data_85A # _chem_comp.id 85A _chem_comp.name "18-CHLORO-2-OXO-17-[(PYRIDIN-4-YLMETHYL)AMINO]-2,3,11,12,13,14-HEXAHYDRO-1H,10H-4,8-(AZENO)-9,15,1,3,6-BENZODIOXATRIAZACYCLOHEPTADECINE-7-CARBONITRILE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 Cl N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "7-CHLORO-3-OXO-8-[(PYRIDIN-4-YLMETHYL)-AMINO]-11,17-DIOXA-2,4,20,22-TETRAAZA-TRICYCLO[16.3.1.0*5,10*]DOCOSA-1(21),5(10)6,8,18(22),19-HEXAENE-19-CARBONITRILE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-02-01 _chem_comp.pdbx_modified_date 2021-03-13 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 479.919 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 85A _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 85A C1 C1 C 0 1 Y N N 3.619 13.766 -3.770 -0.982 -1.881 0.365 C1 85A 1 85A C2 C2 C 0 1 Y N N 2.423 13.446 -2.935 -1.985 -2.562 1.073 C2 85A 2 85A C3 C3 C 0 1 Y N N 2.433 13.818 -1.504 -2.798 -1.851 1.981 C3 85A 3 85A C4 C4 C 0 1 Y N N 3.628 14.496 -0.969 -2.587 -0.473 2.149 C4 85A 4 85A C5 C5 C 0 1 Y N N 4.742 14.781 -1.803 -1.581 0.188 1.443 C5 85A 5 85A C6 C6 C 0 1 Y N N 4.769 14.432 -3.205 -0.780 -0.515 0.554 C6 85A 6 85A N7 N7 N 0 1 N N N 5.851 14.721 -3.987 0.253 0.123 -0.170 N7 85A 7 85A CL8 CL8 CL 0 0 N N N 6.063 15.566 -1.087 -1.362 1.881 1.710 CL8 85A 8 85A C9 C9 C 0 1 N N N -4.744 10.534 -0.534 -8.401 -7.062 1.888 C9 85A 9 85A N10 N10 N 0 1 N N N -5.680 9.951 -0.846 -9.014 -7.967 1.486 N10 85A 10 85A N11 N11 N 0 1 N N N 1.286 13.520 -0.686 -3.826 -2.549 2.673 N11 85A 11 85A C12 C12 C 0 1 N N N 0.926 14.025 0.596 -4.531 -2.096 3.779 C12 85A 12 85A N13 N13 N 0 1 N N N -0.279 13.662 1.116 -5.664 -2.817 4.133 N13 85A 13 85A O14 O14 O 0 1 N N N 1.631 14.777 1.269 -4.218 -1.115 4.460 O14 85A 14 85A C15 C15 C 0 1 Y N N -1.351 12.881 0.712 -6.279 -3.912 3.486 C15 85A 15 85A N16 N16 N 0 1 Y N N -1.438 12.449 -0.663 -5.776 -4.474 2.370 N16 85A 16 85A C17 C17 C 0 1 Y N N -2.558 11.666 -1.091 -6.463 -5.512 1.844 C17 85A 17 85A C18 C18 C 0 1 Y N N -3.597 11.316 -0.101 -7.650 -5.954 2.380 C18 85A 18 85A N19 N19 N 0 1 Y N N -3.481 11.744 1.220 -8.163 -5.406 3.495 N19 85A 19 85A C20 C20 C 0 1 Y N N -2.392 12.505 1.629 -7.459 -4.389 4.036 C20 85A 20 85A O21 O21 O 0 1 N N N 1.239 12.808 -3.394 -2.234 -3.910 0.940 O21 85A 21 85A C22 C22 C 0 1 N N N 1.366 11.556 -4.042 -1.221 -4.677 0.282 C22 85A 22 85A C23 C23 C 0 1 N N N -1.542 10.089 -4.405 -3.967 -6.101 -0.553 C23 85A 23 85A C24 C24 C 0 1 N N N -1.753 10.165 -2.868 -4.651 -6.495 0.751 C24 85A 24 85A O25 O25 O 0 1 N N N -2.535 11.310 -2.483 -6.023 -6.091 0.677 O25 85A 25 85A C26 C26 C 0 1 N N N 0.505 11.527 -5.319 -1.541 -6.169 0.373 C26 85A 26 85A C27 C27 C 0 1 N N N -0.781 11.447 -4.463 -2.548 -6.653 -0.677 C27 85A 27 85A C28 C28 C 0 1 N N N 5.861 15.651 -5.076 1.099 -0.574 -1.087 C28 85A 28 85A C29 C29 C 0 1 Y N N 7.257 16.121 -5.370 2.142 0.327 -1.684 C29 85A 29 85A C30 C30 C 0 1 Y N N 7.981 15.603 -6.474 1.870 1.012 -2.856 C30 85A 30 85A C31 C31 C 0 1 Y N N 9.295 16.075 -6.709 2.865 1.829 -3.366 C31 85A 31 85A N32 N32 N 0 1 Y N N 9.894 17.013 -5.909 4.077 1.996 -2.791 N32 85A 32 85A C33 C33 C 0 1 Y N N 9.191 17.508 -4.848 4.298 1.308 -1.648 C33 85A 33 85A C34 C34 C 0 1 Y N N 7.875 17.091 -4.543 3.370 0.466 -1.058 C34 85A 34 85A H20 H20 H 0 1 N N N -2.327 12.821 2.660 -7.895 -3.959 4.932 H20 85A 35 85A H13 H13 H 0 1 N N N -0.429 14.061 2.021 -6.145 -2.477 4.962 H13 85A 36 85A H11 H11 H 0 1 N N N 0.646 12.859 -1.077 -3.985 -3.505 2.368 H11 85A 37 85A H4 H4 H 0 1 N N N 3.657 14.780 0.073 -3.212 0.136 2.792 H4 85A 38 85A H1 H1 H 0 1 N N N 3.624 13.494 -4.815 -0.336 -2.382 -0.348 H1 85A 39 85A H221 1H22 H 0 0 N N N 2.420 11.393 -4.312 -0.260 -4.509 0.785 H221 85A 40 85A H222 2H22 H 0 0 N N N 1.024 10.763 -3.361 -1.142 -4.384 -0.771 H222 85A 41 85A H261 1H26 H 0 0 N N N 0.594 12.395 -5.989 -1.887 -6.424 1.380 H261 85A 42 85A H262 2H26 H 0 0 N N N 0.697 10.770 -6.093 -0.610 -6.724 0.204 H262 85A 43 85A H271 1H27 H 0 0 N N N -1.483 12.185 -4.879 -2.166 -6.408 -1.676 H271 85A 44 85A H272 2H27 H 0 0 N N N -0.440 11.619 -3.431 -2.593 -7.748 -0.630 H272 85A 45 85A H231 1H23 H 0 0 N N N -2.464 10.043 -5.003 -3.976 -5.011 -0.664 H231 85A 46 85A H232 2H23 H 0 0 N N N -1.049 9.197 -4.820 -4.564 -6.478 -1.393 H232 85A 47 85A H241 1H24 H 0 0 N N N -2.279 9.256 -2.541 -4.639 -7.585 0.867 H241 85A 48 85A H242 2H24 H 0 0 N N N -0.764 10.254 -2.394 -4.120 -6.067 1.609 H242 85A 49 85A HN7 HN7 H 0 1 N N N 6.534 15.076 -3.348 0.376 1.104 -0.012 HN7 85A 50 85A H281 1H28 H 0 0 N N N 5.454 15.158 -5.971 0.466 -1.003 -1.871 H281 85A 51 85A H282 2H28 H 0 0 N N N 5.248 16.522 -4.800 1.561 -1.408 -0.549 H282 85A 52 85A H34 H34 H 0 1 N N N 7.350 17.505 -3.695 3.607 -0.060 -0.139 H34 85A 53 85A H33 H33 H 0 1 N N N 9.659 18.248 -4.216 5.277 1.456 -1.203 H33 85A 54 85A H31 H31 H 0 1 N N N 9.846 15.681 -7.550 2.708 2.390 -4.282 H31 85A 55 85A H30 H30 H 0 1 N N N 7.538 14.862 -7.123 0.916 0.920 -3.365 H30 85A 56 # # 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 85A C1 C6 DOUB Y N 1 85A C1 C2 SING Y N 2 85A C1 H1 SING N N 3 85A C2 C3 DOUB Y N 4 85A C2 O21 SING N N 5 85A C3 N11 SING N N 6 85A C3 C4 SING Y N 7 85A C4 C5 DOUB Y N 8 85A C4 H4 SING N N 9 85A C5 CL8 SING N N 10 85A C5 C6 SING Y N 11 85A C6 N7 SING N N 