data_5QG # _chem_comp.id 5QG _chem_comp.name "3,3-dimethyl-8-morpholin-4-yl-6-(2-phenylethylsulfanyl)-1,4-dihydropyrano[3,4-c]pyridine-5-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H27 N3 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-11-10 _chem_comp.pdbx_modified_date 2016-04-01 _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 409.544 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5QG _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 5ENO _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 5QG N1 N1 N 0 1 N N N 11.339 18.066 12.531 -2.165 -4.375 0.004 N1 5QG 1 5QG C1 C1 C 0 1 N N N 11.167 18.341 11.392 -1.952 -3.260 -0.041 C1 5QG 2 5QG C2 C2 C 0 1 Y N N 11.125 18.625 10.124 -1.684 -1.854 -0.099 C2 5QG 3 5QG C7 C3 C 0 1 Y N N 12.210 18.242 9.330 -0.361 -1.378 -0.076 C7 5QG 4 5QG N6 N2 N 0 1 Y N N 12.166 18.480 7.991 -0.122 -0.076 -0.131 N6 5QG 5 5QG C5 C4 C 0 1 Y N N 11.137 19.062 7.318 -1.106 0.807 -0.205 C5 5QG 6 5QG N17 N3 N 0 1 N N N 11.359 19.201 5.900 -0.804 2.158 -0.261 N17 5QG 7 5QG C22 C5 C 0 1 N N N 12.721 19.313 5.367 0.409 2.394 -1.057 C22 5QG 8 5QG C21 C6 C 0 1 N N N 12.910 18.296 4.231 0.672 3.900 -1.143 C21 5QG 9 5QG O20 O1 O 0 1 N N N 11.892 18.337 3.220 0.778 4.436 0.178 O20 5QG 10 5QG C19 C7 C 0 1 N N N 10.859 19.298 3.456 -0.386 4.225 0.981 C19 5QG 11 5QG C18 C8 C 0 1 N N N 10.304 19.237 4.885 -0.659 2.722 1.089 C18 5QG 12 5QG C4 C9 C 0 1 Y N N 10.011 19.465 8.104 -2.443 0.401 -0.228 C4 5QG 13 5QG O8 O2 O 0 1 N N N 7.609 19.889 8.245 -4.764 0.849 -0.683 O8 5QG 14 5QG C30 C10 C 0 1 N N N 7.603 20.237 9.614 -5.116 -0.284 0.118 C30 5QG 15 5QG C6 C11 C 0 1 N N N 8.810 19.640 10.371 -4.157 -1.429 -0.220 C6 5QG 16 5QG C3 C12 C 0 1 Y N N 10.006 19.228 9.502 -2.738 -0.930 -0.184 C3 5QG 17 5QG S8 S1 S 0 1 N N N 13.636 17.500 9.948 0.981 -2.515 0.026 S8 5QG 18 5QG C9 C13 C 0 1 N N N 14.938 17.497 8.718 2.374 -1.359 0.017 C9 5QG 19 5QG C10 C14 C 0 1 N N N 14.901 16.201 7.933 3.686 -2.141 0.101 C10 5QG 20 5QG C11 C15 C 0 1 Y N N 15.901 16.150 6.792 4.845 -1.178 0.094 C11 5QG 21 5QG C16 C16 C 0 1 Y N N 16.974 15.282 6.814 5.336 -0.678 1.286 C16 5QG 22 5QG C15 C17 C 0 1 Y N N 17.872 15.251 5.740 6.399 0.205 1.280 C15 5QG 23 5QG C14 C18 C 0 1 Y N N 17.707 16.078 4.630 6.972 0.589 0.081 C14 5QG 24 5QG C13 C19 C 0 1 Y N N 16.620 16.941 4.582 6.482 