data_CE0
# 
_chem_comp.id                                    CE0 
_chem_comp.name                                  "(2R)-2-[(1R)-2-[(2S)-2-amino-2-carboxyethoxy]-1-{[(2R)-2-[(4S)-2-amino-4,5-dihydro-1,3-thiazol-4-yl]-2-(methoxyamino)acetyl]amino}-2-oxoethyl]-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                               "C17 H26 N6 O8 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-03-27 
_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                        506.554 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CE0 
_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 
CE0 N      N      N 0 1 N N N 15.388 -9.856  36.629 4.925  -1.783 -1.826 N      CE0 1  
CE0 CA     CA     C 0 1 N N S 14.513 -9.467  37.737 4.709  -1.751 -0.373 CA     CE0 2  
CE0 C      C      C 0 1 N N N 13.718 -8.170  37.633 5.656  -2.712 0.297  C      CE0 3  
CE0 O      O      O 0 1 N N N 12.818 -7.945  38.438 6.165  -3.603 -0.342 O      CE0 4  
CE0 CB     CB     C 0 1 N N N 15.286 -9.467  39.052 3.267  -2.157 -0.063 CB     CE0 5  
CE0 OG     OG     O 0 1 N N N 15.387 -10.795 39.583 2.356  -1.166 -0.608 OG     CE0 6  
CE0 OXT    OXT    O 0 1 N N N 14.061 -7.295  36.692 5.936  -2.579 1.603  OXT    CE0 7  
CE0 S1     S1     S 0 1 N N N 17.748 -13.029 42.987 0.183  0.867  1.483  S1     CE0 8  
CE0 C2     C2     C 0 1 N N N 18.146 -11.819 44.238 0.639  2.557  1.974  C2     CE0 9  
CE0 C3     C3     C 0 1 N N N 18.954 -10.717 43.847 1.837  3.000  1.185  C3     CE0 10 
CE0 "C3'"  "C3'"  C 0 1 N N N 19.840 -10.169 44.694 2.660  4.126  1.757  "C3'"  CE0 11 
CE0 C4     C4     C 0 1 N N N 18.795 -10.108 42.490 2.231  2.492  0.040  C4     CE0 12 
CE0 "C4'"  "C4'"  C 0 1 N N N 19.674 -8.923  41.918 3.429  3.098  -0.568 "C4'"  CE0 13 
CE0 O4A    O4A    O 0 1 N N N 19.079 -7.876  41.567 3.934  4.083  -0.066 O4A    CE0 14 
CE0 O4B    O4B    O 0 1 N N N 20.917 -9.069  41.826 3.966  2.559  -1.681 O4B    CE0 15 
CE0 N5     N5     N 0 1 N N N 17.740 -10.509 41.741 1.644  1.447  -0.661 N5     CE0 16 
CE0 C6     C6     C 0 1 N N R 17.120 -11.852 41.766 0.287  0.984  -0.333 C6     CE0 17 
CE0 C7     C7     C 0 1 N N R 17.117 -12.449 40.274 0.039  -0.390 -0.959 C7     CE0 18 
CE0 C8     C8     C 0 1 N N N 16.646 -11.350 39.341 1.044  -1.376 -0.421 C8     CE0 19 
CE0 O9     O9     O 0 1 N N N 17.302 -11.031 38.346 0.668  -2.355 0.179  O9     CE0 20 
CE0 N10    N10    N 0 1 N N N 18.436 -12.943 39.903 -1.314 -0.841 -0.626 N10    CE0 21 
CE0 C11    C11    C 0 1 N N N 18.727 -14.238 39.953 -2.360 -0.451 -1.382 C11    CE0 22 
CE0 O12    O12    O 0 1 N N N 17.855 -15.100 40.085 -2.180 0.274  -2.338 O12    CE0 23 
CE0 C13    C13    C 0 1 N N R 20.126 -14.482 39.805 -3.752 -0.915 -1.040 C13    CE0 24 
CE0 N16    N16    N 0 1 N N N 20.642 -15.335 38.922 -4.617 -0.779 -2.220 N16    CE0 25 
CE0 O17    O17    O 0 1 N N N 19.770 -15.520 37.792 -4.683 0.613  -2.664 O17    CE0 26 
CE0 C18    C18    C 0 1 N N N 20.510 -16.198 36.803 -5.510 0.818  -3.811 C18    CE0 27 
CE0 C14    C14    C 0 1 N N S 21.166 -13.841 40.642 -4.308 -0.061 0.101  C14    CE0 28 
