data_RS8
# 
_chem_comp.id                                    RS8 
_chem_comp.name                                  "N-[(2-amino-4-oxo-1,4-dihydropteridin-7-yl)carbonyl]glycyl-L-phenylalanine" 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H17 N7 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-11-09 
_chem_comp.pdbx_modified_date                    2012-12-21 
_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                        411.371 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RS8 
_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        4HUO 
_chem_comp.pdbx_subcomponent_list                "JP2 GLY PHE" 
_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 
RS8 C1  C1  C 0 1 N N N 10.223 -25.185 -6.251  -5.816 1.329  1.676  C1   JP2 1  
RS8 N1  N1  N 0 1 N N N 9.903  -25.817 -5.124  -6.088 2.282  2.616  N1   JP2 2  
RS8 O1  O1  O 0 1 N N N 11.975 -25.744 -9.131  -7.558 -0.980 -0.163 O1   JP2 3  
RS8 C2  C2  C 0 1 N N N 11.292 -25.149 -8.261  -6.622 -0.331 0.270  C2   JP2 4  
RS8 N2  N2  N 0 1 N N N 10.981 -25.814 -7.180  -6.815 0.618  1.195  N2   JP2 5  
RS8 C3  C3  C 0 1 Y N N 10.954 -23.775 -8.462  -5.244 -0.574 -0.212 C3   JP2 6  
RS8 N3  N3  N 0 1 N N N 9.958  -23.901 -6.296  -4.527 1.153  1.286  N3   JP2 7  
RS8 O2  O2  O 0 1 N N N 8.552  -19.487 -8.074  -1.064 -1.957 -2.289 O3   JP2 8  
RS8 C4  C4  C 0 1 Y N N 10.099 -23.192 -7.424  -4.207 0.207  0.333  C4   JP2 9  
RS8 N4  N4  N 0 1 Y N N 9.731  -21.907 -7.515  -2.961 0.022  -0.071 N4   JP2 10 
RS8 C5  C5  C 0 1 Y N N 9.973  -21.267 -8.648  -2.700 -0.901 -0.991 C5   JP2 11 
RS8 N5  N5  N 0 1 Y N N 11.232 -23.106 -9.586  -4.977 -1.496 -1.125 N5   JP2 12 
RS8 C6  C6  C 0 1 Y N N 10.799 -21.855 -9.669  -3.733 -1.677 -1.525 C6   JP2 13 
RS8 C7  C7  C 0 1 N N N 9.433  -19.880 -8.846  -1.306 -1.113 -1.448 C7   JP2 14 
RS8 N6  N6  N 0 1 N N N 9.724  -19.228 -9.962  -0.306 -0.371 -0.931 N    GLY 15 
RS8 C8  C8  C 0 1 N N N 9.309  -17.840 -10.143 1.071  -0.581 -1.383 CA   GLY 16 
RS8 C9  C9  C 0 1 N N N 8.589  -17.654 -11.475 1.988  0.368  -0.655 C    GLY 17 
RS8 O3  O3  O 0 1 N N N 8.381  -16.495 -11.781 1.536  1.144  0.160  O    GLY 18 
RS8 N7  N7  N 0 1 N N N 8.271  -18.773 -12.161 3.312  0.356  -0.911 N    PHE 19 
RS8 C10 C10 C 0 1 N N S 7.513  -18.812 -13.420 4.203  1.279  -0.204 CA   PHE 20 
RS8 C18 C18 C 0 1 N N N 6.084  -19.179 -13.079 4.224  2.605  -0.920 C    PHE 21 
RS8 O5  O5  O 0 1 N N N 5.165  -19.180 -13.893 3.562  2.762  -1.919 O    PHE 22 
RS8 C11 C11 C 0 1 N N N 8.377  -19.652 -14.421 5.617  0.696  -0.169 CB   PHE 23 
RS8 C12 C12 C 0 1 Y N N 8.377  -21.135 -13.919 5.619  -0.568 0.652  CG   PHE 24 
