data_TGF
# 
_chem_comp.id                                    TGF 
_chem_comp.name                                  "2-[4-(4-{4-[(2-AMINO-5-FORMYL-4-OXO-3,4,5,6,7,8-HEXAHYDRO-PTERIDIN-6-YLMETHYL)-AMINO]-BENZOYLAMINO}-4-CARBOXY-BUTYRYLAMINO)-4-CARBOXY-BUTYRYLAMINO]-PENTANEDIOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H37 N9 O13" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         TRIGLU-5-FORMYL-TETRAHYDROFOLATE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-12-02 
_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                        731.667 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TGF 
_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        ? 
_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 
TGF N1   N1   N 0 1 Y N N -2.412 144.889 -24.165 3.725  -1.693 6.779   N1   TGF 1  
TGF C2   C2   C 0 1 Y N N -2.989 145.244 -25.344 4.672  -0.883 6.355   C2   TGF 2  
TGF NA2  NA2  N 0 1 N N N -4.053 144.804 -25.960 5.795  -1.414 5.775   NA2  TGF 3  
TGF N3   N3   N 0 1 Y N N -2.307 146.280 -26.030 4.566  0.467  6.483   N3   TGF 4  
TGF C4   C4   C 0 1 Y N N -1.138 146.956 -25.639 3.467  1.011  7.048   C4   TGF 5  
TGF O4   O4   O 0 1 N N N -0.631 147.870 -26.361 3.359  2.222  7.165   O4   TGF 6  
TGF C4A  C4A  C 0 1 Y N N -0.542 146.524 -24.323 2.456  0.156  7.502   C4A  TGF 7  
TGF N5   N5   N 0 1 N N N 0.708  147.093 -23.693 1.291  0.671  8.106   N5   TGF 8  
TGF C6   C6   C 0 1 N N S 0.656  147.052 -22.249 0.120  -0.209 8.238   C6   TGF 9  
TGF C7   C7   C 0 1 N N N 0.234  145.715 -21.736 0.610  -1.579 8.731   C7   TGF 10 
TGF N8   N8   N 0 1 N N N -0.904 145.123 -22.299 1.621  -2.076 7.787   N8   TGF 11 
TGF C8A  C8A  C 0 1 Y N N -1.243 145.483 -23.634 2.614  -1.215 7.350   C8A  TGF 12 
TGF C9   C9   C 0 1 N N N -0.301 148.086 -21.589 -0.566 -0.363 6.880   C9   TGF 13 
TGF N10  N10  N 0 1 N N N 0.005  149.485 -22.066 -1.001 0.950  6.401   N10  TGF 14 
TGF C11  C11  C 0 1 Y N N -2.339 152.961 -21.612 -2.957 1.289  2.744   C11  TGF 15 
TGF C12  C12  C 0 1 Y N N -0.888 153.015 -21.393 -2.714 2.429  3.516   C12  TGF 16 
TGF C13  C13  C 0 1 Y N N -0.105 151.863 -21.542 -2.066 2.313  4.725   C13  TGF 17 
TGF C14  C14  C 0 1 Y N N -0.824 150.629 -21.924 -1.654 1.064  5.179   C14  TGF 18 
TGF C15  C15  C 0 1 Y N N -2.192 150.513 -22.151 -1.891 -0.072 4.410   C15  TGF 19 
TGF C16  C16  C 0 1 Y N N -2.944 151.739 -21.980 -2.542 0.036  3.203   C16  TGF 20 
TGF C    C    C 0 1 N N N -3.207 154.147 -21.460 -3.652 1.409  1.448   C    TGF 21 
