data_A14
# 
_chem_comp.id                                    A14 
_chem_comp.name                                  "(1S,4S,5S,7R)-7-{[(5S)-5-AMINO-5-CARBOXYPENTANOYL]AMINO}-3,3-DIMETHYL-6-OXO-2-THIABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H22 N2 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-12-01 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        358.410 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A14 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
A14 C1   C1   C 0 1 N N N 17.153 36.404 5.389 3.694  -10.375 -5.394 C1   A14 1  
A14 C2   C2   C 0 1 N N S 15.729 36.504 5.926 2.412  -10.504 -4.589 C2   A14 2  
A14 C3   C3   C 0 1 N N N 15.144 37.766 5.295 1.691  -9.158  -4.426 C3   A14 3  
A14 C4   C4   C 0 1 N N N 13.684 38.021 5.699 2.530  -8.051  -3.769 C4   A14 4  
A14 C7   C7   C 0 1 N N N 13.232 39.378 5.164 1.774  -6.723  -3.693 C7   A14 5  
A14 C10  C10  C 0 1 N N N 11.849 39.712 5.631 2.570  -5.605  -3.042 C10  A14 6  
A14 N11  N11  N 0 1 N N N 10.832 39.627 4.779 1.849  -4.418  -2.993 N11  A14 7  
A14 C12  C12  C 0 1 N N S 9.447  39.709 5.178 2.407  -3.174  -2.429 C12  A14 8  
A14 C13  C13  C 0 1 N N N 8.581  38.827 6.035 2.667  -3.274  -0.916 C13  A14 9  
A14 N14  N14  N 0 1 N N N 15.624 36.557 7.395 2.741  -11.128 -3.308 N14  A14 10 
A14 O15  O15  O 0 1 N N N 11.574 39.953 6.810 3.720  -5.741  -2.631 O15  A14 11 
A14 C16  C16  C 0 1 N N S 8.094  39.810 4.477 1.447  -1.998  -2.121 C16  A14 12 
A14 S17  S17  S 0 1 N N N 8.277  38.865 2.923 -0.321 -2.472  -2.286 S17  A14 13 
A14 O18  O18  O 0 1 N N N 8.848  38.185 7.054 3.295  -4.046  -0.222 O18  A14 14 
A14 O19  O19  O 0 1 N N N 17.306 36.226 4.184 4.816  -10.653 -4.992 O19  A14 15 
A14 O20  O20  O 0 1 N N N 18.119 36.551 6.161 3.461  -9.908  -6.649 O20  A14 16 
A14 C30  C30  C 0 1 N N R 6.652  37.728 4.700 0.583  -2.179  0.261  C30  A14 17 
A14 C31  C31  C 0 1 N N N 5.303  37.449 5.303 0.109  -0.824  0.719  C31  A14 18 
A14 C32  C32  C 0 1 N N N 6.738  37.940 3.191 -0.512 -2.948  -0.522 C32  A14 19 
A14 C33  C33  C 0 1 N N N 6.680  36.652 2.348 -0.347 -4.472  -0.395 C33  A14 20 
A14 C37  C37  C 0 1 N N N 5.668  38.927 2.674 -1.945 -2.598  -0.085 C37  A14 21 
A14 O42  O42  O 0 1 N N N 4.488  36.629 4.803 0.221  0.212   0.081  O42  A14 22 
A14 O43  O43  O 0 1 N N N 5.056  38.152 6.331 -0.460 -0.906  1.946  O43  A14 23 
A14 C15  C15  C 0 1 N N R 7.242  38.956 5.388 1.820  -2.025  -0.620 C15  A14 24 
A14 H2   H2   H 0 1 N N N 15.171 35.577 5.657 1.759  -11.204 -5.125 H2   A14 25 
A14 H20  H20  H 0 1 N N N 19.006 36.489 5.827 4.258  -9.808  -7.213 H20  A14 26 
A14 H3C1 1H3C H 0 0 N N N 15.251 37.742 4.185 0.778  -9.315  -3.839 H3C1 A14 27 
A14 H3C2 2H3C H 0 0 N N N 15.779 38.654 5.520 1.361  -8.810  -5.414 H3C2 A14 28 
A14 H141 1H14 H 0 0 N N N 16.194 37.319 7.763 3.113  -12.052 -3.320 H141 A14 29 
A14 H142 2H14 H 0 0 N N N 14.672 36.624 7.754 2.396  -10.699 -2.478 H142 A14 30 
A14 H4C1 1H4C H 0 0 N N N 13.531 37.931 6.800 3.439  -7.887  -4.360 H4C1 A14 31 
A14 H4C2 2H4C H 0 0 N N N 13.008 37.195 5.375 2.850  -8.356  -2.766 H4C2 A14 32 
A14 H7C1 1H7C H 0 0 N N N 13.312 39.428 4.053 0.827  -6.855  -3.158 H7C1 A14 33 
A14 H7C2 2H7C H 0 0 N N N 13.958 40.183 5.424 1.535  -6.393  -4.712 H7C2 A14 34 
A14 H11  H11  H 0 1 N N N 11.118 39.497 3.808 0.902  -4.416  -3.364 H11  A14 35 
A14 H12  H12  H 0 1 N N N 10.163 40.531 5.414 3.301  -2.888  -2.992 H12  A14 36 
A14 H16  H16  H 0 1 N N N 7.715  40.841 4.287 1.697  -1.066  -2.637 H16  A14 37 
A14 H15  H15  H 0 1 N N N 6.308  39.239 5.927 2.471  -1.196  -0.310 H15  A14 38 
A14 H30  H30  H 0 1 N N N 7.218  36.783 4.871 0.838  -2.717  1.182  H30  A14 39 
A14 H43  H43  H 0 1 N N N 4.204  37.976 6.712 -0.774 -0.032  2.264  H43  A14 40 
A14 H331 1H33 H 0 0 N N N 7.574  36.010 2.530 0.509  -4.816  -0.982 H331 A14 41 
