data_5U8 # _chem_comp.id 5U8 _chem_comp.name "8-[4-[2-[(4-fluorophenyl)methyl-methyl-amino]ethyl]pyrazol-1-yl]-3~{H}-pyrido[3,4-d]pyrimidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H19 F N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-02 _chem_comp.pdbx_modified_date 2016-01-15 _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 378.403 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5U8 _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 5F3C _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 5U8 C8 C1 C 0 1 N N N -6.482 7.065 -22.352 1.916 0.596 -0.028 C8 5U8 1 5U8 N4 N1 N 0 1 N N N -1.529 9.699 -16.985 -6.800 1.211 1.281 N4 5U8 2 5U8 C2 C2 C 0 1 Y N N -7.797 7.851 -25.809 5.510 -0.007 0.806 C2 5U8 3 5U8 C3 C3 C 0 1 Y N N -7.606 9.005 -26.551 6.452 0.994 0.666 C3 5U8 4 5U8 C4 C4 C 0 1 Y N N -8.476 9.353 -27.568 7.776 0.671 0.436 C4 5U8 5 5U8 C5 C5 C 0 1 Y N N -9.532 8.528 -27.824 8.158 -0.657 0.346 C5 5U8 6 5U8 C6 C6 C 0 1 Y N N -9.761 7.379 -27.125 7.214 -1.659 0.487 C6 5U8 7 5U8 C1 C7 C 0 1 N N N -6.844 7.480 -24.698 4.067 0.347 1.056 C1 5U8 8 5U8 C7 C8 C 0 1 Y N N -8.882 7.044 -26.111 5.890 -1.333 0.711 C7 5U8 9 5U8 C9 C9 C 0 1 N N N -7.107 7.005 -20.968 1.206 0.490 -1.379 C9 5U8 10 5U8 N1 N2 N 0 1 Y N N -4.678 6.047 -18.385 -2.382 0.098 -0.812 N1 5U8 11 5U8 C10 C10 C 0 1 Y N N -6.196 6.369 -19.948 -0.283 0.603 -1.174 C10 5U8 12 5U8 C11 C11 C 0 1 Y N N -5.310 7.008 -19.091 -1.134 -0.424 -0.945 C11 5U8 13 5U8 N2 N3 N 0 1 Y N N -5.111 4.799 -18.723 -2.283 1.487 -0.971 N2 5U8 14 5U8 C12 C12 C 0 1 Y N N -6.019 5.003 -19.660 -1.028 1.787 -1.185 C12 5U8 15 5U8 C13 C13 C 0 1 Y N N -3.642 6.207 -17.435 -3.553 -0.621 -0.567 C13 5U8 16 5U8 C15 C14 C 0 1 N N N -2.636 9.648 -17.760 -5.639 1.864 1.014 C15 5U8 17 5U8 C14 C15 C 0 1 Y N N -2.951 7.432 -17.318 -4.645 0.006 0.055 C14 5U8 18 5U8 C16 C16 C 0 1 N N N -1.045 8.624 -16.313 -6.949 -0.094 0.947 C16 5U8 19 5U8 N3 N4 N 0 1 N N N -3.365 8.576 -17.967 -4.618 1.304 0.436 N3 5U8 20 5U8 C17 C17 C 0 1 Y N N -1.828 7.397 -16.482 -5.813 -0.752 0.287 C17 5U8 21 5U8 C18 C18 C 0 1 Y N N -1.477 6.228 -15.810 -5.839 -2.090 -0.108 C18 5U8 22 5U8 O O1 O 0 1 N N N -0.016 8.677 -15.648 -7.981 -0.694 1.184 O 5U8 23 5U8 C19 C19 C 0 1 Y N N -2.270 5.113 -15.990 -4.717 -2.620 -0.712 C19 5U8 24 5U8 N5 N5 N 0 1 Y N N -3.345 5.077 -16.786 -3.635 -1.891 -0.919 N5 5U8 25 5U8 N N6 N 0 1 N N N -7.410 7.580 -23.362 3.367 0.487 -0.228 N 5U8 26 5U8 C C20 C 0 1 N N N -7.783 8.962 -23.061 3.883 1.635 -0.985 C 5U8 27 5U8 F F1 F 0 1 N N N -10.398 8.869 -28.814 9.452 -0.974 0.121 F 5U8 28 5U8 H1 H1 H 0 1 N N N -6.170 6.051 -22.643 1.684 1.558 0.430 H1 5U8 29 5U8 H2 H2 H 0 1 N N N -5.601 7.723 -22.314 1.577 -0.208 0.625 H2 5U8 30 5U8 H3 H3 H 0 1 N N N -1.044 10.570 -16.903 -7.527 1.682 1.718 H3 5U8 31 5U8 H4 H4 H 0 1 N N N -6.763 9.644 -26.332 6.154 2.030 0.735 H4 5U8 32 5U8 H5 H5 H 0 1 N N N -8.324 10.254 -28.144 8.512 1.454 0.326 H5 5U8 33 5U8 H6 H6 H 0 1 N N N -10.606 6.748 -27.357 7.511 -2.695 0.417 H6 5U8 34 5U8 H7 H7 H 0 1 N N N -6.518 6.441 -24.857 