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 #