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 2011-06-04 _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 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" ABW InChI InChI 1.03 "InChI=1S/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" ABW InChIKey InChI 1.03 MUJPWSPVNZGJOW-WRWGMCAJSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ABW "Create component" 2004-10-18 RCSB ABW "Modify descriptor" 2011-06-04 RCSB #