data_1J6 # _chem_comp.id 1J6 _chem_comp.name "(trans-4-{2-[(1R)-1-hydroxyethyl]imidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl}cyclohexyl)acetonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H21 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-14 _chem_comp.pdbx_modified_date 2013-05-17 _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 323.392 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1J6 _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 4IVC _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 1J6 C1 C1 C 0 1 N N N 10.809 57.162 -1.682 2.069 -3.652 -1.434 C1 1J6 1 1J6 C2 C2 C 0 1 N N R 9.762 56.565 -0.729 1.920 -3.106 -0.013 C2 1J6 2 1J6 O4 O4 O 0 1 N N N 10.329 56.235 0.545 2.955 -3.642 0.814 O4 1J6 3 1J6 C5 C5 C 0 1 Y N N 8.625 57.516 -0.467 2.026 -1.603 -0.040 C5 1J6 4 1J6 N6 N6 N 0 1 Y N N 7.464 57.169 0.160 0.974 -0.743 0.057 N6 1J6 5 1J6 C7 C7 C 0 1 Y N N 6.691 58.323 0.224 1.479 0.531 -0.006 C7 1J6 6 1J6 C8 C8 C 0 1 Y N N 7.445 59.340 -0.402 2.870 0.396 -0.144 C8 1J6 7 1J6 N9 N9 N 0 1 Y N N 8.616 58.779 -0.788 3.137 -0.935 -0.152 N9 1J6 8 1J6 C10 C10 C 0 1 Y N N 6.920 60.633 -0.509 3.655 1.551 -0.235 C10 1J6 9 1J6 N11 N11 N 0 1 Y N N 5.730 60.943 -0.047 3.112 2.746 -0.192 N11 1J6 10 1J6 C12 C12 C 0 1 Y N N 4.974 60.014 0.536 1.800 2.929 -0.063 C12 1J6 11 1J6 C13 C13 C 0 1 Y N N 5.424 58.686 0.698 0.938 1.824 0.035 C13 1J6 12 1J6 C14 C14 C 0 1 Y N N 4.338 57.964 1.358 -0.413 2.368 0.164 C14 1J6 13 1J6 C15 C15 C 0 1 Y N N 3.349 58.841 1.550 -0.300 3.706 0.140 C15 1J6 14 1J6 N16 N16 N 0 1 Y N N 3.735 60.073 1.075 1.016 4.057 0.003 N16 1J6 15 1J6 C18 C18 C 0 1 N N N 7.160 55.823 0.661 -0.436 -1.112 0.202 C18 1J6 16 1J6 C20 C20 C 0 1 N N N 6.828 55.888 2.163 -0.984 -0.530 1.507 C20 1J6 17 1J6 C21 C21 C 0 1 N N N 6.508 54.482 2.683 -2.457 -0.915 1.658 C21 1J6 18 1J6 C22 C22 C 0 1 N N N 5.422 53.758 1.872 -3.254 -0.357 0.477 C22 1J6 19 1J6 C24 C24 C 0 1 N N N 5.700 53.781 0.347 -2.706 -0.938 -0.828 C24 1J6 20 1J6 C25 C25 C 0 1 N N N 5.997 55.207 -0.127 -1.233 -0.553 -0.979 C25 1J6 21 1J6 C26 C26 C 0 1 N N N 5.325 52.307 2.409 -4.727 -0.741 0.628 C26 1J6 22 1J6 C27 C27 C 0 1 N N N 4.150 51.655 1.762 -5.512 -0.105 -0.442 C27 1J6 23 1J6 N28 N28 N 0 1 N N N 3.254 51.255 1.162 -6.119 0.386 -1.268 N28 1J6 24 1J6 H1 H1 H 0 1 N N N 11.617 56.433 -1.843 3.040 -3.364 -1.835 H1 1J6 25 1J6 H2 H2 H 0 1 N N N 10.334 57.401 -2.645 1.992 -4.740 -1.415 H2 1J6 26 1J6 H3 H3 H 0 1 N N N 11.225 58.080 -1.241 1.279 -3.243 -2.065 H3 1J6 27 1J6 H4 H4 H 0 1 N N N 9.355 55.656 -1.195 0.948 -3.394 0.387 H4 1J6 28 1J6 H5 H5 H 0 1 N N N 9.656 55.870 1.107 3.849 -3.424 0.516 H5 1J6 29 1J6 H6 H6 H 0 1 N N N 7.512 61.400 -0.986 4.726 1.458 -0.341 H6 1J6 30 1J6 H8 H8 H 0 1 N N N 4.336 56.921 1.637 -1.328 1.802 0.262 H8 1J6 31 1J6 H9 H9 H 0 1 N N N 2.396 58.618 2.006 -1.123 4.401 0.214 H9 1J6 32 1J6 H10 H10 H 0 1 N N N 8.044 55.181 0.531 -0.528 -2.198 0.221 H10 1J6 33 1J6 H11 H11 H 0 1 N N N 7.692 56.293 2.711 -0.417 -0.928 2.348 H11 1J6 34 