data_NR8 # _chem_comp.id NR8 _chem_comp.name "2-chloranyl-4-[[1-methyl-3-[(2~{S})-2-oxidanylbutyl]-2-oxidanylidene-benzimidazol-5-yl]amino]pyridine-3-carbonitrile" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H18 Cl N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-12-11 _chem_comp.pdbx_modified_date 2020-04-17 _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 371.821 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NR8 _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 6TOO _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBE # # 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 NR8 C1 C1 C 0 1 Y N N 25.080 -8.990 12.197 -2.658 -0.715 2.066 C1 NR8 1 NR8 C2 C2 C 0 1 Y N N 25.220 -9.323 13.524 -1.884 0.091 1.260 C2 NR8 2 NR8 C3 C3 C 0 1 Y N N 26.406 -9.911 13.941 -2.426 0.594 0.078 C3 NR8 3 NR8 C4 C4 C 0 1 Y N N 27.404 -10.157 12.977 -3.755 0.250 -0.242 C4 NR8 4 NR8 C5 C5 C 0 1 N N N 28.613 -10.837 13.341 -4.366 0.735 -1.443 C5 NR8 5 NR8 C6 C6 C 0 1 Y N N 25.655 -9.895 16.224 -0.319 1.611 -0.507 C6 NR8 6 NR8 C7 C7 C 0 1 Y N N 25.114 -10.961 16.926 0.481 0.545 -0.121 C7 NR8 7 NR8 C8 C8 C 0 1 Y N N 24.110 -10.703 17.834 1.829 0.748 0.123 C8 NR8 8 NR8 C9 C9 C 0 1 N N N 22.400 -10.792 19.399 3.995 0.632 0.606 C9 NR8 9 NR8 C10 C10 C 0 1 Y N N 23.651 -9.423 18.055 2.379 2.024 -0.019 C10 NR8 10 NR8 C11 C11 C 0 1 Y N N 24.194 -8.351 17.366 1.576 3.086 -0.405 C11 NR8 11 NR8 C12 C12 C 0 1 Y N N 25.201 -8.599 16.451 0.232 2.880 -0.647 C12 NR8 12 NR8 C13 C13 C 0 1 N N N 21.854 -8.354 19.515 4.709 3.009 0.274 C13 NR8 13 NR8 C14 C14 C 0 1 N N N 23.430 -13.150 18.685 2.749 -1.532 0.781 C14 NR8 14 NR8 C15 C15 C 0 1 N N S 22.442 -13.776 17.717 3.001 -2.312 -0.511 C15 NR8 15 NR8 C16 C16 C 0 1 N N N 22.500 -15.285 17.725 2.756 -3.802 -0.262 C16 NR8 16 NR8 C17 C17 C 0 1 N N N 23.806 -15.894 17.293 2.887 -4.567 -1.581 C17 NR8 17 NR8 O O1 O 0 1 N N N 21.568 -11.190 20.180 5.086 0.196 0.925 O NR8 18 NR8 N3 N1 N 0 1 N N N 23.323 -11.582 18.683 2.866 -0.096 0.514 N3 NR8 19 NR8 O1 O2 O 0 1 N N N 22.701 -13.298 16.400 4.353 -2.115 -0.930 O1 NR8 20 NR8 N4 N2 N 0 1 N N N 22.615 -9.488 19.007 3.735 1.914 0.290 N4 NR8 21 NR8 N2 N3 N 0 1 N N N 26.614 -10.181 15.253 -1.680 1.408 -0.760 N2 NR8 22 NR8 N N4 N 0 1 Y N N 26.023 -9.186 11.275 -3.900 -1.024 1.737 N NR8 23 NR8 C C18 C 0 1 Y N N 27.142 -9.747 11.680 -4.465 -0.574 0.635 C NR8 24 NR8 CL CL1 CL 0 0 N N N 28.371 -9.913 10.496 -6.101 -1.019 0.263 CL NR8 25 NR8 N1 N5 N 0 1 N N N 29.580 -11.371 13.600 -4.850 1.120 -2.396 N1 NR8 26 NR8 H1 H1 H 0 1 N N N 24.149 -8.542 11.882 -2.240 -1.105 2.983 H1 NR8 27 NR8 H2 H2 H 0 1 N N N 24.423 -9.131 14.227 -0.869 0.332 1.541 H2 NR8 28 NR8 H3 H3 H 0 1 N N N 25.470 -11.968 16.765 0.053 -0.441 -0.011 H3 NR8 29 NR8 H4 H4 H 0 1 N N N 23.840 -7.346 17.539 2.000 4.073 -0.515 H4 NR8 30 NR8 H5 H5 H 0 1 N N N 25.641 -7.777 15.906 -0.394 3.708 -0.948 H5 NR8 31 NR8 H6 H6 H 0 1 N N N 21.112 -8.708 20.246 4.742 3.480 1.256 H6 NR8 32 