data_1YA
# 
_chem_comp.id                                    1YA 
_chem_comp.name                                  "N-{4-[{[(6S)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}(formyl)amino]benzoyl}-L-glutamic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H23 N7 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-08-01 
_chem_comp.pdbx_modified_date                    2013-08-09 
_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                        473.439 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1YA 
_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        4LY0 
_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 
1YA N1  N1  N 0 1 N N N 31.468 2.724  18.901 -7.012 -1.406 -0.539 N1  1YA 1  
1YA C2  C2  C 0 1 N N N 31.426 3.457  20.012 -7.772 -0.332 -0.579 C2  1YA 2  
1YA NA2 NA2 N 0 1 N N N 32.612 3.761  20.617 -9.009 -0.409 -1.168 NA2 1YA 3  
1YA N3  N3  N 0 1 N N N 30.319 3.958  20.582 -7.361 0.853  -0.050 N3  1YA 4  
1YA C4  C4  C 0 1 N N N 29.109 3.615  20.047 -6.148 0.950  0.536  C4  1YA 5  
1YA O4  O4  O 0 1 N N N 28.071 4.200  20.644 -5.769 2.008  1.017  O4  1YA 6  
1YA C4A C4A C 0 1 N N N 29.066 2.915  18.865 -5.335 -0.188 0.582  C4A 1YA 7  
1YA N5  N5  N 0 1 N N N 27.861 2.572  18.297 -4.060 -0.141 1.186  N5  1YA 8  
1YA C6  C6  C 0 1 N N S 27.853 1.362  17.548 -3.111 -1.231 0.906  C6  1YA 9  
1YA C7  C7  C 0 1 N N N 29.006 1.332  16.564 -3.874 -2.560 0.995  C7  1YA 10 
1YA N8  N8  N 0 1 N N N 30.256 1.672  17.252 -5.006 -2.507 0.060  N8  1YA 11 
1YA C8A C8A C 0 1 N N N 30.259 2.419  18.350 -5.800 -1.371 0.026  C8A 1YA 12 
1YA C9  C9  C 0 1 N N N 27.927 0.341  18.674 -2.529 -1.062 -0.498 C9  1YA 13 
1YA N10 N10 N 0 1 N N N 27.974 -1.041 18.247 -1.935 0.271  -0.624 N10 1YA 14 
1YA C11 C11 C 0 1 Y N N 30.583 -4.074 19.580 2.071  0.867  0.351  C11 1YA 15 
1YA C12 C12 C 0 1 Y N N 29.749 -3.315 20.402 1.066  1.441  1.135  C12 1YA 16 
1YA C13 C13 C 0 1 Y N N 28.918 -2.313 19.927 -0.256 1.242  0.810  C13 1YA 17 
1YA C14 C14 C 0 1 Y N N 28.934 -1.990 18.588 -0.594 0.471  -0.298 C14 1YA 18 
1YA C15 C15 C 0 1 Y N N 29.716 -2.762 17.736 0.404  -0.102 -1.080 C15 1YA 19 
1YA C16 C16 C 0 1 Y N N 30.589 -3.759 18.211 1.729  0.097  -0.764 C16 1YA 20 
1YA C17 C17 C 0 1 N N N 31.351 -5.132 20.352 3.490  1.078  0.697  C17 1YA 21 
1YA N   N   N 0 1 N N N 30.596 -5.811 21.270 4.458  0.524  -0.060 N   1YA 22 
1YA CA  CA  C 0 1 N N S 30.888 -6.841 22.297 5.867  0.733  0.283  CA  1YA 23 
1YA CB  CB  C 0 1 N N N 31.404 -5.955 23.434 6.704  -0.421 -0.272 CB  1YA 24 
1YA CG  CG  C 0 1 N N N 32.917 -5.741 23.428 6.306  -1.722 0.428  CG  1YA 25 
1YA CD  CD  C 0 1 N N N 33.249 -4.948 24.672 7.130  -2.859 -0.118 CD  1YA 26 
