data_KHQ # _chem_comp.id KHQ _chem_comp.name "1-[4-[(1~{R})-1-[2-[[5-[1-(cyclopropylmethyl)pyrazol-4-yl]-1~{H}-benzimidazol-2-yl]amino]pyridin-4-yl]ethyl]piperazin-1-yl]-3,3,3-tris(fluoranyl)propan-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H31 F3 N8 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-05-22 _chem_comp.pdbx_modified_date 2019-12-27 _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 552.594 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KHQ _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 6RST _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBE # # 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 KHQ C4 C1 C 0 1 Y N N 44.708 99.522 95.609 -2.407 2.013 -1.310 C4 KHQ 1 KHQ C14 C2 C 0 1 N N N 51.366 102.985 95.484 -9.028 -3.024 0.176 C14 KHQ 2 KHQ C5 C3 C 0 1 Y N N 45.516 98.546 96.175 -2.624 2.301 0.030 C5 KHQ 3 KHQ C6 C4 C 0 1 N N R 46.458 97.694 95.332 -3.989 2.715 0.518 C6 KHQ 4 KHQ C11 C5 C 0 1 N N N 50.498 100.666 96.092 -8.084 -0.766 -0.225 C11 KHQ 5 KHQ C8 C6 C 0 1 N N N 48.391 98.322 96.692 -4.773 0.477 0.028 C8 KHQ 6 KHQ C9 C7 C 0 1 N N N 49.927 98.330 96.564 -5.752 -0.321 -0.839 C9 KHQ 7 KHQ C13 C8 C 0 1 N N N 50.473 101.818 95.087 -7.768 -2.240 -0.196 C13 KHQ 8 KHQ N2 N1 N 0 1 Y N N 43.857 100.073 97.735 -0.149 1.546 -0.865 N2 KHQ 9 KHQ C3 C9 C 0 1 Y N N 43.873 100.273 96.428 -1.145 1.635 -1.725 C3 KHQ 10 KHQ C1 C10 C 0 1 Y N N 44.623 99.124 98.283 -0.316 1.813 0.421 C1 KHQ 11 KHQ C18 C11 C 0 1 N N N 49.716 99.176 94.308 -7.406 1.566 -0.565 C18 KHQ 12 KHQ C19 C12 C 0 1 N N N 48.803 97.933 94.346 -6.361 2.291 0.292 C19 KHQ 13 KHQ C20 C13 C 0 1 N N N 45.927 97.626 93.904 -4.212 4.197 0.211 C20 KHQ 14 KHQ C21 C14 C 0 1 Y N N 45.470 98.349 97.530 -1.560 2.199 0.908 C21 KHQ 15 KHQ C23 C15 C 0 1 Y N N 43.932 99.503 100.453 1.974 1.221 0.838 C23 KHQ 16 KHQ C25 C16 C 0 1 Y N N 43.241 99.983 102.383 3.567 0.466 -0.503 C25 KHQ 17 KHQ C26 C17 C 0 1 Y N N 42.709 100.882 101.470 4.041 0.523 0.819 C26 KHQ 18 KHQ C27 C18 C 0 1 Y N N 41.854 101.871 101.908 5.350 0.132 1.100 C27 KHQ 19 KHQ C28 C19 C 0 1 Y N N 41.551 101.926 103.258 6.171 -0.310 0.072 C28 KHQ 20 KHQ C29 C20 C 0 1 Y N N 42.077 101.024 104.168 5.690 -0.363 -1.239 C29 KHQ 21 KHQ C30 C21 C 0 1 Y N N 42.942 100.042 