data_8GQ # _chem_comp.id 8GQ _chem_comp.name "pyrazolo-pyrimidine macrocycle" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H25 N7 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-06 _chem_comp.pdbx_modified_date 2017-05-12 _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 487.511 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8GQ _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 5N1Z _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 8GQ C1 C1 C 0 1 Y N N 4.639 -2.496 -11.956 -1.600 1.869 0.061 C1 8GQ 1 8GQ C2 C2 C 0 1 Y N N 5.229 -2.098 -13.160 -1.684 0.573 0.532 C2 8GQ 2 8GQ C3 C3 C 0 1 Y N N 4.986 -2.821 -14.321 -2.911 -0.078 0.579 C3 8GQ 3 8GQ N6 N1 N 0 1 N N N 4.977 -1.885 -10.731 -0.386 2.562 -0.096 N6 8GQ 4 8GQ C7 C4 C 0 1 N N N 1.995 -5.844 -14.426 -6.355 1.798 -1.003 C7 8GQ 5 8GQ C8 C5 C 0 1 N N N 2.814 -5.510 -15.647 -6.417 0.525 -0.208 C8 8GQ 6 8GQ C9 C6 C 0 1 N N N 6.529 -1.499 -15.650 -2.647 -2.346 -0.081 C9 8GQ 7 8GQ C10 C7 C 0 1 N N N 7.887 -2.079 -15.418 -1.711 -3.383 0.484 C10 8GQ 8 8GQ C11 C8 C 0 1 N N N 8.975 -1.430 -15.020 -0.992 -4.129 -0.317 C11 8GQ 9 8GQ C12 C9 C 0 1 N N N 10.345 -2.023 -14.921 -0.056 -5.164 0.254 C12 8GQ 10 8GQ C13 C10 C 0 1 N N S 11.001 -3.164 -12.837 1.752 -3.631 0.617 C13 8GQ 11 8GQ C14 C11 C 0 1 N N N 11.955 -3.036 -11.656 3.288 -3.553 0.587 C14 8GQ 12 8GQ C15 C12 C 0 1 N N S 11.140 -2.255 -10.608 3.637 -2.148 0.067 C15 8GQ 13 8GQ C16 C13 C 0 1 N N N 9.665 -3.440 -12.164 1.273 -2.368 -0.122 C16 8GQ 14 8GQ C19 C14 C 0 1 Y N N 6.251 -1.748 -10.199 0.832 1.903 -0.063 C19 8GQ 15 8GQ C20 C15 C 0 1 Y N N 7.777 -0.619 -8.776 3.189 2.070 0.183 C20 8GQ 16 8GQ C21 C16 C 0 1 Y N N 7.711 0.293 -7.727 4.136 3.104 0.321 C21 8GQ 17 8GQ C22 C17 C 0 1 Y N N 6.338 0.510 -7.533 3.422 4.318 0.308 C22 8GQ 18 8GQ C24 C18 C 0 1 N N N 11.531 -0.785 -10.534 4.306 -2.258 -1.304 C24 8GQ 19 8GQ N5 N2 N 0 1 N N N 9.687 1.347 -6.474 6.679 2.827 0.550 N5 8GQ 20 8GQ C23 C19 C 0 1 N N N 8.807 0.885 -7.034 5.554 2.950 0.448 C23 8GQ 21 8GQ N4 N3 N 0 1 Y N N 5.568 -0.158 -8.421 2.150 4.054 0.175 N4 8GQ 22 8GQ N2 N4 N 0 1 Y N N 6.477 -0.899 -9.157 1.967 2.669 0.090 N2 8GQ 23 8GQ C18 C20 C 0 1 Y N N 7.350 -2.372 -10.772 0.981 0.562 -0.224 C18 8GQ 24 8GQ N3 N5 N 0 1 Y N N 8.851 -1.220 -9.304 3.307 0.743 0.140 N3 8GQ 25 8GQ C17 C21 C 0 1 Y N N 8.638 -2.031 -10.359 2.246 -0.027 -0.058 C17 8GQ 26 8GQ N1 N6 N 0 1 N N N 9.745 -2.571 -10.989 2.377 -1.400 -0.043 N1 8GQ 27 8GQ O3 O1 O 0 1 N N N 11.266 -0.224 -9.254 4.733 -0.963 -1.730 O3 8GQ 28 8GQ O2 O2 O 0 1 N N N 10.926 -1.941 -13.588 1.293 -4.802 -0.053 O2 8GQ 29 8GQ O1 O3 O 0 1 N N N 5.499 -2.505 -15.561 -2.969 -1.389 0.930 O1 8GQ 30 8GQ C4 C22 C 0 1 Y N N 4.075 -3.896 -14.314 -4.072 0.607 0.234 C4 8GQ 31 8GQ N N7 N 0 1 N N N 3.759 -4.550 -15.501 -5.312 -0.038 0.302 N 8GQ 32 8GQ O O4 O 0 1 N N N 2.571 -6.011 -16.735 -7.494 -0.006 -0.021 O 8GQ 33 8GQ C6 C23 C 0 1 N N N 2.573 -5.482 -13.078 -5.245 2.709 -0.498 C6 8GQ 34 8GQ C5 C24 C 0 1 Y N N 3.474 -4.272 -13.107 -4.000 1.933 -0.169 C5 8GQ 35 8GQ C C25 C 0 1 Y N N 3.792 -3.600 -11.932 -2.770 2.554 -0.269 C 8GQ 36 8GQ H1 H1 H 0 1 N N N 5.872 -1.231 -13.187 -0.807 0.047 0.876 H1 8GQ 37 8GQ H2 H2 H 0 1 N N N 4.222 -1.513 -10.191 -0.405 3.532 -0.231 H2 8GQ 38 8GQ H3 H3 H 0 1 N N N 1.032 -5.322 -14.522 -6.174 1.558 -2.051 H3 8GQ 39 8GQ H4 H4 H 0 1 N N N 1.825 -6.931 -14.430 -7.312 2.319 -0.920 H4 8GQ 40 8GQ H5 H5 H 0 1 N N N 6.501 -1.047 -16.652 -2.165 -1.840 -0.919 H5 8GQ 41 8GQ H6 H6 H 0 1 N N N 6.338 -0.724 -14.893 -3.559 -2.829 -0.430 H6 8GQ 42 8GQ H7 H7 H 0 1 N N N 7.995 -3.139 -15.593 -1.633 -3.509 1.555 H7 8GQ 43 8GQ H8 H8 H 0 1 N N N 8.862 -0.391 -14.746 -1.068 -4.003 -1.387 H8 8GQ 44 8GQ H9 H9 H 0 1 N N N 10.286 -3.083 -15.209 -0.181 -5.215 1.336 H9 8GQ 45 8GQ H10 H10 H 0 1 N N N 11.005 -1.489 -15.621 -0.279 -6.138 -0.184 H10 8GQ 46 8GQ H11 H11 H 0 1 N N N 11.292 -4.013 -13.473 1.395 -3.617 1.647 H11 8GQ 47 8GQ H12 H12 H 0 1 N N N 12.239 -4.027 -11.272 3.688 -3.688 1.592 H12 8GQ 48 8GQ H13 H13 H 0 1 N N N 12.860 -2.480 -11.942 3.691 -4.311 -0.083 H13 8GQ 49 8GQ H14 H14 H 0 1 N N N 11.341 -2.707 -9.625 4.306 -1.652 0.771 H14 8GQ 50 8GQ H15 H15 H 0 1 N N N 8.822 -3.161 -12.814 1.053 -2.602 -1.160 H15 8GQ 51 8GQ H16 H16 H 0 1 N N N 9.571 -4.497 -11.876 0.393 -1.963 0.375 H16 8GQ 52 8GQ H17 H17 H 0 1 N N N 5.938 1.144 -6.756 3.855 5.304 0.393 H17 8GQ 53 8GQ H18 H18 H 0 1 N N N 12.607 -0.693 -10.746 5.169 -2.921 -1.235 H18 8GQ 54 8GQ H19 H19 H 0 1 N N N 10.959 -0.228 -11.291 3.595 -2.662 -2.024 H19 8GQ 55 8GQ H20 H20 H 0 1 N N N 7.208 -3.121 -11.537 0.149 -0.056 -0.533 H20 8GQ 56 8GQ H21 H21 H 0 1 N N N 11.523 0.691 -9.249 5.168 -0.957 -2.594 H21 8GQ 57 8GQ H22 H22 H 0 1 N N N 4.274 -4.289 -16.317 -5.375 -0.910 0.726 H22 8GQ 58 8GQ H23 H23 H 0 1 N N N 1.741 -5.279 -12.387 -5.012 3.449 -1.266 H23 8GQ 59 8GQ H24 H24 H 0 1 N N N 3.155 -6.339 -12.709 -5.589 3.229 0.399 H24 8GQ 60 8GQ H25 H25 H 0 1 N N N 3.378 -3.937 -10.993 -2.711 3.579 -0.605 