data_753 # _chem_comp.id 753 _chem_comp.name "5-methyl-4-(methylamino)-2-(2-phenylethyl)thieno[2,3-d]pyrimidine-6-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H17 N3 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-25 _chem_comp.pdbx_modified_date 2017-02-17 _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 327.401 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 753 _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 5T2Y _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 753 C1 C1 C 0 1 Y N N 51.389 106.206 -7.639 3.162 -0.501 -0.055 C1 753 1 753 C2 C2 C 0 1 Y N N 51.747 105.198 -6.775 3.718 0.718 -0.054 C2 753 2 753 C3 C3 C 0 1 N N N 51.661 105.081 -5.291 5.148 0.983 -0.239 C3 753 3 753 C4 C4 C 0 1 Y N N 52.307 104.616 -9.136 1.223 0.747 0.295 C4 753 4 753 C5 C5 C 0 1 Y N N 51.715 105.879 -9.031 1.777 -0.531 0.133 C5 753 5 753 C6 C6 C 0 1 Y N N 51.576 106.482 -10.384 0.884 -1.639 0.182 C6 753 6 753 C7 C7 C 0 1 N N N 50.840 108.326 -11.828 0.416 -4.048 -0.039 C7 753 7 753 C8 C8 C 0 1 Y N N 52.495 104.651 -11.413 -0.875 -0.188 0.523 C8 753 8 753 O1 O1 O 0 1 N N N 51.097 105.793 -4.462 5.607 2.251 -0.221 O1 753 9 753 N1 N1 N 0 1 Y N N 51.965 105.875 -11.525 -0.407 -1.414 0.376 N1 753 10 753 N2 N2 N 0 1 Y N N 52.691 104.003 -10.264 -0.096 0.868 0.483 N2 753 11 753 N N3 N 0 1 N N N 51.008 107.683 -10.543 1.356 -2.927 0.030 N 753 12 753 C C9 C 0 1 N N N 50.744 107.493 -7.205 3.974 -1.755 -0.251 C 753 13 753 O O2 O 0 1 N N N 52.268 103.941 -5.000 5.921 0.059 -0.408 O 753 14 753 S S1 S 0 1 Y N N 52.478 103.843 -7.584 2.498 1.955 0.198 S 753 15 753 C9 C10 C 0 1 N N N 52.893 103.865 -12.625 -2.354 0.005 0.738 C9 753 16 753 C10 C11 C 0 1 N N N 51.653 103.340 -13.491 -3.050 0.161 -0.616 C10 753 17 753 C11 C12 C 0 1 Y N N 52.007 102.345 -14.574 -4.529 0.355 -0.401 C11 753 18 753 C16 C13 C 0 1 Y N N 52.097 102.739 -15.903 -5.369 -0.742 -0.350 C16 753 19 753 C15 C14 C 0 1 Y N N 52.390 101.819 -16.896 -6.725 -0.564 -0.148 C15 753 20 753 C14 C15 C 0 1 Y N N 52.588 100.495 -16.576 -7.240 0.709 0.003 C14 753 21 753 C13 C16 C 0 1 Y N N 52.502 100.088 -15.260 -6.400 1.806 -0.047 C13 753 22 753 C12 C17 C 0 1 Y N N 52.215 101.007 -14.265 -5.044 1.628 -0.250 C12 753 23 753 H1 H1 H 0 1 N N N 50.349 109.300 -11.690 -0.252 -3.910 -0.890 H1 753 24 753 H2 H2 H 0 1 N N N 51.825 108.475 -12.295 0.970 -4.979 -0.159 H2 753 25 753 H3 H3 H 0 1 N N N 50.219 107.691 -12.477 -0.169 -4.089 0.879 H3 753 26 753 H4 H4 H 0 1 N N N 51.169 105.396 -3.602 6.558 2.376 -0.347 H4 753 27 753 H5 H5 H 0 1 N N N 51.550 108.316 -9.990 2.311 -3.089 -0.031 H5 753 28 753 H6 H6 H 0 1 N N N 49.650 107.377 -7.215 4.202 -2.196 0.720 H6 753 29 753 H7 H7 H 0 1 N N N 51.076 107.744 -6.187 3.405 -2.467 -0.849 H7 753 30 753 H8 H8 H 0 1 N N N 51.034 108.299 -7.895 