data_LYD # _chem_comp.id LYD _chem_comp.name "2-{4-[2-(2-AMINO-4-OXO-4,7-DIHYDRO-3H-PYRROLO[2,3-D]PYRIMIDIN-5-YL)-ETHYL]-BENZOYLAMINO}-3-METHYL-BUTYRIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms LY338529 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-09-05 _chem_comp.pdbx_modified_date 2020-06-17 _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 397.428 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LYD _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 1JUT _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 LYD "C5'" "C5'" C 0 1 Y N N 44.502 41.014 22.079 0.136 -0.652 0.272 "C5'" LYD 1 LYD "C4'" "C4'" C 0 1 Y N N 44.763 39.977 21.163 -1.088 -0.686 -0.371 "C4'" LYD 2 LYD "C3'" "C3'" C 0 1 Y N N 46.080 39.746 20.723 -2.261 -0.579 0.354 "C3'" LYD 3 LYD "C2'" "C2'" C 0 1 Y N N 47.131 40.544 21.192 -2.216 -0.437 1.726 "C2'" LYD 4 LYD "C1'" "C1'" C 0 1 Y N N 46.848 41.582 22.108 -0.984 -0.402 2.381 "C1'" LYD 5 LYD "C6'" "C6'" C 0 1 Y N N 45.539 41.817 22.551 0.195 -0.505 1.642 "C6'" LYD 6 LYD C9 C9 C 0 1 N N N 47.909 42.505 22.491 -0.928 -0.250 3.851 C9 LYD 7 LYD O9 O9 O 0 1 N N N 49.082 42.156 22.373 -1.957 -0.155 4.491 O9 LYD 8 LYD N N N 0 1 N N N 47.564 43.773 22.905 0.262 -0.216 4.480 N LYD 9 LYD CA CA C 0 1 N N S 48.577 44.831 23.171 0.317 -0.065 5.936 CA LYD 10 LYD CB CB C 0 1 N N N 48.638 45.856 22.016 1.565 -0.768 6.475 CB LYD 11 LYD CG1 CG1 C 0 1 N N N 48.915 45.185 20.662 1.622 -0.611 7.996 CG1 LYD 12 LYD CG2 CG2 C 0 1 N N N 49.693 46.937 22.292 1.506 -2.255 6.118 CG2 LYD 13 LYD C8 C8 C 0 1 N N N 43.580 39.140 20.651 -1.144 -0.841 -1.869 C8 LYD 14 LYD C7 C7 C 0 1 N N N 43.324 37.866 21.468 -1.124 0.540 -2.525 C7 LYD 15 LYD C5 C5 C 0 1 Y N N 44.458 36.878 21.423 -1.181 0.385 -4.023 C5 LYD 16 LYD C C C 0 1 N N N 48.275 45.538 24.480 0.374 1.398 6.288 C LYD 17 LYD OX1 OX1 O 0 1 N N N 47.086 45.591 24.831 -0.101 1.789 7.327 OX1 LYD 18 LYD OX2 OX2 O 0 1 N N N 49.215 46.061 25.104 0.954 2.268 5.446 OX2 LYD 19 LYD C6 C6 C 0 1 Y N N 44.758 36.082 20.363 -2.287 0.337 -4.783 C6 LYD 20 LYD N7 N7 N 0 1 Y N N 45.859 35.258 20.681 -1.936 0.191 -6.101 N7 LYD 21 LYD C7A C7A C 0 1 Y N N 46.252 35.599 21.960 -0.578 0.141 -6.221 C7A LYD 22 LYD C4A C4A C 0 1 Y N N 45.392 36.556 22.458 -0.042 0.266 -4.932 C4A LYD 23 LYD C4 C4 C 0 1 Y N N 45.595 37.042 23.784 1.360 0.240 -4.766 C4 LYD 24 LYD O4 O4 O 0 1 N N N 44.893 37.851 24.382 1.861 0.341 -3.659 O4 LYD 25 LYD N3 N3 N 0 1 Y N