data_JUJ # _chem_comp.id JUJ _chem_comp.name "1-[9-(6-aminopyridin-3-yl)-6,7-dichloro-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl]-2-hydroxyethan-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H16 Cl2 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-09-24 _chem_comp.pdbx_modified_date 2019-05-24 _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 391.251 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JUJ _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 6MJW _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 JUJ C13 C1 C 0 1 N N N 37.804 13.791 11.475 2.551 2.645 1.146 C13 JUJ 1 JUJ C20 C2 C 0 1 Y N N 33.416 10.150 10.803 -0.190 -2.153 0.085 C20 JUJ 2 JUJ C21 C3 C 0 1 Y N N 32.416 9.792 11.663 0.652 -2.286 1.186 C21 JUJ 3 JUJ C26 C4 C 0 1 Y N N 33.183 11.122 9.851 -0.079 -3.067 -0.971 C26 JUJ 4 JUJ O01 O1 O 0 1 N N N 36.402 17.611 10.325 6.005 2.017 -1.281 O01 JUJ 5 JUJ C02 C5 C 0 1 N N N 37.130 16.428 10.125 4.921 2.398 -0.431 C02 JUJ 6 JUJ C03 C6 C 0 1 N N N 36.211 15.201 10.099 3.922 1.273 -0.355 C03 JUJ 7 JUJ O04 O2 O 0 1 N N N 35.187 15.241 9.529 4.119 0.245 -0.969 O04 JUJ 8 JUJ N05 N1 N 0 1 N N N 36.572 13.967 10.765 2.810 1.408 0.394 N05 JUJ 9 JUJ C06 C7 C 0 1 N N N 35.677 12.786 10.733 1.820 0.320 0.483 C06 JUJ 10 JUJ C07 C8 C 0 1 Y N N 36.426 11.420 10.866 0.451 0.943 0.356 C07 JUJ 11 JUJ C08 C9 C 0 1 Y N N 35.996 10.049 10.945 -0.823 0.289 0.162 C08 JUJ 12 JUJ C09 C10 C 0 1 Y N N 37.125 9.293 11.062 -1.791 1.324 0.112 C09 JUJ 13 JUJ N10 N2 N 0 1 Y N N 38.190 10.134 11.063 -1.128 2.508 0.265 N10 JUJ 14 JUJ C11 C11 C 0 1 Y N N 37.764 11.408 10.934 0.215 2.273 0.407 C11 JUJ 15 JUJ C12 C12 C 0 1 N N N 38.572 12.664 10.897 1.293 3.319 0.588 C12 JUJ 16 JUJ C14 C13 C 0 1 Y N N 37.012 7.895 11.159 -3.141 1.027 -0.069 C14 JUJ 17 JUJ CL2 CL1 CL 0 0 N N N 38.378 6.783 11.290 -4.340 2.281 -0.134 CL2 JUJ 18 JUJ C16 C14 C 0 1 Y N N 35.785 7.298 11.145 -3.489 -0.310 -0.195 C16 JUJ 19 JUJ CL1 CL2 CL 0 0 N N N 35.699 5.534 11.257 -5.159 -0.723 -0.422 CL1 JUJ 20 JUJ C18 C15 C 0 1 Y N N 34.632 8.048 11.026 -2.552 -1.326 -0.146 C18 JUJ 21 JUJ C19 C16 C 0 1 Y N N 34.735 9.413 10.922 -1.193 -1.064 0.033 C19 JUJ 22 JUJ N22 N3 N 0 1 Y N N 31.248 10.374 11.623 1.545 -3.254 1.237 N22 JUJ 23 JUJ C23 C17 C 0 1 Y N N 30.982 11.306 10.745 1.679 -4.131 0.254 C23 JUJ 24 JUJ N24 N4 N 0 1 N N N 29.659 11.906 10.763 2.636 -5.133 0.355 N24 JUJ 25 JUJ C25 C18 C 0 1 Y N N 31.935 11.713 9.831 0.870 -4.065 -0.878 C25 JUJ 26 JUJ H1 H1 H 0 1 N N N 38.400 14.712 11.402 2.401 2.407 2.199 H1 JUJ 27 JUJ H2 H2 H 0 1 N N N 37.587 13.578 12.532 3.401 3.319 1.043 H2 JUJ 28 JUJ H3 H3 H 0 1 N N N 32.595 9.013 12.389 0.572 -1.589 2.008 H3 JUJ 29 JUJ H4 H4 H 0 1 N N N 33.949 11.410 9.147 -0.720 -2.992 -1.837 H4 JUJ 30 JUJ H5 H5 H 0 1 N N N 35.482 17.451 10.148 6.687 2.695 -1.376 H5 JUJ 31 JUJ H6 H6 H 0 1 N N N 37.857 16.313 10.943 5.301 2.615 0.567 H6 JUJ 32 JUJ H7 H7 H 0 1 N N N 37.664 16.495 9.166 4.437 3.287 -0.836 H7 JUJ 33 JUJ H8 H8 H 0 1 N N N 