data_0A3
# 
_chem_comp.id                                    0A3 
_chem_comp.name                                  "(2R)-2-[(R)-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}(carboxy)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H17 N5 O6 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-09 
_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                        415.445 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     0A3 
_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        1CEF 
_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 
0A3 OG     OG     O 0 1 N N N 15.387 -10.795 39.583 2.041  -2.474 1.398  OG     0A3 1  
0A3 S1     S1     S 0 1 N N N 17.748 -13.029 42.987 1.533  1.137  0.885  S1     0A3 2  
0A3 C2     C2     C 0 1 N N N 18.146 -11.819 44.238 2.898  2.206  0.335  C2     0A3 3  
0A3 C3     C3     C 0 1 N N N 18.954 -10.717 43.847 4.069  1.354  -0.062 C3     0A3 4  
0A3 "C3'"  "C3'"  C 0 1 N N N 19.840 -10.169 44.694 5.425  2.011  -0.072 "C3'"  0A3 5  
0A3 C4     C4     C 0 1 N N N 18.795 -10.108 42.490 4.014  0.087  -0.400 C4     0A3 6  
0A3 "C4'"  "C4'"  C 0 1 N N N 19.674 -8.923  41.918 5.292  -0.548 -0.772 "C4'"  0A3 7  
0A3 O4A    O4A    O 0 1 N N N 19.079 -7.876  41.567 6.303  0.123  -0.852 O4A    0A3 8  
0A3 O4B    O4B    O 0 1 N N N 20.917 -9.069  41.826 5.340  -1.871 -1.024 O4B    0A3 9  
0A3 N5     N5     N 0 1 N N N 17.740 -10.509 41.741 2.887  -0.723 -0.447 N5     0A3 10 
0A3 C6     C6     C 0 1 N N R 17.120 -11.852 41.766 1.537  -0.141 -0.414 C6     0A3 11 
0A3 C7     C7     C 0 1 N N R 17.117 -12.449 40.274 0.510  -1.225 -0.082 C7     0A3 12 
0A3 C8     C8     C 0 1 N N N 16.646 -11.350 39.341 0.859  -1.860 1.240  C8     0A3 13 
0A3 O9     O9     O 0 1 N N N 17.302 -11.031 38.346 0.073  -1.815 2.157  O9     0A3 14 
0A3 N10    N10    N 0 1 N N N 18.436 -12.943 39.903 -0.824 -0.625 0.001  N10    0A3 15 
0A3 C11    C11    C 0 1 N N N 18.727 -14.238 39.953 -1.918 -1.381 -0.220 C11    0A3 16 
0A3 O12    O12    O 0 1 N N N 17.855 -15.100 40.085 -1.805 -2.579 -0.389 O12    0A3 17 
0A3 C13    C13    C 0 1 N N N 20.126 -14.482 39.805 -3.259 -0.751 -0.256 C13    0A3 18 
0A3 N16    N16    N 0 1 N N N 20.642 -15.335 38.922 -4.325 -1.494 -0.354 N16    0A3 19 
0A3 O17    O17    O 0 1 N N N 19.770 -15.520 37.792 -4.199 -2.893 -0.533 O17    0A3 20 
0A3 C18    C18    C 0 1 N N N 20.510 -16.198 36.803 -5.448 -3.582 -0.624 C18    0A3 21 
0A3 C14    C14    C 0 1 Y N N 21.117 -14.000 40.489 -3.387 0.720  -0.181 C14    0A3 22 
0A3 C15    C15    C 0 1 Y N N 21.022 -13.351 42.022 -4.582 1.338  -0.099 C15    0A3 23 
0A3 S16    S16    S 0 1 Y N N 22.007 -12.490 42.436 -4.301 3.076  -0.029 S16    0A3 24 
0A3 C17    C17    C 0 1 Y N N 23.166 -12.860 41.234 -2.564 2.803  -0.119 C17    0A3 25 
0A3 N18    N18    N 0 1 N N N 24.500 -12.464 41.059 -1.599 3.796  -0.114 N18    0A3 26 
0A3 N19    N19    N 0 1 Y N N 22.494 -13.625 40.377 -2.328 1.531  -0.184 N19    0A3 27 
0A3 H2C1   1H2C   H 0 0 N N N 17.193 -11.405 44.598 2.573  2.799  -0.520 H2C1   0A3 28 
0A3 H2C2   2H2C   H 0 0 N N N 18.745 -12.363 44.983 3.190  2.869  1.149  H2C2   0A3 29 
0A3 H6     H6     H 0 1 N N N 16.093 -11.698 42.129 1.304  0.310  -1.379 H6     0A3 30 
0A3 "H3'1" "1H3'" H 0 0 N N N 20.799 -10.019 44.176 5.326  3.054  0.227  "H3'1" 0A3 31 
0A3 "H3'2" "2H3'" H 0 0 N N N 19.459 -9.199  45.047 6.084  1.494  0.626  "H3'2" 0A3 32 
0A3 "H3'3" "3H3'" H 0 0 N N N 19.989 -10.840 45.553 5.846  1.959  -1.076 "H3'3" 0A3 33 
0A3 H5     H5     H 0 1 N N N 17.000 -9.890  42.004 2.991  -1.686 -0.501 H5     0A3 34 
0A3 H4B    H4B    H 0 1 N N N 21.303 -8.281  41.461 6.200  -2.241 -1.265 H4B    0A3 35 
0A3 H7     H7     H 0 1 N N N 16.437 -13.311 40.207 0.518  -1.985 -0.863 H7     0A3 36 
0A3 H10    H10    H 0 1 N N N 19.136 -12.294 39.605 -0.920 0.316  0.215  H10    0A3 37 
0A3 H181   1H18   H 0 0 N N N 19.873 -16.375 35.924 -6.017 -3.425 0.292  H181   0A3 38 
0A3 H182   2H18   H 0 0 N N N 21.377 -15.587 36.510 -6.014 -3.198 -1.474 H182   0A3 39 
