data_G2K # _chem_comp.id G2K _chem_comp.name "2-{(2S)-1-[(2-chlorophenoxy)acetyl]pyrrolidin-2-yl}-5-hydroxy-6-oxo-N-(2-phenylethyl)-1,6-dihydropyrimidine-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H25 Cl N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms SRI-29843 _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 496.943 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G2K _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 5WDC _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 G2K C1 C1 C 0 1 N N N 493.420 197.215 556.520 -5.178 1.476 -0.579 C1 G2K 1 G2K C10 C2 C 0 1 Y N N 497.400 190.252 553.603 5.688 3.804 0.881 C10 G2K 2 G2K C11 C3 C 0 1 Y N N 497.108 190.504 552.284 4.905 3.618 2.005 C11 G2K 3 G2K C12 C4 C 0 1 Y N N 497.335 191.763 551.749 3.727 2.901 1.915 C12 G2K 4 G2K C13 C5 C 0 1 N N N 493.118 195.151 555.345 -3.856 -0.396 -0.083 C13 G2K 5 G2K C14 C6 C 0 1 N N S 492.296 193.926 555.007 -3.768 -1.881 0.159 C14 G2K 6 G2K C15 C7 C 0 1 N N N 492.270 192.869 556.122 -4.715 -2.284 1.308 C15 G2K 7 G2K C16 C8 C 0 1 N N N 493.597 192.157 555.911 -3.900 -3.362 2.069 C16 G2K 8 G2K C17 C9 C 0 1 N N N 493.600 191.951 554.412 -2.456 -2.819 1.927 C17 G2K 9 G2K C18 C10 C 0 1 N N N 492.827 193.520 552.626 -1.288 -2.068 -0.166 C18 G2K 10 G2K C19 C11 C 0 1 N N N 493.596 192.704 551.611 0.051 -2.484 0.385 C19 G2K 11 G2K C2 C12 C 0 1 N N N 494.675 197.297 555.921 -3.960 2.292 -0.498 C2 G2K 12 G2K C20 C13 C 0 1 Y N N 494.139 194.350 549.954 2.347 -2.519 -0.234 C20 G2K 13 G2K C21 C14 C 0 1 Y N N 494.871 195.143 550.837 2.613 -3.089 1.002 C21 G2K 14 G2K C22 C15 C 0 1 Y N N 495.515 196.281 550.384 3.912 -3.410 1.348 C22 G2K 15 G2K C23 C16 C 0 1 Y N N 495.454 196.642 549.056 4.945 -3.165 0.464 C23 G2K 16 G2K C24 C17 C 0 1 Y N N 494.746 195.874 548.167 4.683 -2.597 -0.770 C24 G2K 17 G2K C25 C18 C 0 1 Y N N 494.096 194.736 548.616 3.386 -2.278 -1.123 C25 G2K 18 G2K C3 C19 C 0 1 N N N 495.095 196.313 555.077 -2.770 1.646 -0.205 C3 G2K 19 G2K C4 C20 C 0 1 N N N 496.448 196.383 554.415 -1.508 2.413 -0.109 C4 G2K 20 G2K C5 C21 C 0 1 N N N 498.054 195.255 552.975 0.895 2.539 0.272 C5 G2K 21 G2K C6 C22 C 0 1 N N N 498.104 194.153 551.945 2.047 1.588 0.604 C6 G2K 22 G2K C7 C23 C 0 1 Y N N 497.854 192.783 552.531 3.332 2.370 0.701 C7 G2K 23 G2K C8 C24 C 0 1 Y N N 498.147 192.510 553.858 4.115 2.556 -0.422 C8 G2K 24 G2K C9 C25 C 0 1 Y N N 497.917 191.251 554.390 5.293 3.274 -0.333 C9 G2K 25 G2K N1 N1 N 0 1 N N N 496.738 195.374 553.597 -0.354 1.779 0.177 N1 G2K 26 G2K N2 N2 N 0 1 N N N 494.329 195.250 554.792 -2.771 0.315 -0.008 N2 G2K 27 G2K N3 N3 N 0 1 N N N 492.906 193.147 553.914 -2.403 -2.240 0.572 N3 G2K 28 G2K N4 N4 N 0 1 N N N 492.657 196.112 556.204 -5.067 