data_FFO
# 
_chem_comp.id                                    FFO 
_chem_comp.name                                  "5-FORMYL-6-HYDROFOLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H21 N7 O7" 
_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                         ? 
_chem_comp.formula_weight                        471.423 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FFO 
_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        1JOL 
_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 
FFO N1   N1   N 0 1 Y N N 22.811 57.344 22.675 2.284  0.981  -5.607 N1   FFO 1  
FFO C2   C2   C 0 1 Y N N 23.612 57.816 23.619 2.871  -0.244 -5.647 C2   FFO 2  
FFO NA2  NA2  N 0 1 N N N 24.820 58.207 23.361 4.202  -0.335 -5.957 NA2  FFO 3  
FFO N3   N3   N 0 1 Y N N 23.109 57.950 24.948 2.198  -1.346 -5.392 N3   FFO 4  
FFO C4   C4   C 0 1 Y N N 21.849 57.610 25.298 0.892  -1.308 -5.082 C4   FFO 5  
FFO O4   O4   O 0 1 N N N 21.467 57.790 26.483 0.280  -2.340 -4.849 O4   FFO 6  
FFO C4A  C4A  C 0 1 Y N N 21.025 57.047 24.206 0.235  -0.059 -5.028 C4A  FFO 7  
FFO N5   N5   N 0 1 N N N 19.686 56.703 24.383 -1.122 0.053  -4.694 N5   FFO 8  
FFO C6   C6   C 0 1 N N S 18.869 56.860 23.284 -1.552 1.312  -4.060 C6   FFO 9  
FFO C7   C7   C 0 1 N N N 19.539 56.325 22.122 -0.829 2.458  -4.720 C7   FFO 10 
FFO N8   N8   N 0 1 N N N 20.782 56.695 21.823 0.325  2.298  -5.273 N8   FFO 11 
FFO C8A  C8A  C 0 1 Y N N 21.526 56.951 22.935 0.947  1.092  -5.303 C8A  FFO 12 
FFO C9   C9   C 0 1 N N N 18.517 58.327 23.216 -1.211 1.282  -2.568 C9   FFO 13 
FFO N10  N10  N 0 1 N N N 17.890 58.851 24.497 -1.915 0.167  -1.929 N10  FFO 14 
FFO C11  C11  C 0 1 Y N N 18.383 62.980 25.267 -1.452 -0.521 2.148  C11  FFO 15 
FFO C12  C12  C 0 1 Y N N 17.793 62.116 26.204 -2.279 -1.352 1.387  C12  FFO 16 
FFO C13  C13  C 0 1 Y N N 17.612 60.763 25.996 -2.430 -1.122 0.038  C13  FFO 17 
FFO C14  C14  C 0 1 Y N N 18.048 60.222 24.759 -1.760 -0.062 -0.567 C14  FFO 18 
FFO C15  C15  C 0 1 Y N N 18.623 61.019 23.855 -0.932 0.763  0.187  C15  FFO 19 
FFO C16  C16  C 0 1 Y N N 18.789 62.389 24.083 -0.781 0.541  1.536  C16  FFO 20 
FFO C    C    C 0 1 N N N 18.530 64.429 25.528 -1.288 -0.765 3.593  C    FFO 21 
FFO O    O    O 0 1 N N N 17.709 64.983 26.299 -1.872 -1.690 4.124  O    FFO 22 
FFO N    N    N 0 1 N N N 19.454 65.177 24.895 -0.490 0.036  4.326  N    FFO 23 
FFO CA   CA   C 0 1 N N S 19.628 66.682 24.964 -0.327 -0.205 5.762  CA   FFO 24 
FFO CB   CB   C 0 1 N N N 20.805 67.012 25.954 1.063  0.255  6.202  CB   FFO 25 
FFO CG   CG   C 0 1 N N N 20.178 68.246 26.784 2.128  -0.525 5.429  CG   FFO 26 
