data_HEL
# 
_chem_comp.id                                    HEL 
_chem_comp.name                                  (2S,5R,6R)-6-{[(6R)-6-(GLYCYLAMINO)-7-OXIDO-7-OXOHEPTANOYL]AMINO}-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C17 H25 N4 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -1 
_chem_comp.pdbx_initial_date                     2003-07-11 
_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                        429.468 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HEL 
_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        1PW1 
_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 
HEL S1   S1   S 0  1 N N N 18.842 -12.470 40.954 3.972  0.085  -1.933 S1   HEL 1  
HEL C2   C2   C 0  1 N N N 18.703 -10.754 41.575 5.126  1.241  -1.067 C2   HEL 2  
HEL C3   C3   C 0  1 N N S 18.003 -10.006 40.384 4.961  0.695  0.379  C3   HEL 3  
HEL N4   N4   N 0  1 N N N 17.014 -11.001 39.898 4.808  -0.764 0.394  N4   HEL 4  
HEL C5   C5   C 0  1 N N R 17.118 -12.392 40.341 4.235  -1.365 -0.835 C5   HEL 5  
HEL C6   C6   C 0  1 N N R 16.788 -12.845 38.902 3.006  -1.758 -0.012 C6   HEL 6  
HEL C7   C7   C 0  1 N N N 16.973 -11.393 38.545 3.779  -1.266 1.194  C7   HEL 7  
HEL N8   N8   N 0  1 N N N 17.839 -13.591 38.219 1.814  -0.962 -0.316 N8   HEL 8  
HEL C9   C9   C 0  1 N N N 18.068 -14.871 38.640 0.588  -1.471 -0.085 C9   HEL 9  
HEL O10  O10  O 0  1 N N N 17.388 -15.369 39.498 0.471  -2.587 0.374  O10  HEL 10 
HEL C11  C11  C 0  1 N N N 19.192 -15.567 37.908 -0.639 -0.653 -0.398 C11  HEL 11 
HEL C12  C12  C 0  1 N N N 20.206 -16.146 38.912 -1.892 -1.457 -0.046 C12  HEL 12 
HEL C13  C13  C 0  1 N N N 21.456 -16.727 38.221 -3.137 -0.626 -0.363 C13  HEL 13 
HEL C14  C14  C 0  1 N N N 22.246 -15.571 37.592 -4.390 -1.431 -0.011 C14  HEL 14 
HEL C15  C15  C 0  1 N N S 23.626 -16.070 37.120 -5.635 -0.600 -0.328 C15  HEL 15 
HEL C16  C16  C 0  1 N N N 24.264 -14.956 36.300 -6.868 -1.435 -0.098 C16  HEL 16 
HEL O17  O17  O 0  1 N N N 24.062 -14.880 35.125 -7.608 -1.184 0.839  O17  HEL 17 
HEL O18  O18  O -1 1 N N N 25.021 -14.040 37.082 -7.126 -2.361 -0.847 O18  HEL 18 
HEL N19  N19  N 0  1 N N N 24.380 -16.467 38.303 -5.672 0.577  0.543  N19  HEL 19 
HEL C20  C20  C 0  1 N N N 24.751 -17.715 38.584 -6.336 1.683  0.154  C20  HEL 20 
HEL O21  O21  O 0  1 N N N 24.555 -18.634 37.806 -6.903 1.704  -0.918 O21  HEL 21 
HEL C22  C22  C 0  1 N N N 25.381 -17.916 39.934 -6.374 2.894  1.050  C22  HEL 22 
HEL N23  N23  N 1  1 N N N 25.981 -19.273 39.940 -7.155 3.957  0.404  N23  HEL 23 
HEL C24  C24  C 0  1 N N N 20.143 -10.235 41.706 6.563  1.081  -1.567 C24  HEL 24 
HEL C25  C25  C 0  1 N N N 17.882 -10.627 42.863 4.656  2.693  -1.177 C25  HEL 25 
