data_L37 # _chem_comp.id L37 _chem_comp.name "[[N'-(2,5-DIAMINO-6-HYDROXY-PYRIMIDIN-4-YL)-UREAYL]-PHEN-4-YL]-CARBONYL-GLUTAMIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 N7 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms LY374571 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-12-15 _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 433.375 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L37 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1DIG _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 L37 N2A N2A N 0 1 N N N -3.737 50.023 18.962 2.268 -2.568 5.086 N2A L37 1 L37 N1 N1 N 0 1 Y N N -2.091 51.718 18.555 0.752 -0.820 4.757 N1 L37 2 L37 C2 C2 C 0 1 Y N N -3.215 51.186 19.308 1.530 -1.503 5.582 C2 L37 3 L37 N3 N3 N 0 1 Y N N -3.598 51.755 20.516 1.627 -1.195 6.866 N3 L37 4 L37 C4 C4 C 0 1 Y N N -3.031 52.883 20.959 0.936 -0.182 7.378 C4 L37 5 L37 O4A O4A O 0 1 N N N -3.377 53.370 22.059 1.042 0.126 8.695 O4A L37 6 L37 N5A N5A N 0 1 N N N -1.558 54.753 20.553 -0.645 1.639 7.047 N5A L37 7 L37 C5 C5 C 0 1 Y N N -1.965 53.592 20.111 0.101 0.559 6.543 C5 L37 8 L37 C6 C6 C 0 1 Y N N -1.537 52.959 18.849 0.026 0.203 5.196 C6 L37 9 L37 N7 N7 N 0 1 N N N -0.622 53.472 17.896 -0.793 0.914 4.323 N7 L37 10 L37 C8 C8 C 0 1 N N N 0.111 54.580 18.117 -0.859 0.562 3.023 C8 L37 11 L37 O8A O8A O 0 1 N N N 0.823 54.936 17.202 -0.203 -0.375 2.614 O8A L37 12 L37 N9 N9 N 0 1 N N N 0.208 55.108 19.335 -1.652 1.249 2.178 N9 L37 13 L37 C1B C1B C 0 1 Y N N 0.891 56.306 19.551 -1.631 0.963 0.814 C1B L37 14 L37 C2B C2B C 0 1 Y N N 1.892 56.793 18.707 -2.796 1.083 0.062 C2B L37 15 L37 C3B C3B C 0 1 Y N N 2.539 58.005 19.020 -2.779 0.801 -1.285 C3B L37 16 L37 C4B C4B C 0 1 Y N N 2.141 58.713 20.183 -1.590 0.394 -1.897 C4B L37 17 L37 C5B C5B C 0 1 Y N N 1.147 58.205 20.983 -0.422 0.275 -1.138 C5B L37 18 L37 C6B C6B C 0 1 Y N N 0.530 57.043 20.672 -0.445 0.563 0.207 C6B L37 19 L37 C7B C7B C 0 1 N N N 2.827 59.981 20.680 -1.568 0.090 -3.341 C7B L37 20 L37 O7B O7B O 0 1 N N N 3.753 60.467 20.045 -2.585 0.194 -4.000 O7B L37 21 L37 N N N 0 1 N N N 2.519 60.422 21.906 -0.421 -0.301 -3.930 N L37 22 L37 CA CA C 0 1 N N S 3.316 61.455 22.594 -0.399 -0.602 -5.363 CA L37 23 L37 CB CB C 0 1 N N N 2.600 62.792 22.673 0.987 -0.290 -5.929 CB L37 24 L37 CG CG C 0 1 N N N 1.538 63.079 21.683 1.304 1.190 -5.714 CG L37 25 L37 CD CD C 0 1 N N N 0.700 64.234 22.167 2.670 1.497 -6.272 CD L37 26 L37 OE1 OE1 O 0 1 N N N -0.417 63.984 22.662 3.323 0.621 -6.787 OE1 L37 27 L37 OE2 OE2 O 0 1 N N N 1.180 65.386 22.106 3.161 2.744 -6.195 OE2 L37 28 L37 C C C 0 1 N N N 3.647 61.110 24.034 -0.711 -2.061 -5.575 C L37 29 L37 O O O 0 1 N N N 3.065 60.146 24.561 -1.265 -2.420 -6.586 O L37 30 L37 OXT OXT O 0 1 N N N 4.410 61.880 24.651 -0.374 -2.962 -4.639 OXT L37 31 L37 HN21 1HN2 H 0 0 N N N -4.525 49.649 19.490 2.204 -2.808 4.149 HN21 L37 32 L37 HN22 2HN2 H 0 0 N N N -2.994 49.324 18.948 2.845 -3.075 5.678 HN22 L37 33 L37 HO4 HO4 H 0 1 N N N -2.974 54.170 22.373 1.765 0.764 8.775 HO4 L37 34 L37 HN51 1HN5 H 0 0 N N N -0.849 55.223 19.989 -0.584 1.876 7.985 HN51 L37 35 L37 HN52 2HN5 H 0 0 N N N -1.230 54.661 21.514 -1.223 2.146 6.455 HN52 L37 36 L37 HN7 HN7 H 0 1 N N N -1.131 53.609 17.023 -1.317 1.662 4.650 HN7 L37 37 L37 HN9 HN9 H 0 1 N N N -0.238 54.598 20.097 -2.238 1.944 2.519 HN9 L37 38 L37 H2B H2B H 0 1 N N N 2.168 56.226 17.802 -3.714 1.397 0.535 H2B L37 39 L37 H3B H3B