CE0 C15    C15    C 0 1 N N N 20.954 -13.384 41.980 -5.727 -0.540 0.444  C15    CE0 29 
CE0 S16    S16    S 0 1 N N N 22.206 -12.421 42.535 -5.593 -1.026 2.195  S16    CE0 30 
CE0 C17    C17    C 0 1 N N N 23.166 -12.860 41.234 -3.881 -0.619 2.359  C17    CE0 31 
CE0 N18    N18    N 0 1 N N N 24.500 -12.464 41.059 -3.141 -0.765 3.509  N18    CE0 32 
CE0 N19    N19    N 0 1 N N N 22.494 -13.625 40.377 -3.429 -0.167 1.244  N19    CE0 33 
CE0 HN     HN     H 0 1 N N N 14.848 -9.945  35.792 5.850  -1.457 -2.061 HN     CE0 34 
CE0 HNA    HNA    H 0 1 N N N 16.091 -9.157  36.499 4.762  -2.708 -2.195 HNA    CE0 35 
CE0 HA     HA     H 0 1 N N N 13.737 -10.245 37.687 4.890  -0.743 -0.001 HA     CE0 36 
CE0 HXT    HXT    H 0 1 N N N 13.513 -6.522  36.763 6.549  -3.219 1.988  HXT    CE0 37 
CE0 HB     HB     H 0 1 N N N 16.298 -9.074  38.873 3.058  -3.128 -0.512 HB     CE0 38 
CE0 HBA    HBA    H 0 1 N N N 14.750 -8.836  39.777 3.131  -2.220 1.017  HBA    CE0 39 
CE0 H2     H2     H 0 1 N N N 17.193 -11.405 44.598 -0.196 3.231  1.776  H2     CE0 40 
CE0 H2A    H2A    H 0 1 N N N 18.745 -12.363 44.983 0.876  2.576  3.037  H2A    CE0 41 
CE0 "H3'"  "H3'"  H 0 1 N N N 20.799 -10.019 44.176 2.224  4.451  2.702  "H3'"  CE0 42 
CE0 "H3'A" "H3'A" H 0 0 N N N 19.459 -9.199  45.047 3.680  3.781  1.927  "H3'A" CE0 43 
CE0 "H3'B" "H3'B" H 0 0 N N N 19.989 -10.840 45.553 2.671  4.960  1.056  "H3'B" CE0 44 
CE0 HO4B   HO4B   H 0 0 N N N 21.303 -8.281  41.461 4.751  2.991  -2.043 HO4B   CE0 45 
CE0 HN5    HN5    H 0 1 N N N 17.000 -9.890  42.004 2.136  1.016  -1.378 HN5    CE0 46 
CE0 H6     H6     H 0 1 N N N 16.093 -11.698 42.129 -0.448 1.699  -0.701 H6     CE0 47 
CE0 H7     H7     H 0 1 N N N 16.437 -13.311 40.207 0.143  -0.319 -2.042 H7     CE0 48 
CE0 HN10   HN10   H 0 0 N N N 19.136 -12.294 39.605 -1.458 -1.420 0.138  HN10   CE0 49 
CE0 H13    H13    H 0 1 N N N 19.084 -14.133 39.750 -3.721 -1.959 -0.730 H13    CE0 50 
CE0 HN16   HN16   H 0 0 N N N 21.516 -14.973 38.598 -4.308 -1.383 -2.966 HN16   CE0 51 
CE0 H18    H18    H 0 1 N N N 19.873 -16.375 35.924 -6.529 0.505  -3.585 H18    CE0 52 
CE0 H18A   H18A   H 0 0 N N N 21.377 -15.587 36.510 -5.506 1.875  -4.078 H18A   CE0 53 
CE0 H18B   H18B   H 0 0 N N N 20.859 -17.162 37.203 -5.126 0.232  -4.646 H18B   CE0 54 
CE0 H14    H14    H 0 1 N N N 20.570 -14.065 39.745 -4.350 0.980  -0.220 H14    CE0 55 
CE0 H15    H15    H 0 1 N N N 20.025 -12.796 42.004 -6.446 0.270  0.323  H15    CE0 56 
CE0 H15A   H15A   H 0 0 N N N 20.896 -14.268 42.632 -6.003 -1.396 -0.172 H15A   CE0 57 
CE0 HN18   HN18   H 0 0 N N N 24.718 -11.899 41.855 -3.558 -1.114 4.313  HN18   CE0 58 
CE0 HN1A   HN1A   H 0 0 N N N 25.106 -12.698 40.298 -2.203 -0.518 3.518  HN1A   CE0 59 
# 
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 
CE0 N     CA     SING N N 1  
CE0 N     HN     SING N N 2  
CE0 N     HNA    SING N N 3  
CE0 C     CA     SING N N 4  
CE0 CA    CB     SING N N 5  
CE0 CA    HA     SING N N 6  
CE0 O     C      DOUB N N 7  
CE0 C     OXT    SING N N 8  
CE0 OXT   HXT    SING N N 9  
CE0 CB    OG     SING N N 10 
