data_6FQ # _chem_comp.id 6FQ _chem_comp.name "2,4-dioxo-10-[3-(1H-tetrazol-5-yl)phenyl]-2,3,4,10-tetrahydropyrimido[4,5-b]quinoline-8-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H10 N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-31 _chem_comp.pdbx_modified_date 2016-04-29 _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 382.335 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6FQ _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 5J3S _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 6FQ N1 N1 N 0 1 N N N 9.925 -7.819 11.622 3.311 3.146 -0.205 N1 6FQ 1 6FQ N3 N2 N 0 1 N N N 7.536 -5.788 14.307 0.804 -0.098 0.357 N3 6FQ 2 6FQ C4 C1 C 0 1 N N N 9.125 -5.713 12.491 2.981 0.761 -0.361 C4 6FQ 3 6FQ C5 C2 C 0 1 N N N 9.095 -4.323 12.500 3.407 -0.512 -0.678 C5 6FQ 4 6FQ C6 C3 C 0 1 Y N N 7.509 -4.389 14.324 1.234 -1.375 0.054 C6 6FQ 5 6FQ C7 C4 C 0 1 Y N N 8.293 -3.649 13.414 2.519 -1.597 -0.484 C7 6FQ 6 6FQ C8 C5 C 0 1 Y N N 8.244 -2.228 13.453 2.929 -2.904 -0.800 C8 6FQ 7 6FQ C10 C6 C 0 1 Y N N 6.678 -2.328 15.266 0.810 -3.742 -0.053 C10 6FQ 8 6FQ C13 C7 C 0 1 Y N N 6.724 -6.535 15.255 -0.485 0.100 0.862 C13 6FQ 9 6FQ C15 C8 C 0 1 Y N N 4.673 -7.615 15.833 -1.979 0.270 2.737 C15 6FQ 10 6FQ C17 C9 C 0 1 Y N N 6.499 -7.598 17.395 -2.825 0.525 0.501 C17 6FQ 11 6FQ C1 C10 C 0 1 N N N 9.963 -6.440 11.546 3.836 1.946 -0.547 C1 6FQ 12 6FQ C2 C11 C 0 1 N N N 9.133 -8.483 12.539 2.066 3.244 0.282 C2 6FQ 13 6FQ N2 N3 N 0 1 N N N 8.339 -7.786 13.427 1.253 2.208 0.464 N2 6FQ 14 6FQ C3 C12 C 0 1 N N N 8.333 -6.464 13.410 1.630 0.971 0.169 C3 6FQ 15 6FQ C9 C13 C 0 1 Y N N 6.701 -3.708 15.246 0.380 -2.455 0.252 C9 6FQ 16 6FQ C11 C14 C 0 1 Y N N 7.453 -1.597 14.365 2.079 -3.950 -0.614 C11 6FQ 17 6FQ C12 C15 C 0 1 N N N 5.847 -1.642 16.220 -0.069 -4.854 0.152 C12 6FQ 18 6FQ N4 N4 N 0 1 N N N 5.195 -1.097 16.984 -0.767 -5.736 0.315 N4 6FQ 19 6FQ O1 O1 O 0 1 N N N 9.162 -9.709 12.534 1.653 4.353 0.575 O1 6FQ 20 6FQ O2 O2 O 0 1 N N N 10.688 -5.897 10.712 4.965 1.850 -0.989 O2 6FQ 21 6FQ C14 C16 C 0 1 Y N N 5.433 -6.900 14.927 -0.706 0.075 2.234 C14 6FQ 22 6FQ C16 C17 C 0 1 Y N N 5.201 -7.965 17.062 -3.038 0.491 1.880 C16 6FQ 23 6FQ C18 C18 C 0 1 Y N N 7.261 -6.882 16.479 -1.543 0.328 -0.007 C18 6FQ 24 6FQ C19 C19 C 0 1 Y N N 7.070 -7.966 18.688 -3.960 0.761 -0.419 C19 6FQ 25 6FQ N5 N5 N 0 1 Y N N 6.472 -8.683 19.642 -5.253 0.967 -0.068 N5 6FQ 26 6FQ N6 N6 N 0 1 Y N N 8.285 -7.659 19.117 -3.903 0.818 -1.733 N6 6FQ 27 6FQ N7 N7 N 0 1 Y N N 8.404 -8.203 20.355 -5.068 1.038 -2.225 N7 6FQ 28 6FQ N8 N8 N 0 1 Y N N 7.317 -8.821 20.675 -5.941 1.141 -1.282 N8 6FQ 29 6FQ H1 H1 H 0 1 N N N 10.489 -8.354 10.993 3.847 3.948 -0.310 H1 6FQ 30 6FQ H2 H2 H 0 1 N N N 9.696 -3.766 11.796 4.400 -0.678 -1.069 H2 6FQ 31 6FQ H3 H3 H 0 1 N N N 