data_C2F
# 
_chem_comp.id                                    C2F 
_chem_comp.name                                  "5-METHYL-5,6,7,8-TETRAHYDROFOLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H25 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                         ? 
_chem_comp.formula_weight                        459.456 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C2F 
_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        1TSN 
_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 
C2F N1   N1   N 0 1 Y N N 41.885 -19.555 41.676 2.193  -0.890 5.344  N1   C2F 1  
C2F C2   C2   C 0 1 Y N N 43.246 -19.659 41.896 2.696  0.290  5.636  C2   C2F 2  
C2F NA2  NA2  N 0 1 N N N 43.759 -20.149 43.086 4.036  0.397  5.911  NA2  C2F 3  
C2F N3   N3   N 0 1 Y N N 44.182 -19.300 40.929 1.921  1.408  5.666  N3   C2F 4  
C2F C4   C4   C 0 1 Y N N 43.756 -18.795 39.647 0.599  1.326  5.401  C4   C2F 5  
C2F O4   O4   O 0 1 N N N 44.511 -18.460 38.738 -0.106 2.323  5.427  O4   C2F 6  
C2F C4A  C4A  C 0 1 Y N N 42.261 -18.689 39.454 0.057  0.073  5.095  C4A  C2F 7  
C2F N5   N5   N 0 1 N N N 41.681 -18.175 38.230 -1.320 -0.072 4.821  N5   C2F 8  
C2F C6   C6   C 0 1 N N S 40.431 -18.623 37.844 -1.778 -1.309 4.168  C6   C2F 9  
C2F C7   C7   C 0 1 N N N 39.455 -18.545 38.977 -1.080 -2.494 4.852  C7   C2F 10 
C2F N8   N8   N 0 1 N N N 40.006 -18.985 40.261 0.372  -2.285 4.770  N8   C2F 11 
C2F C8A  C8A  C 0 1 Y N N 41.383 -19.063 40.465 0.891  -1.037 5.075  C8A  C2F 12 
C2F C9   C9   C 0 1 N N N 40.431 -20.027 37.184 -1.410 -1.277 2.684  C9   C2F 13 
C2F N10  N10  N 0 1 N N N 41.464 -19.903 36.079 -2.053 -0.125 2.046  N10  C2F 14 
C2F C11  C11  C 0 1 N N N 42.010 -16.829 37.744 -2.270 0.985  5.173  C11  C2F 15 
C2F C12  C12  C 0 1 Y N N 44.279 -23.087 35.502 -1.486 0.588  -2.014 C12  C2F 16 
C2F C13  C13  C 0 1 Y N N 43.424 -23.055 36.613 -2.289 1.447  -1.257 C13  C2F 17 
C2F C14  C14  C 0 1 Y N N 42.527 -22.029 36.815 -2.475 1.208  0.085  C14  C2F 18 
C2F C15  C15  C 0 1 Y N N 42.450 -20.958 35.893 -1.863 0.113  0.689  C15  C2F 19 
C2F C16  C16  C 0 1 Y N N 43.289 -20.999 34.742 -1.058 -0.740 -0.060 C16  C2F 20 
C2F C17  C17  C 0 1 Y N N 44.193 -22.007 34.573 -0.874 -0.509 -1.404 C17  C2F 21 
C2F C    C    C 0 1 N N N 45.270 -24.231 35.271 -1.286 0.841  -3.453 C    C2F 22 
C2F O    O    O 0 1 N N N 45.294 -25.154 36.120 -1.819 1.797  -3.983 O    C2F 23 
C2F N    N    N 0 1 N N N 46.083 -24.157 34.127 -0.511 0.013  -4.181 N    C2F 24 
C2F CA   CA   C 0 1 N N S 46.953 -25.334 34.035 -0.312 0.264  -5.611 CA   C2F 25 
C2F CB   CB   C 0 1 N N N 46.351 -26.221 32.922 1.064  -0.252 -6.033 CB   C2F 26 
C2F CG   CG   C 0 1 N N N 45.400 -25.909 31.744 2.148  0.472  -5.232 CG   C2F 27 