1YA OE1 OE1 O 0 1 N N N 33.037 -5.465 25.791 6.952  -4.104 0.352  OE1 1YA 27 
1YA OE2 OE2 O 0 1 N N N 33.711 -3.795 24.546 7.952  -2.651 -0.979 OE2 1YA 28 
1YA CT  CT  C 0 1 N N N 29.911 -7.777 23.017 6.342  2.032  -0.317 CT  1YA 29 
1YA O2  O2  O 0 1 N N N 30.222 -8.987 23.154 5.582  2.712  -0.964 O2  1YA 30 
1YA O1  O1  O 0 1 N N N 28.823 -7.468 23.572 7.610  2.432  -0.131 O1  1YA 31 
1YA C18 C18 C 0 1 N N N 26.848 -1.606 17.582 -2.684 1.305  -1.055 C18 1YA 32 
1YA O5  O5  O 0 1 N N N 25.815 -0.946 17.372 -2.172 2.388  -1.244 O5  1YA 33 
1YA O   O   O 0 1 N N N 32.539 -5.289 20.073 3.787  1.752  1.665  O   1YA 34 
1YA H1  H1  H 0 1 N N N 33.472 3.435  20.224 -9.313 -1.247 -1.548 H1  1YA 35 
1YA H2  H2  H 0 1 N N N 32.621 4.309  21.453 -9.578 0.376  -1.204 H2  1YA 36 
1YA H3  H3  H 0 1 N N N 30.378 4.564  21.375 -7.940 1.630  -0.095 H3  1YA 37 
1YA H5  H5  H 0 1 N N N 27.588 3.314  17.685 -3.814 0.593  1.771  H5  1YA 38 
1YA H7  H7  H 0 1 N N N 26.903 1.242  17.006 -2.307 -1.217 1.642  H7  1YA 39 
1YA H8  H8  H 0 1 N N N 28.821 2.062  15.762 -3.212 -3.383 0.724  H8  1YA 40 
1YA H9  H9  H 0 1 N N N 29.090 0.324  16.131 -4.243 -2.705 2.011  H9  1YA 41 
1YA H10 H10 H 0 1 N N N 28.834 0.547  19.262 -1.762 -1.819 -0.668 H10 1YA 42 
1YA H11 H11 H 0 1 N N N 27.040 0.471  19.311 -3.322 -1.177 -1.237 H11 1YA 43 
1YA H12 H12 H 0 1 N N N 29.751 -3.519 21.463 1.328  2.040  1.995  H12 1YA 44 
1YA H13 H13 H 0 1 N N N 28.261 -1.788 20.604 -1.033 1.685  1.416  H13 1YA 45 
1YA H14 H14 H 0 1 N N N 29.651 -2.591 16.672 0.139  -0.697 -1.942 H14 1YA 46 
1YA H15 H15 H 0 1 N N N 31.253 -4.274 17.533 2.503  -0.347 -1.372 H15 1YA 47 
1YA H16 H16 H 0 1 N N N 29.630 -5.555 21.242 4.221  -0.014 -0.832 H16 1YA 48 
1YA H17 H17 H 0 1 N N N 31.732 -7.451 21.941 5.975  0.772  1.367  H17 1YA 49 
1YA H18 H18 H 0 1 N N N 30.917 -4.972 23.353 6.527  -0.516 -1.343 H18 1YA 50 
1YA H19 H19 H 0 1 N N N 31.126 -6.424 24.389 7.760  -0.222 -0.094 H19 1YA 51 
1YA H20 H20 H 0 1 N N N 33.437 -6.710 23.446 6.483  -1.627 1.500  H20 1YA 52 
1YA H21 H21 H 0 1 N N N 33.217 -5.181 22.530 5.249  -1.922 0.251  H21 1YA 53 
1YA H22 H22 H 0 1 N N N 33.279 -4.852 26.475 7.504  -4.800 -0.029 H22 1YA 54 
1YA H23 H23 H 0 1 N N N 28.452 -8.235 23.991 7.868  3.272  -0.535 H23 1YA 55 
1YA H24 H24 H 0 1 N N N 26.892 -2.633 17.252 -3.741 1.169  -1.232 H24 1YA 56 
1YA H4  H4  H 0 1 N N N 30.688 0.805  17.499 -5.196 -3.257 -0.526 H4  1YA 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 
1YA C7  N8  SING N N 1  
1YA C7  C6  SING N N 2  
1YA N8  C8A SING N N 3  
1YA O5  C18 DOUB N N 4  
1YA C6  N5  SING N N 5  
1YA C6  C9  SING N N 6  
1YA C18 N10 SING N N 7  
1YA C15 C16 DOUB Y N 8  
