data_LCS
# 
_chem_comp.id                                    LCS 
_chem_comp.name                                  L-[3-HYDROXY-2-METHYL-5-PHOSPHONOOXYMETHYL-PYRIDIN-4-YLMETHYL]-N,O-CYCLOSERYLAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H16 N3 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         L-PYRIDOXYL-N,O-CYCLOSERYLAMIDE-5-MONOPHOSPHATE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-11-17 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        333.234 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LCS 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1D7U 
_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 
LCS N1   N1   N 0 1 Y N N 17.548 53.571 13.857 3.732  0.488  0.889  N1   LCS 1  
LCS C2   C2   C 0 1 Y N N 16.476 53.854 14.628 3.946  0.195  -0.378 C2   LCS 2  
LCS C2A  C2A  C 0 1 N N N 15.458 54.823 14.090 5.328  0.351  -0.957 C2A  LCS 3  
LCS C3   C3   C 0 1 Y N N 16.370 53.230 15.900 2.910  -0.249 -1.186 C3   LCS 4  
LCS O3   O3   O 0 1 N N N 15.254 53.532 16.639 3.135  -0.549 -2.492 O3   LCS 5  
LCS C4   C4   C 0 1 Y N N 17.382 52.396 16.321 1.639  -0.393 -0.637 C4   LCS 6  
LCS C4A  C4A  C 0 1 N N N 17.314 51.669 17.547 0.486  -0.880 -1.477 C4A  LCS 7  
LCS C5   C5   C 0 1 Y N N 18.441 52.118 15.409 1.459  -0.074 0.698  C5   LCS 8  
LCS C6   C6   C 0 1 Y N N 18.532 52.730 14.203 2.539  0.368  1.438  C6   LCS 9  
LCS C5A  C5A  C 0 1 N N N 19.623 51.216 15.864 0.100  -0.208 1.337  C5A  LCS 10 
LCS O4P  O4P  O 0 1 N N N 19.367 49.830 15.843 0.180  0.179  2.710  O4P  LCS 11 
LCS P    P    P 0 1 N N N 20.320 48.839 16.721 -1.297 0.013  3.326  P    LCS 12 
LCS O1P  O1P  O 0 1 N N N 20.248 49.289 18.125 -1.727 -1.397 3.203  O1P  LCS 13 
LCS O2P  O2P  O 0 1 N N N 19.767 47.392 16.569 -1.281 0.435  4.880  O2P  LCS 14 
LCS O3P  O3P  O 0 1 N N N 21.654 48.881 16.081 -2.323 0.958  2.524  O3P  LCS 15 
LCS N    N    N 0 1 N N N 16.361 51.939 18.337 -0.182 0.268  -2.102 N    LCS 16 
LCS CA   CA   C 0 1 N N R 16.429 51.685 19.632 -1.289 -0.271 -2.902 CA   LCS 17 
LCS C    C    C 0 1 N N N 15.488 52.010 20.583 -2.579 -0.273 -2.103 C    LCS 18 
LCS O    O    O 0 1 N N N 14.325 52.585 20.621 -2.718 -0.658 -0.961 O    LCS 19 
LCS ND   ND   N 0 1 N N N 15.942 51.592 21.726 -3.545 0.239  -2.896 ND   LCS 20 
LCS OG   OG   O 0 1 N N N 17.191 50.934 21.514 -3.050 0.564  -4.180 OG   LCS 21 
LCS CB   CB   C 0 1 N N N 17.516 51.017 20.189 -1.616 0.664  -4.088 CB   LCS 22 
LCS H2A1 1H2A H 0 0 N N N 14.572 55.056 14.726 5.880  -0.580 -0.835 H2A1 LCS 23 
LCS H2A2 2H2A H 0 0 N N N 15.969 55.773 13.810 5.253  0.593  -2.017 H2A2 LCS 24 
LCS H2A3 3H2A H 0 0 N N N 15.108 54.470 13.091 5.851  1.154  -0.437 H2A3 LCS 25 
LCS HO3  HO3  H 0 1 N N N 15.183 53.114 17.489 2.980  0.260  -2.996 HO3  LCS 26 
LCS H4A1 1H4A H 0 0 N N N 17.311 50.575 17.327 0.859  -1.549 -2.253 H4A1 LCS 27 
LCS H4A2 2H4A H 0 0 N N N 18.282 51.771 18.089 -0.222 -1.414 -0.846 H4A2 LCS 28 
LCS H6   H6   H 0 1 N N N 19.381 52.549 13.523 2.405  0.618  2.480  H6   LCS 29 
LCS H5A1 1H5A H 0 0 N N N 20.533 51.446 15.262 -0.609 0.434  0.818  H5A1 LCS 30 
LCS H5A2 2H5A H 0 0 N N N 19.972 51.525 16.876 -0.231 -1.244 1.271  H5A2 LCS 31 
LCS HOP2 2HOP H 0 0 N N N 20.322 46.814 17.080 -2.183 0.321  5.210  HOP2 LCS 32 
