data_FOL
# 
_chem_comp.id                                    FOL 
_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                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         FA 
_chem_comp.formula_weight                        441.397 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FOL 
_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        4CD2 
_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 
FOL N1   N1   N 0 1 Y N N 9.955  57.995 30.200 -1.069 0.579  7.888  N1   FOL 1  
FOL C2   C2   C 0 1 Y N N 9.906  57.055 29.224 -0.146 -0.159 8.558  C2   FOL 2  
FOL NA2  NA2  N 0 1 N N N 10.752 57.222 28.285 -0.209 -0.199 9.922  NA2  FOL 3  
FOL N3   N3   N 0 1 Y N N 8.978  56.090 29.236 0.802  -0.841 7.952  N3   FOL 4  
FOL C4   C4   C 0 1 Y N N 8.177  55.992 30.277 0.922  -0.847 6.618  C4   FOL 5  
FOL O4   O4   O 0 1 N N N 7.284  55.048 30.396 1.807  -1.485 6.073  O4   FOL 6  
FOL C4A  C4A  C 0 1 Y N N 8.242  56.932 31.411 -0.043 -0.061 5.822  C4A  FOL 7  
FOL N5   N5   N 0 1 Y N N 7.439  56.784 32.478 0.011  -0.018 4.498  N5   FOL 8  
FOL C6   C6   C 0 1 Y N N 7.578  57.733 33.395 -0.874 0.697  3.834  C6   FOL 9  
FOL C7   C7   C 0 1 Y N N 8.511  58.751 33.255 -1.860 1.403  4.512  C7   FOL 10 
FOL N8   N8   N 0 1 Y N N 9.345  58.864 32.244 -1.924 1.368  5.831  N8   FOL 11 
FOL C8A  C8A  C 0 1 Y N N 9.173  57.960 31.300 -1.040 0.652  6.511  C8A  FOL 12 
FOL C9   C9   C 0 1 N N N 6.687  57.700 34.637 -0.817 0.750  2.329  C9   FOL 13 
FOL N10  N10  N 0 1 N N N 6.022  56.471 34.831 0.300  -0.068 1.853  N10  FOL 14 
FOL C11  C11  C 0 1 Y N N 7.734  52.635 35.405 1.060  -0.385 -2.225 C11  FOL 15 
FOL C12  C12  C 0 1 Y N N 6.366  52.838 35.477 1.870  -1.059 -1.307 C12  FOL 16 
FOL C13  C13  C 0 1 Y N N 5.823  54.121 35.322 1.616  -0.953 0.040  C13  FOL 17 
FOL C14  C14  C 0 1 Y N N 6.630  55.243 35.059 0.554  -0.174 0.490  C14  FOL 18 
FOL C15  C15  C 0 1 Y N N 8.005  55.010 35.019 -0.257 0.494  -0.421 C15  FOL 19 
FOL C16  C16  C 0 1 Y N N 8.501  53.758 35.220 -0.005 0.396  -1.770 C16  FOL 20 
FOL C    C    C 0 1 N N N 8.325  51.302 35.580 1.330  -0.497 -3.671 C    FOL 21 
FOL O    O    O 0 1 N N N 7.710  50.238 35.775 2.258  -1.176 -4.065 O    FOL 22 
FOL N    N    N 0 1 N N N 9.608  51.094 35.612 0.548  0.153  -4.555 N    FOL 23 
FOL CA   CA   C 0 1 N N S 10.299 49.867 35.882 0.816  0.042  -5.991 CA   FOL 24 
FOL CB   CB   C 0 1 N N N 10.308 48.900 34.685 -0.494 0.181  -6.767 CB   FOL 25 
FOL CG   CG   C 0 1 N N N 8.966  48.247 34.539 -1.459 -0.926 -6.340 CG   FOL 26 
FOL CD   CD   C 0 1 N N N 9.166  47.106 33.629 -2.751 -0.789 -7.105 CD   FOL 27 
FOL OE1  OE1  O 0 1 N N N 10.212 46.558 33.108 -2.886 0.103  -7.908 OE1  FOL 28 
FOL OE2  OE2  O 0 1 N N N 8.166  46.393 33.207 -3.751 -1.659 -6.893 OE2  FOL 29 
FOL CT   CT   C 0 1 N N N 11.747 50.216 36.245 1.766  1.134  -6.410 CT   FOL 30 
FOL O1   O1   O 0 1 N N N 12.251 49.334 36.953 2.527  0.952  -7.331 O1   FOL 31 
FOL O2   O2   O 0 1 N N N 12.199 51.216 35.728 1.768  2.309  -5.761 O2   FOL 32 
FOL HN1  HN1  H 0 1 N N N 9.814  58.902 29.755 -1.752 1.060  8.381  HN1  FOL 33 
FOL HN21 1HN2 H 0 0 N N N 10.715 56.514 27.550 0.436  -0.722 10.422 HN21 FOL 34 
FOL HN22 2HN2 H 0 0 N N N 11.695 57.289 28.665 -0.897 0.298  10.391 HN22 FOL 35 
FOL H7   H7   H 0 1 N N N 8.597  59.543 34.017 -2.580 1.985  3.957  H7   FOL 36 
FOL H91  1H9  H 0 1 N N N 7.270  57.977 35.545 -1.750 0.366  1.916  H91  FOL 37 
