data_5WF # _chem_comp.id 5WF _chem_comp.name "4-[8-azanyl-3-[(3~{R})-1-(3-methyloxetan-3-yl)carbonylpiperidin-3-yl]imidazo[1,5-a]pyrazin-1-yl]-~{N}-[4-(trifluoromethyl)pyridin-2-yl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H28 F3 N7 O3" _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 2016-01-29 _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 579.573 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5WF _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 5FBN _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 5WF O38 O1 O 0 1 N N N -21.823 35.808 -17.144 8.807 -1.494 -1.081 O38 5WF 1 5WF C36 C1 C 0 1 N N N -21.056 36.746 -17.130 7.747 -1.293 -0.527 C36 5WF 2 5WF C37 C2 C 0 1 N N N -21.688 38.083 -16.815 7.663 -1.340 0.977 C37 5WF 3 5WF C42 C3 C 0 1 N N N -22.022 38.897 -18.075 7.601 0.049 1.617 C42 5WF 4 5WF C41 C4 C 0 1 N N N -21.072 38.906 -15.657 8.692 -2.283 1.628 C41 5WF 5 5WF O40 O2 O 0 1 N N N -22.442 39.140 -15.243 7.601 -2.710 2.469 O40 5WF 6 5WF C39 C5 C 0 1 N N N -22.910 37.931 -15.876 6.598 -2.318 1.510 C39 5WF 7 5WF N34 N1 N 0 1 N N N -19.722 36.530 -17.398 6.646 -1.021 -1.255 N34 5WF 8 5WF C33 C6 C 0 1 N N N -18.681 37.579 -17.447 6.684 -1.089 -2.722 C33 5WF 9 5WF C32 C7 C 0 1 N N N -18.247 37.676 -18.916 6.173 0.239 -3.290 C32 5WF 10 5WF C31 C8 C 0 1 N N N -17.633 36.327 -19.326 4.789 0.539 -2.711 C31 5WF 11 5WF C35 C9 C 0 1 N N N -19.203 35.183 -17.725 5.384 -0.658 -0.597 C35 5WF 12 5WF C29 C10 C 0 1 N N R -18.666 35.207 -19.164 4.889 0.671 -1.189 C29 5WF 13 5WF C27 C11 C 0 1 Y N N -18.042 33.875 -19.485 3.531 0.998 -0.622 C27 5WF 14 5WF N26 N2 N 0 1 Y N N -18.685 32.804 -19.979 3.231 2.107 0.079 N26 5WF 15 5WF C22 C12 C 0 1 Y N N -19.989 32.561 -20.329 3.953 3.204 0.488 C22 5WF 16 5WF C21 C13 C 0 1 Y N N -20.335 31.354 -20.822 3.350 4.176 1.197 C21 5WF 17 5WF C25 C14 C 0 1 Y N N -17.756 31.789 -20.123 1.894 2.032 0.410 C25 5WF 18 5WF C23 C15 C 0 1 Y N N -18.180 30.541 -20.628 1.310 3.078 1.156 C23 5WF 19 5WF N30 N3 N 0 1 N N N -17.285 29.509 -20.772 -0.030 3.027 1.501 N30 5WF 20 5WF N20 N4 N 0 1 Y N N -19.452 30.361 -20.961 2.053 4.107 1.520 N20 5WF 21 5WF N28 N5 N 0 1 Y N N -16.784 33.581 -19.321 2.466 0.249 -0.742 N28 5WF 22 5WF C24 C16 C 0 1 Y N N -16.549 32.320 -19.688 1.427 0.836 -0.125 C24 5WF 23 5WF C3 C17 C 0 1 Y N N -15.210 31.702 -19.659 0.049 0.312 -0.033 C3 5WF 24 5WF C2 C18 C 0 1 Y N N -14.649 31.226 -20.858 -1.036 1.140 -0.335 C2 5WF 25 5WF C4 C19 C 0 1 Y N N -14.472 31.663 -18.480 -0.170 -1.015 0.349 C4 5WF 26 5WF C5 C20 C 0 1 Y N N -13.223 31.118 -18.491 -1.443 -1.501 0.433 C5 5WF 27 5WF C6 C21 C 0 1 Y N N -12.656 30.605 -19.674 -2.529 -0.670 0.137 C6 5WF 28 5WF C1 C22 C 0 1 Y N N -13.385 30.674 -20.872 -2.310 0.656 -0.251 C1 5WF 29 5WF C7 C23 C 0 1 N N N -11.292 30.023 -19.634 -3.905 -1.194 0.228 C7 5WF 30 5WF O8 O3 O 0 1 N N N -10.551 30.192 -20.592 -4.095 -2.348 0.561 O8 5WF 31 5WF N9 N6 N 0 1 N N N -10.913 29.333 -18.521 -4.951 -0.394 -0.057 N9 5WF 32 5WF C15 C24 C 0 1 Y N N -9.665 28.730 -18.291 -6.252 -0.850 0.142 C15 5WF 33 5WF N10 N7 N 0 1 Y N N -9.524 28.143 -17.099 -6.453 -2.025 0.719 N10 5WF 34 5WF C14 C25 C 0 1 Y N N -8.592 28.725 -19.202 -7.326 -0.066 -0.262 C14 5WF 35 5WF C13 C26 C 0 1 Y N N -7.401 28.101 -18.858 -8.613 -0.532 -0.058 C13 5WF 36 5WF C16 C27 C 0 1 N N N -6.231 28.076 -19.822 -9.805 0.287 -0.481 C16 5WF 37 5WF F19 F1 F 0 1 N N N -6.146 29.257 -20.555 -10.884 0.015 0.367 F19 5WF 38 5WF F18 F2 F 0 1 N N N -6.369 27.007 -20.703 -9.486 1.648 -0.408 F18 5WF 39 5WF F17 F3 F 0 1 N N N -5.018 27.954 -19.160 -10.152 -0.040 -1.797 F17 5WF 40 5WF C12 C28 C 0 1 Y N N -7.314 27.504 -17.606 -8.782 -1.770 0.546 C12 5WF 41 5WF C11 C29 C 0 1 Y N N -8.402 27.543 -16.747 -7.669 -2.494 0.927 C11 5WF 42 5WF H1 H1 H 0 1 N N N -22.477 39.855 -17.783 6.785 0.618 1.172 H1 5WF 43 5WF H2 H2 H 0 1 N N N -21.100 39.087 -18.644 7.432 -0.052 2.689 H2 5WF 44 5WF H3 H3 H 0 1 N N N -22.728 38.331 -18.700 8.543 0.569 1.445 H3 5WF 45 5WF H4 H4 H 0 1 N N N -20.463 38.327 -14.947 9.063 -3.059 0.960 H4 5WF 46 5WF H5 H5 H 0 1 N N N -20.519 39.805 -15.967 9.486 -1.765 2.166 H5 5WF 47 5WF H6 H6 H 0 1 N N N -23.889 38.014 -16.370 5.732 -1.827 1.953 H6 5WF 48 5WF H7 H7 H 0 1 N N N -22.897 37.036 -15.237 6.330 -3.105 0.805 H7 5WF 49 5WF H8 H8 H 0 1 N N N -17.826 37.299 -16.814 7.708 -1.258 -3.054 H8 5WF 50 5WF H9 H9 H 0 1 N N N -19.091 38.541 -17.105 6.049 -1.905 -3.067 H9 5WF 51 5WF H10 H10 H 0 1 N N N -17.500 38.475 -19.032 6.861 1.040 -3.020 H10 5WF 52 5WF H11 H11 H 0 1 N N N -19.120 37.895 -19.548 6.106 0.169 -4.376 H11 5WF 53 5WF H12 H12 H 0 1 N N N -16.763 36.114 -18.688 4.414 1.471 -3.132 H12 5WF 54 5WF H13 H13 H 0 1 N N N -17.313 36.377 -20.377 4.105 -0.273 -2.960 H13 5WF 55 5WF H14 H14 H 0 1 N N N -20.013 34.443 -17.643 4.643 -1.438 -0.772 H14 5WF 56 5WF H15 H15 H 0 1 N N N -18.392 34.918 -17.030 5.550 -0.545 0.474 H15 5WF 57 5WF H16 H16 H 0 1 N N N -19.503 35.391 -19.853 5.589 1.467 -0.938 H16 5WF 58 5WF H17 H17 H 0 1 N N N -20.735 33.333 -20.210 5.001 3.284 0.241 H17 5WF 59 5WF H18 H18 H 0 1 N N N -21.361 31.185 -21.114 3.927 5.033 1.514 H18 5WF 60 5WF H19 H19 H 0 1 N N N -17.757 28.706 -21.136 -0.534 2.209 1.367 H19 5WF 61 5WF H20 H20 H 0 1 N N N -16.559 29.783 -21.403 -0.464 3.809 1.876 H20 5WF 62 5WF H21 H21 H 0 1 N N N -15.213 31.293 -21.776 -0.866 2.164 -0.634 H21 5WF 63 5WF H22 H22 H 0 1 N N N -14.885 32.061 -17.565 0.669 -1.656 0.577 H22 5WF 64 5WF H23 H23 H 0 1 N N N -12.656 31.079 -17.573 -1.612 -2.526 0.729 H23 5WF 65 5WF H24 H24 H 0 1 N N N -12.962 30.300 -21.792 -3.148 1.296 -0.483 H24 5WF 66 5WF H25 H25 H 0 1 N N N -11.593 29.247 -17.793 -4.798 0.500 -0.401 H25 5WF 67 5WF H26 H26 H 0 1 N N N -8.695 29.205 -20.164 -7.159 0.893 -0.729 H26 5WF 68 5WF H27 H27 H 0 1 N N N -6.402 27.011 -17.303 -9.773 -2.162 0.720 H27 5WF 69 5WF H28 H28 H 0 1 N N N -8.330 27.076 -15.776 -7.795 -3.456 1.401 H28 5WF 70 # 