data_5WH # _chem_comp.id 5WH _chem_comp.name "4-[8-azanyl-3-[(3~{R},6~{S})-1-cyclopropylcarbonyl-6-methyl-piperidin-3-yl]imidazo[1,5-a]pyrazin-1-yl]-3-fluoranyl-~{N}-[4-(trifluoromethyl)pyridin-2-yl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H27 F4 N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-15 _chem_comp.pdbx_modified_date 2016-03-18 _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 581.564 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5WH _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 5FBO _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 5WH N01 N1 N 0 1 Y N N -21.092 4.872 -19.542 2.459 -4.146 -1.871 N01 5WH 1 5WH C02 C1 C 0 1 Y N N -20.140 5.124 -20.448 3.787 -3.985 -1.865 C02 5WH 2 5WH C03 C2 C 0 1 Y N N -18.909 5.624 -20.100 4.370 -2.956 -1.221 C03 5WH 3 5WH C04 C3 C 0 1 Y N N -20.884 5.065 -18.243 1.663 -3.300 -1.244 C04 5WH 4 5WH C05 C4 C 0 1 Y N N -19.615 5.559 -17.770 2.223 -2.205 -0.554 C05 5WH 5 5WH N06 N2 N 0 1 Y N N -18.674 5.880 -18.752 3.593 -2.041 -0.549 N06 5WH 6 5WH C07 C5 C 0 1 Y N N -17.535 6.304 -18.127 3.861 -0.936 0.171 C07 5WH 7 5WH N08 N3 N 0 1 Y N N -17.759 6.351 -16.805 2.745 -0.411 0.607 N08 5WH 8 5WH C09 C6 C 0 1 Y N N -19.035 5.898 -16.597 1.703 -1.151 0.191 C09 5WH 9 5WH C10 C7 C 0 1 N N R -16.277 6.706 -18.832 5.239 -0.385 0.435 C10 5WH 10 5WH N11 N4 N 0 1 N N N -21.919 4.768 -17.416 0.291 -3.486 -1.263 N11 5WH 11 5WH C12 C8 C 0 1 N N N -16.384 8.197 -19.183 5.338 1.037 -0.127 C12 5WH 12 5WH C13 C9 C 0 1 N N N -13.791 7.031 -18.623 6.907 0.175 2.211 C13 5WH 13 5WH C14 C10 C 0 1 N N S -13.943 8.500 -19.002 7.025 1.603 1.670 C14 5WH 14 5WH N15 N5 N 0 1 N N N -15.167 8.654 -19.878 6.638 1.605 0.252 N15 5WH 15 5WH C16 C11 C 0 1 N N N -15.040 6.450 -17.965 5.496 -0.353 1.943 C16 5WH 16 5WH C17 C12 C 0 1 Y N N -19.496 5.802 -15.273 0.276 -0.894 0.473 C17 5WH 17 5WH C18 C13 C 0 1 Y N N -19.755 4.599 -14.640 -0.166 -0.773 1.796 C18 5WH 18 5WH C19 C14 C 0 1 Y N N -20.194 4.500 -13.348 -1.498 -0.534 2.054 C19 5WH 19 5WH C20 C15 C 0 1 Y N N -20.362 5.666 -12.604 -2.402 -0.413 0.994 C20 5WH 20 5WH C21 C16 C 0 1 Y N N -20.033 6.888 -13.183 -1.953 -0.535 -0.325 C21 5WH 21 5WH C22 C17 C 0 1 Y N N -19.630 6.958 -14.503 -0.632 -0.766 -0.582 C22 5WH 22 5WH F23 F1 F 0 1 N N N -19.643 3.451 -15.354 0.712 -0.892 2.816 F23 5WH 23 5WH C24 C18 C 0 1 N N N -20.742 5.492 -11.166 -3.828 -0.157 1.267 C24 5WH 24 5WH O25 O1 O 0 1 N N N -20.732 4.381 -10.647 -4.219 -0.051 2.414 O25 5WH 25 5WH N26 N6 N 0 1 N N N -21.039 6.623 -10.480 -4.700 -0.040 0.245 N26 5WH 26 5WH C27 C19 C 0 1 Y N N -21.275 6.772 -9.104 -6.025 0.305 0.496 C27 5WH 27 5WH N28 N7 N 0 1 Y N N -21.819 7.968 -8.819 -6.447 0.422 1.745 N28 5WH 28 5WH C29 C20 C 0 1 Y N N -22.088 8.232 -7.531 -7.695 0.746 2.027 C29 5WH 29 5WH C30 C21 C 0 1 Y N N -21.846 7.342 -6.510 -8.611 0.978 1.020 C30 5WH 30 5WH C31 C22 C 0 1 Y N N -21.273 6.112 -6.797 -8.208 0.865 -0.304 C31 5WH 31 5WH C32 C23 C 