TGF O    O    O 0 1 N N N -4.419 154.021 -21.664 -4.012 2.500  1.050   O    TGF 22 
TGF NG1  NG1  N 0 1 N N N -2.682 155.332 -21.093 -3.886 0.310  0.704   NG1  TGF 23 
TGF CA1  CA1  C 0 1 N N S -3.287 156.443 -20.299 -4.575 0.429  -0.582  CA1  TGF 24 
TGF CB1  CB1  C 0 1 N N N -4.617 156.159 -19.535 -4.092 -0.675 -1.524  CB1  TGF 25 
TGF CG1  CG1  C 0 1 N N N -4.678 155.087 -18.437 -2.583 -0.539 -1.738  CG1  TGF 26 
TGF CT1  CT1  C 0 1 N N N -2.229 157.026 -19.333 -6.061 0.295  -0.371  CT1  TGF 27 
TGF O11  O11  O 0 1 N N N -1.090 156.511 -19.312 -6.830 0.865  -1.107  O11  TGF 28 
TGF O21  O21  O 0 1 N N N -2.553 157.997 -18.617 -6.530 -0.458 0.636   O21  TGF 29 
TGF C5A  C5A  C 0 1 N N N 1.724  147.567 -24.461 1.251  1.943  8.551   C5A  TGF 30 
TGF O5B  O5B  O 0 1 N N N 2.509  146.734 -24.986 0.212  2.405  8.974   O5B  TGF 31 
TGF OEB  OE11 O 0 1 N N N -4.884 156.707 -16.709 -2.897 -2.433 -3.111  OEB  TGF 32 
TGF CD1  CD1  C 0 1 N N N -5.275 155.604 -17.128 -2.107 -1.627 -2.666  CD1  TGF 33 
TGF NG2  NG2  N 0 1 N N N -5.895 154.687 -16.350 -0.804 -1.705 -3.000  NG2  TGF 34 
TGF CA2  CA2  C 0 1 N N S -6.964 154.926 -15.325 -0.342 -2.764 -3.902  CA2  TGF 35 
TGF CB2  CB2  C 0 1 N N N -6.611 154.145 -14.039 0.866  -2.265 -4.696  CB2  TGF 36 
TGF CG2  CG2  C 0 1 N N N -5.157 154.246 -13.557 0.466  -1.036 -5.515  CG2  TGF 37 
TGF O12  O12  O 0 1 N N N -8.236 156.951 -15.429 -0.059 -5.079 -3.571  O12  TGF 38 
TGF O22  O22  O 0 1 N N N -6.322 157.051 -14.333 0.526  -3.824 -1.849  O22  TGF 39 
TGF CT2  CT2  C 0 1 N N N -7.182 156.427 -14.999 0.052  -3.974 -3.095  CT2  TGF 40 
TGF OEC  OE12 O 0 1 N N N -3.132 152.977 -13.946 2.720  -1.120 -6.209  OEC  TGF 41 
TGF CD2  CD2  C 0 1 N N N -4.371 152.983 -13.939 1.656  -0.544 -6.298  CD2  TGF 42 
TGF NG3  NG3  N 0 1 N N N -5.131 151.920 -14.271 1.539  0.535  -7.096  NG3  TGF 43 
TGF CA3  CA3  C 0 1 N N S -4.659 150.557 -14.461 2.696  1.013  -7.857  CA3  TGF 44 
TGF CB3  CB3  C 0 1 N N N -5.518 149.589 -13.608 2.218  1.672  -9.152  CB3  TGF 45 
TGF CG3  CG3  C 0 1 N N N -6.909 149.261 -14.154 1.444  0.651  -9.988  CG3  TGF 46 
TGF CD3  CD3  C 0 1 N N N -7.992 149.235 -13.093 0.973  1.300  -11.264 CD3  TGF 47 
TGF OED  OE13 O 0 1 N N N -8.182 148.177 -12.457 1.230  2.460  -11.482 OED  TGF 48 
TGF OEN  OE23 O 0 1 N N N -8.657 150.276 -12.901 0.268  0.589  -12.159 OEN  TGF 49 
TGF O13  O13  O 0 1 N N N -4.107 149.174 -16.328 4.652  2.136  -7.176  O13  TGF 50 
