data_DZF
# 
_chem_comp.id                                    DZF 
_chem_comp.name                                  "5-DEAZAFOLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H20 N6 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                        440.409 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DZF 
_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        1DYH 
_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 
DZF N1   N1   N 0 1 Y N N 16.464 66.009 47.731 -1.136 -0.412 7.877  N1   DZF 1  
DZF C2   C2   C 0 1 Y N N 15.684 65.383 46.830 -0.212 0.116  8.721  C2   DZF 2  
DZF NA2  NA2  N 0 1 N N N 14.381 65.026 46.934 -0.367 -0.083 10.064 NA2  DZF 3  
DZF N3   N3   N 0 1 Y N N 16.278 65.058 45.690 0.827  0.808  8.306  N3   DZF 4  
DZF C4   C4   C 0 1 Y N N 17.722 65.340 45.311 1.039  1.042  7.002  C4   DZF 5  
DZF O4   O4   O 0 1 N N N 18.291 64.995 44.116 2.007  1.685  6.632  O4   DZF 6  
DZF C4A  C4A  C 0 1 Y N N 18.471 66.037 46.292 0.073  0.502  6.029  C4A  DZF 7  
DZF C5   C5   C 0 1 Y N N 19.768 66.590 45.863 0.218  0.697  4.656  C5   DZF 8  
DZF C6   C6   C 0 1 Y N N 20.276 67.314 46.896 -0.740 0.151  3.820  C6   DZF 9  
DZF C7   C7   C 0 1 Y N N 19.541 67.482 48.165 -1.796 -0.560 4.368  C7   DZF 10 
DZF N8   N8   N 0 1 Y N N 18.470 67.054 48.492 -1.911 -0.731 5.670  N8   DZF 11 
DZF C8A  C8A  C 0 1 Y N N 17.870 66.298 47.471 -1.023 -0.231 6.513  C8A  DZF 12 
DZF C9   C9   C 0 1 N N N 21.728 68.040 46.702 -0.637 0.329  2.328  C9   DZF 13 
DZF N10  N10  N 0 1 N N N 22.135 68.115 45.127 0.135  -0.777 1.756  N10  DZF 14 
DZF C11  C11  C 0 1 Y N N 20.090 70.059 42.107 0.822  -0.935 -2.344 C11  DZF 15 
DZF C12  C12  C 0 1 Y N N 21.193 69.334 41.779 1.327  -1.937 -1.510 C12  DZF 16 
DZF C13  C13  C 0 1 Y N N 21.950 68.621 42.732 1.098  -1.881 -0.154 C13  DZF 17 
DZF C14  C14  C 0 1 Y N N 21.391 68.799 44.139 0.364  -0.830 0.386  C14  DZF 18 
DZF C15  C15  C 0 1 Y N N 20.252 69.585 44.367 -0.145 0.165  -0.442 C15  DZF 19 
DZF C16  C16  C 0 1 Y N N 19.699 70.163 43.253 0.085  0.119  -1.798 C16  DZF 20 
DZF C    C    C 0 1 N N N 19.365 70.769 41.042 1.066  -0.991 -3.798 C    DZF 21 
DZF O    O    O 0 1 N N N 19.957 70.972 39.971 1.707  -1.909 -4.272 O    DZF 22 
DZF N    N    N 0 1 N N N 18.218 71.328 41.240 0.578  -0.025 -4.601 N    DZF 23 
DZF CA   CA   C 0 1 N N S 17.577 72.102 40.259 0.820  -0.081 -6.045 CA   DZF 24 
DZF CB   CB   C 0 1 N N N 16.742 71.055 39.645 -0.344 0.581  -6.783 CB   DZF 25 
DZF CG   CG   C 0 1 N N N 16.275 71.307 38.150 -1.642 -0.157 -6.455 CG   DZF 26 
DZF CD   CD   C 0 1 N N N 14.680 71.677 38.447 -2.789 0.495  -7.182 CD   DZF 27 
DZF OE1  OE1  O 0 1 N N N 13.872 71.948 37.238 -2.589 1.453  -7.891 OE1  DZF 28 
DZF OE2  OE2  O 0 1 N N N 14.204 71.725 39.756 -4.034 0.012  -7.044 OE2  DZF 29 
DZF CT   CT   C 0 1 N N N 16.751 73.121 41.018 2.099  0.647  -6.368 CT   DZF 30 
DZF O1   O1   O 0 1 N N N 16.381 72.883 42.165 2.768  0.303  -7.313 O1   DZF 31 
DZF O2   O2   O 0 1 N N N 16.438 74.232 40.446 2.496  1.677  -5.605 O2   DZF 32 
DZF HN1  HN1  H 0 1 N N N 16.411 65.484 48.604 -1.882 -0.918 8.235  HN1  DZF 33 
DZF HN21 1HN2 H 0 0 N N N 13.790 64.551 46.251 0.281  0.280  10.686 HN21 DZF 34 
DZF HN22 2HN2 H 0 0 N N N 13.883 65.883 47.174 -1.127 -0.587 10.395 HN22 DZF 35 
DZF H5   H5   H 0 1 N N N 20.289 66.477 44.897 1.051  1.257  4.257  H5   DZF 36 
DZF H7   H7   H 0 1 N N N 19.859 68.046 49.057 -2.541 -0.984 3.712  H7   DZF 37 
DZF H91  1H9  H 0 1 N N N 21.752 69.046 47.182 -1.636 0.336  1.893  H91  DZF 38 
DZF H92  2H9  H 0 1 N N N 22.520 67.543 47.308 -0.138 1.272  2.108  H92  DZF 39 
DZF HN0  HN0  H 0 1 N N N 22.244 67.154 44.803 0.486  -1.472 2.334  HN0  DZF 40 
