data_XRO # _chem_comp.id XRO _chem_comp.name "5-{2-[4-(cyanomethyl)phenyl]ethyl}-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H13 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-27 _chem_comp.pdbx_modified_date 2013-11-22 _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 299.281 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XRO _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 3W1X _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 XRO OAB OAB O 0 1 N N N 4.874 17.202 14.431 -2.813 -3.207 0.128 OAB XRO 1 XRO CAP CAP C 0 1 N N N 6.102 17.194 14.366 -2.061 -2.090 0.142 CAP XRO 2 XRO OAE OAE O 0 1 N N N 6.886 18.175 14.289 -0.850 -2.174 0.136 OAE XRO 3 XRO CAS CAS C 0 1 N N N 6.767 15.793 14.362 -2.712 -0.759 0.164 CAS XRO 4 XRO NAN NAN N 0 1 N N N 6.305 14.996 15.418 -4.081 -0.652 0.047 NAN XRO 5 XRO CAU CAU C 0 1 N N N 6.629 13.702 15.531 -4.690 0.545 0.065 CAU XRO 6 XRO OAC OAC O 0 1 N N N 6.222 12.986 16.437 -5.900 0.596 -0.042 OAC XRO 7 XRO NAO NAO N 0 1 N N N 7.584 13.251 14.625 -3.996 1.690 0.199 NAO XRO 8 XRO CAV CAV C 0 1 N N N 8.152 14.007 13.558 -2.653 1.664 0.319 CAV XRO 9 XRO OAD OAD O 0 1 N N N 8.998 13.472 12.806 -2.023 2.698 0.441 OAD XRO 10 XRO CAT CAT C 0 1 N N N 7.754 15.370 13.493 -1.965 0.367 0.307 CAT XRO 11 XRO CAM CAM C 0 1 N N N 8.237 16.149 12.376 -0.466 0.288 0.439 CAM XRO 12 XRO CAL CAL C 0 1 N N N 7.662 15.714 10.987 0.174 0.389 -0.947 CAL XRO 13 XRO CAR CAR C 0 1 Y N N 6.255 15.930 10.926 1.673 0.309 -0.816 CAR XRO 14 XRO CAI CAI C 0 1 Y N N 5.701 17.132 10.502 2.414 1.463 -0.637 CAI XRO 15 XRO CAG CAG C 0 1 Y N N 4.254 17.323 10.575 3.789 1.390 -0.516 CAG XRO 16 XRO CAQ CAQ C 0 1 Y N N 3.413 16.347 11.009 4.423 0.163 -0.573 CAQ XRO 17 XRO CAK CAK C 0 1 N N N 1.911 16.489 11.092 5.923 0.083 -0.442 CAK XRO 18 XRO CAF CAF C 0 1 N N N 1.651 17.398 12.313 6.283 -0.072 0.977 CAF XRO 19 XRO NAA NAA N 0 1 N N N 1.498 18.028 13.228 6.562 -0.192 2.072 NAA XRO 20 XRO CAH CAH C 0 1 Y N N 3.955 15.098 11.345 3.683 -0.991 -0.750 CAH XRO 21 XRO CAJ CAJ C 0 1 Y N N 5.357 14.920 11.291 2.307 -0.918 -0.867 CAJ XRO 22 XRO H1 H1 H 0 1 N N N 4.561 18.099 14.415 -2.343 -4.053 0.113 H1 XRO 23 XRO H2 H2 H 0 1 N N N 7.901 12.309 14.732 -4.465 2.539 0.208 H2 XRO 24 XRO H4 H4 H 0 1 N N N 9.332 16.055 12.339 -0.112 1.108 1.063 H4 XRO 25 XRO H5 H5 H 0 1 N N N 7.964 17.201 12.547 -0.191 -0.663 0.897 H5 XRO 26 XRO H6 H6 H 0 1 N N N 7.869 14.645 10.831 -0.180 -0.431 -1.572 H6 XRO 27 XRO H7 H7 H 0 1 N N N 8.151 16.301 10.196 -0.100 1.339 -1.405 H7 