data_KHH # _chem_comp.id KHH _chem_comp.name "methyl ~{N}-[4-aminocarbonyl-1-[(3~{R},4~{R})-4-(cyanomethyl)-1-[(4-ethenyl-2-fluoranyl-5-oxidanyl-phenyl)methyl]-3-fluoranyl-piperidin-4-yl]pyrazol-3-yl]carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H24 F2 N6 O4" _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 474.461 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KHH _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 6RSE _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 KHH C7 C1 C 0 1 N N N 39.550 21.315 237.720 3.211 2.109 -0.272 C7 KHH 1 KHH C9 C2 C 0 1 N N N 39.193 20.768 241.537 0.076 0.401 0.926 C9 KHH 2 KHH C10 C3 C 0 1 N N R 40.604 21.190 242.007 -0.952 1.408 0.404 C10 KHH 3 KHH C11 C4 C 0 1 N N N 41.486 20.031 241.927 -1.081 2.567 1.394 C11 KHH 4 KHH C12 C5 C 0 1 N N N 41.016 18.835 242.603 -2.070 3.534 0.890 C12 KHH 5 KHH C15 C6 C 0 1 N N N 39.251 22.260 246.752 -5.846 0.610 -0.203 C15 KHH 6 KHH C16 C7 C 0 1 Y N N 41.210 22.650 245.118 -3.747 -0.863 0.091 C16 KHH 7 KHH C18 C8 C 0 1 N N N 44.739 25.612 246.426 -3.341 -5.607 0.213 C18 KHH 8 KHH C19 C9 C 0 1 N N R 40.912 22.320 241.062 -0.488 1.941 -0.954 C19 KHH 9 KHH C13 C10 C 0 1 Y N N 39.517 21.476 244.303 -3.431 1.366 0.100 C13 KHH 10 KHH C14 C11 C 0 1 Y N N 39.943 22.128 245.441 -4.402 0.390 -0.012 C14 KHH 11 KHH C6 C12 C 0 1 Y N N 38.124 21.273 237.237 4.192 0.973 -0.133 C6 KHH 12 KHH C5 C13 C 0 1 Y N N 37.510 22.425 236.831 4.461 0.158 -1.221 C5 KHH 13 KHH C4 C14 C 0 1 Y N N 36.254 22.467 236.312 5.359 -0.885 -1.102 C4 KHH 14 KHH C3 C15 C 0 1 Y N N 35.582 21.270 236.057 5.998 -1.118 0.116 C3 KHH 15 KHH C2 C16 C 0 1 N N N 34.228 21.322 235.474 6.960 -2.231 0.249 C2 KHH 16 KHH C1 C17 C 0 1 N N N 33.522 22.382 235.268 7.219 -3.012 -0.791 C1 KHH 17 KHH C21 C18 C 0 1 Y N N 37.498 20.069 236.915 4.824 0.754 1.077 C21 KHH 18 KHH C22 C19 C 0 1 Y N N 36.229 20.058 236.344 5.723 -0.291 1.212 C22 KHH 19 KHH F1 F1 F 0 1 N N N 38.135 23.590 237.104 3.842 0.382 -2.400 F1 KHH 20 KHH N1 N1 N 0 1 N N N 39.820 21.301 239.156 1.843 1.573 -0.300 N1 KHH 21 KHH C8 C20 C 0 1 N N N 39.090 20.397 240.051 1.444 1.081 1.025 C8 KHH 22 KHH N2 N2 N 0 1 N N N 40.647 17.873 243.089 -2.834 4.280 0.502 N2 KHH 23 KHH N3 N3 N 0 1 Y N N 40.483 21.657 243.350 -2.251 0.747 0.252 N3 KHH 24 KHH N4 N4 N 0 1 N N N 38.055 21.715 246.876 -6.331 1.865 -0.285 N4 KHH 25 KHH O1 O1 O 0 1 N N N 39.787 22.807 247.704 -6.600 -0.340 -0.286 O1 KHH 26 KHH N5 N5 N 0 1 N N N 42.038 