A14 H332 2H33 H 0 0 N N N 6.836  36.871 1.266 -0.185 -4.755  0.649  H332 A14 42 
A14 H333 3H33 H 0 0 N N N 5.735  36.084 2.513 -1.242 -4.987  -0.757 H333 A14 43 
A14 H371 1H37 H 0 0 N N N 5.825  39.287 1.630 -2.673 -3.009  -0.791 H371 A14 44 
A14 H372 2H37 H 0 0 N N N 5.696  39.939 3.141 -2.156 -3.009  0.907  H372 A14 45 
A14 H373 3H37 H 0 0 N N N 4.723  38.359 2.839 -2.080 -1.513  -0.044 H373 A14 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 
A14 C1  C2   SING N N 1  
A14 C1  O19  DOUB N N 2  
A14 C1  O20  SING N N 3  
A14 C2  C3   SING N N 4  
A14 C2  N14  SING N N 5  
A14 C2  H2   SING N N 6  
A14 C3  C4   SING N N 7  
A14 C3  H3C1 SING N N 8  
A14 C3  H3C2 SING N N 9  
A14 C4  C7   SING N N 10 
A14 C4  H4C1 SING N N 11 
A14 C4  H4C2 SING N N 12 
A14 C7  C10  SING N N 13 
A14 C7  H7C1 SING N N 14 
A14 C7  H7C2 SING N N 15 
A14 C10 N11  SING N N 16 
A14 C10 O15  DOUB N N 17 
A14 N11 C12  SING N N 18 
A14 N11 H11  SING N N 19 
A14 C12 C13  SING N N 20 
A14 C12 C16  SING N N 21 
A14 C12 H12  SING N N 22 
A14 C13 O18  DOUB N N 23 
A14 C13 C15  SING N N 24 
A14 N14 H141 SING N N 25 
A14 N14 H142 SING N N 26 
A14 C16 S17  SING N N 27 
A14 C16 C15  SING N N 28 
A14 C16 H16  SING N N 29 
A14 S17 C32  SING N N 30 
A14 O20 H20  SING N N 31 
A14 C30 C31  SING N N 32 
A14 C30 C32  SING N N 33 
A14 C30 C15  SING N N 34 
A14 C30 H30  SING N N 35 
A14 C31 O42  DOUB N N 36 
A14 C31 O43  SING N N 37 
A14 C32 C33  SING N N 38 
A14 C32 C37  SING N N 39 
A14 C33 H331 SING N N 40 
A14 C33 H332 SING N N 41 
A14 C33 H333 SING N N 42 
A14 C37 H371 SING N N 43 
A14 C37 H372 SING N N 44 
A14 C37 H373 SING N N 45 
A14 O43 H43  SING N N 46 
A14 C15 H15  SING N N 47 
# 
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 
A14 SMILES           ACDLabs              10.04 O=C(O)C1C(SC2C(C(=O)C12)NC(=O)CCCC(C(=O)O)N)(C)C                                                                                                                                     
A14 InChI            InChI                1.02b InChI=1/C15H22N2O6S/c1-15(2)9(14(22)23)8-11(19)10(12(8)24-15)17-7(18)5-3-4-6(16)13(20)21/h6,8-10,12H,3-5,16H2,1-2H3,(H,17,18)(H,20,21)(H,22,23)/t6-,8-,9-,10+,12-/m0/s1/f/h17,20,22H 
A14 InChIKey         InChI                1.02b FIHUDIADLMVJET-XFOAJCFLDJ                                                                                                                                                            
A14 SMILES_CANONICAL CACTVS               3.341 CC1(C)S[C@@H]2[C@H](NC(=O)CCC[C@H](N)C(O)=O)C(=O)[C@@H]2[C@H]1C(O)=O                                                                                                                 
A14 SMILES           CACTVS               3.341 CC1(C)S[CH]2[CH](NC(=O)CCC[CH](N)C(O)=O)C(=O)[CH]2[CH]1C(O)=O                                                                                                                        
A14 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1([C@@H]([C@@H]2[C@H](S1)[C@@H](C2=O)NC(=O)CCC[C@@H](C(=O)O)N)C(=O)O)C                                                                                                             
A14 SMILES           "OpenEye OEToolkits" 1.5.0 CC1(C(C2C(S1)C(C2=O)NC(=O)CCCC(C(=O)O)N)C(=O)O)C                                                                                                                                     
# 
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 
A14 "SYSTEMATIC NAME" ACDLabs              10.04 "(1S,4S,5S,7R)-7-{[(5S)-5-amino-5-carboxypentanoyl]amino}-3,3-dimethyl-6-oxo-2-thiabicyclo[3.2.0]heptane-4-carboxylic acid"       
A14 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,4S,5S,7R)-7-[[(5S)-5-amino-6-hydroxy-6-oxo-hexanoyl]amino]-3,3-dimethyl-6-oxo-2-thiabicyclo[3.2.0]heptane-4-carboxylic acid" 
# 