FOL H92  2H9  H 0 1 N N N 5.956  58.542 34.618 -0.674 1.782  2.007  H92  FOL 38 
FOL HN0  HN0  H 0 1 N N N 5.409  56.344 34.025 0.863  -0.536 2.490  HN0  FOL 39 
FOL H12  H12  H 0 1 N N N 5.705  51.973 35.658 2.695  -1.663 -1.655 H12  FOL 40 
FOL H13  H13  H 0 1 N N N 4.731  54.251 35.409 2.242  -1.473 0.750  H13  FOL 41 
FOL H15  H15  H 0 1 N N N 8.714  55.832 34.824 -1.081 1.097  -0.068 H15  FOL 42 
FOL H16  H16  H 0 1 N N N 9.598  53.645 35.233 -0.633 0.918  -2.477 H16  FOL 43 
FOL HN   HN   H 0 1 N N N 10.110 51.958 35.410 -0.191 0.696  -4.240 HN   FOL 44 
FOL HA   HA   H 0 1 N N N 9.765  49.348 36.712 1.262  -0.928 -6.203 HA   FOL 45 
FOL HB1  1HB  H 0 1 N N N 10.631 49.403 33.744 -0.941 1.153  -6.554 HB1  FOL 46 
FOL HB2  2HB  H 0 1 N N N 11.130 48.150 34.760 -0.295 0.099  -7.835 HB2  FOL 47 
FOL HG1  1HG  H 0 1 N N N 8.501  47.963 35.512 -1.013 -1.898 -6.553 HG1  FOL 48 
FOL HG2  2HG  H 0 1 N N N 8.164  48.946 34.205 -1.659 -0.843 -5.272 HG2  FOL 49 
FOL HOE2 2HOE H 0 0 N N N 8.295  45.657 32.620 -4.580 -1.571 -7.383 HOE2 FOL 50 
FOL HO2  HO2  H 0 1 N N N 13.096 51.432 35.952 2.377  3.009  -6.030 HO2  FOL 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 
FOL N1  C2   SING Y N 1  
FOL N1  C8A  SING Y N 2  
FOL N1  HN1  SING N N 3  
FOL C2  NA2  SING N N 4  
FOL C2  N3   DOUB Y N 5  
FOL NA2 HN21 SING N N 6  
FOL NA2 HN22 SING N N 7  
FOL N3  C4   SING Y N 8  
FOL C4  O4   DOUB N N 9  
FOL C4  C4A  SING Y N 10 
FOL C4A N5   SING Y N 11 
FOL C4A C8A  DOUB Y N 12 
FOL N5  C6   DOUB Y N 13 
FOL C6  C7   SING Y N 14 
FOL C6  C9   SING N N 15 
FOL C7  N8   DOUB Y N 16 
FOL C7  H7   SING N N 17 
FOL N8  C8A  SING Y N 18 
FOL C9  N10  SING N N 19 
FOL C9  H91  SING N N 20 
FOL C9  H92  SING N N 21 
FOL N10 C14  SING N N 22 
FOL N10 HN0  SING N N 23 
FOL C11 C12  DOUB Y N 24 
FOL C11 C16  SING Y N 25 
FOL C11 C    SING N N 26 
FOL C12 C13  SING Y N 27 
FOL C12 H12  SING N N 28 
FOL C13 C14  DOUB Y N 29 
FOL C13 H13  SING N N 30 
FOL C14 C15  SING Y N 31 
FOL C15 C16  DOUB Y N 32 
FOL C15 H15  SING N N 33 
FOL C16 H16  SING N N 34 
FOL C   O    DOUB N N 35 
FOL C   N    SING N N 36 
FOL N   CA   SING N N 37 
FOL N   HN   SING N N 38 
FOL CA  CB   SING N N 39 
FOL CA  CT   SING N N 40 
FOL CA  HA   SING N N 41 
FOL CB  CG   SING N N 42 
FOL CB  HB1  SING N N 43 
FOL CB  HB2  SING N N 44 
FOL CG  CD   SING N N 45 
FOL CG  HG1  SING N N 46 
FOL CG  HG2  SING N N 47 
FOL CD  OE1  DOUB N N 48 
FOL CD  OE2  SING N N 49 
FOL OE2 HOE2 SING N N 50 
FOL CT  O1   DOUB N N 51 
FOL CT  O2   SING N N 52 
FOL O2  HO2  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 
FOL SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)c1ccc(cc1)NCc2nc3c(nc2)NC(=NC3=O)N)CCC(=O)O 
FOL 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 
FOL InChIKey         InChI                1.02b OVBPIULPVIDEAO-MIBLXQRJDO 
FOL SMILES_CANONICAL CACTVS               3.341 NC1=NC(=O)c2nc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cnc2N1 
FOL SMILES           CACTVS               3.341 NC1=NC(=O)c2nc(CNc3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)cnc2N1 
FOL 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 
FOL 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 
FOL "SYSTEMATIC NAME" ACDLabs              10.04 "N-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamic acid"  
FOL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methylamino]phenyl]carbonylamino]pentanedioic acid" 
# 