34.961 12.871 11.564 1.979 -0.393 -0.326 H8 JUJ 34 JUJ H9 H9 H 0 1 N N N 35.132 12.790 9.778 1.909 -0.184 1.445 H9 JUJ 35 JUJ H10 H10 H 0 1 N N N 39.146 9.852 11.147 -1.545 3.384 0.272 H10 JUJ 36 JUJ H11 H11 H 0 1 N N N 39.494 12.518 11.478 0.946 4.082 1.286 H11 JUJ 37 JUJ H12 H12 H 0 1 N N N 38.829 12.898 9.854 1.520 3.778 -0.374 H12 JUJ 38 JUJ H13 H13 H 0 1 N N N 33.664 7.568 11.015 -2.880 -2.350 -0.250 H13 JUJ 39 JUJ H14 H14 H 0 1 N N N 29.114 11.490 11.491 3.200 -5.188 1.142 H14 JUJ 40 JUJ H15 H15 H 0 1 N N N 29.741 12.889 10.928 2.740 -5.779 -0.362 H15 JUJ 41 JUJ H16 H16 H 0 1 N N N 31.707 12.484 9.110 0.984 -4.787 -1.673 H16 JUJ 42 # # 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 JUJ O04 C03 DOUB N N 1 JUJ C25 C26 DOUB Y N 2 JUJ C25 C23 SING Y N 3 JUJ C26 C20 SING Y N 4 JUJ C03 C02 SING N N 5 JUJ C03 N05 SING N N 6 JUJ C02 O01 SING N N 7 JUJ C06 N05 SING N N 8 JUJ C06 C07 SING N N 9 JUJ C23 N24 SING N N 10 JUJ C23 N22 DOUB Y N 11 JUJ N05 C13 SING N N 12 JUJ C20 C19 SING N N 13 JUJ C20 C21 DOUB Y N 14 JUJ C07 C11 DOUB Y N 15 JUJ C07 C08 SING Y N 16 JUJ C12 C11 SING N N 17 JUJ C12 C13 SING N N 18 JUJ C19 C08 DOUB Y N 19 JUJ C19 C18 SING Y N 20 JUJ C11 N10 SING Y N 21 JUJ C08 C09 SING Y N 22 JUJ C18 C16 DOUB Y N 23 JUJ C09 N10 SING Y N 24 JUJ C09 C14 DOUB Y N 25 JUJ C16 C14 SING Y N 26 JUJ C16 CL1 SING N N 27 JUJ C14 CL2 SING N N 28 JUJ N22 C21 SING Y N 29 JUJ C13 H1 SING N N 30 JUJ C13 H2 SING N N 31 JUJ C21 H3 SING N N 32 JUJ C26 H4 SING N N 33 JUJ O01 H5 SING N N 34 JUJ C02 H6 SING N N 35 JUJ C02 H7 SING N N 36 JUJ C06 H8 SING N N 37 JUJ C06 H9 SING N N 38 JUJ N10 H10 SING N N 39 JUJ C12 H11 SING N N 40 JUJ C12 H12 SING N N 41 JUJ C18 H13 SING N N 42 JUJ N24 H14 SING N N 43 JUJ N24 H15 SING N N 44 JUJ C25 H16 SING N N 45 # # 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 JUJ SMILES ACDLabs 12.01 "C4N(C(CO)=O)Cc1c(nc3c1c(c2cnc(N)cc2)cc(c3Cl)Cl)C4" JUJ InChI InChI 1.03 "InChI=1S/C18H16Cl2N4O2/c19-12-5-10(9-1-2-14(21)22-6-9)16-11-7-24(15(26)8-25)4-3-13(11)23-18(16)17(12)20/h1-2,5-6,23,25H,3-4,7-8H2,(H2,21,22)" JUJ InChIKey InChI 1.03 VVUOUIPXYFIWLE-UHFFFAOYSA-N JUJ SMILES_CANONICAL CACTVS 3.385 "Nc1ccc(cn1)c2cc(Cl)c(Cl)c3[nH]c4CCN(Cc4c23)C(=O)CO" JUJ SMILES CACTVS 3.385 "Nc1ccc(cn1)c2cc(Cl)c(Cl)c3[nH]c4CCN(Cc4c23)C(=O)CO" JUJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ncc1c2cc(c(c3c2c4c([nH]3)CCN(C4)C(=O)CO)Cl)Cl)N" JUJ SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ncc1c2cc(c(c3c2c4c([nH]3)CCN(C4)C(=O)CO)Cl)Cl)N" # # 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 JUJ "SYSTEMATIC NAME" ACDLabs 12.01 "1-[9-(6-aminopyridin-3-yl)-6,7-dichloro-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl]-2-hydroxyethan-1-one" JUJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[9-(6-azanylpyridin-3-yl)-6,7-bis(chloranyl)-1,3,4,5-tetrahydropyrido[4,3-b]indol-2-yl]-2-oxidanyl-ethanone" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site JUJ "Create component" 2018-09-24 RCSB JUJ "Initial release" 2019-05-29 RCSB ##