data_QCG # _chem_comp.id QCG _chem_comp.name "(2S)-tert-butoxy[7-(8-fluoro-5-methyl-3,4-dihydro-2H-1-benzopyran-6-yl)-5-methyl-2-phenylpyrazolo[1,5-a]pyrimidin-6-yl]acetic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H30 F N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-10-14 _chem_comp.pdbx_modified_date 2020-02-28 _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 503.565 _chem_comp.one_letter_code ? _chem_comp.three_letter_code QCG _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 6UM8 _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 QCG C13 C1 C 0 1 Y N N -29.210 -39.001 -11.207 0.239 -1.587 -0.921 C13 QCG 1 QCG C18 C2 C 0 1 Y N N -33.573 -33.771 -11.659 -6.631 -1.173 0.587 C18 QCG 2 QCG C17 C3 C 0 1 Y N N -32.605 -34.628 -12.138 -5.317 -0.767 0.462 C17 QCG 3 QCG C16 C4 C 0 1 Y N N -31.671 -34.184 -13.062 -5.023 0.582 0.277 C16 QCG 4 QCG C15 C5 C 0 1 Y N N -30.169 -35.200 -14.897 -3.186 2.342 -0.046 C15 QCG 5 QCG C19 C6 C 0 1 Y N N -33.632 -32.480 -12.096 -7.653 -0.244 0.523 C19 QCG 6 QCG C20 C7 C 0 1 Y N N -32.728 -32.033 -13.015 -7.366 1.096 0.339 C20 QCG 7 QCG C21 C8 C 0 1 Y N N -31.749 -32.873 -13.499 -6.056 1.514 0.219 C21 QCG 8 QCG C22 C9 C 0 1 N N N -24.568 -38.643 -13.717 4.180 1.613 1.268 C22 QCG 9 QCG C23 C10 C 0 1 N N N -24.535 -38.957 -12.247 5.173 1.350 0.134 C23 QCG 10 QCG C24 C11 C 0 1 N N N -23.288 -39.062 -14.388 3.810 0.289 1.940 C24 QCG 11 QCG C11 C12 C 0 1 Y N N -28.108 -38.655 -9.105 1.239 -3.316 0.404 C11 QCG 12 QCG C12 C13 C 0 1 Y N N -29.084 -39.297 -9.843 0.661 -2.896 -0.783 C12 QCG 13 QCG C27 C14 C 0 1 N N N -30.256 -39.716 -12.022 -0.388 -1.134 -2.214 C27 QCG 14 QCG C1 C15 C 0 1 Y N N -29.269 -36.236 -14.886 -1.801 2.328 -0.122 C1 QCG 15 QCG C10 C16 C 0 1 Y N N -27.286 -37.749 -9.721 1.380 -2.419 1.465 C10 QCG 16 QCG C14 C17 C 0 1 Y N N -30.632 -35.086 -13.584 -3.612 1.024 0.142 C14 QCG 17 QCG C2 C18 C 0 1 Y N N -27.824 -37.880 -15.534 0.389 3.041 -0.333 C2 QCG 18 QCG C25 C19 C 0 1 N N N -24.869 -37.191 -13.967 4.819 2.547 2.299 C25 QCG 19 QCG C26 C20 C 0 1 N N N -29.996 -40.294 -9.177 0.475 -3.842 -1.943 C26 QCG 20 QCG C28 C21 C 0 1 N N N -28.543 -40.044 -7.275 1.193 -5.588 -0.328 C28 QCG 21 QCG C29 C22 C 0 1 N N N -29.951 -40.169 -7.700 1.375 -5.067 -1.760 C29 QCG 22 QCG C3 C23 C 0 1 Y N N -27.731 -38.373 -14.207 0.849 1.730 -0.194 C3 QCG 23 QCG C4 C24 C 0 1 Y N N -28.439 -37.737 -13.243 -0.066 0.711 -0.016 C4 QCG 24 QCG C5 C25 C 0 1 Y N N -28.363 -38.065 -11.810 0.386 -0.687 0.134 C5 QCG 25 QCG C6 C26 C 0 1 N N S -26.885 -39.558 -13.836 2.325 1.430 -0.239 C6 QCG 26 QCG C7 C27 C 0 1 N N N -27.506 -40.803 -14.444 2.862 1.755 -1.609 C7 QCG 27 QCG C8 C28 C 0 1 N N N -27.103 -38.557 -16.648 1.375 4.164 -0.529 C8 QCG 28 QCG C9 C29 C 0 1 Y N N -27.397 -37.439 -11.040 0.961 -1.114 1.334 C9 QCG 29 QCG F1 F1 F 0 1 N N N -26.329 -37.171 -8.996 1.931 -2.834 2.626 F1 QCG 30 QCG N1 N1 N 0 1 Y N N -29.225 -36.674 -13.589 -1.403 1.022 0.020 N1 QCG 