TGF O23  O23  O 0 1 N N N -5.412 150.876 -16.727 2.811  2.783  -6.140  O23  TGF 51 
TGF CT3  CT3  C 0 1 N N N -4.730 150.175 -15.954 3.458  2.018  -7.033  CT3  TGF 52 
TGF HA21 1HA2 H 0 0 N N N -4.801 144.894 -25.273 5.885  -2.375 5.682   HA21 TGF 53 
TGF HA22 2HA2 H 0 0 N N N -4.486 145.070 -26.844 6.499  -0.828 5.455   HA22 TGF 54 
TGF H3   H3   H 0 1 N N N -2.709 146.577 -26.919 5.279  1.040  6.160   H3   TGF 55 
TGF H6   H6   H 0 1 N N N 1.706  147.299 -21.967 -0.578 0.213  8.959   H6   TGF 56 
TGF H71  1H7  H 0 1 N N N 0.107  145.772 -20.630 1.051  -1.477 9.722   H71  TGF 57 
TGF H72  2H7  H 0 1 N N N 1.091  145.006 -21.815 -0.227 -2.275 8.771   H72  TGF 58 
TGF H8   H8   H 0 1 N N N -1.706 145.290 -21.691 1.594  -2.994 7.474   H8   TGF 59 
TGF H91  1H9  H 0 1 N N N -0.278 148.016 -20.476 0.132  -0.798 6.166   H91  TGF 60 
TGF H92  2H9  H 0 1 N N N -1.371 147.820 -21.753 -1.433 -1.017 6.984   H92  TGF 61 
TGF H10  H10  H 0 1 N N N 0.213  149.407 -23.061 -0.832 1.742  6.936   H10  TGF 62 
TGF H12  H12  H 0 1 N N N -0.372 153.947 -21.108 -3.033 3.398  3.164   H12  TGF 63 
TGF H13  H13  H 0 1 N N N 0.983  151.922 -21.373 -1.878 3.193  5.322   H13  TGF 64 
TGF H15  H15  H 0 1 N N N -2.636 149.545 -22.438 -1.569 -1.040 4.764   H15  TGF 65 
TGF H16  H16  H 0 1 N N N -4.036 151.742 -22.138 -2.730 -0.846 2.608   H16  TGF 66 
TGF HG1  HG1  H 0 1 N N N -1.730 155.394 -21.453 -3.598 -0.560 1.021   HG1  TGF 67 
TGF HA1  HA1  H 0 1 N N N -3.603 157.176 -21.077 -4.357 1.402  -1.022  HA1  TGF 68 
TGF HB11 1HB1 H 0 0 N N N -5.408 155.932 -20.287 -4.310 -1.648 -1.084  HB11 TGF 69 
TGF HB12 2HB1 H 0 0 N N N -4.982 157.120 -19.104 -4.605 -0.587 -2.481  HB12 TGF 70 
TGF HG11 1HG1 H 0 0 N N N -3.673 154.636 -18.265 -2.365 0.433  -2.178  HG11 TGF 71 
TGF HG12 2HG1 H 0 0 N N N -5.225 154.183 -18.794 -2.070 -0.628 -0.781  HG12 TGF 72 
TGF H21  H21  H 0 1 N N N -1.903 158.355 -18.024 -7.484 -0.544 0.771   H21  TGF 73 
TGF H5A  H5A  H 0 1 N N N 1.913  148.635 -24.660 2.144  2.550  8.532   H5A  TGF 74 
TGF HG2  HG2  H 0 1 N N N -5.533 153.755 -16.549 -0.173 -1.061 -2.644  HG2  TGF 75 
TGF HA2  HA2  H 0 1 N N N -7.926 154.562 -15.756 -1.144 -3.031 -4.590  HA2  TGF 76 
TGF HB21 1HB2 H 0 0 N N N -6.893 153.073 -14.161 1.668  -1.997 -4.008  HB21 TGF 77 
TGF HB22 2HB2 H 0 0 N N N -7.301 154.444 -13.216 1.210  -3.052 -5.367  HB22 TGF 78 
TGF HG21 1HG2 H 0 0 N N N -5.097 154.455 -12.463 -0.335 -1.303 -6.203  HG21 TGF 79 
TGF HG22 2HG2 H 0 0 N N N -4.660 155.171 -13.932 0.122  -0.248 -4.844  HG22 TGF 80 
