data_8UX # _chem_comp.id 8UX _chem_comp.name "(2~{S})-4-[[(2~{R})-3-(1~{H}-imidazol-4-yl)-1-oxidanyl-1-oxidanylidene-propan-2-yl]amino]-2-[[(2~{S})-1-oxidanyl-1-oxidanylidene-propan-2-yl]amino]butanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H20 N4 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms staphylopine _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-09-28 _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 328.321 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8UX _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 5YH8 _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 8UX O O1 O 0 1 N N N -12.820 23.675 -15.848 -4.870 -2.007 1.880 O 8UX 1 8UX C C1 C 0 1 N N N -13.624 23.897 -16.757 -3.990 -1.612 0.947 C 8UX 2 8UX OXT O2 O 0 1 N N N -13.342 24.413 -17.891 -3.470 -2.427 0.222 OXT 8UX 3 8UX CA C2 C 0 1 N N S -15.063 23.478 -16.471 -3.652 -0.150 0.802 CA 8UX 4 8UX CB C3 C 0 1 N N N -15.166 22.107 -15.756 -4.921 0.637 0.471 CB 8UX 5 8UX N N1 N 0 1 N N N -15.829 23.492 -17.730 -2.673 0.021 -0.280 N 8UX 6 8UX CAV C4 C 0 1 N N S -16.302 22.231 -18.430 -1.887 1.247 -0.090 CAV 8UX 7 8UX CAR C5 C 0 1 N N N -15.168 21.515 -19.149 -2.636 2.419 -0.669 CAR 8UX 8 8UX OAF O3 O 0 1 N N N -15.326 20.304 -19.439 -2.105 3.651 -0.609 OAF 8UX 9 8UX OAC O4 O 0 1 N N N -14.240 22.247 -19.525 -3.714 2.251 -1.187 OAC 8UX 10 8UX CAK C6 C 0 1 N N N -17.404 22.420 -19.487 -0.539 1.103 -0.798 CAK 8UX 11 8UX CAJ C7 C 0 1 N N N -17.468 23.861 -19.992 0.274 -0.007 -0.128 CAJ 8UX 12 8UX NAN N2 N 0 1 N N N -16.336 24.209 -20.878 1.568 -0.145 -0.808 NAN 8UX 13 8UX CAW C8 C 0 1 N N R -16.182 25.627 -21.257 2.377 -1.204 -0.190 CAW 8UX 14 8UX CAS C9 C 0 1 N N N -15.845 26.595 -20.098 1.997 -2.537 -0.782 CAS 8UX 15 8UX OAG O5 O 0 1 N N N -15.296 26.139 -19.070 2.610 -3.656 -0.366 OAG 8UX 16 8UX OAD O6 O 0 1 N N N -16.084 27.809 -20.315 1.140 -2.598 -1.632 OAD 8UX 17 8UX CAL C10 C 0 1 N N N -15.211 25.722 -22.409 3.860 -0.933 -0.454 CAL 8UX 18 8UX CAT C11 C 0 1 Y N N -13.812 25.229 -22.021 4.270 0.339 0.243 CAT 8UX 19 8UX CAI C12 C 0 1 Y N N -12.839 25.143 -22.922 5.286 0.471 1.117 CAI 8UX 20 8UX NAM N3 N 0 1 Y N N -11.772 24.663 -22.310 5.307 1.783 1.504 NAM 8UX 21 8UX CAH C13 C 0 1 Y N N -12.058 24.476 -21.029 4.303 2.409 0.852 CAH 8UX 22 8UX NAP N4 N 0 1 Y N N -13.343 24.804 -20.836 3.690 1.540 0.096 NAP 8UX 23 8UX H1 H1 H 0 1 N N N -11.951 23.948 -16.119 -5.055 -2.955 1.935 H1 8UX 24 8UX H2 H2 H 0 1 N N N -15.499 24.230 -15.797 -3.229 0.219 1.736 H2 8UX 25 8UX H3 H3 H 0 1 N N N -14.584 22.135 -14.823 -5.345 0.268 -0.463 H3 8UX 26 8UX H4 H4 H 0 1 N N N -16.220 21.893 -15.524 -5.647 0.510 1.274 H4 8UX 27 8UX H5 H5 H 0 1 N N N -14.768 21.320 -16.413 -4.676 1.694 0.367 H5 8UX 28 8UX H6 H6 H 0 1 N N N -15.258 23.976 -18.393 -3.127 0.019 -1.181 H6 8UX 29 8UX H8 H8 H 0 1 N N N -16.694 21.548 -17.662 -1.722 1.411 0.975 H8 8UX 30 8UX H9 H9 H 0 1 N N N -14.617 20.018 -20.002 -2.623 4.371 -0.994 H9 8UX 31 8UX H10 H10 H 0 1 N N N -18.374 22.156 -19.040 -0.703 0.851 -1.846 H10 8UX 32 8UX H11 H11 H 0 1 N N N -17.199 