data_8Z8 # _chem_comp.id 8Z8 _chem_comp.name "5-chloranyl-7-[(1~{R},5~{S})-3-methoxy-8-azabicyclo[3.2.1]octan-8-yl]-6-[2,4,6-tris(fluoranyl)phenyl]-[1,2,4]triazolo[1,5-a]pyrimidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H17 Cl F3 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-29 _chem_comp.pdbx_modified_date 2017-06-16 _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 423.819 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8Z8 _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 5NJH _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 8Z8 CAA C1 C 0 1 Y N N 4.833 46.531 16.244 -1.189 -0.783 -0.002 CAA 8Z8 1 8Z8 CAB C2 C 0 1 Y N N 5.477 45.846 15.180 0.141 -1.190 -0.066 CAB 8Z8 2 8Z8 CAD C3 C 0 1 Y N N 5.264 47.734 13.862 -0.597 -3.439 0.035 CAD 8Z8 3 8Z8 CAF C4 C 0 1 Y N N 4.426 47.856 16.023 -2.192 -1.762 0.087 CAF 8Z8 4 8Z8 CAI C5 C 0 1 N N R 7.333 42.338 16.373 3.956 0.269 0.395 CAI 8Z8 5 8Z8 CAJ C6 C 0 1 N N N 8.035 43.360 15.463 2.875 0.290 1.480 CAJ 8Z8 6 8Z8 CAK C7 C 0 1 N N R 7.019 44.023 14.581 1.551 0.755 0.853 CAK 8Z8 7 8Z8 CAL C8 C 0 1 Y N N 4.561 45.922 17.600 -1.540 0.659 -0.020 CAL 8Z8 8 8Z8 CAM C9 C 0 1 Y N N 5.548 46.042 18.583 -1.748 1.344 1.178 CAM 8Z8 9 8Z8 CAN C10 C 0 1 Y N N 5.324 45.487 19.832 -2.074 2.687 1.155 CAN 8Z8 10 8Z8 CAO C11 C 0 1 Y N N 4.112 44.830 20.023 -2.194 3.352 -0.054 CAO 8Z8 11 8Z8 CAP C12 C 0 1 Y N N 3.118 44.696 19.062 -1.989 2.677 -1.245 CAP 8Z8 12 8Z8 CAQ C13 C 0 1 Y N N 3.362 45.259 17.820 -1.656 1.336 -1.234 CAQ 8Z8 13 8Z8 CAU C14 C 0 1 N N S 5.212 43.461 15.745 2.114 -0.051 -1.260 CAU 8Z8 14 8Z8 CAV C15 C 0 1 N N N 5.910 42.685 16.831 3.480 -0.576 -0.791 CAV 8Z8 15 8Z8 CAX C16 C 0 1 N N N 7.111 40.082 16.416 5.235 2.273 0.694 CAX 8Z8 16 8Z8 CAY C17 C 0 1 N N N 6.302 42.956 13.786 1.842 2.020 0.014 CAY 8Z8 17 8Z8 CAZ C18 C 0 1 N N N 5.196 42.610 14.504 2.215 1.487 -1.385 CAZ 8Z8 18 8Z8 CBB C19 C 0 1 Y N N 6.178 47.113 11.987 1.280 -4.529 -0.054 CBB 8Z8 19 8Z8 FAR F1 F 0 1 N N N 3.898 44.302 21.203 -2.514 4.665 -0.070 FAR 8Z8 20 8Z8 FAS F2 F 0 1 N N N 6.668 46.671 18.342 -1.632 0.695 2.358 FAS 8Z8 21 8Z8 FAT F3 F 0 1 N N N 2.475 45.171 16.870 -1.451 0.680 -2.397 FAT 8Z8 22 8Z8 NAC N1 N 0 1 Y N N 5.656 46.517 14.004 0.416 -2.526 -0.047 NAC 8Z8 23 8Z8 NAE N2 N 0 1 Y N N 4.652 48.421 14.840 -1.873 -3.039 0.102 NAE 8Z8 24 8Z8 NAH N3 N 0 1 N N N 5.937 44.509 15.255 1.155 -0.265 -0.148 NAH 8Z8 25 8Z8 NBA N4 N 0 1 Y N N 6.227 46.121 12.850 1.608 -3.261 -0.102 NBA 8Z8 26 8Z8 NBC N5 N 0 1 Y N N 5.579 48.137 12.585 -0.039 -4.645 0.035 NBC 8Z8 27 8Z8 OAW O1 O 0 1 N N N 7.232 41.259 15.674 4.212 1.604 -0.045 OAW 8Z8 28 8Z8 CL1 CL1 CL 0 0 N N N 3.654 48.708 17.269 -3.860 -1.287 0.177 CLAG 8Z8 29 8Z8 H1 H1 H 0 1 N N N 7.956 42.190 17.267 4.871 -0.161 0.803 H1 8Z8 30 8Z8 H2 H2 H 0 1 N N N 8.781 42.845 14.840 2.752 -0.711 1.892 H2 8Z8 31 8Z8 H3 H3 H 0 1 N N N 8.535 44.120 16.082 3.167 0.978 2.273 H3 8Z8 32 8Z8 H4 H4 H 0 1 N N N 7.490 44.762 13.916 0.777 0.917 1.604 H4 8Z8 33 8Z8 H5 H5 H 0 1 N N N 6.057 45.561 20.622 -2.236 3.218 2.082 H5 8Z8 34 8Z8 H6 H6 H 0 1 N N N 2.196 44.176 19.274 -2.084 