data_TLL
# 
_chem_comp.id                                    TLL 
_chem_comp.name                                  "N-[4-({[(6S)-2-amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-gamma-glutamyl-L-glutamic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H32 N8 O9" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-07-31 
_chem_comp.pdbx_modified_date                    2014-09-12 
_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                        588.570 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TLL 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4U03 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
TLL O2   O1  O 0 1 N N N 64.230 11.717 219.214 1.226   4.582  -0.689 O2   TLL 1  
TLL CT   C1  C 0 1 N N N 63.078 12.067 219.559 2.328   4.391  -0.233 CT   TLL 2  
TLL O1   O2  O 0 1 N N N 62.459 11.410 220.447 3.216   5.396  -0.178 O1   TLL 3  
TLL CA   C2  C 0 1 N N S 62.473 13.279 218.908 2.705   3.024  0.280  CA   TLL 4  
TLL CB   C3  C 0 1 N N N 61.323 12.912 217.968 3.904   2.496  -0.510 CB   TLL 5  
TLL CG   C4  C 0 1 N N N 60.985 14.110 217.042 4.365   1.167  0.090  CG   TLL 6  
TLL CD   C5  C 0 1 N N N 59.761 13.797 216.145 5.546   0.646  -0.688 CD   TLL 7  
TLL OE2  O3  O 0 1 N N N 59.245 12.707 216.178 5.977   1.277  -1.630 OE2  TLL 8  
TLL N    N1  N 0 1 N N N 63.497 13.912 218.127 1.571   2.111  0.115  N    TLL 9  
TLL C    C6  C 0 1 N N N 64.227 15.073 218.605 0.608   2.057  1.056  C    TLL 10 
TLL O    O4  O 0 1 N N N 64.005 15.556 219.710 0.680   2.765  2.042  O    TLL 11 
TLL C11  C7  C 0 1 Y N N 65.303 15.682 217.681 -0.534  1.137  0.891  C11  TLL 12 
TLL C16  C8  C 0 1 Y N N 65.711 14.957 216.397 -0.615  0.318  -0.239 C16  TLL 13 
TLL C15  C9  C 0 1 Y N N 66.662 15.486 215.581 -1.678  -0.543 -0.388 C15  TLL 14 
TLL C14  C10 C 0 1 Y N N 67.307 16.809 215.958 -2.672  -0.598 0.585  C14  TLL 15 
TLL C13  C11 C 0 1 Y N N 66.940 17.459 217.084 -2.595  0.217  1.711  C13  TLL 16 
TLL C12  C12 C 0 1 Y N N 65.878 16.862 218.006 -1.534  1.079  1.866  C12  TLL 17 
TLL N10  N2  N 0 1 N N N 68.305 17.390 215.108 -3.745  -1.469 0.431  N10  TLL 18 
TLL C9   C13 C 0 1 N N N 68.155 17.294 213.690 -4.793  -1.528 1.454  C9   TLL 19 
TLL C6   C14 C 0 1 N N S 66.777 17.789 213.270 -5.847  -2.559 1.045  C6   TLL 20 
TLL N5   N3  N 0 1 N N N 66.717 17.741 211.844 -6.387  -2.218 -0.282 N5   TLL 21 
TLL C7   C15 C 0 1 N N N 66.521 19.212 213.686 -7.011  -2.538 2.048  C7   TLL 22 
TLL N8   N4  N 0 1 N N N 67.198 20.191 212.893 -7.657  -1.219 1.974  N8   TLL 23 
TLL C8A  C16 C 0 1 N N N 67.771 19.853 211.639 -7.927  -0.671 0.736  C8A  TLL 24 
