data_KHE # _chem_comp.id KHE _chem_comp.name "1-[(3~{R},4~{R})-4-(cyanomethyl)-3-fluoranyl-1-[(4-phenylphenyl)methyl]piperidin-4-yl]-3-(cyclopropylcarbonylamino)pyrazole-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H29 F N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-05-21 _chem_comp.pdbx_modified_date 2020-07-03 _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 500.567 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KHE _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 6RSH _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 KHE N1 N1 N 0 1 N N N 40.967 18.128 244.352 3.819 -4.210 0.797 N1 KHE 1 KHE N3 N2 N 0 1 N N N 38.596 21.860 248.188 6.993 -1.393 -0.018 N3 KHE 2 KHE C4 C1 C 0 1 Y N N 39.943 21.721 245.451 4.034 -1.282 0.171 C4 KHE 3 KHE C5 C2 C 0 1 Y N N 40.387 22.335 246.604 4.867 -0.190 0.023 C5 KHE 4 KHE C6 C3 C 0 1 N N N 39.748 22.486 247.931 6.336 -0.217 -0.074 C6 KHE 5 KHE C7 C4 C 0 1 Y N N 41.639 22.908 246.261 4.041 0.962 -0.019 C7 KHE 6 KHE C8 C5 C 0 1 N N N 43.522 24.371 246.771 3.581 3.289 -0.186 C8 KHE 7 KHE C10 C6 C 0 1 N N N 45.653 25.476 247.689 2.985 5.810 -0.360 C10 KHE 8 KHE C13 C7 C 0 1 N N N 39.583 20.734 241.141 -0.879 -1.617 0.839 C13 KHE 9 KHE C15 C8 C 0 1 Y N N 38.558 21.631 238.303 -3.541 -2.000 -0.304 C15 KHE 10 KHE C17 C9 C 0 1 Y N N 36.696 20.498 237.267 -5.025 -0.732 1.084 C17 KHE 11 KHE C20 C10 C 0 1 Y N N 34.366 20.992 235.454 -7.323 1.332 -1.056 C20 KHE 12 KHE C21 C11 C 0 1 Y N N 33.098 21.052 234.898 -8.362 2.232 -0.925 C21 KHE 13 KHE C22 C12 C 0 1 Y N N 32.131 21.845 235.469 -8.815 2.591 0.331 C22 KHE 14 KHE C24 C13 C 0 1 Y N N 33.692 22.532 237.144 -7.188 1.156 1.344 C24 KHE 15 KHE C26 C14 C 0 1 Y N N 37.858 22.819 238.201 -4.122 -1.456 -1.436 C26 KHE 16 KHE C1 C15 C 0 1 N N N 41.308 19.038 243.766 2.940 -3.550 1.082 C1 KHE 17 KHE O1 O1 O 0 1 N N N 40.300 23.128 248.818 6.956 0.821 -0.203 O1 KHE 18 KHE C11 C16 C 0 1 N N N 44.642 26.532 247.610 3.887 5.643 0.865 C11 KHE 19 KHE C12 C17 C 0 1 N N N 39.545 21.053 242.612 0.385 -0.760 0.744 C12 KHE 20 KHE C14 C18 C 0 1 N N N 39.950 21.598 238.904 -2.411 -2.987 -0.440 C14 KHE 21 KHE C16 C19 C 0 1 Y N N 37.970 20.475 237.822 -3.990 -1.636 0.953 C16 KHE 22 KHE C18 C20 C 0 1 Y N N 35.988 21.691 237.153 -5.618 -0.186 -0.053 C18 KHE 23 KHE C19 C21 C 0 1 Y N N 34.684 21.734 236.587 -6.731 0.786 0.081 C19 KHE 24 KHE O2 O2 O 0 1 N N N 43.891 24.388 245.602 2.396 3.049 -0.086 O2 KHE 25 KHE C2 C22 C 0 1 N N N 41.866 20.208 243.093 1.800 -2.696 1.452 C2 KHE 26 KHE N2 N3 N 0 1 Y N N 40.894 21.899 244.499 2.773 -0.826 0.212 N2 KHE 27 KHE C23 C23 C 0 1 Y N N 32.420 22.573 236.595 -8.230 2.052 1.463 C23 KHE 28 KHE C25 C24 C 0 1 Y N N 36.598 22.851 237.624 -5.157 -0.552 -1.317 C25 KHE 29 KHE C3 C25 C 0 1 N N R 40.945 21.432 243.148 