XRO 28 XRO H8 H8 H 0 1 N N N 6.335 17.919 10.121 1.918 2.421 -0.593 H8 XRO 29 XRO H9 H9 H 0 1 N N N 3.838 18.273 10.274 4.367 2.291 -0.378 H9 XRO 30 XRO H10 H10 H 0 1 N N N 1.517 16.953 10.176 6.292 -0.773 -1.007 H10 XRO 31 XRO H11 H11 H 0 1 N N N 1.439 15.506 11.237 6.371 0.997 -0.833 H11 XRO 32 XRO H12 H12 H 0 1 N N N 3.311 14.283 11.641 4.178 -1.949 -0.794 H12 XRO 33 XRO H13 H13 H 0 1 N N N 5.758 13.950 11.546 1.728 -1.820 -1.002 H13 XRO 34 XRO H14 H14 H 0 1 N N N 5.713 15.408 16.111 -4.615 -1.456 -0.052 H14 XRO 35 # 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 XRO CAI CAG DOUB Y N 1 XRO CAI CAR SING Y N 2 XRO CAG CAQ SING Y N 3 XRO CAR CAL SING N N 4 XRO CAR CAJ DOUB Y N 5 XRO CAL CAM SING N N 6 XRO CAQ CAK SING N N 7 XRO CAQ CAH DOUB Y N 8 XRO CAK CAF SING N N 9 XRO CAJ CAH SING Y N 10 XRO CAF NAA TRIP N N 11 XRO CAM CAT SING N N 12 XRO OAD CAV DOUB N N 13 XRO CAT CAV SING N N 14 XRO CAT CAS DOUB N N 15 XRO CAV NAO SING N N 16 XRO OAE CAP DOUB N N 17 XRO CAS CAP SING N N 18 XRO CAS NAN SING N N 19 XRO CAP OAB SING N N 20 XRO NAO CAU SING N N 21 XRO NAN CAU SING N N 22 XRO CAU OAC DOUB N N 23 XRO OAB H1 SING N N 24 XRO NAO H2 SING N N 25 XRO CAM H4 SING N N 26 XRO CAM H5 SING N N 27 XRO CAL H6 SING N N 28 XRO CAL H7 SING N N 29 XRO CAI H8 SING N N 30 XRO CAG H9 SING N N 31 XRO CAK H10 SING N N 32 XRO CAK H11 SING N N 33 XRO CAH H12 SING N N 34 XRO CAJ H13 SING N N 35 XRO NAN H14 SING N N 36 # 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 XRO SMILES ACDLabs 12.01 "O=C1NC(C(=O)O)=C(C(=O)N1)CCc2ccc(cc2)CC#N" XRO InChI InChI 1.03 "InChI=1S/C15H13N3O4/c16-8-7-10-3-1-9(2-4-10)5-6-11-12(14(20)21)17-15(22)18-13(11)19/h1-4H,5-7H2,(H,20,21)(H2,17,18,19,22)" XRO InChIKey InChI 1.03 HLSGPFKGIFERQZ-UHFFFAOYSA-N XRO SMILES_CANONICAL CACTVS 3.370 "OC(=O)C1=C(CCc2ccc(CC#N)cc2)C(=O)NC(=O)N1" XRO SMILES CACTVS 3.370 "OC(=O)C1=C(CCc2ccc(CC#N)cc2)C(=O)NC(=O)N1" XRO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CCC2=C(NC(=O)NC2=O)C(=O)O)CC#N" XRO SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CCC2=C(NC(=O)NC2=O)C(=O)O)CC#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 XRO "SYSTEMATIC NAME" ACDLabs 12.01 "5-{2-[4-(cyanomethyl)phenyl]ethyl}-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid" XRO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[2-[4-(cyanomethyl)phenyl]ethyl]-2,4-bis(oxidanylidene)-1H-pyrimidine-6-carboxylic 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 XRO "Create component" 2012-11-27 PDBJ XRO "Initial release" 2013-11-27 RCSB #