data_CED
# 
_chem_comp.id                                    CED 
_chem_comp.name                                  "5-METHYL-2-[2-OXO-1-(2-THIOPHEN-2-YL-ACETYLAMINO)-ETHYL]-3,6-DIHYDRO-2H-[1,3]THIAZINE-4-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H16 N2 O4 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "DEGRADED CEPHALORIDINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-12-20 
_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                        340.418 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CED 
_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        1GHM 
_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 
CED S1     S1     S 0 1 N N N 2.579 -6.720  -10.994 1.866  -0.804 1.507  S1     CED 1  
CED C2     C2     C 0 1 N N N 4.286 -6.291  -10.587 2.277  -0.667 3.269  C2     CED 2  
CED C3     C3     C 0 1 N N N 5.326 -6.340  -11.665 1.216  0.114  3.985  C3     CED 3  
CED "C3'"  "C3'"  C 0 1 N N N 6.498 -5.548  -11.511 1.607  0.783  5.277  "C3'"  CED 4  
CED C4     C4     C 0 1 N N N 5.113 -7.252  -12.872 -0.024 0.269  3.579  C4     CED 5  
CED "C4'"  "C4'"  C 0 1 N N N 6.155 -7.370  -13.992 -0.913 1.073  4.437  "C4'"  CED 6  
CED O4A    O4A    O 0 1 N N N 7.240 -6.745  -13.974 -0.488 1.557  5.468  O4A    CED 7  
CED O4B    O4B    O 0 1 N N N 5.795 -8.134  -14.883 -2.197 1.271  4.079  O4B    CED 8  
CED N5     N5     N 0 1 N N N 3.982 -8.021  -13.039 -0.576 -0.255 2.415  N5     CED 9  
CED C6     C6     C 0 1 N N R 2.848 -8.123  -12.130 0.123  -1.306 1.663  C6     CED 10 
CED C7     C7     C 0 1 N N R 2.939 -9.479  -11.350 -0.501 -1.454 0.274  C7     CED 11 
CED C8     C8     C 0 1 N N N 3.640 -10.513 -12.248 -1.955 -1.825 0.415  C8     CED 12 
CED O9     O9     O 0 1 N N N 4.829 -10.838 -12.046 -2.809 -1.105 -0.042 O9     CED 13 
CED N10    N10    N 0 1 N N N 3.781 -9.448  -10.092 -0.389 -0.185 -0.449 N10    CED 14 
CED C11    C11    C 0 1 N N N 3.156 -9.388  -8.792  -0.287 -0.182 -1.792 C11    CED 15 
CED O12    O12    O 0 1 N N N 1.921 -9.347  -8.634  -0.287 -1.230 -2.403 O12    CED 16 
CED C13    C13    C 0 1 N N N 4.111 -9.409  -7.598  -0.172 1.122  -2.537 C13    CED 17 
CED C14    C14    C 0 1 Y N N 4.654 -8.038  -7.345  -0.072 0.850  -4.016 C14    CED 18 
CED C15    C15    C 0 1 Y N N 3.900 -6.805  -7.052  -1.064 0.737  -4.932 C15    CED 19 
CED C16    C16    C 0 1 Y N N 4.865 -5.771  -6.971  -0.733 0.486  -6.250 C16    CED 20 
CED C17    C17    C 0 1 Y N N 6.174 -6.109  -7.129  0.572  0.349  -6.586 C17    CED 21 
CED S19    S19    S 0 1 Y N N 6.295 -7.785  -7.414  1.384  0.585  -5.014 S19    CED 22 
CED H21    1H2    H 0 1 N N N 4.299 -5.278  -10.121 3.238  -0.164 3.378  H21    CED 23 
CED H22    2H2    H 0 1 N N N 4.622 -6.927  -9.735  2.341  -1.664 3.704  H22    CED 24 
CED "H3'1" "1H3'" H 0 0 N N N 7.271 -5.584  -12.313 2.655  0.574  5.493  "H3'1" CED 25 
CED "H3'2" "2H3'" H 0 0 N N N 6.199 -4.487  -11.342 1.463  1.860  5.187  "H3'2" CED 26 
CED "H3'3" "3H3'" H 0 0 N N N 6.976 -5.793  -10.534 0.986  0.401  6.087  "H3'3" CED 27 
CED HO4    HO4    H 0 1 N N N 6.440 -8.207  -15.576 -2.780 1.798  4.642  HO4    CED 28 
CED HN5    HN5    H 0 1 N N N 4.309 -8.975  -13.189 -1.430 0.075  2.097  HN5    CED 29 
CED H6     H6     H 0 1 N N N 1.943 -8.088  -12.781 0.057  -2.251 2.201  H6     CED 30 
CED H7     H7     H 0 1 N N N 1.885 -9.715  -11.073 0.021  -2.234 -0.277 H7     CED 31 
CED H8     H8     H 0 1 N N N 3.254 -11.072 -13.116 -2.233 -2.736 0.924  H8     CED 32 
