data_ACS
# 
_chem_comp.id                                    ACS 
_chem_comp.name                                  1-[(1S)-CARBOXY-2-(METHYLSULFINYL)ETHYL]-(3R)-[(5S)-5-AMINO-5-CARBOXYPENTANAMIDO]-(4R)-SULFANYLAZETIDIN-2-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H21 N3 O7 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        395.452 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ACS 
_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        1QJF 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
ACS N1   N1   N 0 1 N N N 15.802 36.564 7.547 1.703  -0.496 6.628  N1   ACS 1  
ACS C2   C2   C 0 1 N N S 15.901 36.504 6.036 0.584  0.452  6.551  C2   ACS 2  
ACS C3   C3   C 0 1 N N N 17.335 36.239 5.580 -0.215 0.389  7.827  C3   ACS 3  
ACS O4   O4   O 0 1 N N N 18.250 36.323 6.434 -0.861 1.480  8.268  O4   ACS 4  
ACS O5   O5   O 0 1 N N N 17.496 35.967 4.356 -0.276 -0.643 8.451  O5   ACS 5  
ACS C6   C6   C 0 1 N N N 15.252 37.640 5.281 -0.312 0.087  5.367  C6   ACS 6  
ACS C7   C7   C 0 1 N N N 13.799 37.912 5.713 0.500  0.151  4.073  C7   ACS 7  
ACS C10  C10  C 0 1 N N N 13.340 39.232 5.107 -0.397 -0.213 2.888  C10  ACS 8  
ACS C13  C13  C 0 1 N N N 11.990 39.569 5.670 0.403  -0.150 1.613  C13  ACS 9  
ACS N16  N16  N 0 1 N N N 11.012 39.471 4.772 -0.184 -0.435 0.434  N16  ACS 10 
ACS O17  O17  O 0 1 N N N 11.775 39.932 6.835 1.576  0.155  1.648  O17  ACS 11 
ACS C18  C18  C 0 1 N N R 9.619  39.666 5.156 0.594  -0.373 -0.805 C18  ACS 12 
ACS C19  C19  C 0 1 N N N 8.923  38.344 5.543 0.118  0.656  -1.794 C19  ACS 13 
ACS O20  O20  O 0 1 N N N 9.158  37.473 6.380 0.104  1.869  -1.755 O20  ACS 14 
ACS N21  N21  N 0 1 N N N 7.968  38.553 4.630 -0.291 -0.216 -2.732 N21  ACS 15 
ACS C22  C22  C 0 1 N N S 6.896  37.637 4.315 -0.900 -0.092 -4.059 C22  ACS 16 
ACS C23  C23  C 0 1 N N N 5.660  37.573 5.249 -2.220 0.624  -3.940 C23  ACS 17 
ACS C24  C24  C 0 1 N N N 6.643  37.453 2.869 0.030  0.702  -4.976 C24  ACS 18 
ACS S25  S25  S 0 1 N N S 5.404  38.689 2.371 1.620  -0.160 -5.119 S25  ACS 19 
ACS O28  O28  O 0 1 N N N 6.110  39.960 1.962 2.265  -0.177 -3.853 O28  ACS 20 
ACS C29  C29  C 0 1 N N N 4.911  37.894 0.802 2.496  0.975  -6.229 C29  ACS 21 
ACS O35  O35  O 0 1 N N N 5.604  38.339 6.157 -2.406 1.531  -2.969 O35  ACS 22 
ACS O36  O36  O 0 1 N N N 4.857  36.660 4.874 -3.111 0.382  -4.719 O36  ACS 23 
ACS C42  C42  C 0 1 N N R 8.576  39.737 4.022 0.125  -1.340 -1.893 C42  ACS 24 
ACS S44  S44  S 0 1 N N N 9.343  39.655 2.313 -1.260 -2.384 -1.363 S44  ACS 25 
ACS H12  2H1  H 0 1 N N N 14.844 36.740 7.851 2.146  -0.496 5.722  H12  ACS 26 
ACS H11  1H1  H 0 1 N N N 16.450 37.248 7.936 1.299  -1.412 6.753  H11  ACS 27 
ACS H2   H2   H 0 1 N N N 15.272 35.627 5.754 0.972  1.461  6.416  H2   ACS 28 
ACS H4O  H4O  H 0 1 N N N 19.141 36.158 6.150 -1.374 1.439  9.087  H4O  ACS 29 
ACS H62  2H6  H 0 1 N N N 15.866 38.567 5.357 -1.143 0.791  5.310  H62  ACS 30 
ACS H61  1H6  H 0 1 N N N 15.311 37.468 4.180 -0.700 -0.922 5.503  H61  ACS 31 
ACS H72  2H7  H 0 1 N N N 13.115 37.068 5.459 1.330  -0.552 4.130  H72  ACS 32 
ACS H71  1H7  H 0 1 N N N 13.673 37.887 6.820 0.888  1.160  3.937  H71  ACS 33 
ACS H102 2H10 H 0 0 N N N 14.081 40.051 5.253 -1.227 0.490  2.831  H102 ACS 34 
ACS H101 1H10 H 0 0 N N N 13.347 39.217 3.992 -0.785 -1.223 3.024  H101 ACS 35 
ACS H16  H16  H 0 1 N N N 11.319 39.254 3.823 -1.122 -0.680 0.406  H16  ACS 36 
ACS H18  H18  H 0 1 N N N 9.776  40.531 5.841 1.671  -0.370 -0.640 H18  ACS 37 
ACS H22  H22  H 0 1 N N N 7.360  36.675 4.637 -1.062 -1.085 -4.478 H22  ACS 38 
ACS H242 2H24 H 0 0 N N N 7.572  37.497 2.255 0.193  1.695  -4.556 H242 ACS 39 
ACS H241 1H24 H 0 0 N N N 6.346  36.410 2.608 -0.422 0.794  -5.963 H241 ACS 40 
ACS H293 3H29 H 0 0 N N N 4.151  38.651 0.496 3.498  0.592  -6.423 H293 ACS 41 