0.147 -0.358 N4 G2K 29 G2K O1 O1 O 0 1 N N N 492.975 198.069 557.300 -6.258 1.982 -0.833 O1 G2K 30 G2K O2 O2 O 0 1 N N N 495.403 198.376 556.237 -3.999 3.632 -0.703 O2 G2K 31 G2K O3 O3 O 0 1 N N N 497.212 197.321 554.636 -1.513 3.616 -0.287 O3 G2K 32 G2K O4 O4 O 0 1 N N N 493.468 193.211 550.286 1.070 -2.202 -0.576 O4 G2K 33 G2K O5 O5 O 0 1 N N N 492.153 194.493 552.297 -1.363 -1.580 -1.273 O5 G2K 34 G2K CL1 CL1 CL 0 0 N N N 493.201 193.768 547.482 3.057 -1.566 -2.671 CL1 G2K 35 G2K H1 H1 H 0 1 N N N 497.223 189.271 554.019 6.607 4.369 0.950 H1 G2K 36 G2K H2 H2 H 0 1 N N N 496.701 189.720 551.663 5.214 4.033 2.953 H2 G2K 37 G2K H3 H3 H 0 1 N N N 497.105 191.951 550.711 3.115 2.755 2.793 H3 G2K 38 G2K H4 H4 H 0 1 N N N 491.268 194.220 554.748 -4.037 -2.421 -0.749 H4 G2K 39 G2K H5 H5 H 0 1 N N N 492.221 193.337 557.116 -4.923 -1.430 1.954 H5 G2K 40 G2K H6 H6 H 0 1 N N N 491.422 192.179 556.000 -5.642 -2.702 0.916 H6 G2K 41 G2K H7 H7 H 0 1 N N N 493.627 191.197 556.448 -4.198 -3.410 3.117 H7 G2K 42 G2K H8 H8 H 0 1 N N N 494.443 192.783 556.231 -4.000 -4.337 1.592 H8 G2K 43 G2K H9 H9 H 0 1 N N N 493.056 191.035 554.137 -2.264 -2.051 2.675 H9 G2K 44 G2K H10 H10 H 0 1 N N N 494.627 191.898 554.022 -1.735 -3.630 2.023 H10 G2K 45 G2K H11 H11 H 0 1 N N N 493.218 191.671 551.631 0.254 -1.930 1.302 H11 G2K 46 G2K H12 H12 H 0 1 N N N 494.660 192.710 551.889 0.040 -3.552 0.601 H12 G2K 47 G2K H13 H13 H 0 1 N N N 494.936 194.868 551.879 1.806 -3.280 1.694 H13 G2K 48 G2K H14 H14 H 0 1 N N N 496.071 196.893 551.079 4.119 -3.853 2.311 H14 G2K 49 G2K H15 H15 H 0 1 N N N 495.964 197.531 548.715 5.960 -3.417 0.737 H15 G2K 50 G2K H16 H16 H 0 1 N N N 494.696 196.154 547.125 5.492 -2.410 -1.460 H16 G2K 51 G2K H17 H17 H 0 1 N N N 498.797 195.042 553.758 0.805 3.289 1.058 H17 G2K 52 G2K H18 H18 H 0 1 N N N 498.301 196.208 552.485 1.094 3.033 -0.680 H18 G2K 53 G2K H19 H19 H 0 1 N N N 499.099 194.157 551.476 1.848 1.095 1.555 H19 G2K 54 G2K H20 H20 H 0 1 N N N 497.338 194.352 551.181 2.137 0.839 -0.182 H20 G2K 55 G2K H21 H21 H 0 1 N N N 498.559 193.287 554.484 3.806 2.141 -1.370 H21 G2K 56 G2K H22 H22 H 0 1 N N N 498.145 191.055 555.427 5.903 3.423 -1.212 H22 G2K 57 G2K H23 H23 H 0 1 N N N 496.041 194.683 553.404 -0.349 0.820 0.319 H23 G2K 58 G2K H24 H24 H 0 1 N N N 491.749 196.012 556.610 -5.853 -0.419 -0.405 H24 G2K 59 G2K H25 H25 H 0 1 N N N 496.238 198.339 555.785 -4.881 3.974 -0.901 H25 G2K 60 # # 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 G2K CL1 C25 SING N N 1 G2K C24 C25 DOUB Y N 2 G2K C24 C23 SING Y N 3 G2K C25 C20 SING Y N 4 G2K C23 C22 DOUB Y N 5 G2K C20 O4 SING N N 6 G2K C20 C21 DOUB Y N 7 G2K O4 C19 SING N N 8 G2K C22 C21 SING Y N 9 G2K C19 C18 SING N N 10 G2K C12 C11 DOUB Y N 