data_59A
# 
_chem_comp.id                                    59A 
_chem_comp.name                                  N-{[(2S,3S)-3-(ETHOXYCARBONYL)OXIRAN-2-YL]CARBONYL}-L-ISOLEUCINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H19 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "CA059, N-(L-3-TRANS-ETHOXYCARBONYLOXIRANE-2-CARBONYL)-L-ISOLEUCINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-01-04 
_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                        273.282 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     59A 
_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        2DC8 
_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 
59A C2   C2   C 0 1 N N S 12.672 18.359 -7.764 2.227  -1.098 -0.320 C2   59A 1  
59A O1   O1   O 0 1 N N N 12.102 17.103 -7.384 2.200  -2.281 0.481  O1   59A 2  
59A C3   C3   C 0 1 N N S 11.671 19.481 -7.404 1.452  -1.176 0.997  C3   59A 3  
59A C4   C4   C 0 1 N N N 10.306 19.338 -8.074 -0.051 -1.250 0.926  C4   59A 4  
59A O4   O4   O 0 1 N N N 10.192 19.584 -9.271 -0.625 -2.262 1.267  O4   59A 5  
59A N1   N1   N 0 1 N N N 9.316  18.893 -7.274 -0.758 -0.192 0.482  N1   59A 6  
59A C5   C5   C 0 1 N N S 7.870  18.587 -7.628 -2.219 -0.264 0.412  C5   59A 7  
59A C6   C6   C 0 1 N N N 7.166  19.853 -8.223 -2.629 -0.901 -0.891 C6   59A 8  
59A O5   O5   O 0 1 N N N 7.544  21.001 -8.085 -3.930 -1.071 -1.175 O5   59A 9  
59A C10  C10  C 0 1 N N S 7.136  18.059 -6.334 -2.804 1.148  0.496  C10  59A 10 
59A C12  C12  C 0 1 N N N 7.284  19.009 -5.096 -4.331 1.065  0.548  C12  59A 11 
59A C11  C11  C 0 1 N N N 7.668  16.668 -5.907 -2.379 1.950  -0.736 C11  59A 12 
59A C13  C13  C 0 1 N N N 5.970  19.322 -4.350 -4.911 2.465  0.758  C13  59A 13 
59A OA   OA   O 0 1 N N N 6.037  19.547 -8.922 -1.787 -1.258 -1.680 OA   59A 14 
59A C7   C7   C 0 1 N N N 14.050 18.553 -7.079 3.501  -0.292 -0.338 C7   59A 15 
59A O2   O2   O 0 1 N N N 15.081 18.640 -7.735 4.563  -0.844 -0.505 O2   59A 16 
59A O3   O3   O 0 1 N N N 13.958 18.610 -5.687 3.455  1.039  -0.170 O3   59A 17 
59A C8   C8   C 0 1 N N N 15.180 18.787 -4.910 4.682  1.815  -0.188 C8   59A 18 
59A C9   C9   C 0 1 N N N 15.451 20.291 -4.736 4.353  3.294  0.025  C9   59A 19 
59A H2   H2   H 0 1 N N N 12.854 18.390 -8.848 1.654  -1.098 -1.247 H2   59A 20 
59A H3   H3   H 0 1 N N N 11.710 20.513 -7.025 1.859  -0.646 1.859  H3   59A 21 
59A HN1  HN1  H 0 1 N N N 9.567  18.744 -6.318 -0.298 0.618  0.208  HN1  59A 22 
59A H5   H5   H 0 1 N N N 7.827  17.808 -8.404 -2.593 -0.862 1.242  H5   59A 23 
59A HO5  HO5  H 0 1 N N N 6.942  21.588 -8.527 -4.193 -1.480 -2.011 HO5  59A 24 
59A H10  H10  H 0 1 N N N 6.076  18.009 -6.623 -2.435 1.641  1.395  H10  59A 25 
59A H121 1H12 H 0 0 N N N 7.655  19.969 -5.485 -4.705 0.653  -0.389 H121 59A 26 
59A H122 2H12 H 0 0 N N N 7.965  18.522 -4.382 -4.631 0.420  1.374  H122 59A 27 
59A H111 1H11 H 0 0 N N N 6.950  16.196 -5.220 -2.795 2.955  -0.676 H111 59A 28 
59A H112 2H11 H 0 0 N N N 8.637  16.786 -5.401 -1.291 2.009  -0.773 H112 59A 29 
59A H113 3H11 H 0 0 N N N 7.794  16.034 -6.797 -2.747 1.457  -1.635 H113 59A 30 
59A H131 1H13 H 0 0 N N N 5.244  18.517 -4.534 -5.998 2.406  0.795  H131 59A 31 
59A H132 2H13 H 0 0 N N N 5.560  20.276 -4.714 -4.536 2.877  1.695  H132 59A 32 