21.754 -20.338 0.008 2.044 -0.733 H11 8UX 33 8UX H12 H12 H 0 1 N N N -17.457 24.538 -19.125 0.439 0.245 0.920 H12 8UX 34 8UX H13 H13 H 0 1 N N N -18.406 23.996 -20.551 -0.273 -0.947 -0.193 H13 8UX 35 8UX H14 H14 H 0 1 N N N -16.442 23.683 -21.722 2.067 0.732 -0.817 H14 8UX 36 8UX H16 H16 H 0 1 N N N -17.156 25.955 -21.648 2.196 -1.219 0.885 H16 8UX 37 8UX H17 H17 H 0 1 N N N -15.088 26.853 -18.479 2.333 -4.487 -0.775 H17 8UX 38 8UX H18 H18 H 0 1 N N N -15.142 26.772 -22.730 4.454 -1.764 -0.073 H18 8UX 39 8UX H19 H19 H 0 1 N N N -15.586 25.108 -23.241 4.025 -0.830 -1.526 H19 8UX 40 8UX H20 H20 H 0 1 N N N -12.908 25.416 -23.965 5.955 -0.310 1.449 H20 8UX 41 8UX H21 H21 H 0 1 N N N -10.891 24.472 -22.743 5.928 2.189 2.129 H21 8UX 42 8UX H22 H22 H 0 1 N N N -11.374 24.121 -20.272 4.052 3.455 0.940 H22 8UX 43 # # 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 8UX CAI NAM SING Y N 1 8UX CAI CAT DOUB Y N 2 8UX CAL CAT SING N N 3 8UX CAL CAW SING N N 4 8UX NAM CAH SING Y N 5 8UX CAT NAP SING Y N 6 8UX CAW NAN SING N N 7 8UX CAW CAS SING N N 8 8UX CAH NAP DOUB Y N 9 8UX NAN CAJ SING N N 10 8UX OAD CAS DOUB N N 11 8UX CAS OAG SING N N 12 8UX CAJ CAK SING N N 13 8UX OAC CAR DOUB N N 14 8UX CAK CAV SING N N 15 8UX OAF CAR SING N N 16 8UX CAR CAV SING N N 17 8UX CAV N SING N N 18 8UX OXT C DOUB N N 19 8UX N CA SING N N 20 8UX C CA SING N N 21 8UX C O SING N N 22 8UX CA CB SING N N 23 8UX O H1 SING N N 24 8UX CA H2 SING N N 25 8UX CB H3 SING N N 26 8UX CB H4 SING N N 27 8UX CB H5 SING N N 28 8UX N H6 SING N N 29 8UX CAV H8 SING N N 30 8UX OAF H9 SING N N 31 8UX CAK H10 SING N N 32 8UX CAK H11 SING N N 33 8UX CAJ H12 SING N N 34 8UX CAJ H13 SING N N 35 8UX NAN H14 SING N N 36 8UX CAW H16 SING N N 37 8UX OAG H17 SING N N 38 8UX CAL H18 SING N N 39 8UX CAL H19 SING N N 40 8UX CAI H20 SING N N 41 8UX NAM H21 SING N N 42 8UX CAH H22 SING N N 43 # # 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 8UX InChI InChI 1.03 "InChI=1S/C13H20N4O6/c1-7(11(18)19)17-9(12(20)21)2-3-15-10(13(22)23)4-8-5-14-6-16-8/h5-7,9-10,15,17H,2-4H2,1H3,(H,14,16)(H,18,19)(H,20,21)(H,22,23)/t7-,9-,10+/m0/s1" 8UX InChIKey InChI 1.03 WLNNYKMTYVPSDL-UJNFCWOMSA-N 8UX SMILES_CANONICAL CACTVS 3.385 "C[C@H](N[C@@H](CCN[C@H](Cc1c[nH]cn1)C(O)=O)C(O)=O)C(O)=O" 8UX SMILES CACTVS 3.385 "C[CH](N[CH](CCN[CH](Cc1c[nH]cn1)C(O)=O)C(O)=O)C(O)=O" 8UX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](C(=O)O)N[C@@H](CCN[C@H](Cc1c[nH]cn1)C(=O)O)C(=O)O" 8UX SMILES "OpenEye OEToolkits" 2.0.6 "CC(C(=O)O)NC(CCNC(Cc1c[nH]cn1)C(=O)O)C(=O)O" # _pdbx_chem_comp_identifier.comp_id 8UX _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(2~{S})-4-[[(2~{R})-3-(1~{H}-imidazol-4-yl)-1-oxidanyl-1-oxidanylidene-propan-2-yl]amino]-2-[[(2~{S})-1-oxidanyl-1-oxidanylidene-propan-2-yl]amino]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 8UX "Create component" 2017-09-28 RCSB 8UX "Initial release" 2018-03-28 RCSB 8UX "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 8UX _pdbx_chem_comp_synonyms.name staphylopine _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##