RS8 C13 C13 C 0 1 Y N N 7.348  -22.030 -14.237 5.865  -0.509 2.011  CD1  PHE 25 
RS8 C17 C17 C 0 1 Y N N 9.387  -21.613 -13.113 5.381  -1.787 0.045  CD2  PHE 26 
RS8 C14 C14 C 0 1 Y N N 7.308  -23.373 -13.844 5.861  -1.668 2.765  CE1  PHE 27 
RS8 C16 C16 C 0 1 Y N N 9.337  -22.940 -12.663 5.383  -2.946 0.798  CE2  PHE 28 
RS8 C15 C15 C 0 1 Y N N 8.336  -23.854 -13.009 5.623  -2.887 2.158  CZ   PHE 29 
RS8 O4  O4  O 0 1 N N N 5.774  -19.492 -11.824 4.974  3.612  -0.446 OXT  PHE 30 
RS8 H16 H16 H 0 1 N N N 10.222 -26.752 -4.967  -7.000 2.421  2.916  HN1  JP2 31 
RS8 H17 H17 H 0 1 N N N 9.343  -25.357 -4.434  -5.369 2.818  2.985  HN1A JP2 32 
RS8 H15 H15 H 0 1 N N N 9.643  -23.439 -5.467  -3.827 1.701  1.674  HN3  JP2 33 
RS8 H14 H14 H 0 1 N N N 11.074 -21.261 -10.528 -3.512 -2.428 -2.269 H6   JP2 34 
RS8 H13 H13 H 0 1 N N N 10.233 -19.691 -10.688 -0.500 0.302  -0.260 H    GLY 35 
RS8 H11 H11 H 0 1 N N N 10.198 -17.193 -10.121 1.134  -0.396 -2.455 HA2  GLY 36 
RS8 H12 H12 H 0 1 N N N 8.630  -17.558 -9.325  1.370  -1.608 -1.172 HA3  GLY 37 
RS8 H10 H10 H 0 1 N N N 8.576  -19.646 -11.782 3.674  -0.264 -1.563 H    PHE 38 
RS8 H2  H2  H 0 1 N N N 7.491  -17.787 -13.820 3.844  1.422  0.815  HA   PHE 39 
RS8 H3  H3  H 0 1 N N N 9.406  -19.264 -14.445 5.942  0.470  -1.185 HB2  PHE 40 
RS8 H4  H4  H 0 1 N N N 7.941  -19.598 -15.430 6.298  1.420  0.277  HB3  PHE 41 
RS8 H9  H9  H 0 1 N N N 6.525  -21.657 -14.829 6.056  0.442  2.484  HD1  PHE 42 
RS8 H5  H5  H 0 1 N N N 10.209 -20.972 -12.831 5.193  -1.834 -1.018 HD2  PHE 43 
RS8 H8  H8  H 0 1 N N N 6.510  -24.023 -14.172 6.049  -1.621 3.827  HE1  PHE 44 
RS8 H6  H6  H 0 1 N N N 10.124 -23.279 -12.005 5.196  -3.899 0.323  HE2  PHE 45 
RS8 H7  H7  H 0 1 N N N 8.350  -24.874 -12.655 5.624  -3.793 2.746  HZ   PHE 46 
RS8 H1  H1  H 0 1 N N N 4.844  -19.674 -11.763 4.952  4.444  -0.937 HXT  PHE 47 
# 
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 
RS8 C11 C12 SING N N 1  
RS8 C11 C10 SING N N 2  
RS8 C13 C12 DOUB Y N 3  
RS8 C13 C14 SING Y N 4  
RS8 C12 C17 SING Y N 5  
RS8 O5  C18 DOUB N N 6  
RS8 C14 C15 DOUB Y N 7  
RS8 C10 C18 SING N N 8  
RS8 C10 N7  SING N N 9  
RS8 C17 C16 DOUB Y N 10 
RS8 C18 O4  SING N N 11 
RS8 C15 C16 SING Y N 12 
RS8 N7  C9  SING N N 13 
RS8 O3  C9  DOUB N N 14 
RS8 C9  C8  SING N N 15 
RS8 C8  N6  SING N N 16 
RS8 N6  C7  SING N N 17 
RS8 C6  N5  DOUB Y N 18 
RS8 C6  C5  SING Y N 19 
RS8 N5  C3  SING Y N 20 
RS8 O1  C2  DOUB N N 21 
RS8 C7  C5  SING N N 22 
RS8 C7  O2  DOUB N N 23 
RS8 C5  N4  DOUB Y N 24 
RS8 C3  C2  SING N N 25 
RS8 C3  C4  DOUB Y N 26 
RS8 C2  N2  SING N N 27 