23.401 245.944 -4.359 -2.119 0.030 N5 KHH 27 KHH C17 C21 C 0 1 N N N 43.101 24.149 245.535 -3.615 -3.237 0.143 C17 KHH 28 KHH O2 O2 O 0 1 N N N 43.566 24.184 244.410 -2.412 -3.154 0.298 O2 KHH 29 KHH O3 O3 O 0 1 N N N 43.577 24.768 246.611 -4.204 -4.446 0.084 O3 KHH 30 KHH N6 N6 N 0 1 Y N N 41.518 22.376 243.875 -2.468 -0.636 0.248 N6 KHH 31 KHH F2 F2 F 0 1 N N N 40.121 23.435 241.290 -0.420 0.887 -1.872 F2 KHH 32 KHH C20 C22 C 0 1 N N N 41.018 21.976 239.635 0.896 2.576 -0.801 C20 KHH 33 KHH O4 O4 O 0 1 N N N 35.587 18.871 236.133 6.340 -0.510 2.402 O4 KHH 34 KHH H1 H1 H 0 1 N N N 40.060 20.441 237.289 3.318 2.787 0.575 H1 KHH 35 KHH H2 H2 H 0 1 N N N 39.998 22.236 237.318 3.409 2.649 -1.197 H2 KHH 36 KHH H3 H3 H 0 1 N N N 38.505 21.604 241.729 -0.227 0.049 1.913 H3 KHH 37 KHH H4 H4 H 0 1 N N N 38.883 19.895 242.129 0.138 -0.445 0.242 H4 KHH 38 KHH H5 H5 H 0 1 N N N 41.626 19.786 240.864 -1.407 2.185 2.361 H5 KHH 39 KHH H6 H6 H 0 1 N N N 42.453 20.311 242.369 -0.115 3.060 1.504 H6 KHH 40 KHH H7 H7 H 0 1 N N N 45.025 26.059 247.389 -2.602 -5.601 -0.589 H7 KHH 41 KHH H8 H8 H 0 1 N N N 45.573 25.008 246.040 -2.831 -5.576 1.176 H8 KHH 42 KHH H9 H9 H 0 1 N N N 44.502 26.410 245.707 -3.940 -6.515 0.148 H9 KHH 43 KHH H10 H10 H 0 1 N N N 41.930 22.628 241.342 -1.196 2.690 -1.312 H10 KHH 44 KHH H11 H11 H 0 1 N N N 38.595 20.926 244.186 -3.592 2.434 0.064 H11 KHH 45 KHH H12 H12 H 0 1 N N N 35.782 23.415 236.100 5.567 -1.520 -1.951 H12 KHH 46 KHH H13 H13 H 0 1 N N N 33.784 20.379 235.192 7.453 -2.408 1.193 H13 KHH 47 KHH H14 H14 H 0 1 N N N 32.537 22.299 234.832 7.922 -3.826 -0.694 H14 KHH 48 KHH H15 H15 H 0 1 N N N 33.916 23.353 235.531 6.726 -2.834 -1.735 H15 KHH 49 KHH H16 H16 H 0 1 N N N 38.004 19.135 237.111 4.613 1.396 1.919 H16 KHH 50 KHH H18 H18 H 0 1 N N N 38.028 20.410 239.764 1.384 1.917 1.721 H18 KHH 51 KHH H19 H19 H 0 1 N N N 39.492 19.382 239.920 2.181 0.362 1.383 H19 KHH 52 KHH H20 H20 H 0 1 N N N 37.579 21.748 247.755 -7.282 2.010 -0.410 H20 KHH 53 KHH H21 H21 H 0 1 N N N 37.625 21.270 246.091 -5.730 2.623 -0.218 H21 KHH 54 KHH H22 H22 H 0 1 N N N 41.836 23.392 246.923 -5.319 -2.185 -0.094 H22 KHH 55 KHH H23 H23 H 0 1 N N N 41.883 21.312 239.491 1.235 2.945 -1.769 H23 KHH 56 KHH H24 H24 H 0 1 N N N 41.164 22.899 239.055 0.839 3.406 -0.097 H24 KHH 57 KHH H25 H25 H 0 1 N N N 36.160 18.153 236.376 7.176 -0.034 2.505 H25 KHH 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 KHH C1 C2 DOUB N N 1 KHH C2 C3 SING N N 2 