TLL C4A  C17 C 0 1 N N N 67.551 18.661 211.122 -7.307  -1.152 -0.382 C4A  TLL 25 
TLL N1   N5  N 0 1 N N N 68.563 20.704 210.927 -8.820  0.362  0.610  N1   TLL 26 
TLL C2   C18 C 0 1 N N N 69.207 20.548 209.725 -9.075  0.896  -0.615 C2   TLL 27 
TLL NA2  N6  N 0 1 N N N 70.007 21.581 209.129 -9.970  1.929  -0.724 NA2  TLL 28 
TLL N3   N7  N 0 1 N N N 69.055 19.374 209.111 -8.481  0.442  -1.698 N3   TLL 29 
TLL C4   C19 C 0 1 N N N 68.207 18.307 209.751 -7.599  -0.569 -1.632 C4   TLL 30 
TLL O4   O5  O 0 1 N N N 68.012 17.057 209.158 -7.053  -0.980 -2.647 O4   TLL 31 
TLL N2   N8  N 0 1 N N N 59.232 14.799 215.244 6.124   -0.520 -0.336 N2   TLL 32 
TLL C3   C20 C 0 1 N N S 58.110 14.507 214.404 7.272   -1.025 -1.093 C3   TLL 33 
TLL C5   C21 C 0 1 N N N 58.565 13.754 213.173 6.783   -1.795 -2.293 C5   TLL 34 
TLL O6   O6  O 0 1 N N N 57.854 13.722 212.124 5.597   -1.909 -2.496 O6   TLL 35 
TLL O7   O7  O 0 1 N N N 59.660 13.137 213.170 7.665   -2.354 -3.137 O7   TLL 36 
TLL C8   C22 C 0 1 N N N 57.405 15.803 213.981 8.104   -1.947 -0.200 C8   TLL 37 
TLL C10  C23 C 0 1 N N N 56.370 16.241 215.046 8.703   -1.138 0.952  C10  TLL 38 
TLL C17  C24 C 0 1 N N N 55.013 16.629 214.420 9.524   -2.046 1.831  C17  TLL 39 
TLL O18  O8  O 0 1 N N N 54.053 16.929 215.177 10.148  -1.550 2.911  O18  TLL 40 
TLL O19  O9  O 0 1 N N N 54.832 16.651 213.162 9.619   -3.220 1.564  O19  TLL 41 
TLL C1   C25 C 0 1 N N N 65.850 16.852 211.146 -5.979  -2.970 -1.471 C1   TLL 42 
TLL H2   H1  H 0 1 N N N 63.002 10.690 220.745 2.927   6.255  -0.515 H2   TLL 43 
TLL HA   H2  H 0 1 N N N 62.101 13.965 219.683 2.967   3.092  1.336  HA   TLL 44 
TLL HB1  H3  H 0 1 N N N 60.436 12.652 218.564 3.616   2.345  -1.550 HB1  TLL 45 
TLL HB2  H4  H 0 1 N N N 61.618 12.049 217.353 4.719   3.219  -0.461 HB2  TLL 46 
TLL HG2  H5  H 0 1 N N N 61.853 14.325 216.402 4.653   1.318  1.131  HG2  TLL 47 
TLL HG1  H6  H 0 1 N N N 60.760 14.990 217.662 3.550   0.444  0.041  HG1  TLL 48 
TLL HN   H7  H 0 1 N N N 63.715 13.542 217.224 1.514   1.546  -0.671 HN   TLL 49 
TLL H16  H8  H 0 1 N N N 65.241 14.020 216.137 0.156   0.360  -0.994 H16  TLL 50 
TLL H15  H9  H 0 1 N N N 66.955 14.972 214.677 -1.741  -1.176 -1.261 H15  TLL 51 
TLL H13  H10 H 0 1 N N N 67.399 18.404 217.333 -3.368  0.172  2.463  H13  TLL 52 
TLL H12  H11 H 0 1 N N N 65.589 17.378 218.910 -1.471  1.708  2.742  H12  TLL 53 
TLL H10  H12 H 0 1 N N N 69.175 16.955 215.340 -3.801  -2.037 -0.353 H10  TLL 54 
TLL H92  H13 H 0 1 N N N 68.273 16.244 213.383 -4.352  -1.819 2.408  H92  TLL 55 
TLL H91  H14 H 0 1 N N N 68.926 17.908 213.201 -5.260  -0.549 1.553  H91  TLL 56 
TLL H6   H15 H 0 1 N N N 66.009 17.136 213.710 -5.401  -3.553 1.018  H6   TLL 57 