RS8 N4  C4  SING Y N 28 
RS8 C4  N3  SING N N 29 
RS8 N2  C1  DOUB N N 30 
RS8 N3  C1  SING N N 31 
RS8 C1  N1  SING N N 32 
RS8 O4  H1  SING N N 33 
RS8 C10 H2  SING N N 34 
RS8 C11 H3  SING N N 35 
RS8 C11 H4  SING N N 36 
RS8 C17 H5  SING N N 37 
RS8 C16 H6  SING N N 38 
RS8 C15 H7  SING N N 39 
RS8 C14 H8  SING N N 40 
RS8 C13 H9  SING N N 41 
RS8 N7  H10 SING N N 42 
RS8 C8  H11 SING N N 43 
RS8 C8  H12 SING N N 44 
RS8 N6  H13 SING N N 45 
RS8 C6  H14 SING N N 46 
RS8 N3  H15 SING N N 47 
RS8 N1  H16 SING N N 48 
RS8 N1  H17 SING N N 49 
# 
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 
RS8 SMILES           ACDLabs              12.01 "O=C(O)C(NC(=O)CNC(=O)c1nc2c(nc1)C(=O)N=C(N)N2)Cc3ccccc3"                                                                                                                                  
RS8 InChI            InChI                1.03  "InChI=1S/C18H17N7O5/c19-18-24-14-13(16(28)25-18)20-7-11(23-14)15(27)21-8-12(26)22-10(17(29)30)6-9-4-2-1-3-5-9/h1-5,7,10H,6,8H2,(H,21,27)(H,22,26)(H,29,30)(H3,19,23,24,25,28)/t10-/m0/s1" 
RS8 InChIKey         InChI                1.03  XYQCEJDIFQQSAN-JTQLQIEISA-N                                                                                                                                                                
RS8 SMILES_CANONICAL CACTVS               3.370 "NC1=NC(=O)c2ncc(nc2N1)C(=O)NCC(=O)N[C@@H](Cc3ccccc3)C(O)=O"                                                                                                                               
RS8 SMILES           CACTVS               3.370 "NC1=NC(=O)c2ncc(nc2N1)C(=O)NCC(=O)N[CH](Cc3ccccc3)C(O)=O"                                                                                                                                 
RS8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C[C@@H](C(=O)O)NC(=O)CNC(=O)c2cnc3c(n2)NC(=NC3=O)N"                                                                                                                             
RS8 SMILES           "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC(C(=O)O)NC(=O)CNC(=O)c2cnc3c(n2)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 
RS8 "SYSTEMATIC NAME" ACDLabs              12.01 "N-[(2-amino-4-oxo-1,4-dihydropteridin-7-yl)carbonyl]glycyl-L-phenylalanine"                                 
RS8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[2-[(2-azanyl-4-oxidanylidene-1H-pteridin-7-yl)carbonylamino]ethanoylamino]-3-phenyl-propanoic 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 
RS8 "Create component" 2012-11-09 RCSB 
RS8 "Initial release"  2012-12-21 RCSB 
# 