0 1 Y N N -20.982 5.811 -8.126 -6.893 0.529 -0.568 C32 5WH 32 5WH C33 C24 C 0 1 N N N -20.996 5.111 -5.718 -9.181 1.111 -1.429 C33 5WH 33 5WH F34 F2 F 0 1 N N N -20.964 3.844 -6.148 -9.293 -0.045 -2.209 F34 5WH 34 5WH F35 F3 F 0 1 N N N -19.829 5.318 -5.112 -10.434 1.439 -0.898 F35 5WH 35 5WH F36 F4 F 0 1 N N N -21.935 5.088 -4.782 -8.720 2.167 -2.222 F36 5WH 36 5WH C37 C25 C 0 1 N N N -13.979 9.435 -17.803 6.094 2.528 2.456 C37 5WH 37 5WH C38 C26 C 0 1 N N N -15.178 9.051 -21.170 7.462 2.118 -0.683 C38 5WH 38 5WH O39 O2 O 0 1 N N N -16.168 8.915 -21.851 8.533 2.585 -0.358 O39 5WH 39 5WH C40 C27 C 0 1 N N N -13.924 9.601 -21.821 7.052 2.113 -2.133 C40 5WH 40 5WH C41 C28 C 0 1 N N N -14.016 10.061 -23.258 8.029 2.712 -3.147 C41 5WH 41 5WH C42 C29 C 0 1 N N N -13.393 8.753 -22.954 6.745 3.462 -2.786 C42 5WH 42 5WH H1 H1 H 0 1 N N N -20.347 4.927 -21.490 4.407 -4.697 -2.389 H1 5WH 43 5WH H2 H2 H 0 1 N N N -18.150 5.812 -20.846 5.445 -2.850 -1.231 H2 5WH 44 5WH H3 H3 H 0 1 N N N -16.183 6.129 -19.764 5.983 -1.020 -0.048 H3 5WH 45 5WH H4 H4 H 0 1 N N N -22.694 4.440 -17.956 -0.100 -4.149 -1.853 H4 5WH 46 5WH H5 H5 H 0 1 N N N -21.637 4.057 -16.772 -0.279 -2.953 -0.687 H5 5WH 47 5WH H6 H6 H 0 1 N N N -16.512 8.778 -18.258 5.254 1.008 -1.213 H6 5WH 48 5WH H7 H7 H 0 1 N N N -17.254 8.353 -19.837 4.535 1.649 0.285 H7 5WH 49 5WH H8 H8 H 0 1 N N N -13.575 6.455 -19.535 7.635 -0.464 1.712 H8 5WH 50 5WH H9 H9 H 0 1 N N N -12.949 6.936 -17.921 7.098 0.175 3.284 H9 5WH 51 5WH H10 H10 H 0 1 N N N -13.067 8.775 -19.607 8.054 1.949 1.771 H10 5WH 52 5WH H11 H11 H 0 1 N N N -15.184 6.923 -16.982 4.766 0.301 2.422 H11 5WH 53 5WH H12 H12 H 0 1 N N N -14.908 5.366 -17.835 5.402 -1.360 2.349 H12 5WH 54 5WH H13 H13 H 0 1 N N N -20.407 3.535 -12.912 -1.843 -0.440 3.073 H13 5WH 55 5WH H14 H14 H 0 1 N N N -20.093 7.791 -12.594 -2.652 -0.441 -1.143 H14 5WH 56 5WH H15 H15 H 0 1 N N N -19.416 7.920 -14.944 -0.289 -0.855 -1.602 H15 5WH 57 5WH H16 H16 H 0 1 N N N -21.098 7.460 -11.025 -4.403 -0.196 -0.665 H16 5WH 58 5WH H17 H17 H 0 1 N N N -22.516 9.192 -7.283 -8.003 0.832 3.058 H17 5WH 59 5WH H18 H18 H 0 1 N N N -22.100 7.599 -5.492 -9.630 1.243 1.260 H18 5WH 60 5WH H19 H19 H 0 1 N N N -20.542 4.862 -8.396 -6.545 0.437 -1.586 H19 5WH 61 5WH H20 H20 H 0 1 N N N -13.073 9.289 -17.196 6.374 2.515 3.510 H20 5WH 62 5WH H21 H21 H 0 1 N N N -14.023 10.477 -18.152 6.179 3.544 2.070 H21 5WH 63 5WH H22 H22 H 0 1 N N N -14.868 9.215 -17.193 5.065 2.184 2.350 H22 5WH 64 5WH H23 H23 H 0 1 N N N -13.191 10.101 -21.171 6.461 1.254 -2.451 H23 5WH 65 5WH H24 H24 H 0 1 N N N -13.392 10.897 -23.607 8.969 3.110 -2.764 H24 5WH 66 5WH H25 H25 H 0 1 N N N -14.994 10.099 -23.760 8.081 2.247 -4.131 H25 5WH 67 5WH H26 H26 H 0 1 N N N -13.910 7.822 -23.231 5.952 3.491 -3.534 H26 5WH 68 5WH H27 H27 H 0 1 N N N -12.308 8.621 -23.078 6.840 4.354 -2.167 H27 5WH 69 # 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 5WH C41 C42 SING N N 1 5WH C41 C40 