H 0 1 N N N 3.340 58.391 18.368 -3.683 0.894 -1.868 H3B L37 40 L37 H5B H5B H 0 1 N N N 0.837 58.742 21.895 0.497 -0.038 -1.608 H5B L37 41 L37 H6B H6B H 0 1 N N N -0.275 56.692 21.339 0.456 0.472 0.793 H6B L37 42 L37 HN HN H 0 1 N N N 1.692 59.979 22.308 0.390 -0.384 -3.404 HN L37 43 L37 HA HA H 0 1 N N N 4.239 61.510 21.971 -1.145 0.006 -5.874 HA L37 44 L37 HB1 1HB H 0 1 N N N 2.184 62.921 23.699 1.733 -0.899 -5.418 HB1 L37 45 L37 HB2 2HB H 0 1 N N N 3.355 63.611 22.643 1.003 -0.515 -6.996 HB2 L37 46 L37 HG1 1HG H 0 1 N N N 1.949 63.255 20.662 0.558 1.799 -6.225 HG1 L37 47 L37 HG2 2HG H 0 1 N N N 0.922 62.178 21.452 1.288 1.414 -4.648 HG2 L37 48 L37 HE2 HE2 H 0 1 N N N 0.651 66.114 22.411 4.038 2.941 -6.553 HE2 L37 49 L37 HXT HXT H 0 1 N N N 4.617 61.664 25.552 -0.574 -3.899 -4.774 HXT L37 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 L37 N2A C2 SING N N 1 L37 N2A HN21 SING N N 2 L37 N2A HN22 SING N N 3 L37 N1 C2 DOUB Y N 4 L37 N1 C6 SING Y N 5 L37 C2 N3 SING Y N 6 L37 N3 C4 DOUB Y N 7 L37 C4 O4A SING N N 8 L37 C4 C5 SING Y N 9 L37 O4A HO4 SING N N 10 L37 N5A C5 SING N N 11 L37 N5A HN51 SING N N 12 L37 N5A HN52 SING N N 13 L37 C5 C6 DOUB Y N 14 L37 C6 N7 SING N N 15 L37 N7 C8 SING N N 16 L37 N7 HN7 SING N N 17 L37 C8 O8A DOUB N N 18 L37 C8 N9 SING N N 19 L37 N9 C1B SING N N 20 L37 N9 HN9 SING N N 21 L37 C1B C2B DOUB Y N 22 L37 C1B C6B SING Y N 23 L37 C2B C3B SING Y N 24 L37 C2B H2B SING N N 25 L37 C3B C4B DOUB Y N 26 L37 C3B H3B SING N N 27 L37 C4B C5B SING Y N 28 L37 C4B C7B SING N N 29 L37 C5B C6B DOUB Y N 30 L37 C5B H5B SING N N 31 L37 C6B H6B SING N N 32 L37 C7B O7B DOUB N N 33 L37 C7B N SING N N 34 L37 N CA SING N N 35 L37 N HN SING N N 36 L37 CA CB SING N N 37 L37 CA C SING N N 38 L37 CA HA SING N N 39 L37 CB CG SING N N 40 L37 CB HB1 SING N N 41 L37 CB HB2 SING N N 42 L37 CG CD SING N N 43 L37 CG HG1 SING N N 44 L37 CG HG2 SING N N 45 L37 CD OE1 DOUB N N 46 L37 CD OE2 SING N N 47 L37 OE2 HE2 SING N N 48 L37 C O DOUB N N 49 L37 C OXT SING N N 50 L37 OXT HXT 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 L37 SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)c1ccc(cc1)NC(=O)Nc2nc(nc(O)c2N)N)CCC(=O)O" L37 SMILES_CANONICAL CACTVS 3.341 "Nc1nc(O)c(N)c(NC(=O)Nc2ccc(cc2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)n1" L37 SMILES CACTVS 3.341 "Nc1nc(O)c(N)c(NC(=O)Nc2ccc(cc2)C(=O)N[CH](CCC(O)=O)C(O)=O)n1" L37 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC(=O)Nc2c(c(nc(n2)N)O)N" L37 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)NC(=O)Nc2c(c(nc(n2)N)O)N" L37 InChI InChI 1.03 "InChI=1S/C17H19N7O7/c18-11-12(22-16(19)24-14(11)28)23-17(31)20-8-3-1-7(2-4-8)13(27)21-9(15(29)30)5-6-10(25)26/h1-4,9H,5-6,18H2,(H,21,27)(H,25,26)(H,29,30)(H5,19,20,22,23,24,28,31)/t9-/m0/s1" L37 InChIKey InChI 1.03 SZHRIPFGZWWRKW-VIFPVBQESA-N # # 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 L37 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(4-{[(2,5-diamino-6-hydroxypyrimidin-4-yl)carbamoyl]amino}phenyl)carbonyl]-L-glutamic acid" L37 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[(2,5-diamino-6-hydroxy-pyrimidin-4-yl)carbamoylamino]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 L37 "Create component" 1999-12-15 RCSB L37 "Modify descriptor" 2011-06-04 RCSB L37 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id L37 _pdbx_chem_comp_synonyms.name LY374571 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##