data_G3K # _chem_comp.id G3K _chem_comp.name "2-{(2R)-1-[2-(4-chlorophenoxy)-2-methylpropanoyl]pyrrolidin-2-yl}-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 Cl N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms SRI-29782 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-11 _chem_comp.pdbx_modified_date 2021-03-01 _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 421.832 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G3K _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 5WE7 _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 G3K C1 C1 C 0 1 N N N 21.830 -18.464 5.848 4.058 0.941 -1.592 C1 G3K 1 G3K C10 C2 C 0 1 N N N 25.231 -21.359 6.579 -0.384 -1.144 0.354 C10 G3K 2 G3K C11 C3 C 0 1 N N N 25.585 -21.946 5.229 -1.294 -1.643 1.447 C11 G3K 3 G3K C12 C4 C 0 1 N N N 26.953 -21.407 4.847 -2.192 -2.751 0.895 C12 G3K 4 G3K C13 C5 C 0 1 N N N 24.555 -21.523 4.190 -0.453 -2.195 2.599 C13 G3K 5 G3K C14 C6 C 0 1 Y N N 26.599 -24.097 5.817 -2.950 0.010 1.027 C14 G3K 6 G3K C15 C7 C 0 1 Y N N 27.010 -23.854 7.121 -3.850 0.980 1.447 C15 G3K 7 G3K C16 C8 C 0 1 Y N N 28.011 -24.625 7.687 -4.705 1.568 0.536 C16 G3K 8 G3K C17 C9 C 0 1 Y N N 28.597 -25.625 6.947 -4.665 1.191 -0.795 C17 G3K 9 G3K C18 C10 C 0 1 Y N N 28.206 -25.875 5.654 -3.769 0.224 -1.216 C18 G3K 10 G3K C19 C11 C 0 1 Y N N 27.204 -25.108 5.087 -2.912 -0.366 -0.308 C19 G3K 11 G3K C2 C12 C 0 1 N N N 22.085 -17.274 6.525 3.859 1.647 -0.319 C2 G3K 12 G3K C3 C13 C 0 1 N N N 22.785 -17.294 7.693 2.852 1.194 0.519 C3 G3K 13 G3K C4 C14 C 0 1 N N N 23.077 -16.016 8.454 2.601 1.863 1.814 C4 G3K 14 G3K C5 C15 C 0 1 N N N 23.011 -19.589 7.607 2.292 -0.477 -0.985 C5 G3K 15 G3K C6 C16 C 0 1 N N R 23.554 -20.850 8.247 1.408 -1.650 -1.325 C6 G3K 16 G3K C7 C17 C 0 1 N N N 22.516 -21.761 8.926 2.275 -2.896 -1.602 C7 G3K 17 G3K C8 C18 C 0 1 N N N 22.031 -22.619 7.768 1.447 -4.043 -0.962 C8 G3K 18 G3K C9 C19 C 0 1 N N N 23.331 -22.985 7.091 0.839 -3.336 0.274 C9 G3K 19 G3K N1 N1 N 0 1 N N N 23.241 -18.434 8.232 2.104 0.139 0.144 N1 G3K 20 G3K N2 N2 N 0 1 N N N 24.126 -21.756 7.235 0.538 -1.967 -0.184 N2 G3K 21 G3K N3 N3 N 0 1 N N N 22.316 -19.618 6.426 3.250 -0.106 -1.868 N3 G3K 22 G3K O1 O1 O 0 1 N N N 21.202 -18.528 4.781 4.922 1.292 -2.376 O1 G3K 23 G3K O2 O2 O 0 1 N N N 21.611 -16.154 5.958 4.633 2.706 0.024 O2 G3K 24 G3K O3 O3 O 0 1 N N N 23.798 -16.110 9.459 1.622 1.417 2.624 O3 G3K 25 G3K O4 O4 O 0 1 N N N 22.573 -14.961 8.026 3.279 2.814 2.147 O4 G3K 26 G3K O5 O5 O 0 1 N N N 25.616 -23.391 5.159 -2.104 -0.565 1.921 O5 G3K 27 G3K O6 O6 O 0 1 N N N 25.966 -20.508 7.071 -0.479 -0.001 -0.040 O6 G3K 28 G3K CL1 CL1 CL 0 0 N N N 29.858 -26.593 7.657 -5.741 1.932 -1.938 CL1 G3K 29 G3K H1 H1 H 0 1 N N N 27.693 -21.715 5.601 -1.604 -3.413 0.259 H1 G3K 30 G3K H2 H2 H 0 1 N N N 27.243 -21.806 3.864 -2.614 -3.323 1.722 H2 G3K 31 G3K H3 H3 H 0 1 N N N 26.914 -20.309 4.800 -2.999 -2.309 0.310 H3 G3K 32 G3K H4 H4 H 0 1 N N N 23.567 -21.916 4.471 0.286 -1.451 2.899 H4 G3K 33 G3K H5 H5 H 0 1 N N N 24.513 -20.425 4.142 -1.101 -2.424 3.445 H5 G3K 34 G3K H6 H6 H 0 1 N N N 24.842 -21.923 3.206 0.056 -3.102 2.276 H6 G3K 35 G3K H7 H7 H 0 1 N N N 26.549 -23.063 7.694 -3.881 1.274 2.486 H7 G3K 36 G3K H8 H8 H 0 1 N N N 28.329 -24.442 8.703 -5.405 2.322 0.862 H8 G3K 37 G3K H9 H9 H 0 1 N N N 28.677 -26.663 5.085 -3.740 -0.069 -2.255 H9 G3K 38 G3K H10 H10 H 0 1 N N N 26.892 -25.298 4.071 -2.213 -1.120 -0.636 H10 G3K 39 G3K H11 H11 H 0 