 16.397 -6.181  6.010  -0.468 1.122  C8A  10F 12 
10F C9   C9   C 0 1 N N N 8.918  14.034 -8.944  2.282  1.464  1.728  C9   10F 13 
10F N10  N10  N 0 1 N N N 8.606  14.660 -9.911  1.537  1.874  0.535  N10  10F 14 
10F C11  C11  C 0 1 Y N N 4.247  14.775 -10.897 -2.003 -0.073 -0.482 C11  10F 15 
10F C12  C12  C 0 1 Y N N 5.132  16.085 -11.106 -1.943 0.717  0.670  C12  10F 16 
10F C13  C13  C 0 1 Y N N 6.647  16.049 -10.800 -0.772 1.359  1.003  C13  10F 17 
10F C14  C14  C 0 1 Y N N 7.240  14.703 -10.267 0.352  1.222  0.195  C14  10F 18 
10F C15  C15  C 0 1 Y N N 6.377  13.392 -10.025 0.297  0.437  -0.952 C15  10F 19 
10F C16  C16  C 0 1 Y N N 4.864  13.454 -10.340 -0.872 -0.208 -1.291 C16  10F 20 
10F C17  C17  C 0 1 N N N 2.757  14.840 -11.105 -3.255 -0.768 -0.839 C17  10F 21 
10F N    N    N 0 1 N N N 2.433  15.994 -11.907 -4.345 -0.637 -0.057 N    10F 22 
10F CA   CA   C 0 1 N N R 1.925  16.027 -13.272 -5.588 -1.326 -0.411 CA   10F 23 
10F CB   CB   C 0 1 N N N 1.195  17.368 -13.435 -6.776 -0.580 0.198  CB   10F 24 
10F CG   CG   C 0 1 N N N 2.255  18.448 -13.071 -6.888 0.807  -0.438 CG   10F 25 
10F CD   CD   C 0 1 N N N 2.707  19.337 -14.276 -8.059 1.543  0.162  CD   10F 26 
10F OE1  OE1  O 0 1 N N N 3.203  20.607 -13.878 -8.350 2.787  -0.247 OE1  10F 27 
10F OE2  OE2  O 0 1 N N N 1.771  19.446 -15.328 -8.735 1.011  1.011  OE2  10F 28 
10F CT   CT   C 0 1 N N N 1.052  14.810 -13.565 -5.551 -2.734 0.124  CT   10F 29 
10F O2   O2   O 0 1 N N N -0.005 14.668 -12.636 -4.586 -3.122 0.739  O2   10F 30 
10F O1   O1   O 0 1 N N N 1.863  13.664 -13.729 -6.591 -3.558 -0.082 O1   10F 31 
10F C18  C18  C 0 1 N N N 9.661  14.902 -10.823 1.997  2.881  -0.234 C18  10F 32 
10F O5   O5   O 0 1 N N N 10.683 14.674 -10.367 1.338  3.278  -1.171 O5   10F 33 
10F O    O    O 0 1 N N N 2.452  13.915 -11.736 -3.303 -1.458 -1.838 O    10F 34 
10F HN1  HN1  H 0 1 N N N 13.120 17.263 -5.790  7.569  -1.740 1.550  HN1  10F 35 
10F H2   H2   H 0 1 N N N 11.675 18.399 -4.488  8.373  -0.055 -0.007 H2   10F 36 
10F HNA2 HNA2 H 0 0 N N N 12.758 20.281 -4.828  9.479  -1.660 -1.418 HNA2 10F 37 
10F HNAA HNAA H 0 0 N N N 13.412 19.573 -6.146  9.415  -2.243 0.139  HNAA 10F 38 
10F HN3  HN3  H 0 1 N N N 9.936  19.677 -5.019  7.638  -0.395 -2.297 HN3  10F 39 
10F H4   H4   H 0 1 N N N 9.282  17.533 -4.922  6.523  1.273  -0.925 H4   10F 40 
10F HO4  HO4  H 0 1 N N N 7.548  18.261 -5.527  5.761  0.896  -3.161 HO4  10F 41 
10F H4A  H4A  H 0 1 N N N 10.370 17.300 -7.784  4.628  -1.067 -0.422 H4A  10F 42 
