data_THF
# 
_chem_comp.id                                    THF 
_chem_comp.name                                  "5-HYDROXYMETHYLENE-6-HYDROFOLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H23 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                        473.439 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     THF 
_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        2TDD 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
THF N1   N1   N 0 1 Y N N 19.654 55.071 -50.774 2.245  1.015  -5.618 N1   THF 1  
THF C2   C2   C 0 1 Y N N 20.837 54.519 -51.014 2.801  -0.223 -5.672 C2   THF 2  
THF NA2  NA2  N 0 1 N N N 21.974 55.446 -50.939 4.128  -0.344 -5.992 NA2  THF 3  
THF N3   N3   N 0 1 Y N N 21.239 53.415 -51.264 2.103  -1.311 -5.420 N3   THF 4  
THF C4   C4   C 0 1 Y N N 20.309 52.440 -51.081 0.801  -1.244 -5.099 C4   THF 5  
THF O4   O4   O 0 1 N N N 20.598 51.079 -51.032 0.167  -2.263 -4.869 O4   THF 6  
THF C4A  C4A  C 0 1 Y N N 18.993 52.847 -50.909 0.175  0.020  -5.031 C4A  THF 7  
THF N5   N5   N 0 1 N N N 17.936 52.246 -51.469 -1.176 0.162  -4.687 N5   THF 8  
THF C6   C6   C 0 1 N N S 16.687 52.265 -50.632 -1.572 1.426  -4.040 C6   THF 9  
THF C7   C7   C 0 1 N N N 16.406 53.692 -50.237 -0.827 2.559  -4.697 C7   THF 10 
THF N8   N8   N 0 1 N N N 17.381 54.503 -50.689 0.319  2.376  -5.260 N8   THF 11 
THF C8A  C8A  C 0 1 Y N N 18.699 54.161 -50.595 0.912  1.156  -5.304 C8A  THF 12 
THF C9   C9   C 0 1 N N N 16.797 51.337 -49.447 -1.221 1.376  -2.551 C9   THF 13 
THF N10  N10  N 0 1 N N N 17.819 50.332 -49.783 -1.946 0.274  -1.915 N10  THF 14 
THF C11  C11  C 0 1 Y N N 19.540 47.636 -47.056 -1.469 -0.456 2.153  C11  THF 15 
THF C12  C12  C 0 1 Y N N 19.664 47.494 -48.462 -2.321 -1.262 1.392  C12  THF 16 
THF C13  C13  C 0 1 Y N N 19.315 48.503 -49.362 -2.477 -1.018 0.047  C13  THF 17 
THF C14  C14  C 0 1 Y N N 18.599 49.571 -48.830 -1.787 0.029  -0.556 C14  THF 18 
THF C15  C15  C 0 1 Y N N 18.539 49.815 -47.441 -0.933 0.830  0.198  C15  THF 19 
THF C16  C16  C 0 1 Y N N 19.063 48.868 -46.536 -0.777 0.594  1.544  C16  THF 20 
THF C    C    C 0 1 N N N 19.858 46.454 -46.247 -1.300 -0.715 3.596  C    THF 21 
THF O    O    O 0 1 N N N 20.607 45.592 -46.723 -1.902 -1.630 4.124  O    THF 22 
THF N    N    N 0 1 N N N 19.323 46.244 -45.017 -0.478 0.061  4.328  N    THF 23 
THF CA   CA   C 0 1 N N S 20.039 45.451 -44.003 -0.310 -0.195 5.760  CA   THF 24 
THF CB   CB   C 0 1 N N N 20.849 46.324 -43.139 1.094  0.228  6.194  CB   THF 25 
THF CG   CG   C 0 1 N N N 22.320 46.284 -43.559 2.134  -0.571 5.407  CG   THF 26 