1 N N N 24.326 -20.579 8.983 0.804 -1.416 -2.202 H11 G3K 40 G3K H12 H12 H 0 1 N N N 21.693 -21.174 9.359 2.391 -3.056 -2.674 H12 G3K 41 G3K H13 H13 H 0 1 N N N 22.979 -22.377 9.711 3.248 -2.804 -1.119 H13 G3K 42 G3K H14 H14 H 0 1 N N N 21.375 -22.049 7.094 0.666 -4.385 -1.640 H14 G3K 43 G3K H15 H15 H 0 1 N N N 21.500 -23.513 8.127 2.092 -4.869 -0.663 H15 G3K 44 G3K H16 H16 H 0 1 N N N 23.171 -23.232 6.031 -0.074 -3.840 0.589 H16 G3K 45 G3K H17 H17 H 0 1 N N N 23.816 -23.833 7.596 1.561 -3.312 1.091 H17 G3K 46 G3K H18 H18 H 0 1 N N N 22.158 -20.496 5.973 3.356 -0.593 -2.700 H18 G3K 47 G3K H19 H19 H 0 1 N N N 21.808 -15.409 6.514 5.302 2.934 -0.635 H19 G3K 48 G3K H20 H20 H 0 1 N N N 23.907 -15.252 9.853 1.496 1.887 3.460 H20 G3K 49 # # 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 G3K C13 C11 SING N N 1 G3K O1 C1 DOUB N N 2 G3K C12 C11 SING N N 3 G3K C19 C18 DOUB Y N 4 G3K C19 C14 SING Y N 5 G3K O5 C11 SING N N 6 G3K O5 C14 SING N N 7 G3K C11 C10 SING N N 8 G3K C18 C17 SING Y N 9 G3K C14 C15 DOUB Y N 10 G3K C1 N3 SING N N 11 G3K C1 C2 SING N N 12 G3K O2 C2 SING N N 13 G3K N3 C5 SING N N 14 G3K C2 C3 DOUB N N 15 G3K C10 O6 DOUB N N 16 G3K C10 N2 SING N N 17 G3K C17 CL1 SING N N 18 G3K C17 C16 DOUB Y N 19 G3K C9 N2 SING N N 20 G3K C9 C8 SING N N 21 G3K C15 C16 SING Y N 22 G3K N2 C6 SING N N 23 G3K C5 N1 DOUB N N 24 G3K C5 C6 SING N N 25 G3K C3 N1 SING N N 26 G3K C3 C4 SING N N 27 G3K C8 C7 SING N N 28 G3K O4 C4 DOUB N N 29 G3K C6 C7 SING N N 30 G3K C4 O3 SING N N 31 G3K C12 H1 SING N N 32 G3K C12 H2 SING N N 33 G3K C12 H3 SING N N 34 G3K C13 H4 SING N N 35 G3K C13 H5 SING N N 36 G3K C13 H6 SING N N 37 G3K C15 H7 SING N N 38 G3K C16 H8 SING N N 39 G3K C18 H9 SING N N 40 G3K C19 H10 SING N N 41 G3K C6 H11 SING N N 42 G3K C7 H12 SING N N 43 G3K C7 H13 SING N N 44 G3K C8 H14 SING N N 45 G3K C8 H15 SING N N 46 G3K C9 H16 SING N N 47 G3K C9 H17 SING N N 48 G3K N3 H18 SING N N 49 G3K O2 H19 SING N N 50 G3K O3 H20 SING N N 51 # # 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 G3K SMILES ACDLabs 12.01 "C1(NC(=NC(=C1O)C(O)=O)C3CCCN3C(=O)C(C)(C)Oc2ccc(Cl)cc2)=O" G3K InChI InChI 1.03 "InChI=1S/C19H20ClN3O6/c1-19(2,29-11-7-5-10(20)6-8-11)18(28)23-9-3-4-12(23)15-21-13(17(26)27)14(24)16(25)22-15/h5-8,12,24H,3-4,9H2,1-2H3,(H,26,27)(H,21,22,25)/t12-/m1/s1" G3K InChIKey InChI 1.03 YQESBGYXTBAVMX-GFCCVEGCSA-N G3K SMILES_CANONICAL CACTVS 3.385 "CC(C)(Oc1ccc(Cl)cc1)C(=O)N2CCC[C@@H]2C3=NC(=C(O)C(=O)N3)C(O)=O" G3K SMILES CACTVS 3.385 "CC(C)(Oc1ccc(Cl)cc1)C(=O)N2CCC[CH]2C3=NC(=C(O)C(=O)N3)C(O)=O" G3K SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)(C(=O)N1CCC[C@@H]1C2=NC(=C(C(=O)N2)O)C(=O)O)Oc3ccc(cc3)Cl" G3K SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)(C(=O)N1CCCC1C2=NC(=C(C(=O)N2)O)C(=O)O)Oc3ccc(cc3)Cl" # # 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 G3K "SYSTEMATIC NAME" ACDLabs 12.01 "2-{(2R)-1-[2-(4-chlorophenoxy)-2-methylpropanoyl]pyrrolidin-2-yl}-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid" G3K "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(2~{R})-1-[2-(4-chloranylphenoxy)-2-methyl-propanoyl]pyrrolidin-2-yl]-5-oxidanyl-6-oxidanylidene-1~{H}-pyrimidine-4-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 G3K "Create component" 2017-07-11 RCSB G3K "Initial release" 2018-01-03 RCSB G3K "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id G3K _pdbx_chem_comp_synonyms.name SRI-29782 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##