data_54B # _chem_comp.id 54B _chem_comp.name "1-ethyl-3-[5-[2-[(1S,5R)-3-methyl-3,8-diazabicyclo[3.2.1]octan-8-yl]-5-(2-oxidanylidene-3H-1,3,4-oxadiazol-5-yl)pyridin-3-yl]-4-[4-(trifluoromethyl)-1,3-thiazol-2-yl]pyridin-2-yl]urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H26 F3 N9 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-07-23 _chem_comp.pdbx_modified_date 2018-08-31 _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 601.603 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 54B _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 5CJD _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 54B FBL F1 F 0 1 N N N 64.887 -5.983 0.232 -1.973 -4.505 -2.737 FBL 54B 1 54B CBK C1 C 0 1 N N N 64.057 -5.001 0.658 -0.610 -4.632 -2.447 CBK 54B 2 54B FBM F2 F 0 1 N N N 63.860 -4.101 -0.341 -0.424 -5.665 -1.522 FBM 54B 3 54B FBN F3 F 0 1 N N N 64.631 -4.385 1.719 0.091 -4.926 -3.622 FBN 54B 4 54B CBJ C2 C 0 1 Y N N 62.693 -5.605 1.070 -0.097 -3.339 -1.867 CBJ 54B 5 54B NBO N1 N 0 1 Y N N 61.799 -4.957 1.851 -0.892 -2.331 -1.601 NBO 54B 6 54B CBI C3 C 0 1 Y N N 62.317 -6.821 0.667 1.198 -3.151 -1.585 CBI 54B 7 54B SBP S1 S 0 1 Y N N 60.823 -7.077 1.316 1.388 -1.527 -0.928 SBP 54B 8 54B CBH C4 C 0 1 Y N N 60.673 -5.645 2.078 -0.345 -1.260 -1.100 CBH 54B 9 54B CBF C5 C 0 1 Y N N 59.647 -5.230 2.846 -1.062 -0.022 -0.733 CBF 54B 10 54B CBE C6 C 0 1 Y N N 59.953 -4.463 3.975 -2.419 0.134 -1.023 CBE 54B 11 54B CAX C7 C 0 1 Y N N 58.964 -3.998 4.850 -3.054 1.314 -0.660 CAX 54B 12 54B NAY N2 N 0 1 N N N 59.160 -3.243 5.940 -4.408 1.480 -0.945 NAY 54B 13 54B CAZ C8 C 0 1 N N N 60.305 -2.598 6.263 -5.010 2.660 -0.697 CAZ 54B 14 54B OBA O1 O 0 1 N N N 61.367 -2.667 5.641 -4.352 3.609 -0.315 OBA 54B 15 54B NBB N3 N 0 1 N N N 60.217 -1.854 7.368 -6.340 2.788 -0.872 NBB 54B 16 54B CBC C9 C 0 1 N N N 61.343 -1.100 7.909 -6.994 4.071 -0.602 CBC 54B 17 54B CBD C10 C 0 1 N N N 60.922 -0.564 9.273 -8.493 3.948 -0.878 CBD 54B 18 54B NAW N4 N 0 1 Y N N 57.683 -4.288 4.603 -2.393 2.285 -0.048 NAW 54B 19 54B CAV C11 C 0 1 Y N N 57.339 -5.054 3.498 -1.112 2.183 0.246 CAV 54B 20 54B CAU C12 C 0 1 Y N N 58.295 -5.540 2.621 -0.396 1.035 -0.075 CAU 54B 21 54B CAT C13 C 0 1 Y N N 57.789 -6.265 1.545 1.041 0.924 0.264 CAT 54B 22 54B CAS C14 C 0 1 Y N N 57.091 -7.451 1.773 1.987 1.697 -0.406 CAS 54B 23 54B CAL C15 C 0 1 Y N N 56.578 -8.166 0.694 3.333 1.554 -0.049 CAL 54B 24 54B CAM C16 C 0 1 N N N 55.896 -9.295 0.866 4.376 2.351 -0.729 CAM 54B 25 54B OAN O2 O 0 1 N N N 55.466 -10.077 -0.137 5.700 2.296 -0.467 OAN 54B 26 54B CAO C17 C 0 1 N N N 54.797 -11.075 0.461 6.339 3.157 -1.276 CAO 54B 27 54B OAP O3 O 0 1 N N N 54.260 -12.012 -0.127 7.539 3.360 -1.306 OAP 54B 28 54B NAQ N5 N 0 1 N N N 54.794 -10.905 1.779 5.408 3.754 -2.049 NAQ 54B 29 54B NAR N6 N 0 1 N N N 55.479 -9.775 2.034 4.167 3.215 -1.681 NAR 54B 30 54B CAK C18 C 0 1 Y N N 56.735 -7.672 -0.591 3.677 0.652 