data_ABW
# 
_chem_comp.id                                    ABW 
_chem_comp.name                                  "5-[1-(ACETYLAMINO)-3-METHYLBUTYL]-2,5-ANHYDRO-3,4-DIDEOXY-4-(METHOXYCARBONYL)PENTONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H23 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-10-18 
_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                        301.336 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ABW 
_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        1XOG 
_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 
ABW C1   C1   C 0 1 N N R 24.483 16.493 63.006 0.036  1.293  -0.368 C1   ABW 1  
ABW C13  C13  C 0 1 N N R 25.362 17.627 62.461 -0.135 -0.012 0.438  C13  ABW 2  
ABW O6   O6   O 0 1 N N N 25.450 18.530 63.557 -1.463 -0.499 0.191  O6   ABW 3  
ABW C3   C3   C 0 1 N N R 24.347 18.354 64.415 -2.136 0.361  -0.741 C3   ABW 4  
ABW C4   C4   C 0 1 N N N 23.466 17.278 63.797 -1.434 1.736  -0.603 C4   ABW 5  
ABW C5   C5   C 0 1 N N N 23.592 19.662 64.645 -3.596 0.481  -0.385 C5   ABW 6  
ABW O1   O1   O 0 1 N N N 22.604 19.634 65.356 -4.412 1.231  -1.142 O1   ABW 7  
ABW O2   O2   O 0 1 N N N 24.033 20.686 64.094 -4.031 -0.097 0.582  O2   ABW 8  
ABW N2   N2   N 0 1 N N N 26.810 16.309 60.921 2.239  -0.486 0.090  N2   ABW 9  
ABW C6   C6   C 0 1 N N N 27.194 15.007 61.079 3.211  -0.899 -0.748 C6   ABW 10 
ABW C7   C7   C 0 1 N N N 27.093 14.149 59.807 4.622  -0.402 -0.568 C7   ABW 11 
ABW O4   O4   O 0 1 N N N 27.578 14.544 62.136 2.950  -1.671 -1.646 O4   ABW 12 
ABW C8   C8   C 0 1 N N S 26.822 17.287 62.019 0.892  -1.052 -0.015 C8   ABW 13 
ABW C2   C2   C 0 1 N N N 27.468 18.596 61.506 0.790  -2.292 0.875  C2   ABW 14 
ABW C9   C9   C 0 1 N N N 28.778 19.162 62.101 -0.557 -2.979 0.640  C9   ABW 15 
ABW C10  C10  C 0 1 N N N 29.050 20.449 61.316 -0.641 -3.453 -0.813 C10  ABW 16 
ABW C15  C15  C 0 1 N N N 28.697 19.527 63.607 -0.687 -4.182 1.576  C15  ABW 17 
ABW C14  C14  C 0 1 N N N 23.780 15.674 61.893 0.785  2.325  0.436  C14  ABW 18 
ABW O3   O3   O 0 1 N N N 23.217 16.167 60.949 1.203  2.049  1.535  O3   ABW 19 
ABW O5   O5   O 0 1 N N N 23.869 14.357 62.103 0.987  3.552  -0.070 O5   ABW 20 
ABW C16  C16  C 0 1 N N N 23.274 13.444 61.179 1.708  4.547  0.704  C16  ABW 21 
ABW H1   H1   H 0 1 N N N 25.062 15.731 63.578 0.540  1.101  -1.315 H1   ABW 22 
ABW H13  H13  H 0 1 N N N 24.888 17.987 61.518 -0.008 0.193  1.501  H13  ABW 23 
ABW H3   H3   H 0 1 N N N 24.687 18.033 65.427 -2.025 -0.020 -1.756 H3   ABW 24 
ABW H41  1H4  H 0 1 N N N 22.858 16.684 64.518 -1.819 2.289  0.253  H41  ABW 25 
ABW H42  2H4  H 0 1 N N N 22.591 17.651 63.216 -1.527 2.318  -1.520 H42  ABW 26 
ABW HO1  HO1  H 0 1 N N N 22.135 20.447 65.499 -5.348 1.308  -0.914 HO1  ABW 27 
ABW HN2  HN2  H 0 1 N N N 26.512 16.553 59.976 2.432  0.187  0.762  HN2  ABW 28 
ABW H71  1H7  H 0 1 N N N 27.664 14.623 58.974 4.663  0.277  0.283  H71  ABW 29 
ABW H72  2H7  H 0 1 N N N 27.406 13.087 59.936 5.286  -1.248 -0.389 H72  ABW 30 
ABW H73  3H7  H 0 1 N N N 26.062 14.200 59.387 4.940  0.124  -1.468 H73  ABW 31 
ABW H8   H8   H 0 1 N N N 27.389 16.857 62.878 0.695  -1.331 -1.050 H8   ABW 32 
ABW H21  1H2  H 0 1 N N N 26.696 19.399 61.565 1.597  -2.982 0.631  H21  ABW 33 
ABW H22  2H2  H 0 1 N N N 27.615 18.491 60.406 0.868  -1.996 1.921  H22  ABW 34 
ABW H9   H9   H 0 1 N N N 29.571 18.383 62.021 -1.364 -2.274 0.839  H9   ABW 35 
ABW H101 1H10 H 0 0 N N N 28.201 21.172 61.327 -0.467 -2.609 -1.481 H101 ABW 36 
