data_UW5 # _chem_comp.id UW5 _chem_comp.name "1-{4-amino-3-[6-(cyclopropyloxy)naphthalen-2-yl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl}-2-methylpropan-2-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms UW1553 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-10-30 _chem_comp.pdbx_modified_date 2021-03-01 _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 389.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UW5 _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 6BFA _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 UW5 O O1 O 0 1 N N N -2.858 -18.985 -29.694 -4.807 -2.630 -0.570 O UW5 1 UW5 C4 C1 C 0 1 N N N -4.237 -19.394 -29.781 -5.584 -1.558 -0.031 C4 UW5 2 UW5 C5 C2 C 0 1 N N N -5.098 -18.462 -28.936 -5.767 -0.475 -1.095 C5 UW5 3 UW5 C6 C3 C 0 1 N N N -4.578 -19.322 -31.172 -6.955 -2.087 0.398 C6 UW5 4 UW5 C3 C4 C 0 1 N N N -4.411 -20.868 -29.277 -4.864 -0.966 1.182 C3 UW5 5 UW5 N1 N1 N 0 1 Y N N -3.479 -21.865 -29.793 -3.605 -0.353 0.751 N1 UW5 6 UW5 C2 C5 C 0 1 Y N N -3.710 -23.186 -29.953 -3.455 0.944 0.359 C2 UW5 7 UW5 N3 N2 N 0 1 Y N N -4.867 -23.815 -29.709 -4.278 1.985 0.239 N3 UW5 8 UW5 C21 C6 C 0 1 Y N N -4.767 -25.124 -29.933 -3.832 3.149 -0.178 C21 UW5 9 UW5 N4 N3 N 0 1 Y N N -3.702 -25.829 -30.323 -2.566 3.356 -0.496 N4 UW5 10 UW5 C C7 C 0 1 Y N N -2.543 -25.175 -30.564 -1.668 2.380 -0.410 C UW5 11 UW5 N N4 N 0 1 N N N -1.473 -25.896 -30.914 -0.346 2.602 -0.744 N UW5 12 UW5 N2 N5 N 0 1 Y N N -2.167 -21.547 -30.124 -2.370 -1.006 0.684 N2 UW5 13 UW5 C7 C8 C 0 1 Y N N -1.596 -22.690 -30.466 -1.448 -0.174 0.260 C7 UW5 14 UW5 C1 C9 C 0 1 Y N N -2.507 -23.770 -30.388 -2.097 1.117 0.031 C1 UW5 15 UW5 C8 C10 C 0 1 Y N N -0.153 -22.687 -30.828 -0.013 -0.484 0.055 C8 UW5 16 UW5 C20 C11 C 0 1 Y N N 0.323 -23.501 -31.827 0.951 0.395 0.515 C20 UW5 17 UW5 C19 C12 C 0 1 Y N N 1.675 -23.438 -32.243 2.307 0.097 0.318 C19 UW5 18 UW5 C11 C13 C 0 1 Y N N 2.539 -22.527 -31.600 2.669 -1.102 -0.349 C11 UW5 19 UW5 C10 C14 C 0 1 Y N N 2.017 -21.712 -30.574 1.664 -1.975 -0.803 C10 UW5 20 UW5 C9 C15 C 0 1 Y N N 0.711 -21.793 -30.206 0.356 -1.671 -0.599 C9 UW5 21 UW5 C18 C16 C 0 1 Y N N 2.203 -24.269 -33.258 3.316 0.967 0.771 C18 UW5 22 UW5 C17 C17 C 0 1 Y N N 3.516 -24.206 -33.597 4.622 0.652 0.565 C17 UW5 23 UW5 C13 C18 C 0 1 Y N N 4.364 -23.333 -32.935 4.981 -0.530 -0.092 C13 UW5 24 UW5 C12 C19 C 0 1 Y N N 3.898 -22.485 -31.974 4.028 -1.398 -0.544 C12 UW5 25 UW5 O1 O2 O 0 1 N N N 5.735 -23.315 -33.008 6.294 -0.818 -0.283 O1 UW5 26 UW5 C14 C20 C 0 1 N N N 6.332 -24.131 -31.955 7.246 0.057 0.326 C14 UW5 27 UW5 C16 C21 C 0 1 N N N 6.074 -23.641 -30.566 8.432 0.515 -0.525 C16 UW5 28 UW5 C15 C22 C 0 1 N N N 7.382 -23.451 -31.195 8.644 -0.500 0.600 C15 UW5 29 UW5 H1 H1 H 0 1 N N N -2.575 -19.014 -28.787 -5.205 -3.053 -1.343 H1 UW5 30 UW5 H2 H2 H 0 1 N N N -4.804 -18.548 -27.879 -6.280 -0.897 -1.959 H2 UW5 31 UW5 H3 H3 H 0 1 N N N -4.955 -17.425 -29.273 -6.359 0.343 -0.684 H3 UW5 32 UW5 H4 H4 H 0 1 N N N -6.156 -18.740 -29.046 -4.791 -0.098 -1.401 H4 UW5 33 UW5 H5 H5 H 0 1 N N N -5.627 -19.624 -31.309 -6.825 -2.859 1.157 H5 UW5 34 UW5 H6 H6 H 0 1 N N N -4.444 -18.290 -31.529 -7.547 -1.270 0.809 H6 UW5 35 UW5 H7 H7 H 0 1 N N N -3.924 -19.996 -31.745 -7.468 -2.510 -0.466 H7 UW5 36 UW5 H8 H8 H 0 1 N N N -5.426 -21.193 -29.549 -5.496 -0.209 1.646 H8 UW5 37 UW5 H9 H9 H 0 1 N N N -4.310 -20.857 -28.182 -4.655 -1.756 1.903 H9 UW5 38 UW5 H10 H10 H 0 1 N N N -5.671 -25.694 -29.778 -4.528 3.970 -0.264 H10 UW5 39 UW5 H11 H11 H 0 1 N N N -1.718 -26.865 -30.943 0.236 1.852 -0.943 H11 UW5 40 UW5 H12 H12 H 0 1 N N N -1.156 -25.605 -31.817 -0.001 3.507 -0.780 H12 UW5 41 UW5 H13 H13 H 0 1 N N N -0.346 -24.202 -32.304 0.661 1.305 1.020 H13 UW5 42 UW5 H14 H14 H 0 1 N N N 2.667 -21.011 -30.072 1.932 -2.889 -1.312 H14 UW5 43 UW5 H15 H15 H 0 1 N N N 0.339 -21.154 -29.419 -0.409 -2.348 -0.947 H15 UW5 44 UW5 H16 H16 H 0 1 N N N 1.553 -24.963 -33.770 3.053 1.883 1.279 H16 UW5 45 UW5 H17 H17 H 0 1 N N N 3.900 -24.838 -34.384 5.393 1.323 0.913 H17 UW5 46 UW5 H18 H18 H 0 1 N N N 4.568 -21.783 -31.500 4.318 -2.307 -1.050 H18 UW5 47 UW5 H19 H19 H 0 1 N N N 6.415 -25.217 -32.111 6.838 0.768 1.045 H19 UW5 48 UW5 H20 H20 H 0 1 N N N 5.411 -22.779 -30.399 8.486 0.148 -1.551 H20 UW5 49 UW5 H21 H21 H 0 1 N N N 5.958 -24.358 -29.740 8.804 1.527 -0.368 H21 UW5 50 UW5 H22 H22 H 0 1 N N N 8.250 -24.021 -30.833 9.157 -0.156 1.498 H22 UW5 51 UW5 H23 H23 H 0 1 N N N 7.704 -22.442 -31.491 8.839 -1.534 0.314 H23 UW5 52 # # 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 UW5 C17 C18 DOUB Y N 1 UW5 C17 C13 SING Y N 2 UW5 C18 C19 SING Y N 3 UW5 O1 C13 SING N N 4 UW5 O1 C14 SING N N 5 UW5 C13 C12 DOUB Y N 6 UW5 C19 C20 DOUB Y N 7 UW5 C19 C11 SING Y N 8 UW5 C12 C11 SING Y N 9 UW5 C14 C15 SING N N 10 UW5 C14 C16 SING N N 11 UW5 C20 C8 SING Y