data_SA2
# 
_chem_comp.id                                    SA2 
_chem_comp.name                                  (3R)-4-[(4-CARBOXYBUTANOYL)OXY]-N-[(1E)-3-OXOPROP-1-EN-1-YL]-3-SULFINO-D-VALINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H19 N O9 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "4-AZA-5-CARBOXY-6-SULFENATE-6-METHYL-8-OXA-9-OXO-TRIS-2-TRANS-DECENEDIOIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-09 
_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                        365.356 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SA2 
_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        2H5S 
_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 
SA2 O23  O23  O 0 1 N N N 35.096 59.438 3.889  8.600  -0.417 0.397  O23  SA2 1  
SA2 C20  C20  C 0 1 N N N 35.768 60.316 3.306  7.401  0.043  0.009  C20  SA2 2  
SA2 O22  O22  O 0 1 N N N 36.993 60.510 3.440  7.330  0.939  -0.799 O22  SA2 3  
SA2 C19  C19  C 0 1 N N N 35.018 61.241 2.346  6.142  -0.559 0.579  C19  SA2 4  
SA2 C18  C18  C 0 1 N N N 35.545 61.089 0.917  4.923  0.141  -0.026 C18  SA2 5  
SA2 C17  C17  C 0 1 N N N 34.802 62.002 -0.060 3.645  -0.469 0.554  C17  SA2 6  
SA2 C16  C16  C 0 1 N N N 34.863 63.431 0.297  2.445  0.220  -0.042 C16  SA2 7  
SA2 O24  O24  O 0 1 N N N 35.869 64.093 0.044  2.595  1.108  -0.847 O24  SA2 8  
SA2 O15  O15  O 0 1 N N N 33.790 63.978 0.931  1.208  -0.153 0.322  O15  SA2 9  
SA2 C14  C14  C 0 1 N N N 33.988 65.359 1.270  0.051  0.511  -0.252 C14  SA2 10 
SA2 C2   C2   C 0 1 N N R 32.791 65.897 2.039  -1.227 -0.100 0.327  C2   SA2 11 
SA2 S1   S1   S 0 1 N N R 33.213 67.585 2.610  -1.286 -1.869 -0.070 S1   SA2 12 
SA2 O13  O13  O 0 1 N N N 34.317 67.496 3.622  -1.268 -1.798 -1.591 O13  SA2 13 
SA2 O12  O12  O 0 1 N N N 33.691 68.392 1.438  -0.011 -2.450 0.165  O12  SA2 14 
SA2 C21  C21  C 0 1 N N N 31.590 65.955 1.091  -1.236 0.082  1.847  C21  SA2 15 
SA2 C3   C3   C 0 1 N N S 32.517 64.973 3.233  -2.446 0.600  -0.277 C3   SA2 16 
SA2 C9   C9   C 0 1 N N N 31.320 65.464 4.054  -2.335 2.086  -0.053 C9   SA2 17 
SA2 O10  O10  O 0 1 N N N 31.498 66.462 4.786  -1.290 2.764  -0.554 O10  SA2 18 
SA2 O11  O11  O 0 1 N N N 30.250 64.829 3.934  -3.186 2.667  0.578  O11  SA2 19 
SA2 N4   N4   N 0 1 N N N 33.716 64.931 4.084  -3.664 0.099  0.364  N4   SA2 20 
SA2 C5   C5   C 0 1 N N N 33.780 63.944 4.977  -4.855 0.156  -0.297 C5   SA2 21 
SA2 C6   C6   C 0 1 N N N 32.981 62.645 4.936  -5.982 -0.307 0.296  C6   SA2 22 
SA2 C7   C7   C 0 1 N N N 33.387 61.610 5.771  -7.207 -0.249 -0.384 C7   SA2 23 
SA2 O8   O8   O 0 1 N N N 34.371 61.795 6.487  -8.217 -0.664 0.148  O8   SA2 24 
SA2 HO23 HO23 H 0 0 N N N 35.663 58.931 4.459  9.408  -0.032 0.031  HO23 SA2 25 
SA2 H191 1H19 H 0 0 N N N 35.170 62.282 2.669  6.136  -0.429 1.661  H191 SA2 26 
SA2 H192 2H19 H 0 0 N N N 33.949 60.983 2.363  6.106  -1.622 0.340  H192 SA2 27 
SA2 H181 1H18 H 0 0 N N N 35.388 60.047 0.601  4.929  0.011  -1.108 H181 SA2 28 
SA2 H182 2H18 H 0 0 N N N 36.613 61.353 0.904  4.959  1.204  0.213  H182 SA2 29 
SA2 H171 1H17 H 0 0 N N N 33.742 61.708 -0.034 3.639  -0.340 1.636  H171 SA2 30 
SA2 H172 2H17 H 0 0 N N N 35.257 61.879 -1.054 3.610  -1.532 0.315  H172 SA2 31 
SA2 H141 1H14 H 0 0 N N N 34.106 65.940 0.343  0.057  0.381  -1.334 H141 SA2 32 
SA2 H142 2H14 H 0 0 N N N 34.889 65.451 1.895  0.086  1.574  -0.013 H142 SA2 33 
SA2 HO13 HO13 H 0 0 N N N 35.155 67.477 3.176  -1.297 -2.710 -1.913 HO13 SA2 34 
SA2 H211 1H21 H 0 0 N N N 31.597 65.071 0.436  -1.200 1.145  2.086  H211 SA2 35 
SA2 H212 2H21 H 0 0 N N N 31.651 66.866 0.478  -2.146 -0.353 2.259  H212 SA2 36 