0.957 CAK 54B 31 54B NAJ N7 N 0 1 Y N N 57.418 -6.477 -0.795 2.756 -0.064 1.570 NAJ 54B 32 54B CAI C19 C 0 1 Y N N 57.931 -5.787 0.235 1.472 0.043 1.269 CAI 54B 33 54B NAH N8 N 0 1 N N N 58.547 -4.646 -0.071 0.541 -0.728 1.949 NAH 54B 34 54B CAC C20 C 0 1 N N S 59.373 -4.420 -1.255 1.214 -1.731 2.819 CAC 54B 35 54B CAB C21 C 0 1 N N N 58.435 -3.498 -2.033 1.714 -0.903 4.027 CAB 54B 36 54B CAA C22 C 0 1 N N N 57.579 -2.794 -0.952 0.759 0.307 4.094 CAA 54B 37 54B CAG C23 C 0 1 N N R 58.182 -3.272 0.350 -0.227 0.096 2.921 CAG 54B 38 54B CAF C24 C 0 1 N N N 59.399 -2.429 0.696 -1.383 -0.778 3.436 CAF 54B 39 54B NAE N9 N 0 1 N N N 60.289 -2.309 -0.461 -0.825 -1.929 4.160 NAE 54B 40 54B CBG C25 C 0 1 N N N 61.507 -1.579 -0.092 -1.893 -2.799 4.668 CBG 54B 41 54B CAD C26 C 0 1 N N N 60.634 -3.655 -0.925 0.122 -2.686 3.329 CAD 54B 42 54B H1 H1 H 0 1 N N N 62.878 -7.500 0.042 1.990 -3.871 -1.734 H1 54B 43 54B H4 H4 H 0 1 N N N 60.986 -4.222 4.178 -2.966 -0.652 -1.521 H4 54B 44 54B H5 H5 H 0 1 N N N 58.391 -3.148 6.572 -4.918 0.745 -1.321 H5 54B 45 54B H6 H6 H 0 1 N N N 59.340 -1.812 7.846 -6.865 2.031 -1.176 H6 54B 46 54B H7 H7 H 0 1 N N N 62.218 -1.758 8.018 -6.837 4.347 0.441 H7 54B 47 54B H8 H8 H 0 1 N N N 61.593 -0.265 7.238 -6.568 4.839 -1.248 H8 54B 48 54B H9 H9 H 0 1 N N N 61.750 0.012 9.713 -8.980 4.902 -0.677 H9 54B 49 54B H10 H10 H 0 1 N N N 60.044 0.088 9.156 -8.650 3.672 -1.921 H10 54B 50 54B H11 H11 H 0 1 N N N 60.669 -1.405 9.935 -8.919 3.180 -0.231 H11 54B 51 54B H12 H12 H 0 1 N N N 56.298 -5.277 3.317 -0.613 3.000 0.746 H12 54B 52 54B H13 H13 H 0 1 N N N 56.949 -7.813 2.781 1.690 2.387 -1.182 H13 54B 53 54B H14 H14 H 0 1 N N N 54.364 -11.504 2.454 5.567 4.424 -2.732 H14 54B 54 54B H15 H15 H 0 1 N N N 56.328 -8.213 -1.432 4.714 0.538 1.238 H15 54B 55 54B H16 H16 H 0 1 N N N 59.586 -5.346 -1.809 2.024 -2.250 2.307 H16 54B 56 54B H17 H17 H 0 1 N N N 59.010 -2.760 -2.612 1.648 -1.490 4.943 H17 54B 57 54B H18 H18 H 0 1 N N N 57.796 -4.081 -2.713 2.738 -0.570 3.861 H18 54B 58 54B H19 H19 H 0 1 N N N 57.656 -1.700 -1.042 0.223 0.316 5.044 H19 54B 59 54B H20 H20 H 0 1 N N N 56.524 -3.095 -1.030 1.314 1.236 3.962 H20 54B 60 54B H21 H21 H 0 1 N N N 57.443 -3.270 1.165 -0.568 1.038 2.490 H21 54B 61 54B H22 H22 H 0 1 N N N 59.068 -1.426 1.003 -2.011 -0.194 4.108 H22 54B 62 54B H23 H23 H 0 1 N N N 59.945 -2.905 1.524 -1.977 -1.131 2.593 H23 54B 63 54B H25 H25 H 0 1 N N N 62.166 -1.496 -0.969 -2.489 -3.168 3.833 H25 54B 64 54B H26 H26 H 0 1 N N N 61.238 -0.572 0.261 -1.453 -3.643 5.200 H26 54B 65 54B H27 H27 H 0 1 N N N 62.030 -2.121 0.710 -2.531 -2.234 5.348 H27 54B 66 54B H28 H28 H 0 1 N N N 61.186 -4.184 -0.134 -0.406 -3.123 2.482 H28 54B 67 54B H29 H29 H 0 1 N N N 61.263 -3.581 -1.825 0.577 -3.477 3.925 H29 54B 68 # 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 54B FBL CBK SING N N 1 54B CBK FBM SING N N 2 54B CBK FBN SING N N 3 54B CBK CBJ SING N