data_DDE # _chem_comp.id DDE _chem_comp.name "{3-[4-(2-AMINO-2-CARBOXY-ETHYL)-1H-IMIDAZOL-2-YL]-1-CARBAMOYL-PROPYL}-TRIMETHYL-AMMONIUM" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C13 H24 N5 O3" _chem_comp.mon_nstd_parent_comp_id HIS _chem_comp.pdbx_synonyms "DIPHTHAMIDE; 2-(3-CARBOXYAMIDO-3-(TRIMETHYLAMMONIO)PROPYL)HISTIDINE" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2004-07-29 _chem_comp.pdbx_modified_date 2023-11-03 _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 298.361 _chem_comp.one_letter_code H _chem_comp.three_letter_code DDE _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1U2R _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 DDE N N N 0 1 N N N Y Y N 90.204 83.284 47.837 -0.602 5.138 -4.246 N DDE 1 DDE CA CA C 0 1 N N S Y N N 91.170 82.432 47.137 -0.992 3.753 -4.156 CA DDE 2 DDE C C C 0 1 N N N Y N Y 90.548 81.039 46.963 -0.305 2.920 -5.228 C DDE 3 DDE O O O 0 1 N N N Y N Y 91.162 80.145 46.392 -0.055 3.350 -6.349 O DDE 4 DDE CB CB C 0 1 N N N N N N 92.511 82.391 47.855 -2.534 3.615 -4.237 CB DDE 5 DDE CG CG C 0 1 Y N N N N N 93.196 83.707 48.037 -3.025 2.236 -4.091 CG DDE 6 DDE ND1 ND1 N 0 1 Y N N N N N 93.689 84.363 46.941 -3.184 1.431 -5.191 ND1 DDE 7 DDE CD2 CD2 C 0 1 Y N N N N N 93.417 84.444 49.117 -3.378 1.576 -2.938 CD2 DDE 8 DDE CE1 CE1 C 0 1 Y N N N N N 94.224 85.522 47.375 -3.621 0.319 -4.693 CE1 DDE 9 DDE NE2 NE2 N 0 1 Y N N N N N 94.049 85.593 48.762 -3.763 0.332 -3.350 NE2 DDE 10 DDE NAD NAD N 0 1 N N N N N N 95.993 88.572 42.645 -1.585 0.496 -7.967 NAD DDE 11 DDE CBI CBI C 0 1 N N N N N N 95.265 87.726 43.391 -1.861 -0.835 -7.741 CBI DDE 12 DDE OAG OAG O 0 1 N N N N N N 95.303 86.470 43.411 -2.321 -1.588 -8.596 OAG DDE 13 DDE CBW CBW C 0 1 N N R N N N 94.261 88.380 44.352 -1.533 -1.277 -6.325 CBW DDE 14 DDE NCB NCB N 1 1 N N N N N N 94.162 89.913 44.374 -0.437 -2.286 -6.353 NCB DDE 15 DDE CAB CAB C 0 1 N N N N N N 93.109 90.318 45.364 -0.090 -2.745 -4.933 CAB DDE 16 DDE CAC CAC C 0 1 N N N N N N 95.339 90.665 44.845 -0.857 -3.515 -7.168 CAC DDE 17 DDE CAA CAA C 0 1 N N N N N N 93.712 90.493 43.103 0.825 -1.694 -6.990 CAA DDE 18 DDE CAU CAU C 0 1 N N N N N N 94.649 87.912 45.733 -2.773 -1.876 -5.649 CAU DDE 19 DDE CAT CAT C 0 1 N N N N N N 94.938 86.657 46.607 -3.964 -0.922 -5.479 CAT DDE 20 DDE OXT OXT O 0 1 N Y N Y N Y ? ? ? 0.020 1.661 -4.849 OXT DDE 21 DDE H 1HN H 0 1 N N N Y Y N 90.617 84.209 47.952 -0.164 5.469 -5.089 H DDE 22 DDE H2 2HN H 0 1 N Y N Y Y N 89.892 82.880 48.720 -0.585 5.695 -3.408 H2 DDE 23 DDE HA HA H 0 1 N N N Y N N 91.390 82.857 46.130 -0.624 3.394 -3.188 HA DDE 24 DDE HB2 1HB H 0 1 N N N N N N 92.397 81.883 48.841 -2.989 4.264 -3.460 HB2 DDE 25 DDE HB3 2HB H 0 1 N N N N N N 93.194 81.676 47.340 -2.876 4.073 -5.191 HB3 DDE 26 DDE HD2 HD2 H 0 1 N N N N N N 93.124 84.150 50.139 -3.391 1.865 -1.897 HD2 DDE 27 DDE HE2 HE2 H 0 1 N N N N N N 94.329 86.341 49.395 -4.086 -0.420 -2.756 HE2 DDE 28 DDE HAD1 1HAD H 0 0 N N N N N N 96.659 88.137 42.006 -1.203 1.101 -7.247 HAD1 DDE 29 DDE HAD2 2HAD H 0 0 N N N N N N 95.962 89.591 42.628 -1.757 0.918 -8.873 HAD2 DDE 30 DDE HBW HBW H 0 1 N N N N N N 93.253 88.068 43.990 -1.140 -0.420 -5.769 HBW DDE 31 DDE HAB1 1HAB H 0 0 N N N N N N 93.037 91.430 45.380 0.865 -3.272 -4.976 HAB1 DDE 32 DDE HAB2 2HAB H 0 0 N N N N N N 92.126 89.831 45.162 -0.020 -1.857 -4.302 HAB2 DDE 33 DDE HAB3 3HAB H 0 0 N N N N N N 93.290 89.889 46.377 -0.889 -3.407 -4.591 HAB3 DDE 34 DDE HAC1 1HAC H 0 0 