data_3DX # _chem_comp.id 3DX _chem_comp.name "3-[4-(4-methylpiperazin-1-yl)phenyl]-9H-pyrrolo[2,3-b:5,4-c']dipyridine-6-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 N6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-07-30 _chem_comp.pdbx_modified_date 2014-12-12 _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 368.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3DX _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 4QYH _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 3DX N6 N6 N 0 1 N N N 9.001 5.819 14.913 -6.839 -4.051 -0.186 N6 3DX 1 3DX C22 C22 C 0 1 N N N 8.442 6.498 15.668 -6.479 -2.976 -0.113 C22 3DX 2 3DX C9 C9 C 0 1 Y N N 7.852 7.266 16.513 -6.026 -1.621 -0.020 C9 3DX 3 3DX N3 N3 N 0 1 Y N N 8.601 8.259 17.047 -6.914 -0.637 0.108 N3 3DX 4 3DX C10 C10 C 0 1 Y N N 8.103 9.131 17.935 -6.558 0.624 0.198 C10 3DX 5 3DX C7 C7 C 0 1 Y N N 6.778 9.036 18.324 -5.213 0.988 0.162 C7 3DX 6 3DX N2 N2 N 0 1 Y N N 5.999 9.761 19.176 -4.564 2.204 0.234 N2 3DX 7 3DX C2 C2 C 0 1 Y N N 4.755 9.231 19.190 -3.198 2.029 0.152 C2 3DX 8 3DX C8 C8 C 0 1 Y N N 6.499 7.123 16.865 -4.661 -1.347 -0.059 C8 3DX 9 3DX C6 C6 C 0 1 Y N N 5.978 8.035 17.793 -4.244 -0.022 0.027 C6 3DX 10 3DX C1 C1 C 0 1 Y N N 4.713 8.162 18.334 -2.937 0.653 0.021 C1 3DX 11 3DX C5 C5 C 0 1 Y N N 3.519 7.450 18.170 -1.622 0.208 -0.076 C5 3DX 12 3DX C4 C4 C 0 1 Y N N 2.397 7.896 18.903 -0.602 1.160 -0.047 C4 3DX 13 3DX C3 C3 C 0 1 Y N N 2.525 8.998 19.759 -0.938 2.509 0.077 C3 3DX 14 3DX N1 N1 N 0 1 Y N N 3.687 9.654 19.896 -2.191 2.894 0.176 N1 3DX 15 3DX C11 C11 C 0 1 Y N N 1.057 7.226 18.811 0.819 0.744 -0.146 C11 3DX 16 3DX C16 C16 C 0 1 Y N N 0.691 6.522 17.661 1.144 -0.605 -0.274 C16 3DX 17 3DX C15 C15 C 0 1 Y N N -0.554 5.902 17.569 2.465 -0.989 -0.366 C15 3DX 18 3DX C14 C14 C 0 1 Y N N -1.482 5.979 18.619 3.472 -0.032 -0.330 C14 3DX 19 3DX C13 C13 C 0 1 Y N N -1.117 6.687 19.763 3.150 1.314 -0.201 C13 3DX 20 3DX C12 C12 C 0 1 Y N N 0.128 7.307 19.859 1.831 1.703 -0.116 C12 3DX 21 3DX N4 N4 N 0 1 N N N -2.702 5.358 18.566 4.809 -0.424 -0.422 N4 3DX 22 3DX C20 C20 C 0 1 N N N -2.925 4.298 17.581 5.147 -1.397 0.626 C20 3DX 23 3DX C19 C19 C 0 1 N N N -3.811 3.276 18.275 6.594 -1.860 0.441 C19 3DX 24 3DX N5 N5 N 0 1 N N N -5.065 3.902 18.735 7.489 -0.696 0.500 N5 3DX 25 3DX C21 C21 C 0 1 N N N -5.879 2.885 19.436 8.895 -1.108 0.403 C21 3DX 26 3DX C18 C18 C 0 1 N N N -4.784 5.052 19.626 7.151 0.278 -0.548 C18 3DX 27 3DX C17 C17 C 0 1 N N N -3.912 6.090 18.925 5.704 0.740 -0.363 C17 3DX 28 3DX H1 H1 H 0 1 N N N 8.734 9.905 18.346 -7.315 1.387 0.300 H1 3DX 29 3DX H2 H2 H 0 1 N N N 6.299 10.555 19.704 -5.006 3.061 0.329 H2 3DX 30 3DX H3 H3 H 0 1 N N N 5.886 6.343 16.438 -3.941 -2.146 -0.158 H3 3DX 31 3DX H4 H4 H 0 1 N N N 3.458 6.596 17.511 -1.397 -0.844 -0.170 H4 3DX 32 3DX H5 H5 H 0 1 N N N 1.665 9.328 20.323 -0.152 3.250 0.101 H5 3DX 33 3DX H6 H6 H 0 1 N N N 1.381 6.457 16.833 0.361 -1.349 -0.302 H6 3DX 34 3DX H7 H7 H 0 1 N N N -0.809 5.353 16.675 2.717 -2.035 -0.466 H7 3DX 35 3DX H8 H8 H 0 1 N N N -1.810 6.756 20.588 3.935 2.056 -0.172 H8 3DX 36 3DX H9 H9 H 0 1 N N N 0.381 