data_8UO # _chem_comp.id 8UO _chem_comp.name "2-[1-[3-[(4~{S})-6-azanyl-5-cyano-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazol-4-yl]-5-fluoranyl-phenyl]piperidin-4-yl]ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H28 F N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-09-26 _chem_comp.pdbx_modified_date 2018-06-01 _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 453.509 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8UO _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 5YFZ _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 8UO C4 C1 C 0 1 N N S 20.782 14.339 97.093 2.745 0.161 0.204 C4 8UO 1 8UO C14 C2 C 0 1 N N N 22.111 14.948 97.660 3.868 1.115 0.616 C14 8UO 2 8UO C5 C3 C 0 1 Y N N 21.045 13.926 95.684 3.060 -0.446 -1.139 C5 8UO 3 8UO C6 C4 C 0 1 Y N N 21.315 12.549 95.281 3.448 -1.796 -1.284 C6 8UO 4 8UO C8 C5 C 0 1 N N N 20.040 13.327 99.126 2.082 -0.663 2.499 C8 8UO 5 8UO C13 C6 C 0 1 N N N 20.947 16.119 94.096 2.682 1.544 -2.673 C13 8UO 6 8UO C15 C7 C 0 1 N N N 22.511 16.322 97.089 3.601 1.637 2.029 C15 8UO 7 8UO C16 C8 C 0 1 Y N N 19.561 15.272 97.139 1.441 0.911 0.130 C16 8UO 8 8UO C20 C9 C 0 1 Y N N 18.450 15.194 96.249 0.261 0.224 -0.085 C20 8UO 9 8UO C19 C10 C 0 1 Y N N 17.345 16.076 96.340 -0.942 0.916 -0.153 C19 8UO 10 8UO C18 C11 C 0 1 Y N N 18.434 17.109 98.233 0.228 2.979 0.210 C18 8UO 11 8UO N11 N1 N 0 1 Y N N 21.408 13.712 93.460 3.402 -0.834 -3.252 N11 8UO 12 8UO C2 C12 C 0 1 N N N 20.770 11.844 97.543 3.028 -2.221 0.953 C2 8UO 13 8UO N7 N2 N 0 1 N N N 20.559 10.766 98.297 2.880 -3.152 1.951 N7 8UO 14 8UO C3 C13 C 0 1 N N N 20.497 13.112 97.961 2.633 -0.957 1.211 C3 8UO 15 8UO O1 O1 O 0 1 N N N 21.316 11.566 96.226 3.557 -2.634 -0.218 O1 8UO 16 8UO C10 C14 C 0 1 Y N N 21.134 14.653 94.387 3.041 0.115 -2.358 C10 8UO 17 8UO O33 O2 O 0 1 N N N 13.570 16.887 91.127 -7.146 0.480 0.235 O33 8UO 18 8UO C31 C15 C 0 1 N N N 12.566 16.714 91.865 -7.245 -0.675 -0.105 C31 8UO 19 8UO O32 O3 O 0 1 N N N 11.458 17.258 91.639 -8.448 -1.179 -0.424 O32 8UO 20 8UO C29 C16 C 0 1 N N N 12.680 15.807 93.078 -6.020 -1.549 -0.172 C29 8UO 21 8UO C26 C17 C 0 1 N N N 13.954 16.098 93.884 -4.790 -0.736 0.238 C26 8UO 22 8UO C25 C18 C 0 1 N N N 13.756 15.768 95.343 -3.565 -1.653 0.291 C25 8UO 23 8UO C24 C19 C 0 1 N N N 14.904 16.353 96.155 -2.328 -0.823 0.642 C24 8UO 24 8UO C27 C20 C 0 1 N N N 15.160 15.348 93.364 -4.544 0.373 -0.789 C27 8UO 25 8UO C28 C21 C 0 1 N N N 16.429 15.898 94.025 -3.279 1.144 -0.406 C28 8UO 26 8UO N23 N3 N 0 1 N N N 16.208 16.065 95.479 -2.135 0.223 -0.370 N23 8UO 27 8UO C30 C22 C 0 1 Y N N 17.370 17.034 