data_DCS
# 
_chem_comp.id                                    DCS 
_chem_comp.name                                  D-[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                         D-PYRIDOXYL-N,O-CYCLOSERYLAMIDE-5-MONOPHOSPHATE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-10-28 
_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                         SCP 
_chem_comp.formula_weight                        333.234 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DCS 
_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        1D7S 
_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 
DCS N1   N1   N 0 1 Y N N 17.453 53.482 13.804 3.732  0.488  0.889  N1   DCS 1  
DCS C2   C2   C 0 1 Y N N 16.379 53.724 14.600 3.946  0.195  -0.378 C2   DCS 2  
DCS C2A  C2A  C 0 1 N N N 15.295 54.664 14.153 5.328  0.351  -0.957 C2A  DCS 3  
DCS C3   C3   C 0 1 Y N N 16.366 53.125 15.872 2.910  -0.249 -1.186 C3   DCS 4  
DCS O3   O3   O 0 1 N N N 15.300 53.461 16.621 3.135  -0.549 -2.492 O3   DCS 5  
DCS C4   C4   C 0 1 Y N N 17.409 52.303 16.296 1.639  -0.393 -0.637 C4   DCS 6  
DCS C4A  C4A  C 0 1 N N N 17.439 51.643 17.599 0.486  -0.880 -1.477 C4A  DCS 7  
DCS C5   C5   C 0 1 Y N N 18.452 52.060 15.368 1.459  -0.074 0.698  C5   DCS 8  
DCS C6   C6   C 0 1 Y N N 18.475 52.654 14.146 2.539  0.368  1.438  C6   DCS 9  
DCS C5A  C5A  C 0 1 N N N 19.644 51.169 15.818 0.100  -0.208 1.337  C5A  DCS 10 
DCS O4P  O4P  O 0 1 N N N 19.332 49.771 15.880 0.180  0.179  2.710  O4P  DCS 11 
DCS P    P    P 0 1 N N N 20.233 48.741 16.735 -1.297 0.013  3.326  P    DCS 12 
DCS O1P  O1P  O 0 1 N N N 20.077 49.119 18.148 -1.727 -1.397 3.203  O1P  DCS 13 
DCS O2P  O2P  O 0 1 N N N 19.704 47.320 16.453 -1.281 0.435  4.880  O2P  DCS 14 
DCS O3P  O3P  O 0 1 N N N 21.588 48.863 16.198 -2.323 0.958  2.524  O3P  DCS 15 
DCS N    N    N 0 1 N N N 16.400 51.583 18.380 -0.182 0.268  -2.102 N    DCS 16 
DCS CA   CA   C 0 1 N N R 16.435 51.972 19.667 -1.289 -0.271 -2.902 CA   DCS 17 
DCS C    C    C 0 1 N N N 15.241 51.886 20.374 -2.579 -0.273 -2.103 C    DCS 18 
DCS O    O    O 0 1 N N N 14.067 52.401 20.322 -2.718 -0.658 -0.961 O    DCS 19 
DCS ND   ND   N 0 1 N N N 15.422 51.083 21.375 -3.545 0.239  -2.896 ND   DCS 20 
DCS OG   OG   O 0 1 N N N 16.765 50.604 21.312 -3.050 0.564  -4.180 OG   DCS 21 
DCS CB   CB   C 0 1 N N N 17.405 51.175 20.255 -1.616 0.664  -4.088 CB   DCS 22 
DCS H2A1 1H2A H 0 0 N N N 14.413 54.862 14.806 5.880  -0.580 -0.835 H2A1 DCS 23 
DCS H2A2 2H2A H 0 0 N N N 15.765 55.641 13.893 5.253  0.593  -2.017 H2A2 DCS 24 
DCS H2A3 3H2A H 0 0 N N N 14.923 54.321 13.159 5.851  1.154  -0.437 H2A3 DCS 25 
DCS HO3  HO3  H 0 1 N N N 15.291 53.056 17.480 2.980  0.260  -2.996 HO3  DCS 26 
DCS H4A1 1H4A H 0 0 N N N 17.799 50.600 17.438 0.859  -1.549 -2.253 H4A1 DCS 27 
DCS H4A2 2H4A H 0 0 N N N 18.273 52.094 18.184 -0.222 -1.414 -0.846 H4A2 DCS 28 
DCS H6   H6   H 0 1 N N N 19.306 52.467 13.445 2.405  0.618  2.480  H6   DCS 29 
DCS H5A1 1H5A H 0 0 N N N 20.532 51.344 15.167 -0.609 0.434  0.818  H5A1 DCS 30 
DCS H5A2 2H5A H 0 0 N N N 20.052 51.523 16.793 -0.231 -1.244 1.271  H5A2 DCS 31 