THF CD   CD   C 0 1 N N N 23.096 47.631 -43.620 3.517  -0.153 5.833  CD   THF 27 
THF OE1  OE1  O 0 1 N N N 24.334 47.613 -43.446 3.657  0.697  6.680  OE1  THF 28 
THF OE2  OE2  O 0 1 N N N 22.521 48.658 -44.035 4.594  -0.726 5.273  OE2  THF 29 
THF CT   CT   C 0 1 N N N 19.368 44.229 -43.287 -1.334 0.592  6.536  CT   THF 30 
THF O1   O1   O 0 1 N N N 19.716 43.080 -43.636 -1.751 0.171  7.588  O1   THF 31 
THF O2   O2   O 0 1 N N N 18.719 44.404 -42.235 -1.784 1.763  6.056  O2   THF 32 
THF CP1  CP1  C 0 1 N N N 17.819 51.938 -52.935 -2.151 -0.897 -4.957 CP1  THF 33 
THF O3   O3   O 0 1 N N N 18.222 52.962 -53.884 -2.151 -1.830 -3.875 O3   THF 34 
THF HN1  HN1  H 0 1 N N N 19.400 55.731 -51.508 2.784  1.798  -5.808 HN1  THF 35 
THF HN21 1HN2 H 0 0 N N N 22.883 55.021 -51.123 4.540  -1.221 -6.031 HN21 THF 36 
THF HN22 2HN2 H 0 0 N N N 21.982 55.923 -50.037 4.654  0.447  -6.185 HN22 THF 37 
THF H6   H6   H 0 1 N N N 15.823 51.880 -51.223 -2.645 1.577  -4.157 H6   THF 38 
THF H7   H7   H 0 1 N N N 15.558 54.107 -49.665 -1.263 3.547  -4.697 H7   THF 39 
THF H91  1H9  H 0 1 N N N 17.004 51.870 -48.490 -0.148 1.220  -2.436 H91  THF 40 
THF H92  2H9  H 0 1 N N N 15.820 50.887 -49.150 -1.504 2.317  -2.080 H92  THF 41 
THF HN0  HN0  H 0 1 N N N 18.486 50.792 -50.401 -2.538 -0.285 -2.442 HN0  THF 42 
THF H12  H12  H 0 1 N N N 20.052 46.548 -48.877 -2.857 -2.075 1.859  H12  THF 43 
THF H13  H13  H 0 1 N N N 19.588 48.459 -50.429 -3.135 -1.639 -0.541 H13  THF 44 
THF H15  H15  H 0 1 N N N 18.082 50.745 -47.062 -0.399 1.642  -0.272 H15  THF 45 
THF H16  H16  H 0 1 N N N 19.098 49.084 -45.455 -0.118 1.218  2.130  H16  THF 46 
THF HN   HN   H 0 1 N N N 18.409 46.669 -44.859 0.002  0.791  3.907  HN   THF 47 
THF HA   HA   H 0 1 N N N 20.694 44.816 -44.644 -0.445 -1.259 5.957  HA   THF 48 
THF HB1  1HB  H 0 1 N N N 20.453 47.366 -43.116 1.229  1.292  5.997  HB1  THF 49 
THF HB2  2HB  H 0 1 N N N 20.719 46.073 -42.060 1.219  0.037  7.259  HB2  THF 50 
THF HG1  1HG  H 0 1 N N N 22.870 45.573 -42.898 1.998  -1.634 5.603  HG1  THF 51 
THF HG2  2HG  H 0 1 N N N 22.405 45.767 -44.543 2.009  -0.380 4.341  HG2  THF 52 
THF HOE2 2HOE H 0 0 N N N 22.994 49.480 -44.072 5.482  -0.458 5.547  HOE2 THF 53 
THF HO2  HO2  H 0 1 N N N 18.312 43.663 -41.801 -2.441 2.269  6.554  HO2  THF 54 
THF HCP1 1HCP H 0 0 N N N 18.375 50.997 -53.155 -3.144 -0.459 -5.059 HCP1 THF 55 
THF HCP2 2HCP H 0 0 N N N 16.772 51.624 -53.159 -1.883 -1.410 -5.880 HCP2 THF 56 
THF HO3  HO3  H 0 1 N N N 18.148 52.767 -54.810 -2.805 -2.509 -4.092 HO3  THF 57 
# 
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 
THF N1  C2   SING Y N 1  
THF N1  C8A  SING Y N 2  
THF N1  HN1  SING N N 3  
