data_DDF
# 
_chem_comp.id                                    DDF 
_chem_comp.name                                  "5,10-DIDEAZATETRAHYDROFOLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H25 N5 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                    2011-06-04 
_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                        443.453 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DDF 
_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        1DYJ 
_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 
DDF N1   N1   N 0 1 Y N N 22.798 57.887 22.476 -0.920 -0.394 8.027  N1   DDF 1  
DDF C2   C2   C 0 1 Y N N 23.575 58.256 23.449 -0.216 0.379  8.898  C2   DDF 2  
DDF NA2  NA2  N 0 1 N N N 24.752 58.610 23.331 -0.503 0.319  10.236 NA2  DDF 3  
DDF N3   N3   N 0 1 Y N N 23.064 58.249 24.797 0.739  1.180  8.477  N3   DDF 4  
DDF C4   C4   C 0 1 Y N N 21.811 57.861 25.019 1.047  1.261  7.173  C4   DDF 5  
DDF O4   O4   O 0 1 N N N 21.385 57.839 26.194 1.937  2.011  6.799  O4   DDF 6  
DDF C4A  C4A  C 0 1 Y N N 21.012 57.489 23.920 0.341  0.476  6.236  C4A  DDF 7  
DDF C5   C5   C 0 1 N N N 19.528 57.203 24.213 0.704  0.563  4.779  C5   DDF 8  
DDF C6   C6   C 0 1 N N R 18.723 57.437 23.051 -0.447 0.055  3.911  C6   DDF 9  
DDF C7   C7   C 0 1 N N N 19.377 56.932 21.846 -0.895 -1.313 4.442  C7   DDF 10 
DDF N8   N8   N 0 1 N N N 20.725 57.291 21.541 -1.378 -1.124 5.817  N8   DDF 11 
DDF C8A  C8A  C 0 1 Y N N 21.503 57.498 22.718 -0.648 -0.343 6.683  C8A  DDF 12 
DDF C9   C9   C 0 1 N N N 18.461 58.938 22.967 0.020  -0.084 2.461  C9   DDF 13 
DDF C10  C10  C 0 1 N N N 17.617 59.331 24.119 -1.130 -0.612 1.602  C10  DDF 14 
DDF C11  C11  C 0 1 Y N N 18.104 63.702 25.027 0.177  -1.004 -2.449 C11  DDF 15 
DDF C12  C12  C 0 1 Y N N 17.577 62.817 25.941 0.315  -2.072 -1.562 C12  DDF 16 
DDF C13  C13  C 0 1 Y N N 17.404 61.421 25.650 -0.108 -1.939 -0.256 C13  DDF 17 
DDF C14  C14  C 0 1 Y N N 17.794 60.862 24.365 -0.669 -0.750 0.174  C14  DDF 18 
DDF C15  C15  C 0 1 Y N N 18.335 61.777 23.446 -0.813 0.310  -0.701 C15  DDF 19 
DDF C16  C16  C 0 1 Y N N 18.472 63.174 23.802 -0.388 0.192  -2.008 C16  DDF 20 
DDF C    C    C 0 1 N N N 18.263 65.204 25.311 0.630  -1.139 -3.850 C    DDF 21 
DDF O    O    O 0 1 N N N 17.609 65.755 26.293 1.123  -2.183 -4.231 O    DDF 22 
DDF N    N    N 0 1 N N N 19.011 65.889 24.387 0.495  -0.106 -4.705 N    DDF 23 
DDF CA   CA   C 0 1 N N S 19.509 67.156 24.387 0.944  -0.240 -6.093 CA   DDF 24 
DDF CB   CB   C 0 1 N N N 20.594 67.321 25.318 0.081  0.644  -6.995 CB   DDF 25 
DDF CG   CG   C 0 1 N N N 20.090 68.155 26.394 -1.381 0.210  -6.888 CG   DDF 26 
DDF CD   CD   C 0 1 N N N 21.067 68.021 27.317 -2.230 1.081  -7.776 CD   DDF 27 
DDF OE1  OE1  O 0 1 N N N 20.473 67.922 28.553 -1.718 1.960  -8.429 OE1  DDF 28 
DDF OE2  OE2  O 0 1 N N N 22.358 67.954 26.965 -3.556 0.882  -7.843 OE2  DDF 29 
DDF CT   CT   C 0 1 N N N 19.939 67.403 23.171 2.385  0.187  -6.199 CT   DDF 30 
