data_8UL # _chem_comp.id 8UL _chem_comp.name "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]piperidine-4-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H26 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 2018-09-21 _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 439.483 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8UL _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 5YFY _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 8UL C2 C1 C 0 1 N N N 30.238 35.857 97.521 2.050 2.320 -0.926 C2 8UL 1 8UL C3 C2 C 0 1 N N N 30.422 34.598 97.997 2.219 1.018 -1.240 C3 8UL 2 8UL C4 C3 C 0 1 N N S 30.113 33.354 97.142 2.427 -0.057 -0.204 C4 8UL 3 8UL C5 C4 C 0 1 Y N N 29.857 33.722 95.714 2.708 0.612 1.117 C5 8UL 4 8UL C6 C5 C 0 1 Y N N 29.675 35.092 95.259 2.508 1.995 1.319 C6 8UL 5 8UL C10 C6 C 0 1 Y N N 29.719 32.950 94.434 3.161 0.085 2.265 C10 8UL 6 8UL C14 C7 C 0 1 N N N 28.789 32.736 97.687 3.616 -0.934 -0.603 C14 8UL 7 8UL C15 C8 C 0 1 N N N 28.483 31.315 97.182 3.349 -1.563 -1.972 C15 8UL 8 8UL C17 C9 C 0 1 Y N N 31.494 31.497 98.258 1.279 -2.280 -0.173 C17 8UL 9 8UL C18 C10 C 0 1 Y N N 32.603 30.669 98.337 0.140 -3.062 -0.071 C18 8UL 10 8UL C19 C11 C 0 1 Y N N 33.543 31.638 96.311 -1.191 -1.081 0.184 C19 8UL 11 8UL N23 N1 N 0 1 N N N 34.565 31.777 95.325 -2.436 -0.475 0.363 N23 8UL 12 8UL C24 C12 C 0 1 N N N 34.121 31.988 93.923 -2.706 0.499 -0.702 C24 8UL 13 8UL C25 C13 C 0 1 N N N 35.243 31.581 92.941 -4.006 1.246 -0.395 C25 8UL 14 8UL O32 O1 O 0 1 N N N 38.826 32.256 92.675 -7.573 0.275 0.208 O32 8UL 15 8UL C29 C14 C 0 1 N N N 37.690 31.776 92.459 -6.428 0.961 0.066 C29 8UL 16 8UL O31 O2 O 0 1 N N N 37.482 31.037 91.460 -6.418 2.159 0.228 O31 8UL 17 8UL C26 C15 C 0 1 N N N 36.581 32.091 93.446 -5.156 0.239 -0.295 C26 8UL 18 8UL C27 C16 C 0 1 N N N 36.919 31.404 94.752 -4.828 -0.793 0.788 C27 8UL 19 8UL C28 C17 C 0 1 N N N 35.952 31.861 95.829 -3.504 -1.480 0.447 C28 8UL 20 8UL C30 C18 C 0 1 Y N N 33.628 30.734 97.384 -1.095 -2.465 0.107 C30 8UL 21 8UL F21 F1 F 0 1 N N N 32.655 29.816 99.367 0.235 -4.407 -0.145 F21 8UL 22 8UL C20 C19 C 0 1 Y N N 32.411 32.481 96.263 -0.045 -0.302 0.092 C20 8UL 23 8UL C16 C20 C 0 1 Y N N 31.353 32.427 97.210 1.186 -0.904 -0.092 C16 8UL 24 8UL C22 C21 C 0 1 N N N 27.520 33.600 97.507 4.881 -0.078 -0.673 C22 8UL 25 8UL C8 C22 C 0 1 N N N 30.859 34.355 99.168 2.198 0.641 -2.621 C8 8UL 26 8UL N9 N2 N 0 1 N N N 31.258 34.112 