TLL H72  H16 H 0 1 N N N 66.848 19.329 214.730 -7.730  -3.315 1.792  H72  TLL 58 
TLL H71  H17 H 0 1 N N N 65.440 19.401 213.617 -6.630  -2.705 3.056  H71  TLL 59 
TLL HN8  H18 H 0 1 N N N 67.942 20.548 213.458 -7.891  -0.741 2.784  HN8  TLL 60 
TLL HN1  H19 H 0 1 N N N 68.698 21.598 211.355 -9.270  0.711  1.395  HN1  TLL 61 
TLL HA22 H20 H 0 0 N N N 70.454 21.422 208.249 -10.413 2.272  0.068  HA22 TLL 62 
TLL HA21 H21 H 0 0 N N N 70.117 22.459 209.594 -10.159 2.317  -1.592 HA21 TLL 63 
TLL HN2  H22 H 0 1 N N N 59.655 15.705 215.208 5.779   -1.024 0.417  HN2  TLL 64 
TLL H3   H23 H 0 1 N N N 57.388 13.883 214.951 7.886   -0.188 -1.424 H3   TLL 65 
TLL H4   H24 H 0 1 N N N 59.786 12.719 212.326 7.304   -2.837 -3.892 H4   TLL 66 
TLL H81  H25 H 0 1 N N N 58.155 16.598 213.859 7.468   -2.736 0.202  H81  TLL 67 
TLL H8   H26 H 0 1 N N N 56.889 15.637 213.024 8.908   -2.393 -0.787 H8   TLL 68 
TLL H102 H27 H 0 0 N N N 56.211 15.409 215.748 9.340   -0.350 0.549  H102 TLL 69 
TLL H101 H28 H 0 0 N N N 56.769 17.109 215.591 7.900   -0.692 1.538  H101 TLL 70 
TLL H5   H29 H 0 1 N N N 53.289 17.140 214.653 10.662  -2.171 3.444  H5   TLL 71 
TLL H11  H30 H 0 1 N N N 65.299 16.233 211.869 -5.343  -3.803 -1.174 H11  TLL 72 
TLL H14  H31 H 0 1 N N N 65.137 17.433 210.543 -6.864  -3.351 -1.981 H14  TLL 73 
TLL H1   H32 H 0 1 N N N 66.444 16.203 210.486 -5.427  -2.313 -2.144 H1   TLL 74 
# 
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 
TLL N3  C2   DOUB N N 1  
TLL N3  C4   SING N N 2  
TLL NA2 C2   SING N N 3  
TLL O4  C4   DOUB N N 4  
TLL C2  N1   SING N N 5  
TLL C4  C4A  SING N N 6  
TLL N1  C8A  SING N N 7  
TLL C4A C8A  DOUB N N 8  
TLL C4A N5   SING N N 9  
TLL C1  N5   SING N N 10 
TLL C8A N8   SING N N 11 
TLL N5  C6   SING N N 12 
TLL O6  C5   DOUB N N 13 
TLL N8  C7   SING N N 14 
TLL O19 C17  DOUB N N 15 
TLL O7  C5   SING N N 16 
TLL C5  C3   SING N N 17 
TLL C6  C7   SING N N 18 
TLL C6  C9   SING N N 19 
TLL C9  N10  SING N N 20 
TLL C8  C3   SING N N 21 
TLL C8  C10  SING N N 22 
TLL C3  N2   SING N N 23 
TLL C17 C10  SING N N 24 
TLL C17 O18  SING N N 25 
TLL N10 C14  SING N N 26 
TLL N2  CD   SING N N 27 
TLL C15 C14  DOUB Y N 28 
TLL C15 C16  SING Y N 29 
TLL C14 C13  SING Y N 30 
TLL CD  OE2  DOUB N N 31 
TLL CD  CG   SING N N 32 
TLL C16 C11  DOUB Y N 33 
TLL CG  CB   SING N N 34 
TLL C13 C12  DOUB Y N 35 
TLL C11 C12  SING Y N 36 
TLL C11 C    SING N N 37 
TLL CB  CA   SING N N 38 
TLL N   C    SING N N 39 
TLL N   CA   SING N N 40 
TLL C   O    DOUB N N 41 
TLL CA  CT   SING N N 42 
TLL O2  CT   DOUB N N 43 
TLL CT  O1   SING N N 44 
TLL O1  H2   SING N N 45 