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 5WF N20 C21 SING Y N 1 5WF N20 C23 DOUB Y N 2 5WF C1 C2 DOUB Y N 3 5WF C1 C6 SING Y N 4 5WF C2 C3 SING Y N 5 5WF C21 C22 DOUB Y N 6 5WF N30 C23 SING N N 7 5WF F18 C16 SING N N 8 5WF C23 C25 SING Y N 9 5WF O8 C7 DOUB N N 10 5WF F19 C16 SING N N 11 5WF C22 N26 SING Y N 12 5WF C25 N26 SING Y N 13 5WF C25 C24 DOUB Y N 14 5WF N26 C27 SING Y N 15 5WF C16 F17 SING N N 16 5WF C16 C13 SING N N 17 5WF C24 C3 SING N N 18 5WF C24 N28 SING Y N 19 5WF C6 C7 SING N N 20 5WF C6 C5 DOUB Y N 21 5WF C3 C4 DOUB Y N 22 5WF C7 N9 SING N N 23 5WF C27 N28 DOUB Y N 24 5WF C27 C29 SING N N 25 5WF C31 C29 SING N N 26 5WF C31 C32 SING N N 27 5WF C14 C13 SING Y N 28 5WF C14 C15 DOUB Y N 29 5WF C29 C35 SING N N 30 5WF C32 C33 SING N N 31 5WF C13 C12 DOUB Y N 32 5WF N9 C15 SING N N 33 5WF C5 C4 SING Y N 34 5WF C15 N10 SING Y N 35 5WF C42 C37 SING N N 36 5WF C35 N34 SING N N 37 5WF C12 C11 SING Y N 38 5WF C33 N34 SING N N 39 5WF N34 C36 SING N N 40 5WF O38 C36 DOUB N N 41 5WF C36 C37 SING N N 42 5WF N10 C11 DOUB Y N 43 5WF C37 C39 SING N N 44 5WF C37 C41 SING N N 45 5WF C39 O40 SING N N 46 5WF C41 O40 SING N N 47 5WF C42 H1 SING N N 48 5WF C42 H2 SING N N 49 5WF C42 H3 SING N N 50 5WF C41 H4 SING N N 51 5WF C41 H5 SING N N 52 5WF C39 H6 SING N N 53 5WF C39 H7 SING N N 54 5WF C33 H8 SING N N 55 5WF C33 H9 SING N N 56 5WF C32 H10 SING N N 57 5WF C32 H11 SING N N 58 5WF C31 H12 SING N N 59 5WF C31 H13 SING N N 60 5WF C35 H14 SING N N 61 5WF C35 H15 SING N N 62 5WF C29 H16 SING N N 63 5WF C22 H17 SING N N 64 5WF C21 H18 SING N N 65 5WF N30 H19 SING N N 66 5WF N30 H20 SING N N 67 5WF C2 H21 SING N N 68 5WF C4 H22 SING N N 69 5WF C5 H23 SING N N 70 5WF C1 H24 SING N N 71 5WF N9 H25 SING N N 72 5WF C14 H26 SING N N 73 5WF C12 H27 SING N N 74 5WF C11 H28 SING N N 75 # 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 5WF InChI InChI 1.03 "InChI=1S/C29H28F3N7O3/c1-28(15-42-16-28)27(41)38-11-2-3-19(14-38)25-37-22(23-24(33)35-10-12-39(23)25)17-4-6-18(7-5-17)26(40)36-21-13-20(8-9-34-21)29(30,31)32/h4-10,12-13,19H,2-3,11,14-16H2,1H3,(H2,33,35)(H,34,36,40)/t19-/m1/s1" 5WF InChIKey InChI 1.03 AHBFBRPGNOVEBK-LJQANCHMSA-N 5WF SMILES_CANONICAL CACTVS 3.385 "CC1(COC1)C(=O)N2CCC[C@H](C2)c3nc(c4ccc(cc4)C(=O)Nc5cc(ccn5)C(F)(F)F)c6n3ccnc6N" 5WF SMILES CACTVS 3.385 "CC1(COC1)C(=O)N2CCC[CH](C2)c3nc(c4ccc(cc4)C(=O)Nc5cc(ccn5)C(F)(F)F)c6n3ccnc6N" 5WF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC1(COC1)C(=O)N2CCC[C@H](C2)c3nc(c4n3ccnc4N)c5ccc(cc5)C(=O)Nc6cc(ccn6)C(F)(F)F" 5WF SMILES "OpenEye OEToolkits" 2.0.4 "CC1(COC1)C(=O)N2CCCC(C2)c3nc(c4n3ccnc4N)c5ccc(cc5)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 5WF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "4-[8-azanyl-3-[(3~{R})-1-(3-methyloxetan-3-yl)carbonylpiperidin-3-yl]imidazo[1,5-a]pyrazin-1-yl]-~{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 5WF "Create component" 2015-12-15 EBI 5WF "Initial release" 2016-02-03 RCSB #