DZF H12  H12  H 0 1 N N N 21.480 69.324 40.714 1.897  -2.753 -1.929 H12  DZF 41 
DZF H13  H13  H 0 1 N N N 22.828 68.026 42.429 1.489  -2.654 0.490  H13  DZF 42 
DZF H15  H15  H 0 1 N N N 19.815 69.740 45.367 -0.714 0.980  -0.019 H15  DZF 43 
DZF H16  H16  H 0 1 N N N 18.805 70.808 43.283 -0.306 0.894  -2.439 H16  DZF 44 
DZF HN   HN   H 0 1 N N N 17.821 71.159 42.164 0.066  0.706  -4.223 HN   DZF 45 
DZF HA   HA   H 0 1 N N N 18.197 72.659 39.518 0.905  -1.121 -6.359 HA   DZF 46 
DZF HB1  1HB  H 0 1 N N N 17.262 70.071 39.714 -0.428 1.622  -6.469 HB1  DZF 47 
DZF HB2  2HB  H 0 1 N N N 15.852 70.860 40.288 -0.163 0.540  -7.857 HB2  DZF 48 
DZF HG1  1HG  H 0 1 N N N 16.858 72.058 37.568 -1.558 -1.197 -6.769 HG1  DZF 49 
DZF HG2  2HG  H 0 1 N N N 16.466 70.481 37.424 -1.823 -0.116 -5.381 HG2  DZF 50 
DZF HOE2 2HOE H 0 0 N N N 13.293 71.936 39.925 -4.770 0.431  -7.510 HOE2 DZF 51 
DZF HO2  HO2  H 0 1 N N N 15.920 74.870 40.921 3.317  2.145  -5.812 HO2  DZF 52 
# 
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 
DZF N1  C2   SING Y N 1  
DZF N1  C8A  SING Y N 2  
DZF N1  HN1  SING N N 3  
DZF C2  NA2  SING N N 4  
DZF C2  N3   DOUB Y N 5  
DZF NA2 HN21 SING N N 6  
DZF NA2 HN22 SING N N 7  
DZF N3  C4   SING Y N 8  
DZF C4  O4   DOUB N N 9  
DZF C4  C4A  SING Y N 10 
DZF C4A C5   SING Y N 11 
DZF C4A C8A  DOUB Y N 12 
DZF C5  C6   DOUB Y N 13 
DZF C5  H5   SING N N 14 
DZF C6  C7   SING Y N 15 
DZF C6  C9   SING N N 16 
DZF C7  N8   DOUB Y N 17 
DZF C7  H7   SING N N 18 
DZF N8  C8A  SING Y N 19 
DZF C9  N10  SING N N 20 
DZF C9  H91  SING N N 21 
DZF C9  H92  SING N N 22 
DZF N10 C14  SING N N 23 
DZF N10 HN0  SING N N 24 
DZF C11 C12  DOUB Y N 25 
DZF C11 C16  SING Y N 26 
DZF C11 C    SING N N 27 
DZF C12 C13  SING Y N 28 
DZF C12 H12  SING N N 29 
DZF C13 C14  DOUB Y N 30 
DZF C13 H13  SING N N 31 
DZF C14 C15  SING Y N 32 
DZF C15 C16  DOUB Y N 33 
DZF C15 H15  SING N N 34 
DZF C16 H16  SING N N 35 
DZF C   O    DOUB N N 36 
DZF C   N    SING N N 37 
DZF N   CA   SING N N 38 
DZF N   HN   SING N N 39 
DZF CA  CB   SING N N 40 
DZF CA  CT   SING N N 41 
DZF CA  HA   SING N N 42 
DZF CB  CG   SING N N 43 
DZF CB  HB1  SING N N 44 
DZF CB  HB2  SING N N 45 
DZF CG  CD   SING N N 46 
DZF CG  HG1  SING N N 47 
DZF CG  HG2  SING N N 48 
DZF CD  OE1  DOUB N N 49 
DZF CD  OE2  SING N N 50 
DZF OE2 HOE2 SING N N 51 
DZF CT  O1   DOUB N N 52 
DZF CT  O2   SING N N 53 
DZF O2  HO2  SING N N 54 
# 
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 
DZF SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)c1ccc(cc1)NCc2cnc3NC(=NC(=O)c3c2)N)CCC(=O)O 
DZF InChI            InChI                1.02b 
InChI=1/C20H20N6O6/c21-20-25-16-13(18(30)26-20)7-10(9-23-16)8-22-12-3-1-11(2-4-12)17(29)24-14(19(31)32)5-6-15(27)28/h1-4,7,9,14,22H,5-6,8H2,(H,24,29)(H,27,28)(H,31,32)(H3,21,23,25,26,30)/t14-/m0/s1/f/h24-25,27,31H,21H2 
DZF InChIKey         InChI                1.02b NFARHPAOOHOWAL-DTLZZOKHDB 
DZF SMILES_CANONICAL CACTVS               3.341 NC1=NC(=O)c2cc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cnc2N1 
DZF SMILES           CACTVS               3.341 NC1=NC(=O)c2cc(CNc3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)cnc2N1 
DZF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NCc2cc3c(nc2)NC(=NC3=O)N 
DZF SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)NCc2cc3c(nc2)NC(=NC3=O)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 
DZF "SYSTEMATIC NAME" ACDLabs              10.04 "N-[(4-{[(2-amino-4-oxo-1,4-dihydropyrido[2,3-d]pyrimidin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamic acid"  
DZF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[(2-amino-4-oxo-1H-pyrido[5,6-e]pyrimidin-6-yl)methylamino]phenyl]carbonylamino]pentanedioic acid" 
# 