1YA C15 C14 SING Y N 9  
1YA C16 C11 SING Y N 10 
1YA N10 C14 SING N N 11 
1YA N10 C9  SING N N 12 
1YA N5  C4A SING N N 13 
1YA C8A C4A DOUB N N 14 
1YA C8A N1  SING N N 15 
1YA C14 C13 DOUB Y N 16 
1YA C4A C4  SING N N 17 
1YA N1  C2  DOUB N N 18 
1YA C11 C17 SING N N 19 
1YA C11 C12 DOUB Y N 20 
1YA C13 C12 SING Y N 21 
1YA C2  N3  SING N N 22 
1YA C2  NA2 SING N N 23 
1YA C4  N3  SING N N 24 
1YA C4  O4  DOUB N N 25 
1YA O   C17 DOUB N N 26 
1YA C17 N   SING N N 27 
1YA N   CA  SING N N 28 
1YA CA  CT  SING N N 29 
1YA CA  CB  SING N N 30 
1YA CT  O2  DOUB N N 31 
1YA CT  O1  SING N N 32 
1YA CG  CB  SING N N 33 
1YA CG  CD  SING N N 34 
1YA OE2 CD  DOUB N N 35 
1YA CD  OE1 SING N N 36 
1YA NA2 H1  SING N N 37 
1YA NA2 H2  SING N N 38 
1YA N3  H3  SING N N 39 
1YA N5  H5  SING N N 40 
1YA C6  H7  SING N N 41 
1YA C7  H8  SING N N 42 
1YA C7  H9  SING N N 43 
1YA C9  H10 SING N N 44 
1YA C9  H11 SING N N 45 
1YA C12 H12 SING N N 46 
1YA C13 H13 SING N N 47 
1YA C15 H14 SING N N 48 
1YA C16 H15 SING N N 49 
1YA N   H16 SING N N 50 
1YA CA  H17 SING N N 51 
1YA CB  H18 SING N N 52 
1YA CB  H19 SING N N 53 
1YA CG  H20 SING N N 54 
1YA CG  H21 SING N N 55 
1YA OE1 H22 SING N N 56 
1YA O1  H23 SING N N 57 
1YA C18 H24 SING N N 58 
1YA N8  H4  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 
1YA SMILES           ACDLabs              12.01 "O=C(O)C(NC(=O)c1ccc(cc1)N(C=O)CC3NC2=C(N=C(N)NC2=O)NC3)CCC(=O)O" 
1YA InChI            InChI                1.03  
"InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,23H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/t11-,13-/m0/s1" 
1YA InChIKey         InChI                1.03  AUFGTPPARQZWDO-AAEUAGOBSA-N 
1YA SMILES_CANONICAL CACTVS               3.385 "NC1=NC2=C(N[C@@H](CN2)CN(C=O)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)C(=O)N1" 
1YA SMILES           CACTVS               3.385 "NC1=NC2=C(N[CH](CN2)CN(C=O)c3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)C(=O)N1" 
1YA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)N(C[C@@H]2CNC3=C(N2)C(=O)NC(=N3)N)C=O" 
1YA SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)N(CC2CNC3=C(N2)C(=O)NC(=N3)N)C=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 
1YA "SYSTEMATIC NAME" ACDLabs              12.01 "N-{4-[{[(6S)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}(formyl)amino]benzoyl}-L-glutamic acid"                                  
1YA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[4-[[(6S)-2-azanyl-4-oxidanylidene-5,6,7,8-tetrahydro-3H-pteridin-6-yl]methyl-methanoyl-amino]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 
1YA "Create component" 2013-08-01 RCSB 
1YA "Initial release"  2013-08-14 RCSB 
# 
