data_89A # _chem_comp.id 89A _chem_comp.name "2-[[(2R)-2-[[(1R,2S,3R,4R,5R)-4-acetamido-2-oxidanyl-6,8-dioxabicyclo[3.2.1]octan-3-yl]oxy]propanoyl]amino]propanamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H23 N3 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-30 _chem_comp.pdbx_modified_date 2017-05-12 _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 345.348 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 89A _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 5G3R _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 89A CAD CAD C 0 1 N N N 22.001 -28.857 160.113 -1.460 2.847 0.240 CAD 89A 1 89A CBB CBB C 0 1 N N N 19.330 -24.560 160.110 -5.267 -0.832 -0.609 CBB 89A 2 89A CBC CBC C 0 1 N N S 18.493 -25.528 159.263 -4.169 -0.607 0.399 CBC 89A 3 89A CBD CBD C 0 1 N N N 17.245 -25.984 160.026 -4.777 -0.118 1.715 CBD 89A 4 89A CBE CBE C 0 1 N N N 19.902 -27.607 159.773 -1.960 0.419 0.322 CBE 89A 5 89A CBF CBF C 0 1 N N R 20.752 -28.753 159.242 -1.001 1.456 -0.204 CBF 89A 6 89A NBJ NBJ N 0 1 N N N 18.764 -23.662 160.779 -6.245 -1.722 -0.352 NBJ 89A 7 89A NBK NBK N 0 1 N N N 19.310 -26.662 158.842 -3.236 0.401 -0.112 NBK 89A 8 89A OBM OBM O 0 1 N N N 20.515 -24.654 160.128 -5.270 -0.211 -1.651 OBM 89A 9 89A OBN OBN O 0 1 N N N 19.748 -27.507 160.941 -1.584 -0.398 1.134 OBN 89A 10 89A C1 C1 C 0 1 N N R 17.394 -31.551 157.412 3.073 0.409 1.013 C1 89A 11 89A C2 C2 C 0 1 N N R 17.864 -30.662 158.468 2.009 -0.518 0.405 C2 89A 12 89A N2 N2 N 0 1 N N N 17.028 -29.461 158.562 2.662 -1.560 -0.391 N2 89A 13 89A C3 C3 C 0 1 N N R 19.377 -30.173 158.163 1.085 0.311 -0.494 C3 89A 14 89A O3 O3 O 0 1 N N N 20.023 -29.949 159.284 0.307 1.199 0.312 O3 89A 15 89A C4 C4 C 0 1 N N S 20.177 -31.262 157.262 1.933 1.124 -1.479 C4 89A 16 89A O4 O4 O 0 1 N N N 21.004 -30.612 156.412 2.575 0.242 -2.401 O4 89A 17 89A C5 C5 C 0 1 N N R 19.199 -32.142 156.436 2.995 1.902 -0.684 C5 89A 18 89A O5 O5 O 0 1 N N N 18.128 -31.498 156.324 3.874 0.924 -0.074 O5 89A 19 89A C6 C6 C 0 1 N N N 18.823 -33.349 157.251 2.295 2.536 0.541 C6 89A 20 89A O6 O6 O 0 1 N N N 17.601 -32.965 157.875 2.404 1.549 1.583 O6 89A 21 89A C7 C7 C 0 1 N N N 15.778 -29.433 159.302 3.111 -2.682 0.206 C7 89A 22 89A O7 O7 O 0 1 N N N 15.148 -28.431 159.346 2.974 -2.829 1.402 O7 89A 23 89A C8 C8 C 0 1 N N N 15.252 -30.673 160.018 3.783 -3.753 -0.613 C8 89A 24 89A HAD1 HAD1 H 0 0 N N N 22.634 -29.680 159.750 -0.736 3.591 -0.092 HAD1 89A 25 89A HAD2 HAD2 H 0 0 N N N 22.563 -27.912 160.063 -2.433 3.065 -0.200 HAD2 89A 26 89A HAD3 HAD3 H 0 0 N N N 21.706 -29.053 161.154 -1.537 2.874 1.327 HAD3 89A 27 89A HBF HBF H 0 1 N N N 21.057 -28.522 158.211 -0.978 1.411 -1.293 HBF 89A 28 89A HBC HBC H 0 1 N N N 18.158 -24.984 158.367 -3.636 -1.542 0.570 HBC 89A 29 89A HBJ1 HBJ1 H 0 0 N N N 19.310 -23.027 161.326 -6.243 -2.218 0.481 HBJ1 89A 30 89A HBJ2 HBJ2 H 0 0 N N N 17.767 -23.581 160.765 -6.952 -1.867 -1.001 HBJ2 89A 31 89A HBD1 HBD1 H 0 0 N N N 16.663 -26.676 159.399 -5.471 -0.868 2.095 HBD1 89A 32 89A HBD2 HBD2 H 0 0 N N N 17.548 -26.495 160.952 -3.984 0.045 2.444 HBD2 89A 33 89A HBD3 HBD3 H 0 0 N N N 16.628 -25.108 160.276 -5.311 0.817 1.544 HBD3 89A 34 89A HBK HBK H 0 1 N N N 19.470 -26.795 157.864 -3.537 1.055 -0.762 HBK 89A 35 89A H1 H1 H 0 1 N N N 16.326 -31.378 157.213 3.686 -0.116 1.745 H1 89A 36 89A H2 H2 H 0 1 N N N 17.867 -31.192 159.432 1.427 -0.979 1.204 H2 89A 37 89A HA HA H 0 1 N N N 17.330 -28.628 158.098 2.772 -1.442 -1.347 HA 89A 38 89A H3 H3 H 0 1 N N N 19.301 -29.255 157.561 0.422 -0.354 -1.046 H3 89A 39 89A H4 H4 H 0 1 N N N 20.739 -31.914 157.947 1.295 1.821 -2.022 H4 89A 40 89A HB HB H 0 1 N N N 21.475 -31.244 155.882 3.129 0.691 -3.054 HB 89A 41 89A H5 H5 H 0 1 N N N 19.668 -32.441 155.487 3.531 2.625 -1.298 H5 89A 42 89A H61C H61C H 0 0 N N N 18.675 -34.228 156.606 2.803 3.454 0.834 H61C 89A 43 89A H62C H62C H 0 0 N N N 19.595 -33.571 158.003 1.247 2.737 0.317 H62C 89A 44 89A H81C H81C H 0 0 N N N 14.295 -30.437 160.506 4.669 -3.340 -1.096 H81C 89A 45 89A H82C H82C H 0 0 N N N 15.102 -31.482 159.288 4.076 -4.578 0.038 H82C 89A 46 89A H83C H83C H 0 0 N N N 15.980 -30.995 160.777 3.092 -4.118 -1.372 H83C 89A 47 # 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 89A CAD CBF SING N N 1 89A CBB CBC SING N N 2 89A CBB NBJ SING N N 3 89A CBB OBM DOUB N N 4 89A CBC CBD SING N N 5 89A CBC NBK SING N N 6 89A CBE CBF SING N N 7 89A CBE NBK SING N N 8 89A CBE OBN DOUB N N 9 89A CBF O3 SING N N 10 89A C1 C2 SING N N 11 89A C1 O5 SING N N 12 89A C1 O6 SING N N 13 89A C2 N2 SING N N 14 89A C2 C3 SING N N 15 89A N2 C7 SING N N 16 89A C3 O3 SING N N 17 89A C3 C4 SING N N 18 89A C4 O4 SING N N 19 89A C4 C5 SING N N 20 89A C5 O5 SING N N 21 89A C5 C6 SING N N 22 89A C6 O6 SING N N 23 89A C7 O7 DOUB N N 24 89A C7 C8 SING N N 25 89A CAD HAD1 SING N N 26 89A CAD HAD2 SING N N 27 89A CAD HAD3 SING N N 28 89A CBF HBF SING N N 29 89A CBC HBC SING N N 30 89A NBJ HBJ1 SING N N 31 89A NBJ HBJ2 SING N N 32 89A CBD HBD1 SING N N 33 89A CBD HBD2 SING N N 34 89A CBD HBD3 SING N N 35 89A NBK HBK SING N N 36 89A C1 H1 SING N N 37 89A C2 H2 SING N N 38 89A N2 HA SING N N 39 89A C3 H3 SING N N 40 89A C4 H4 SING N N 41 89A O4 HB SING N N 42 89A C5 H5 SING N N 43 89A C6 H61C SING N N 44 89A C6 H62C SING N N 45 89A C8 H81C SING N N 46 89A C8 H82C SING N N 47 89A C8 H83C SING N N 48 # 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 89A InChI InChI 1.03 "InChI=1S/C14H23N3O7/c1-5(12(15)20)16-13(21)6(2)23-11-9(17-7(3)18)14-22-4-8(24-14)10(11)19/h5-6,8-11,14,19H,4H2,1-3H3,(H2,15,20)(H,16,21)(H,17,18)/t5-,6+,8+,9+,10+,11+,14+/m0/s1" 89A InChIKey InChI 1.03 WZWJEECJEZLYRU-RSQHYNSWSA-N 89A SMILES_CANONICAL CACTVS 3.385 "C[C@H](NC(=O)[C@@H](C)O[C@H]1[C@H](O)[C@H]2CO[C@H](O2)[C@@H]1NC(C)=O)C(N)=O" 89A SMILES CACTVS 3.385 "C[CH](NC(=O)[CH](C)O[CH]1[CH](O)[CH]2CO[CH](O2)[CH]1NC(C)=O)C(N)=O" 89A SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](C(=O)NC(C)C(=O)N)O[C@@H]1[C@H]([C@@H]2OC[C@H]([C@H]1O)O2)NC(=O)C" 89A SMILES "OpenEye OEToolkits" 1.7.6 "CC(C(=O)N)NC(=O)C(C)OC1C(C2OCC(C1O)O2)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 89A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[[(2R)-2-[[(1R,2S,3R,4R,5R)-4-acetamido-2-oxidanyl-6,8-dioxabicyclo[3.2.1]octan-3-yl]oxy]propanoyl]amino]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 89A "Create component" 2016-04-30 EBI 89A "Initial release" 2017-05-17 RCSB #