HEL C26  C26  C 0  1 N N N 17.403 -8.709  40.861 6.157  1.073  1.213  C26  HEL 26 
HEL O27  O27  O -1 1 N N N 16.242 -8.567  41.204 6.378  2.245  1.467  O27  HEL 27 
HEL O28  O28  O 0  1 N N N 18.344 -7.739  40.787 6.905  0.206  1.635  O28  HEL 28 
HEL O29  O29  O 0  1 N N N 16.993 -10.688 37.558 3.588  -1.304 2.391  O29  HEL 29 
HEL H3   H3   H 0  1 N N N 18.685 -9.691  39.560 4.069  1.150  0.810  H3   HEL 30 
HEL H5   H5   H 0  1 N N N 16.542 -12.930 41.129 4.792  -2.188 -1.283 H5   HEL 31 
HEL H6   H6   H 0  1 N N N 15.890 -13.478 38.709 2.810  -2.830 0.000  H6   HEL 32 
HEL HN8  HN8  H 0  1 N N N 18.406 -13.222 37.456 1.908  -0.069 -0.683 HN8  HEL 33 
HEL H111 1H11 H 0  0 N N N 18.811 -16.345 37.205 -0.621 0.267  0.187  H111 HEL 34 
HEL H112 2H11 H 0  0 N N N 19.680 -14.896 37.163 -0.651 -0.408 -1.460 H112 HEL 35 
HEL H121 1H12 H 0  0 N N N 20.487 -15.388 39.679 -1.910 -2.377 -0.630 H121 HEL 36 
HEL H122 2H12 H 0  0 N N N 19.726 -16.903 39.575 -1.879 -1.702 1.017  H122 HEL 37 
HEL H131 1H13 H 0  0 N N N 22.077 -17.345 38.910 -3.119 0.293  0.222  H131 HEL 38 
HEL H132 2H13 H 0  0 N N N 21.205 -17.525 37.483 -3.149 -0.381 -1.425 H132 HEL 39 
HEL H141 1H14 H 0  0 N N N 21.677 -15.074 36.770 -4.408 -2.350 -0.596 H141 HEL 40 
HEL H142 2H14 H 0  0 N N N 22.330 -14.698 38.281 -4.378 -1.675 1.051  H142 HEL 41 
HEL H15  H15  H 0  1 N N N 23.579 -16.965 36.457 -5.602 -0.280 -1.370 H15  HEL 42 
HEL H19  H19  H 0  1 N N N 24.681 -15.798 39.011 -5.218 0.560  1.400  H19  HEL 43 
HEL H221 1H22 H 0  0 N N N 26.109 -17.115 40.199 -6.839 2.629  2.000  H221 HEL 44 
HEL H222 2H22 H 0  0 N N N 24.670 -17.748 40.776 -5.358 3.246  1.229  H222 HEL 45 
HEL H231 1H23 H 0  0 N N N 26.408 -19.409 40.856 -6.725 4.203  -0.475 H231 HEL 46 
HEL H232 2H23 H 0  0 N N N 25.314 -20.005 39.697 -8.095 3.631  0.239  H232 HEL 47 
HEL H233 3H23 H 0  0 N N N 26.631 -19.426 39.168 -7.180 4.768  1.004  H233 HEL 48 
HEL H241 1H24 H 0  0 N N N 20.058 -9.189  42.084 7.229  1.697  -0.962 H241 HEL 49 
HEL H242 2H24 H 0  0 N N N 20.795 -10.884 42.335 6.862  0.036  -1.486 H242 HEL 50 
HEL H243 3H24 H 0  0 N N N 20.734 -10.321 40.765 6.622  1.396  -2.609 H243 HEL 51 
HEL H251 1H25 H 0  0 N N N 17.797 -9.581  43.241 4.709  3.013  -2.218 H251 HEL 52 
HEL H252 2H25 H 0  0 N N N 16.871 -11.080 42.731 3.627  2.769  -0.825 H252 HEL 53 
HEL H253 3H25 H 0  0 N N N 18.286 -11.299 43.654 5.297  3.329  -0.568 H253 HEL 54 
# 
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 
HEL S1  C2   SING N N 1  
HEL S1  C5   SING N N 2  
HEL C2  C3   SING N N 3  
HEL C2  C24  SING N N 4  
HEL C2  C25  SING N N 5  
HEL C3  N4   SING N N 6  
