data_IM2
# 
_chem_comp.id                                    IM2 
_chem_comp.name                                  "3-(2-FORMIMIDOYLAMINO-ETHYLSULFANYL)-5-(1-FORMYL-2-HYDROXY-PROPYL)-4,5-DIHYDRO-1H-PYRROLE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H19 N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "IMIPENEM; N-FORMIMIDOYL-THIENAMYCINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-13 
_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                        301.362 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IM2 
_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        1BT5 
_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 
IM2 C7   C7   C 0 1 N N N 9.550  8.105  36.846 0.549  -1.427 3.017  C7   IM2 1  
IM2 C2   C2   C 0 1 N N N 11.375 12.047 35.208 -0.124 -0.195 -0.142 C2   IM2 2  
IM2 C6   C6   C 0 1 N N S 10.817 8.925  36.995 1.103  -0.030 3.128  C6   IM2 3  
IM2 C5   C5   C 0 1 N N R 10.461 10.388 36.570 0.662  0.790  1.914  C5   IM2 4  
IM2 C3   C3   C 0 1 N N N 10.455 11.398 34.501 -1.179 0.210  0.588  C3   IM2 5  
IM2 O7   O7   O 0 1 N N N 8.445  8.626  37.017 1.299  -2.373 2.980  O7   IM2 6  
IM2 C61  C61  C 0 1 N N R 11.440 8.881  38.392 0.578  0.626  4.406  C61  IM2 7  
IM2 O62  O62  O 0 1 N N N 11.708 7.554  38.873 1.104  1.951  4.511  O62  IM2 8  
IM2 C62  C62  C 0 1 N N N 10.520 9.614  39.437 1.020  -0.194 5.620  C62  IM2 9  
IM2 N4   N4   N 0 1 N N N 10.074 10.188 35.164 -0.802 0.801  1.808  N4   IM2 10 
IM2 C31  C31  C 0 1 N N N 9.799  11.797 33.240 -2.524 0.062  0.173  C31  IM2 11 
IM2 O31  O31  O 0 1 N N N 9.167  10.849 32.545 -2.781 -0.542 -0.851 O31  IM2 12 
IM2 O32  O32  O 0 1 N N N 9.851  12.963 32.892 -3.521 0.591  0.913  O32  IM2 13 
IM2 S21  S21  S 0 1 N N N 12.055 13.608 34.738 -0.209 -0.973 -1.721 S21  IM2 14 
IM2 C22  C22  C 0 1 N N N 13.214 13.842 36.128 0.585  0.295  -2.739 C22  IM2 15 
IM2 C23  C23  C 0 1 N N N 14.593 13.186 35.847 0.515  -0.115 -4.211 C23  IM2 16 
IM2 N24  N24  N 0 1 N N N 15.095 13.500 34.499 1.158  0.911  -5.035 N24  IM2 17 
IM2 C25  C25  C 0 1 N N N 15.742 12.504 33.894 1.217  0.759  -6.395 C25  IM2 18 
IM2 N26  N26  N 0 1 N N N 16.632 11.793 34.420 0.705  -0.289 -6.952 N26  IM2 19 
IM2 C1   C1   C 0 1 N N N 11.708 11.306 36.519 1.144  0.125  0.613  C1   IM2 20 
IM2 H71  1H7  H 0 1 N N N 9.421  7.039  36.591 -0.518 -1.582 2.971  H71  IM2 21 
IM2 H61A 1H6  H 0 0 N N N 11.606 8.485  36.341 2.192  -0.072 3.161  H61A IM2 22 
IM2 H51  1H5  H 0 1 N N N 9.718  10.849 37.261 1.045  1.808  1.986  H51  IM2 23 
IM2 H61  H61  H 0 1 N N N 12.419 9.403  38.287 -0.509 0.669  4.372  H61  IM2 24 
IM2 HO6  HO6  H 0 1 N N N 12.094 7.526  39.740 2.067  1.869  4.538  HO6  IM2 25 
IM2 H621 1H62 H 0 0 N N N 10.973 9.581  40.454 0.646  0.274  6.530  H621 IM2 26 
IM2 H622 2H62 H 0 0 N N N 10.287 10.657 39.121 0.619  -1.204 5.540  H622 IM2 27 
IM2 H623 3H62 H 0 0 N N N 9.483  9.202  39.434 2.108  -0.236 5.653  H623 IM2 28 
IM2 H41  1H4  H 0 1 N N N 9.093  9.937  35.036 -1.413 1.156  2.473  H41  IM2 29 
IM2 H321 1H32 H 0 0 N N N 9.428  13.219 32.080 -4.349 0.379  0.460  H321 IM2 30 
IM2 H221 1H22 H 0 0 N N N 13.323 14.920 36.387 0.070  1.246  -2.602 H221 IM2 31 
IM2 H222 2H22 H 0 0 N N N 12.777 13.474 37.086 1.627  0.400  -2.440 H222 IM2 32 
IM2 H231 1H23 H 0 0 N N N 15.337 13.462 36.629 1.030  -1.066 -4.348 H231 IM2 33 