N 12 UW5 C11 C10 DOUB Y N 13 UW5 C15 C16 SING N N 14 UW5 C6 C4 SING N N 15 UW5 N C SING N N 16 UW5 C8 C7 SING N N 17 UW5 C8 C9 DOUB Y N 18 UW5 C10 C9 SING Y N 19 UW5 C C1 DOUB Y N 20 UW5 C N4 SING Y N 21 UW5 C7 C1 SING Y N 22 UW5 C7 N2 DOUB Y N 23 UW5 C1 C2 SING Y N 24 UW5 N4 C21 DOUB Y N 25 UW5 N2 N1 SING Y N 26 UW5 C2 N1 SING Y N 27 UW5 C2 N3 DOUB Y N 28 UW5 C21 N3 SING Y N 29 UW5 N1 C3 SING N N 30 UW5 C4 O SING N N 31 UW5 C4 C3 SING N N 32 UW5 C4 C5 SING N N 33 UW5 O H1 SING N N 34 UW5 C5 H2 SING N N 35 UW5 C5 H3 SING N N 36 UW5 C5 H4 SING N N 37 UW5 C6 H5 SING N N 38 UW5 C6 H6 SING N N 39 UW5 C6 H7 SING N N 40 UW5 C3 H8 SING N N 41 UW5 C3 H9 SING N N 42 UW5 C21 H10 SING N N 43 UW5 N H11 SING N N 44 UW5 N H12 SING N N 45 UW5 C20 H13 SING N N 46 UW5 C10 H14 SING N N 47 UW5 C9 H15 SING N N 48 UW5 C18 H16 SING N N 49 UW5 C17 H17 SING N N 50 UW5 C12 H18 SING N N 51 UW5 C14 H19 SING N N 52 UW5 C16 H20 SING N N 53 UW5 C16 H21 SING N N 54 UW5 C15 H22 SING N N 55 UW5 C15 H23 SING N N 56 # # 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 UW5 SMILES ACDLabs 12.01 "OC(Cn2c1ncnc(c1c(n2)c3ccc4c(c3)ccc(c4)OC5CC5)N)(C)C" UW5 InChI InChI 1.03 "InChI=1S/C22H23N5O2/c1-22(2,28)11-27-21-18(20(23)24-12-25-21)19(26-27)15-4-3-14-10-17(29-16-7-8-16)6-5-13(14)9-15/h3-6,9-10,12,16,28H,7-8,11H2,1-2H3,(H2,23,24,25)" UW5 InChIKey InChI 1.03 NYCAEKAKFOSFFT-UHFFFAOYSA-N UW5 SMILES_CANONICAL CACTVS 3.385 "CC(C)(O)Cn1nc(c2ccc3cc(OC4CC4)ccc3c2)c5c(N)ncnc15" UW5 SMILES CACTVS 3.385 "CC(C)(O)Cn1nc(c2ccc3cc(OC4CC4)ccc3c2)c5c(N)ncnc15" UW5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)(Cn1c2c(c(n1)c3ccc4cc(ccc4c3)OC5CC5)c(ncn2)N)O" UW5 SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)(Cn1c2c(c(n1)c3ccc4cc(ccc4c3)OC5CC5)c(ncn2)N)O" # # 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 UW5 "SYSTEMATIC NAME" ACDLabs 12.01 "1-{4-amino-3-[6-(cyclopropyloxy)naphthalen-2-yl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl}-2-methylpropan-2-ol" UW5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[4-azanyl-3-(6-cyclopropyloxynaphthalen-2-yl)pyrazolo[3,4-d]pyrimidin-1-yl]-2-methyl-propan-2-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site UW5 "Create component" 2017-10-30 RCSB UW5 "Initial release" 2017-12-06 RCSB UW5 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id UW5 _pdbx_chem_comp_synonyms.name UW1553 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##