12 85A N7 C28 SING N N 13 85A N7 HN7 SING N N 14 85A C9 N10 TRIP N N 15 85A C9 C18 SING N N 16 85A N11 C12 SING N N 17 85A N11 H11 SING N N 18 85A C12 N13 SING N N 19 85A C12 O14 DOUB N N 20 85A N13 C15 SING N N 21 85A N13 H13 SING N N 22 85A C15 C20 DOUB Y N 23 85A C15 N16 SING Y N 24 85A N16 C17 DOUB Y N 25 85A C17 O25 SING N N 26 85A C17 C18 SING Y N 27 85A C18 N19 DOUB Y N 28 85A N19 C20 SING Y N 29 85A C20 H20 SING N N 30 85A O21 C22 SING N N 31 85A C22 C26 SING N N 32 85A C22 H221 SING N N 33 85A C22 H222 SING N N 34 85A C23 C27 SING N N 35 85A C23 C24 SING N N 36 85A C23 H231 SING N N 37 85A C23 H232 SING N N 38 85A C24 O25 SING N N 39 85A C24 H241 SING N N 40 85A C24 H242 SING N N 41 85A C26 C27 SING N N 42 85A C26 H261 SING N N 43 85A C26 H262 SING N N 44 85A C27 H271 SING N N 45 85A C27 H272 SING N N 46 85A C28 C29 SING N N 47 85A C28 H281 SING N N 48 85A C28 H282 SING N N 49 85A C29 C34 DOUB Y N 50 85A C29 C30 SING Y N 51 85A C30 C31 DOUB Y N 52 85A C30 H30 SING N N 53 85A C31 N32 SING Y N 54 85A C31 H31 SING N N 55 85A N32 C33 DOUB Y N 56 85A C33 C34 SING Y N 57 85A C33 H33 SING N N 58 85A C34 H34 SING N N 59 # # 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 85A SMILES ACDLabs 10.04 "Clc4cc2c(OCCCCCOc1nc(cnc1C#N)NC(=O)N2)cc4NCc3ccncc3" 85A SMILES_CANONICAL CACTVS 3.341 "Clc1cc2NC(=O)Nc3cnc(C#N)c(OCCCCCOc2cc1NCc4ccncc4)n3" 85A SMILES CACTVS 3.341 "Clc1cc2NC(=O)Nc3cnc(C#N)c(OCCCCCOc2cc1NCc4ccncc4)n3" 85A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cnccc1CNc2cc3c(cc2Cl)NC(=O)Nc4cnc(c(n4)OCCCCCO3)C#N" 85A SMILES "OpenEye OEToolkits" 1.5.0 "c1cnccc1CNc2cc3c(cc2Cl)NC(=O)Nc4cnc(c(n4)OCCCCCO3)C#N" 85A InChI InChI 1.03 "InChI=1S/C23H22ClN7O3/c24-16-10-18-20(11-17(16)27-13-15-4-6-26-7-5-15)33-8-2-1-3-9-34-22-19(12-25)28-14-21(30-22)31-23(32)29-18/h4-7,10-11,14,27H,1-3,8-9,13H2,(H2,29,30,31,32)" 85A InChIKey InChI 1.03 ZUEAHWHCYOLVEP-UHFFFAOYSA-N # _pdbx_chem_comp_identifier.comp_id 85A _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 10.04 _pdbx_chem_comp_identifier.identifier "18-chloro-2-oxo-17-[(pyridin-4-ylmethyl)amino]-2,3,11,12,13,14-hexahydro-1H,10H-4,8-(azeno)-9,15,1,3,6-benzodioxatriazacycloheptadecine-7-carbonitrile" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 85A "Create component" 2007-02-01 RCSB 85A "Modify descriptor" 2011-06-04 RCSB 85A "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 85A _pdbx_chem_comp_synonyms.name "7-CHLORO-3-OXO-8-[(PYRIDIN-4-YLMETHYL)-AMINO]-11,17-DIOXA-2,4,20,22-TETRAAZA-TRICYCLO[16.3.1.0*5,10*]DOCOSA-1(21),5(10)6,8,18(22),19-HEXAENE-19-CARBONITRILE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##