IM2 H232 2H23 H 0 0 N N N 14.557 12.084 36.017 -0.527 -0.220 -4.510 H232 IM2 34 
IM2 H241 1H24 H 0 0 N N N 15.680 14.335 34.526 1.542  1.698  -4.618 H241 IM2 35 
IM2 H25  H25  H 0 1 N N N 15.517 12.240 32.846 1.691  1.516  -7.003 H25  IM2 36 
IM2 H26  H26  H 0 1 N N N 16.493 10.877 33.992 0.747  -0.396 -7.915 H26  IM2 37 
IM2 H11  1H1  H 0 1 N N N 12.701 10.803 36.570 1.764  0.816  0.040  H11  IM2 38 
IM2 H12  2H1  H 0 1 N N N 11.900 11.939 37.416 1.696  -0.787 0.834  H12  IM2 39 
# 
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 
IM2 C7  C6   SING N N 1  
IM2 C7  O7   DOUB N N 2  
IM2 C7  H71  SING N N 3  
IM2 C2  C3   DOUB N N 4  
IM2 C2  S21  SING N N 5  
IM2 C2  C1   SING N N 6  
IM2 C6  C5   SING N N 7  
IM2 C6  C61  SING N N 8  
IM2 C6  H61A SING N N 9  
IM2 C5  N4   SING N N 10 
IM2 C5  C1   SING N N 11 
IM2 C5  H51  SING N N 12 
IM2 C3  N4   SING N N 13 
IM2 C3  C31  SING N N 14 
IM2 C61 O62  SING N N 15 
IM2 C61 C62  SING N N 16 
IM2 C61 H61  SING N N 17 
IM2 O62 HO6  SING N N 18 
IM2 C62 H621 SING N N 19 
IM2 C62 H622 SING N N 20 
IM2 C62 H623 SING N N 21 
IM2 N4  H41  SING N N 22 
IM2 C31 O31  DOUB N N 23 
IM2 C31 O32  SING N N 24 
IM2 O32 H321 SING N N 25 
IM2 S21 C22  SING N N 26 
IM2 C22 C23  SING N N 27 
IM2 C22 H221 SING N N 28 
IM2 C22 H222 SING N N 29 
IM2 C23 N24  SING N N 30 
IM2 C23 H231 SING N N 31 
IM2 C23 H232 SING N N 32 
IM2 N24 C25  SING N N 33 
IM2 N24 H241 SING N N 34 
IM2 C25 N26  DOUB N N 35 
IM2 C25 H25  SING N N 36 
IM2 N26 H26  SING N N 37 
IM2 C1  H11  SING N N 38 
IM2 C1  H12  SING N N 39 
# 
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 
IM2 SMILES           ACDLabs              10.04 O=CC(C(O)C)C1NC(=C(SCCNC=[N@H])C1)C(=O)O                                                                                                                
IM2 InChI            InChI                1.02b InChI=1/C12H19N3O4S/c1-7(17)8(5-16)9-4-10(11(15-9)12(18)19)20-3-2-14-6-13/h5-9,15,17H,2-4H2,1H3,(H2,13,14)(H,18,19)/t7-,8-,9-/m1/s1/f/h13-14,18H/b13-6+ 
IM2 InChIKey         InChI                1.02b UACUABDJLSUFFC-UTXGCJTQDO                                                                                                                               
IM2 SMILES_CANONICAL CACTVS               3.341 C[C@@H](O)[C@@H](C=O)[C@H]1CC(=C(N1)C(O)=O)SCCNC=N                                                                                                      
IM2 SMILES           CACTVS               3.341 C[CH](O)[CH](C=O)[CH]1CC(=C(N1)C(O)=O)SCCNC=N                                                                                                           
IM2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]([C@@H](C=O)[C@H]1CC(=C(N1)C(=O)O)SCCNC=N)O                                                                                                       
IM2 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(C=O)C1CC(=C(N1)C(=O)O)SCCNC=N)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 
IM2 "SYSTEMATIC NAME" ACDLabs              10.04 "(5R)-5-[(1S,2R)-1-formyl-2-hydroxypropyl]-3-[(2-{[(E)-iminomethyl]amino}ethyl)sulfanyl]-4,5-dihydro-1H-pyrrole-2-carboxylic acid" 
IM2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(5R)-5-[(2S,3R)-3-hydroxy-1-oxo-butan-2-yl]-3-(2-methanimidamidoethylsulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid"          
# 
