data_3LM # _chem_comp.id 3LM _chem_comp.name "(2E)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-4-(methylsulfanyl)but-2-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H19 N2 O7 P S" _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 378.338 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3LM _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 3AEO _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 3LM C C C 0 1 N N N 28.204 -15.088 46.106 -2.702 0.688 -1.478 C 3LM 1 3LM N N N 0 1 N N N 29.269 -13.101 45.466 -1.213 -0.430 0.175 N 3LM 2 3LM O1 O1 O 0 1 N N N 27.101 -15.636 46.201 -3.348 -0.088 -2.155 O1 3LM 3 3LM P P P 0 1 N N N 29.559 -9.396 41.256 3.979 2.319 0.171 P 3LM 4 3LM N1 N1 N 0 1 Y N N 33.114 -9.542 46.253 2.878 -3.144 0.613 N1 3LM 5 3LM C2 C2 C 0 1 Y N N 32.475 -10.329 47.128 1.761 -3.768 0.299 C2 3LM 6 3LM C3 C3 C 0 1 Y N N 31.352 -11.168 46.643 0.677 -3.065 -0.208 C3 3LM 7 3LM O3 O3 O 0 1 N N N 30.744 -11.935 47.540 -0.474 -3.713 -0.531 O3 3LM 8 3LM C4 C4 C 0 1 Y N N 30.963 -11.158 45.227 0.785 -1.689 -0.382 C4 3LM 9 3LM C5 C5 C 0 1 Y N N 31.763 -10.249 44.371 1.978 -1.074 -0.038 C5 3LM 10 3LM C6 C6 C 0 1 Y N N 32.794 -9.497 44.948 3.013 -1.841 0.461 C6 3LM 11 3LM CA CA C 0 1 N N N 28.530 -14.166 45.028 -2.353 0.339 -0.088 CA 3LM 12 3LM CB CB C 0 1 N N N 28.186 -14.358 43.716 -3.124 0.757 0.919 CB 3LM 13 3LM SD SD S 0 1 N N N 28.406 -16.897 42.458 -5.812 0.475 1.202 SD 3LM 14 3LM CE CE C 0 1 N N N 28.432 -16.882 40.697 -7.250 1.494 0.775 CE 3LM 15 3LM CG CG C 0 1 N N N 27.408 -15.547 43.131 -4.414 1.480 0.631 CG 3LM 16 3LM C2A C2A C 0 1 N N N 32.814 -10.389 48.599 1.659 -5.259 0.492 C2A 3LM 17 3LM C4A C4A C 0 1 N N N 29.850 -12.017 44.632 -0.368 -0.888 -0.930 C4A 3LM 18 3LM C5A C5A C 0 1 N N N 31.501 -10.147 42.889 2.144 0.414 -0.208 C5A 3LM 19 3LM OP1 OP1 O 0 1 N N N 30.516 -9.372 40.097 3.825 2.856 -1.199 OP1 3LM 20 3LM OP2 OP2 O 0 1 N N N 28.892 -10.727 41.495 5.532 2.364 0.593 OP2 3LM 21 3LM OP3 OP3 O 0 1 N N N 28.616 -8.227 41.371 3.118 3.213 1.197 OP3 3LM 22 3LM OP4 OP4 O 0 1 N N N 30.412 -9.281 42.597 3.454 0.798 0.214 OP4 3LM 23 3LM O2 O2 O 0 1 N N N 29.071 -15.260 46.987 -2.301 1.864 -1.999 O2 3LM 24 3LM HN HN H 0 1 N N N 28.656 -12.622 46.094 -0.983 -0.659 1.089 HN 3LM 25 3LM HO3 HO3 H 0 1 N N N 30.047 -12.424 47.119 -1.109 -3.773 0.196 HO3 3LM 26 3LM H6 H6 H 0 1 N N N 33.366 -8.842 44.307 3.945 -1.367 0.731 H6 3LM 27 3LM HB HB H 0 1 N N N 28.494 -13.593 43.019 -2.822 0.577 1.940 HB 3LM 28 3LM HE HE H 0 1 N N N 29.048 -17.717 40.332 -8.162 0.981 1.078 HE 3LM 29 3LM HEA HEA H 0 1 N N N 27.406 -16.989 40.314 -7.183 2.451 1.292 HEA 3LM 30 3LM HEB HEB H 0 1 N N N 28.858 -15.931 40.345 -7.268 1.664 -0.301 HEB 3LM 31 3LM HG HG H 0 1 N N N 26.793 -15.966 43.941 -4.418 2.438 1.151 HG 3LM 32 3LM HGA HGA H 0 1 N N N 26.786 -15.160 42.311 -4.503 1.650 -0.442 HGA 3LM 33 3LM H2A H2A H 0 1 N N N 33.644 -9.700 48.813 