LCS HOP3 3HOP H 0 0 N N N 22.209 48.303 16.592 -2.008 1.866  2.629  HOP3 LCS 33 
LCS HN   HN   H 0 1 N N N 15.521 51.487 17.975 -0.598 0.803  -1.355 HN   LCS 34 
LCS HA   HA   H 0 1 N N N 16.037 52.125 18.685 -1.054 -1.275 -3.256 HA   LCS 35 
LCS HND  HND  H 0 1 N N N 15.431 51.746 22.595 -4.466 0.366  -2.619 HND  LCS 36 
LCS HB1  1HB  H 0 1 N N N 17.753 50.039 19.708 -1.312 1.688  -3.868 HB1  LCS 37 
LCS HB2  2HB  H 0 1 N N N 18.504 51.490 19.983 -1.144 0.308  -5.004 HB2  LCS 38 
# 
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 
LCS N1  C2   DOUB Y N 1  
LCS N1  C6   SING Y N 2  
LCS C2  C2A  SING N N 3  
LCS C2  C3   SING Y N 4  
LCS C2A H2A1 SING N N 5  
LCS C2A H2A2 SING N N 6  
LCS C2A H2A3 SING N N 7  
LCS C3  O3   SING N N 8  
LCS C3  C4   DOUB Y N 9  
LCS O3  HO3  SING N N 10 
LCS C4  C4A  SING N N 11 
LCS C4  C5   SING Y N 12 
LCS C4A N    SING N N 13 
LCS C4A H4A1 SING N N 14 
LCS C4A H4A2 SING N N 15 
LCS C5  C6   DOUB Y N 16 
LCS C5  C5A  SING N N 17 
LCS C6  H6   SING N N 18 
LCS C5A O4P  SING N N 19 
LCS C5A H5A1 SING N N 20 
LCS C5A H5A2 SING N N 21 
LCS O4P P    SING N N 22 
LCS P   O1P  DOUB N N 23 
LCS P   O2P  SING N N 24 
LCS P   O3P  SING N N 25 
LCS O2P HOP2 SING N N 26 
LCS O3P HOP3 SING N N 27 
LCS N   CA   SING N N 28 
LCS N   HN   SING N N 29 
LCS CA  C    SING N N 30 
LCS CA  CB   SING N N 31 
LCS CA  HA   SING N N 32 
LCS C   O    DOUB N N 33 
LCS C   ND   SING N N 34 
LCS ND  OG   SING N N 35 
LCS ND  HND  SING N N 36 
LCS OG  CB   SING N N 37 
LCS CB  HB1  SING N N 38 
LCS CB  HB2  SING N N 39 
# 
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 
LCS SMILES           ACDLabs              10.04 O=C2NOCC2NCc1c(cnc(c1O)C)COP(=O)(O)O                                                                                                                  
LCS InChI            InChI                1.02b InChI=1/C11H16N3O7P/c1-6-10(15)8(3-13-9-5-20-14-11(9)16)7(2-12-6)4-21-22(17,18)19/h2,9,13,15H,3-5H2,1H3,(H,14,16)(H2,17,18,19)/t9-/m1/s1/f/h14,17-18H 
LCS InChIKey         InChI                1.02b NNRZSZJOQKAGTO-LUCJAKDJDF                                                                                                                             
LCS SMILES_CANONICAL CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CN[C@@H]2CONC2=O)c1O                                                                                                           
LCS SMILES           CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CN[CH]2CONC2=O)c1O                                                                                                             
LCS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)CNC2CONC2=O)O                                                                                                                
LCS SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)CNC2CONC2=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 
LCS "SYSTEMATIC NAME" ACDLabs              10.04 "[5-hydroxy-6-methyl-4-({[(4R)-3-oxoisoxazolidin-4-yl]amino}methyl)pyridin-3-yl]methyl dihydrogen phosphate" 
LCS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[5-hydroxy-6-methyl-4-[[(3-oxo-1,2-oxazolidin-4-yl)amino]methyl]pyridin-3-yl]methyl dihydrogen phosphate"   
# 
