data_D6S # _chem_comp.id D6S _chem_comp.name "(1S,2S,3S,4R,5R)-2-amino-4-[benzyl(methyl)amino]-6,8-dioxabicyclo[3.2.1]octan-3-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H20 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-20 _chem_comp.pdbx_modified_date 2020-04-17 _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 264.320 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D6S _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 5QB9 _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 D6S C4 C1 C 0 1 Y N N -6.164 -0.099 11.174 -4.042 1.524 0.410 C4 D6S 1 D6S C5 C2 C 0 1 Y N N -6.097 -1.447 11.441 -4.981 0.513 0.500 C5 D6S 2 D6S C6 C3 C 0 1 Y N N -4.908 -2.120 11.258 -4.680 -0.753 0.033 C6 D6S 3 D6S N1 N1 N 0 1 N N N 1.947 4.138 9.309 0.888 0.049 2.178 N1 D6S 4 D6S C7 C4 C 0 1 Y N N -3.786 -1.442 10.806 -3.441 -1.008 -0.522 C7 D6S 5 D6S C8 C5 C 0 1 N N R -1.673 2.970 9.715 1.160 -0.750 -0.684 C8 D6S 6 D6S C9 C6 C 0 1 N N S -0.129 3.010 10.051 2.109 -1.179 0.440 C9 D6S 7 D6S C10 C7 C 0 1 N N S 0.494 3.940 9.011 2.182 -0.068 1.493 C10 D6S 8 D6S C11 C8 C 0 1 N N S -0.232 5.283 9.073 2.514 1.255 0.785 C11 D6S 9 D6S C12 C9 C 0 1 N N N -1.256 5.462 7.960 3.655 0.978 -0.221 C12 D6S 10 D6S C13 C10 C 0 1 N N R -2.148 4.464 9.795 1.577 0.644 -1.179 C13 D6S 11 D6S O2 O1 O 0 1 N N N 0.375 1.692 9.874 3.411 -1.414 -0.100 O2 D6S 12 D6S O1 O2 O 0 1 N N N -1.083 5.280 10.241 1.396 1.567 -0.083 O1 D6S 13 D6S O O3 O 0 1 N N N -2.473 4.936 8.508 2.991 0.622 -1.447 O D6S 14 D6S N N2 N 0 1 N N N -2.510 2.032 10.592 -0.217 -0.699 -0.173 N D6S 15 D6S C C11 C 0 1 N N N -2.079 1.993 12.020 -0.615 -1.994 0.395 C D6S 16 D6S C1 C12 C 0 1 N N N -2.633 0.648 10.026 -1.153 -0.275 -1.223 C1 D6S 17 D6S C2 C13 C 0 1 Y N N -3.845 -0.088 10.529 -2.502 0.002 -0.611 C2 D6S 18 D6S C3 C14 C 0 1 Y N N -5.045 0.580 10.719 -2.805 1.270 -0.151 C3 D6S 19 D6S H1 H1 H 0 1 N N N -7.093 0.432 11.320 -4.277 2.513 0.775 H1 D6S 20 D6S H2 H2 H 0 1 N N N -6.971 -1.975 11.792 -5.950 0.713 0.934 H2 D6S 21 D6S H3 H3 H 0 1 N N N -4.850 -3.178 11.467 -5.414 -1.543 0.103 H3 D6S 22 D6S H4 H4 H 0 1 N N N 2.419 3.258 9.268 0.909 0.786 2.866 H4 D6S 23 D6S H5 H5 H 0 1 N N N 2.344 4.761 8.635 0.140 0.193 1.516 H5 D6S 24 D6S H7 H7 H 0 1 N N N -2.857 -1.976 10.669 -3.205 -1.998 -0.886 H7 D6S 25 D6S H8 H8 H 0 1 N N N -1.776 2.643 8.670 1.220 -1.463 -1.506 H8 D6S 26 D6S H9 H9 H 0 1 N N N 0.031 3.393 11.070 1.736 -2.094 0.901 H9 D6S 27 D6S H10 H10 H 0 1 N N N 0.373 3.503 8.009 2.963 -0.301 2.217 H10 D6S 28 D6S H11 H11 H 0 1 N N N 0.486 6.117 9.085 2.741 2.059 1.485 H11 D6S 29 D6S H12 H12 H 0 1 N N N -0.958 4.900 7.063 4.260 1.874 -0.364 H12 D6S 30 D6S H13 H13 H 0 1 N N N -1.372 6.526 7.705 4.276 0.153 0.127 H13 D6S 31 