1.283 -5.470 1.493 H2A 3LM 34 3LM H2A1 H2A1 H 0 0 N N N 31.934 -10.097 49.190 0.975 -5.675 -0.248 H2A1 3LM 35 3LM H2A2 H2A2 H 0 0 N N N 33.111 -11.414 48.865 2.644 -5.709 0.371 H2A2 3LM 36 3LM H4A H4A H 0 1 N N N 30.271 -12.500 43.738 -0.956 -1.511 -1.604 H4A 3LM 37 3LM H4A1 H4A1 H 0 0 N N N 29.024 -11.334 44.386 0.016 -0.026 -1.475 H4A1 3LM 38 3LM H5A H5A H 0 1 N N N 32.404 -9.753 42.399 2.009 0.678 -1.257 H5A 3LM 39 3LM H5A1 H5A1 H 0 0 N N N 31.265 -11.150 42.504 1.401 0.934 0.396 H5A1 3LM 40 3LM H2 H2 H 0 1 N N N 28.729 -15.836 47.660 -2.550 2.046 -2.915 H2 3LM 41 3LM HOP2 HOP2 H 0 0 N N N 29.197 -11.355 40.851 5.915 3.252 0.590 HOP2 3LM 42 3LM HOP3 HOP3 H 0 0 N N N 28.776 -7.620 40.658 3.172 2.919 2.117 HOP3 3LM 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 3LM C O1 DOUB N N 1 3LM C CA SING N N 2 3LM C O2 SING N N 3 3LM N CA SING N N 4 3LM N C4A SING N N 5 3LM P OP1 DOUB N N 6 3LM P OP2 SING N N 7 3LM P OP3 SING N N 8 3LM P OP4 SING N N 9 3LM N1 C2 DOUB Y N 10 3LM N1 C6 SING Y N 11 3LM C2 C3 SING Y N 12 3LM C2 C2A SING N N 13 3LM C3 O3 SING N N 14 3LM C3 C4 DOUB Y N 15 3LM C4 C5 SING Y N 16 3LM C4 C4A SING N N 17 3LM C5 C6 DOUB Y N 18 3LM C5 C5A SING N N 19 3LM CA CB DOUB N N 20 3LM CB CG SING N N 21 3LM SD CE SING N N 22 3LM SD CG SING N E 23 3LM C5A OP4 SING N N 24 3LM N HN SING N N 25 3LM O3 HO3 SING N N 26 3LM C6 H6 SING N N 27 3LM CB HB SING N N 28 3LM CE HE SING N N 29 3LM CE HEA SING N N 30 3LM CE HEB SING N N 31 3LM CG HG SING N N 32 3LM CG HGA SING N N 33 3LM C2A H2A SING N N 34 3LM C2A H2A1 SING N N 35 3LM C2A H2A2 SING N N 36 3LM C4A H4A SING N N 37 3LM C4A H4A1 SING N N 38 3LM C5A H5A SING N N 39 3LM C5A H5A1 SING N N 40 3LM O2 H2 SING N N 41 3LM OP2 HOP2 SING N N 42 3LM OP3 HOP3 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 3LM SMILES ACDLabs 12.01 "O=P(O)(O)OCc1cnc(c(O)c1CNC(=C/CSC)/C(=O)O)C" 3LM SMILES_CANONICAL CACTVS 3.370 "CSC\C=C(NCc1c(O)c(C)ncc1CO[P](O)(O)=O)/C(O)=O" 3LM SMILES CACTVS 3.370 "CSCC=C(NCc1c(O)c(C)ncc1CO[P](O)(O)=O)C(O)=O" 3LM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CN/C(=C/CSC)/C(=O)O)O" 3LM SMILES "OpenEye OEToolkits" 1.7.0 "Cc1c(c(c(cn1)COP(=O)(O)O)CNC(=CCSC)C(=O)O)O" 3LM InChI InChI 1.03 "InChI=1S/C13H19N2O7PS/c1-8-12(16)10(6-15-11(13(17)18)3-4-24-2)9(5-14-8)7-22-23(19,20)21/h3,5,15-16H,4,6-7H2,1-2H3,(H,17,18)(H2,19,20,21)/b11-3+" 3LM InChIKey InChI 1.03 LPFNPHQQDYAHKU-QDEBKDIKSA-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 3LM "SYSTEMATIC NAME" ACDLabs 12.01 "(2E)-2-[({3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methyl)amino]-4-(methylsulfanyl)but-2-enoic acid" 3LM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(E)-2-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]-4-methylsulfanyl-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 3LM "Create component" 2010-03-03 PDBJ 3LM "Modify aromatic_flag" 2011-06-04 RCSB 3LM "Modify descriptor" 2011-06-04 RCSB #