100.258 2.182 0.342 -3.717 N9 8UL 27 8UL N7 N3 N 0 1 N N N 30.487 36.954 98.229 1.863 3.207 -1.957 N7 8UL 28 8UL C13 C23 C 0 1 N N N 29.830 31.461 94.194 3.510 -1.362 2.502 C13 8UL 29 8UL N11 N4 N 0 1 Y N N 29.488 33.876 93.474 3.249 1.086 3.170 N11 8UL 30 8UL N12 N5 N 0 1 Y N N 29.456 35.214 93.940 2.832 2.274 2.548 N12 8UL 31 8UL O1 O3 O 0 1 N N N 29.725 36.100 96.174 2.046 2.809 0.330 O1 8UL 32 8UL H1 H1 H 0 1 N N N 28.933 32.642 98.773 3.751 -1.722 0.139 H1 8UL 33 8UL H2 H2 H 0 1 N N N 27.535 30.966 97.618 3.612 -0.853 -2.755 H2 8UL 34 8UL H3 H3 H 0 1 N N N 28.399 31.326 96.085 3.952 -2.464 -2.081 H3 8UL 35 8UL H4 H4 H 0 1 N N N 29.296 30.637 97.481 2.293 -1.821 -2.054 H4 8UL 36 8UL H5 H5 H 0 1 N N N 30.725 31.428 99.013 2.243 -2.748 -0.312 H5 8UL 37 8UL H6 H6 H 0 1 N N N 33.876 33.050 93.775 -1.883 1.212 -0.759 H6 8UL 38 8UL H7 H7 H 0 1 N N N 33.228 31.376 93.729 -2.803 -0.022 -1.654 H7 8UL 39 8UL H8 H8 H 0 1 N N N 35.037 32.015 91.951 -3.906 1.778 0.551 H8 8UL 40 8UL H9 H9 H 0 1 N N N 35.277 30.484 92.860 -4.214 1.958 -1.193 H9 8UL 41 8UL H10 H10 H 0 1 N N N 39.425 31.971 91.995 -8.363 0.781 0.441 H10 8UL 42 8UL H11 H11 H 0 1 N N N 36.525 33.178 93.604 -5.282 -0.265 -1.253 H11 8UL 43 8UL H12 H12 H 0 1 N N N 36.838 30.314 94.625 -4.740 -0.292 1.752 H12 8UL 44 8UL H13 H13 H 0 1 N N N 37.946 31.663 95.048 -5.623 -1.537 0.834 H13 8UL 45 8UL H14 H14 H 0 1 N N N 36.059 31.216 96.713 -3.596 -1.992 -0.511 H14 8UL 46 8UL H15 H15 H 0 1 N N N 36.178 32.902 96.105 -3.260 -2.205 1.223 H15 8UL 47 8UL H16 H16 H 0 1 N N N 34.488 30.086 97.474 -1.984 -3.073 0.187 H16 8UL 48 8UL H17 H17 H 0 1 N N N 32.346 33.205 95.464 -0.116 0.774 0.151 H17 8UL 49 8UL H18 H18 H 0 1 N N N 26.652 33.069 97.925 5.071 0.370 0.303 H18 8UL 50 8UL H19 H19 H 0 1 N N N 27.651 34.558 98.032 5.728 -0.702 -0.957 H19 8UL 51 8UL H20 H20 H 0 1 N N N 27.354 33.788 96.436 4.746 0.710 -1.414 H20 8UL 52 8UL H21 H21 H 0 1 N N N 30.267 37.762 97.682 1.856 2.890 -2.874 H21 8UL 53 8UL H22 H22 H 0 1 N N N 29.927 36.950 99.058 1.738 4.150 -1.769 H22 8UL 54 8UL H23 H23 H 0 1 N N N 30.876 31.201 93.976 4.561 -1.526 2.262 H23 8UL 55 8UL H24 H24 H 0 1 N N N 29.497 30.919 95.092 3.333 -1.612 3.548 H24 8UL 56 8UL H25 H25 H 0 1 N N N 29.197 31.179 93.340 2.890 -1.995 1.867 H25 8UL 57 8UL H26 H26 H 0 1 N N N 29.351 33.635 92.513 3.547 0.999 4.089 H26 8UL 58 # 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 8UL O31 C29 DOUB N N 1 8UL C29 O32 SING N N 2 8UL