data_3QS # _chem_comp.id 3QS _chem_comp.name "1-cyclopentyl-N-[2-(4-methoxypiperidin-1-yl)pyrimidin-4-yl]-1H-pyrrolo[3,2-c]pyridin-6-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H28 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-09 _chem_comp.pdbx_modified_date 2014-11-21 _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 392.497 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3QS _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 4RJ3 _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 3QS C4 C4 C 0 1 N N N -2.345 -22.617 45.486 5.896 0.764 -1.190 C4 3QS 1 3QS C5 C5 C 0 1 N N N -3.638 -23.451 45.401 5.166 -0.456 -0.624 C5 3QS 2 3QS C11 C11 C 0 1 Y N N -5.152 -25.838 42.466 3.061 -3.546 0.430 C11 3QS 3 3QS C7 C7 C 0 1 N N N -2.346 -25.470 46.329 3.360 0.935 0.199 C7 3QS 4 3QS C8 C8 C 0 1 N N N -1.065 -24.643 46.210 4.036 2.196 -0.343 C8 3QS 5 3QS C9 C9 C 0 1 Y N N -3.754 -25.661 44.316 3.021 -1.346 -0.260 C9 3QS 6 3QS C12 C12 C 0 1 Y N N -4.548 -27.044 42.130 1.682 -3.546 0.491 C12 3QS 7 3QS C13 C13 C 0 1 Y N N -3.518 -27.533 42.944 1.000 -2.375 0.155 C13 3QS 8 3QS C3 C3 C 0 1 N N N -1.438 -23.200 46.582 5.554 1.995 -0.346 C3 3QS 9 3QS C1 C1 C 0 1 N N N 0.214 -22.392 48.114 6.376 3.004 1.667 C1 3QS 10 3QS O2 O2 O 0 1 N N N -0.258 -22.411 46.763 6.012 1.797 0.993 O2 3QS 11 3QS N6 N6 N 0 1 N N N -3.392 -24.918 45.435 3.718 -0.214 -0.644 N6 3QS 12 3QS N10 N10 N 0 1 Y N N -4.731 -25.182 43.550 3.694 -2.442 0.058 N10 3QS 13 3QS N14 N14 N 0 1 Y N N -3.145 -26.820 44.021 1.698 -1.304 -0.210 N14 3QS 14 3QS N15 N15 N 0 1 N N N -2.943 -28.748 42.573 -0.386 -2.329 0.201 N15 3QS 15 3QS C16 C16 C 0 1 Y N N -1.869 -29.406 43.185 -1.052 -1.126 -0.029 C16 3QS 16 3QS C17 C17 C 0 1 Y N N -1.025 -28.774 44.102 -2.427 -1.071 0.128 C17 3QS 17 3QS C18 C18 C 0 1 Y N N 0.020 -29.484 44.672 -3.081 0.135 -0.105 C18 3QS 18 3QS C19 C19 C 0 1 Y N N 0.198 -30.837 44.288 -2.306 1.250 -0.493 C19 3QS 19 3QS C20 C20 C 0 1 Y N N 1.359 -31.315 45.045 -3.251 2.356 -0.663 C20 3QS 20 3QS C21 C21 C 0 1 Y N N 1.788 -30.292 45.796 -4.472 1.874 -0.384 C21 3QS 21 3QS N22 N22 N 0 1 Y N N 1.007 -29.176 45.581 -4.387 0.548 -0.049 N22 3QS 22 3QS C23 C23 C 0 1 N N N 1.142 -27.871 46.245 -5.523 -0.303 0.314 C23 3QS 23 3QS C24 C24 C 0 1 N N N 0.430 -27.955 47.623 -6.274 0.304 1.518 C24 3QS 24 3QS C25 C25 C 0 1 N N N 1.199 -26.994 48.574 -7.430 1.111 0.877 C25 3QS 25 3QS C26 C26 C 0 1 N N N 2.359 -26.412 47.714 -7.858 0.211 -0.309 C26 3QS 26 3QS C27 C27 C 