FFO CD   CD   C 0 1 N N N 20.578 67.593 28.092 3.498  -0.072 5.863  CD   FFO 27 
FFO OE1  OE1  O 0 1 N N N 19.628 67.510 28.923 3.611  0.787  6.704  OE1  FFO 28 
FFO OE2  OE2  O 0 1 N N N 21.682 67.020 27.987 4.592  -0.623 5.315  OE2  FFO 29 
FFO CT   CT   C 0 1 N N N 19.928 67.028 23.553 -1.375 0.564  6.523  CT   FFO 30 
FFO O1   O1   O 0 1 N N N 20.407 66.117 22.813 -1.790 0.140  7.576  O1   FFO 31 
FFO O2   O2   O 0 1 N N N 19.533 68.152 23.192 -1.849 1.719  6.031  O2   FFO 32 
FFO C5A  C5A  C 0 1 N N N 18.886 56.223 25.315 -1.994 -0.944 -4.942 C5A  FFO 33 
FFO O5B  O5B  O 0 1 N N N 19.295 55.256 25.947 -3.141 -0.856 -4.558 O5B  FFO 34 
FFO HN1  HN1  H 0 1 N N N 23.288 56.562 22.226 2.806  1.776  -5.799 HN1  FFO 35 
FFO HN21 1HN2 H 0 0 N N N 25.436 58.570 24.087 4.636  -1.202 -5.985 HN21 FFO 36 
FFO HN22 2HN2 H 0 0 N N N 24.769 58.904 22.618 4.711  0.467  -6.151 HN22 FFO 37 
FFO H6   H6   H 0 1 N N N 17.910 56.293 23.345 -2.628 1.436  -4.187 H6   FFO 38 
FFO H7   H7   H 0 1 N N N 19.079 55.599 21.430 -1.288 3.435  -4.731 H7   FFO 39 
FFO H91  1H9  H 0 1 N N N 19.406 58.935 22.931 -0.136 1.152  -2.444 H91  FFO 40 
FFO H92  2H9  H 0 1 N N N 17.862 58.537 22.338 -1.520 2.219  -2.106 H92  FFO 41 
FFO HN0  HN0  H 0 1 N N N 18.229 58.308 25.291 -2.490 -0.409 -2.456 HN0  FFO 42 
FFO H12  H12  H 0 1 N N N 17.448 62.527 27.167 -2.799 -2.174 1.856  H12  FFO 43 
FFO H13  H13  H 0 1 N N N 17.142 60.144 26.779 -3.069 -1.763 -0.549 H13  FFO 44 
FFO H15  H15  H 0 1 N N N 18.961 60.544 22.918 -0.413 1.584  -0.286 H15  FFO 45 
FFO H16  H16  H 0 1 N N N 19.253 63.021 23.307 -0.141 1.185  2.122  H16  FFO 46 
FFO HN   HN   H 0 1 N N N 20.053 64.571 24.333 -0.023 0.774  3.903  HN   FFO 47 
FFO HA   HA   H 0 1 N N N 18.753 67.256 25.348 -0.438 -1.270 5.965  HA   FFO 48 
FFO HB1  1HB  H 0 1 N N N 21.165 66.155 26.570 1.175  1.320  5.998  HB1  FFO 49 
FFO HB2  2HB  H 0 1 N N N 21.791 67.210 25.474 1.184  0.075  7.270  HB2  FFO 50 
FFO HG1  1HG  H 0 1 N N N 20.510 69.286 26.561 2.016  -1.590 5.633  HG1  FFO 51 
FFO HG2  2HG  H 0 1 N N N 19.116 68.542 26.616 2.006  -0.345 4.361  HG2  FFO 52 
FFO HOE2 2HOE H 0 0 N N N 21.932 66.610 28.806 5.471  -0.332 5.593  HOE2 FFO 53 
FFO HO2  HO2  H 0 1 N N N 19.725 68.373 22.288 -2.521 2.213  6.520  HO2  FFO 54 
FFO H5A  H5A  H 0 1 N N N 17.889 56.624 25.562 -1.671 -1.821 -5.483 H5A  FFO 55 
# 
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 
FFO N1  C2   SING Y N 1  
FFO N1  C8A  SING Y N 2  
FFO N1  HN1  SING N N 3  
FFO C2  NA2  SING N N 4  
FFO C2  N3   DOUB Y N 5  
FFO NA2 HN21 SING N N 6  
FFO NA2 HN22 SING N N 7  
