data_3U3 # _chem_comp.id 3U3 _chem_comp.name "N-[(1S,2R,3R,4S,5R)-3,4,5-trihydroxy-2-methylcyclohexyl]acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H17 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-29 _chem_comp.pdbx_modified_date 2020-06-27 _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 203.236 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3U3 _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 4WSJ _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 3U3 CAK C1 C 0 1 N N N -5.255 -40.875 4.867 0.518 2.618 0.294 CAK 3U3 1 3U3 CAB C2 C 0 1 N N R -6.707 -40.457 5.094 -0.147 1.289 0.658 CAB 3U3 2 3U3 CAC C3 C 0 1 N N R -7.182 -39.453 4.032 -1.578 1.269 0.117 CAC 3U3 3 3U3 OAJ O1 O 0 1 N N N -6.866 -39.884 2.708 -1.552 1.416 -1.304 OAJ 3U3 4 3U3 CAD C4 C 0 1 N N S -8.666 -39.285 4.169 -2.243 -0.060 0.481 CAD 3U3 5 3U3 OAI O2 O 0 1 N N N -9.115 -38.180 3.325 -3.579 -0.078 -0.023 OAI 3U3 6 3U3 CAE C5 C 0 1 N N R -9.426 -40.513 3.682 -1.448 -1.213 -0.136 CAE 3U3 7 3U3 OAH O3 O 0 1 N N N -10.893 -40.453 3.958 -2.069 -2.454 0.204 OAH 3U3 8 3U3 CAF C6 C 0 1 N N N -8.841 -41.854 4.355 -0.017 -1.193 0.405 CAF 3U3 9 3U3 CAA C7 C 0 1 N N S -7.573 -41.721 5.209 0.647 0.136 0.041 CAA 3U3 10 3U3 NAG N1 N 0 1 N N N -7.992 -41.827 6.605 2.018 0.154 0.559 NAG 3U3 11 3U3 CAL C8 C 0 1 N N N -8.401 -43.020 7.110 3.017 -0.394 -0.160 CAL 3U3 12 3U3 OAM O4 O 0 1 N N N -8.448 -44.055 6.456 2.782 -0.903 -1.235 OAM 3U3 13 3U3 CAN C9 C 0 1 N N N -8.912 -42.989 8.537 4.427 -0.375 0.373 CAN 3U3 14 3U3 H1 H1 H 0 1 N N N -4.953 -41.592 5.645 0.538 2.730 -0.790 H1 3U3 15 3U3 H2 H2 H 0 1 N N N -5.160 -41.346 3.878 -0.048 3.440 0.734 H2 3U3 16 3U3 H3 H3 H 0 1 N N N -4.606 -39.988 4.915 1.537 2.632 0.679 H3 3U3 17 3U3 H4 H4 H 0 1 N N N -6.750 -39.945 6.067 -0.166 1.177 1.742 H4 3U3 18 3U3 H5 H5 H 0 1 N N N -6.698 -38.486 4.232 -2.144 2.091 0.557 H5 3U3 19 3U3 H6 H6 H 0 1 N N N -5.926 -39.989 2.625 -2.427 1.412 -1.715 H6 3U3 20 3U3 H7 H7 H 0 1 N N N -8.922 -39.090 5.221 -2.262 -0.171 1.566 H7 3U3 21 3U3 H8 H8 H 0 1 N N N -8.671 -37.382 3.585 -4.062 -0.893 0.171 H8 3U3 22 3U3 H9 H9 H 0 1 N N N -9.277 -40.602 2.596 -1.429 -1.101 -1.220 H9 3U3 23 3U3 H10 H10 H 0 1 N N N -11.309 -41.243 3.633 -2.981 -2.537 -0.108 H10 3U3 24 3U3 H11 H11 H 0 1 N N N -9.630 -42.271 4.998 -0.037 -1.305 1.489 H11 3U3 25 3U3 H12 H12 H 0 1 N N N -8.619 -42.561 3.542 0.549 -2.015 -0.034 H12 3U3 26 3U3 H13 H13 H 0 1 N N N -6.929 -42.582 4.976 0.667 0.247 -1.043 H13 3U3 27 3U3 H14 H14 H 0 1 N N N -7.978 -41.017 7.192 2.206 0.562 1.419 H14 3U3 28 3U3 H15 H15 H 0 1 N N N -9.287 -43.985 8.814 4.604 -1.273 0.964 H15 3U3 29 3U3 H16 H16 H 0 1 N N N -8.093 -42.705 9.214 5.129 -0.343 -0.460 H16 3U3 30 3U3 H17 H17 H 0 1 N N N -9.727 -42.254 8.619 4.567 0.506 0.999 H17 3U3 31 # # 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 3U3 OAJ CAC SING N N 1 3U3 OAI CAD SING N N 2 3U3 CAE OAH SING N N 3 3U3 CAE CAD SING N N 4 3U3 CAE CAF SING N N 5 3U3 CAC CAD SING N N 6 3U3 CAC CAB SING N N 7 3U3 CAF CAA SING N N 8 3U3 CAK CAB SING N N 9 3U3 CAB CAA SING N N 10 3U3 CAA NAG SING N N 11 3U3 OAM CAL DOUB N N 12 3U3 NAG CAL SING N N 13 3U3 CAL CAN SING N N 14 3U3 CAK H1 SING N N 15 3U3 CAK H2 SING N N 16 3U3 CAK H3 SING N N 17 3U3 CAB H4 SING N N 18 3U3 CAC H5 SING N N 19 3U3 OAJ H6 SING N N 20 3U3 CAD H7 SING N N 21 3U3 OAI H8 SING N N 22 3U3 CAE H9 SING N N 23 3U3 OAH H10 SING N N 24 3U3 CAF H11 SING N N 25 3U3 CAF H12 SING N N 26 3U3 CAA H13 SING N N 27 3U3 NAG H14 SING N N 28 3U3 CAN H15 SING N N 29 3U3 CAN H16 SING N N 30 3U3 CAN H17 SING N N 31 # # 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 3U3 SMILES ACDLabs 12.01 "O=C(NC1C(C(O)C(O)C(O)C1)C)C" 3U3 InChI InChI 1.03 "InChI=1S/C9H17NO4/c1-4-6(10-5(2)11)3-7(12)9(14)8(4)13/h4,6-9,12-14H,3H2,1-2H3,(H,10,11)/t4-,6+,7-,8-,9+/m1/s1" 3U3 InChIKey InChI 1.03 KFWZFLHIHNMMRU-ACWCSBLCSA-N 3U3 SMILES_CANONICAL CACTVS 3.385 "C[C@H]1[C@@H](O)[C@@H](O)[C@H](O)C[C@@H]1NC(C)=O" 3U3 SMILES CACTVS 3.385 "C[CH]1[CH](O)[CH](O)[CH](O)C[CH]1NC(C)=O" 3U3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H]1[C@H](C[C@H]([C@@H]([C@@H]1O)O)O)NC(=O)C" 3U3 SMILES "OpenEye OEToolkits" 1.9.2 "CC1C(CC(C(C1O)O)O)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 3U3 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1S,2R,3R,4S,5R)-3,4,5-trihydroxy-2-methylcyclohexyl]acetamide" 3U3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[(1S,2R,3R,4S,5R)-2-methyl-3,4,5-tris(oxidanyl)cyclohexyl]ethanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3U3 "Create component" 2014-10-29 EBI 3U3 "Initial release" 2014-11-05 RCSB 3U3 "Other modification" 2020-06-27 RCSB ##