data_4LM # _chem_comp.id 4LM _chem_comp.name "(2E)-2-{[(1E)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene]amino}but-2-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H15 N2 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-03-03 _chem_comp.pdbx_modified_date 2011-06-04 _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 330.230 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4LM _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 3AEL _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 4LM C C C 0 1 N N N -2.035 15.038 45.657 3.234 -2.109 0.660 C 4LM 1 4LM N N N 0 1 N N N -3.221 12.989 44.983 2.677 0.191 -0.032 N 4LM 2 4LM O1 O1 O 0 1 N N N -0.967 15.574 45.658 2.374 -2.091 1.518 O1 4LM 3 4LM P P P 0 1 N N N -3.316 9.342 40.745 -3.956 -1.364 -0.086 P 4LM 4 4LM N1 N1 N 0 1 Y N N -6.779 9.478 45.763 -1.110 3.446 0.075 N1 4LM 5 4LM C2 C2 C 0 1 Y N N -6.063 10.230 46.617 0.197 3.619 0.082 C2 4LM 6 4LM C3 C3 C 0 1 Y N N -5.022 11.018 46.145 1.058 2.532 0.046 C3 4LM 7 4LM O3 O3 O 0 1 N N N -4.341 11.748 47.054 2.402 2.716 0.053 O3 4LM 8 4LM C4 C4 C 0 1 Y N N -4.650 11.026 44.800 0.513 1.237 0.003 C4 4LM 9 4LM C5 C5 C 0 1 Y N N -5.431 10.262 43.940 -0.883 1.109 -0.002 C5 4LM 10 4LM C6 C6 C 0 1 Y N N -6.472 9.490 44.459 -1.660 2.247 0.035 C6 4LM 11 4LM CA CA C 0 1 N N N -2.311 13.965 44.665 3.485 -0.906 -0.160 CA 4LM 12 4LM CB CB C 0 1 N N N -1.749 13.900 43.433 4.510 -0.889 -1.033 CB 4LM 13 4LM CG CG C 0 1 N N N -0.726 14.872 42.883 5.400 -2.097 -1.175 CG 4LM 14 4LM C2A C2A C 0 1 N N N -6.371 10.251 48.094 0.762 5.015 0.128 C2A 4LM 15 4LM C4A C4A C 0 1 N N N -3.584 11.950 44.288 1.382 0.050 -0.036 C4A 4LM 16 4LM C5A C5A C 0 1 N N N -5.182 10.209 42.443 -1.526 -0.253 -0.048 C5A 4LM 17 4LM OP1 OP1 O 0 1 N N N -2.398 8.153 40.828 -3.642 -2.288 1.027 OP1 4LM 18 4LM OP2 OP2 O 0 1 N N N -2.617 10.661 40.903 -3.792 -2.138 -1.489 OP2 4LM 19 4LM OP3 OP3 O 0 1 N N N -4.293 9.285 39.625 -5.471 -0.840 0.063 OP3 4LM 20 4LM OP4 OP4 O 0 1 N N N -4.172 9.237 42.139 -2.948 -0.110 -0.044 OP4 4LM 21 4LM O2 O2 O 0 1 N N N -2.888 15.385 46.506 3.961 -3.225 0.460 O2 4LM 22 4LM HO3 HO3 H 0 1 N N N -3.658 12.242 46.616 2.791 2.740 0.938 HO3 4LM 23 4LM H6 H6 H 0 1 N N N -7.052 8.879 43.783 -2.736 2.157 0.032 H6 4LM 24 4LM HB HB H 0 1 N N N -2.056 13.088 42.791 4.694 -0.009 -1.632 HB 4LM 25 4LM HG HG H 0 1 N N N -0.448 14.574 41.861 6.167 -1.897 -1.923 HG 4LM 26 4LM HGA HGA H 0 1 N N N -1.155 15.885 42.865 5.874 -2.313 -0.217 HGA 4LM 27 4LM HGB HGB H 0 1 N N N 0.169 14.864 43.523 4.802 -2.954 -1.486 HGB 4LM 28 4LM H2A H2A H 0 1 N N N -7.222 9.585 48.301 0.898 5.318 1.166 H2A 4LM 29 4LM H2A1 H2A1 H 0 0 N N N -5.491 9.907 48.657 1.724 5.035 -0.385 H2A1 4LM 30 4LM H2A2 H2A2 H 0 0 N N N -6.624 11.276 48.401 0.074 5.702 -0.364 H2A2 4LM 31 4LM H4A H4A H 0 1 N N N -3.115 11.751 43.336 0.947 -0.938 -0.069 H4A 4LM 32 4LM H5A H5A H 0 1 N N N -6.115 9.932 41.931 -1.216 -0.771 -0.956 H5A 4LM 33 4LM H5A1 H5A1 H 0 0 N N N -4.847 11.198 42.097 -1.217 -0.831 0.823 H5A1 4LM 34 4LM HOP2 HOP2 H 0 0 N N N -1.687 10.514 41.032 -3.982 -1.592 -2.264 HOP2 4LM 35 4LM HOP3 HOP3 H 0 0 N N N -4.168 8.481 39.135 -6.134 -1.544 0.046 HOP3 4LM 36 4LM H2 H2 H 0 1 N N N -2.527 16.069 47.057 3.763 -3.986 1.023 H2 4LM 37 # 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 4LM C O1 DOUB N N 1 4LM C CA SING N N 2 4LM C O2 SING N N 3 4LM N CA SING N N 4 4LM N C4A DOUB N N 5 4LM P OP1 DOUB N N 6 4LM P OP2 SING N N 7 4LM P OP3 SING N N 8 4LM P OP4 SING N N 9 4LM N1 C2 DOUB Y N 10 4LM N1 C6 SING Y N 11 4LM C2 C3 SING Y N 12 4LM C2 C2A SING N N 13 4LM C3 O3 SING N N 14 4LM C3 C4 DOUB Y N 15 4LM C4 C5 SING Y N 16 4LM C4 C4A SING N N 17 4LM C5 C6 DOUB Y N 18 4LM C5 C5A SING N N 19 4LM CA CB DOUB N N 20 4LM CB CG SING N N 21 4LM C5A OP4 SING N E 22 4LM O3 HO3 SING N N 23 4LM C6 H6 SING N N 24 4LM CB HB SING N N 25 4LM CG HG SING N N 26 4LM CG HGA SING N N 27 4LM CG HGB SING N N 28 4LM C2A H2A SING N N 29 4LM C2A H2A1 SING N N 30 4LM C2A H2A2 SING N N 31 4LM C4A H4A SING N N 32 4LM C5A H5A SING N N 33 4LM C5A H5A1 SING N N 34 4LM OP2 HOP2 SING N N 35 4LM OP3 HOP3 SING N N 36 4LM O2 H2 SING N N 37 # 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 4LM SMILES ACDLabs 12.01 "O=P(O)(O)OCc1cnc(c(O)c1/C=N/C(=C/C)C(=O)O)C" 4LM SMILES_CANONICAL CACTVS 3.370 "C\C=C(N=Cc1c(O)c(C)ncc1CO[P](O)(O)=O)/C(O)=O" 4LM SMILES CACTVS 3.370 "CC=C(N=Cc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O" 4LM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C/C=C(\C(=O)O)/N=C/c1c(cnc(c1O)C)COP(=O)(O)O" 4LM SMILES "OpenEye OEToolkits" 1.7.0 "CC=C(C(=O)O)N=Cc1c(cnc(c1O)C)COP(=O)(O)O" 4LM InChI InChI 1.03 "InChI=1S/C12H15N2O7P/c1-3-10(12(16)17)14-5-9-8(6-21-22(18,19)20)4-13-7(2)11(9)15/h3-5,15H,6H2,1-2H3,(H,16,17)(H2,18,19,20)/b10-3+,14-5+" 4LM InChIKey InChI 1.03 BBYSOXSBJOWRNU-VMTXVVAMSA-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 4LM "SYSTEMATIC NAME" ACDLabs 12.01 "(2E)-2-{[(E)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene]amino}but-2-enoic acid" 4LM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(E)-2-[(E)-[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]but-2-enoic 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 4LM "Create component" 2010-03-03 PDBJ 4LM "Modify aromatic_flag" 2011-06-04 RCSB 4LM "Modify descriptor" 2011-06-04 RCSB #