data_IK9 # _chem_comp.id IK9 _chem_comp.name "2-{[(2Z)-5-(1,3-benzodioxol-5-ylmethyl)-8-fluoro-2-imino-2,3-dihydro[1,2,4]triazolo[1,5-c]quinazolin-10-yl]amino}ethanol" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H17 F N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-03 _chem_comp.pdbx_modified_date 2014-07-03 _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 396.375 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IK9 _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 4CWT _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 IK9 F1 F1 F 0 1 N N N 3.935 16.778 26.264 -1.087 -4.443 -0.132 F1 IK9 1 IK9 C2 C2 C 0 1 Y N N 4.464 15.671 25.698 -1.272 -3.106 -0.078 C2 IK9 2 IK9 C4 C4 C 0 1 Y N N 3.650 14.644 25.231 -0.179 -2.264 -0.151 C4 IK9 3 IK9 C5 C5 C 0 1 Y N N 4.245 13.510 24.671 -0.361 -0.883 -0.097 C5 IK9 4 IK9 C24 C24 C 0 1 Y N N 5.636 13.393 24.570 -1.669 -0.361 0.034 C24 IK9 5 IK9 C25 C25 C 0 1 Y N N 6.456 14.430 25.037 -2.767 -1.228 0.108 C25 IK9 6 IK9 N26 N26 N 0 1 N N N 7.819 14.353 24.953 -4.055 -0.721 0.236 N26 IK9 7 IK9 C27 C27 C 0 1 N N N 8.695 15.426 25.443 -5.198 -1.635 0.312 C27 IK9 8 IK9 C28 C28 C 0 1 N N N 8.817 15.174 26.954 -6.489 -0.826 0.449 C28 IK9 9 IK9 O29 O29 O 0 1 N N N 9.855 15.970 27.541 -6.698 -0.057 -0.737 O29 IK9 10 IK9 C3 C3 C 0 1 Y N N 5.848 15.560 25.586 -2.557 -2.597 0.045 C3 IK9 11 IK9 C23 C23 C 0 1 N N N 6.126 12.217 23.990 -1.824 1.094 0.089 C23 IK9 12 IK9 N22 N22 N 0 1 N N N 7.401 11.809 23.752 -2.867 1.891 0.205 N22 IK9 13 IK9 C20 C20 C 0 1 N N N 7.255 10.581 23.162 -2.468 3.175 0.206 C20 IK9 14 IK9 N21 N21 N 0 1 N N N 8.322 9.818 22.759 -3.249 4.224 0.306 N21 IK9 15 IK9 N19 N19 N 0 1 N N N 5.986 10.151 23.009 -1.089 3.197 0.084 N19 IK9 16 IK9 N18 N18 N 0 1 N N N 5.318 11.247 23.570 -0.682 1.856 0.009 N18 IK9 17 IK9 C7 C7 C 0 1 N N N 3.984 11.386 23.654 0.532 1.262 -0.116 C7 IK9 18 IK9 N6 N6 N 0 1 N N N 3.456 12.500 24.226 0.690 -0.026 -0.166 N6 IK9 19 IK9 C8 C8 C 0 1 N N N 3.059 10.277 23.220 1.755 2.139 -0.199 C8 IK9 20 IK9 C9 C9 C 0 1 Y N N 3.159 9.290 24.387 2.983 1.276 -0.333 C9 IK9 21 IK9 C17 C17 C 0 1 Y N N 3.661 7.998 24.154 3.440 0.915 -1.587 C17 IK9 22 IK9 C16 C16 C 0 1 Y N N 3.802 7.029 25.160 4.565 0.123 -1.716 C16 IK9 23 IK9 C15 C15 C 0 1 Y N N 3.425 7.395 26.447 5.240 -0.310 -0.586 C15 IK9 24 IK9 C11 C11 C 0 1 Y N N 2.909 8.727 26.712 4.781 0.054 0.678 C11 IK9 25 IK9 C10 C10 C 0 1 Y N N 2.779 9.670 25.692 3.655 0.851 0.798 C10 IK9 26 IK9 O14 O14 O 0 1 N N N 3.435 6.687 27.617 6.355 -1.084 -0.439 O14 IK9 27 IK9 C13 C13 C 0 1 N N N 2.841 7.508 28.651 6.809 -0.853 0.908 C13 IK9 28 IK9 O12 O12 O 0 1 N N N 2.620 8.807 28.053 5.608 -0.493 1.616 O12 IK9 29 IK9 H4 H4 H 0 1 N N N 2.575 14.722 25.300 0.815 -2.675 -0.251 H4 IK9 30 IK9 H3 H3 H 0 1 N N N 6.469 16.372 25.934 -3.399 -3.272 0.097 H3 IK9 31 IK9 H26 H26 H 0 1 N N N 8.083 13.527 25.452 -4.197 0.238 0.275 H26 IK9 32 IK9 H271 H271 H 0 0 N N N 9.682 15.371 24.960 -5.241 -2.238 -0.595 H271 IK9 33 IK9 H272 H272 H 0 0 N N N 8.246 16.411 25.250 -5.084 -2.287 1.178 H272 IK9 34 IK9 H281 H281 H 0 0 N N N 7.860 15.424 27.436 -7.329 -1.504 0.595 H281 IK9 35 IK9 H282 H282 H 0 0 N N N 9.045 14.111 27.121 -6.409 -0.157 1.306 H282 IK9 36 IK9 H29 H29 H 0 1 