HEL C3  C26  SING N N 7  
HEL C3  H3   SING N N 8  
HEL N4  C5   SING N N 9  
HEL N4  C7   SING N N 10 
HEL C5  C6   SING N N 11 
HEL C5  H5   SING N N 12 
HEL C6  C7   SING N N 13 
HEL C6  N8   SING N N 14 
HEL C6  H6   SING N N 15 
HEL C7  O29  DOUB N N 16 
HEL N8  C9   SING N N 17 
HEL N8  HN8  SING N N 18 
HEL C9  O10  DOUB N N 19 
HEL C9  C11  SING N N 20 
HEL C11 C12  SING N N 21 
HEL C11 H111 SING N N 22 
HEL C11 H112 SING N N 23 
HEL C12 C13  SING N N 24 
HEL C12 H121 SING N N 25 
HEL C12 H122 SING N N 26 
HEL C13 C14  SING N N 27 
HEL C13 H131 SING N N 28 
HEL C13 H132 SING N N 29 
HEL C14 C15  SING N N 30 
HEL C14 H141 SING N N 31 
HEL C14 H142 SING N N 32 
HEL C15 C16  SING N N 33 
HEL C15 N19  SING N N 34 
HEL C15 H15  SING N N 35 
HEL C16 O17  DOUB N N 36 
HEL C16 O18  SING N N 37 
HEL N19 C20  SING N N 38 
HEL N19 H19  SING N N 39 
HEL C20 O21  DOUB N N 40 
HEL C20 C22  SING N N 41 
HEL C22 N23  SING N N 42 
HEL C22 H221 SING N N 43 
HEL C22 H222 SING N N 44 
HEL N23 H231 SING N N 45 
HEL N23 H232 SING N N 46 
HEL N23 H233 SING N N 47 
HEL C24 H241 SING N N 48 
HEL C24 H242 SING N N 49 
HEL C24 H243 SING N N 50 
HEL C25 H251 SING N N 51 
HEL C25 H252 SING N N 52 
HEL C25 H253 SING N N 53 
HEL C26 O27  SING N N 54 
HEL C26 O28  DOUB N N 55 
# 
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 
HEL SMILES           ACDLabs              10.04 O=C([O-])C1N2C(=O)C(NC(=O)CCCCC(C([O-])=O)NC(=O)C[NH3+])C2SC1(C)C 
HEL InChI            InChI                1.02b 
InChI=1/C17H26N4O7S/c1-17(2)12(16(27)28)21-13(24)11(14(21)29-17)20-9(22)6-4-3-5-8(15(25)26)19-10(23)7-18/h8,11-12,14H,3-7,18H2,1-2H3,(H,19,23)(H,20,22)(H,25,26)(H,27,28)/p-1/t8-,11+,12-,14+/m0/s1/fC17H25N4O7S/h18-20H/q-1 
HEL InChIKey         InChI                1.02b LDJWRKFRKCXUDO-JZQSETBZDF 
HEL SMILES_CANONICAL CACTVS               3.341 CC1(C)S[C@@H]2[C@H](NC(=O)CCCC[C@H](NC(=O)C[NH3+])C([O-])=O)C(=O)N2[C@H]1C([O-])=O 
HEL SMILES           CACTVS               3.341 CC1(C)S[CH]2[CH](NC(=O)CCCC[CH](NC(=O)C[NH3+])C([O-])=O)C(=O)N2[CH]1C([O-])=O 
HEL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)CCCC[C@@H](C(=O)[O-])NC(=O)C[NH3+])C(=O)[O-])C 
HEL SMILES           "OpenEye OEToolkits" 1.5.0 CC1(C(N2C(S1)C(C2=O)NC(=O)CCCCC(C(=O)[O-])NC(=O)C[NH3+])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 
HEL "SYSTEMATIC NAME" ACDLabs              10.04 (2S,5R,6R)-6-({(6S)-6-[(ammonioacetyl)amino]-6-carboxylatohexanoyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate       
HEL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,5R,6R)-6-[[(6S)-6-(2-azaniumylethanoylamino)-7-oxido-7-oxo-heptanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 
# 