103.730 4.398 0.022 -1.522 C30 KHQ 22 KHQ C31 C22 C 0 1 Y N N 40.724 102.915 103.732 7.565 -0.728 0.366 C31 KHQ 23 KHQ C32 C23 C 0 1 Y N N 40.169 103.900 103.033 8.481 -1.176 -0.541 C32 KHQ 24 KHQ C34 C24 C 0 1 N N N 38.689 105.835 103.670 10.862 -1.955 -0.459 C34 KHQ 25 KHQ C35 C25 C 0 1 N N N 39.217 106.688 102.495 12.017 -1.022 -0.091 C35 KHQ 26 KHQ C36 C26 C 0 1 N N N 39.133 106.042 101.110 13.426 -1.441 -0.516 C36 KHQ 27 KHQ C37 C27 C 0 1 N N N 38.215 107.224 101.479 12.722 -0.286 -1.233 C37 KHQ 28 KHQ C39 C28 C 0 1 Y N N 40.352 103.050 104.995 8.185 -0.728 1.630 C39 KHQ 29 KHQ F15 F1 F 0 1 N N N 52.643 102.624 95.487 -10.027 -2.780 -0.773 F15 KHQ 30 KHQ F16 F2 F 0 1 N N N 51.072 103.288 96.746 -8.735 -4.391 0.203 F16 KHQ 31 KHQ F17 F3 F 0 1 N N N 51.117 104.034 94.703 -9.475 -2.618 1.438 F17 KHQ 32 KHQ N10 N2 N 0 1 N N N 50.137 99.451 95.688 -7.119 0.124 -0.531 N10 KHQ 33 KHQ N22 N3 N 0 1 N N N 44.648 98.865 99.569 0.764 1.706 1.293 N22 KHQ 34 KHQ N24 N4 N 0 1 Y N N 44.032 99.162 101.726 2.258 0.918 -0.463 N24 KHQ 35 KHQ N33 N5 N 0 1 Y N N 39.470 104.611 103.919 9.619 -1.449 0.129 N33 KHQ 36 KHQ N38 N6 N 0 1 Y N N 39.574 104.130 105.050 9.409 -1.161 1.483 N38 KHQ 37 KHQ N40 N7 N 0 1 Y N N 43.178 100.571 100.270 3.022 0.989 1.589 N40 KHQ 38 KHQ N7 N8 N 0 1 N N N 47.787 98.338 95.320 -5.016 1.914 -0.160 N7 KHQ 39 KHQ O12 O1 O 0 1 N N N 50.751 100.869 97.280 -9.207 -0.382 0.027 O12 KHQ 40 KHQ H1 H1 H 0 1 N N N 44.728 99.696 94.543 -3.218 2.078 -2.020 H1 KHQ 41 KHQ H2 H2 H 0 1 N N N 46.524 96.681 95.755 -4.054 2.554 1.594 H2 KHQ 42 KHQ H3 H3 H 0 1 N N N 48.063 99.211 97.250 -4.921 0.218 1.077 H3 KHQ 43 KHQ H4 H4 H 0 1 N N N 48.070 97.415 97.226 -3.750 0.240 -0.264 H4 KHQ 44 KHQ H5 H5 H 0 1 N N N 50.298 97.396 96.117 -5.537 -0.143 -1.893 H5 KHQ 45 KHQ H6 H6 H 0 1 N N N 50.410 98.487 97.540 -5.652 -1.384 -0.620 H6 KHQ 46 KHQ H7 H7 H 0 1 N N N 49.439 102.183 95.001 -6.990 -2.430 0.544 H7 KHQ 47 KHQ H8 H8 H 0 1 N N N 50.810 101.437 94.111 -7.420 -2.556 -1.179 H8 KHQ 48 KHQ H9 H9 H 0 1 N N N 43.232 101.026 95.993 -0.972 1.410 -2.767 H9 KHQ 49 KHQ H10 H10 H 0 1 N N N 50.596 98.978 93.678 -8.402 1.751 -0.163 H10 KHQ 50 KHQ H11 H11 H 0 1 N N N 49.163 100.037 93.904 -7.351 1.926 -1.593 H11 KHQ 51 KHQ H12 H12 H 0 1 N N N 48.356 97.734 