1J6 H12 H12 H 0 1 N N N 5.957 56.542 2.317 -0.892 0.556 1.487 H12 1J6 35 1J6 H13 H13 H 0 1 N N N 6.166 54.566 3.725 -2.549 -2.001 1.677 H13 1J6 36 1J6 H14 H14 H 0 1 N N N 7.428 53.880 2.647 -2.847 -0.501 2.587 H14 1J6 37 1J6 H15 H15 H 0 1 N N N 4.460 54.258 2.055 -3.162 0.729 0.457 H15 1J6 38 1J6 H16 H16 H 0 1 N N N 4.817 53.399 -0.187 -2.798 -2.024 -0.809 H16 1J6 39 1J6 H17 H17 H 0 1 N N N 6.567 53.140 0.128 -3.273 -0.541 -1.670 H17 1J6 40 1J6 H18 H18 H 0 1 N N N 6.260 55.183 -1.195 -1.141 0.532 -0.999 H18 1J6 41 1J6 H19 H19 H 0 1 N N N 5.099 55.827 0.015 -0.843 -0.968 -1.909 H19 1J6 42 1J6 H20 H20 H 0 1 N N N 5.190 52.321 3.501 -4.828 -1.824 0.558 H20 1J6 43 1J6 H21 H21 H 0 1 N N N 6.243 51.754 2.160 -5.093 -0.404 1.597 H21 1J6 44 1J6 H7 H7 H 0 1 N N N 3.175 60.900 1.122 1.347 4.967 -0.039 H7 1J6 45 # 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 1J6 C1 C2 SING N N 1 1J6 N9 C5 DOUB Y N 2 1J6 N9 C8 SING Y N 3 1J6 C2 C5 SING N N 4 1J6 C2 O4 SING N N 5 1J6 C10 C8 SING Y N 6 1J6 C10 N11 DOUB Y N 7 1J6 C5 N6 SING Y N 8 1J6 C8 C7 DOUB Y N 9 1J6 C25 C24 SING N N 10 1J6 C25 C18 SING N N 11 1J6 N11 C12 SING Y N 12 1J6 N6 C7 SING Y N 13 1J6 N6 C18 SING N N 14 1J6 C7 C13 SING Y N 15 1J6 C24 C22 SING N N 16 1J6 C12 C13 DOUB Y N 17 1J6 C12 N16 SING Y N 18 1J6 C18 C20 SING N N 19 1J6 C13 C14 SING Y N 20 1J6 N16 C15 SING Y N 21 1J6 N28 C27 TRIP N N 22 1J6 C14 C15 DOUB Y N 23 1J6 C27 C26 SING N N 24 1J6 C22 C26 SING N N 25 1J6 C22 C21 SING N N 26 1J6 C20 C21 SING N N 27 1J6 C1 H1 SING N N 28 1J6 C1 H2 SING N N 29 1J6 C1 H3 SING N N 30 1J6 C2 H4 SING N N 31 1J6 O4 H5 SING N N 32 1J6 C10 H6 SING N N 33 1J6 C14 H8 SING N N 34 1J6 C15 H9 SING N N 35 1J6 C18 H10 SING N N 36 1J6 C20 H11 SING N N 37 1J6 C20 H12 SING N N 38 1J6 C21 H13 SING N N 39 1J6 C21 H14 SING N N 40 1J6 C22 H15 SING N N 41 1J6 C24 H16 SING N N 42 1J6 C24 H17 SING N N 43 1J6 C25 H18 SING N N 44 1J6 C25 H19 SING N N 45 1J6 C26 H20 SING N N 46 1J6 C26 H21 SING N N 47 1J6 N16 H7 SING N N 48 # 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 1J6 SMILES ACDLabs 12.01 "N#CCC4CCC(n3c(nc2cnc1nccc1c23)C(O)C)CC4" 1J6 InChI InChI 1.03 "InChI=1S/C18H21N5O/c1-11(24)18-22-15-10-21-17-14(7-9-20-17)16(15)23(18)13-4-2-12(3-5-13)6-8-19/h7,9-13,24H,2-6H2,1H3,(H,20,21)/t11-,12-,13-/m1/s1" 1J6 InChIKey InChI 1.03 IKSRDHMMQOCRHN-JHJVBQTASA-N 1J6 SMILES_CANONICAL CACTVS 3.370 "C[C@@H](O)c1nc2cnc3[nH]ccc3c2n1[C@H]4CC[C@@H](CC4)CC#N" 1J6 SMILES CACTVS 3.370 "C[CH](O)c1nc2cnc3[nH]ccc3c2n1[CH]4CC[CH](CC4)CC#N" 1J6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](c1nc2cnc3c(c2n1C4CCC(CC4)CC#N)cc[nH]3)O" 1J6 SMILES "OpenEye OEToolkits" 1.7.6 "CC(c1nc2cnc3c(c2n1C4CCC(CC4)CC#N)cc[nH]3)O" # 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 1J6 "SYSTEMATIC NAME" ACDLabs 12.01 "(trans-4-{2-[(1R)-1-hydroxyethyl]imidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl}cyclohexyl)acetonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1J6 "Create component" 2013-02-14 RCSB 1J6 "Initial release" 2013-05-22 RCSB #