TGF H22  H22  H 0 1 N N N -6.455 157.970 -14.133 0.779  -4.601 -1.331  H22  TGF 81 
TGF HG3  HG3  H 0 1 N N N -6.116 152.160 -14.384 0.688  0.995  -7.167  HG3  TGF 82 
TGF HA3  HA3  H 0 1 N N N -3.596 150.483 -14.131 3.346  0.171  -8.096  HA3  TGF 83 
TGF HB31 1HB3 H 0 0 N N N -5.604 149.979 -12.567 1.568  2.513  -8.913  HB31 TGF 84 
TGF HB32 2HB3 H 0 0 N N N -4.953 148.646 -13.424 3.079  2.027  -9.718  HB32 TGF 85 
TGF HG31 1HG3 H 0 0 N N N -6.892 148.301 -14.722 2.094  -0.190 -10.228 HG31 TGF 86 
TGF HG32 2HG3 H 0 0 N N N -7.183 149.961 -14.978 0.583  0.295  -9.422  HG32 TGF 87 
TGF H23E EH23 H 0 0 N N N -9.335 150.260 -12.236 -0.033 1.006  -12.977 H23E TGF 88 
TGF H23  H23  H 0 1 N N N -5.456 150.641 -17.646 3.300  3.429  -5.611  H23  TGF 89 
# 
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 
TGF N1  C2   DOUB Y N 1  
TGF N1  C8A  SING Y N 2  
TGF C2  NA2  SING N N 3  
TGF C2  N3   SING Y N 4  
TGF NA2 HA21 SING N N 5  
TGF NA2 HA22 SING N N 6  
TGF N3  C4   SING Y N 7  
TGF N3  H3   SING N N 8  
TGF C4  O4   DOUB N N 9  
TGF C4  C4A  SING Y N 10 
TGF C4A N5   SING N N 11 
TGF C4A C8A  DOUB Y N 12 
TGF N5  C6   SING N N 13 
TGF N5  C5A  SING N N 14 
TGF C6  C7   SING N N 15 
TGF C6  C9   SING N N 16 
TGF C6  H6   SING N N 17 
TGF C7  N8   SING N N 18 
TGF C7  H71  SING N N 19 
TGF C7  H72  SING N N 20 
TGF N8  C8A  SING N N 21 
TGF N8  H8   SING N N 22 
TGF C9  N10  SING N N 23 
TGF C9  H91  SING N N 24 
TGF C9  H92  SING N N 25 
TGF N10 C14  SING N N 26 
TGF N10 H10  SING N N 27 
TGF C11 C12  DOUB Y N 28 
TGF C11 C16  SING Y N 29 
TGF C11 C    SING N N 30 
TGF C12 C13  SING Y N 31 
TGF C12 H12  SING N N 32 
TGF C13 C14  DOUB Y N 33 
TGF C13 H13  SING N N 34 
TGF C14 C15  SING Y N 35 
TGF C15 C16  DOUB Y N 36 
TGF C15 H15  SING N N 37 
TGF C16 H16  SING N N 38 
TGF C   O    DOUB N N 39 
TGF C   NG1  SING N N 40 
TGF NG1 CA1  SING N N 41 
TGF NG1 HG1  SING N N 42 
TGF CA1 CB1  SING N N 43 
TGF CA1 CT1  SING N N 44 
TGF CA1 HA1  SING N N 45 
TGF CB1 CG1  SING N N 46 
TGF CB1 HB11 SING N N 47 
TGF CB1 HB12 SING N N 48 
TGF CG1 CD1  SING N N 49 
TGF CG1 HG11 SING N N 50 
TGF CG1 HG12 SING N N 51 
TGF CT1 O11  DOUB N N 52 
TGF CT1 O21  SING N N 53 
TGF O21 H21  SING N N 54 
TGF C5A O5B  DOUB N N 55 
TGF C5A H5A  SING N N 56 
TGF OEB CD1  DOUB N N 57 
TGF CD1 NG2  SING N N 58 
TGF NG2 CA2  SING N N 59 
TGF NG2 HG2  SING N N 60 
TGF CA2 CB2  SING N N 61 
TGF CA2 CT2  SING N N 62 
TGF CA2 HA2  SING N N 63 