0.089 -1.111 C13 5QG 25 5QG C12 C20 C 0 1 Y N N 15.733 16.955 5.665 5.422 -0.799 -1.104 C12 5QG 26 5QG C17 C21 C 0 1 N N N 8.791 20.146 7.506 -3.524 1.446 -0.301 C17 5QG 27 5QG C20 C22 C 0 1 N N N 6.283 19.658 10.123 -6.554 -0.705 -0.191 C20 5QG 28 5QG C23 C23 C 0 1 N N N 7.582 21.763 9.676 -4.993 0.076 1.600 C23 5QG 29 5QG H1 H1 H 0 1 N N N 13.447 19.108 6.168 1.258 1.903 -0.582 H1 5QG 30 5QG H2 H2 H 0 1 N N N 12.881 20.330 4.979 0.271 1.991 -2.060 H2 5QG 31 5QG H3 H3 H 0 1 N N N 12.917 17.288 4.670 1.601 4.077 -1.684 H3 5QG 32 5QG H4 H4 H 0 1 N N N 13.880 18.494 3.751 -0.153 4.384 -1.667 H4 5QG 33 5QG H5 H5 H 0 1 N N N 11.268 20.304 3.281 -0.222 4.636 1.977 H5 5QG 34 5QG H6 H6 H 0 1 N N N 10.036 19.109 2.751 -1.242 4.718 0.520 H6 5QG 35 5QG H7 H7 H 0 1 N N N 9.679 20.126 5.058 -1.578 2.558 1.652 H7 5QG 36 5QG H8 H8 H 0 1 N N N 9.688 18.331 4.985 0.172 2.236 1.599 H8 5QG 37 5QG H9 H9 H 0 1 N N N 8.462 18.747 10.911 -4.276 -2.230 0.510 H9 5QG 38 5QG H10 H10 H 0 1 N N N 9.161 20.392 11.093 -4.384 -1.810 -1.216 H10 5QG 39 5QG H11 H11 H 0 1 N N N 15.913 17.593 9.218 2.356 -0.776 -0.903 H11 5QG 40 5QG H12 H12 H 0 1 N N N 14.793 18.344 8.031 2.295 -0.689 0.873 H12 5QG 41 5QG H13 H13 H 0 1 N N N 13.891 16.077 7.515 3.703 -2.724 1.022 H13 5QG 42 5QG H14 H14 H 0 1 N N N 15.118 15.371 8.622 3.765 -2.811 -0.755 H14 5QG 43 5QG H15 H15 H 0 1 N N N 17.121 14.627 7.660 4.888 -0.978 2.222 H15 5QG 44 5QG H16 H16 H 0 1 N N N 18.711 14.571 5.772 6.782 0.596 2.211 H16 5QG 45 5QG H17 H17 H 0 1 N N N 18.417 16.048 3.816 7.802 1.279 0.076 H17 5QG 46 5QG H18 H18 H 0 1 N N N 16.463 17.586 3.730 6.929 0.388 -2.047 H18 5QG 47 5QG H19 H19 H 0 1 N N N 14.881 17.618 5.626 5.039 -1.190 -2.035 H19 5QG 48 5QG H20 H20 H 0 1 N N N 8.967 21.232 7.488 -3.637 1.917 0.676 H20 5QG 49 5QG H21 H21 H 0 1 N N N 8.651 19.780 6.478 -3.247 2.203 -1.034 H21 5QG 50 5QG H22 H22 H 0 1 N N N 6.176 19.876 11.196 -6.637 -0.968 -1.245 H22 5QG 51 5QG H23 H23 H 0 1 N N N 5.447 20.112 9.572 -6.819 -1.568 0.421 H23 5QG 52 5QG H24 H24 H 0 1 N N N 6.276 18.569 9.968 -7.230 0.120 0.032 H24 5QG 53 5QG H25 H25 H 0 1 N N N 7.577 22.088 10.727 -5.663 0.904 1.830 H25 5QG 54 5QG H26 H26 H 0 1 N N N 8.475 22.163 9.173 -5.261 -0.788 2.208 H26 5QG 55 5QG H27 H27 H 0 1 N N N 6.679 22.138 9.172 -3.966 0.369 1.819 H27 5QG 56 # 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 