CED HN1    HN1    H 0 1 N N N 4.800 -9.468  -10.121 -0.389 0.653  0.039  HN1    CED 33 
CED H131   1H13   H 0 0 N N N 3.631 -9.841  -6.688  -1.053 1.732  -2.339 H131   CED 34 
CED H132   2H13   H 0 0 N N N 4.923 -10.161 -7.728  0.719  1.653  -2.204 H132   CED 35 
CED H15    H15    H 0 1 N N N 2.812 -6.679  -6.917  -2.097 0.850  -4.638 H15    CED 36 
CED H16    H16    H 0 1 N N N 4.600 -4.716  -6.787  -1.504 0.396  -7.001 H16    CED 37 
CED H17    H17    H 0 1 N N N 6.904 -5.286  -7.050  1.008  0.149  -7.553 H17    CED 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 
CED S1    C2     SING N N 1  
CED S1    C6     SING N N 2  
CED C2    C3     SING N N 3  
CED C2    H21    SING N N 4  
CED C2    H22    SING N N 5  
CED C3    "C3'"  SING N N 6  
CED C3    C4     DOUB N N 7  
CED "C3'" "H3'1" SING N N 8  
CED "C3'" "H3'2" SING N N 9  
CED "C3'" "H3'3" SING N N 10 
CED C4    "C4'"  SING N N 11 
CED C4    N5     SING N N 12 
CED "C4'" O4A    DOUB N N 13 
CED "C4'" O4B    SING N N 14 
CED O4B   HO4    SING N N 15 
CED N5    C6     SING N N 16 
CED N5    HN5    SING N N 17 
CED C6    C7     SING N N 18 
CED C6    H6     SING N N 19 
CED C7    C8     SING N N 20 
CED C7    N10    SING N N 21 
CED C7    H7     SING N N 22 
CED C8    O9     DOUB N N 23 
CED C8    H8     SING N N 24 
CED N10   C11    SING N N 25 
CED N10   HN1    SING N N 26 
CED C11   O12    DOUB N N 27 
CED C11   C13    SING N N 28 
CED C13   C14    SING N N 29 
CED C13   H131   SING N N 30 
CED C13   H132   SING N N 31 
CED C14   C15    DOUB Y N 32 
CED C14   S19    SING Y N 33 
CED C15   C16    SING Y N 34 
CED C15   H15    SING N N 35 
CED C16   C17    DOUB Y N 36 
CED C16   H16    SING N N 37 
CED C17   S19    SING Y N 38 
CED C17   H17    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 
CED SMILES           ACDLabs              10.04 O=CC(NC(=O)Cc1sccc1)C2SCC(=C(N2)C(=O)O)C                                                                                                                  
CED InChI            InChI                1.02b InChI=1/C14H16N2O4S2/c1-8-7-22-13(16-12(8)14(19)20)10(6-17)15-11(18)5-9-3-2-4-21-9/h2-4,6,10,13,16H,5,7H2,1H3,(H,15,18)(H,19,20)/t10-,13-/m1/s1/f/h15,19H 
CED InChIKey         InChI                1.02b SFVACKBZMIZHCK-DHEJARMDDP                                                                                                                                 
CED SMILES_CANONICAL CACTVS               3.341 CC1=C(N[C@H](SC1)[C@H](NC(=O)Cc2sccc2)C=O)C(O)=O                                                                                                          
CED SMILES           CACTVS               3.341 CC1=C(N[CH](SC1)[CH](NC(=O)Cc2sccc2)C=O)C(O)=O                                                                                                            
CED SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=C(N[C@H](SC1)[C@@H](C=O)NC(=O)Cc2cccs2)C(=O)O                                                                                                         
CED SMILES           "OpenEye OEToolkits" 1.5.0 CC1=C(NC(SC1)C(C=O)NC(=O)Cc2cccs2)C(=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 
CED "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-5-methyl-2-{(1R)-2-oxo-1-[(thiophen-2-ylacetyl)amino]ethyl}-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid"   
CED "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-5-methyl-2-[(1R)-2-oxo-1-(2-thiophen-2-ylethanoylamino)ethyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" 
# 
