data_GK9 # _chem_comp.id GK9 _chem_comp.name "1-(2-chlorofuro[3,2-d]pyrimidin-4-yl)-6-methoxy-1,2,3,4-tetrahydroquinoline" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H14 Cl N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-12-15 _chem_comp.pdbx_modified_date 2018-06-22 _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 315.754 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GK9 _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 6BRY _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 GK9 C1 C1 C 0 1 Y N N 16.512 -66.806 -38.850 -2.909 1.096 -0.484 C1 GK9 1 GK9 C10 C2 C 0 1 Y N N 17.284 -64.316 -45.653 3.710 0.843 0.360 C10 GK9 2 GK9 C11 C3 C 0 1 N N N 16.407 -62.354 -46.684 4.807 2.577 1.562 C11 GK9 3 GK9 C12 C4 C 0 1 Y N N 18.007 -65.490 -45.673 3.712 -0.326 -0.384 C12 GK9 4 GK9 C13 C5 C 0 1 Y N N 18.216 -66.217 -44.500 2.519 -0.874 -0.825 C13 GK9 5 GK9 C14 C6 C 0 1 N N N 19.009 -67.496 -44.536 2.558 -2.140 -1.640 C14 GK9 6 GK9 C15 C7 C 0 1 N N N 18.990 -68.296 -43.251 1.205 -2.848 -1.595 C15 GK9 7 GK9 C16 C8 C 0 1 N N N 19.082 -67.370 -42.081 0.106 -1.843 -1.964 C16 GK9 8 GK9 C2 C9 C 0 1 Y N N 14.744 -66.547 -40.206 -2.829 -0.403 1.259 C2 GK9 9 GK9 C3 C10 C 0 1 Y N N 15.598 -66.450 -41.291 -1.614 -0.904 0.764 C3 GK9 10 GK9 C4 C11 C 0 1 Y N N 13.533 -66.261 -41.996 -2.095 -2.053 2.594 C4 GK9 11 GK9 C5 C12 C 0 1 Y N N 13.457 -66.426 -40.673 -3.111 -1.184 2.463 C5 GK9 12 GK9 C6 C13 C 0 1 Y N N 16.963 -66.550 -41.057 -1.096 -0.336 -0.403 C6 GK9 13 GK9 C7 C14 C 0 1 Y N N 17.688 -65.738 -43.298 1.322 -0.250 -0.515 C7 GK9 14 GK9 C8 C15 C 0 1 Y N N 16.940 -64.561 -43.293 1.320 0.924 0.230 C8 GK9 15 GK9 C9 C16 C 0 1 Y N N 16.751 -63.850 -44.459 2.510 1.469 0.666 C9 GK9 16 GK9 N1 N1 N 0 1 Y N N 15.196 -66.729 -38.945 -3.439 0.590 0.611 N1 GK9 17 GK9 N2 N2 N 0 1 N N N 17.904 -66.492 -42.124 0.099 -0.789 -0.940 N2 GK9 18 GK9 N3 N3 N 0 1 Y N N 17.404 -66.737 -39.819 -1.771 0.650 -0.986 N3 GK9 19 GK9 O1 O1 O 0 1 Y N N 14.848 -66.272 -42.423 -1.214 -1.885 1.594 O1 GK9 20 GK9 O2 O2 O 0 1 N N N 17.083 -63.600 -46.806 4.884 1.374 0.795 O2 GK9 21 GK9 CL1 CL1 CL 0 0 N N N 17.162 -67.030 -37.252 -3.738 2.386 -1.298 CL1 GK9 22 GK9 H1 H1 H 0 1 N N N 16.313 -61.888 -47.676 5.812 2.892 1.844 H1 GK9 23 GK9 H2 H2 H 0 1 N N N 15.405 -62.520 -46.261 4.335 3.359 0.966 H2 GK9 24 GK9 H3 H3 H 0 1 N N N 16.980 -61.690 -46.020 4.216 2.398 2.460 H3 GK9 25 GK9 H4 H4 H 0 1 N N N 18.416 -65.851 -46.605 4.647 -0.811 -0.621 H4 GK9 26 GK9 H5 H5 H 0 1 N N N 18.601 -68.128 -45.338 2.801 -1.895 -2.674 H5 GK9 27 GK9 H6 H6 H 0 1 N N N 20.055 -67.243 -44.765 3.325 -2.803 -1.239 