5QG O20 C19 SING N N 1 5QG O20 C21 SING N N 2 5QG C19 C18 SING N N 3 5QG C21 C22 SING N N 4 5QG C13 C14 DOUB Y N 5 5QG C13 C12 SING Y N 6 5QG C14 C15 SING Y N 7 5QG C18 N17 SING N N 8 5QG C22 N17 SING N N 9 5QG C12 C11 DOUB Y N 10 5QG C15 C16 DOUB Y N 11 5QG N17 C5 SING N N 12 5QG C11 C16 SING Y N 13 5QG C11 C10 SING N N 14 5QG C5 N6 DOUB Y N 15 5QG C5 C4 SING Y N 16 5QG C17 C4 SING N N 17 5QG C17 O8 SING N N 18 5QG C10 C9 SING N N 19 5QG N6 C7 SING Y N 20 5QG C4 C3 DOUB Y N 21 5QG O8 C30 SING N N 22 5QG C9 S8 SING N N 23 5QG C7 S8 SING N N 24 5QG C7 C2 DOUB Y N 25 5QG C3 C2 SING Y N 26 5QG C3 C6 SING N N 27 5QG C30 C23 SING N N 28 5QG C30 C20 SING N N 29 5QG C30 C6 SING N N 30 5QG C2 C1 SING N N 31 5QG C1 N1 TRIP N N 32 5QG C22 H1 SING N N 33 5QG C22 H2 SING N N 34 5QG C21 H3 SING N N 35 5QG C21 H4 SING N N 36 5QG C19 H5 SING N N 37 5QG C19 H6 SING N N 38 5QG C18 H7 SING N N 39 5QG C18 H8 SING N N 40 5QG C6 H9 SING N N 41 5QG C6 H10 SING N N 42 5QG C9 H11 SING N N 43 5QG C9 H12 SING N N 44 5QG C10 H13 SING N N 45 5QG C10 H14 SING N N 46 5QG C16 H15 SING N N 47 5QG C15 H16 SING N N 48 5QG C14 H17 SING N N 49 5QG C13 H18 SING N N 50 5QG C12 H19 SING N N 51 5QG C17 H20 SING N N 52 5QG C17 H21 SING N N 53 5QG C20 H22 SING N N 54 5QG C20 H23 SING N N 55 5QG C20 H24 SING N N 56 5QG C23 H25 SING N N 57 5QG C23 H26 SING N N 58 5QG C23 H27 SING N N 59 # 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 5QG InChI InChI 1.03 "InChI=1S/C23H27N3O2S/c1-23(2)14-18-19(15-24)22(29-13-8-17-6-4-3-5-7-17)25-21(20(18)16-28-23)26-9-11-27-12-10-26/h3-7H,8-14,16H2,1-2H3" 5QG InChIKey InChI 1.03 CITLGGQQUFMBKB-UHFFFAOYSA-N 5QG SMILES_CANONICAL CACTVS 3.385 "CC1(C)Cc2c(CO1)c(nc(SCCc3ccccc3)c2C#N)N4CCOCC4" 5QG SMILES CACTVS 3.385 "CC1(C)Cc2c(CO1)c(nc(SCCc3ccccc3)c2C#N)N4CCOCC4" 5QG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC1(Cc2c(c(nc(c2C#N)SCCc3ccccc3)N4CCOCC4)CO1)C" 5QG SMILES "OpenEye OEToolkits" 2.0.4 "CC1(Cc2c(c(nc(c2C#N)SCCc3ccccc3)N4CCOCC4)CO1)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 5QG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "3,3-dimethyl-8-morpholin-4-yl-6-(2-phenylethylsulfanyl)-1,4-dihydropyrano[3,4-c]pyridine-5-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5QG "Create component" 2015-11-10 EBI 5QG "Initial release" 2016-04-06 RCSB #