93.361 -6.491 3.368 0.189 H12 KHQ 52 KHQ H13 H13 H 0 1 N N N 49.352 97.043 94.687 -6.487 2.007 1.336 H13 KHQ 53 KHQ H14 H14 H 0 1 N N N 44.937 97.147 93.903 -3.450 4.792 0.714 H14 KHQ 54 KHQ H15 H15 H 0 1 N N N 45.843 98.644 93.495 -4.147 4.359 -0.865 H15 KHQ 55 KHQ H16 H16 H 0 1 N N N 46.619 97.038 93.283 -5.199 4.497 0.564 H16 KHQ 56 KHQ H17 H17 H 0 1 N N N 46.089 97.597 97.997 -1.693 2.416 1.958 H17 KHQ 57 KHQ H18 H18 H 0 1 N N N 41.431 102.584 101.216 5.723 0.173 2.113 H18 KHQ 58 KHQ H19 H19 H 0 1 N N N 41.812 101.089 105.213 6.335 -0.707 -2.034 H19 KHQ 59 KHQ H20 H20 H 0 1 N N N 43.375 99.337 104.424 4.032 -0.021 -2.537 H20 KHQ 60 KHQ H21 H21 H 0 1 N N N 40.264 104.085 101.973 8.322 -1.291 -1.603 H21 KHQ 61 KHQ H22 H22 H 0 1 N N N 38.710 106.450 104.581 10.760 -1.997 -1.544 H22 KHQ 62 KHQ H23 H23 H 0 1 N N N 37.652 105.544 103.448 11.065 -2.954 -0.074 H23 KHQ 63 KHQ H24 H24 H 0 1 N N N 40.101 107.311 102.699 11.913 -0.496 0.858 H24 KHQ 64 KHQ H25 H25 H 0 1 N N N 38.713 105.032 100.997 14.249 -1.191 0.153 H25 KHQ 65 KHQ H26 H26 H 0 1 N N N 39.949 106.183 100.386 13.530 -2.381 -1.058 H26 KHQ 66 KHQ H27 H27 H 0 1 N N N 38.374 108.209 101.017 12.362 -0.467 -2.246 H27 KHQ 67 KHQ H28 H28 H 0 1 N N N 37.138 107.058 101.628 13.082 0.723 -1.035 H28 KHQ 68 KHQ H29 H29 H 0 1 N N N 40.626 102.409 105.820 7.728 -0.423 2.560 H29 KHQ 69 KHQ H30 H30 H 0 1 N N N 45.252 98.135 99.890 0.666 1.972 2.221 H30 KHQ 70 KHQ H31 H31 H 0 1 N N N 44.594 98.430 102.111 1.655 1.003 -1.218 H31 KHQ 71 # # 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 KHQ C20 C6 SING N N 1 KHQ C18 C19 SING N N 2 KHQ C18 N10 SING N N 3 KHQ C19 N7 SING N N 4 KHQ F17 C14 SING N N 5 KHQ C13 C14 SING N N 6 KHQ C13 C11 SING N N 7 KHQ N7 C6 SING N N 8 KHQ N7 C8 SING N N 9 KHQ C6 C5 SING N N 10 KHQ C14 F15 SING N N 11 KHQ C14 F16 SING N N 12 KHQ C4 C5 DOUB Y N 13 KHQ C4 C3 SING Y N 14 KHQ N10 C11 SING N N 15 KHQ N10 C9 SING N N 16 KHQ C11 O12 DOUB N N 17 KHQ C5 C21 SING Y N 18 KHQ C3 N2 DOUB Y N 19 KHQ C9 C8 SING N N 20 KHQ C21 C1 DOUB Y N 21 KHQ N2 C1 SING Y N 22 KHQ C1 N22 SING N N 23 KHQ N22 C23 SING N N 24 KHQ N40 C23 DOUB Y N 25 KHQ N40 C26 SING Y N 26 KHQ C23 N24 SING Y N 27 KHQ C36 C37 SING N N 28 KHQ C36 C35 SING N N 29 KHQ C26 C27 DOUB Y N 30 KHQ C26 C25 SING Y