data_2BK # _chem_comp.id 2BK _chem_comp.name "N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-L-allothreonine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H19 N2 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-18 _chem_comp.pdbx_modified_date 2013-11-01 _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 350.262 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2BK _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 4LNL _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 2BK C C C 0 1 N N N 17.938 26.708 23.806 2.935 -2.354 0.623 C 2BK 1 2BK CG CG C 0 1 N N N 17.534 26.720 26.916 5.064 -1.518 -1.298 CG 2BK 2 2BK N1 N1 N 0 1 Y N N 15.852 20.561 27.421 -1.431 3.441 0.579 N1 2BK 3 2BK C2 C2 C 0 1 Y N N 17.051 21.160 26.929 -0.178 3.743 0.302 C2 2BK 4 2BK C2A C2A C 0 1 N N N 18.341 20.428 27.297 0.323 5.143 0.546 C2A 2BK 5 2BK C3 C3 C 0 1 Y N N 16.870 22.403 26.129 0.684 2.784 -0.211 C3 2BK 6 2BK O3 O3 O 0 1 N N N 18.041 22.914 25.694 1.976 3.100 -0.495 O3 2BK 7 2BK C4 C4 C 0 1 Y N N 15.517 22.964 25.883 0.209 1.496 -0.431 C4 2BK 8 2BK C4A C4A C 0 1 N N N 15.357 24.218 25.089 1.111 0.424 -0.987 C4A 2BK 9 2BK C5 C5 C 0 1 Y N N 14.296 22.163 26.510 -1.115 1.222 -0.127 C5 2BK 10 2BK C5A C5A C 0 1 N N N 12.828 22.695 26.321 -1.677 -0.159 -0.347 C5A 2BK 11 2BK C6 C6 C 0 1 Y N N 14.515 20.998 27.250 -1.913 2.229 0.382 C6 2BK 12 2BK P P P 0 1 N N N 11.455 23.873 24.415 -3.971 -1.499 -0.058 P 2BK 13 2BK O1P O1P O 0 1 N N N 10.950 23.288 23.099 -3.326 -2.607 0.681 O1P 2BK 14 2BK O2P O2P O 0 1 N N N 12.249 25.076 24.163 -4.147 -1.914 -1.603 O2P 2BK 15 2BK O3P O3P O 0 1 N N N 10.411 24.038 25.467 -5.416 -1.196 0.584 O3P 2BK 16 2BK O4P O4P O 0 1 N N N 12.458 22.728 25.000 -3.052 -0.181 0.043 O4P 2BK 17 2BK N N N 0 1 N N N 16.420 24.913 24.557 1.774 -0.280 0.119 N 2BK 18 2BK CA CA C 0 1 N N S 16.597 26.418 24.452 2.753 -1.251 -0.387 CA 2BK 19 2BK CB CB C 0 1 N N S 16.507 27.066 25.858 4.093 -0.549 -0.622 CB 2BK 20 2BK OB OB O 0 1 N N N 15.201 26.830 26.401 4.635 -0.127 0.631 OB 2BK 21 2BK O O O 0 1 N N N 18.956 26.113 24.153 3.788 -3.360 0.373 O 2BK 22 2BK OT OT O 0 1 N N N 18.047 27.556 22.917 2.316 -2.331 1.660 OT 2BK 23 2BK H1 H1 H 0 1 N N N 17.309 27.272 27.840 4.600 -1.934 -2.192 H1 2BK 24 2BK H2 H2 H 0 1 N N N 17.502 25.639 27.118 5.974 -0.986 -1.576 H2 2BK 25 2BK H3 H3 H 0 1 N N N 18.537 26.997 26.558 5.312 -2.325 -0.608 H3 2BK 26 2BK H4 H4 H 0 1 N N N 18.100 19.538 27.897 0.718 5.216 1.559 H4 2BK 27 2BK H5 H5 H 0 1 N N N 18.862 20.120 26.379 1.112 5.376 -0.170 H5 2BK 28 2BK H6 H6 H 0 1 N N N 18.990 21.099 27.880 -0.498 5.849 0.424 H6 2BK 29 2BK H7 H7 H 0 1 N N N 18.757 22.363 25.989 2.585 2.964 0.244 H7 2BK 30 2BK H8 H8 H 0 1 N N N 14.831 24.926 25.746 0.519 -0.284 -1.567 H8 2BK 31 2BK H9 H9 H 0 1 N N N 14.710 23.957 24.238 1.864 0.881 -1.630 H9 2BK 32 2BK H10 H10 H 0 1 N N N 