N N N N N N 95.267 91.777 44.861 0.051 -4.031 -7.486 HAC1 DDE 35 DDE HAC2 2HAC H 0 0 N N N N N N 95.628 90.299 45.858 -1.464 -4.152 -6.522 HAC2 DDE 36 DDE HAC3 3HAC H 0 0 N N N N N N 96.232 90.361 44.250 -1.431 -3.165 -8.028 HAC3 DDE 37 DDE HAA1 1HAA H 0 0 N N N N N N 93.640 91.605 43.119 1.382 -1.174 -6.208 HAA1 DDE 38 DDE HAA2 2HAA H 0 0 N N N N N N 94.361 90.152 42.263 1.408 -2.518 -7.405 HAA2 DDE 39 DDE HAA3 3HAA H 0 0 N N N N N N 92.743 90.040 42.784 0.511 -1.002 -7.774 HAA3 DDE 40 DDE HAU3 1HAU H 0 0 N N N N N N 95.590 88.488 45.886 -3.113 -2.745 -6.229 HAU3 DDE 41 DDE HAU2 2HAU H 0 0 N N N N N N 93.862 88.410 46.345 -2.491 -2.274 -4.665 HAU2 DDE 42 DDE HAT2 1HAT H 0 0 N N N N N N 95.581 87.091 47.407 -4.765 -1.458 -4.952 HAT2 DDE 43 DDE HAT3 2HAT H 0 0 N N N N N N 95.615 86.076 45.938 -4.385 -0.658 -6.456 HAT3 DDE 44 DDE HXT HXT H 0 1 N Y N Y N Y -0.384 -0.861 -0.107 0.467 1.126 -5.537 HXT DDE 45 # 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 DDE N CA SING N N 1 DDE N H SING N N 2 DDE N H2 SING N N 3 DDE CA C SING N N 4 DDE CA CB SING N N 5 DDE CA HA SING N N 6 DDE C O DOUB N N 7 DDE C OXT SING N N 8 DDE CB CG SING N N 9 DDE CB HB2 SING N N 10 DDE CB HB3 SING N N 11 DDE CG ND1 SING Y N 12 DDE CG CD2 DOUB Y N 13 DDE ND1 CE1 DOUB Y N 14 DDE CD2 NE2 SING Y N 15 DDE CD2 HD2 SING N N 16 DDE CE1 NE2 SING Y N 17 DDE CE1 CAT SING N N 18 DDE NE2 HE2 SING N N 19 DDE NAD CBI SING N N 20 DDE NAD HAD1 SING N N 21 DDE NAD HAD2 SING N N 22 DDE CBI OAG DOUB N N 23 DDE CBI CBW SING N N 24 DDE CBW NCB SING N N 25 DDE CBW CAU SING N N 26 DDE CBW HBW SING N N 27 DDE NCB CAB SING N N 28 DDE NCB CAC SING N N 29 DDE NCB CAA SING N N 30 DDE CAB HAB1 SING N N 31 DDE CAB HAB2 SING N N 32 DDE CAB HAB3 SING N N 33 DDE CAC HAC1 SING N N 34 DDE CAC HAC2 SING N N 35 DDE CAC HAC3 SING N N 36 DDE CAA HAA1 SING N N 37 DDE CAA HAA2 SING N N 38 DDE CAA HAA3 SING N N 39 DDE CAU CAT SING N N 40 DDE CAU HAU3 SING N N 41 DDE CAU HAU2 SING N N 42 DDE CAT HAT2 SING N N 43 DDE CAT HAT3 SING N N 44 DDE OXT HXT SING N N 45 # 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 DDE SMILES ACDLabs 10.04 "O=C(O)C(N)Cc1nc(nc1)CCC(C(=O)N)[N+](C)(C)C" DDE SMILES_CANONICAL CACTVS 3.341 "C[N+](C)(C)[C@H](CCc1[nH]cc(C[C@H](N)C(O)=O)n1)C(N)=O" DDE SMILES CACTVS 3.341 "C[N+](C)(C)[CH](CCc1[nH]cc(C[CH](N)C(O)=O)n1)C(N)=O" DDE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[N+](C)(C)[C@H](CCc1[nH]cc(n1)C[C@@H](C(=O)O)N)C(=O)N" DDE SMILES "OpenEye OEToolkits" 1.5.0 "C[N+](C)(C)C(CCc1[nH]cc(n1)CC(C(=O)O)N)C(=O)N" DDE InChI InChI 1.03 "InChI=1S/C13H23N5O3/c1-18(2,3)10(12(15)19)4-5-11-16-7-8(17-11)6-9(14)13(20)21/h7,9-10H,4-6,14H2,1-3H3,(H3-,15,16,17,19,20,21)/p+1/t9-,10+/m0/s1" DDE InChIKey InChI 1.03 FOOBQHKMWYGHCE-VHSXEESVSA-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 DDE "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-1-amino-4-{4-[(2S)-2-amino-2-carboxyethyl]-1H-imidazol-2-yl}-N,N,N-trimethyl-1-oxobutan-2-aminium" DDE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R)-1-amino-4-[4-[(2S)-2-amino-3-hydroxy-3-oxo-propyl]-1H-imidazol-2-yl]-1-oxo-butan-2-yl]-trimethyl-azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DDE "Create component" 2004-07-29 RCSB DDE "Modify descriptor" 2011-06-04 RCSB DDE "Modify synonyms" 2020-06-05 PDBE DDE "Modify backbone" 2023-11-03 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 DDE DIPHTHAMIDE ? ? 2 DDE "2-(3-CARBOXYAMIDO-3-(TRIMETHYLAMMONIO)PROPYL)HISTIDINE" ? ? #