3.201 -2.185 H6 8Z8 35 8Z8 H7 H7 H 0 1 N N N 4.192 43.739 16.049 1.786 -0.528 -2.184 H7 8Z8 36 8Z8 H8 H8 H 0 1 N N N 5.957 43.294 17.746 4.200 -0.499 -1.606 H8 8Z8 37 8Z8 H9 H9 H 0 1 N N N 5.354 41.758 17.036 3.385 -1.617 -0.482 H9 8Z8 38 8Z8 H10 H10 H 0 1 N N N 7.032 39.224 15.733 4.946 2.331 1.744 H10 8Z8 39 8Z8 H11 H11 H 0 1 N N N 7.997 39.960 17.057 6.170 1.720 0.604 H11 8Z8 40 8Z8 H12 H12 H 0 1 N N N 6.209 40.135 17.044 5.370 3.280 0.299 H12 8Z8 41 8Z8 H13 H13 H 0 1 N N N 6.955 42.081 13.650 0.954 2.650 -0.044 H13 8Z8 42 8Z8 H14 H14 H 0 1 N N N 6.007 43.350 12.802 2.675 2.576 0.443 H14 8Z8 43 8Z8 H15 H15 H 0 1 N N N 4.286 42.807 13.919 3.232 1.780 -1.644 H15 8Z8 44 8Z8 H16 H16 H 0 1 N N N 5.235 41.544 14.773 1.511 1.854 -2.131 H16 8Z8 45 8Z8 H17 H17 H 0 1 N N N 6.556 47.098 10.976 1.978 -5.353 -0.075 H17 8Z8 46 # 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 8Z8 CBB NBC SING Y N 1 8Z8 CBB NBA DOUB Y N 2 8Z8 NBC CAD DOUB Y N 3 8Z8 NBA NAC SING Y N 4 8Z8 CAY CAZ SING N N 5 8Z8 CAY CAK SING N N 6 8Z8 CAD NAC SING Y N 7 8Z8 CAD NAE SING Y N 8 8Z8 NAC CAB SING Y N 9 8Z8 CAZ CAU SING N N 10 8Z8 CAK NAH SING N N 11 8Z8 CAK CAJ SING N N 12 8Z8 NAE CAF DOUB Y N 13 8Z8 CAB NAH SING N N 14 8Z8 CAB CAA DOUB Y N 15 8Z8 NAH CAU SING N N 16 8Z8 CAJ CAI SING N N 17 8Z8 OAW CAI SING N N 18 8Z8 OAW CAX SING N N 19 8Z8 CAU CAV SING N N 20 8Z8 CAF CAA SING Y N 21 8Z8 CAF CL1 SING N N 22 8Z8 CAA CAL SING N N 23 8Z8 CAI CAV SING N N 24 8Z8 FAT CAQ SING N N 25 8Z8 CAL CAQ DOUB Y N 26 8Z8 CAL CAM SING Y N 27 8Z8 CAQ CAP SING Y N 28 8Z8 FAS CAM SING N N 29 8Z8 CAM CAN DOUB Y N 30 8Z8 CAP CAO DOUB Y N 31 8Z8 CAN CAO SING Y N 32 8Z8 CAO FAR SING N N 33 8Z8 CAI H1 SING N N 34 8Z8 CAJ H2 SING N N 35 8Z8 CAJ H3 SING N N 36 8Z8 CAK H4 SING N N 37 8Z8 CAN H5 SING N N 38 8Z8 CAP H6 SING N N 39 8Z8 CAU H7 SING N N 40 8Z8 CAV H8 SING N N 41 8Z8 CAV H9 SING N N 42 8Z8 CAX H10 SING N N 43 8Z8 CAX H11 SING N N 44 8Z8 CAX H12 SING N N 45 8Z8 CAY H13 SING N N 46 8Z8 CAY H14 SING N N 47 8Z8 CAZ H15 SING N N 48 8Z8 CAZ H16 SING N N 49 8Z8 CBB H17 SING N N 50 # 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 8Z8 InChI InChI 1.03 "InChI=1S/C19H17ClF3N5O/c1-29-12-6-10-2-3-11(7-12)27(10)18-16(15-13(22)4-9(21)5-14(15)23)17(20)26-19-24-8-25-28(18)19/h4-5,8,10-12H,2-3,6-7H2,1H3/t10-,11+,12+" 8Z8 InChIKey InChI 1.03 QLFREGOMFNYDON-GDNZZTSVSA-N 8Z8 SMILES_CANONICAL CACTVS 3.385 "CO[C@H]1C[C@H]2CC[C@@H](C1)N2c3n4ncnc4nc(Cl)c3c5c(F)cc(F)cc5F" 8Z8 SMILES CACTVS 3.385 "CO[CH]1C[CH]2CC[CH](C1)N2c3n4ncnc4nc(Cl)c3c5c(F)cc(F)cc5F" 8Z8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COC1C[C@H]2CC[C@@H](C1)N2c3c(c(nc4n3ncn4)Cl)c5c(cc(cc5F)F)F" 8Z8 SMILES "OpenEye OEToolkits" 2.0.6 "COC1CC2CCC(C1)N2c3c(c(nc4n3ncn4)Cl)c5c(cc(cc5F)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 8Z8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-chloranyl-7-[(1~{R},5~{S})-3-methoxy-8-azabicyclo[3.2.1]octan-8-yl]-6-[2,4,6-tris(fluoranyl)phenyl]-[1,2,4]triazolo[1,5-a]pyrimidine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8Z8 "Create component" 2017-03-29 EBI 8Z8 "Initial release" 2017-06-21 RCSB #