DCS HOP2 2HOP H 0 0 N N N 20.234 46.713 16.956 -2.183 0.321  5.210  HOP2 DCS 32 
DCS HOP3 3HOP H 0 0 N N N 22.118 48.256 16.701 -2.008 1.866  2.629  HOP3 DCS 33 
DCS HN   HN   H 0 1 N N N 16.055 50.623 18.358 -0.598 0.803  -1.355 HN   DCS 34 
DCS HA   HA   H 0 1 N N N 16.653 53.065 19.695 -1.054 -1.275 -3.256 HA   DCS 35 
DCS HND  HND  H 0 1 N N N 14.685 50.877 22.049 -4.466 0.366  -2.619 HND  DCS 36 
DCS HB1  1HB  H 0 1 N N N 17.882 50.445 19.559 -1.312 1.688  -3.868 HB1  DCS 37 
DCS HB2  2HB  H 0 1 N N N 18.342 51.716 20.524 -1.144 0.308  -5.004 HB2  DCS 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 
DCS N1  C2   DOUB Y N 1  
DCS N1  C6   SING Y N 2  
DCS C2  C2A  SING N N 3  
DCS C2  C3   SING Y N 4  
DCS C2A H2A1 SING N N 5  
DCS C2A H2A2 SING N N 6  
DCS C2A H2A3 SING N N 7  
DCS C3  O3   SING N N 8  
DCS C3  C4   DOUB Y N 9  
DCS O3  HO3  SING N N 10 
DCS C4  C4A  SING N N 11 
DCS C4  C5   SING Y N 12 
DCS C4A N    SING N N 13 
DCS C4A H4A1 SING N N 14 
DCS C4A H4A2 SING N N 15 
DCS C5  C6   DOUB Y N 16 
DCS C5  C5A  SING N N 17 
DCS C6  H6   SING N N 18 
DCS C5A O4P  SING N N 19 
DCS C5A H5A1 SING N N 20 
DCS C5A H5A2 SING N N 21 
DCS O4P P    SING N N 22 
DCS P   O1P  DOUB N N 23 
DCS P   O2P  SING N N 24 
DCS P   O3P  SING N N 25 
DCS O2P HOP2 SING N N 26 
DCS O3P HOP3 SING N N 27 
DCS N   CA   SING N N 28 
DCS N   HN   SING N N 29 
DCS CA  C    SING N N 30 
DCS CA  CB   SING N N 31 
DCS CA  HA   SING N N 32 
DCS C   O    DOUB N N 33 
DCS C   ND   SING N N 34 
DCS ND  OG   SING N N 35 
DCS ND  HND  SING N N 36 
DCS OG  CB   SING N N 37 
DCS CB  HB1  SING N N 38 
DCS 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 
DCS SMILES           ACDLabs              10.04 O=C2NOCC2NCc1c(cnc(c1O)C)COP(=O)(O)O                                                                                                                  
DCS 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 
DCS InChIKey         InChI                1.02b NNRZSZJOQKAGTO-LUCJAKDJDF                                                                                                                             
DCS SMILES_CANONICAL CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CN[C@@H]2CONC2=O)c1O                                                                                                           
DCS SMILES           CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(CN[CH]2CONC2=O)c1O                                                                                                             
DCS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)CN[C@@H]2CONC2=O)O                                                                                                           
DCS 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 
DCS "SYSTEMATIC NAME" ACDLabs              10.04 "[5-hydroxy-6-methyl-4-({[(4R)-3-oxoisoxazolidin-4-yl]amino}methyl)pyridin-3-yl]methyl dihydrogen phosphate"    
DCS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[5-hydroxy-6-methyl-4-[[[(4R)-3-oxo-1,2-oxazolidin-4-yl]amino]methyl]pyridin-3-yl]methyl dihydrogen phosphate" 
# 