0 1 N N N 2.579 -27.504 46.641 -6.531 -0.362 -0.847 C27 3QS 27 3QS C28 C28 C 0 1 Y N N -0.689 -31.406 43.365 -0.928 1.107 -0.628 C28 3QS 28 3QS N29 N29 N 0 1 Y N N -1.678 -30.683 42.847 -0.355 -0.056 -0.390 N29 3QS 29 3QS H1 H1 H 0 1 N N N -1.822 -22.650 44.519 6.972 0.591 -1.161 H1 3QS 30 3QS H2 H2 H 0 1 N N N -2.595 -21.574 45.732 5.582 0.931 -2.221 H2 3QS 31 3QS H3 H3 H 0 1 N N N -4.152 -23.204 44.460 5.396 -1.331 -1.232 H3 3QS 32 3QS H4 H4 H 0 1 N N N -4.282 -23.185 46.252 5.491 -0.630 0.401 H4 3QS 33 3QS H5 H5 H 0 1 N N N -5.950 -25.437 41.859 3.619 -4.434 0.687 H5 3QS 34 3QS H6 H6 H 0 1 N N N -2.703 -25.440 47.369 3.694 0.754 1.220 H6 3QS 35 3QS H7 H7 H 0 1 N N N -2.135 -26.511 46.043 2.278 1.069 0.189 H7 3QS 36 3QS H8 H8 H 0 1 N N N -0.300 -25.027 46.900 3.692 2.385 -1.360 H8 3QS 37 3QS H9 H9 H 0 1 N N N -0.682 -24.682 45.180 3.783 3.046 0.292 H9 3QS 38 3QS H10 H10 H 0 1 N N N -4.867 -27.594 41.257 1.142 -4.433 0.791 H10 3QS 39 3QS H11 H11 H 0 1 N N N -2.010 -23.226 47.521 6.037 2.875 -0.771 H11 3QS 40 3QS H12 H12 H 0 1 N N N 1.119 -21.770 48.178 5.512 3.667 1.717 H12 3QS 41 3QS H13 H13 H 0 1 N N N -0.565 -21.974 48.769 6.713 2.769 2.677 H13 3QS 42 3QS H14 H14 H 0 1 N N N 0.451 -23.417 48.434 7.181 3.496 1.121 H14 3QS 43 3QS H15 H15 H 0 1 N N N -3.344 -29.202 41.778 -0.891 -3.134 0.394 H15 3QS 44 3QS H16 H16 H 0 1 N N N -1.186 -27.739 44.365 -2.982 -1.948 0.426 H16 3QS 45 3QS H17 H17 H 0 1 N N N 1.788 -32.305 45.005 -3.010 3.367 -0.956 H17 3QS 46 3QS H18 H18 H 0 1 N N N 2.627 -30.335 46.474 -5.387 2.448 -0.419 H18 3QS 47 3QS H19 H19 H 0 1 N N N 0.697 -27.068 45.639 -5.175 -1.307 0.558 H19 3QS 48 3QS H20 H20 H 0 1 N N N -0.619 -27.638 47.529 -6.668 -0.485 2.159 H20 3QS 49 3QS H21 H21 H 0 1 N N N 0.469 -28.984 48.009 -5.617 0.964 2.084 H21 3QS 50 3QS H22 H22 H 0 1 N N N 0.538 -26.188 48.926 -8.252 1.236 1.582 H22 3QS 51 3QS H23 H23 H 0 1 N N N 1.598 -27.545 49.439 -7.076 2.079 0.523 H23 3QS 52 3QS H24 H24 H 0 1 N N N 3.265 -26.265 48.320 -8.508 -0.592 0.036 H24 3QS 53 3QS H25 H25 H 0 1 N N N 2.068 -25.457 47.252 -8.359 0.803 -1.076 H25 3QS 54 3QS H26 H26 H 0 1 N N N 3.110 -28.372 47.059 -6.174 0.242 -1.682 H26 3QS 55 3QS H27 H27 H 0 1 N N N 3.140 -27.110 45.781 -6.672 -1.394 -1.167 H27 3QS 56 3QS H28 H28 H 0 1 N N N -0.569 -32.439 43.072 -0.326 1.953 -0.924 H28 3QS 57 # 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 3QS C12 C11 DOUB Y N 1 3QS C12 C13 SING Y N 2 3QS C11 N10 SING Y N 3 3QS N15 C13 SING N N 4 3QS N15 C16 SING