N 46.694 36.528 24.490 2.132 0.105 -5.868 N3 LYD 26 LYD C2 C2 C 0 1 Y N N 47.588 35.586 23.955 1.556 -0.006 -7.099 C2 LYD 27 LYD N1 N1 N 0 1 Y N N 47.365 35.100 22.678 0.253 0.011 -7.265 N1 LYD 28 LYD N2 N2 N 0 1 N N N 48.638 35.113 24.724 2.364 -0.142 -8.200 N2 LYD 29 LYD "H5'" "H5'" H 0 1 N N N 43.473 41.199 22.430 1.048 -0.737 -0.300 "H5'" LYD 30 LYD "H3'" "H3'" H 0 1 N N N 46.289 38.934 20.006 -3.213 -0.606 -0.153 "H3'" LYD 31 LYD "H2'" "H2'" H 0 1 N N N 48.162 40.358 20.846 -3.132 -0.354 2.292 "H2'" LYD 32 LYD "H6'" "H6'" H 0 1 N N N 45.326 42.628 23.266 1.151 -0.479 2.143 "H6'" LYD 33 LYD HN HN H 0 1 N N N 46.561 43.928 23.014 1.083 -0.292 3.969 HN LYD 34 LYD HCA HCA H 0 1 N N N 49.572 44.335 23.246 -0.571 -0.512 6.382 HCA LYD 35 LYD HCB HCB H 0 1 N N N 47.633 46.336 21.960 2.454 -0.322 6.030 HCB LYD 36 LYD HG11 1HG1 H 0 0 N N N 48.959 45.924 19.828 2.511 -1.112 8.380 HG11 LYD 37 LYD HG12 2HG1 H 0 0 N N N 49.840 44.564 20.700 1.663 0.447 8.250 HG12 LYD 38 LYD HG13 3HG1 H 0 0 N N N 48.172 44.381 20.450 0.733 -1.057 8.441 HG13 LYD 39 LYD HG21 1HG2 H 0 0 N N N 49.737 47.676 21.458 0.617 -2.701 6.563 HG21 LYD 40 LYD HG22 2HG2 H 0 0 N N N 49.523 47.435 23.274 1.466 -2.367 5.035 HG22 LYD 41 LYD HG23 3HG2 H 0 0 N N N 50.693 46.490 22.498 2.395 -2.756 6.502 HG23 LYD 42 LYD HC81 1HC8 H 0 0 N N N 42.655 39.761 20.591 -0.283 -1.417 -2.207 HC81 LYD 43 LYD HC82 2HC8 H 0 0 N N N 43.710 38.894 19.571 -2.061 -1.362 -2.146 HC82 LYD 44 LYD HC71 1HC7 H 0 0 N N N 43.066 38.120 22.522 -1.986 1.116 -2.187 HC71 LYD 45 LYD HC72 2HC7 H 0 0 N N N 42.369 37.383 21.153 -0.207 1.061 -2.248 HC72 LYD 46 LYD HX2 HX2 H 0 1 N N N 49.026 46.503 25.923 0.990 3.208 5.672 HX2 LYD 47 LYD HC6 HC6 H 0 1 N N N 44.203 36.101 19.409 -3.300 0.403 -4.413 HC6 LYD 48 LYD HN7 HN7 H 0 1 N N N 46.292 34.545 20.093 -2.561 0.131 -6.840 HN7 LYD 49 LYD HN3 HN3 H 0 1 N N N 46.851 36.856 25.442 3.098 0.088 -5.782 HN3 LYD 50 LYD HN21 1HN2 H 0 0 N N N 49.287 34.428 24.335 1.971 -0.223 -9.083 HN21 LYD 51 LYD HN22 2HN2 H 0 0 N N N 48.258 34.739 25.593 3.328 -0.157 -8.095 HN22 LYD 52 # # 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 LYD "C5'" "C4'" DOUB Y N 1 LYD "C5'" "C6'" SING Y N 2 LYD "C5'" "H5'" SING N N 3 LYD "C4'" "C3'" SING Y N 4 LYD "C4'" C8 SING N N 5 LYD "C3'" "C2'" DOUB Y N 6 LYD "C3'" "H3'" SING N N 7 LYD "C2'" "C1'" SING Y N 8 LYD "C2'" "H2'" SING N N 9 LYD "C1'" "C6'" DOUB Y N 10 LYD "C1'" C9 SING N N 11 LYD "C6'" "H6'" SING N