data_6DD # _chem_comp.id 6DD _chem_comp.name "N-(4-{[(2-amino-4-hydroxyquinazolin-6-yl)methyl](formyl)amino}benzoyl)-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 N5 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-07-01 _chem_comp.pdbx_modified_date 2015-04-10 _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 467.431 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6DD _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 4TTS _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 6DD C5 C1 C 0 1 Y N N 13.423 -11.503 -19.656 -3.734 -0.445 -0.709 C5 6DD 1 6DD C4A C2 C 0 1 Y N N 12.729 -12.649 -20.107 -4.511 0.708 -0.548 C4A 6DD 2 6DD C4 C3 C 0 1 Y N N 11.645 -12.608 -21.056 -4.313 1.863 -1.341 C4 6DD 3 6DD O4 O1 O 0 1 N N N 11.197 -11.400 -21.620 -3.354 1.893 -2.295 O4 6DD 4 6DD N3 N1 N 0 1 Y N N 11.030 -13.747 -21.424 -5.089 2.912 -1.127 N3 6DD 5 6DD C2 C4 C 0 1 Y N N 11.418 -14.909 -20.916 -6.037 2.897 -0.193 C2 6DD 6 6DD NA2 N2 N 0 1 N N N 10.736 -16.093 -21.341 -6.815 4.027 -0.018 NA2 6DD 7 6DD N1 N3 N 0 1 Y N N 12.403 -15.018 -20.038 -6.265 1.847 0.574 N1 6DD 8 6DD C8A C5 C 0 1 Y N N 13.084 -13.907 -19.613 -5.531 0.734 0.435 C8A 6DD 9 6DD C8 C6 C 0 1 Y N N 14.127 -14.033 -18.673 -5.744 -0.399 1.233 C8 6DD 10 6DD C7 C7 C 0 1 Y N N 14.814 -12.896 -18.234 -4.970 -1.505 1.051 C7 6DD 11 6DD C6 C8 C 0 1 Y N N 14.467 -11.630 -18.718 -3.969 -1.530 0.083 C6 6DD 12 6DD C9 C9 C 0 1 N N N 15.241 -10.400 -18.227 -3.137 -2.774 -0.094 C9 6DD 13 6DD N10 N4 N 0 1 N N N 16.014 -9.845 -19.332 -1.957 -2.700 0.771 N10 6DD 14 6DD CA1 C10 C 0 1 N N N 15.747 -8.519 -19.784 -2.011 -3.187 2.027 CA1 6DD 15 6DD OA1 O2 O 0 1 N N N 16.355 -8.036 -20.717 -3.036 -3.687 2.440 OA1 6DD 16 6DD C14 C11 C 0 1 Y N N 17.028 -10.679 -19.957 -0.779 -2.126 0.296 C14 6DD 17 6DD C15 C12 C 0 1 Y N N 16.775 -11.277 -21.192 -0.727 -1.618 -0.998 C15 6DD 18 6DD C16 C13 C 0 1 Y N N 17.720 -12.089 -21.808 0.435 -1.050 -1.470 C16 6DD 19 6DD C13 C14 C 0 1 Y N N 18.238 -10.897 -19.317 0.340 -2.056 1.120 C13 6DD 20 6DD C12 C15 C 0 1 Y N N 19.190 -11.714 -19.932 1.505 -1.489 0.654 C12 6DD 21 6DD C11 C16 C 0 1 Y N N 18.929 -12.303 -21.167 1.563 -0.984 -0.647 C11 6DD 22 6DD C C17 C 0 1 N N N 20.001 -13.201 -21.815 2.810 -0.375 -1.150 C 6DD 23 6DD O O3 O 0 1 N N N 19.778 -13.668 -22.913 2.858 0.068 -2.281 O 6DD 24 6DD N N5 N 0 1 N N N 21.200 -13.438 -21.058 3.897 -0.312 -0.355 N 6DD 25 6DD CA C18 C 0 1 N N S 22.348 -14.236 -21.421 5.135 