8.835 -1.649 12.759 3.920 -3.078 -1.192 H3 6FQ 32 6FQ H4 H4 H 0 1 N N N 3.663 -7.901 15.580 -2.146 0.244 3.803 H4 6FQ 33 6FQ H6 H6 H 0 1 N N N 6.094 -4.266 15.944 -0.614 -2.294 0.643 H6 6FQ 34 6FQ H7 H7 H 0 1 N N N 7.425 -0.518 14.391 2.399 -4.952 -0.859 H7 6FQ 35 6FQ H8 H8 H 0 1 N N N 5.019 -6.628 13.967 0.119 -0.099 2.909 H8 6FQ 36 6FQ H9 H9 H 0 1 N N N 4.603 -8.525 17.765 -4.031 0.638 2.277 H9 6FQ 37 6FQ H10 H10 H 0 1 N N N 8.273 -6.597 16.725 -1.372 0.353 -1.073 H10 6FQ 38 6FQ H11 H11 H 0 1 N N N 5.546 -9.056 19.595 -5.624 0.989 0.827 H11 6FQ 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 6FQ O2 C1 DOUB N N 1 6FQ C1 N1 SING N N 2 6FQ C1 C4 SING N N 3 6FQ N1 C2 SING N N 4 6FQ C4 C5 DOUB N N 5 6FQ C4 C3 SING N N 6 6FQ C5 C7 SING N N 7 6FQ O1 C2 DOUB N N 8 6FQ C2 N2 SING N N 9 6FQ C3 N2 DOUB N N 10 6FQ C3 N3 SING N N 11 6FQ C7 C8 DOUB Y N 12 6FQ C7 C6 SING Y N 13 6FQ C8 C11 SING Y N 14 6FQ N3 C6 SING N N 15 6FQ N3 C13 SING N N 16 6FQ C6 C9 DOUB Y N 17 6FQ C11 C10 DOUB Y N 18 6FQ C14 C13 DOUB Y N 19 6FQ C14 C15 SING Y N 20 6FQ C9 C10 SING Y N 21 6FQ C13 C18 SING Y N 22 6FQ C10 C12 SING N N 23 6FQ C15 C16 DOUB Y N 24 6FQ C12 N4 TRIP N N 25 6FQ C18 C17 DOUB Y N 26 6FQ C16 C17 SING Y N 27 6FQ C17 C19 SING N N 28 6FQ C19 N6 DOUB Y N 29 6FQ C19 N5 SING Y N 30 6FQ N6 N7 SING Y N 31 6FQ N5 N8 SING Y N 32 6FQ N7 N8 DOUB Y N 33 6FQ N1 H1 SING N N 34 6FQ C5 H2 SING N N 35 6FQ C8 H3 SING N N 36 6FQ C15 H4 SING N N 37 6FQ C9 H6 SING N N 38 6FQ C11 H7 SING N N 39 6FQ C14 H8 SING N N 40 6FQ C16 H9 SING N N 41 6FQ C18 H10 SING N N 42 6FQ N5 H11 SING N N 43 # 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 6FQ SMILES ACDLabs 12.01 "N2C(N=C1N(c3cc(C#N)ccc3C=C1C2=O)c5cc(c4nnnn4)ccc5)=O" 6FQ InChI InChI 1.03 "InChI=1S/C19H10N8O2/c20-9-10-4-5-11-8-14-17(21-19(29)22-18(14)28)27(15(11)6-10)13-3-1-2-12(7-13)16-23-25-26-24-16/h1-8H,(H,22,28,29)(H,23,24,25,26)" 6FQ InChIKey InChI 1.03 NDVGJTJBERLSGL-UHFFFAOYSA-N 6FQ SMILES_CANONICAL CACTVS 3.385 "O=C1NC(=O)C2=Cc3ccc(cc3N(c4cccc(c4)c5[nH]nnn5)C2=N1)C#N" 6FQ SMILES CACTVS 3.385 "O=C1NC(=O)C2=Cc3ccc(cc3N(c4cccc(c4)c5[nH]nnn5)C2=N1)C#N" 6FQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(cc(c1)N2c3cc(ccc3C=C4C2=NC(=O)NC4=O)C#N)c5[nH]nnn5" 6FQ SMILES "OpenEye OEToolkits" 2.0.4 "c1cc(cc(c1)N2c3cc(ccc3C=C4C2=NC(=O)NC4=O)C#N)c5[nH]nnn5" # 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 6FQ "SYSTEMATIC NAME" ACDLabs 12.01 "2,4-dioxo-10-[3-(1H-tetrazol-5-yl)phenyl]-2,3,4,10-tetrahydropyrimido[4,5-b]quinoline-8-carbonitrile" 6FQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2,4-bis(oxidanylidene)-10-[3-(1~{H}-1,2,3,4-tetrazol-5-yl)phenyl]pyrimido[4,5-b]quinoline-8-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 6FQ "Create component" 2016-03-31 EBI 6FQ "Initial release" 2016-05-04 RCSB #