H25 8GQ 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 8GQ O C8 DOUB N N 1 8GQ C9 O1 SING N N 2 8GQ C9 C10 SING N N 3 8GQ C8 N SING N N 4 8GQ C8 C7 SING N N 5 8GQ O1 C3 SING N N 6 8GQ N C4 SING N N 7 8GQ C10 C11 DOUB N E 8 8GQ C11 C12 SING N N 9 8GQ C12 O2 SING N N 10 8GQ C7 C6 SING N N 11 8GQ C3 C4 DOUB Y N 12 8GQ C3 C2 SING Y N 13 8GQ C4 C5 SING Y N 14 8GQ O2 C13 SING N N 15 8GQ C2 C1 DOUB Y N 16 8GQ C5 C6 SING N N 17 8GQ C5 C DOUB Y N 18 8GQ C13 C16 SING N N 19 8GQ C13 C14 SING N N 20 8GQ C16 N1 SING N N 21 8GQ C1 C SING Y N 22 8GQ C1 N6 SING N N 23 8GQ C14 C15 SING N N 24 8GQ N1 C15 SING N N 25 8GQ N1 C17 SING N N 26 8GQ C18 C17 SING Y N 27 8GQ C18 C19 DOUB Y N 28 8GQ N6 C19 SING N N 29 8GQ C15 C24 SING N N 30 8GQ C24 O3 SING N N 31 8GQ C17 N3 DOUB Y N 32 8GQ C19 N2 SING Y N 33 8GQ N3 C20 SING Y N 34 8GQ N2 C20 SING Y N 35 8GQ N2 N4 SING Y N 36 8GQ C20 C21 DOUB Y N 37 8GQ N4 C22 DOUB Y N 38 8GQ C21 C22 SING Y N 39 8GQ C21 C23 SING N N 40 8GQ C23 N5 TRIP N N 41 8GQ C2 H1 SING N N 42 8GQ N6 H2 SING N N 43 8GQ C7 H3 SING N N 44 8GQ C7 H4 SING N N 45 8GQ C9 H5 SING N N 46 8GQ C9 H6 SING N N 47 8GQ C10 H7 SING N N 48 8GQ C11 H8 SING N N 49 8GQ C12 H9 SING N N 50 8GQ C12 H10 SING N N 51 8GQ C13 H11 SING N N 52 8GQ C14 H12 SING N N 53 8GQ C14 H13 SING N N 54 8GQ C15 H14 SING N N 55 8GQ C16 H15 SING N N 56 8GQ C16 H16 SING N N 57 8GQ C22 H17 SING N N 58 8GQ C24 H18 SING N N 59 8GQ C24 H19 SING N N 60 8GQ C18 H20 SING N N 61 8GQ O3 H21 SING N N 62 8GQ N H22 SING N N 63 8GQ C6 H23 SING N N 64 8GQ C6 H24 SING N N 65 8GQ C H25 SING N N 66 # 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 8GQ InChI InChI 1.03 "InChI=1S/C25H25N7O4/c26-11-16-12-27-32-22-10-21(29-25(16)32)31-13-19(9-18(31)14-33)35-5-1-2-6-36-20-8-17(28-22)7-15-3-4-23(34)30-24(15)20/h1-2,7-8,10,12,18-19,28,33H,3-6,9,13-14H2,(H,30,34)/b2-1+/t18-,19-/m0/s1" 8GQ InChIKey InChI 1.03 SABLEOBBNNRHAD-WNJMFGOSSA-N 8GQ SMILES_CANONICAL CACTVS 3.385 "OC[C@@H]1C[C@H]2C[N@@]1c3cc(Nc4cc5CCC(=O)Nc5c(OC\C=C\CO2)c4)n6ncc(C#N)c6n3" 8GQ SMILES CACTVS 3.385 "OC[CH]1C[CH]2C[N]1c3cc(Nc4cc5CCC(=O)Nc5c(OCC=CCO2)c4)n6ncc(C#N)c6n3" 8GQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1c2cc(c3c1CCC(=O)N3)OC/C=C/CO[C@H]4C[C@H](N(C4)c5cc(n6c(n5)c(cn6)C#N)N2)CO" 8GQ SMILES "OpenEye OEToolkits" 2.0.6 "c1c2cc(c3c1CCC(=O)N3)OCC=CCOC4CC(N(C4)c5cc(n6c(n5)c(cn6)C#N)N2)CO" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8GQ "Create component" 2017-02-06 EBI 8GQ "Initial release" 2017-05-17 RCSB #