data_1OX # _chem_comp.id 1OX _chem_comp.name "2-(1H-benzimidazol-1-ylmethyl)-4H-pyrido[1,2-a]pyrimidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H12 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-16 _chem_comp.pdbx_modified_date 2013-05-17 _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 276.293 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1OX _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 4JPG _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 1OX C1 C1 C 0 1 Y N N 14.328 -14.393 36.386 4.257 1.970 -0.645 C1 1OX 1 1OX C2 C2 C 0 1 Y N N 14.147 -14.811 35.085 3.341 2.274 0.351 C2 1OX 2 1OX C3 C3 C 0 1 Y N N 15.565 -14.388 36.998 4.328 0.708 -1.166 C3 1OX 3 1OX C4 C4 C 0 1 Y N N 15.184 -15.274 34.301 2.485 1.305 0.833 C4 1OX 4 1OX C5 C5 C 0 1 Y N N 18.558 -15.393 35.491 2.366 -2.108 -0.253 C5 1OX 5 1OX C6 C6 C 0 1 Y N N 16.628 -14.826 36.221 3.476 -0.290 -0.689 C6 1OX 6 1OX C7 C7 C 0 1 Y N N 16.422 -15.249 34.915 2.543 0.018 0.316 C7 1OX 7 1OX C8 C8 C 0 1 N N N 20.274 -11.022 30.771 -3.566 2.511 -0.162 C8 1OX 8 1OX C9 C9 C 0 1 N N N 20.230 -12.150 31.560 -2.393 2.109 0.402 C9 1OX 9 1OX C10 C10 C 0 1 N N N 19.200 -10.714 29.960 -4.411 1.561 -0.751 C10 1OX 10 1OX C11 C11 C 0 1 N N N 16.876 -14.719 31.501 -1.352 -1.872 0.348 C11 1OX 11 1OX C12 C12 C 0 1 N N N 18.106 -11.550 29.945 -4.063 0.254 -0.760 C12 1OX 12 1OX C13 C13 C 0 1 N N N 17.959 -14.919 32.258 -0.536 -0.921 0.929 C13 1OX 13 1OX C14 C14 C 0 1 N N N 19.105 -12.950 31.514 -2.045 0.746 0.379 C14 1OX 14 1OX C15 C15 C 0 1 N N N 16.931 -13.489 30.677 -2.566 -1.468 -0.219 C15 1OX 15 1OX C16 C16 C 0 1 N N N 18.030 -16.090 33.164 0.777 -1.331 1.545 C16 1OX 16 1OX N17 N17 N 0 1 Y N N 17.954 -14.920 36.561 3.308 -1.603 -0.994 N17 1OX 17 1OX N18 N18 N 0 1 N N N 19.060 -14.099 32.314 -0.899 0.352 0.930 N18 1OX 18 1OX N19 N19 N 0 1 Y N N 17.671 -15.604 34.480 1.853 -1.151 0.567 N19 1OX 19 1OX N20 N20 N 0 1 N N N 18.080 -12.646 30.708 -2.892 -0.157 -0.198 N20 1OX 20 1OX O21 O21 O 0 1 N N N 15.986 -13.158 29.963 -3.312 -2.284 -0.736 O21 1OX 21 1OX H1 H1 H 0 1 N N N 13.469 -14.057 36.948 4.918 2.739 -1.016 H1 1OX 22 1OX H2 H2 H 0 1 N N N 13.154 -14.775 34.662 3.297 3.275 0.752 H2 1OX 23 1OX H3 H3 H 0 1 N N N 15.698 -14.063 38.019 5.042 0.484 -1.944 H3 1OX 24 1OX H4 H4 H 0 1 N N N 15.040 -15.627 33.291 1.771 1.548 1.606 H4 1OX 25 1OX H5 H5 H 0 1 N N N 19.618 -15.588 35.424 2.031 -3.134 -0.292 H5 1OX 26 1OX H6 H6 H 0 1 N N N 21.144 -10.382 30.787 -3.845 3.555 -0.151 H6 1OX 27 1OX H7 H7 H 0 1 N N N 21.060 -12.404 32.203 -1.735 2.831 0.863 H7 1OX 28 1OX H8 H8 H 0 1 N N N 19.218 -9.827 29.344 -5.343 1.873 -1.200 H8 1OX 29 1OX H9 H9 H 0 1 N N N 16.034 -15.395 31.491 -1.064 -2.913 0.342 H9 1OX 30 1OX H11 H11 H 0 1 N N N 17.263 -11.318 29.312 -4.721 -0.471 -1.216 H11 1OX 31 1OX H12 H12 H 0 1 N N N 17.323 -16.867 32.839 0.975 -0.714 2.421 H12 1OX 32 1OX H13 H13 H 0 1 N N N 19.050 -16.503 33.175 0.728 -2.378 1.842 H13 1OX 33 # 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 1OX C12 C10 DOUB N N 1 1OX C12 N20 SING N N 2 1OX C10 C8 SING N N 3 1OX O21 C15 DOUB N N 4 1OX C15 N20 SING N N 5 1OX C15 C11 SING N N 6 1OX N20 C14 SING N N 7 1OX C8 C9 DOUB N N 8 1OX C11 C13 DOUB N N 9 1OX C14 C9 SING N N 10 1OX C14 N18 DOUB N N 11 1OX C13 N18 SING N N 12 1OX C13 C16 SING N N 13 1OX C16 N19 SING N N 14 1OX C4 C7 DOUB Y N 15 1OX C4 C2 SING Y N 16 1OX N19 C7 SING Y N 17 1OX N19 C5 SING Y N 18 1OX C7 C6 SING Y N 19 1OX C2 C1 DOUB Y N 20 1OX C5 N17 DOUB Y N 21 1OX C6 N17 SING Y N 22 1OX C6 C3 DOUB Y N 23 1OX C1 C3 SING Y N 24 1OX C1 H1 SING N N 25 1OX C2 H2 SING N N 26 1OX C3 H3 SING N N 27 1OX C4 H4 SING N N 28 1OX C5 H5 SING N N 29 1OX C8 H6 SING N N 30 1OX C9 H7 SING N N 31 1OX C10 H8 SING N N 32 1OX C11 H9 SING N N 33 1OX C12 H11 SING N N 34 1OX C16 H12 SING N N 35 1OX C16 H13 SING N N 36 # 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 1OX SMILES ACDLabs 12.01 "O=C2C=C(N=C1C=CC=CN12)Cn3c4ccccc4nc3" 1OX InChI InChI 1.03 "InChI=1S/C16H12N4O/c21-16-9-12(18-15-7-3-4-8-20(15)16)10-19-11-17-13-5-1-2-6-14(13)19/h1-9,11H,10H2" 1OX InChIKey InChI 1.03 BCWFSHAZZLFCIE-UHFFFAOYSA-N 1OX SMILES_CANONICAL CACTVS 3.370 "O=C1C=C(Cn2cnc3ccccc23)N=C4C=CC=CN14" 1OX SMILES CACTVS 3.370 "O=C1C=C(Cn2cnc3ccccc23)N=C4C=CC=CN14" 1OX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)ncn2CC3=CC(=O)N4C=CC=CC4=N3" 1OX SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)ncn2CC3=CC(=O)N4C=CC=CC4=N3" # 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 1OX "SYSTEMATIC NAME" ACDLabs 12.01 "2-(1H-benzimidazol-1-ylmethyl)-4H-pyrido[1,2-a]pyrimidin-4-one" 1OX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-(benzimidazol-1-ylmethyl)pyrido[1,2-a]pyrimidin-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1OX "Create component" 2013-04-16 RCSB 1OX "Initial release" 2013-05-22 RCSB #