C2F CD   CD   C 0 1 N N N 44.367 -27.092 31.617 3.504  -0.036 -5.647 CD   C2F 28 
C2F OE1  OE1  O 0 1 N N N 44.879 -28.250 31.716 3.594  -0.891 -6.497 OE1  C2F 29 
C2F OE2  OE2  O 0 1 N N N 43.163 -26.783 31.532 4.612  0.459  -5.074 OE2  C2F 30 
C2F CT   CT   C 0 1 N N N 48.341 -24.804 33.756 -1.380 -0.448 -6.400 CT   C2F 31 
C2F O1   O1   O 0 1 N N N 48.332 -23.604 33.391 -1.756 0.004  -7.454 O1   C2F 32 
C2F O2   O2   O 0 1 N N N 49.284 -25.599 33.883 -1.912 -1.588 -5.931 O2   C2F 33 
C2F HN21 1HN2 H 0 0 N N N 44.763 -20.225 43.248 4.599  -0.392 5.893  HN21 C2F 34 
C2F HN22 2HN2 H 0 0 N N N 43.345 -21.067 43.249 4.420  1.261  6.124  HN22 C2F 35 
C2F HN3  HN3  H 0 1 N N N 45.170 -19.405 41.157 2.319  2.267  5.879  HN3  C2F 36 
C2F H6   H6   H 0 1 N N N 40.098 -17.926 37.039 -2.859 -1.405 4.278  H6   C2F 37 
C2F H71  1H7  H 0 1 N N N 39.032 -17.516 39.062 -1.385 -2.547 5.897  H71  C2F 38 
C2F H72  2H7  H 0 1 N N N 38.524 -19.109 38.734 -1.347 -3.420 4.343  H72  C2F 39 
C2F HN8  HN8  H 0 1 N N N 39.601 -19.894 40.483 0.959  -3.011 4.507  HN8  C2F 40 
C2F H91  1H9  H 0 1 N N N 40.612 -20.869 37.892 -0.328 -1.193 2.579  H91  C2F 41 
C2F H92  2H9  H 0 1 N N N 39.428 -20.375 36.841 -1.751 -2.195 2.205  H92  C2F 42 
C2F HN1  HN1  H 0 1 N N N 41.955 -19.016 36.191 -2.610 0.470  2.570  HN1  C2F 43 
C2F H111 1H11 H 0 0 N N N 41.563 -16.433 36.802 -2.056 1.877  4.585  H111 C2F 44 
C2F H112 2H11 H 0 0 N N N 41.792 -16.102 38.561 -3.285 0.646  4.963  H112 C2F 45 
C2F H113 3H11 H 0 0 N N N 43.119 -16.752 37.660 -2.178 1.219  6.234  H113 C2F 46 
C2F H13  H13  H 0 1 N N N 43.458 -23.868 37.357 -2.764 2.296  -1.725 H13  C2F 47 
C2F H14  H14  H 0 1 N N N 41.877 -22.064 37.705 -3.095 1.870  0.670  H14  C2F 48 
C2F H16  H16  H 0 1 N N N 43.237 -20.225 33.957 -0.585 -1.588 0.411  H16  C2F 49 
C2F H17  H17  H 0 1 N N N 44.851 -21.949 33.689 -0.253 -1.174 -1.986 H17  C2F 50 
C2F HN   HN   H 0 1 N N N 46.047 -23.376 33.470 -0.085 -0.749 -3.759 HN   C2F 51 
C2F HA   HA   H 0 1 N N N 47.023 -25.964 34.951 -0.373 1.335  -5.804 HA   C2F 52 
C2F HB1  1HB  H 0 1 N N N 47.236 -26.700 32.442 1.125  -1.323 -5.840 HB1  C2F 53 
C2F HB2  2HB  H 0 1 N N N 45.846 -27.049 33.472 1.212  -0.065 -7.096 HB2  C2F 54 
C2F HG1  1HG  H 0 1 N N N 44.904 -24.915 31.843 2.087  1.543  -5.425 HG1  C2F 55 
C2F HG2  2HG  H 0 1 N N N 45.945 -25.711 30.792 2.000  0.285  -4.168 HG2  C2F 56 
C2F HOE2 2HOE H 0 0 N N N 42.540 -27.496 31.455 5.482  0.132  -5.340 HOE2 C2F 57 
C2F HO2  HO2  H 0 1 N N N 50.156 -25.265 33.707 -2.597 -2.046 -6.437 HO2  C2F 58 
# 
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 
C2F N1  C2   DOUB Y N 1  
C2F N1  C8A  SING Y N 2  
C2F C2  NA2  SING N N 3  
C2F C2  N3   SING Y N 4  
C2F NA2 HN21 SING N N 5  
