data_2AW # _chem_comp.id 2AW _chem_comp.name "6-({(2R,3S)-3-carboxy-2-methyl-3-[(3-oxopropyl)amino]-2-sulfinopropyl}oxy)-6-oxohexanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H23 N O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-16 _chem_comp.pdbx_modified_date 2014-07-25 _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 381.399 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2AW _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4MBF _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 2AW OAC OAC O 0 1 N N N 13.768 33.055 3.129 -9.444 -0.291 -0.453 OAC 2AW 1 2AW CAT CAT C 0 1 N N N 12.837 33.838 2.885 -8.262 0.139 0.015 CAT 2AW 2 2AW OAH OAH O 0 1 N N N 12.996 35.007 2.462 -8.224 1.011 0.850 OAH 2AW 3 2AW CAO CAO C 0 1 N N N 11.415 33.314 3.186 -6.982 -0.468 -0.501 CAO 2AW 4 2AW CAM CAM C 0 1 N N N 10.313 33.959 2.317 -5.789 0.195 0.191 CAM 2AW 5 2AW CAN CAN C 0 1 N N N 10.544 33.670 0.827 -4.490 -0.420 -0.332 CAN 2AW 6 2AW CAP CAP C 0 1 N N N 9.391 34.223 -0.023 -3.297 0.243 0.359 CAP 2AW 7 2AW CAV CAV C 0 1 N N N 9.379 35.751 -0.031 -2.017 -0.363 -0.156 CAV 2AW 8 2AW OAE OAE O 0 1 N N N 10.176 36.371 -0.736 -2.055 -1.236 -0.991 OAE 2AW 9 2AW OAS OAS O 0 1 N N N 8.439 36.300 0.799 -0.835 0.066 0.312 OAS 2AW 10 2AW CG1 CG1 C 0 1 N N N 8.494 37.714 1.043 0.357 -0.563 -0.229 CG1 2AW 11 2AW CB CB C 0 1 N N R 7.313 38.169 1.924 1.598 0.053 0.419 CB 2AW 12 2AW CG2 CG2 C 0 1 N N N 6.009 38.127 1.118 1.547 -0.170 1.932 CG2 2AW 13 2AW SAX SAX S 0 1 N N N 7.615 40.012 2.452 1.643 1.832 0.071 SAX 2AW 14 2AW OAF OAF O 0 1 N N N 8.179 40.700 1.217 0.377 2.405 0.370 OAF 2AW 15 2AW OAG OAG O 0 1 N N N 8.701 40.045 3.527 1.691 1.883 -1.449 OAG 2AW 16 2AW CA CA C 0 1 N N S 7.196 37.280 3.184 2.854 -0.610 -0.151 CA 2AW 17 2AW C C C 0 1 N N N 6.041 37.764 4.076 2.759 -2.103 0.029 C 2AW 18 2AW OXT OXT O 0 1 N N N 6.253 38.750 4.827 1.749 -2.785 -0.534 OXT 2AW 19 2AW O O O 0 1 N N N 4.964 37.138 4.000 3.593 -2.687 0.679 O 2AW 20 2AW N N N 0 1 N N N 8.447 37.352 3.957 4.038 -0.105 0.556 N 2AW 21 2AW CAL CAL C 0 1 N N N 8.795 36.361 4.767 5.240 -0.219 -0.282 CAL 2AW 22 2AW CAK CAK C 0 1 N N N 7.953 35.123 4.811 6.450 0.315 0.486 CAK 2AW 23 2AW CAJ CAJ C 0 1 N N N 8.519 34.063 5.733 7.682 0.199 -0.373 CAJ 2AW 24 2AW OAB OAB O 0 1 N N N 9.524 34.201 6.419 8.360 1.174 -0.592 OAB 2AW 25 2AW H1 H1 H 0 1 N N N 14.597 33.481 2.946 -10.238 0.128 -0.093 H1 2AW 26 2AW H2 H2 H 0 1 N N N 11.187 33.519 4.242 -6.976 -1.537 -0.290 H2 2AW 27 2AW H3 H3 H 0 1 N N N 11.402 32.228 3.012 -6.912 -0.309 -1.577 H3 2AW 28 2AW H4 H4 H 0 1 N N N 10.320 35.047 2.477 -5.795 1.265 -0.020 H4 2AW 29 2AW H5 H5 H 0 1 N N N 9.336 33.551 2.615 -5.859 0.037 1.267 H5 2AW 30 2AW H6 H6 H 0 1 N N N 10.612 32.582 0.677 -4.484 -1.490 -0.122 H6 2AW 31 2AW H7 H7 H 0 1 N N N 11.485 34.144 0.510 -4.420 -0.262 -1.408 H7 2AW 32 2AW H8 H8 H 0 1 N N N 8.438 33.861 0.390 -3.303 1.312 0.148 H8 2AW 33 2AW H9 H9 H 0 1 N N N 9.504 33.862 -1.056 -3.366 0.084 1.435 H9 2AW 34 2AW H10 H10 H 0 1 N N N 9.438 37.954 1.554 0.330 -1.632 -0.020 H10 2AW 35 2AW H11 H11 H 0 1 N N N 8.452 38.247 0.082 0.394 -0.404 -1.307 H11 2AW 36 2AW H12 H12 H 0 1 N N N 5.173 38.453 1.755 