11 G2K C12 C7 SING Y N 12 G2K C6 C7 SING N N 13 G2K C6 C5 SING N N 14 G2K C11 C10 SING Y N 15 G2K O5 C18 DOUB N N 16 G2K C7 C8 DOUB Y N 17 G2K C18 N3 SING N N 18 G2K C5 N1 SING N N 19 G2K N1 C4 SING N N 20 G2K C10 C9 DOUB Y N 21 G2K C8 C9 SING Y N 22 G2K N3 C17 SING N N 23 G2K N3 C14 SING N N 24 G2K C17 C16 SING N N 25 G2K C4 O3 DOUB N N 26 G2K C4 C3 SING N N 27 G2K N2 C3 SING N N 28 G2K N2 C13 DOUB N N 29 G2K C14 C13 SING N N 30 G2K C14 C15 SING N N 31 G2K C3 C2 DOUB N N 32 G2K C13 N4 SING N N 33 G2K C16 C15 SING N N 34 G2K C2 O2 SING N N 35 G2K C2 C1 SING N N 36 G2K N4 C1 SING N N 37 G2K C1 O1 DOUB N N 38 G2K C10 H1 SING N N 39 G2K C11 H2 SING N N 40 G2K C12 H3 SING N N 41 G2K C14 H4 SING N N 42 G2K C15 H5 SING N N 43 G2K C15 H6 SING N N 44 G2K C16 H7 SING N N 45 G2K C16 H8 SING N N 46 G2K C17 H9 SING N N 47 G2K C17 H10 SING N N 48 G2K C19 H11 SING N N 49 G2K C19 H12 SING N N 50 G2K C21 H13 SING N N 51 G2K C22 H14 SING N N 52 G2K C23 H15 SING N N 53 G2K C24 H16 SING N N 54 G2K C5 H17 SING N N 55 G2K C5 H18 SING N N 56 G2K C6 H19 SING N N 57 G2K C6 H20 SING N N 58 G2K C8 H21 SING N N 59 G2K C9 H22 SING N N 60 G2K N1 H23 SING N N 61 G2K N4 H24 SING N N 62 G2K O2 H25 SING N N 63 # # 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 G2K SMILES ACDLabs 12.01 "C2(=O)C(O)=C(C(=O)NCCc1ccccc1)N=C(N2)C3CCCN3C(COc4ccccc4Cl)=O" G2K InChI InChI 1.03 "InChI=1S/C25H25ClN4O5/c26-17-9-4-5-11-19(17)35-15-20(31)30-14-6-10-18(30)23-28-21(22(32)25(34)29-23)24(33)27-13-12-16-7-2-1-3-8-16/h1-5,7-9,11,18,32H,6,10,12-15H2,(H,27,33)(H,28,29,34)/t18-/m0/s1" G2K InChIKey InChI 1.03 RIAIEKGLLQXVDJ-SFHVURJKSA-N G2K SMILES_CANONICAL CACTVS 3.385 "OC1=C(N=C(NC1=O)[C@@H]2CCCN2C(=O)COc3ccccc3Cl)C(=O)NCCc4ccccc4" G2K SMILES CACTVS 3.385 "OC1=C(N=C(NC1=O)[CH]2CCCN2C(=O)COc3ccccc3Cl)C(=O)NCCc4ccccc4" G2K SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CCNC(=O)C2=C(C(=O)NC(=N2)[C@@H]3CCCN3C(=O)COc4ccccc4Cl)O" G2K SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)CCNC(=O)C2=C(C(=O)NC(=N2)C3CCCN3C(=O)COc4ccccc4Cl)O" # # 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 G2K "SYSTEMATIC NAME" ACDLabs 12.01 "2-{(2S)-1-[(2-chlorophenoxy)acetyl]pyrrolidin-2-yl}-5-hydroxy-6-oxo-N-(2-phenylethyl)-1,6-dihydropyrimidine-4-carboxamide" G2K "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(2~{S})-1-[2-(2-chloranylphenoxy)ethanoyl]pyrrolidin-2-yl]-5-oxidanyl-6-oxidanylidene-~{N}-(2-phenylethyl)-1~{H}-pyrimidine-4-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G2K "Create component" 2017-07-11 RCSB G2K "Initial release" 2018-01-03 RCSB G2K "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id G2K _pdbx_chem_comp_synonyms.name SRI-29843 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##