0A3 H183   3H18   H 0 0 N N N 20.859 -17.162 37.203 -5.266 -4.647 -0.761 H183   0A3 40 
0A3 H15    H15    H 0 1 N N N 20.201 -13.603 42.677 -5.546 0.851  -0.080 H15    0A3 41 
0A3 HA1    1HA    H 0 1 N N N 24.695 -12.370 40.083 -1.862 4.728  -0.059 HA1    0A3 42 
0A3 HB2    2HB    H 0 1 N N N 24.650 -11.587 41.515 -0.660 3.559  -0.166 HB2    0A3 43 
0A3 H17    H17    H 0 1 N N N 15.171 -10.184 38.888 2.220  -2.866 2.263  H17    0A3 44 
# 
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 
0A3 OG    C8     SING N N 1  
0A3 S1    C2     SING N N 2  
0A3 S1    C6     SING N N 3  
0A3 C2    C3     SING N N 4  
0A3 C2    H2C1   SING N N 5  
0A3 C2    H2C2   SING N N 6  
0A3 C3    "C3'"  SING N N 7  
0A3 C3    C4     DOUB N N 8  
0A3 "C3'" "H3'1" SING N N 9  
0A3 "C3'" "H3'2" SING N N 10 
0A3 "C3'" "H3'3" SING N N 11 
0A3 C4    "C4'"  SING N N 12 
0A3 C4    N5     SING N N 13 
0A3 "C4'" O4A    DOUB N N 14 
0A3 "C4'" O4B    SING N N 15 
0A3 O4B   H4B    SING N N 16 
0A3 N5    C6     SING N N 17 
0A3 N5    H5     SING N N 18 
0A3 C6    C7     SING N N 19 
0A3 C6    H6     SING N N 20 
0A3 C7    C8     SING N N 21 
0A3 C7    N10    SING N N 22 
0A3 C7    H7     SING N N 23 
0A3 C8    O9     DOUB N N 24 
0A3 N10   C11    SING N N 25 
0A3 N10   H10    SING N N 26 
0A3 C11   O12    DOUB N N 27 
0A3 C11   C13    SING N N 28 
0A3 C13   N16    DOUB N N 29 
0A3 C13   C14    SING N Z 30 
0A3 N16   O17    SING N N 31 
0A3 O17   C18    SING N N 32 
0A3 C18   H181   SING N N 33 
0A3 C18   H182   SING N N 34 
0A3 C18   H183   SING N N 35 
0A3 C14   C15    DOUB N N 36 
0A3 C14   N19    SING Y N 37 
0A3 C15   S16    SING Y N 38 
0A3 C15   H15    SING Y N 39 
0A3 S16   C17    SING N N 40 
0A3 C17   N18    SING Y N 41 
0A3 C17   N19    DOUB N N 42 
0A3 N18   HA1    SING Y N 43 
0A3 N18   HB2    SING N N 44 
0A3 OG    H17    SING N N 45 
# 
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 
0A3 SMILES           ACDLabs              10.04 O=C(O)C(NC(=O)/C(=N\OC)c1nc(sc1)N)C2SCC(=C(N2)C(=O)O)C                                                                                                                                               
0A3 InChI            InChI                1.02b InChI=1/C14H17N5O6S2/c1-5-3-26-11(18-7(5)12(21)22)9(13(23)24)17-10(20)8(19-25-2)6-4-27-14(15)16-6/h4,9,11,18H,3H2,1-2H3,(H2,15,16)(H,17,20)(H,21,22)(H,23,24)/b19-8-/t9-,11+/m0/s1/f/h17,21,23H,15H2 
0A3 InChIKey         InChI                1.02b WTIAJRXHONNHHK-OIJUJQFXDP                                                                                                                                                                            
0A3 SMILES_CANONICAL CACTVS               3.341 CO\N=C(/C(=O)N[C@@H]([C@@H]1NC(=C(C)CS1)C(O)=O)C(O)=O)c2csc(N)n2                                                                                                                                     
0A3 SMILES           CACTVS               3.341 CON=C(C(=O)N[CH]([CH]1NC(=C(C)CS1)C(O)=O)C(O)=O)c2csc(N)n2                                                                                                                                           
0A3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=C(N[C@H](SC1)[C@@H](C(=O)O)NC(=O)C(=NOC)c2csc(n2)N)C(=O)O                                                                                                                                        
0A3 SMILES           "OpenEye OEToolkits" 1.5.0 CC1=C(NC(SC1)C(C(=O)O)NC(=O)C(=NOC)c2csc(n2)N)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 
0A3 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-2-[(R)-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}(carboxy)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid"       
0A3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[(1R)-1-[[2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-ethanoyl]amino]-2-hydroxy-2-oxo-ethyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" 
# 