DDF O1   O1   O 0 1 N N N 20.437 66.474 22.456 3.103  -0.311 -7.033 O1   DDF 31 
DDF O2   O2   O 0 1 N N N 19.703 68.609 22.807 2.870  1.121  -5.367 O2   DDF 32 
DDF HN1  HN1  H 0 1 N N N 23.264 57.138 21.963 -1.621 -0.978 8.357  HN1  DDF 33 
DDF HN21 1HN2 H 0 0 N N N 25.362 58.899 24.095 -0.004 0.864  10.864 HN21 DDF 34 
DDF HN22 2HN2 H 0 0 N N N 24.760 59.367 22.648 -1.209 -0.264 10.554 HN22 DDF 35 
DDF H51  1H5  H 0 1 N N N 19.378 56.174 24.617 0.918  1.601  4.523  H51  DDF 36 
DDF H52  2H5  H 0 1 N N N 19.162 57.784 25.091 1.591  -0.041 4.592  H52  DDF 37 
DDF H6   H6   H 0 1 N N N 17.755 56.888 23.130 -1.280 0.757  3.960  H6   DDF 38 
DDF H71  1H7  H 0 1 N N N 19.306 55.819 21.852 -0.052 -2.004 4.439  H71  DDF 39 
DDF H72  2H7  H 0 1 N N N 18.740 57.194 20.969 -1.698 -1.706 3.819  H72  DDF 40 
DDF HN8  HN8  H 0 1 N N N 20.761 58.103 20.926 -2.201 -1.545 6.110  HN8  DDF 41 
DDF H91  1H9  H 0 1 N N N 19.401 59.534 22.901 0.338  0.888  2.086  H91  DDF 42 
DDF H92  2H9  H 0 1 N N N 18.019 59.241 21.989 0.857  -0.782 2.415  H92  DDF 43 
DDF H101 1H10 H 0 0 N N N 16.548 59.040 23.985 -1.447 -1.585 1.977  H101 DDF 44 
DDF H102 2H10 H 0 0 N N N 17.828 58.724 25.030 -1.966 0.085  1.648  H102 DDF 45 
DDF H12  H12  H 0 1 N N N 17.289 63.232 26.921 0.753  -3.001 -1.896 H12  DDF 46 
DDF H13  H13  H 0 1 N N N 16.965 60.769 26.424 -0.001 -2.765 0.431  H13  DDF 47 
DDF H15  H15  H 0 1 N N N 18.648 61.403 22.456 -1.252 1.236  -0.359 H15  DDF 48 
DDF H16  H16  H 0 1 N N N 18.891 63.895 23.080 -0.498 1.023  -2.690 H16  DDF 49 
DDF HN   HN   H 0 1 N N N 19.238 65.359 23.545 0.101  0.726  -4.401 HN   DDF 50 
DDF HA   HA   H 0 1 N N N 18.704 67.861 24.700 0.849  -1.280 -6.406 HA   DDF 51 
DDF HB1  1HB  H 0 1 N N N 21.022 66.354 25.672 0.176  1.684  -6.682 HB1  DDF 52 
DDF HB2  2HB  H 0 1 N N N 21.522 67.720 24.847 0.415  0.544  -8.028 HB2  DDF 53 
DDF HG1  1HG  H 0 1 N N N 19.845 69.204 26.108 -1.475 -0.829 -7.201 HG1  DDF 54 
DDF HG2  2HG  H 0 1 N N N 19.062 67.905 26.748 -1.715 0.310  -5.855 HG2  DDF 55 
DDF HOE2 2HOE H 0 0 N N N 23.045 67.859 27.614 -4.101 1.441  -8.413 HOE2 DDF 56 
DDF HO2  HO2  H 0 1 N N N 20.014 68.787 21.927 3.795  1.396  -5.435 HO2  DDF 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 
DDF N1  C2   SING Y N 1  
DDF N1  C8A  SING Y N 2  
DDF N1  HN1  SING N N 3  
DDF C2  NA2  SING N N 4  
DDF C2  N3   DOUB Y N 5  
DDF NA2 HN21 SING N N 6  
DDF NA2 HN22 SING N N 7  
DDF N3  C4   SING Y N 8  
DDF C4  O4   DOUB N N 9  
DDF C4  C4A  SING Y N 10 
DDF C4A C5   SING N N 11 
DDF C4A C8A  DOUB Y N 12 
DDF C5  C6   SING N N 13 
DDF C5  H51  SING N N 14 
DDF C5  H52  SING N N 15 
DDF C6  C7   SING N N 16 
DDF C6  C9   SING N N 17 
DDF C6  H6   SING N N 18 
DDF C7  N8   SING N N 19 
DDF C7  H71  SING N N 20 
DDF C7  H72  SING N N 21 
DDF N8  C8A  SING N N 22 
DDF N8  HN8  SING N N 23 
DDF C9  C10  SING N N 24 
DDF C9  H91  SING N N 25 
DDF C9  H92  SING N N 26 
DDF C10 C14  SING N N 27 
DDF C10 H101 SING N N 28 
DDF C10 H102 SING N N 29 
DDF C11 C12  DOUB Y N 30 