N 12 LYD C9 O9 DOUB N N 13 LYD C9 N SING N N 14 LYD N CA SING N N 15 LYD N HN SING N N 16 LYD CA CB SING N N 17 LYD CA C SING N N 18 LYD CA HCA SING N N 19 LYD CB CG1 SING N N 20 LYD CB CG2 SING N N 21 LYD CB HCB SING N N 22 LYD CG1 HG11 SING N N 23 LYD CG1 HG12 SING N N 24 LYD CG1 HG13 SING N N 25 LYD CG2 HG21 SING N N 26 LYD CG2 HG22 SING N N 27 LYD CG2 HG23 SING N N 28 LYD C8 C7 SING N N 29 LYD C8 HC81 SING N N 30 LYD C8 HC82 SING N N 31 LYD C7 C5 SING N N 32 LYD C7 HC71 SING N N 33 LYD C7 HC72 SING N N 34 LYD C5 C6 DOUB Y N 35 LYD C5 C4A SING Y N 36 LYD C OX1 DOUB N N 37 LYD C OX2 SING N N 38 LYD OX2 HX2 SING N N 39 LYD C6 N7 SING Y N 40 LYD C6 HC6 SING N N 41 LYD N7 C7A SING Y N 42 LYD N7 HN7 SING N N 43 LYD C7A C4A DOUB Y N 44 LYD C7A N1 SING Y N 45 LYD C4A C4 SING Y N 46 LYD C4 O4 DOUB N N 47 LYD C4 N3 SING Y N 48 LYD N3 C2 SING Y N 49 LYD N3 HN3 SING N N 50 LYD C2 N1 DOUB Y N 51 LYD C2 N2 SING N N 52 LYD N2 HN21 SING N N 53 LYD N2 HN22 SING N N 54 # # 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 LYD SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)c1ccc(cc1)CCc2cnc3N=C(NC(=O)c23)N)C(C)C" LYD SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@H](NC(=O)c1ccc(CCc2c[nH]c3N=C(N)NC(=O)c23)cc1)C(O)=O" LYD SMILES CACTVS 3.341 "CC(C)[CH](NC(=O)c1ccc(CCc2c[nH]c3N=C(N)NC(=O)c23)cc1)C(O)=O" LYD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)[C@@H](C(=O)O)NC(=O)c1ccc(cc1)CCc2c[nH]c3c2C(=O)NC(=N3)N" LYD SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)C(C(=O)O)NC(=O)c1ccc(cc1)CCc2c[nH]c3c2C(=O)NC(=N3)N" LYD InChI InChI 1.03 "InChI=1S/C20H23N5O4/c1-10(2)15(19(28)29)23-17(26)12-6-3-11(4-7-12)5-8-13-9-22-16-14(13)18(27)25-20(21)24-16/h3-4,6-7,9-10,15H,5,8H2,1-2H3,(H,23,26)(H,28,29)(H4,21,22,24,25,27)/t15-/m0/s1" LYD InChIKey InChI 1.03 MYENGRJSPURSQB-HNNXBMFYSA-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 LYD "SYSTEMATIC NAME" ACDLabs 10.04 "N-({4-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]phenyl}carbonyl)-L-valine" LYD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[2-(2-amino-4-oxo-3,7-dihydropyrrolo[5,4-d]pyrimidin-5-yl)ethyl]phenyl]carbonylamino]-3-methyl-butanoic 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 LYD "Create component" 2001-09-05 RCSB LYD "Modify descriptor" 2011-06-04 RCSB LYD "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LYD _pdbx_chem_comp_synonyms.name LY338529 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##