3.595 -0.442 1.642 H7 5U8 35 5U8 H8 H8 H 0 1 N N N -5.973 8.150 -24.754 4.013 1.287 1.604 H8 5U8 36 5U8 H9 H9 H 0 1 N N N -9.044 6.138 -25.545 5.153 -2.115 0.821 H9 5U8 37 5U8 H10 H10 H 0 1 N N N -7.340 8.029 -20.642 1.544 1.294 -2.032 H10 5U8 38 5U8 H11 H11 H 0 1 N N N -8.036 6.418 -21.026 1.438 -0.472 -1.837 H11 5U8 39 5U8 H12 H12 H 0 1 N N N -5.156 8.073 -19.005 -0.870 -1.469 -0.880 H12 5U8 40 5U8 H13 H13 H 0 1 N N N -6.565 4.210 -20.150 -0.634 2.780 -1.343 H13 5U8 41 5U8 H14 H14 H 0 1 N N N -2.945 10.561 -18.247 -5.560 2.903 1.296 H14 5U8 42 5U8 H15 H15 H 0 1 N N N -0.610 6.195 -15.167 -6.717 -2.697 0.055 H15 5U8 43 5U8 H16 H16 H 0 1 N N N -2.006 4.213 -15.455 -4.724 -3.654 -1.023 H16 5U8 44 5U8 H18 H18 H 0 1 N N N -8.208 9.015 -22.048 4.946 1.495 -1.180 H18 5U8 45 5U8 H19 H19 H 0 1 N N N -6.891 9.603 -23.118 3.348 1.716 -1.932 H19 5U8 46 5U8 H20 H20 H 0 1 N N N -8.530 9.307 -23.791 3.737 2.547 -0.407 H20 5U8 47 # 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 5U8 F C5 SING N N 1 5U8 C5 C4 DOUB Y N 2 5U8 C5 C6 SING Y N 3 5U8 C4 C3 SING Y N 4 5U8 C6 C7 DOUB Y N 5 5U8 C3 C2 DOUB Y N 6 5U8 C7 C2 SING Y N 7 5U8 C2 C1 SING N N 8 5U8 C1 N SING N N 9 5U8 N C SING N N 10 5U8 N C8 SING N N 11 5U8 C8 C9 SING N N 12 5U8 C9 C10 SING N N 13 5U8 C10 C12 SING Y N 14 5U8 C10 C11 DOUB Y N 15 5U8 C12 N2 DOUB Y N 16 5U8 C11 N1 SING Y N 17 5U8 N2 N1 SING Y N 18 5U8 N1 C13 SING N N 19 5U8 N3 C15 DOUB N N 20 5U8 N3 C14 SING N N 21 5U8 C15 N4 SING N N 22 5U8 C13 C14 DOUB Y N 23 5U8 C13 N5 SING Y N 24 5U8 C14 C17 SING Y N 25 5U8 N4 C16 SING N N 26 5U8 N5 C19 DOUB Y N 27 5U8 C17 C16 SING N N 28 5U8 C17 C18 DOUB Y N 29 5U8 C16 O DOUB N N 30 5U8 C19 C18 SING Y N 31 5U8 C8 H1 SING N N 32 5U8 C8 H2 SING N N 33 5U8 N4 H3 SING N N 34 5U8 C3 H4 SING N N 35 5U8 C4 H5 SING N N 36 5U8 C6 H6 SING N N 37 5U8 C1 H7 SING N N 38 5U8 C1 H8 SING N N 39 5U8 C7 H9 SING N N 40 5U8 C9 H10 SING N N 41 5U8 C9 H11 SING N N 42 5U8 C11 H12 SING N N 43 5U8 C12 H13 SING N N 44 5U8 C15 H14 SING N N 45 5U8 C18 H15 SING N N 46 5U8 C19 H16 SING N N 47 5U8 C H18 SING N N 48 5U8 C H19 SING N N 49 5U8 C H20 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 5U8 InChI InChI 1.03 "InChI=1S/C20H19FN6O/c1-26(11-14-2-4-16(21)5-3-14)9-7-15-10-25-27(12-15)19-18-17(6-8-22-19)20(28)24-13-23-18/h2-6,8,10,12-13H,7,9,11H2,1H3,(H,23,24,28)" 5U8 InChIKey InChI 1.03 NLGUSOLKPNWPKR-UHFFFAOYSA-N 5U8 SMILES_CANONICAL CACTVS 3.385 "CN(CCc1cnn(c1)c2nccc3C(=O)NC=Nc23)Cc4ccc(F)cc4" 5U8 SMILES CACTVS 3.385 "CN(CCc1cnn(c1)c2nccc3C(=O)NC=Nc23)Cc4ccc(F)cc4" 5U8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CN(CCc1cnn(c1)c2c3c(ccn2)C(=O)NC=N3)Cc4ccc(cc4)F" 5U8 SMILES "OpenEye OEToolkits" 2.0.4 "CN(CCc1cnn(c1)c2c3c(ccn2)C(=O)NC=N3)Cc4ccc(cc4)F" # 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 5U8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "8-[4-[2-[(4-fluorophenyl)methyl-methyl-amino]ethyl]pyrazol-1-yl]-3~{H}-pyrido[3,4-d]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 5U8 "Create component" 2015-12-02 EBI 5U8 "Initial release" 2016-01-20 RCSB #