1.571 -1.649 0.360 C3 KHE 30 KHE N4 N4 N 0 1 N N N 42.438 23.640 247.159 4.477 2.283 -0.161 N4 KHE 31 KHE N5 N5 N 0 1 Y N N 41.940 22.607 245.027 2.798 0.569 0.097 N5 KHE 32 KHE N6 N6 N 0 1 N N N 40.020 21.883 240.338 -1.130 -2.267 -0.453 N6 KHE 33 KHE C9 C26 C 0 1 N N N 44.194 25.117 247.873 4.051 4.713 -0.338 C9 KHE 34 KHE C27 C27 C 0 1 N N N 41.392 22.218 240.738 -0.026 -3.163 -0.820 C27 KHE 35 KHE C28 C28 C 0 1 N N R 41.492 22.525 242.204 1.263 -2.352 -0.965 C28 KHE 36 KHE F1 F1 F 0 1 N N N 40.770 23.705 242.454 1.104 -1.396 -1.975 F1 KHE 37 KHE H1 H1 H 0 1 N N N 38.189 21.917 249.100 6.499 -2.221 0.085 H1 KHE 38 KHE H2 H2 H 0 1 N N N 38.141 21.335 247.469 7.961 -1.411 -0.086 H2 KHE 39 KHE H3 H3 H 0 1 N N N 39.008 21.194 245.328 4.342 -2.315 0.238 H3 KHE 40 KHE H4 H4 H 0 1 N N N 46.185 25.158 246.780 1.944 5.502 -0.264 H4 KHE 41 KHE H5 H5 H 0 1 N N N 46.339 25.438 248.548 3.163 6.672 -1.003 H5 KHE 42 KHE H6 H6 H 0 1 N N N 38.575 20.437 240.816 -0.745 -2.377 1.609 H6 KHE 43 KHE H7 H7 H 0 1 N N N 40.281 19.900 240.977 -1.728 -0.984 1.098 H7 KHE 44 KHE H8 H8 H 0 1 N N N 36.249 19.578 236.920 -5.376 -0.449 2.065 H8 KHE 45 KHE H9 H9 H 0 1 N N N 35.117 20.361 235.002 -6.973 1.049 -2.037 H9 KHE 46 KHE H10 H10 H 0 1 N N N 32.869 20.475 234.014 -8.821 2.656 -1.806 H10 KHE 47 KHE H11 H11 H 0 1 N N N 31.145 21.895 235.031 -9.627 3.296 0.429 H11 KHE 48 KHE H12 H12 H 0 1 N N N 33.915 23.128 238.016 -6.732 0.735 2.229 H12 KHE 49 KHE H13 H13 H 0 1 N N N 38.298 23.732 238.575 -3.764 -1.740 -2.414 H13 KHE 50 KHE H14 H14 H 0 1 N N N 44.574 27.284 248.410 4.658 6.396 1.028 H14 KHE 51 KHE H15 H15 H 0 1 N N N 44.420 27.005 246.642 3.439 5.226 1.767 H15 KHE 52 KHE H16 H16 H 0 1 N N N 38.859 21.897 242.777 0.247 0.010 -0.016 H16 KHE 53 KHE H17 H17 H 0 1 N N N 39.180 20.171 243.159 0.580 -0.290 1.708 H17 KHE 54 KHE H18 H18 H 0 1 N N N 40.369 20.595 238.736 -2.430 -3.680 0.401 H18 KHE 55 KHE H19 H19 H 0 1 N N N 40.564 22.344 238.379 -2.524 -3.543 -1.371 H19 KHE 56 KHE H20 H20 H 0 1 N N N 38.509 19.541 237.879 -3.531 -2.060 1.833 H20 KHE 57 KHE H21 H21 H 0 1 N N N 42.045 19.952 242.038 0.906 -3.310 1.561 H21 KHE 58 KHE H22 H22 H 0 1 N N N 42.820 20.467 243.575 2.013 -2.195 2.397 H22 KHE 59 KHE H23 H23 H 0 1 N N N 31.654 23.180 237.055 -8.588 2.336 2.442 H23 KHE 60 KHE H24 H24 H 0 1 N N N 36.079 23.794 237.538 -5.612 -0.131 -2.201 H24 KHE 61 KHE H25 H25 H 0 1 N N N 42.199 23.623 248.130 5.424 2.474 -0.241 H25 KHE 62 KHE H27 H27 H 0 1 N N N 43.872 24.886 248.899 4.930 4.853 -0.967 H27 KHE 63 KHE H28 H28 H 0 1 N N N 42.047 21.365 240.509 0.104 -3.916 -0.043 H28 KHE 64 KHE H29 H29 H 0 1 N N N 41.723 23.098 240.168 -0.256 -3.653 -1.766 H29 KHE 65 KHE H30 H30 H 0 1 N N N 42.552 22.682 242.452 2.086 -3.019 -1.223 H30 KHE 66 # # 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 