N N N 9.904 15.791 28.473 -7.500 0.482 -0.721 H29 IK9 37 IK9 H21 H21 H 0 1 N N N 9.196 10.266 22.948 -4.208 4.108 0.388 H21 IK9 38 IK9 H19 H19 H 0 1 N N N 5.629 9.304 22.614 -0.520 3.981 0.056 H19 IK9 39 IK9 H81C H81C H 0 0 N N N 2.029 10.643 23.096 1.674 2.793 -1.067 H81C IK9 40 IK9 H82C H82C H 0 0 N N N 3.401 9.818 22.280 1.832 2.742 0.705 H82C IK9 41 IK9 H17 H17 H 0 1 N N N 3.954 7.737 23.148 2.915 1.252 -2.469 H17 IK9 42 IK9 H10 H10 H 0 1 N N N 2.399 10.660 25.895 3.299 1.139 1.776 H10 IK9 43 IK9 H16 H16 H 0 1 N N N 4.186 6.043 24.944 4.919 -0.157 -2.697 H16 IK9 44 IK9 H131 H131 H 0 0 N N N 1.887 7.073 28.983 7.243 -1.761 1.327 H131 IK9 45 IK9 H132 H132 H 0 0 N N N 3.523 7.594 29.510 7.529 -0.036 0.934 H132 IK9 46 # 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 IK9 F1 C2 SING N N 1 IK9 C2 C4 DOUB Y N 2 IK9 C2 C3 SING Y N 3 IK9 C4 C5 SING Y N 4 IK9 C5 C24 DOUB Y N 5 IK9 C5 N6 SING N N 6 IK9 C24 C25 SING Y N 7 IK9 C24 C23 SING N N 8 IK9 C25 N26 SING N N 9 IK9 C25 C3 DOUB Y N 10 IK9 N26 C27 SING N N 11 IK9 C27 C28 SING N N 12 IK9 C28 O29 SING N N 13 IK9 C23 N22 DOUB N N 14 IK9 C23 N18 SING N N 15 IK9 N22 C20 SING N N 16 IK9 C20 N21 DOUB N N 17 IK9 C20 N19 SING N N 18 IK9 N19 N18 SING N N 19 IK9 N18 C7 SING N N 20 IK9 C7 N6 DOUB N N 21 IK9 C7 C8 SING N N 22 IK9 C8 C9 SING N N 23 IK9 C9 C17 SING Y N 24 IK9 C9 C10 DOUB Y N 25 IK9 C17 C16 DOUB Y N 26 IK9 C16 C15 SING Y N 27 IK9 C15 C11 DOUB Y N 28 IK9 C15 O14 SING N N 29 IK9 C11 C10 SING Y N 30 IK9 C11 O12 SING N N 31 IK9 O14 C13 SING N N 32 IK9 C13 O12 SING N N 33 IK9 C4 H4 SING N N 34 IK9 C3 H3 SING N N 35 IK9 N26 H26 SING N N 36 IK9 C27 H271 SING N N 37 IK9 C27 H272 SING N N 38 IK9 C28 H281 SING N N 39 IK9 C28 H282 SING N N 40 IK9 O29 H29 SING N N 41 IK9 N21 H21 SING N N 42 IK9 N19 H19 SING N N 43 IK9 C8 H81C SING N N 44 IK9 C8 H82C SING N N 45 IK9 C17 H17 SING N N 46 IK9 C10 H10 SING N N 47 IK9 C16 H16 SING N N 48 IK9 C13 H131 SING N N 49 IK9 C13 H132 SING N N 50 # 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 IK9 SMILES ACDLabs 12.01 "Fc3cc2N=C(N1C(=NC(=[N@H])N1)c2c(NCCO)c3)Cc4ccc5OCOc5c4" IK9 InChI InChI 1.03 "InChI=1S/C19H17FN6O3/c20-11-7-12(22-3-4-27)17-13(8-11)23-16(26-18(17)24-19(21)25-26)6-10-1-2-14-15(5-10)29-9-28-14/h1-2,5,7-8,22,27H,3-4,6,9H2,(H2,21,25)" IK9 InChIKey InChI 1.03 VTYBTDCJZWSDTA-UHFFFAOYSA-N IK9 SMILES_CANONICAL CACTVS 3.385 "OCCNc1cc(F)cc2N=C(Cc3ccc4OCOc4c3)N5NC(=N)N=C5c12" IK9 SMILES CACTVS 3.385 "OCCNc1cc(F)cc2N=C(Cc3ccc4OCOc4c3)N5NC(=N)N=C5c12" IK9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc2c(cc1CC3=Nc4cc(cc(c4C5=NC(=N)NN35)NCCO)F)OCO2" IK9 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc2c(cc1CC3=Nc4cc(cc(c4C5=NC(=N)NN35)NCCO)F)OCO2" # 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 IK9 "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(2Z)-5-(1,3-benzodioxol-5-ylmethyl)-8-fluoro-2-imino-2,3-dihydro[1,2,4]triazolo[1,5-c]quinazolin-10-yl]amino}ethanol" IK9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[[2-azanylidene-5-(1,3-benzodioxol-5-ylmethyl)-8-fluoranyl-3H-[1,2,4]triazolo[1,5-c]quinazolin-10-yl]amino]ethanol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IK9 "Create component" 2014-04-03 EBI IK9 "Initial release" 2014-07-08 RCSB #