7.858 20.753 1.581 2.749 -0.021 H9 3DX 37 3DX H10 H10 H 0 1 N N N -1.969 3.840 17.286 5.036 -0.931 1.605 H10 3DX 38 3DX H11 H11 H 0 1 N N N -3.429 4.701 16.690 4.478 -2.256 0.553 H11 3DX 39 3DX H12 H12 H 0 1 N N N -4.049 2.466 17.570 6.856 -2.560 1.235 H12 3DX 40 3DX H13 H13 H 0 1 N N N -3.275 2.862 19.142 6.699 -2.351 -0.526 H13 3DX 41 3DX H15 H15 H 0 1 N N N -6.817 3.342 19.784 9.058 -1.626 -0.542 H15 3DX 42 3DX H16 H16 H 0 1 N N N -6.107 2.059 18.746 9.536 -0.227 0.449 H16 3DX 43 3DX H17 H17 H 0 1 N N N -5.318 2.498 20.299 9.137 -1.776 1.230 H17 3DX 44 3DX H18 H18 H 0 1 N N N -5.735 5.521 19.919 7.819 1.136 -0.475 H18 3DX 45 3DX H19 H19 H 0 1 N N N -4.261 4.691 20.524 7.263 -0.188 -1.527 H19 3DX 46 3DX H20 H20 H 0 1 N N N -3.677 6.924 19.603 5.442 1.441 -1.157 H20 3DX 47 3DX H21 H21 H 0 1 N N N -4.414 6.478 18.027 5.599 1.231 0.604 H21 3DX 48 # 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 3DX N6 C22 TRIP N N 1 3DX C22 C9 SING N N 2 3DX C9 C8 DOUB Y N 3 3DX C9 N3 SING Y N 4 3DX C8 C6 SING Y N 5 3DX N3 C10 DOUB Y N 6 3DX C15 C16 DOUB Y N 7 3DX C15 C14 SING Y N 8 3DX C20 C19 SING N N 9 3DX C20 N4 SING N N 10 3DX C16 C11 SING Y N 11 3DX C6 C7 DOUB Y N 12 3DX C6 C1 SING Y N 13 3DX C10 C7 SING Y N 14 3DX C5 C1 DOUB Y N 15 3DX C5 C4 SING Y N 16 3DX C19 N5 SING N N 17 3DX C7 N2 SING Y N 18 3DX C1 C2 SING Y N 19 3DX N4 C14 SING N N 20 3DX N4 C17 SING N N 21 3DX C14 C13 DOUB Y N 22 3DX N5 C21 SING N N 23 3DX N5 C18 SING N N 24 3DX C11 C4 SING N N 25 3DX C11 C12 DOUB Y N 26 3DX C4 C3 DOUB Y N 27 3DX C17 C18 SING N N 28 3DX N2 C2 SING Y N 29 3DX C2 N1 DOUB Y N 30 3DX C3 N1 SING Y N 31 3DX C13 C12 SING Y N 32 3DX C10 H1 SING N N 33 3DX N2 H2 SING N N 34 3DX C8 H3 SING N N 35 3DX C5 H4 SING N N 36 3DX C3 H5 SING N N 37 3DX C16 H6 SING N N 38 3DX C15 H7 SING N N 39 3DX C13 H8 SING N N 40 3DX C12 H9 SING N N 41 3DX C20 H10 SING N N 42 3DX C20 H11 SING N N 43 3DX C19 H12 SING N N 44 3DX C19 H13 SING N N 45 3DX C21 H15 SING N N 46 3DX C21 H16 SING N N 47 3DX C21 H17 SING N N 48 3DX C18 H18 SING N N 49 3DX C18 H19 SING N N 50 3DX C17 H20 SING N N 51 3DX C17 H21 SING N N 52 # 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 3DX SMILES ACDLabs 12.01 "N#Cc5ncc2c(c1cc(cnc1n2)c3ccc(cc3)N4CCN(C)CC4)c5" 3DX InChI InChI 1.03 "InChI=1S/C22H20N6/c1-27-6-8-28(9-7-27)18-4-2-15(3-5-18)16-10-20-19-11-17(12-23)24-14-21(19)26-22(20)25-13-16/h2-5,10-11,13-14H,6-9H2,1H3,(H,25,26)" 3DX InChIKey InChI 1.03 PVRJSOWSQUNARV-UHFFFAOYSA-N 3DX SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CC1)c2ccc(cc2)c3cnc4[nH]c5cnc(cc5c4c3)C#N" 3DX SMILES CACTVS 3.385 "CN1CCN(CC1)c2ccc(cc2)c3cnc4[nH]c5cnc(cc5c4c3)C#N" 3DX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)c2ccc(cc2)c3cc4c5cc(ncc5[nH]c4nc3)C#N" 3DX SMILES "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)c2ccc(cc2)c3cc4c5cc(ncc5[nH]c4nc3)C#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 3DX "SYSTEMATIC NAME" ACDLabs 12.01 "3-[4-(4-methylpiperazin-1-yl)phenyl]-9H-pyrrolo[2,3-b:5,4-c']dipyridine-6-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 3DX "Create component" 2014-07-30 RCSB 3DX "Initial release" 2014-12-17 RCSB #