KHH C3 C4 DOUB Y N 3 KHH C3 C22 SING Y N 4 KHH O4 C22 SING N N 5 KHH C4 C5 SING Y N 6 KHH C22 C21 DOUB Y N 7 KHH C5 F1 SING N N 8 KHH C5 C6 DOUB Y N 9 KHH C21 C6 SING Y N 10 KHH C6 C7 SING N N 11 KHH C7 N1 SING N N 12 KHH N1 C20 SING N N 13 KHH N1 C8 SING N N 14 KHH C20 C19 SING N N 15 KHH C8 C9 SING N N 16 KHH C19 F2 SING N N 17 KHH C19 C10 SING N N 18 KHH C9 C10 SING N N 19 KHH C11 C10 SING N N 20 KHH C11 C12 SING N N 21 KHH C10 N3 SING N N 22 KHH C12 N2 TRIP N N 23 KHH N3 N6 SING Y N 24 KHH N3 C13 SING Y N 25 KHH N6 C16 DOUB Y N 26 KHH C13 C14 DOUB Y N 27 KHH O2 C17 DOUB N N 28 KHH C16 C14 SING Y N 29 KHH C16 N5 SING N N 30 KHH C14 C15 SING N N 31 KHH C17 N5 SING N N 32 KHH C17 O3 SING N N 33 KHH C18 O3 SING N N 34 KHH C15 N4 SING N N 35 KHH C15 O1 DOUB N N 36 KHH C7 H1 SING N N 37 KHH C7 H2 SING N N 38 KHH C9 H3 SING N N 39 KHH C9 H4 SING N N 40 KHH C11 H5 SING N N 41 KHH C11 H6 SING N N 42 KHH C18 H7 SING N N 43 KHH C18 H8 SING N N 44 KHH C18 H9 SING N N 45 KHH C19 H10 SING N N 46 KHH C13 H11 SING N N 47 KHH C4 H12 SING N N 48 KHH C2 H13 SING N N 49 KHH C1 H14 SING N N 50 KHH C1 H15 SING N N 51 KHH C21 H16 SING N N 52 KHH C8 H18 SING N N 53 KHH C8 H19 SING N N 54 KHH N4 H20 SING N N 55 KHH N4 H21 SING N N 56 KHH N5 H22 SING N N 57 KHH C20 H23 SING N N 58 KHH C20 H24 SING N N 59 KHH O4 H25 SING N N 60 # # 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 KHH InChI InChI 1.03 "InChI=1S/C22H24F2N6O4/c1-3-13-8-16(23)14(9-17(13)31)10-29-7-5-22(4-6-25,18(24)12-29)30-11-15(19(26)32)20(28-30)27-21(33)34-2/h3,8-9,11,18,31H,1,4-5,7,10,12H2,2H3,(H2,26,32)(H,27,28,33)/t18-,22+/m1/s1" KHH InChIKey InChI 1.03 KNQPQNPPLBJXJR-GCJKJVERSA-N KHH SMILES_CANONICAL CACTVS 3.385 "COC(=O)Nc1nn(cc1C(N)=O)[C@]2(CCN(C[C@H]2F)Cc3cc(O)c(C=C)cc3F)CC#N" KHH SMILES CACTVS 3.385 "COC(=O)Nc1nn(cc1C(N)=O)[C]2(CCN(C[CH]2F)Cc3cc(O)c(C=C)cc3F)CC#N" KHH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COC(=O)Nc1c(cn(n1)[C@]2(CCN(C[C@H]2F)Cc3cc(c(cc3F)C=C)O)CC#N)C(=O)N" KHH SMILES "OpenEye OEToolkits" 2.0.7 "COC(=O)Nc1c(cn(n1)C2(CCN(CC2F)Cc3cc(c(cc3F)C=C)O)CC#N)C(=O)N" # _pdbx_chem_comp_identifier.comp_id KHH _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 "methyl ~{N}-[4-aminocarbonyl-1-[(3~{R},4~{R})-4-(cyanomethyl)-1-[(4-ethenyl-2-fluoranyl-5-oxidanyl-phenyl)methyl]-3-fluoranyl-piperidin-4-yl]pyrazol-3-yl]carbamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KHH "Create component" 2019-05-21 PDBE KHH "Initial release" 2020-07-08 RCSB ##