N 4 54B CBJ NBO SING Y N 5 54B CBJ CBI DOUB Y N 6 54B NBO CBH DOUB Y N 7 54B CBI SBP SING Y N 8 54B SBP CBH SING Y N 9 54B CBH CBF SING N N 10 54B CBF CBE DOUB Y N 11 54B CBF CAU SING Y N 12 54B CBE CAX SING Y N 13 54B CAX NAY SING N N 14 54B CAX NAW DOUB Y N 15 54B NAY CAZ SING N N 16 54B CAZ OBA DOUB N N 17 54B CAZ NBB SING N N 18 54B NBB CBC SING N N 19 54B CBC CBD SING N N 20 54B NAW CAV SING Y N 21 54B CAV CAU DOUB Y N 22 54B CAU CAT SING N N 23 54B CAT CAS DOUB Y N 24 54B CAT CAI SING Y N 25 54B CAS CAL SING Y N 26 54B CAL CAM SING N N 27 54B CAL CAK DOUB Y N 28 54B CAM OAN SING N N 29 54B CAM NAR DOUB N N 30 54B OAN CAO SING N N 31 54B CAO OAP DOUB N N 32 54B CAO NAQ SING N N 33 54B NAQ NAR SING N N 34 54B CAK NAJ SING Y N 35 54B NAJ CAI DOUB Y N 36 54B CAI NAH SING N N 37 54B NAH CAC SING N N 38 54B NAH CAG SING N N 39 54B CAC CAB SING N N 40 54B CAC CAD SING N N 41 54B CAB CAA SING N N 42 54B CAA CAG SING N N 43 54B CAG CAF SING N N 44 54B CAF NAE SING N N 45 54B NAE CBG SING N N 46 54B NAE CAD SING N N 47 54B CBI H1 SING N N 48 54B CBE H4 SING N N 49 54B NAY H5 SING N N 50 54B NBB H6 SING N N 51 54B CBC H7 SING N N 52 54B CBC H8 SING N N 53 54B CBD H9 SING N N 54 54B CBD H10 SING N N 55 54B CBD H11 SING N N 56 54B CAV H12 SING N N 57 54B CAS H13 SING N N 58 54B NAQ H14 SING N N 59 54B CAK H15 SING N N 60 54B CAC H16 SING N N 61 54B CAB H17 SING N N 62 54B CAB H18 SING N N 63 54B CAA H19 SING N N 64 54B CAA H20 SING N N 65 54B CAG H21 SING N N 66 54B CAF H22 SING N N 67 54B CAF H23 SING N N 68 54B CBG H25 SING N N 69 54B CBG H26 SING N N 70 54B CBG H27 SING N N 71 54B CAD H28 SING N N 72 54B CAD H29 SING N N 73 # 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 54B InChI InChI 1.03 "InChI=1S/C26H26F3N9O3S/c1-3-30-24(39)34-20-7-17(23-33-19(12-42-23)26(27,28)29)18(9-31-20)16-6-13(22-35-36-25(40)41-22)8-32-21(16)38-14-4-5-15(38)11-37(2)10-14/h6-9,12,14-15H,3-5,10-11H2,1-2H3,(H,36,40)(H2,30,31,34,39)/t14-,15+" 54B InChIKey InChI 1.03 IDALGTCHRLCQSK-GASCZTMLSA-N 54B SMILES_CANONICAL CACTVS 3.385 "CCNC(=O)Nc1cc(c2scc(n2)C(F)(F)F)c(cn1)c3cc(cnc3N4[C@H]5CC[C@@H]4CN(C)C5)C6=NNC(=O)O6" 54B SMILES CACTVS 3.385 "CCNC(=O)Nc1cc(c2scc(n2)C(F)(F)F)c(cn1)c3cc(cnc3N4[CH]5CC[CH]4CN(C)C5)C6=NNC(=O)O6" 54B SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCNC(=O)Nc1cc(c(cn1)c2cc(cnc2N3[C@@H]4CC[C@H]3CN(C4)C)C5=NNC(=O)O5)c6nc(cs6)C(F)(F)F" 54B SMILES "OpenEye OEToolkits" 1.9.2 "CCNC(=O)Nc1cc(c(cn1)c2cc(cnc2N3C4CCC3CN(C4)C)C5=NNC(=O)O5)c6nc(cs6)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 54B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-ethyl-3-[5-[2-[(1S,5R)-3-methyl-3,8-diazabicyclo[3.2.1]octan-8-yl]-5-(2-oxidanylidene-3H-1,3,4-oxadiazol-5-yl)pyridin-3-yl]-4-[4-(trifluoromethyl)-1,3-thiazol-2-yl]pyridin-2-yl]urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 54B "Create component" 2015-07-23 RCSB 54B "Initial release" 2018-09-05 RCSB #