N N 5 3QS N29 C16 DOUB Y N 6 3QS N29 C28 SING Y N 7 3QS C13 N14 DOUB Y N 8 3QS C16 C17 SING Y N 9 3QS C28 C19 DOUB Y N 10 3QS N10 C9 DOUB Y N 11 3QS N14 C9 SING Y N 12 3QS C17 C18 DOUB Y N 13 3QS C19 C18 SING Y N 14 3QS C19 C20 SING Y N 15 3QS C9 N6 SING N N 16 3QS C18 N22 SING Y N 17 3QS C20 C21 DOUB Y N 18 3QS C5 N6 SING N N 19 3QS C5 C4 SING N N 20 3QS N6 C7 SING N N 21 3QS C4 C3 SING N N 22 3QS N22 C21 SING Y N 23 3QS N22 C23 SING N N 24 3QS C8 C7 SING N N 25 3QS C8 C3 SING N N 26 3QS C23 C27 SING N N 27 3QS C23 C24 SING N N 28 3QS C3 O2 SING N N 29 3QS C27 C26 SING N N 30 3QS O2 C1 SING N N 31 3QS C24 C25 SING N N 32 3QS C26 C25 SING N N 33 3QS C4 H1 SING N N 34 3QS C4 H2 SING N N 35 3QS C5 H3 SING N N 36 3QS C5 H4 SING N N 37 3QS C11 H5 SING N N 38 3QS C7 H6 SING N N 39 3QS C7 H7 SING N N 40 3QS C8 H8 SING N N 41 3QS C8 H9 SING N N 42 3QS C12 H10 SING N N 43 3QS C3 H11 SING N N 44 3QS C1 H12 SING N N 45 3QS C1 H13 SING N N 46 3QS C1 H14 SING N N 47 3QS N15 H15 SING N N 48 3QS C17 H16 SING N N 49 3QS C20 H17 SING N N 50 3QS C21 H18 SING N N 51 3QS C23 H19 SING N N 52 3QS C24 H20 SING N N 53 3QS C24 H21 SING N N 54 3QS C25 H22 SING N N 55 3QS C25 H23 SING N N 56 3QS C26 H24 SING N N 57 3QS C26 H25 SING N N 58 3QS C27 H26 SING N N 59 3QS C27 H27 SING N N 60 3QS C28 H28 SING N N 61 # 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 3QS SMILES ACDLabs 12.01 "n1ccc(nc1N2CCC(OC)CC2)Nc3ncc4c(c3)n(cc4)C5CCCC5" 3QS InChI InChI 1.03 "InChI=1S/C22H28N6O/c1-29-18-8-11-27(12-9-18)22-23-10-6-20(26-22)25-21-14-19-16(15-24-21)7-13-28(19)17-4-2-3-5-17/h6-7,10,13-15,17-18H,2-5,8-9,11-12H2,1H3,(H,23,24,25,26)" 3QS InChIKey InChI 1.03 BYMFSZLMPVZBJV-UHFFFAOYSA-N 3QS SMILES_CANONICAL CACTVS 3.385 "COC1CCN(CC1)c2nccc(Nc3cc4n(ccc4cn3)C5CCCC5)n2" 3QS SMILES CACTVS 3.385 "COC1CCN(CC1)c2nccc(Nc3cc4n(ccc4cn3)C5CCCC5)n2" 3QS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COC1CCN(CC1)c2nccc(n2)Nc3cc4c(ccn4C5CCCC5)cn3" 3QS SMILES "OpenEye OEToolkits" 1.7.6 "COC1CCN(CC1)c2nccc(n2)Nc3cc4c(ccn4C5CCCC5)cn3" # 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 3QS "SYSTEMATIC NAME" ACDLabs 12.01 "1-cyclopentyl-N-[2-(4-methoxypiperidin-1-yl)pyrimidin-4-yl]-1H-pyrrolo[3,2-c]pyridin-6-amine" 3QS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-cyclopentyl-N-[2-(4-methoxypiperidin-1-yl)pyrimidin-4-yl]pyrrolo[3,2-c]pyridin-6-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3QS "Create component" 2014-10-09 RCSB 3QS "Initial release" 2014-11-26 RCSB #