data_FA
# 
_chem_comp.id                                    FA 
_chem_comp.name                                  "FOLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H19 N7 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      FOL 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        441.397 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1CD2 
_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.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 
FA C2   C2   C 0 1 Y N N 10.730 2.072  12.014 -0.146 -0.159 8.558  C2   FA 1  
FA C4   C4   C 0 1 Y N N 12.905 2.843  11.884 0.922  -0.847 6.618  C4   FA 2  
FA C4A  C4A  C 0 1 Y N N 12.664 3.827  12.928 -0.043 -0.061 5.822  C4A  FA 3  
FA C6   C6   C 0 1 Y N N 13.311 5.550  14.277 -0.874 0.697  3.834  C6   FA 4  
FA C7   C7   C 0 1 Y N N 12.047 5.576  14.793 -1.860 1.403  4.512  C7   FA 5  
FA C8A  C8A  C 0 1 Y N N 11.390 3.861  13.473 -1.040 0.652  6.511  C8A  FA 6  
FA C9   C9   C 0 1 N N N 14.389 6.496  14.756 -0.817 0.750  2.329  C9   FA 7  
FA C14  C14  C 0 1 Y N N 15.365 7.306  12.614 0.554  -0.174 0.490  C14  FA 8  
FA C13  C13  C 0 1 Y N N 16.517 7.450  11.806 1.616  -0.953 0.040  C13  FA 9  
FA C12  C12  C 0 1 Y N N 16.466 8.007  10.543 1.870  -1.059 -1.307 C12  FA 10 
FA C11  C11  C 0 1 Y N N 15.262 8.465  10.002 1.060  -0.385 -2.225 C11  FA 11 
FA C16  C16  C 0 1 Y N N 14.134 8.333  10.802 -0.005 0.396  -1.770 C16  FA 12 
FA C15  C15  C 0 1 Y N N 14.174 7.772  12.077 -0.257 0.494  -0.421 C15  FA 13 
FA C    C    C 0 1 N N N 15.162 9.045  8.652  1.330  -0.497 -3.671 C    FA 14 
FA CA1  CA1  C 0 1 N N S 13.718 9.581  6.719  0.816  0.042  -5.991 CA1  FA 15 
FA CT1  CT1  C 0 1 N N N 12.287 10.129 6.681  1.766  1.134  -6.410 CT1  FA 16 
FA CB1  CB1  C 0 1 N N N 13.902 8.730  5.467  -0.494 0.181  -6.767 CB1  FA 17 
FA CG1  CG1  C 0 1 N N N 15.373 8.719  5.240  -1.459 -0.926 -6.340 CG1  FA 18 
FA CD1  CD1  C 0 1 N N N 15.705 7.907  4.066  -2.751 -0.789 -7.105 CD1  FA 19 
FA N1   N1   N 0 1 Y N N 10.459 2.986  13.028 -1.069 0.579  7.888  N1   FA 20 
FA NA2  NA2  N 0 1 N N N 9.790  1.266  11.617 -0.209 -0.199 9.922  NA2  FA 21 
FA N3   N3   N 0 1 Y N N 11.962 2.031  11.462 0.802  -0.841 7.952  N3   FA 22 
FA O4   O4   O 0 1 N N N 14.089 2.739  11.365 1.807  -1.485 6.073  O4   FA 23 
FA N5   N5   N 0 1 Y N N 13.642 4.671  13.363 0.011  -0.018 4.498  N5   FA 24 
FA N8   N8   N 0 1 Y N N 11.061 4.739  14.429 -1.924 1.368  5.831  N8   FA 25 
FA N10  N10  N 0 1 N N N 15.489 6.739  13.858 0.300  -0.068 1.853  N10  FA 26 
FA NP1  NP1  N 0 1 N N N 14.014 8.909  7.974  0.548  0.153  -4.555 NP1  FA 27 
FA O    O    O 0 1 N N N 16.100 9.592  8.042  2.258  -1.176 -4.065 O    FA 28 
FA O21  O21  O 0 1 N N N 12.230 11.054 5.796  1.768  2.309  -5.761 O21  FA 29 
FA O11  O11  O 0 1 N N N 11.563 9.513  7.512  2.527  0.952  -7.331 O11  FA 30 
FA OE1  OE1  O 0 1 N N N 16.765 7.118  4.019  -3.751 -1.659 -6.893 OE1  FA 31 
FA OE2  OE2  O 0 1 N N N 14.939 7.880  2.975  -2.886 0.103  -7.908 OE2  FA 32 
FA H7   H7   H 0 1 N N N 11.804 6.329  15.561 -2.580 1.985  3.957  H7   FA 33 
FA H91  1H9  H 0 1 N N N 13.927 7.467  15.051 -1.750 0.366  1.916  H91  FA 34 
FA H92  2H9  H 0 1 N N N 14.781 6.146  15.739 -0.674 1.782  2.007  H92  FA 35 
FA H13  H13  H 0 1 N N N 17.499 7.112  12.177 2.242  -1.473 0.750  H13  FA 36 
FA H12  H12  H 0 1 N N N 17.398 8.087  9.959  2.695  -1.663 -1.655 H12  FA 37 
FA H16  H16  H 0 1 N N N 13.166 8.688  10.408 -0.633 0.918  -2.477 H16  FA 38 