97.358 -0.956 2.296 -0.005 C30 8UO 28 8UO F21 F1 F 0 1 N N N 18.450 18.019 99.202 0.217 4.322 0.354 F21 8UO 29 8UO C17 C23 C 0 1 Y N N 19.506 16.255 98.134 1.425 2.285 0.283 C17 8UO 30 8UO C22 C24 C 0 1 N N N 23.347 14.017 97.629 5.205 0.372 0.590 C22 8UO 31 8UO N9 N4 N 0 1 N N N 19.622 13.519 100.196 1.645 -0.430 3.521 N9 8UO 32 8UO N12 N5 N 0 1 Y N N 21.526 12.400 93.962 3.652 -2.023 -2.549 N12 8UO 33 8UO H1 H1 H 0 1 N N N 21.910 15.125 98.727 3.905 1.954 -0.080 H1 8UO 34 8UO H2 H2 H 0 1 N N N 19.888 16.317 93.876 1.611 1.617 -2.859 H2 8UO 35 8UO H3 H3 H 0 1 N N N 21.256 16.709 94.971 2.949 2.181 -1.829 H3 8UO 36 8UO H4 H4 H 0 1 N N N 21.561 16.402 93.228 3.228 1.869 -3.559 H4 8UO 37 8UO H5 H5 H 0 1 N N N 23.452 16.653 97.553 3.704 0.820 2.743 H5 8UO 38 8UO H6 H6 H 0 1 N N N 22.648 16.241 96.001 4.319 2.421 2.269 H6 8UO 39 8UO H7 H7 H 0 1 N N N 21.719 17.054 97.305 2.590 2.041 2.083 H7 8UO 40 8UO H8 H8 H 0 1 N N N 18.451 14.437 95.479 0.275 -0.849 -0.200 H8 8UO 41 8UO H9 H9 H 0 1 N N N 21.519 13.929 92.490 3.476 -0.713 -4.212 H9 8UO 42 8UO H10 H10 H 0 1 N N N 20.827 9.947 97.791 2.503 -2.891 2.806 H10 8UO 43 8UO H11 H11 H 0 1 N N N 21.102 10.833 99.134 3.153 -4.071 1.801 H11 8UO 44 8UO H12 H12 H 0 1 N N N 11.520 17.790 90.855 -9.204 -0.580 -0.366 H12 8UO 45 8UO H13 H13 H 0 1 N N N 11.805 15.965 93.725 -6.139 -2.394 0.506 H13 8UO 46 8UO H14 H14 H 0 1 N N N 12.703 14.760 92.740 -5.890 -1.915 -1.191 H14 8UO 47 8UO H15 H15 H 0 1 N N N 14.163 17.175 93.803 -4.957 -0.294 1.220 H15 8UO 48 8UO H16 H16 H 0 1 N N N 12.805 16.197 95.690 -3.717 -2.419 1.051 H16 8UO 49 8UO H17 H17 H 0 1 N N N 13.734 14.676 95.472 -3.422 -2.126 -0.680 H17 8UO 50 8UO H18 H18 H 0 1 N N N 14.771 17.442 96.242 -2.466 -0.361 1.620 H18 8UO 51 8UO H19 H19 H 0 1 N N N 14.907 15.903 97.159 -1.451 -1.470 0.667 H19 8UO 52 8UO H20 H20 H 0 1 N N N 15.057 14.279 93.601 -4.417 -0.068 -1.777 H20 8UO 53 8UO H21 H21 H 0 1 N N N 15.229 15.477 92.274 -5.395 1.054 -0.800 H21 8UO 54 8UO H22 H22 H 0 1 N N N 17.260 15.196 93.861 -3.092 1.925 -1.143 H22 8UO 55 8UO H23 H23 H 0 1 N N N 16.679 16.872 93.580 -3.412 1.596 0.576 H23 8UO 56 8UO H24 H24 H 0 1 N N N 16.546 17.724 97.461 -1.889 2.837 -0.058 H24 8UO 57 8UO H25 H25 H 0 1 N N N 20.321 16.344 98.837 2.348 2.818 0.456 H25 8UO 58 8UO H26 H26 H 0 1 N N N 23.075 13.031 98.035 5.395 0.001 -0.417 H26 8UO 59 8UO H27 H27 H 0 1 N N N 23.694 13.903 96.591 6.004 1.053 0.884 H27 8UO 60 8UO H28 H28 H 0 1 N N N 24.151 14.455 98.239 5.168 -0.466 1.286 H28 8UO 61 # 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 8UO O33 C31 DOUB N N 1 8UO O32 C31 SING N N 2 8UO C31 C29 