DDF C11 C16  SING Y N 31 
DDF C11 C    SING N N 32 
DDF C12 C13  SING Y N 33 
DDF C12 H12  SING N N 34 
DDF C13 C14  DOUB Y N 35 
DDF C13 H13  SING N N 36 
DDF C14 C15  SING Y N 37 
DDF C15 C16  DOUB Y N 38 
DDF C15 H15  SING N N 39 
DDF C16 H16  SING N N 40 
DDF C   O    DOUB N N 41 
DDF C   N    SING N N 42 
DDF N   CA   SING N N 43 
DDF N   HN   SING N N 44 
DDF CA  CB   SING N N 45 
DDF CA  CT   SING N N 46 
DDF CA  HA   SING N N 47 
DDF CB  CG   SING N N 48 
DDF CB  HB1  SING N N 49 
DDF CB  HB2  SING N N 50 
DDF CG  CD   SING N N 51 
DDF CG  HG1  SING N N 52 
DDF CG  HG2  SING N N 53 
DDF CD  OE1  DOUB N N 54 
DDF CD  OE2  SING N N 55 
DDF OE2 HOE2 SING N N 56 
DDF CT  O1   DOUB N N 57 
DDF CT  O2   SING N N 58 
DDF O2  HO2  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 
DDF SMILES           ACDLabs              10.04 "O=C(O)C(NC(=O)c1ccc(cc1)CCC3CNC=2NC(=NC(=O)C=2C3)N)CCC(=O)O"                                                                                                                                               
DDF SMILES_CANONICAL CACTVS               3.341 "NC1=NC(=O)C2=C(NC[C@H](CCc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)C2)N1"                                                                                                                                     
DDF SMILES           CACTVS               3.341 "NC1=NC(=O)C2=C(NC[CH](CCc3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)C2)N1"                                                                                                                                        
DDF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CC[C@@H]2CC3=C(NC2)NC(=NC3=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O"                                                                                                                                      
DDF SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CCC2CC3=C(NC2)NC(=NC3=O)N)C(=O)NC(CCC(=O)O)C(=O)O"                                                                                                                                                
DDF InChI            InChI                1.03  "InChI=1S/C21H25N5O6/c22-21-25-17-14(19(30)26-21)9-12(10-23-17)2-1-11-3-5-13(6-4-11)18(29)24-15(20(31)32)7-8-16(27)28/h3-6,12,15H,1-2,7-10H2,(H,24,29)(H,27,28)(H,31,32)(H4,22,23,25,26,30)/t12-,15+/m1/s1" 
DDF InChIKey         InChI                1.03  ZUQBAQVRAURMCL-DOMZBBRYSA-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 
DDF "SYSTEMATIC NAME" ACDLabs              10.04 "N-[(4-{2-[(6R)-2-amino-4-oxo-1,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-yl]ethyl}phenyl)carbonyl]-L-glutamic acid"             
DDF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[2-[(6R)-2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pyrido[5,6-e]pyrimidin-6-yl]ethyl]phenyl]carbonylamino]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 
DDF "Create component"  1999-07-08 RCSB 
DDF "Modify descriptor" 2011-06-04 RCSB 
# 