1.520 -1.240 2.141 H12 2AW 37 2AW H13 H13 H 0 1 N N N 6.093 38.798 0.251 2.431 0.268 2.394 H13 2AW 38 2AW H14 H14 H 0 1 N N N 5.826 37.100 0.770 0.652 0.302 2.339 H14 2AW 39 2AW H17 H17 H 0 1 N N N 7.003 36.242 2.875 2.937 -0.377 -1.213 H17 2AW 40 2AW H18 H18 H 0 1 N N N 5.468 38.943 5.326 1.731 -3.741 -0.390 H18 2AW 41 2AW H19 H19 H 0 1 N N N 9.809 36.050 4.477 5.405 -1.265 -0.540 H19 2AW 42 2AW H20 H20 H 0 1 N N N 6.947 35.394 5.163 6.284 1.361 0.744 H20 2AW 43 2AW H21 H21 H 0 1 N N N 7.886 34.707 3.795 6.587 -0.266 1.398 H21 2AW 44 2AW H22 H22 H 0 1 N N N 7.999 33.118 5.789 7.959 -0.757 -0.793 H22 2AW 45 2AW H23 H23 H 0 1 N N N 9.188 37.454 3.294 3.899 0.846 0.861 H23 2AW 46 2AW H24 H24 H 0 1 N N N 8.816 36.772 5.787 5.103 0.362 -1.194 H24 2AW 47 2AW H15 H15 H 0 1 N N N 9.472 40.482 3.185 1.720 2.779 -1.812 H15 2AW 48 # 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 2AW OAE CAV DOUB N N 1 2AW CAV CAP SING N N 2 2AW CAV OAS SING N N 3 2AW CAP CAN SING N N 4 2AW OAS CG1 SING N N 5 2AW CAN CAM SING N N 6 2AW CG1 CB SING N N 7 2AW CG2 CB SING N N 8 2AW OAF SAX DOUB N N 9 2AW CB SAX SING N N 10 2AW CB CA SING N N 11 2AW CAM CAO SING N N 12 2AW SAX OAG SING N N 13 2AW OAH CAT DOUB N N 14 2AW CAT OAC SING N N 15 2AW CAT CAO SING N N 16 2AW CA N SING N N 17 2AW CA C SING N N 18 2AW N CAL SING N N 19 2AW O C DOUB N N 20 2AW C OXT SING N N 21 2AW CAL CAK SING N N 22 2AW CAK CAJ SING N N 23 2AW CAJ OAB DOUB N N 24 2AW OAC H1 SING N N 25 2AW CAO H2 SING N N 26 2AW CAO H3 SING N N 27 2AW CAM H4 SING N N 28 2AW CAM H5 SING N N 29 2AW CAN H6 SING N N 30 2AW CAN H7 SING N N 31 2AW CAP H8 SING N N 32 2AW CAP H9 SING N N 33 2AW CG1 H10 SING N N 34 2AW CG1 H11 SING N N 35 2AW CG2 H12 SING N N 36 2AW CG2 H13 SING N N 37 2AW CG2 H14 SING N N 38 2AW CA H17 SING N N 39 2AW OXT H18 SING N N 40 2AW CAL H19 SING N N 41 2AW CAK H20 SING N N 42 2AW CAK H21 SING N N 43 2AW CAJ H22 SING N N 44 2AW N H23 SING N N 45 2AW CAL H24 SING N N 46 2AW OAG H15 SING N N 47 # 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 2AW SMILES ACDLabs 12.01 "O=C(OCC(S(=O)O)(C(C(=O)O)NCCC=O)C)CCCCC(=O)O" 2AW InChI InChI 1.03 "InChI=1S/C14H23NO9S/c1-14(25(22)23,12(13(20)21)15-7-4-8-16)9-24-11(19)6-3-2-5-10(17)18/h8,12,15H,2-7,9H2,1H3,(H,17,18)(H,20,21)(H,22,23)/t12-,14-/m0/s1" 2AW InChIKey InChI 1.03 XJDMDWLRMVEPAR-JSGCOSHPSA-N 2AW SMILES_CANONICAL CACTVS 3.385 "C[C@](COC(=O)CCCCC(O)=O)([C@@H](NCCC=O)C(O)=O)[S](O)=O" 2AW SMILES CACTVS 3.385 "C[C](COC(=O)CCCCC(O)=O)([CH](NCCC=O)C(O)=O)[S](O)=O" 2AW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@](COC(=O)CCCCC(=O)O)([C@H](C(=O)O)NCCC=O)S(=O)O" 2AW SMILES "OpenEye OEToolkits" 1.7.6 "CC(COC(=O)CCCCC(=O)O)(C(C(=O)O)NCCC=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 2AW "SYSTEMATIC NAME" ACDLabs 12.01 "6-({(2R,3S)-3-carboxy-2-methyl-3-[(3-oxopropyl)amino]-2-sulfinopropyl}oxy)-6-oxohexanoic acid" 2AW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[(2R,3S)-2-methyl-4-oxidanyl-4-oxidanylidene-3-(3-oxidanylidenepropylamino)-2-sulfino-butoxy]-6-oxidanylidene-hexanoic 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 2AW "Create component" 2013-09-16 RCSB 2AW "Initial release" 2014-07-30 RCSB #