FFO N3  C4   SING Y N 8  
FFO C4  O4   DOUB N N 9  
FFO C4  C4A  SING Y N 10 
FFO C4A N5   SING N N 11 
FFO C4A C8A  DOUB Y N 12 
FFO N5  C6   SING N N 13 
FFO N5  C5A  SING N N 14 
FFO C6  C7   SING N N 15 
FFO C6  C9   SING N N 16 
FFO C6  H6   SING N N 17 
FFO C7  N8   DOUB N N 18 
FFO C7  H7   SING N N 19 
FFO N8  C8A  SING N N 20 
FFO C9  N10  SING N N 21 
FFO C9  H91  SING N N 22 
FFO C9  H92  SING N N 23 
FFO N10 C14  SING N N 24 
FFO N10 HN0  SING N N 25 
FFO C11 C12  DOUB Y N 26 
FFO C11 C16  SING Y N 27 
FFO C11 C    SING N N 28 
FFO C12 C13  SING Y N 29 
FFO C12 H12  SING N N 30 
FFO C13 C14  DOUB Y N 31 
FFO C13 H13  SING N N 32 
FFO C14 C15  SING Y N 33 
FFO C15 C16  DOUB Y N 34 
FFO C15 H15  SING N N 35 
FFO C16 H16  SING N N 36 
FFO C   O    DOUB N N 37 
FFO C   N    SING N N 38 
FFO N   CA   SING N N 39 
FFO N   HN   SING N N 40 
FFO CA  CB   SING N N 41 
FFO CA  CT   SING N N 42 
FFO CA  HA   SING N N 43 
FFO CB  CG   SING N N 44 
FFO CB  HB1  SING N N 45 
FFO CB  HB2  SING N N 46 
FFO CG  CD   SING N N 47 
FFO CG  HG1  SING N N 48 
FFO CG  HG2  SING N N 49 
FFO CD  OE1  DOUB N N 50 
FFO CD  OE2  SING N N 51 
FFO OE2 HOE2 SING N N 52 
FFO CT  O1   DOUB N N 53 
FFO CT  O2   SING N N 54 
FFO O2  HO2  SING N N 55 
FFO C5A O5B  DOUB N N 56 
FFO C5A H5A  SING N N 57 
# 
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 
FFO SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)c1ccc(cc1)NCC3C=NC=2NC(=NC(=O)C=2N3C=O)N)CCC(=O)O 
FFO InChI            InChI                1.02b 
InChI=1/C20H21N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,8-9,12-13,22H,5-7H2,(H,24,31)(H,29,30)(H,33,34)(H3,21,25,26,32)/t12-,13-/m0/s1/f/h24-25,29,33H,21H2 
FFO InChIKey         InChI                1.02b CJLRPFSRJZBYFE-SJFLRSMUDY 
FFO SMILES_CANONICAL CACTVS               3.341 NC1=NC(=O)C2=C(N1)N=C[C@H](CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N2C=O 
FFO SMILES           CACTVS               3.341 NC1=NC(=O)C2=C(N1)N=C[CH](CNc3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)N2C=O 
FFO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC[C@H]2C=NC3=C(N2C=O)C(=O)N=C(N3)N 
FFO SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)NCC2C=NC3=C(N2C=O)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 
FFO "SYSTEMATIC NAME" ACDLabs              10.04 "N-{[4-({[(6S)-2-amino-5-formyl-4-oxo-1,4,5,6-tetrahydropteridin-6-yl]methyl}amino)phenyl]carbonyl}-L-glutamic acid"      
FFO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[[(6S)-2-amino-5-methanoyl-4-oxo-1,6-dihydropteridin-6-yl]methylamino]phenyl]carbonylamino]pentanedioic acid" 
# 