TLL CA  HA   SING N N 46 
TLL CB  HB1  SING N N 47 
TLL CB  HB2  SING N N 48 
TLL CG  HG2  SING N N 49 
TLL CG  HG1  SING N N 50 
TLL N   HN   SING N N 51 
TLL C16 H16  SING N N 52 
TLL C15 H15  SING N N 53 
TLL C13 H13  SING N N 54 
TLL C12 H12  SING N N 55 
TLL N10 H10  SING N N 56 
TLL C9  H92  SING N N 57 
TLL C9  H91  SING N N 58 
TLL C6  H6   SING N N 59 
TLL C7  H72  SING N N 60 
TLL C7  H71  SING N N 61 
TLL N8  HN8  SING N N 62 
TLL N1  HN1  SING N N 63 
TLL NA2 HA22 SING N N 64 
TLL NA2 HA21 SING N N 65 
TLL N2  HN2  SING N N 66 
TLL C3  H3   SING N N 67 
TLL O7  H4   SING N N 68 
TLL C8  H81  SING N N 69 
TLL C8  H8   SING N N 70 
TLL C10 H102 SING N N 71 
TLL C10 H101 SING N N 72 
TLL O18 H5   SING N N 73 
TLL C1  H11  SING N N 74 
TLL C1  H14  SING N N 75 
TLL C1  H1   SING N N 76 
# 
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 
TLL SMILES           ACDLabs              12.01 "O=C(O)C(NC(=O)CCC(C(=O)O)NC(=O)c1ccc(cc1)NCC2N(C=3C(=O)N=C(NC=3NC2)N)C)CCC(=O)O" 
TLL InChI            InChI                1.03  
;InChI=1S/C25H32N8O9/c1-33-14(11-28-20-19(33)22(38)32-25(26)31-20)10-27-13-4-2-12(3-5-13)21(37)30-16(24(41)42)6-8-17(34)29-15(23(39)40)7-9-18(35)36/h2-5,14-16,27H,6-11H2,1H3,(H,29,34)(H,30,37)(H,35,36)(H,39,40)(H,41,42)(H4,26,28,31,32,38)/t14-,15-,16-/m0/s1
;
TLL InChIKey         InChI                1.03  VNEFZDDORGCJSD-JYJNAYRXSA-N 
TLL SMILES_CANONICAL CACTVS               3.385 "CN1[C@@H](CNc2ccc(cc2)C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(O)=O)C(O)=O)C(O)=O)CNC3=C1C(=O)N=C(N)N3" 
TLL SMILES           CACTVS               3.385 "CN1[CH](CNc2ccc(cc2)C(=O)N[CH](CCC(=O)N[CH](CCC(O)=O)C(O)=O)C(O)=O)CNC3=C1C(=O)N=C(N)N3" 
TLL SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN1[C@H](CNC2=C1C(=O)N=C(N2)N)CNc3ccc(cc3)C(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)O" 
TLL SMILES           "OpenEye OEToolkits" 1.9.2 "CN1C(CNC2=C1C(=O)N=C(N2)N)CNc3ccc(cc3)C(=O)NC(CCC(=O)NC(CCC(=O)O)C(=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 
TLL "SYSTEMATIC NAME" ACDLabs              12.01 "N-[4-({[(6S)-2-amino-5-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-gamma-glutamyl-L-glutamic acid"                                                               
TLL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[(4S)-4-[[4-[[(6S)-2-azanyl-5-methyl-4-oxidanylidene-1,6,7,8-tetrahydropteridin-6-yl]methylamino]phenyl]carbonylamino]-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]pentanedioic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
TLL "Create component"  2014-07-31 PDBJ 
TLL "Modify descriptor" 2014-09-05 RCSB 
TLL "Initial release"   2014-09-17 RCSB 
# 