10F HN5  HN5  H 0 1 N N N 8.611  15.515 -6.214  4.597  1.728  0.513  HN5  10F 43 
10F H6   H6   H 0 1 N N N 10.396 15.185 -8.535  2.753  -0.515 1.024  H6   10F 44 
10F H7   H7   H 0 1 N N N 10.607 13.684 -6.111  4.646  0.933  2.928  H7   10F 45 
10F H7A  H7A  H 0 1 N N N 11.342 13.285 -7.676  3.510  -0.365 3.362  H7A  10F 46 
10F HN8  HN8  H 0 1 N N N 12.672 14.841 -6.300  5.706  -1.243 3.003  HN8  10F 47 
10F H8A  H8A  H 0 1 N N N 11.058 16.057 -5.163  6.508  0.443  1.451  H8A  10F 48 
10F H9   H9   H 0 1 N N N 9.557  13.212 -9.300  1.588  1.076  2.474  H9   10F 49 
10F H9A  H9A  H 0 1 N N N 7.958  13.767 -8.478  2.812  2.324  2.139  H9A  10F 50 
10F H12  H12  H 0 1 N N N 4.674  16.996 -11.461 -2.816 0.823  1.298  H12  10F 51 
10F H13  H13  H 0 1 N N N 7.271  16.918 -10.948 -0.726 1.970  1.893  H13  10F 52 
10F H15  H15  H 0 1 N N N 6.832  12.486 -9.652  1.171  0.333  -1.578 H15  10F 53 
10F H16  H16  H 0 1 N N N 4.239  12.589 -10.176 -0.914 -0.817 -2.182 H16  10F 54 
10F HN   HN   H 0 1 N N N 2.575  16.883 -11.472 -4.306 -0.086 0.741  HN   10F 55 
10F HA   HA   H 0 1 N N N 2.736  15.965 -14.013 -5.692 -1.352 -1.496 HA   10F 56 
10F HB   HB   H 0 1 N N N 0.836  17.499 -14.467 -7.692 -1.140 0.010  HB   10F 57 
10F HBA  HBA  H 0 1 N N N 0.304  17.433 -12.793 -6.628 -0.476 1.273  HBA  10F 58 
10F HG   HG   H 0 1 N N N 1.816  19.109 -12.309 -5.972 1.368  -0.250 HG   10F 59 
10F HGA  HGA  H 0 1 N N N 3.148  17.911 -12.719 -7.036 0.704  -1.513 HGA  10F 60 
10F HOE1 HOE1 H 0 0 N N N 2.800  21.285 -14.407 -9.111 3.218  0.167  HOE1 10F 61 
10F HO1  HO1  H 0 1 N N N 1.546  12.968 -13.165 -6.522 -4.452 0.281  HO1  10F 62 
10F H18  H18  H 0 1 N N N 9.517  15.260 -11.832 2.953  3.334  -0.015 H18  10F 63 
# 
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 
10F N1  C8A  SING N N 1  
10F N1  C2   SING N N 2  
10F NA2 C2   SING N N 3  
10F N3  C2   SING N N 4  
10F C4  N3   SING N N 5  
10F O4  C4   SING N N 6  
10F C4A C4   SING N N 7  
10F C4A C8A  SING N N 8  
10F N5  C4A  SING N N 9  
10F C6  N5   SING N N 10 
10F C6  C7   SING N N 11 
10F C7  N8   SING N N 12 
10F N8  C8A  SING N N 13 
10F C9  C6   SING N N 14 
10F N10 C9   SING N N 15 
10F C11 C16  SING Y N 16 
10F C12 C11  DOUB Y N 17 
10F C12 C13  SING Y N 18 
10F C13 C14  DOUB Y N 19 
10F C14 N10  SING N N 20 
10F C14 C15  SING Y N 21 
10F C16 C15  DOUB Y N 22 
10F C17 C11  SING N N 23 
10F N   C17  SING N N 24 
10F CA  N    SING N N 25 
10F CB  CA   SING N N 26 
10F CB  CG   SING N N 27 
10F CD  CG   SING N N 28 
10F CD  OE1  SING N N 29 
10F OE2 CD   DOUB N N 30 