31 QCG N2 N2 N 0 1 Y N N -28.551 -36.843 -15.857 -0.898 3.303 -0.294 N2 QCG 32 QCG N3 N3 N 0 1 Y N N -30.044 -35.972 -12.776 -2.551 0.238 0.182 N3 QCG 33 QCG O1 O1 O 0 1 N N N -25.588 -39.417 -14.389 3.002 2.224 0.738 O1 QCG 34 QCG O2 O2 O 0 1 N N N -26.728 -41.796 -14.441 2.444 1.056 -2.677 O2 QCG 35 QCG O3 O3 O 0 1 N N N -28.611 -40.826 -14.859 3.669 2.643 -1.747 O3 QCG 36 QCG O4 O4 O 0 1 N N N -27.934 -38.870 -7.774 1.672 -4.592 0.577 O4 QCG 37 QCG H8 H1 H 0 1 N N N -34.290 -34.124 -10.933 -6.860 -2.219 0.730 H8 QCG 38 QCG H7 H2 H 0 1 N N N -32.574 -35.651 -11.792 -4.520 -1.494 0.508 H7 QCG 39 QCG H6 H3 H 0 1 N N N -30.459 -34.598 -15.745 -3.820 3.213 -0.116 H6 QCG 40 QCG H9 H4 H 0 1 N N N -34.392 -31.814 -11.716 -8.680 -0.567 0.616 H9 QCG 41 QCG H10 H5 H 0 1 N N N -32.780 -31.013 -13.366 -8.169 1.818 0.289 H10 QCG 42 QCG H11 H6 H 0 1 N N N -31.038 -32.506 -14.224 -5.833 2.561 0.075 H11 QCG 43 QCG H15 H7 H 0 1 N N N -23.752 -38.356 -11.761 4.718 0.685 -0.600 H15 QCG 44 QCG H14 H8 H 0 1 N N N -25.511 -38.719 -11.799 5.436 2.293 -0.344 H14 QCG 45 QCG H13 H9 H 0 1 N N N -24.318 -40.026 -12.105 6.071 0.884 0.539 H13 QCG 46 QCG H18 H10 H 0 1 N N N -22.443 -38.519 -13.939 4.708 -0.177 2.344 H18 QCG 47 QCG H16 H11 H 0 1 N N N -23.141 -40.144 -14.255 3.103 0.477 2.748 H16 QCG 48 QCG H17 H12 H 0 1 N N N -23.344 -38.829 -15.462 3.355 -0.376 1.206 H17 QCG 49 QCG H25 H13 H 0 1 N N N -29.828 -40.639 -12.440 -1.466 -1.286 -2.169 H25 QCG 50 QCG H26 H14 H 0 1 N N N -31.113 -39.967 -11.380 -0.176 -0.076 -2.369 H26 QCG 51 QCG H24 H15 H 0 1 N N N -30.591 -39.064 -12.842 0.026 -1.711 -3.041 H24 QCG 52 QCG H21 H16 H 0 1 N N N -24.111 -36.568 -13.469 5.082 3.490 1.820 H21 QCG 53 QCG H19 H17 H 0 1 N N N -24.852 -36.994 -15.049 4.111 2.734 3.106 H19 QCG 54 QCG H20 H18 H 0 1 N N N -25.864 -36.949 -13.566 5.717 2.081 2.703 H20 QCG 55 QCG H23 H19 H 0 1 N N N -31.027 -40.120 -9.519 -0.567 -4.161 -1.987 H23 QCG 56 QCG H22 H20 H 0 1 N N N -29.682 -41.310 -9.460 0.737 -3.334 -2.871 H22 QCG 57 QCG H28 H21 H 0 1 N N N -27.984 -40.917 -7.643 0.137 -5.779 -0.138 H28 QCG 58 QCG H27 H22 H 0 1 N N N -28.506 -40.022 -6.176 1.763 -6.508 -0.197 H27 QCG 59 QCG H30 H23 H 0 1 N N N -30.512 -39.276 -7.387 1.090 -5.841 -2.471 H30 QCG 60 QCG H29 H24 H 0 1 N N N -30.398 -41.062 -7.240 2.415 -4.785 -1.919 H29 QCG 61 QCG H1 H25 H 0 1 N N N -26.842 -39.661 -12.742 2.488 0.374 -0.025 H1 QCG 62 QCG H3 H26 H 0 1 N N N -27.320 -38.039 -17.594 1.556 4.307 -1.594 H3 QCG 63 QCG H4 H27 H 0 1 N N N -26.020 -38.529 -16.455 0.970 5.082 -0.102 H4 QCG 64 QCG H2 H28 H 0 1 N N N -27.436 -39.603 -16.718 2.312 3.915 -0.031 H2 QCG 65 QCG H5 H29 H 0 1 N N N -26.736 -36.709 -11.484 1.076 -0.423 2.156 H5 QCG 66 QCG H12 H30 H 0 1 N N N -27.170 -42.547 -14.820 2.817 1.301 -3.535 H12 QCG 67 # # 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 QCG C8 C2 SING N N 1 QCG N2 C2 DOUB Y N 2 QCG N2 C1 SING Y N 3 QCG C2 C3 SING Y N 4 QCG C15 C1 DOUB Y N 5 QCG C15 C14 