ACS H292 2H29 H 0 0 N N N 5.722  37.667 0.071 1.950  1.057  -7.169 H292 ACS 42 
ACS H291 1H29 H 0 0 N N N 4.574  36.832 0.855 2.566  1.957  -5.763 H291 ACS 43 
ACS H35  H35  H 0 1 N N N 4.846  38.299 6.729 -3.254 1.991  -2.893 H35  ACS 44 
ACS H42  H42  H 0 1 N N N 7.924  40.611 3.789 0.939  -1.920 -2.328 H42  ACS 45 
ACS H44  H44  H 0 1 N N N 8.700  39.698 1.614 -1.441 -3.114 -2.478 H44  ACS 46 
# 
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 
ACS N1  C2   SING N N 1  
ACS N1  H12  SING N N 2  
ACS N1  H11  SING N N 3  
ACS C2  C3   SING N N 4  
ACS C2  C6   SING N N 5  
ACS C2  H2   SING N N 6  
ACS C3  O4   SING N N 7  
ACS C3  O5   DOUB N N 8  
ACS O4  H4O  SING N N 9  
ACS C6  C7   SING N N 10 
ACS C6  H62  SING N N 11 
ACS C6  H61  SING N N 12 
ACS C7  C10  SING N N 13 
ACS C7  H72  SING N N 14 
ACS C7  H71  SING N N 15 
ACS C10 C13  SING N N 16 
ACS C10 H102 SING N N 17 
ACS C10 H101 SING N N 18 
ACS C13 N16  SING N N 19 
ACS C13 O17  DOUB N N 20 
ACS N16 C18  SING N N 21 
ACS N16 H16  SING N N 22 
ACS C18 C19  SING N N 23 
ACS C18 C42  SING N N 24 
ACS C18 H18  SING N N 25 
ACS C19 O20  DOUB N N 26 
ACS C19 N21  SING N N 27 
ACS N21 C22  SING N N 28 
ACS N21 C42  SING N N 29 
ACS C22 C23  SING N N 30 
ACS C22 C24  SING N N 31 
ACS C22 H22  SING N N 32 
ACS C23 O35  SING N N 33 
ACS C23 O36  DOUB N N 34 
ACS C24 S25  SING N N 35 
ACS C24 H242 SING N N 36 
ACS C24 H241 SING N N 37 
ACS S25 O28  DOUB N N 38 
ACS S25 C29  SING N N 39 
ACS C29 H293 SING N N 40 
ACS C29 H292 SING N N 41 
ACS C29 H291 SING N N 42 
ACS O35 H35  SING N N 43 
ACS C42 S44  SING N N 44 
ACS C42 H42  SING N N 45 
ACS S44 H44  SING N N 46 
# 
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 
ACS SMILES           ACDLabs              10.04 O=S(CC(C(=O)O)N1C(=O)C(NC(=O)CCCC(C(=O)O)N)C1S)C                                                                                                                                       
ACS InChI            InChI                1.02b InChI=1/C13H21N3O7S2/c1-25(23)5-7(13(21)22)16-10(18)9(11(16)24)15-8(17)4-2-3-6(14)12(19)20/h6-7,9,11,24H,2-5,14H2,1H3,(H,15,17)(H,19,20)(H,21,22)/t6-,7+,9+,11+,25-/m0/s1/f/h15,19,21H 
ACS InChIKey         InChI                1.02b UFLVUEXXBDLOEJ-VVWVYQHWDD                                                                                                                                                              
ACS SMILES_CANONICAL CACTVS               3.341 C[S@](=O)C[C@@H](N1[C@H](S)[C@H](NC(=O)CCC[C@H](N)C(O)=O)C1=O)C(O)=O                                                                                                                   
ACS SMILES           CACTVS               3.341 C[S](=O)C[CH](N1[CH](S)[CH](NC(=O)CCC[CH](N)C(O)=O)C1=O)C(O)=O                                                                                                                         
ACS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[S@](=O)C[C@H](C(=O)O)N1[C@@H]([C@@H](C1=O)NC(=O)CCC[C@@H](C(=O)O)N)S                                                                                                                 
ACS SMILES           "OpenEye OEToolkits" 1.5.0 CS(=O)CC(C(=O)O)N1C(C(C1=O)NC(=O)CCCC(C(=O)O)N)S                                                                                                                                       
# 
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 
ACS "SYSTEMATIC NAME" ACDLabs              10.04 N~6~-[(3R,4R)-1-{(1S)-1-carboxy-2-[(S)-methylsulfinyl]ethyl}-2-oxo-4-sulfanylazetidin-3-yl]-6-oxo-L-lysine                                       
ACS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-6-[[(3R,4R)-1-[(2S)-1-hydroxy-3-[(S)-methylsulfinyl]-1-oxo-propan-2-yl]-2-oxo-4-sulfanyl-azetidin-3-yl]amino]-6-oxo-hexanoic acid" 
# 