FA H15  H15  H 0 1 N N N 13.247 7.695  12.670 -1.081 1.097  -0.068 H15  FA 39 
FA HA1  HA1  H 0 1 N N N 14.472 10.401 6.697  1.262  -0.928 -6.203 HA1  FA 40 
FA HB11 1HB1 H 0 0 N N N 13.443 7.715  5.533  -0.941 1.153  -6.554 HB11 FA 41 
FA HB12 2HB1 H 0 0 N N N 13.308 9.076  4.589  -0.295 0.099  -7.835 HB12 FA 42 
FA HG11 1HG1 H 0 0 N N N 15.788 9.750  5.161  -1.013 -1.898 -6.553 HG11 FA 43 
FA HG12 2HG1 H 0 0 N N N 15.929 8.384  6.146  -1.659 -0.843 -5.272 HG12 FA 44 
FA HN1  HN1  H 0 1 N N N 10.113 2.463  13.833 -1.752 1.060  8.381  HN1  FA 45 
FA HA21 1HA2 H 0 0 N N N 9.988  0.596  10.873 0.436  -0.722 10.422 HA21 FA 46 
FA HA22 2HA2 H 0 0 N N N 8.976  1.819  11.349 -0.897 0.298  10.391 HA22 FA 47 
FA H10  H10  H 0 1 N N N 15.971 5.849  13.731 0.863  -0.536 2.490  H10  FA 48 
FA HNP  HNP  H 0 1 N N N 13.349 8.279  8.423  -0.191 0.696  -4.240 HNP  FA 49 
FA H21  H21  H 0 1 N N N 11.343 11.393 5.772  2.377  3.009  -6.030 H21  FA 50 
FA HOE1 1HOE H 0 0 N N N 16.980 6.591  3.258  -4.580 -1.571 -7.383 HOE1 FA 51 
# 
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 
FA C2  N1   SING Y N 1  
FA C2  NA2  SING N N 2  
FA C2  N3   DOUB Y N 3  
FA C4  C4A  SING Y N 4  
FA C4  N3   SING Y N 5  
FA C4  O4   DOUB N N 6  
FA C4A C8A  DOUB Y N 7  
FA C4A N5   SING Y N 8  
FA C6  C7   SING Y N 9  
FA C6  C9   SING N N 10 
FA C6  N5   DOUB Y N 11 
FA C7  N8   DOUB Y N 12 
FA C7  H7   SING N N 13 
FA C8A N1   SING Y N 14 
FA C8A N8   SING Y N 15 
FA C9  N10  SING N N 16 
FA C9  H91  SING N N 17 
FA C9  H92  SING N N 18 
FA C14 C13  DOUB Y N 19 
FA C14 C15  SING Y N 20 
FA C14 N10  SING N N 21 
FA C13 C12  SING Y N 22 
FA C13 H13  SING N N 23 
FA C12 C11  DOUB Y N 24 
FA C12 H12  SING N N 25 
FA C11 C16  SING Y N 26 
FA C11 C    SING N N 27 
FA C16 C15  DOUB Y N 28 
FA C16 H16  SING N N 29 
FA C15 H15  SING N N 30 
FA C   NP1  SING N N 31 
FA C   O    DOUB N N 32 
FA CA1 CT1  SING N N 33 
FA CA1 CB1  SING N N 34 
FA CA1 NP1  SING N N 35 
FA CA1 HA1  SING N N 36 
FA CT1 O21  SING N N 37 
FA CT1 O11  DOUB N N 38 
FA CB1 CG1  SING N N 39 
FA CB1 HB11 SING N N 40 
FA CB1 HB12 SING N N 41 
FA CG1 CD1  SING N N 42 
FA CG1 HG11 SING N N 43 
FA CG1 HG12 SING N N 44 
FA CD1 OE1  SING N N 45 
FA CD1 OE2  DOUB N N 46 
FA N1  HN1  SING N N 47 
FA NA2 HA21 SING N N 48 
FA NA2 HA22 SING N N 49 
FA N10 H10  SING N N 50 
FA NP1 HNP  SING N N 51 
FA O21 H21  SING N N 52 
FA OE1 HOE1 SING N N 53 
# 
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 
FA SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)c1ccc(cc1)NCc2nc3c(nc2)NC(=NC3=O)N)CCC(=O)O 
FA InChI            InChI                1.02b 
InChI=1/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1/f/h24-25,27,31H,20H2 
FA InChIKey         InChI                1.02b OVBPIULPVIDEAO-MIBLXQRJDO 
FA SMILES_CANONICAL CACTVS               3.341 NC1=NC(=O)c2nc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cnc2N1 
FA SMILES           CACTVS               3.341 NC1=NC(=O)c2nc(CNc3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)cnc2N1 
FA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NCc2cnc3c(n2)C(=O)N=C(N3)N 
FA SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)NCc2cnc3c(n2)C(=O)N=C(N3)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 
FA "SYSTEMATIC NAME" ACDLabs              10.04 "N-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamic acid"  
FA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methylamino]phenyl]carbonylamino]pentanedioic acid" 
# 