59A H133 3H13 H 0 0 N N N 6.169  19.396 -3.271 -4.610 3.110  -0.068 H133 59A 33 
59A H81  1H8  H 0 1 N N N 16.025 18.316 -5.435 5.179  1.688  -1.150 H81  59A 34 
59A H82  2H8  H 0 1 N N N 15.061 18.317 -3.923 5.342  1.471  0.609  H82  59A 35 
59A H91  1H9  H 0 1 N N N 14.631 20.866 -5.191 5.274  3.877  0.012  H91  59A 36 
59A H92  2H9  H 0 1 N N N 16.400 20.552 -5.228 3.694  3.638  -0.772 H92  59A 37 
59A H93  3H9  H 0 1 N N N 15.516 20.531 -3.664 3.857  3.421  0.987  H93  59A 38 
# 
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 
59A C2  O1   SING N N 1  
59A C2  C3   SING N N 2  
59A C2  C7   SING N N 3  
59A C2  H2   SING N N 4  
59A O1  C3   SING N N 5  
59A C3  C4   SING N N 6  
59A C3  H3   SING N N 7  
59A C4  O4   DOUB N N 8  
59A C4  N1   SING N N 9  
59A N1  C5   SING N N 10 
59A N1  HN1  SING N N 11 
59A C5  C6   SING N N 12 
59A C5  C10  SING N N 13 
59A C5  H5   SING N N 14 
59A C6  O5   SING N N 15 
59A C6  OA   DOUB N N 16 
59A O5  HO5  SING N N 17 
59A C10 C12  SING N N 18 
59A C10 C11  SING N N 19 
59A C10 H10  SING N N 20 
59A C12 C13  SING N N 21 
59A C12 H121 SING N N 22 
59A C12 H122 SING N N 23 
59A C11 H111 SING N N 24 
59A C11 H112 SING N N 25 
59A C11 H113 SING N N 26 
59A C13 H131 SING N N 27 
59A C13 H132 SING N N 28 
59A C13 H133 SING N N 29 
59A C7  O2   DOUB N N 30 
59A C7  O3   SING N N 31 
59A O3  C8   SING N N 32 
59A C8  C9   SING N N 33 
59A C8  H81  SING N N 34 
59A C8  H82  SING N N 35 
59A C9  H91  SING N N 36 
59A C9  H92  SING N N 37 
59A C9  H93  SING N N 38 
# 
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 
59A SMILES           ACDLabs              10.04 O=C(NC(C(=O)O)C(C)CC)C1OC1C(=O)OCC                                                                                                     
59A InChI            InChI                1.02b InChI=1/C12H19NO6/c1-4-6(3)7(11(15)16)13-10(14)8-9(19-8)12(17)18-5-2/h6-9H,4-5H2,1-3H3,(H,13,14)(H,15,16)/t6-,7-,8-,9-/m0/s1/f/h13,15H 
59A InChIKey         InChI                1.02b MZJYLQZZISBOTF-LSRZFNNPDN                                                                                                              
59A SMILES_CANONICAL CACTVS               3.341 CCOC(=O)[C@H]1O[C@@H]1C(=O)N[C@@H]([C@@H](C)CC)C(O)=O                                                                                  
59A SMILES           CACTVS               3.341 CCOC(=O)[CH]1O[CH]1C(=O)N[CH]([CH](C)CC)C(O)=O                                                                                         
59A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](C)[C@@H](C(=O)O)NC(=O)[C@@H]1[C@H](O1)C(=O)OCC                                                                                 
59A SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C)C(C(=O)O)NC(=O)C1C(O1)C(=O)OCC                                                                                                   
# 
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 
59A "SYSTEMATIC NAME" ACDLabs              10.04 N-{[(2S,3S)-3-(ethoxycarbonyl)oxiran-2-yl]carbonyl}-L-isoleucine                         
59A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S)-2-[[(2S,3S)-3-ethoxycarbonyloxiran-2-yl]carbonylamino]-3-methyl-pentanoic acid" 
# 
