data_DDV # _chem_comp.id DDV _chem_comp.name "(1S,2S,3S,4R,5R)-2-[(cyclopropylmethyl)amino]-4-(phenylsulfanyl)-6,8-dioxabicyclo[3.2.1]octan-3-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H21 N O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-23 _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 307.408 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DDV _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 5QBT _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 DDV C4 C1 C 0 1 Y N N -3.424 9.826 6.622 2.819 -1.075 1.058 C4 DDV 1 DDV C5 C2 C 0 1 Y N N -2.714 10.875 7.177 3.930 -1.583 0.414 C5 DDV 2 DDV C6 C3 C 0 1 N N R -3.204 5.763 6.848 -1.234 -1.205 0.303 C6 DDV 3 DDV C7 C4 C 0 1 N N S -3.993 4.546 6.356 -1.167 -0.393 -0.994 C7 DDV 4 DDV C8 C5 C 0 1 N N S -3.770 3.342 7.325 -1.493 1.074 -0.691 C8 DDV 5 DDV C9 C6 C 0 1 N N S -3.796 3.788 8.821 -2.819 1.130 0.085 C9 DDV 6 DDV C10 C7 C 0 1 N N N -2.398 4.003 9.367 -3.816 0.178 -0.617 C10 DDV 7 DDV C11 C8 C 0 1 N N R -3.250 5.902 8.406 -2.577 -0.925 0.995 C11 DDV 8 DDV C12 C9 C 0 1 N N N -4.549 0.975 7.723 0.678 2.145 -0.724 C12 DDV 9 DDV C13 C10 C 0 1 N N N -4.805 -0.160 6.767 1.775 2.747 0.158 C13 DDV 10 DDV C14 C11 C 0 1 N N N -5.470 -1.390 7.295 3.062 3.205 -0.530 C14 DDV 11 DDV C15 C12 C 0 1 N N N -6.209 -0.470 6.380 2.068 4.240 0.000 C15 DDV 12 DDV O2 O1 O 0 1 N N N -3.444 4.043 5.140 -2.116 -0.909 -1.929 O2 DDV 13 DDV N N1 N 0 1 N N N -4.809 2.296 7.075 -0.419 1.660 0.123 N DDV 14 DDV O1 O2 O 0 1 N N N -4.329 5.128 8.898 -2.597 0.473 1.358 O1 DDV 15 DDV O O3 O 0 1 N N N -2.076 5.347 8.983 -3.627 -1.096 0.025 O DDV 16 DDV S S1 S 0 1 N N N -3.855 7.221 5.967 0.127 -0.718 1.400 S DDV 17 DDV C3 C13 C 0 1 Y N N -2.865 8.560 6.573 1.547 -1.365 0.581 C3 DDV 18 DDV C2 C14 C 0 1 Y N N -1.581 8.360 7.055 1.397 -2.167 -0.545 C2 DDV 19 DDV C1 C15 C 0 1 Y N N -0.879 9.416 7.610 2.512 -2.672 -1.184 C1 DDV 20 DDV C C16 C 0 1 Y N N -1.445 10.670 7.675 3.776 -2.376 -0.710 C DDV 21 DDV H1 H1 H 0 1 N N N -4.415 9.994 6.227 2.940 -0.456 1.935 H1 DDV 22 DDV H2 H2 H 0 1 N N N -3.156 11.860 7.220 4.918 -1.362 0.786 H2 DDV 23 DDV H3 H3 H 0 1 N N N -2.155 5.663 6.534 -1.155 -2.268 0.074 H3 DDV 24 DDV H4 H4 H 0 1 N N N -5.065 4.780 6.271 -0.164 -0.463 -1.417 H4 DDV 25 DDV H5 H5 H 0 1 N N N -2.778 2.915 7.114 -1.591 1.628 -1.625 H5 DDV 26 DDV H6 H6 H 0 1 N N N -4.362 3.071 9.434 -3.196 2.146 0.196 H6 DDV 27 DDV H7 H7 H 0 1 N N N -2.385 3.896 10.462 -4.838 0.527 -0.472 H7 DDV 28 DDV H8 H8 H 0 1 N N N -1.690 3.289 8.921 -3.586 0.107 -1.680 H8 DDV 29 DDV H9 H9 H 0 1 N N N -3.363 6.963 8.673 -2.716 -1.565 1.867 H9 DDV 30 DDV H10 H10 H 0 1 N N N -5.211 0.866 8.595 0.301 2.908 -1.405 H10 DDV 31 DDV H11 H11 H 0 1 N N N -3.500 0.937 8.052 1.089 1.315 -1.298 H11 DDV 32 DDV H12 H12 H 0 1 N N N -4.041 -0.317 5.992 1.863 2.319 1.156 H12 DDV 33 DDV H13 H13 H 0 1 N N N -5.750 -1.452 8.357 3.997 3.079 0.016 H13 DDV 34 DDV H14 H14 H 0 1 N N N -5.154 -2.382 6.941 3.128 3.078 -1.611 H14 DDV 35 DDV H15 H15 H 0 1 N N N -7.035 0.145 6.768 1.480 4.794 -0.732 H15 DDV 36 DDV H16 H16 H 0 1 N N N -6.439 -0.785 5.352 2.349 4.795 0.895 H16 DDV 37 DDV H17 H17 H 0 1 N N N -3.947 3.290 4.853 -1.972 -1.836 -2.165 H17 DDV 38 DDV H18 H18 H 0 1 N N N -5.684 2.641 7.415 -0.774 2.397 0.713 H18 DDV 39 DDV H20 H20 H 0 1 N N N -1.129 7.381 6.998 0.410 -2.395 -0.918 H20 DDV 40 DDV H21 H21 H 0 1 N N N 0.118 9.256 7.994 2.396 -3.295 -2.059 H21 DDV 41 DDV H22 H22 H 0 1 N N N -0.896 11.490 8.115 4.647 -2.772 -1.212 H22 DDV 42 # # 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 DDV O2 C7 SING N N 1 DDV S C3 SING N N 2 DDV S C6 SING N N 3 DDV C7 C6 SING N N 4 DDV C7 C8 SING N N 5 DDV C15 C13 SING N N 6 DDV C15 C14 SING N N 7 DDV C3 C4 DOUB Y N 8 DDV C3 C2 SING Y N 9 DDV C4 C5 SING Y N 10 DDV C13 C14 SING N N 11 DDV C13 C12 SING N N 12 DDV C6 C11 SING N N 13 DDV C2 C1 DOUB Y N 14 DDV N C8 SING N N 15 DDV N C12 SING N N 16 DDV C5 C DOUB Y N 17 DDV C8 C9 SING N N 18 DDV C1 C SING Y N 19 DDV C11 O1 SING N N 20 DDV C11 O SING N N 21 DDV C9 O1 SING N N 22 DDV C9 C10 SING N N 23 DDV O C10 SING N N 24 DDV C4 H1 SING N N 25 DDV C5 H2 SING N N 26 DDV C6 H3 SING N N 27 DDV C7 H4 SING N N 28 DDV C8 H5 SING N N 29 DDV C9 H6 SING N N 30 DDV C10 H7 SING N N 31 DDV C10 H8 SING N N 32 DDV C11 H9 SING N N 33 DDV C12 H10 SING N N 34 DDV C12 H11 SING N N 35 DDV C13 H12 SING N N 36 DDV C14 H13 SING N N 37 DDV C14 H14 SING N N 38 DDV C15 H15 SING N N 39 DDV C15 H16 SING N N 40 DDV O2 H17 SING N N 41 DDV N H18 SING N N 42 DDV C2 H20 SING N N 43 DDV C1 H21 SING N N 44 DDV C H22 SING N N 45 # # 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 DDV SMILES ACDLabs 12.01 "c1ccccc1SC2C4OC(C(C2O)NCC3CC3)CO4" DDV InChI InChI 1.03 "InChI=1S/C16H21NO3S/c18-14-13(17-8-10-6-7-10)12-9-19-16(20-12)15(14)21-11-4-2-1-3-5-11/h1-5,10,12-18H,6-9H2/t12-,13-,14+,15-,16-/m1/s1" DDV InChIKey InChI 1.03 RHZAVNISDMVYNF-IBEHDNSVSA-N DDV SMILES_CANONICAL CACTVS 3.385 "O[C@H]1[C@H](NCC2CC2)[C@H]3CO[C@H](O3)[C@@H]1Sc4ccccc4" DDV SMILES CACTVS 3.385 "O[CH]1[CH](NCC2CC2)[CH]3CO[CH](O3)[CH]1Sc4ccccc4" DDV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)S[C@@H]2[C@H]([C@@H]([C@H]3CO[C@@H]2O3)NCC4CC4)O" DDV SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)SC2C(C(C3COC2O3)NCC4CC4)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 DDV "SYSTEMATIC NAME" ACDLabs 12.01 "(1S,2S,3S,4R,5R)-2-[(cyclopropylmethyl)amino]-4-(phenylsulfanyl)-6,8-dioxabicyclo[3.2.1]octan-3-ol (non-preferred name)" DDV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S},2~{S},3~{S},4~{R},5~{R})-2-(cyclopropylmethylamino)-4-phenylsulfanyl-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 DDV "Create component" 2017-10-23 RCSB DDV "Initial release" 2020-04-22 RCSB ##