C2F NA2 HN22 SING N N 6  
C2F N3  C4   SING Y N 7  
C2F N3  HN3  SING N N 8  
C2F C4  O4   DOUB N N 9  
C2F C4  C4A  SING Y N 10 
C2F C4A N5   SING N N 11 
C2F C4A C8A  DOUB Y N 12 
C2F N5  C6   SING N N 13 
C2F N5  C11  SING N N 14 
C2F C6  C7   SING N N 15 
C2F C6  C9   SING N N 16 
C2F C6  H6   SING N N 17 
C2F C7  N8   SING N N 18 
C2F C7  H71  SING N N 19 
C2F C7  H72  SING N N 20 
C2F N8  C8A  SING N N 21 
C2F N8  HN8  SING N N 22 
C2F C9  N10  SING N N 23 
C2F C9  H91  SING N N 24 
C2F C9  H92  SING N N 25 
C2F N10 C15  SING N N 26 
C2F N10 HN1  SING N N 27 
C2F C11 H111 SING N N 28 
C2F C11 H112 SING N N 29 
C2F C11 H113 SING N N 30 
C2F C12 C13  DOUB Y N 31 
C2F C12 C17  SING Y N 32 
C2F C12 C    SING N N 33 
C2F C13 C14  SING Y N 34 
C2F C13 H13  SING N N 35 
C2F C14 C15  DOUB Y N 36 
C2F C14 H14  SING N N 37 
C2F C15 C16  SING Y N 38 
C2F C16 C17  DOUB Y N 39 
C2F C16 H16  SING N N 40 
C2F C17 H17  SING N N 41 
C2F C   O    DOUB N N 42 
C2F C   N    SING N N 43 
C2F N   CA   SING N N 44 
C2F N   HN   SING N N 45 
C2F CA  CB   SING N N 46 
C2F CA  CT   SING N N 47 
C2F CA  HA   SING N N 48 
C2F CB  CG   SING N N 49 
C2F CB  HB1  SING N N 50 
C2F CB  HB2  SING N N 51 
C2F CG  CD   SING N N 52 
C2F CG  HG1  SING N N 53 
C2F CG  HG2  SING N N 54 
C2F CD  OE1  DOUB N N 55 
C2F CD  OE2  SING N N 56 
C2F OE2 HOE2 SING N N 57 
C2F CT  O1   DOUB N N 58 
C2F CT  O2   SING N N 59 
C2F O2  HO2  SING N N 60 
# 
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 
C2F SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)c1ccc(cc1)NCC2N(C=3C(=O)NC(=NC=3NC2)N)C)CCC(=O)O 
C2F InChI            InChI                1.02b 
InChI=1/C20H25N7O6/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31)/t12-,13-/m0/s1/f/h23-24,26,28,32H,21H2 
C2F InChIKey         InChI                1.02b ZNOVTXRBGFNYRX-ZEMKMLQHDU 
C2F SMILES_CANONICAL CACTVS               3.341 CN1[C@@H](CNc2ccc(cc2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNC3=C1C(=O)NC(=N3)N 
C2F SMILES           CACTVS               3.341 CN1[CH](CNc2ccc(cc2)C(=O)N[CH](CCC(O)=O)C(O)=O)CNC3=C1C(=O)NC(=N3)N 
C2F SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N@@]1[C@H](CNC2=C1C(=O)NC(=N2)N)CNc3ccc(cc3)C(=O)N[C@@H](CCC(=O)O)C(=O)O 
C2F SMILES           "OpenEye OEToolkits" 1.5.0 CN1C(CNC2=C1C(=O)NC(=N2)N)CNc3ccc(cc3)C(=O)NC(CCC(=O)O)C(=O)O 
# 
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 
C2F "SYSTEMATIC NAME" ACDLabs              10.04 "N-{[4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]carbonyl}-L-glutamic acid"          
C2F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[[(5R,6S)-2-amino-5-methyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl]methylamino]phenyl]carbonylamino]pentanedioic acid" 
# 