N 31 KHQ C37 C35 SING N N 32 KHQ N24 C25 SING Y N 33 KHQ C27 C28 SING Y N 34 KHQ C25 C30 DOUB Y N 35 KHQ C35 C34 SING N N 36 KHQ C32 C31 DOUB Y N 37 KHQ C32 N33 SING Y N 38 KHQ C28 C31 SING N N 39 KHQ C28 C29 DOUB Y N 40 KHQ C34 N33 SING N N 41 KHQ C30 C29 SING Y N 42 KHQ C31 C39 SING Y N 43 KHQ N33 N38 SING Y N 44 KHQ C39 N38 DOUB Y N 45 KHQ C4 H1 SING N N 46 KHQ C6 H2 SING N N 47 KHQ C8 H3 SING N N 48 KHQ C8 H4 SING N N 49 KHQ C9 H5 SING N N 50 KHQ C9 H6 SING N N 51 KHQ C13 H7 SING N N 52 KHQ C13 H8 SING N N 53 KHQ C3 H9 SING N N 54 KHQ C18 H10 SING N N 55 KHQ C18 H11 SING N N 56 KHQ C19 H12 SING N N 57 KHQ C19 H13 SING N N 58 KHQ C20 H14 SING N N 59 KHQ C20 H15 SING N N 60 KHQ C20 H16 SING N N 61 KHQ C21 H17 SING N N 62 KHQ C27 H18 SING N N 63 KHQ C29 H19 SING N N 64 KHQ C30 H20 SING N N 65 KHQ C32 H21 SING N N 66 KHQ C34 H22 SING N N 67 KHQ C34 H23 SING N N 68 KHQ C35 H24 SING N N 69 KHQ C36 H25 SING N N 70 KHQ C36 H26 SING N N 71 KHQ C37 H27 SING N N 72 KHQ C37 H28 SING N N 73 KHQ C39 H29 SING N N 74 KHQ N22 H30 SING N N 75 KHQ N24 H31 SING N N 76 # # 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 KHQ InChI InChI 1.03 "InChI=1S/C28H31F3N8O/c1-18(37-8-10-38(11-9-37)26(40)14-28(29,30)31)20-6-7-32-25(13-20)36-27-34-23-5-4-21(12-24(23)35-27)22-15-33-39(17-22)16-19-2-3-19/h4-7,12-13,15,17-19H,2-3,8-11,14,16H2,1H3,(H2,32,34,35,36)/t18-/m1/s1" KHQ InChIKey InChI 1.03 WEFRCKPVMWDRAK-GOSISDBHSA-N KHQ SMILES_CANONICAL CACTVS 3.385 "C[C@@H](N1CCN(CC1)C(=O)CC(F)(F)F)c2ccnc(Nc3[nH]c4ccc(cc4n3)c5cnn(CC6CC6)c5)c2" KHQ SMILES CACTVS 3.385 "C[CH](N1CCN(CC1)C(=O)CC(F)(F)F)c2ccnc(Nc3[nH]c4ccc(cc4n3)c5cnn(CC6CC6)c5)c2" KHQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H](c1ccnc(c1)Nc2[nH]c3ccc(cc3n2)c4cnn(c4)CC5CC5)N6CCN(CC6)C(=O)CC(F)(F)F" KHQ SMILES "OpenEye OEToolkits" 2.0.7 "CC(c1ccnc(c1)Nc2[nH]c3ccc(cc3n2)c4cnn(c4)CC5CC5)N6CCN(CC6)C(=O)CC(F)(F)F" # _pdbx_chem_comp_identifier.comp_id KHQ _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "1-[4-[(1~{R})-1-[2-[[5-[1-(cyclopropylmethyl)pyrazol-4-yl]-1~{H}-benzimidazol-2-yl]amino]pyridin-4-yl]ethyl]piperazin-1-yl]-3,3,3-tris(fluoranyl)propan-1-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KHQ "Create component" 2019-05-22 PDBE KHQ "Initial release" 2020-01-01 RCSB ##