CE0 CB    HB     SING N N 11 
CE0 CB    HBA    SING N N 12 
CE0 C8    OG     SING N N 13 
CE0 C6    S1     SING N N 14 
CE0 S1    C2     SING N N 15 
CE0 C3    C2     SING N N 16 
CE0 C2    H2     SING N N 17 
CE0 C2    H2A    SING N N 18 
CE0 C4    C3     DOUB N N 19 
CE0 C3    "C3'"  SING N N 20 
CE0 "C3'" "H3'"  SING N N 21 
CE0 "C3'" "H3'A" SING N N 22 
CE0 "C3'" "H3'B" SING N N 23 
CE0 N5    C4     SING N N 24 
CE0 "C4'" C4     SING N N 25 
CE0 O4A   "C4'"  DOUB N N 26 
CE0 O4B   "C4'"  SING N N 27 
CE0 O4B   HO4B   SING N N 28 
CE0 N5    C6     SING N N 29 
CE0 N5    HN5    SING N N 30 
CE0 C7    C6     SING N N 31 
CE0 C6    H6     SING N N 32 
CE0 C8    C7     SING N N 33 
CE0 N10   C7     SING N N 34 
CE0 C7    H7     SING N N 35 
CE0 O9    C8     DOUB N N 36 
CE0 N10   C11    SING N N 37 
CE0 N10   HN10   SING N N 38 
CE0 C13   C11    SING N N 39 
CE0 C11   O12    DOUB N N 40 
CE0 N16   C13    SING N N 41 
CE0 C13   C14    SING N N 42 
CE0 C13   H13    SING N N 43 
CE0 O17   N16    SING N N 44 
CE0 N16   HN16   SING N N 45 
CE0 C18   O17    SING N N 46 
CE0 C18   H18    SING N N 47 
CE0 C18   H18A   SING N N 48 
CE0 C18   H18B   SING N N 49 
CE0 N19   C14    SING N N 50 
CE0 C14   C15    SING N N 51 
CE0 C14   H14    SING N N 52 
CE0 C15   S16    SING N N 53 
CE0 C15   H15    SING N N 54 
CE0 C15   H15A   SING N N 55 
CE0 C17   S16    SING N N 56 
CE0 N19   C17    DOUB N N 57 
CE0 N18   C17    SING N N 58 
CE0 N18   HN18   SING N N 59 
CE0 N18   HN1A   SING N N 60 
# 
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 
CE0 SMILES           ACDLabs              10.04 O=C(O)C(N)COC(=O)C(NC(=O)C(NOC)C1N=C(SC1)N)C2SCC(=C(N2)C(=O)O)C 
CE0 InChI            InChI                1.02b 
InChI=1/C17H26N6O8S2/c1-6-4-32-13(22-9(6)15(27)28)11(16(29)31-3-7(18)14(25)26)21-12(24)10(23-30-2)8-5-33-17(19)20-8/h7-8,10-11,13,22-23H,3-5,18H2,1-2H3,(H2,19,20)(H,21,24)(H,25,26)(H,27,28)/t7-,8+,10+,11-,13+/m0/s1/f/h21,25,27H,19H2 
CE0 InChIKey         InChI                1.02b BJJLQDBWOOZXNR-CNQJMKDUDZ 
CE0 SMILES_CANONICAL CACTVS               3.341 CON[C@H]([C@H]1CSC(=N1)N)C(=O)N[C@@H]([C@@H]2NC(=C(C)CS2)C(O)=O)C(=O)OC[C@H](N)C(O)=O 
CE0 SMILES           CACTVS               3.341 CON[CH]([CH]1CSC(=N1)N)C(=O)N[CH]([CH]2NC(=C(C)CS2)C(O)=O)C(=O)OC[CH](N)C(O)=O 
CE0 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1=C(N[C@H](SC1)[C@@H](C(=O)OC[C@@H](C(=O)O)N)NC(=O)C(C2CSC(=N2)N)NOC)C(=O)O 
CE0 SMILES           "OpenEye OEToolkits" 1.5.0 CC1=C(NC(SC1)C(C(=O)OCC(C(=O)O)N)NC(=O)C(C2CSC(=N2)N)NOC)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 
CE0 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-2-[(1R)-2-[(2S)-2-amino-2-carboxyethoxy]-1-{[(2R)-2-[(4S)-2-amino-4,5-dihydro-1,3-thiazol-4-yl]-2-(methoxyamino)acetyl]amino}-2-oxoethyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid"  
CE0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[(1R)-1-[[2-(2-amino-4,5-dihydro-1,3-thiazol-4-yl)-2-(methoxyamino)ethanoyl]amino]-2-[(2S)-2-amino-3-hydroxy-3-oxo-propoxy]-2-oxo-ethyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" 
# 