0.291 -0.854 CA 6DD 26 6DD CT C19 C 0 1 N N N 23.517 -13.721 -20.634 5.928 -0.743 -1.612 CT 6DD 27 6DD O2 O4 O 0 1 N N N 24.238 -12.813 -21.127 5.502 -1.868 -1.724 O2 6DD 28 6DD O1 O5 O 0 1 N N N 23.733 -14.206 -19.496 7.107 -0.413 -2.163 O1 6DD 29 6DD CB C20 C 0 1 N N N 22.694 -14.197 -22.915 5.963 0.805 0.325 CB 6DD 30 6DD CG C21 C 0 1 N N N 22.252 -15.460 -23.646 5.210 1.942 1.020 CG 6DD 31 6DD CD C22 C 0 1 N N N 22.072 -16.661 -22.721 6.026 2.448 2.181 CD 6DD 32 6DD OE2 O6 O 0 1 N N N 20.894 -16.988 -22.380 7.099 1.951 2.428 OE2 6DD 33 6DD OE1 O7 O 0 1 N N N 23.102 -17.287 -22.339 5.560 3.452 2.941 OE1 6DD 34 6DD H1 H1 H 0 1 N N N 13.152 -10.527 -20.031 -2.957 -0.477 -1.459 H1 6DD 35 6DD H3 H3 H 0 1 N N N 10.024 -15.850 -21.999 -6.665 4.809 -0.572 H3 6DD 36 6DD H4 H4 H 0 1 N N N 11.388 -16.717 -21.771 -7.511 4.036 0.657 H4 6DD 37 6DD H5 H5 H 0 1 N N N 14.396 -15.007 -18.292 -6.517 -0.394 1.987 H5 6DD 38 6DD H6 H6 H 0 1 N N N 15.616 -12.996 -17.518 -5.135 -2.377 1.666 H6 6DD 39 6DD H7 H7 H 0 1 N N N 15.921 -10.694 -17.414 -3.730 -3.649 0.173 H7 6DD 40 6DD H8 H8 H 0 1 N N N 14.533 -9.644 -17.857 -2.820 -2.854 -1.134 H8 6DD 41 6DD H9 H9 H 0 1 N N N 14.989 -7.933 -19.286 -1.142 -3.133 2.665 H9 6DD 42 6DD H10 H10 H 0 1 N N N 15.826 -11.106 -21.679 -1.599 -1.670 -1.633 H10 6DD 43 6DD H11 H11 H 0 1 N N N 17.516 -12.543 -22.766 0.475 -0.656 -2.475 H11 6DD 44 6DD H12 H12 H 0 1 N N N 18.442 -10.443 -18.359 0.295 -2.448 2.125 H12 6DD 45 6DD H13 H13 H 0 1 N N N 20.138 -11.891 -19.445 2.374 -1.435 1.294 H13 6DD 46 6DD H14 H14 H 0 1 N N N 21.245 -12.992 -20.164 3.859 -0.666 0.547 H14 6DD 47 6DD H15 H15 H 0 1 N N N 22.168 -15.284 -21.138 4.893 1.122 -1.518 H15 6DD 48 6DD H16 H16 H 0 1 N N N 24.491 -13.784 -19.110 7.579 -1.110 -2.639 H16 6DD 49 6DD H17 H17 H 0 1 N N N 23.783 -14.089 -23.023 6.130 -0.006 1.033 H17 6DD 50 6DD H18 H18 H 0 1 N N N 22.193 -13.331 -23.371 6.923 1.174 -0.038 H18 6DD 51 6DD H19 H19 H 0 1 N N N 21.293 -15.257 -24.145 5.044 2.754 0.311 H19 6DD 52 6DD H20 H20 H 0 1 N N N 23.012 -15.711 -24.400 4.251 1.574 1.383 H20 6DD 53 6DD H21 H21 H 0 1 N N N 22.844 -18.010 -21.779 6.119 3.743 3.675 H21 6DD 54 6DD H2 H2 H 0 1 N N N 10.479 -11.576 -22.217 -3.655 1.595 -3.164 H2 6DD 55 # 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 6DD CG CB SING N N 1 6DD CG CD SING N N 2 6DD CB CA SING N N 3 6DD O C DOUB N N 4 6DD CD OE2 DOUB N N 5 6DD CD OE1 SING N N 6 6DD C C11 SING N N 7 6DD C N SING N N 8 6DD