D6S H14 H14 H 0 1 N N N -3.011 4.530 10.474 0.998 0.945 -2.053 H14 D6S 32 D6S H15 H15 H 0 1 N N N -0.013 1.115 10.521 4.065 -1.690 0.557 H15 D6S 33 D6S H17 H17 H 0 1 N N N -2.725 1.301 12.580 0.053 -2.252 1.216 H17 D6S 34 D6S H18 H18 H 0 1 N N N -1.036 1.649 12.079 -1.638 -1.929 0.765 H18 D6S 35 D6S H19 H19 H 0 1 N N N -2.158 3.001 12.454 -0.556 -2.763 -0.376 H19 D6S 36 D6S H20 H20 H 0 1 N N N -1.735 0.075 10.303 -0.777 0.631 -1.700 H20 D6S 37 D6S H21 H21 H 0 1 N N N -2.698 0.722 8.930 -1.246 -1.065 -1.968 H21 D6S 38 D6S H22 H22 H 0 1 N N N -5.108 1.638 10.511 -2.075 2.062 -0.229 H22 D6S 39 # # 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 D6S C12 O SING N N 1 D6S C12 C11 SING N N 2 D6S O C13 SING N N 3 D6S C10 C11 SING N N 4 D6S C10 N1 SING N N 5 D6S C10 C9 SING N N 6 D6S C11 O1 SING N N 7 D6S C8 C13 SING N N 8 D6S C8 C9 SING N N 9 D6S C8 N SING N N 10 D6S C13 O1 SING N N 11 D6S O2 C9 SING N N 12 D6S C1 C2 SING N N 13 D6S C1 N SING N N 14 D6S C2 C3 DOUB Y N 15 D6S C2 C7 SING Y N 16 D6S N C SING N N 17 D6S C3 C4 SING Y N 18 D6S C7 C6 DOUB Y N 19 D6S C4 C5 DOUB Y N 20 D6S C6 C5 SING Y N 21 D6S C4 H1 SING N N 22 D6S C5 H2 SING N N 23 D6S C6 H3 SING N N 24 D6S N1 H4 SING N N 25 D6S N1 H5 SING N N 26 D6S C7 H7 SING N N 27 D6S C8 H8 SING N N 28 D6S C9 H9 SING N N 29 D6S C10 H10 SING N N 30 D6S C11 H11 SING N N 31 D6S C12 H12 SING N N 32 D6S C12 H13 SING N N 33 D6S C13 H14 SING N N 34 D6S O2 H15 SING N N 35 D6S C H17 SING N N 36 D6S C H18 SING N N 37 D6S C H19 SING N N 38 D6S C1 H20 SING N N 39 D6S C1 H21 SING N N 40 D6S C3 H22 SING N N 41 # # 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 D6S SMILES ACDLabs 12.01 "c3cccc(CN(C1C2OC(C(N)C1O)CO2)C)c3" D6S InChI InChI 1.03 "InChI=1S/C14H20N2O3/c1-16(7-9-5-3-2-4-6-9)12-13(17)11(15)10-8-18-14(12)19-10/h2-6,10-14,17H,7-8,15H2,1H3/t10-,11-,12-,13+,14-/m1/s1" D6S InChIKey InChI 1.03 YJSWHNBNNGQGQD-XGFWRYKXSA-N D6S SMILES_CANONICAL CACTVS 3.385 "CN(Cc1ccccc1)[C@@H]2[C@@H](O)[C@H](N)[C@H]3CO[C@@H]2O3" D6S SMILES CACTVS 3.385 "CN(Cc1ccccc1)[CH]2[CH](O)[CH](N)[CH]3CO[CH]2O3" D6S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN(Cc1ccccc1)[C@@H]2[C@H]([C@@H]([C@H]3CO[C@@H]2O3)N)O" D6S SMILES "OpenEye OEToolkits" 2.0.6 "CN(Cc1ccccc1)C2C(C(C3COC2O3)N)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 D6S "SYSTEMATIC NAME" ACDLabs 12.01 "(1S,2S,3S,4R,5R)-2-amino-4-[benzyl(methyl)amino]-6,8-dioxabicyclo[3.2.1]octan-3-ol (non-preferred name)" D6S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S},2~{S},3~{S},4~{R},5~{R})-2-azanyl-4-[methyl-(phenylmethyl)amino]-6,8-dioxabicyclo[3.2.1]octan-3-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site D6S "Create component" 2017-10-20 RCSB D6S "Initial release" 2020-04-22 RCSB ##