data_NQN # _chem_comp.id NQN _chem_comp.name "2-chloranyl-4-[[1-methyl-3-[(3~{R})-3-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 NQN _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 6TOI _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 NQN C2 C1 C 0 1 Y N N 27.234 -10.257 13.181 -3.760 0.196 -0.215 C2 NQN 1 NQN C3 C2 C 0 1 Y N N 26.276 -9.899 14.133 -2.441 0.578 0.098 C3 NQN 2 NQN C4 C3 C 0 1 Y N N 25.153 -9.208 13.710 -1.850 0.030 1.236 C4 NQN 3 NQN C5 C4 C 0 1 Y N N 25.455 -9.926 16.428 -0.392 1.720 -0.467 C5 NQN 4 NQN C10 C5 C 0 1 Y N N 24.934 -10.975 17.172 0.461 0.668 -0.163 C10 NQN 5 NQN C11 C6 C 0 1 N N N 22.390 -10.737 19.725 3.984 0.864 0.494 C11 NQN 6 NQN C6 C7 C 0 1 Y N N 25.014 -8.620 16.634 0.101 3.018 -0.541 C6 NQN 7 NQN C7 C8 C 0 1 Y N N 24.044 -8.339 17.579 1.440 3.267 -0.315 C7 NQN 8 NQN N1 N1 N 0 1 N N N 26.426 -10.209 15.458 -1.749 1.474 -0.703 N1 NQN 9 NQN CL CL1 CL 0 0 N N N 28.157 -10.295 10.658 -6.044 -1.189 0.270 CL NQN 10 NQN C1 C9 C 0 1 Y N N 26.990 -9.886 11.863 -4.416 -0.705 0.628 C1 NQN 11 NQN N N2 N 0 1 Y N N 25.933 -9.233 11.449 -3.808 -1.192 1.691 N NQN 12 NQN C17 C10 C 0 1 N N N 28.408 -10.981 13.559 -4.419 0.726 -1.370 C17 NQN 13 NQN N4 N3 N 0 1 N N N 29.323 -11.555 13.896 -4.942 1.147 -2.287 N4 NQN 14 NQN C C11 C 0 1 Y N N 25.031 -8.904 12.372 -2.570 -0.857 2.007 C NQN 15 NQN C9 C12 C 0 1 Y N N 23.967 -10.683 18.110 1.805 0.915 0.064 C9 NQN 16 NQN N2 N4 N 0 1 N N N 23.266 -11.496 18.980 2.885 0.095 0.382 N2 NQN 17 NQN C13 C13 C 0 1 N N N 23.273 -12.952 18.971 2.835 -1.358 0.562 C13 NQN 18 NQN C14 C14 C 0 1 N N N 22.303 -13.522 17.949 3.090 -2.048 -0.779 C14 NQN 19 NQN C15 C15 C 0 1 N N R 22.202 -15.030 18.011 3.037 -3.565 -0.591 C15 NQN 20 NQN O1 O1 O 0 1 N N N 21.805 -15.432 19.322 4.111 -3.978 0.257 O1 NQN 21 NQN C16 C16 C 0 1 N N N 23.480 -15.734 17.618 3.169 -4.253 -1.951 C16 NQN 22 NQN O O2 O 0 1 N N N 21.629 -11.136 20.568 5.099 0.458 0.764 O NQN 23 NQN N3 N5 N 0 1 N N N 22.554 -9.432 19.311 3.663 2.151 0.261 N3 NQN 24 NQN C12 C17 C 0 1 N N N 21.820 -8.291 19.842 4.590 3.285 0.289 C12 NQN 25 NQN C8 C18 C 0 1 Y N N 23.522 -9.385 18.316 2.297 2.220 -0.012 C8 NQN 26 NQN H1 H1 H 0 1 N N N 24.389 -8.914 14.414 -0.840 0.298 1.510 H1 NQN 27 NQN H2 H2 H 0 1 N N N 25.275 -11.988 17.021 0.077 -0.340 -0.105 H2 NQN 28 NQN H3 H3 H 0 1 N N N 25.435 -7.817 16.048 -0.566 3.834 -0.778 H3 NQN 29 NQN H4 H4 H 0 1 N N N 23.703 -7.327 17.737 1.820 4.276 -0.375 H4 NQN 30 NQN H5 H5 H 0 1 N N N 27.270 -10.660 15.748 -2.205 1.929 -1.428 H5 NQN 31 NQN H6 H6 H 0 1 N N N 24.151 -8.366 12.052 -2.114 -1.283 2.889 H6 NQN 32 NQN H7 H7 H 0 1 N N N 22.989 -13.314 19.970 3.598 -1.662 1.279 H7 NQN 33 NQN H8 H8 H 0 1 N N N 24.288 -13.300 18.729 