data_5XS # _chem_comp.id 5XS _chem_comp.name "methyl 3-(7~{H}-purin-6-ylcarbamoyl)benzoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H11 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-24 _chem_comp.pdbx_modified_date 2017-01-06 _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 297.269 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5XS _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 5H85 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 5XS C10 C1 C 0 1 N N N -15.667 -9.448 23.491 -0.131 -0.346 0.004 C10 5XS 1 5XS N12 N1 N 0 1 N N N -14.869 -10.168 24.492 -1.282 0.354 0.005 N12 5XS 2 5XS C13 C2 C 0 1 Y N N -13.736 -9.570 25.245 -2.501 -0.314 0.003 C13 5XS 3 5XS C15 C3 C 0 1 Y N N -12.455 -9.356 27.158 -3.702 -2.285 -0.003 C15 5XS 4 5XS C17 C4 C 0 1 Y N N -11.673 -8.277 25.198 -4.909 -0.325 -0.003 C17 5XS 5 5XS C21 C5 C 0 1 Y N N -12.756 -8.771 24.516 -3.703 0.396 -0.001 C21 5XS 6 5XS C22 C6 C 0 1 Y N N -17.607 -9.677 21.883 2.357 -0.358 0.004 C22 5XS 7 5XS C01 C7 C 0 1 N N N -20.300 -7.863 19.144 7.226 -0.590 -0.007 C01 5XS 8 5XS O02 O1 O 0 1 N N N -19.468 -8.338 20.200 6.020 0.219 -0.005 O02 5XS 9 5XS C03 C8 C 0 1 N N N -19.473 -9.786 20.276 4.844 -0.438 -0.001 C03 5XS 10 5XS O04 O2 O 0 1 N N N -20.262 -10.431 19.631 4.826 -1.652 0.000 O04 5XS 11 5XS C05 C9 C 0 1 Y N N -18.488 -10.464 21.177 3.575 0.320 0.001 C05 5XS 12 5XS C06 C10 C 0 1 Y N N -18.478 -11.848 21.308 3.594 1.717 -0.000 C06 5XS 13 5XS C07 C11 C 0 1 Y N N -17.556 -12.456 22.149 2.409 2.426 0.001 C07 5XS 14 5XS C08 C12 C 0 1 Y N N -16.666 -11.674 22.850 1.199 1.761 0.005 C08 5XS 15 5XS C09 C13 C 0 1 Y N N -16.700 -10.281 22.737 1.166 0.364 0.006 C09 5XS 16 5XS O11 O3 O 0 1 N N N -15.498 -8.306 23.265 -0.158 -1.561 0.005 O11 5XS 17 5XS N14 N2 N 0 1 Y N N -13.528 -9.852 26.538 -2.548 -1.643 -0.000 N14 5XS 18 5XS N16 N3 N 0 1 Y N N -11.541 -8.585 26.526 -4.859 -1.660 -0.002 N16 5XS 19 5XS N18 N4 N 0 1 Y N N -10.940 -7.558 24.320 -5.905 0.582 -0.002 N18 5XS 20 5XS C19 C14 C 0 1 Y N N -11.533 -7.595 23.143 -5.404 1.786 -0.006 C19 5XS 21 5XS N20 N5 N 0 1 Y N N -12.646 -8.331 23.247 -4.053 1.729 -0.003 N20 5XS 22 5XS H1 H1 H 0 1 N N N -15.103 -11.122 24.679 -1.260 1.324 0.008 H1 5XS 23 5XS H2 H2 H 0 1 N N N -12.311 -9.579 28.205 -3.695 -3.365 -0.006 H2 5XS 24 5XS H3 H3 H 0 1 N N N -17.623 -8.603 21.772 2.337 -1.438 0.001 H3 5XS 25 5XS H4 H4 H 0 1 N N N -20.270 -6.764 19.119 7.244 -1.218 0.884 H4 5XS 26 5XS H5 H5 H 0 1 N N N -19.938 -8.262 18.185 7.240 -1.220 -0.896 H5 5XS 27 5XS H6 H6 H 0 1 N N N -21.334 -8.198 19.313 8.100 0.062 -0.010 H6 5XS 28 5XS H7 H7 H 0 1 N N N -19.186 -12.449 20.757 4.537 2.243 -0.002 H7 5XS 29 5XS H8 H8 H 0 1 N N N -17.537 -13.531 22.252 2.429 3.506 0.000 H8 5XS 30 5XS H9 H9 H 0 1 N N N -15.935 -12.141 23.493 0.276 2.322 0.006 H9 5XS 31 5XS H11 H11 H 0 1 N N N -11.179 -7.112 22.244 -5.984 2.697 -0.009 H11 5XS 32 5XS H12 H12 H 0 1 N N N -13.289 -8.523 22.506 -3.445 2.484 -0.001 H12 5XS 33 # 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 5XS C01 O02 SING N N 1 5XS O04 C03 DOUB N N 2 5XS O02 C03 SING N N 3 5XS C03 C05 SING N N 4 5XS C05 C06 DOUB Y N 5 5XS C05 C22 SING Y N 6 5XS C06 C07 SING Y N 7 5XS C22 C09 DOUB Y N 8 5XS C07 C08 DOUB Y N 9 5XS C09 C08 SING Y N 10 5XS C09 C10 SING N N 11 5XS C19 N20 SING Y N 12 5XS C19 N18 DOUB Y N 13 5XS N20 C21 SING Y N 14 5XS O11 C10 DOUB N N 15 5XS C10 N12 SING N N 16 5XS N18 C17 SING Y N 17 5XS N12 C13 SING N N 18 5XS C21 C17 DOUB Y N 19 5XS C21 C13 SING Y N 20 5XS C17 N16 SING Y N 21 5XS C13 N14 DOUB Y N 22 5XS N16 C15 DOUB Y N 23 5XS N14 C15 SING Y N 24 5XS N12 H1 SING N N 25 5XS C15 H2 SING N N 26 5XS C22 H3 SING N N 27 5XS C01 H4 SING N N 28 5XS C01 H5 SING N N 29 5XS C01 H6 SING N N 30 5XS C06 H7 SING N N 31 5XS C07 H8 SING N N 32 5XS C08 H9 SING N N 33 5XS C19 H11 SING N N 34 5XS N20 H12 SING N N 35 # 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 5XS InChI InChI 1.03 "InChI=1S/C14H11N5O3/c1-22-14(21)9-4-2-3-8(5-9)13(20)19-12-10-11(16-6-15-10)17-7-18-12/h2-7H,1H3,(H2,15,16,17,18,19,20)" 5XS InChIKey InChI 1.03 NEJKFBOKJSVKCS-UHFFFAOYSA-N 5XS SMILES_CANONICAL CACTVS 3.385 "COC(=O)c1cccc(c1)C(=O)Nc2ncnc3nc[nH]c23" 5XS SMILES CACTVS 3.385 "COC(=O)c1cccc(c1)C(=O)Nc2ncnc3nc[nH]c23" 5XS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "COC(=O)c1cccc(c1)C(=O)Nc2c3c(nc[nH]3)ncn2" 5XS SMILES "OpenEye OEToolkits" 2.0.4 "COC(=O)c1cccc(c1)C(=O)Nc2c3c(nc[nH]3)ncn2" # 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 5XS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "methyl 3-(7~{H}-purin-6-ylcarbamoyl)benzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5XS "Create component" 2015-12-24 EBI 5XS "Initial release" 2017-01-11 RCSB #