KHE C21 C20 DOUB Y N 1 KHE C21 C22 SING Y N 2 KHE C20 C19 SING Y N 3 KHE C22 C23 DOUB Y N 4 KHE C19 C24 DOUB Y N 5 KHE C19 C18 SING N N 6 KHE C23 C24 SING Y N 7 KHE C18 C17 DOUB Y N 8 KHE C18 C25 SING Y N 9 KHE C17 C16 SING Y N 10 KHE C25 C26 DOUB Y N 11 KHE C16 C15 DOUB Y N 12 KHE C26 C15 SING Y N 13 KHE C15 C14 SING N N 14 KHE C14 N6 SING N N 15 KHE N6 C27 SING N N 16 KHE N6 C13 SING N N 17 KHE C27 C28 SING N N 18 KHE C13 C12 SING N N 19 KHE C28 F1 SING N N 20 KHE C28 C3 SING N N 21 KHE C12 C3 SING N N 22 KHE C2 C3 SING N N 23 KHE C2 C1 SING N N 24 KHE C3 N2 SING N N 25 KHE C1 N1 TRIP N N 26 KHE N2 N5 SING Y N 27 KHE N2 C4 SING Y N 28 KHE N5 C7 DOUB Y N 29 KHE C4 C5 DOUB Y N 30 KHE O2 C8 DOUB N N 31 KHE C7 C5 SING Y N 32 KHE C7 N4 SING N N 33 KHE C5 C6 SING N N 34 KHE C8 N4 SING N N 35 KHE C8 C9 SING N N 36 KHE C11 C10 SING N N 37 KHE C11 C9 SING N N 38 KHE C10 C9 SING N N 39 KHE C6 N3 SING N N 40 KHE C6 O1 DOUB N N 41 KHE N3 H1 SING N N 42 KHE N3 H2 SING N N 43 KHE C4 H3 SING N N 44 KHE C10 H4 SING N N 45 KHE C10 H5 SING N N 46 KHE C13 H6 SING N N 47 KHE C13 H7 SING N N 48 KHE C17 H8 SING N N 49 KHE C20 H9 SING N N 50 KHE C21 H10 SING N N 51 KHE C22 H11 SING N N 52 KHE C24 H12 SING N N 53 KHE C26 H13 SING N N 54 KHE C11 H14 SING N N 55 KHE C11 H15 SING N N 56 KHE C12 H16 SING N N 57 KHE C12 H17 SING N N 58 KHE C14 H18 SING N N 59 KHE C14 H19 SING N N 60 KHE C16 H20 SING N N 61 KHE C2 H21 SING N N 62 KHE C2 H22 SING N N 63 KHE C23 H23 SING N N 64 KHE C25 H24 SING N N 65 KHE N4 H25 SING N N 66 KHE C9 H27 SING N N 67 KHE C27 H28 SING N N 68 KHE C27 H29 SING N N 69 KHE C28 H30 SING N N 70 # # 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 KHE InChI InChI 1.03 "InChI=1S/C28H29FN6O2/c29-24-18-34(16-19-6-8-21(9-7-19)20-4-2-1-3-5-20)15-13-28(24,12-14-30)35-17-23(25(31)36)26(33-35)32-27(37)22-10-11-22/h1-9,17,22,24H,10-13,15-16,18H2,(H2,31,36)(H,32,33,37)/t24-,28+/m1/s1" KHE InChIKey InChI 1.03 MQWQEBHHQHORKK-YWEHKCAJSA-N KHE SMILES_CANONICAL CACTVS 3.385 "NC(=O)c1cn(nc1NC(=O)C2CC2)[C@]3(CCN(C[C@H]3F)Cc4ccc(cc4)c5ccccc5)CC#N" KHE SMILES CACTVS 3.385 "NC(=O)c1cn(nc1NC(=O)C2CC2)[C]3(CCN(C[CH]3F)Cc4ccc(cc4)c5ccccc5)CC#N" KHE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2ccc(cc2)CN3CC[C@]([C@@H](C3)F)(CC#N)n4cc(c(n4)NC(=O)C5CC5)C(=O)N" KHE SMILES "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)c2ccc(cc2)CN3CCC(C(C3)F)(CC#N)n4cc(c(n4)NC(=O)C5CC5)C(=O)N" # _pdbx_chem_comp_identifier.comp_id KHE _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-[(3~{R},4~{R})-4-(cyanomethyl)-3-fluoranyl-1-[(4-phenylphenyl)methyl]piperidin-4-yl]-3-(cyclopropylcarbonylamino)pyrazole-4-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KHE "Create component" 2019-05-21 PDBE KHE "Initial release" 2020-07-08 RCSB ##