NR8 H7 H7 H 0 1 N N N 22.537 -7.642 20.001 5.695 2.614 0.028 H7 NR8 33 NR8 H8 H8 H 0 1 N N N 21.338 -7.856 18.681 4.416 3.745 -0.474 H8 NR8 34 NR8 H9 H9 H 0 1 N N N 23.221 -13.521 19.699 1.747 -1.752 1.148 H9 NR8 35 NR8 H10 H10 H 0 1 N N N 24.450 -13.439 18.392 3.484 -1.824 1.531 H10 NR8 36 NR8 H11 H11 H 0 1 N N N 21.429 -13.471 18.020 2.324 -1.958 -1.288 H11 NR8 37 NR8 H12 H12 H 0 1 N N N 21.715 -15.656 17.050 3.491 -4.177 0.450 H12 NR8 38 NR8 H13 H13 H 0 1 N N N 22.292 -15.625 18.750 1.754 -3.943 0.142 H13 NR8 39 NR8 H14 H14 H 0 1 N N N 23.733 -16.991 17.338 2.712 -5.629 -1.404 H14 NR8 40 NR8 H15 H15 H 0 1 N N N 24.032 -15.584 16.262 2.152 -4.192 -2.293 H15 NR8 41 NR8 H16 H16 H 0 1 N N N 24.609 -15.553 17.963 3.889 -4.426 -1.985 H16 NR8 42 NR8 H17 H17 H 0 1 N N N 22.665 -12.349 16.394 5.011 -2.409 -0.286 H17 NR8 43 NR8 H18 H18 H 0 1 N N N 27.479 -10.597 15.532 -2.101 1.838 -1.520 H18 NR8 44 # # 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 NR8 CL C SING N N 1 NR8 N C DOUB Y N 2 NR8 N C1 SING Y N 3 NR8 C C4 SING Y N 4 NR8 C1 C2 DOUB Y N 5 NR8 C4 C5 SING N N 6 NR8 C4 C3 DOUB Y N 7 NR8 C5 N1 TRIP N N 8 NR8 C2 C3 SING Y N 9 NR8 C3 N2 SING N N 10 NR8 N2 C6 SING N N 11 NR8 C6 C12 DOUB Y N 12 NR8 C6 C7 SING Y N 13 NR8 O1 C15 SING N N 14 NR8 C12 C11 SING Y N 15 NR8 C7 C8 DOUB Y N 16 NR8 C17 C16 SING N N 17 NR8 C11 C10 DOUB Y N 18 NR8 C15 C16 SING N N 19 NR8 C15 C14 SING N N 20 NR8 C8 C10 SING Y N 21 NR8 C8 N3 SING N N 22 NR8 C10 N4 SING N N 23 NR8 N3 C14 SING N N 24 NR8 N3 C9 SING N N 25 NR8 N4 C9 SING N N 26 NR8 N4 C13 SING N N 27 NR8 C9 O DOUB N N 28 NR8 C1 H1 SING N N 29 NR8 C2 H2 SING N N 30 NR8 C7 H3 SING N N 31 NR8 C11 H4 SING N N 32 NR8 C12 H5 SING N N 33 NR8 C13 H6 SING N N 34 NR8 C13 H7 SING N N 35 NR8 C13 H8 SING N N 36 NR8 C14 H9 SING N N 37 NR8 C14 H10 SING N N 38 NR8 C15 H11 SING N N 39 NR8 C16 H12 SING N N 40 NR8 C16 H13 SING N N 41 NR8 C17 H14 SING N N 42 NR8 C17 H15 SING N N 43 NR8 C17 H16 SING N N 44 NR8 O1 H17 SING N N 45 NR8 N2 H18 SING N N 46 # # 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 NR8 InChI InChI 1.03 "InChI=1S/C18H18ClN5O2/c1-3-12(25)10-24-16-8-11(4-5-15(16)23(2)18(24)26)22-14-6-7-21-17(19)13(14)9-20/h4-8,12,25H,3,10H2,1-2H3,(H,21,22)/t12-/m0/s1" NR8 InChIKey InChI 1.03 YYQGUWHFXVXQOO-LBPRGKRZSA-N NR8 SMILES_CANONICAL CACTVS 3.385 "CC[C@H](O)CN1C(=O)N(C)c2ccc(Nc3ccnc(Cl)c3C#N)cc12" NR8 SMILES CACTVS 3.385 "CC[CH](O)CN1C(=O)N(C)c2ccc(Nc3ccnc(Cl)c3C#N)cc12" NR8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC[C@@H](CN1c2cc(ccc2N(C1=O)C)Nc3ccnc(c3C#N)Cl)O" NR8 SMILES "OpenEye OEToolkits" 2.0.7 "CCC(CN1c2cc(ccc2N(C1=O)C)Nc3ccnc(c3C#N)Cl)O" # _pdbx_chem_comp_identifier.comp_id NR8 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "2-chloranyl-4-[[1-methyl-3-[(2~{S})-2-oxidanylbutyl]-2-oxidanylidene-benzimidazol-5-yl]amino]pyridine-3-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 NR8 "Create component" 2019-12-11 PDBE NR8 "Initial release" 2020-04-22 RCSB ##