ABW H102 2H10 H 0 0 N N N 29.995 20.857 61.745 0.115  -4.217 -0.990 H102 ABW 37 
ABW H103 3H10 H 0 0 N N N 29.082 20.305 60.211 -1.630 -3.869 -1.003 H103 ABW 38 
ABW H151 1H15 H 0 0 N N N 28.349 18.650 64.201 -0.627 -3.844 2.611  H151 ABW 39 
ABW H152 2H15 H 0 0 N N N 29.642 19.935 64.036 -1.646 -4.671 1.409  H152 ABW 40 
ABW H153 3H15 H 0 0 N N N 27.852 20.231 63.791 0.120  -4.886 1.377  H153 ABW 41 
ABW H161 1H16 H 0 0 N N N 23.669 13.666 60.160 1.181  4.732  1.639  H161 ABW 42 
ABW H162 2H16 H 0 0 N N N 23.348 12.345 61.354 2.713  4.181  0.919  H162 ABW 43 
ABW H163 3H16 H 0 0 N N N 22.198 13.711 61.064 1.773  5.474  0.134  H163 ABW 44 
# 
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 
ABW C1  C13  SING N N 1  
ABW C1  C4   SING N N 2  
ABW C1  C14  SING N N 3  
ABW C1  H1   SING N N 4  
ABW C13 O6   SING N N 5  
ABW C13 C8   SING N N 6  
ABW C13 H13  SING N N 7  
ABW O6  C3   SING N N 8  
ABW C3  C4   SING N N 9  
ABW C3  C5   SING N N 10 
ABW C3  H3   SING N N 11 
ABW C4  H41  SING N N 12 
ABW C4  H42  SING N N 13 
ABW C5  O1   SING N N 14 
ABW C5  O2   DOUB N N 15 
ABW O1  HO1  SING N N 16 
ABW N2  C6   SING N N 17 
ABW N2  C8   SING N N 18 
ABW N2  HN2  SING N N 19 
ABW C6  C7   SING N N 20 
ABW C6  O4   DOUB N N 21 
ABW C7  H71  SING N N 22 
ABW C7  H72  SING N N 23 
ABW C7  H73  SING N N 24 
ABW C8  C2   SING N N 25 
ABW C8  H8   SING N N 26 
ABW C2  C9   SING N N 27 
ABW C2  H21  SING N N 28 
ABW C2  H22  SING N N 29 
ABW C9  C10  SING N N 30 
ABW C9  C15  SING N N 31 
ABW C9  H9   SING N N 32 
ABW C10 H101 SING N N 33 
ABW C10 H102 SING N N 34 
ABW C10 H103 SING N N 35 
ABW C15 H151 SING N N 36 
ABW C15 H152 SING N N 37 
ABW C15 H153 SING N N 38 
ABW C14 O3   DOUB N N 39 
ABW C14 O5   SING N N 40 
ABW O5  C16  SING N N 41 
ABW C16 H161 SING N N 42 
ABW C16 H162 SING N N 43 
ABW C16 H163 SING N N 44 
# 
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 
ABW SMILES           ACDLabs              10.04 O=C(NC(C1OC(C(=O)O)CC1C(=O)OC)CC(C)C)C                                                                                                              
ABW InChI            InChI                1.02b InChI=1/C14H23NO6/c1-7(2)5-10(15-8(3)16)12-9(14(19)20-4)6-11(21-12)13(17)18/h7,9-12H,5-6H2,1-4H3,(H,15,16)(H,17,18)/t9-,10+,11-,12-/m1/s1/f/h15,17H 
ABW InChIKey         InChI                1.02b MUJPWSPVNZGJOW-CFSLGKBPDN                                                                                                                           
ABW SMILES_CANONICAL CACTVS               3.341 COC(=O)[C@@H]1C[C@@H](O[C@H]1[C@H](CC(C)C)NC(C)=O)C(O)=O                                                                                            
ABW SMILES           CACTVS               3.341 COC(=O)[CH]1C[CH](O[CH]1[CH](CC(C)C)NC(C)=O)C(O)=O                                                                                                  
ABW SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C[C@@H]([C@H]1[C@@H](C[C@@H](O1)C(=O)O)C(=O)OC)NC(=O)C                                                                                         
ABW SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CC(C1C(CC(O1)C(=O)O)C(=O)OC)NC(=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 
ABW "SYSTEMATIC NAME" ACDLabs              10.04 "(5R)-5-[(1S)-1-(acetylamino)-3-methylbutyl]-2,5-anhydro-3,4-dideoxy-4-(methoxycarbonyl)-L-threo-pentonic acid" 
ABW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4R,5R)-5-[(1S)-1-acetamido-3-methyl-butyl]-4-methoxycarbonyl-oxolane-2-carboxylic acid"                    
# 