1.852 -1.644 0.936 H8 NQN 34 NQN H9 H9 H 0 1 N N N 22.643 -13.234 16.943 2.327 -1.744 -1.495 H9 NQN 35 NQN H10 H10 H 0 1 N N N 21.306 -13.095 18.135 4.074 -1.762 -1.153 H10 NQN 36 NQN H11 H11 H 0 1 N N N 21.422 -15.338 17.299 2.087 -3.842 -0.134 H11 NQN 37 NQN H12 H12 H 0 1 N N N 21.001 -14.985 19.561 4.140 -4.930 0.421 H12 NQN 38 NQN H13 H13 H 0 1 N N N 23.335 -16.822 17.686 4.119 -3.976 -2.408 H13 NQN 39 NQN H14 H14 H 0 1 N N N 23.745 -15.463 16.585 3.131 -5.334 -1.817 H14 NQN 40 NQN H15 H15 H 0 1 N N N 24.290 -15.429 18.297 2.350 -3.938 -2.598 H15 NQN 41 NQN H16 H16 H 0 1 N N N 21.121 -8.634 20.619 5.592 2.930 0.531 H16 NQN 42 NQN H17 H17 H 0 1 N N N 22.528 -7.570 20.277 4.602 3.769 -0.687 H17 NQN 43 NQN H18 H18 H 0 1 N N N 21.257 -7.807 19.030 4.266 4.000 1.045 H18 NQN 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 NQN CL C1 SING N N 1 NQN N C1 DOUB Y N 2 NQN N C SING Y N 3 NQN C1 C2 SING Y N 4 NQN C C4 DOUB Y N 5 NQN C2 C17 SING N N 6 NQN C2 C3 DOUB Y N 7 NQN C17 N4 TRIP N N 8 NQN C4 C3 SING Y N 9 NQN C3 N1 SING N N 10 NQN N1 C5 SING N N 11 NQN C5 C6 DOUB Y N 12 NQN C5 C10 SING Y N 13 NQN C6 C7 SING Y N 14 NQN C10 C9 DOUB Y N 15 NQN C7 C8 DOUB Y N 16 NQN C16 C15 SING N N 17 NQN C14 C15 SING N N 18 NQN C14 C13 SING N N 19 NQN C15 O1 SING N N 20 NQN C9 C8 SING Y N 21 NQN C9 N2 SING N N 22 NQN C8 N3 SING N N 23 NQN C13 N2 SING N N 24 NQN N2 C11 SING N N 25 NQN N3 C11 SING N N 26 NQN N3 C12 SING N N 27 NQN C11 O DOUB N N 28 NQN C4 H1 SING N N 29 NQN C10 H2 SING N N 30 NQN C6 H3 SING N N 31 NQN C7 H4 SING N N 32 NQN N1 H5 SING N N 33 NQN C H6 SING N N 34 NQN C13 H7 SING N N 35 NQN C13 H8 SING N N 36 NQN C14 H9 SING N N 37 NQN C14 H10 SING N N 38 NQN C15 H11 SING N N 39 NQN O1 H12 SING N N 40 NQN C16 H13 SING N N 41 NQN C16 H14 SING N N 42 NQN C16 H15 SING N N 43 NQN C12 H16 SING N N 44 NQN C12 H17 SING N N 45 NQN C12 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 NQN InChI InChI 1.03 "InChI=1S/C18H18ClN5O2/c1-11(25)6-8-24-16-9-12(3-4-15(16)23(2)18(24)26)22-14-5-7-21-17(19)13(14)10-20/h3-5,7,9,11,25H,6,8H2,1-2H3,(H,21,22)/t11-/m1/s1" NQN InChIKey InChI 1.03 YEBUIPXITBJLFQ-LLVKDONJSA-N NQN SMILES_CANONICAL CACTVS 3.385 "C[C@@H](O)CCN1C(=O)N(C)c2ccc(Nc3ccnc(Cl)c3C#N)cc12" NQN SMILES CACTVS 3.385 "C[CH](O)CCN1C(=O)N(C)c2ccc(Nc3ccnc(Cl)c3C#N)cc12" NQN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H](CCN1c2cc(ccc2N(C1=O)C)Nc3ccnc(c3C#N)Cl)O" NQN SMILES "OpenEye OEToolkits" 2.0.7 "CC(CCN1c2cc(ccc2N(C1=O)C)Nc3ccnc(c3C#N)Cl)O" # _pdbx_chem_comp_identifier.comp_id NQN _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-[(3~{R})-3-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 NQN "Create component" 2019-12-11 PDBE NQN "Initial release" 2020-04-22 RCSB ##