C29 C26 SING N N 3 8UL C25 C26 SING N N 4 8UL C25 C24 SING N N 5 8UL C26 C27 SING N N 6 8UL N11 N12 SING Y N 7 8UL N11 C10 SING Y N 8 8UL C24 N23 SING N N 9 8UL N12 C6 DOUB Y N 10 8UL C13 C10 SING N N 11 8UL C10 C5 DOUB Y N 12 8UL C27 C28 SING N N 13 8UL C6 C5 SING Y N 14 8UL C6 O1 SING N N 15 8UL N23 C28 SING N N 16 8UL N23 C19 SING N N 17 8UL C5 C4 SING N N 18 8UL O1 C2 SING N N 19 8UL C20 C19 DOUB Y N 20 8UL C20 C16 SING Y N 21 8UL C19 C30 SING Y N 22 8UL C4 C16 SING N N 23 8UL C4 C14 SING N N 24 8UL C4 C3 SING N N 25 8UL C15 C14 SING N N 26 8UL C16 C17 DOUB Y N 27 8UL C30 C18 DOUB Y N 28 8UL C22 C14 SING N N 29 8UL C2 C3 DOUB N N 30 8UL C2 N7 SING N N 31 8UL C3 C8 SING N N 32 8UL C17 C18 SING Y N 33 8UL C18 F21 SING N N 34 8UL C8 N9 TRIP N N 35 8UL C14 H1 SING N N 36 8UL C15 H2 SING N N 37 8UL C15 H3 SING N N 38 8UL C15 H4 SING N N 39 8UL C17 H5 SING N N 40 8UL C24 H6 SING N N 41 8UL C24 H7 SING N N 42 8UL C25 H8 SING N N 43 8UL C25 H9 SING N N 44 8UL O32 H10 SING N N 45 8UL C26 H11 SING N N 46 8UL C27 H12 SING N N 47 8UL C27 H13 SING N N 48 8UL C28 H14 SING N N 49 8UL C28 H15 SING N N 50 8UL C30 H16 SING N N 51 8UL C20 H17 SING N N 52 8UL C22 H18 SING N N 53 8UL C22 H19 SING N N 54 8UL C22 H20 SING N N 55 8UL N7 H21 SING N N 56 8UL N7 H22 SING N N 57 8UL C13 H23 SING N N 58 8UL C13 H24 SING N N 59 8UL C13 H25 SING N N 60 8UL N11 H26 SING N N 61 # 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 8UL InChI InChI 1.03 "InChI=1S/C23H26FN5O3/c1-12(2)23(18(11-25)20(26)32-21-19(23)13(3)27-28-21)15-8-16(24)10-17(9-15)29-6-4-14(5-7-29)22(30)31/h8-10,12,14H,4-7,26H2,1-3H3,(H,27,28)(H,30,31)/t23-/m0/s1" 8UL InChIKey InChI 1.03 JPUKBKCOTBHVDC-QHCPKHFHSA-N 8UL SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@]1(c2cc(F)cc(c2)N3CCC(CC3)C(O)=O)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8UL SMILES CACTVS 3.385 "CC(C)[C]1(c2cc(F)cc(c2)N3CCC(CC3)C(O)=O)C(=C(N)Oc4n[nH]c(C)c14)C#N" 8UL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C([C@@]2(c3cc(cc(c3)F)N4CCC(CC4)C(=O)O)C(C)C)C#N)N" 8UL SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C(C2(c3cc(cc(c3)F)N4CCC(CC4)C(=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 8UL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "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]piperidine-4-carboxylic 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 8UL "Create component" 2017-09-26 RCSB 8UL "Initial release" 2018-09-26 RCSB #