4.903 -1.510 -0.765 H8 753 31 753 H9 H9 H 0 1 N N N 53.480 102.995 -12.296 -2.762 -0.861 1.258 H9 753 32 753 H10 H10 H 0 1 N N N 53.516 104.507 -13.265 -2.520 0.901 1.337 H10 753 33 753 H11 H11 H 0 1 N N N 51.177 104.209 -13.968 -2.642 1.027 -1.137 H11 753 34 753 H12 H12 H 0 1 N N N 50.938 102.860 -12.807 -2.884 -0.734 -1.215 H12 753 35 753 H13 H13 H 0 1 N N N 51.937 103.774 -16.165 -4.966 -1.737 -0.468 H13 753 36 753 H14 H14 H 0 1 N N N 52.463 102.141 -17.924 -7.381 -1.421 -0.108 H14 753 37 753 H15 H15 H 0 1 N N N 52.810 99.777 -17.352 -8.300 0.848 0.161 H15 753 38 753 H16 H16 H 0 1 N N N 52.659 99.050 -15.006 -6.803 2.801 0.071 H16 753 39 753 H17 H17 H 0 1 N N N 52.152 100.680 -13.238 -4.387 2.485 -0.286 H17 753 40 # 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 753 C15 C14 DOUB Y N 1 753 C15 C16 SING Y N 2 753 C14 C13 SING Y N 3 753 C16 C11 DOUB Y N 4 753 C13 C12 DOUB Y N 5 753 C11 C12 SING Y N 6 753 C11 C10 SING N N 7 753 C10 C9 SING N N 8 753 C9 C8 SING N N 9 753 C7 N SING N N 10 753 N1 C8 DOUB Y N 11 753 N1 C6 SING Y N 12 753 C8 N2 SING Y N 13 753 N C6 SING N N 14 753 C6 C5 DOUB Y N 15 753 N2 C4 DOUB Y N 16 753 C4 C5 SING Y N 17 753 C4 S SING Y N 18 753 C5 C1 SING Y N 19 753 C1 C SING N N 20 753 C1 C2 DOUB Y N 21 753 S C2 SING Y N 22 753 C2 C3 SING N N 23 753 C3 O DOUB N N 24 753 C3 O1 SING N N 25 753 C7 H1 SING N N 26 753 C7 H2 SING N N 27 753 C7 H3 SING N N 28 753 O1 H4 SING N N 29 753 N H5 SING N N 30 753 C H6 SING N N 31 753 C H7 SING N N 32 753 C H8 SING N N 33 753 C9 H9 SING N N 34 753 C9 H10 SING N N 35 753 C10 H11 SING N N 36 753 C10 H12 SING N N 37 753 C16 H13 SING N N 38 753 C15 H14 SING N N 39 753 C14 H15 SING N N 40 753 C13 H16 SING N N 41 753 C12 H17 SING N N 42 # 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 753 SMILES ACDLabs 12.01 "c1(C)c(C(=O)O)sc2c1c(nc(n2)CCc3ccccc3)NC" 753 InChI InChI 1.03 "InChI=1S/C17H17N3O2S/c1-10-13-15(18-2)19-12(9-8-11-6-4-3-5-7-11)20-16(13)23-14(10)17(21)22/h3-7H,8-9H2,1-2H3,(H,21,22)(H,18,19,20)" 753 InChIKey InChI 1.03 WNBAQRWHLIHMSN-UHFFFAOYSA-N 753 SMILES_CANONICAL CACTVS 3.385 "CNc1nc(CCc2ccccc2)nc3sc(C(O)=O)c(C)c13" 753 SMILES CACTVS 3.385 "CNc1nc(CCc2ccccc2)nc3sc(C(O)=O)c(C)c13" 753 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "Cc1c2c(nc(nc2sc1C(=O)O)CCc3ccccc3)NC" 753 SMILES "OpenEye OEToolkits" 2.0.5 "Cc1c2c(nc(nc2sc1C(=O)O)CCc3ccccc3)NC" # 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 753 "SYSTEMATIC NAME" ACDLabs 12.01 "5-methyl-4-(methylamino)-2-(2-phenylethyl)thieno[2,3-d]pyrimidine-6-carboxylic acid" 753 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "5-methyl-4-(methylamino)-2-(2-phenylethyl)thieno[2,3-d]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 753 "Create component" 2016-08-25 RCSB 753 "Initial release" 2017-02-22 RCSB #