data_1UF # _chem_comp.id 1UF _chem_comp.name "N-{4-[(2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)sulfanyl]-2-chlorobenzoyl}-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 Cl N5 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-07 _chem_comp.pdbx_modified_date 2013-08-16 _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 479.894 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1UF _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 4KY8 _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 1UF OE1 OE1 O 0 1 N N N 228.517 -110.479 550.680 -7.439 -3.050 -0.568 OE1 1UF 1 1UF CD CD C 0 1 N N N 228.719 -111.542 550.037 -7.231 -1.827 -0.055 CD 1UF 2 1UF OE2 OE2 O 0 1 N N N 227.793 -112.387 549.911 -8.005 -1.371 0.752 OE2 1UF 3 1UF CG CG C 0 1 N N N 230.055 -111.803 549.426 -6.032 -1.023 -0.488 CG 1UF 4 1UF CB CB C 0 1 N N N 230.991 -112.739 550.114 -6.031 0.322 0.241 CB 1UF 5 1UF CA CA C 0 1 N N S 232.469 -112.534 550.059 -4.814 1.139 -0.197 CA 1UF 6 1UF C C C 0 1 N N N 233.356 -113.727 549.921 -4.878 2.510 0.425 C 1UF 7 1UF O O O 0 1 N N N 233.453 -114.553 550.867 -5.919 3.316 0.167 O 1UF 8 1UF OXT OXT O 0 1 N N N 234.008 -113.907 548.859 -3.991 2.883 1.157 OXT 1UF 9 1UF N N N 0 1 N N N 233.034 -111.234 549.851 -3.589 0.462 0.237 N 1UF 10 1UF CAV CAV C 0 1 N N N 232.571 -110.072 550.550 -2.433 0.673 -0.422 CAV 1UF 11 1UF OAE OAE O 0 1 N N N 231.648 -110.152 551.347 -2.405 1.426 -1.377 OAE 1UF 12 1UF CBA CBA C 0 1 Y N N 233.222 -108.756 550.278 -1.201 -0.008 0.015 CBA 1UF 13 1UF CAZ CAZ C 0 1 Y N N 233.685 -107.965 551.326 0.002 0.211 -0.668 CAZ 1UF 14 1UF CL1 CL1 CL 0 0 N N N 233.503 -108.488 552.963 0.046 1.284 -2.031 CL1 1UF 15 1UF CAL CAL C 0 1 Y N N 234.291 -106.746 551.063 1.149 -0.429 -0.254 CAL 1UF 16 1UF CAK CAK C 0 1 Y N N 233.369 -108.331 548.962 -1.229 -0.870 1.117 CAK 1UF 17 1UF CAJ CAJ C 0 1 Y N N 233.979 -107.110 548.708 -0.088 -1.500 1.521 CAJ 1UF 18 1UF CAY CAY C 0 1 Y N N 234.434 -106.325 549.753 1.109 -1.289 0.840 CAY 1UF 19 1UF SAS SAS S 0 1 N N N 235.209 -104.776 549.407 2.577 -2.108 1.370 SAS 1UF 20 1UF CBB CBB C 0 1 Y N N 235.868 -104.096 550.899 3.786 -1.533 0.224 CBB 1UF 21 1UF CBE CBE C 0 1 Y N N 237.057 -104.530 551.559 4.633 -0.346 0.367 CBE 1UF 22 1UF CBC CBC C 0 1 N N N 238.022 -105.554 551.276 4.777 0.653 1.352 CBC 1UF 23 1UF OAF OAF O 0 1 N N N 237.891 -106.353 550.165 4.097 0.636 2.365 OAF 1UF 24 1UF NAQ NAQ N 0 1 N N N 239.105 -105.740 552.134 5.688 1.631 1.145 NAQ 1UF 25 1UF CAW CAW C 0 1 N N N 239.248 -104.897 553.310 6.440 1.637 0.007 CAW 1UF 26 1UF NAB NAB N 0 1 N N N 240.350 -105.069 554.205 7.357 2.641 -0.177 NAB 1UF 27 1UF NAO NAO N 0 1 N N N 238.277 -103.912 553.542 6.315 0.712 -0.917 NAO 1UF 28 1UF CBD CBD C 0 1 Y N N 237.210 -103.735 552.688 5.434 -0.290 -0.783 CBD 1UF 29 1UF NAR NAR N 0 1 Y N N 236.141 -102.819 552.737 5.102 -1.357 -1.564 NAR 1UF 30 1UF CAX CAX C 0 1 Y N N 235.328 -103.055 551.634 4.117 -2.103 -0.953 CAX 1UF 31 1UF CAA CAA C 0 1 N N N 234.084 -102.303 551.306 3.502 -3.359 -1.515 CAA 1UF 32 1UF H1 H1 H 0 1 N N N 227.623 -110.468 551.002 -8.222 -3.528 -0.261 H1 1UF 33 1UF H2 H2 H 0 1 N N N 229.876 -112.207 548.419 -5.121 -1.569 -0.243 H2 1UF 34 1UF H3 H3 H 0 1 N N N 230.569 -110.834 549.346 -6.077 -0.853 -1.563 H3 1UF 35 1UF H4 H4 H 0 1 N N N 230.714 -112.730 551.179 -6.942 0.869 -0.003 H4 1UF 36 1UF H5 H5 H 0 1 N N N 230.799 -113.737 549.694 -5.986 0.153 1.317 H5 1UF 37 1UF H6 H6 H 0 1 N N N 232.577 -112.489 551.153 -4.812 1.233 -1.283 H6 1UF 38 1UF H7 H7 H 0 1 N N N 234.053 -115.248 550.621 -5.916 4.186 0.590 H7 1UF 39 1UF H8 H8 H 0 1 N N N 233.780 -111.134 549.193 -3.611 -0.139 0.998 H8 1UF 40 1UF H9 H9 H 0 1 N N N 234.649 -106.130 551.875 2.079 -0.264 -0.778 H9 1UF 41 1UF H10 H10 H 0 1 N N N 233.013 -108.944 548.147 -2.155 -1.036 1.647 H10 1UF 42 1UF H11 H11 H 0 1 N N N 234.099 -106.771 547.690 -0.114 -2.165 2.372 H11 1UF 43 1UF H12 H12 H 0 1 N N N 239.781 -106.451 551.941 5.806 2.330 1.807 H12 1UF 44 1UF H13 H13 H 0 1 N N N 240.436 -104.482 555.010 7.462 3.331 0.496 H13 1UF 45 1UF H14 H14 H 0 1 N N N 241.034 -105.776 554.026 7.900 2.660 -0.980 H14 1UF 46 1UF H15 H15 H 0 1 N N N 235.993 -102.123 553.440 5.503 -1.564 -2.423 H15 1UF 47 1UF H16 H16 H 0 1 N N N 233.222 -102.796 551.779 2.637 -3.099 -2.124 H16 1UF 48 1UF H17 H17 H 0 1 N N N 234.169 -101.273 551.682 4.237 -3.880 -2.129 H17 1UF 49 1UF H18 H18 H 0 1 N N N 233.943 -102.285 550.215 3.189 -4.007 -0.696 H18 1UF 50 # 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 1UF CAJ CAK DOUB Y N 1 1UF CAJ CAY SING Y N 2 1UF OXT C DOUB N N 3 1UF CAK CBA SING Y N 4 1UF SAS CAY SING N N 5 1UF SAS CBB SING N N 6 1UF CG CD SING N N 7 1UF CG CB SING N N 8 1UF CAY CAL DOUB Y N 9 1UF N CA SING N N 10 1UF N CAV SING N N 11 1UF OE2 CD DOUB N N 12 1UF C CA SING N N 13 1UF C O SING N N 14 1UF CD OE1 SING N N 15 1UF CA CB SING N N 16 1UF OAF CBC DOUB N N 17 1UF CBA CAV SING N N 18 1UF CBA CAZ DOUB Y N 19 1UF CAV OAE DOUB N N 20 1UF CBB CBE SING Y N 21 1UF CBB CAX DOUB Y N 22 1UF CAL CAZ SING Y N 23 1UF CBC CBE SING N N 24 1UF CBC NAQ SING N N 25 1UF CAA CAX SING N N 26 1UF CAZ CL1 SING N N 27 1UF CBE CBD DOUB Y N 28 1UF CAX NAR SING Y N 29 1UF NAQ CAW SING N N 30 1UF CBD NAR SING Y N 31 1UF CBD NAO SING N N 32 1UF CAW NAO DOUB N N 33 1UF CAW NAB SING N N 34 1UF OE1 H1 SING N N 35 1UF CG H2 SING N N 36 1UF CG H3 SING N N 37 1UF CB H4 SING N N 38 1UF CB H5 SING N N 39 1UF CA H6 SING N N 40 1UF O H7 SING N N 41 1UF N H8 SING N N 42 1UF CAL H9 SING N N 43 1UF CAK H10 SING N N 44 1UF CAJ H11 SING N N 45 1UF NAQ H12 SING N N 46 1UF NAB H13 SING N N 47 1UF NAB H14 SING N N 48 1UF NAR H15 SING N N 49 1UF CAA H16 SING N N 50 1UF CAA H17 SING N N 51 1UF CAA H18 SING N N 52 # 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 1UF SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)c3ccc(Sc1c(nc2N=C(N)NC(=O)c12)C)cc3Cl)CCC(=O)O" 1UF InChI InChI 1.03 "InChI=1S/C19H18ClN5O6S/c1-7-14(13-15(22-7)24-19(21)25-17(13)29)32-8-2-3-9(10(20)6-8)16(28)23-11(18(30)31)4-5-12(26)27/h2-3,6,11H,4-5H2,1H3,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t11-/m0/s1" 1UF InChIKey InChI 1.03 DTVBRZFMWHDIOO-NSHDSACASA-N 1UF SMILES_CANONICAL CACTVS 3.370 "Cc1[nH]c2N=C(N)NC(=O)c2c1Sc3ccc(c(Cl)c3)C(=O)N[C@@H](CCC(O)=O)C(O)=O" 1UF SMILES CACTVS 3.370 "Cc1[nH]c2N=C(N)NC(=O)c2c1Sc3ccc(c(Cl)c3)C(=O)N[CH](CCC(O)=O)C(O)=O" 1UF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c2c([nH]1)N=C(NC2=O)N)Sc3ccc(c(c3)Cl)C(=O)NC(CCC(=O)O)C(=O)O" 1UF SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c2c([nH]1)N=C(NC2=O)N)Sc3ccc(c(c3)Cl)C(=O)NC(CCC(=O)O)C(=O)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 1UF "SYSTEMATIC NAME" ACDLabs 12.01 "N-{4-[(2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)sulfanyl]-2-chlorobenzoyl}-L-glutamic acid" 1UF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[[4-[(2-azanyl-6-methyl-4-oxidanylidene-3,7-dihydropyrrolo[2,3-d]pyrimidin-5-yl)sulfanyl]-2-chloranyl-phenyl]carbonylamino]pentanedioic 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 1UF "Create component" 2013-06-07 RCSB 1UF "Initial release" 2013-08-21 RCSB #