12.764 23.713 26.733 -1.594 -0.421 -1.401 H10 2BK 33 2BK H11 H11 H 0 1 N N N 12.138 22.034 26.866 -1.119 -0.879 0.252 H11 2BK 34 2BK H12 H12 H 0 1 N N N 13.690 20.448 27.678 -2.945 2.021 0.622 H12 2BK 35 2BK H13 H13 H 0 1 N N N 12.285 25.242 23.228 -4.564 -1.234 -2.148 H13 2BK 36 2BK H14 H14 H 0 1 N N N 9.573 23.741 25.132 -6.024 -1.948 0.558 H14 2BK 37 2BK H15 H15 H 0 1 N N N 16.491 24.584 23.615 1.098 -0.728 0.719 H15 2BK 38 2BK H17 H17 H 0 1 N N N 15.796 26.831 23.821 2.395 -1.673 -1.326 H17 2BK 39 2BK H18 H18 H 0 1 N N N 16.595 28.150 25.692 3.940 0.319 -1.263 H18 2BK 40 2BK H19 H19 H 0 1 N N N 15.140 27.225 27.263 4.797 -0.849 1.253 H19 2BK 41 2BK H20 H20 H 0 1 N N N 19.695 26.428 23.646 3.871 -4.044 1.051 H20 2BK 42 # 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 2BK OT C DOUB N N 1 2BK O1P P DOUB N N 2 2BK C O SING N N 3 2BK C CA SING N N 4 2BK O2P P SING N N 5 2BK P O4P SING N N 6 2BK P O3P SING N N 7 2BK CA N SING N N 8 2BK CA CB SING N N 9 2BK N C4A SING N N 10 2BK O4P C5A SING N N 11 2BK C4A C4 SING N N 12 2BK O3 C3 SING N N 13 2BK CB OB SING N N 14 2BK CB CG SING N N 15 2BK C4 C3 DOUB Y N 16 2BK C4 C5 SING Y N 17 2BK C3 C2 SING Y N 18 2BK C5A C5 SING N N 19 2BK C5 C6 DOUB Y N 20 2BK C2 C2A SING N N 21 2BK C2 N1 DOUB Y N 22 2BK C6 N1 SING Y N 23 2BK CG H1 SING N N 24 2BK CG H2 SING N N 25 2BK CG H3 SING N N 26 2BK C2A H4 SING N N 27 2BK C2A H5 SING N N 28 2BK C2A H6 SING N N 29 2BK O3 H7 SING N N 30 2BK C4A H8 SING N N 31 2BK C4A H9 SING N N 32 2BK C5A H10 SING N N 33 2BK C5A H11 SING N N 34 2BK C6 H12 SING N N 35 2BK O2P H13 SING N N 36 2BK O3P H14 SING N N 37 2BK N H15 SING N N 38 2BK CA H17 SING N N 39 2BK CB H18 SING N N 40 2BK OB H19 SING N N 41 2BK O H20 SING N N 42 # 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 2BK SMILES ACDLabs 12.01 "O=C(O)C(NCc1c(cnc(c1O)C)COP(=O)(O)O)C(O)C" 2BK InChI InChI 1.03 "InChI=1S/C12H19N2O8P/c1-6-11(16)9(4-14-10(7(2)15)12(17)18)8(3-13-6)5-22-23(19,20)21/h3,7,10,14-16H,4-5H2,1-2H3,(H,17,18)(H2,19,20,21)/t7-,10-/m0/s1" 2BK InChIKey InChI 1.03 IZWQBQLGLAKRMN-XVKPBYJWSA-N 2BK SMILES_CANONICAL CACTVS 3.385 "C[C@H](O)[C@H](NCc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O" 2BK SMILES CACTVS 3.385 "C[CH](O)[CH](NCc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O" 2BK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H]([C@H](C)O)C(=O)O)O" 2BK SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC(C(C)O)C(=O)O)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 2BK "SYSTEMATIC NAME" ACDLabs 12.01 "N-({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)-L-allothreonine" 2BK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,3S)-2-[[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]-3-oxidanyl-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 2BK "Create component" 2013-09-18 RCSB 2BK "Initial release" 2013-11-06 RCSB #