SA2 H213 3H21 H 0 0 N N N 30.660 65.969 1.678  -0.368 -0.416 2.277  H213 SA2 37 
SA2 H3   H3   H 0 1 N N N 32.278 63.968 2.855  -2.488 0.396  -1.347 H3   SA2 38 
SA2 HO10 HO10 H 0 0 N N N 30.691 66.668 5.242  -1.219 3.718  -0.410 HO10 SA2 39 
SA2 HN4  HN4  H 0 1 N N N 34.505 64.832 3.478  -3.624 -0.273 1.259  HN4  SA2 40 
SA2 H52  2H5  H 0 1 N N N 34.460 64.076 5.806  -4.900 0.570  -1.293 H52  SA2 41 
SA2 H62  2H6  H 0 1 N N N 32.130 62.533 4.281  -5.937 -0.722 1.293  H62  SA2 42 
SA2 H7   H7   H 0 1 N N N 32.854 60.671 5.791  -7.252 0.165  -1.380 H7   SA2 43 
# 
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 
SA2 O23 C20  SING N N 1  
SA2 O23 HO23 SING N N 2  
SA2 C20 O22  DOUB N N 3  
SA2 C20 C19  SING N N 4  
SA2 C19 C18  SING N N 5  
SA2 C19 H191 SING N N 6  
SA2 C19 H192 SING N N 7  
SA2 C18 C17  SING N N 8  
SA2 C18 H181 SING N N 9  
SA2 C18 H182 SING N N 10 
SA2 C17 C16  SING N N 11 
SA2 C17 H171 SING N N 12 
SA2 C17 H172 SING N N 13 
SA2 C16 O24  DOUB N N 14 
SA2 C16 O15  SING N N 15 
SA2 O15 C14  SING N N 16 
SA2 C14 C2   SING N N 17 
SA2 C14 H141 SING N N 18 
SA2 C14 H142 SING N N 19 
SA2 C2  S1   SING N N 20 
SA2 C2  C21  SING N N 21 
SA2 C2  C3   SING N N 22 
SA2 S1  O13  SING N N 23 
SA2 S1  O12  DOUB N N 24 
SA2 O13 HO13 SING N N 25 
SA2 C21 H211 SING N N 26 
SA2 C21 H212 SING N N 27 
SA2 C21 H213 SING N N 28 
SA2 C3  C9   SING N N 29 
SA2 C3  N4   SING N N 30 
SA2 C3  H3   SING N N 31 
SA2 C9  O10  SING N N 32 
SA2 C9  O11  DOUB N N 33 
SA2 O10 HO10 SING N N 34 
SA2 N4  C5   SING N N 35 
SA2 N4  HN4  SING N N 36 
SA2 C5  C6   DOUB N E 37 
SA2 C5  H52  SING N N 38 
SA2 C6  C7   SING N N 39 
SA2 C6  H62  SING N N 40 
SA2 C7  O8   DOUB N N 41 
SA2 C7  H7   SING N N 42 
# 
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 
SA2 SMILES           ACDLabs              10.04 O=C(OCC(S(=O)O)(C(C(=O)O)N\C=C\C=O)C)CCCC(=O)O                                                                                                                               
SA2 InChI            InChI                1.02b InChI=1/C13H19NO9S/c1-13(24(21)22,11(12(19)20)14-6-3-7-15)8-23-10(18)5-2-4-9(16)17/h3,6-7,11,14H,2,4-5,8H2,1H3,(H,16,17)(H,19,20)(H,21,22)/b6-3+/t11-,13-/m0/s1/f/h16,19,21H 
SA2 InChIKey         InChI                1.02b ZLJAMSCQNNEARN-KPLLVILJDH                                                                                                                                                    
SA2 SMILES_CANONICAL CACTVS               3.341 C[C@](COC(=O)CCCC(O)=O)([C@@H](N\C=C\C=O)C(O)=O)[S@@](O)=O                                                                                                                   
SA2 SMILES           CACTVS               3.341 C[C](COC(=O)CCCC(O)=O)([CH](NC=CC=O)C(O)=O)[S](O)=O                                                                                                                          
SA2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@](COC(=O)CCCC(=O)O)([C@H](C(=O)O)N\C=C\C=O)[S@](=O)O                                                                                                                     
SA2 SMILES           "OpenEye OEToolkits" 1.5.0 CC(COC(=O)CCCC(=O)O)(C(C(=O)O)NC=CC=O)S(=O)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 
SA2 "SYSTEMATIC NAME" ACDLabs              10.04 (3R)-4-[(4-carboxybutanoyl)oxy]-N-[(1E)-3-oxoprop-1-en-1-yl]-3-sulfino-D-valine                             
SA2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R)-4-(5-hydroxy-5-oxo-pentanoyl)oxy-3-methyl-2-[[(E)-3-oxoprop-1-enyl]amino]-3-sulfino-butanoic acid" 
# 