SING Y N 6 QCG C1 N1 SING Y N 7 QCG O3 C7 DOUB N N 8 QCG C7 O2 SING N N 9 QCG C7 C6 SING N N 10 QCG O1 C6 SING N N 11 QCG O1 C22 SING N N 12 QCG C24 C22 SING N N 13 QCG C3 C6 SING N N 14 QCG C3 C4 DOUB Y N 15 QCG C25 C22 SING N N 16 QCG C22 C23 SING N N 17 QCG N1 C4 SING Y N 18 QCG N1 N3 SING Y N 19 QCG C14 C16 SING N N 20 QCG C14 N3 DOUB Y N 21 QCG C21 C16 DOUB Y N 22 QCG C21 C20 SING Y N 23 QCG C4 C5 SING N N 24 QCG C16 C17 SING Y N 25 QCG C20 C19 DOUB Y N 26 QCG C17 C18 DOUB Y N 27 QCG C19 C18 SING Y N 28 QCG C27 C13 SING N N 29 QCG C5 C13 DOUB Y N 30 QCG C5 C9 SING Y N 31 QCG C13 C12 SING Y N 32 QCG C9 C10 DOUB Y N 33 QCG C12 C26 SING N N 34 QCG C12 C11 DOUB Y N 35 QCG C10 C11 SING Y N 36 QCG C10 F1 SING N N 37 QCG C26 C29 SING N N 38 QCG C11 O4 SING N N 39 QCG O4 C28 SING N N 40 QCG C29 C28 SING N N 41 QCG C18 H8 SING N N 42 QCG C17 H7 SING N N 43 QCG C15 H6 SING N N 44 QCG C19 H9 SING N N 45 QCG C20 H10 SING N N 46 QCG C21 H11 SING N N 47 QCG C23 H15 SING N N 48 QCG C23 H14 SING N N 49 QCG C23 H13 SING N N 50 QCG C24 H18 SING N N 51 QCG C24 H16 SING N N 52 QCG C24 H17 SING N N 53 QCG C27 H25 SING N N 54 QCG C27 H26 SING N N 55 QCG C27 H24 SING N N 56 QCG C25 H21 SING N N 57 QCG C25 H19 SING N N 58 QCG C25 H20 SING N N 59 QCG C26 H23 SING N N 60 QCG C26 H22 SING N N 61 QCG C28 H28 SING N N 62 QCG C28 H27 SING N N 63 QCG C29 H30 SING N N 64 QCG C29 H29 SING N N 65 QCG C6 H1 SING N N 66 QCG C8 H3 SING N N 67 QCG C8 H4 SING N N 68 QCG C8 H2 SING N N 69 QCG C9 H5 SING N N 70 QCG O2 H12 SING N N 71 # # 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 QCG SMILES ACDLabs 12.01 "c2(c1c(OCCC1)c(F)cc2c5c(c(C)nc4cc(c3ccccc3)nn45)C(C(O)=O)OC(C)(C)C)C" QCG InChI InChI 1.03 "InChI=1S/C29H30FN3O4/c1-16-19-12-9-13-36-26(19)21(30)14-20(16)25-24(27(28(34)35)37-29(3,4)5)17(2)31-23-15-22(32-33(23)25)18-10-7-6-8-11-18/h6-8,10-11,14-15,27H,9,12-13H2,1-5H3,(H,34,35)/t27-/m0/s1" QCG InChIKey InChI 1.03 TZXRURYHFBZSGH-MHZLTWQESA-N QCG SMILES_CANONICAL CACTVS 3.385 "Cc1nc2cc(nn2c(c3cc(F)c4OCCCc4c3C)c1[C@H](OC(C)(C)C)C(O)=O)c5ccccc5" QCG SMILES CACTVS 3.385 "Cc1nc2cc(nn2c(c3cc(F)c4OCCCc4c3C)c1[CH](OC(C)(C)C)C(O)=O)c5ccccc5" QCG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c(cc(c2c1CCCO2)F)c3c(c(nc4n3nc(c4)c5ccccc5)C)[C@@H](C(=O)O)OC(C)(C)C" QCG SMILES "OpenEye OEToolkits" 2.0.7 "Cc1c(cc(c2c1CCCO2)F)c3c(c(nc4n3nc(c4)c5ccccc5)C)C(C(=O)O)OC(C)(C)C" # # 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 QCG "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-tert-butoxy[7-(8-fluoro-5-methyl-3,4-dihydro-2H-1-benzopyran-6-yl)-5-methyl-2-phenylpyrazolo[1,5-a]pyrimidin-6-yl]acetic acid" QCG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-[7-(8-fluoranyl-5-methyl-3,4-dihydro-2~{H}-chromen-6-yl)-5-methyl-2-phenyl-pyrazolo[1,5-a]pyrimidin-6-yl]-2-[(2-methylpropan-2-yl)oxy]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 QCG "Create component" 2019-10-14 RCSB QCG "Initial release" 2020-03-04 RCSB ##