SING N N 2 5WH C42 C40 SING N N 3 5WH O39 C38 DOUB N N 4 5WH C40 C38 SING N N 5 5WH C38 N15 SING N N 6 5WH C02 C03 DOUB Y N 7 5WH C02 N01 SING Y N 8 5WH C03 N06 SING Y N 9 5WH N15 C12 SING N N 10 5WH N15 C14 SING N N 11 5WH N01 C04 DOUB Y N 12 5WH C12 C10 SING N N 13 5WH C14 C13 SING N N 14 5WH C14 C37 SING N N 15 5WH C10 C07 SING N N 16 5WH C10 C16 SING N N 17 5WH N06 C07 SING Y N 18 5WH N06 C05 SING Y N 19 5WH C13 C16 SING N N 20 5WH C04 C05 SING Y N 21 5WH C04 N11 SING N N 22 5WH C07 N08 DOUB Y N 23 5WH C05 C09 DOUB Y N 24 5WH N08 C09 SING Y N 25 5WH C09 C17 SING N N 26 5WH F23 C18 SING N N 27 5WH C17 C18 DOUB Y N 28 5WH C17 C22 SING Y N 29 5WH C18 C19 SING Y N 30 5WH C22 C21 DOUB Y N 31 5WH C19 C20 DOUB Y N 32 5WH C21 C20 SING Y N 33 5WH C20 C24 SING N N 34 5WH C24 O25 DOUB N N 35 5WH C24 N26 SING N N 36 5WH N26 C27 SING N N 37 5WH C27 N28 DOUB Y N 38 5WH C27 C32 SING Y N 39 5WH N28 C29 SING Y N 40 5WH C32 C31 DOUB Y N 41 5WH C29 C30 DOUB Y N 42 5WH C31 C30 SING Y N 43 5WH C31 C33 SING N N 44 5WH F34 C33 SING N N 45 5WH C33 F35 SING N N 46 5WH C33 F36 SING N N 47 5WH C02 H1 SING N N 48 5WH C03 H2 SING N N 49 5WH C10 H3 SING N N 50 5WH N11 H4 SING N N 51 5WH N11 H5 SING N N 52 5WH C12 H6 SING N N 53 5WH C12 H7 SING N N 54 5WH C13 H8 SING N N 55 5WH C13 H9 SING N N 56 5WH C14 H10 SING N N 57 5WH C16 H11 SING N N 58 5WH C16 H12 SING N N 59 5WH C19 H13 SING N N 60 5WH C21 H14 SING N N 61 5WH C22 H15 SING N N 62 5WH N26 H16 SING N N 63 5WH C29 H17 SING N N 64 5WH C30 H18 SING N N 65 5WH C32 H19 SING N N 66 5WH C37 H20 SING N N 67 5WH C37 H21 SING N N 68 5WH C37 H22 SING N N 69 5WH C40 H23 SING N N 70 5WH C41 H24 SING N N 71 5WH C41 H25 SING N N 72 5WH C42 H26 SING N N 73 5WH C42 H27 SING N N 74 # 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 5WH InChI InChI 1.03 "InChI=1S/C29H27F4N7O2/c1-15-2-3-18(14-40(15)28(42)16-4-5-16)26-38-23(24-25(34)36-10-11-39(24)26)20-7-6-17(12-21(20)30)27(41)37-22-13-19(8-9-35-22)29(31,32)33/h6-13,15-16,18H,2-5,14H2,1H3,(H2,34,36)(H,35,37,41)/t15-,18+/m0/s1" 5WH InChIKey InChI 1.03 JUSWPUDQOKINJO-MAUKXSAKSA-N 5WH SMILES_CANONICAL CACTVS 3.385 "C[C@H]1CC[C@H](CN1C(=O)C2CC2)c3nc(c4ccc(cc4F)C(=O)Nc5cc(ccn5)C(F)(F)F)c6n3ccnc6N" 5WH SMILES CACTVS 3.385 "C[CH]1CC[CH](CN1C(=O)C2CC2)c3nc(c4ccc(cc4F)C(=O)Nc5cc(ccn5)C(F)(F)F)c6n3ccnc6N" 5WH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@H]1CC[C@H](CN1C(=O)C2CC2)c3nc(c4n3ccnc4N)c5ccc(cc5F)C(=O)Nc6cc(ccn6)C(F)(F)F" 5WH SMILES "OpenEye OEToolkits" 2.0.4 "CC1CCC(CN1C(=O)C2CC2)c3nc(c4n3ccnc4N)c5ccc(cc5F)C(=O)Nc6cc(ccn6)C(F)(F)F" # 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 5WH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "4-[8-azanyl-3-[(3~{R},6~{S})-1-cyclopropylcarbonyl-6-methyl-piperidin-3-yl]imidazo[1,5-a]pyrazin-1-yl]-3-fluoranyl-~{N}-[4-(trifluoromethyl)pyridin-2-yl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5WH "Create component" 2015-12-15 RCSB 5WH "Initial release" 2016-03-23 RCSB #