10F CT  CA   SING N N 31 
10F CT  O2   DOUB N N 32 
10F O1  CT   SING N N 33 
10F C18 N10  SING N N 34 
10F C18 O5   DOUB N N 35 
10F C17 O    DOUB N N 36 
10F N1  HN1  SING N N 37 
10F C2  H2   SING N N 38 
10F NA2 HNA2 SING N N 39 
10F NA2 HNAA SING N N 40 
10F N3  HN3  SING N N 41 
10F C4  H4   SING N N 42 
10F O4  HO4  SING N N 43 
10F C4A H4A  SING N N 44 
10F N5  HN5  SING N N 45 
10F C6  H6   SING N N 46 
10F C7  H7   SING N N 47 
10F C7  H7A  SING N N 48 
10F N8  HN8  SING N N 49 
10F C8A H8A  SING N N 50 
10F C9  H9   SING N N 51 
10F C9  H9A  SING N N 52 
10F C12 H12  SING N N 53 
10F C13 H13  SING N N 54 
10F C15 H15  SING N N 55 
10F C16 H16  SING N N 56 
10F N   HN   SING N N 57 
10F CA  HA   SING N N 58 
10F CB  HB   SING N N 59 
10F CB  HBA  SING N N 60 
10F CG  HG   SING N N 61 
10F CG  HGA  SING N N 62 
10F OE1 HOE1 SING N N 63 
10F O1  HO1  SING N N 64 
10F C18 H18  SING N N 65 
# 
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 
10F SMILES           ACDLabs              10.04 "O=C(O)C(NC(=O)c1ccc(cc1)N(C=O)CC2NC3C(NC2)NC(N)NC3O)CCC(=O)O" 
10F SMILES_CANONICAL CACTVS               3.341 "N[C@H]1N[C@@H](O)[C@@H]2N[C@@H](CN[C@H]2N1)CN(C=O)c3ccc(cc3)C(=O)N[C@H](CCC(O)=O)C(O)=O" 
10F SMILES           CACTVS               3.341 "N[CH]1N[CH](O)[CH]2N[CH](CN[CH]2N1)CN(C=O)c3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O" 
10F SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)N[C@H](CCC(=O)O)C(=O)O)N(C[C@@H]2CN[C@@H]3[C@@H](N2)[C@@H](N[C@@H](N3)N)O)C=O" 
10F SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)N(CC2CNC3C(N2)C(NC(N3)N)O)C=O" 
10F InChI            InChI                1.03  
"InChI=1S/C20H29N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,15-16,18,20,22-23,25-26,32H,5-8,21H2,(H,24,31)(H,29,30)(H,33,34)/t11-,13+,15+,16-,18-,20+/m0/s1" 
10F InChIKey         InChI                1.03  VSNRWTPIADGZQS-GVIHMSOPSA-N 
# 
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 
10F "SYSTEMATIC NAME" ACDLabs              10.04 "N-({4-[{[(2R,4S,4aR,6S,8aS)-2-amino-4-hydroxydecahydropteridin-6-yl]methyl}(formyl)amino]phenyl}carbonyl)-D-glutamic acid"                                    
10F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[[4-[[(2R,4S,4aR,6S,8aS)-2-amino-4-hydroxy-1,2,3,4,4a,5,6,7,8,8a-decahydropteridin-6-yl]methyl-methanoyl-amino]phenyl]carbonylamino]pentanedioic 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 
10F "Create component"     2009-07-02 PDBJ 
10F "Modify aromatic_flag" 2011-06-04 RCSB 
10F "Modify descriptor"    2011-06-04 RCSB 
# 