THF C2  NA2  SING N N 4  
THF C2  N3   DOUB Y N 5  
THF NA2 HN21 SING N N 6  
THF NA2 HN22 SING N N 7  
THF N3  C4   SING Y N 8  
THF C4  O4   DOUB N N 9  
THF C4  C4A  SING Y N 10 
THF C4A N5   SING N N 11 
THF C4A C8A  DOUB Y N 12 
THF N5  C6   SING N N 13 
THF N5  CP1  SING N N 14 
THF C6  C7   SING N N 15 
THF C6  C9   SING N N 16 
THF C6  H6   SING N N 17 
THF C7  N8   DOUB N N 18 
THF C7  H7   SING N N 19 
THF N8  C8A  SING N N 20 
THF C9  N10  SING N N 21 
THF C9  H91  SING N N 22 
THF C9  H92  SING N N 23 
THF N10 C14  SING N N 24 
THF N10 HN0  SING N N 25 
THF C11 C12  DOUB Y N 26 
THF C11 C16  SING Y N 27 
THF C11 C    SING N N 28 
THF C12 C13  SING Y N 29 
THF C12 H12  SING N N 30 
THF C13 C14  DOUB Y N 31 
THF C13 H13  SING N N 32 
THF C14 C15  SING Y N 33 
THF C15 C16  DOUB Y N 34 
THF C15 H15  SING N N 35 
THF C16 H16  SING N N 36 
THF C   O    DOUB N N 37 
THF C   N    SING N N 38 
THF N   CA   SING N N 39 
THF N   HN   SING N N 40 
THF CA  CB   SING N N 41 
THF CA  CT   SING N N 42 
THF CA  HA   SING N N 43 
THF CB  CG   SING N N 44 
THF CB  HB1  SING N N 45 
THF CB  HB2  SING N N 46 
THF CG  CD   SING N N 47 
THF CG  HG1  SING N N 48 
THF CG  HG2  SING N N 49 
THF CD  OE1  DOUB N N 50 
THF CD  OE2  SING N N 51 
THF OE2 HOE2 SING N N 52 
THF CT  O1   DOUB N N 53 
THF CT  O2   SING N N 54 
THF O2  HO2  SING N N 55 
THF CP1 O3   SING N N 56 
THF CP1 HCP1 SING N N 57 
THF CP1 HCP2 SING N N 58 
THF O3  HO3  SING N N 59 
# 
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 
THF SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)c1ccc(cc1)NCC3C=NC=2NC(=NC(=O)C=2N3CO)N)CCC(=O)O 
THF InChI            InChI                1.02b 
InChI=1/C20H23N7O7/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/h1-4,8,12-13,22,28H,5-7,9H2,(H,24,31)(H,29,30)(H,33,34)(H3,21,25,26,32)/t12-,13-/m0/s1/f/h24-25,29,33H,21H2 
THF InChIKey         InChI                1.02b IIEPLRAFVCMHQF-SJFLRSMUDT 
THF 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)N2CO 
THF 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)N2CO 
THF 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([N@@]2CO)C(=O)N=C(N3)N 
THF SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)NCC2C=NC3=C(N2CO)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 
THF "SYSTEMATIC NAME" ACDLabs              10.04 "N-{[4-({[(6S)-2-amino-5-(hydroxymethyl)-4-oxo-1,4,5,6-tetrahydropteridin-6-yl]methyl}amino)phenyl]carbonyl}-L-glutamic acid"      
THF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[[(5R,6S)-2-amino-5-(hydroxymethyl)-4-oxo-1,6-dihydropteridin-6-yl]methylamino]phenyl]carbonylamino]pentanedioic acid" 
# 