H6 GK9 28 GK9 H7 H7 H 0 1 N N N 18.053 -68.870 -43.191 1.200 -3.673 -2.308 H7 GK9 29 GK9 H8 H8 H 0 1 N N N 19.845 -68.988 -43.238 1.026 -3.231 -0.590 H8 GK9 30 GK9 H9 H9 H 0 1 N N N 19.088 -67.947 -41.144 0.317 -1.408 -2.941 H9 GK9 31 GK9 H10 H10 H 0 1 N N N 20.001 -66.770 -42.148 -0.862 -2.345 -1.985 H10 GK9 32 GK9 H11 H11 H 0 1 N N N 12.680 -66.136 -42.646 -1.999 -2.779 3.388 H11 GK9 33 GK9 H12 H12 H 0 1 N N N 12.554 -66.458 -40.081 -3.966 -1.083 3.116 H12 GK9 34 GK9 H13 H13 H 0 1 N N N 16.506 -64.204 -42.370 0.385 1.410 0.468 H13 GK9 35 GK9 H14 H14 H 0 1 N N N 16.187 -62.929 -44.443 2.508 2.381 1.245 H14 GK9 36 # 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 GK9 O2 C11 SING N N 1 GK9 O2 C10 SING N N 2 GK9 C12 C10 DOUB Y N 3 GK9 C12 C13 SING Y N 4 GK9 C10 C9 SING Y N 5 GK9 C14 C13 SING N N 6 GK9 C14 C15 SING N N 7 GK9 C13 C7 DOUB Y N 8 GK9 C9 C8 DOUB Y N 9 GK9 C7 C8 SING Y N 10 GK9 C7 N2 SING N N 11 GK9 C15 C16 SING N N 12 GK9 O1 C4 SING Y N 13 GK9 O1 C3 SING Y N 14 GK9 N2 C16 SING N N 15 GK9 N2 C6 SING N N 16 GK9 C4 C5 DOUB Y N 17 GK9 C3 C6 DOUB Y N 18 GK9 C3 C2 SING Y N 19 GK9 C6 N3 SING Y N 20 GK9 C5 C2 SING Y N 21 GK9 C2 N1 DOUB Y N 22 GK9 N3 C1 DOUB Y N 23 GK9 N1 C1 SING Y N 24 GK9 C1 CL1 SING N N 25 GK9 C11 H1 SING N N 26 GK9 C11 H2 SING N N 27 GK9 C11 H3 SING N N 28 GK9 C12 H4 SING N N 29 GK9 C14 H5 SING N N 30 GK9 C14 H6 SING N N 31 GK9 C15 H7 SING N N 32 GK9 C15 H8 SING N N 33 GK9 C16 H9 SING N N 34 GK9 C16 H10 SING N N 35 GK9 C4 H11 SING N N 36 GK9 C5 H12 SING N N 37 GK9 C8 H13 SING N N 38 GK9 C9 H14 SING N N 39 # 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 GK9 SMILES ACDLabs 12.01 "c1(Cl)nc4c(c(n1)N3CCCc2cc(ccc23)OC)occ4" GK9 InChI InChI 1.03 "InChI=1S/C16H14ClN3O2/c1-21-11-4-5-13-10(9-11)3-2-7-20(13)15-14-12(6-8-22-14)18-16(17)19-15/h4-6,8-9H,2-3,7H2,1H3" GK9 InChIKey InChI 1.03 OHDPJCAMZXLYKM-UHFFFAOYSA-N GK9 SMILES_CANONICAL CACTVS 3.385 "COc1ccc2N(CCCc2c1)c3nc(Cl)nc4ccoc34" GK9 SMILES CACTVS 3.385 "COc1ccc2N(CCCc2c1)c3nc(Cl)nc4ccoc34" GK9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1ccc2c(c1)CCCN2c3c4c(cco4)nc(n3)Cl" GK9 SMILES "OpenEye OEToolkits" 2.0.6 "COc1ccc2c(c1)CCCN2c3c4c(cco4)nc(n3)Cl" # 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 GK9 "SYSTEMATIC NAME" ACDLabs 12.01 "1-(2-chlorofuro[3,2-d]pyrimidin-4-yl)-6-methoxy-1,2,3,4-tetrahydroquinoline" GK9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-chloranyl-4-(6-methoxy-3,4-dihydro-2~{H}-quinolin-1-yl)furo[3,2-d]pyrimidine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GK9 "Create component" 2017-12-15 RCSB GK9 "Initial release" 2018-06-27 RCSB #