SING N N 3 8UO C29 C26 SING N N 4 8UO C27 C26 SING N N 5 8UO C27 C28 SING N N 6 8UO N11 N12 SING Y N 7 8UO N11 C10 SING Y N 8 8UO C26 C25 SING N N 9 8UO N12 C6 DOUB Y N 10 8UO C28 N23 SING N N 11 8UO C13 C10 SING N N 12 8UO C10 C5 DOUB Y N 13 8UO C6 C5 SING Y N 14 8UO C6 O1 SING N N 15 8UO C25 C24 SING N N 16 8UO N23 C24 SING N N 17 8UO N23 C19 SING N N 18 8UO C5 C4 SING N N 19 8UO O1 C2 SING N N 20 8UO C20 C19 DOUB Y N 21 8UO C20 C16 SING Y N 22 8UO C19 C30 SING Y N 23 8UO C15 C14 SING N N 24 8UO C4 C16 SING N N 25 8UO C4 C14 SING N N 26 8UO C4 C3 SING N N 27 8UO C16 C17 DOUB Y N 28 8UO C30 C18 DOUB Y N 29 8UO C2 C3 DOUB N N 30 8UO C2 N7 SING N N 31 8UO C22 C14 SING N N 32 8UO C3 C8 SING N N 33 8UO C17 C18 SING Y N 34 8UO C18 F21 SING N N 35 8UO C8 N9 TRIP N N 36 8UO C14 H1 SING N N 37 8UO C13 H2 SING N N 38 8UO C13 H3 SING N N 39 8UO C13 H4 SING N N 40 8UO C15 H5 SING N N 41 8UO C15 H6 SING N N 42 8UO C15 H7 SING N N 43 8UO C20 H8 SING N N 44 8UO N11 H9 SING N N 45 8UO N7 H10 SING N N 46 8UO N7 H11 SING N N 47 8UO O32 H12 SING N N 48 8UO C29 H13 SING N N 49 8UO C29 H14 SING N N 50 8UO C26 H15 SING N N 51 8UO C25 H16 SING N N 52 8UO C25 H17 SING N N 53 8UO C24 H18 SING N N 54 8UO C24 H19 SING N N 55 8UO C27 H20 SING N N 56 8UO C27 H21 SING N N 57 8UO C28 H22 SING N N 58 8UO C28 H23 SING N N 59 8UO C30 H24 SING N N 60 8UO C17 H25 SING N N 61 8UO C22 H26 SING N N 62 8UO C22 H27 SING N N 63 8UO C22 H28 SING N N 64 # 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 8UO InChI InChI 1.03 "InChI=1S/C24H28FN5O3/c1-13(2)24(19(12-26)22(27)33-23-21(24)14(3)28-29-23)16-9-17(25)11-18(10-16)30-6-4-15(5-7-30)8-20(31)32/h9-11,13,15H,4-8,27H2,1-3H3,(H,28,29)(H,31,32)/t24-/m0/s1" 8UO InChIKey InChI 1.03 LNTOYLXMWSSXMA-DEOSSOPVSA-N 8UO SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@]1(c2cc(F)cc(c2)N3CCC(CC3)CC(O)=O)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8UO SMILES CACTVS 3.385 "CC(C)[C]1(c2cc(F)cc(c2)N3CCC(CC3)CC(O)=O)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8UO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C([C@@]2(c3cc(cc(c3)F)N4CCC(CC4)CC(=O)O)C(C)C)C#N)N" 8UO SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C(C2(c3cc(cc(c3)F)N4CCC(CC4)CC(=O)O)C(C)C)C#N)N" # 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 8UO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[1-[3-[(4~{S})-6-azanyl-5-cyano-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazol-4-yl]-5-fluoranyl-phenyl]piperidin-4-yl]ethanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8UO "Create component" 2017-09-26 RCSB 8UO "Initial release" 2018-06-06 RCSB #