C16 C15 DOUB Y N 9 6DD C16 C11 SING Y N 10 6DD O4 C4 SING N N 11 6DD N3 C4 SING Y N 12 6DD N3 C2 DOUB Y N 13 6DD CA N SING N N 14 6DD CA CT SING N N 15 6DD NA2 C2 SING N N 16 6DD C15 C14 SING Y N 17 6DD C11 C12 DOUB Y N 18 6DD O2 CT DOUB N N 19 6DD C4 C4A DOUB Y N 20 6DD C2 N1 SING Y N 21 6DD OA1 CA1 DOUB N N 22 6DD CT O1 SING N N 23 6DD C4A C5 SING Y N 24 6DD C4A C8A SING Y N 25 6DD N1 C8A DOUB Y N 26 6DD C14 N10 SING N N 27 6DD C14 C13 DOUB Y N 28 6DD C12 C13 SING Y N 29 6DD CA1 N10 SING N N 30 6DD C5 C6 DOUB Y N 31 6DD C8A C8 SING Y N 32 6DD N10 C9 SING N N 33 6DD C6 C7 SING Y N 34 6DD C6 C9 SING N N 35 6DD C8 C7 DOUB Y N 36 6DD C5 H1 SING N N 37 6DD NA2 H3 SING N N 38 6DD NA2 H4 SING N N 39 6DD C8 H5 SING N N 40 6DD C7 H6 SING N N 41 6DD C9 H7 SING N N 42 6DD C9 H8 SING N N 43 6DD CA1 H9 SING N N 44 6DD C15 H10 SING N N 45 6DD C16 H11 SING N N 46 6DD C13 H12 SING N N 47 6DD C12 H13 SING N N 48 6DD N H14 SING N N 49 6DD CA H15 SING N N 50 6DD O1 H16 SING N N 51 6DD CB H17 SING N N 52 6DD CB H18 SING N N 53 6DD CG H19 SING N N 54 6DD CG H20 SING N N 55 6DD OE1 H21 SING N N 56 6DD O4 H2 SING N N 57 # 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 6DD SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)c1ccc(cc1)N(C=O)Cc3cc2c(nc(nc2O)N)cc3)CCC(=O)O" 6DD InChI InChI 1.03 "InChI=1S/C22H21N5O7/c23-22-25-16-6-1-12(9-15(16)20(32)26-22)10-27(11-28)14-4-2-13(3-5-14)19(31)24-17(21(33)34)7-8-18(29)30/h1-6,9,11,17H,7-8,10H2,(H,24,31)(H,29,30)(H,33,34)(H3,23,25,26,32)/t17-/m0/s1" 6DD InChIKey InChI 1.03 QHUBQNFYSLRYQG-KRWDZBQOSA-N 6DD SMILES_CANONICAL CACTVS 3.385 "Nc1nc(O)c2cc(CN(C=O)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)ccc2n1" 6DD SMILES CACTVS 3.385 "Nc1nc(O)c2cc(CN(C=O)c3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)ccc2n1" 6DD SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)N(Cc2ccc3c(c2)c(nc(n3)N)O)C=O" 6DD SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)N(Cc2ccc3c(c2)c(nc(n3)N)O)C=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 6DD "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-{[(2-amino-4-hydroxyquinazolin-6-yl)methyl](formyl)amino}benzoyl)-L-glutamic acid" 6DD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[4-[(2-azanyl-4-oxidanyl-quinazolin-6-yl)methyl-methanoyl-amino]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 6DD "Create component" 2014-07-01 RCSB 6DD "Modify descriptor" 2014-09-05 RCSB 6DD "Initial release" 2015-04-15 RCSB #