data_JLB # _chem_comp.id JLB _chem_comp.name "(2~{R})-2-[6-ethyl-5-(1~{H}-indol-5-yl)thieno[2,3-d]pyrimidin-4-yl]oxypropanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H17 N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-03-09 _chem_comp.pdbx_modified_date 2019-08-02 _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 367.422 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JLB _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 6QYK _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 JLB C10 C1 C 0 1 Y N N 12.009 56.338 -3.830 1.128 1.100 0.013 C10 JLB 1 JLB C13 C2 C 0 1 N N N 8.757 55.535 -2.653 1.269 3.983 1.631 C13 JLB 2 JLB C15 C3 C 0 1 Y N N 12.944 54.568 -2.811 3.247 0.066 -0.188 C15 JLB 3 JLB C17 C4 C 0 1 Y N N 14.993 53.625 -3.294 3.588 -2.211 -0.350 C17 JLB 4 JLB C20 C5 C 0 1 Y N N 11.176 59.820 -4.971 -2.362 0.629 1.312 C20 JLB 5 JLB C21 C6 C 0 1 Y N N 11.188 59.652 -6.350 -3.122 1.232 0.313 C21 JLB 6 JLB C22 C7 C 0 1 Y N N 11.453 58.405 -6.895 -2.480 1.801 -0.802 C22 JLB 7 JLB C24 C8 C 0 1 Y N N 11.381 58.528 -8.261 -3.544 2.342 -1.651 C24 JLB 8 JLB C26 C9 C 0 1 Y N N 11.078 59.854 -8.526 -4.708 2.082 -1.035 C26 JLB 9 JLB N01 N1 N 0 1 Y N N 15.188 54.517 -4.249 2.293 -2.464 -0.282 N01 JLB 10 JLB C02 C10 C 0 1 Y N N 14.262 55.442 -4.517 1.410 -1.486 -0.165 C02 JLB 11 JLB O03 O1 O 0 1 N N N 14.457 56.323 -5.472 0.085 -1.760 -0.097 O03 JLB 12 JLB C04 C11 C 0 1 N N R 15.750 56.443 -6.012 -0.296 -3.136 -0.156 C04 JLB 13 JLB C05 C12 C 0 1 N N N 15.922 57.912 -6.300 -0.525 -3.539 -1.614 C05 JLB 14 JLB C06 C13 C 0 1 N N N 15.801 55.709 -7.341 -1.568 -3.339 0.627 C06 JLB 15 JLB O07 O2 O 0 1 N N N 16.831 55.092 -7.571 -2.062 -4.576 0.795 O07 JLB 16 JLB O08 O3 O 0 1 N N N 14.831 55.756 -8.122 -2.142 -2.389 1.103 O08 JLB 17 JLB C09 C14 C 0 1 Y N N 13.098 55.499 -3.802 1.869 -0.149 -0.113 C09 JLB 18 JLB C11 C15 C 0 1 Y N N 11.130 55.964 -2.862 1.888 2.192 0.031 C11 JLB 19 JLB C12 C16 C 0 1 N N N 9.800 56.632 -2.626 1.356 3.597 0.153 C12 JLB 20 JLB S14 S1 S 0 1 Y N N 11.635 54.691 -2.046 3.589 1.788 -0.103 S14 JLB 21 JLB N16 N2 N 0 1 Y N N 13.878 53.651 -2.589 4.064 -0.989 -0.306 N16 JLB 22 JLB C18 C17 C 0 1 Y N N 11.738 57.481 -4.698 -0.351 1.150 0.105 C18 JLB 23 JLB C19 C18 C 0 1 Y N N 11.475 58.742 -4.150 -1.002 0.592 1.211 C19 JLB 24 JLB C23 C19 C 0 1 Y N N 11.718 57.320 -6.084 -1.089 1.761 -0.900 C23 JLB 25 JLB N25 N3 N 0 1 Y N N 10.964 60.500 -7.359 -4.476 1.419 0.140 N25 JLB 26 JLB H1 H1 H 0 1 N N N 7.761 55.971 -2.485 0.884 4.999 1.719 H1 JLB 27 JLB H2 H2 H 0 1 N N N 8.777 55.034 -3.632 0.600 3.295 2.148 H2 JLB 28 JLB H3 H3 H 0 1 N N N 8.975 54.802 -1.862 2.261 3.930 2.080 H3 JLB 29 JLB H4 H4 H 0 1 N N N 15.744 52.876 -3.091 4.277 -3.037 -0.445 H4 JLB 30 JLB H5 H5 H 0 1 N N N 10.936 60.781 -4.542 -2.851 0.195 2.171 H5 JLB 31 JLB H6 H6 H 0 1 N N N 11.531 57.743 -8.988 -3.417 2.852 -2.594 H6 JLB 32 JLB H7 H7 H 0 