TGF CB2 CG2  SING N N 64 
TGF CB2 HB21 SING N N 65 
TGF CB2 HB22 SING N N 66 
TGF CG2 CD2  SING N N 67 
TGF CG2 HG21 SING N N 68 
TGF CG2 HG22 SING N N 69 
TGF O12 CT2  DOUB N N 70 
TGF O22 CT2  SING N N 71 
TGF O22 H22  SING N N 72 
TGF OEC CD2  DOUB N N 73 
TGF CD2 NG3  SING N N 74 
TGF NG3 CA3  SING N N 75 
TGF NG3 HG3  SING N N 76 
TGF CA3 CB3  SING N N 77 
TGF CA3 CT3  SING N N 78 
TGF CA3 HA3  SING N N 79 
TGF CB3 CG3  SING N N 80 
TGF CB3 HB31 SING N N 81 
TGF CB3 HB32 SING N N 82 
TGF CG3 CD3  SING N N 83 
TGF CG3 HG31 SING N N 84 
TGF CG3 HG32 SING N N 85 
TGF CD3 OED  DOUB N N 86 
TGF CD3 OEN  SING N N 87 
TGF OEN H23E SING N N 88 
TGF O13 CT3  DOUB N N 89 
TGF O23 CT3  SING N N 90 
TGF O23 H23  SING N N 91 
# 
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 
TGF SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)CCC(C(=O)O)NC(=O)CCC(C(=O)O)NC(=O)c1ccc(cc1)NCC2N(C=3C(=O)NC(=NC=3NC2)N)C=O)CCC(=O)O 
TGF InChI            InChI                1.02b 
;InChI=1/C30H37N9O13/c31-30-37-24-23(26(46)38-30)39(13-40)16(12-33-24)11-32-15-3-1-14(2-4-15)25(45)36-19(29(51)52)6-9-21(42)34-17(27(47)48)5-8-20(41)35-18(28(49)50)7-10-22(43)44/h1-4,13,16-19,32H,5-12H2,(H,34,42)(H,35,41)(H,36,45)(H,43,44)(H,47,48)(H,49,50)(H,51,52)(H4,31,33,37,38,46)/t16-,17-,18-,19-/m0/s1/f/h33-36,38,43,47,49,51H,31H2
;
TGF InChIKey         InChI                1.02b ZLOMJLIQXBKNHU-UJKFULKYDZ 
TGF SMILES_CANONICAL CACTVS               3.341 NC1=NC2=C(N(C=O)[C@@H](CNc3ccc(cc3)C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)CN2)C(=O)N1 
TGF SMILES           CACTVS               3.341 NC1=NC2=C(N(C=O)[CH](CNc3ccc(cc3)C(=O)N[CH](CCC(=O)N[CH](CCC(=O)N[CH](CCC(O)=O)C(O)=O)C(O)=O)C(O)=O)CN2)C(=O)N1 
TGF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)O)C(=O)O)NC[C@H]2CNC3=C(N2C=O)C(=O)NC(=N3)N 
TGF SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC(CCC(=O)NC(CCC(=O)NC(CCC(=O)O)C(=O)O)C(=O)O)C(=O)O)NCC2CNC3=C(N2C=O)C(=O)NC(=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 
TGF "SYSTEMATIC NAME" ACDLabs              10.04 "N-{[4-({[(6S)-2-amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]carbonyl}-L-gamma-glutamyl-L-gamma-glutamyl-L-glutamic acid" 
TGF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"(2S)-2-[[(4S)-4-[[(4S)-4-[[4-[[(6S)-2-amino-5-methanoyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl]methylamino]phenyl]carbonylamino]-5-hydroxy-5-oxo-pentanoyl]amino]-5-hydroxy-5-oxo-pentanoyl]amino]pentanedioic acid" 
# 