1 N N N 10.955 60.291 -9.506 -5.683 2.355 -1.410 H7 JLB 33 JLB H8 H8 H 0 1 N N N 16.532 56.078 -5.330 0.496 -3.751 0.271 H8 JLB 34 JLB H9 H9 H 0 1 N N N 15.890 58.477 -5.357 -1.317 -2.924 -2.041 H9 JLB 35 JLB H10 H10 H 0 1 N N N 16.891 58.078 -6.794 0.395 -3.392 -2.180 H10 JLB 36 JLB H11 H11 H 0 1 N N N 15.111 58.254 -6.960 -0.816 -4.589 -1.660 H11 JLB 37 JLB H12 H12 H 0 1 N N N 16.765 54.670 -8.419 -2.880 -4.656 1.304 H12 JLB 38 JLB H13 H13 H 0 1 N N N 9.796 57.136 -1.648 0.364 3.650 -0.295 H13 JLB 39 JLB H14 H14 H 0 1 N N N 9.598 57.368 -3.419 2.025 4.285 -0.363 H14 JLB 40 JLB H15 H15 H 0 1 N N N 11.505 58.877 -3.079 -0.421 0.126 1.994 H15 JLB 41 JLB H16 H16 H 0 1 N N N 11.909 56.351 -6.520 -0.590 2.196 -1.754 H16 JLB 42 JLB H17 H17 H 0 1 N N N 10.744 61.470 -7.257 -5.163 1.125 0.758 H17 JLB 43 # # 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 JLB C26 C24 DOUB Y N 1 JLB C26 N25 SING Y N 2 JLB C24 C22 SING Y N 3 JLB O08 C06 DOUB N N 4 JLB O07 C06 SING N N 5 JLB N25 C21 SING Y N 6 JLB C06 C04 SING N N 7 JLB C22 C21 DOUB Y N 8 JLB C22 C23 SING Y N 9 JLB C21 C20 SING Y N 10 JLB C05 C04 SING N N 11 JLB C23 C18 DOUB Y N 12 JLB C04 O03 SING N N 13 JLB O03 C02 SING N N 14 JLB C20 C19 DOUB Y N 15 JLB C18 C19 SING Y N 16 JLB C18 C10 SING N N 17 JLB C02 N01 DOUB Y N 18 JLB C02 C09 SING Y N 19 JLB N01 C17 SING Y N 20 JLB C10 C09 SING Y N 21 JLB C10 C11 DOUB Y N 22 JLB C09 C15 DOUB Y N 23 JLB C17 N16 DOUB Y N 24 JLB C11 C12 SING N N 25 JLB C11 S14 SING Y N 26 JLB C15 N16 SING Y N 27 JLB C15 S14 SING Y N 28 JLB C13 C12 SING N N 29 JLB C13 H1 SING N N 30 JLB C13 H2 SING N N 31 JLB C13 H3 SING N N 32 JLB C17 H4 SING N N 33 JLB C20 H5 SING N N 34 JLB C24 H6 SING N N 35 JLB C26 H7 SING N N 36 JLB C04 H8 SING N N 37 JLB C05 H9 SING N N 38 JLB C05 H10 SING N N 39 JLB C05 H11 SING N N 40 JLB O07 H12 SING N N 41 JLB C12 H13 SING N N 42 JLB C12 H14 SING N N 43 JLB C19 H15 SING N N 44 JLB C23 H16 SING N N 45 JLB N25 H17 SING N N 46 # # 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 JLB InChI InChI 1.03 "InChI=1S/C19H17N3O3S/c1-3-14-15(12-4-5-13-11(8-12)6-7-20-13)16-17(25-10(2)19(23)24)21-9-22-18(16)26-14/h4-10,20H,3H2,1-2H3,(H,23,24)/t10-/m1/s1" JLB InChIKey InChI 1.03 WBVIAMZVXIOLIK-SNVBAGLBSA-N JLB SMILES_CANONICAL CACTVS 3.385 "CCc1sc2ncnc(O[C@H](C)C(O)=O)c2c1c3ccc4[nH]ccc4c3" JLB SMILES CACTVS 3.385 "CCc1sc2ncnc(O[CH](C)C(O)=O)c2c1c3ccc4[nH]ccc4c3" JLB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCc1c(c2c(ncnc2s1)O[C@H](C)C(=O)O)c3ccc4c(c3)cc[nH]4" JLB SMILES "OpenEye OEToolkits" 2.0.7 "CCc1c(c2c(ncnc2s1)OC(C)C(=O)O)c3ccc4c(c3)cc[nH]4" # _pdbx_chem_comp_identifier.comp_id JLB _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(2~{R})-2-[6-ethyl-5-(1~{H}-indol-5-yl)thieno[2,3-d]pyrimidin-4-yl]oxypropanoic 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 JLB "Create component" 2019-03-09 RCSB JLB "Initial release" 2019-08-07 RCSB ##