data_1J5 # _chem_comp.id 1J5 _chem_comp.name "trans-4-{2-[(1R)-1-hydroxyethyl]imidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl}cyclohexanecarbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 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 309.366 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1J5 _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 4IVA _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 1J5 C1 C1 C 0 1 N N N -18.807 -11.708 -11.952 -1.342 3.878 -1.319 C1 1J5 1 1J5 C2 C2 C 0 1 N N R -17.304 -11.529 -12.185 -1.144 3.282 0.076 C2 1J5 2 1J5 O4 O4 O 0 1 N N N -16.960 -12.054 -13.455 -1.991 3.957 1.008 O4 1J5 3 1J5 C5 C5 C 0 1 Y N N -16.893 -10.072 -12.126 -1.493 1.816 0.050 C5 1J5 4 1J5 N6 N6 N 0 1 Y N N -15.709 -9.605 -11.621 -0.590 0.797 0.034 N6 1J5 5 1J5 C7 C7 C 0 1 Y N N -15.734 -8.223 -11.736 -1.297 -0.378 0.013 C7 1J5 6 1J5 C8 C8 C 0 1 Y N N -16.968 -7.910 -12.345 -2.655 -0.019 0.017 C8 1J5 7 1J5 N9 N9 N 0 1 Y N N -17.614 -9.080 -12.557 -2.703 1.337 0.046 N9 1J5 8 1J5 C10 C10 C 0 1 Y N N -17.307 -6.580 -12.607 -3.621 -1.031 -0.001 C10 1J5 9 1J5 N11 N11 N 0 1 Y N N -16.496 -5.589 -12.314 -3.276 -2.298 -0.023 N11 1J5 10 1J5 C12 C12 C 0 1 Y N N -15.316 -5.820 -11.737 -2.005 -2.692 -0.028 C12 1J5 11 1J5 C13 C13 C 0 1 Y N N -14.885 -7.132 -11.430 -0.971 -1.742 -0.011 C13 1J5 12 1J5 C14 C14 C 0 1 Y N N -13.559 -6.967 -10.810 0.281 -2.497 -0.022 C14 1J5 13 1J5 C15 C15 C 0 1 Y N N -13.289 -5.647 -10.801 -0.049 -3.799 -0.045 C15 1J5 14 1J5 N16 N16 N 0 1 Y N N -14.341 -4.948 -11.351 -1.411 -3.932 -0.050 N16 1J5 15 1J5 C18 C18 C 0 1 N N N -14.643 -10.473 -11.071 0.869 0.932 0.037 C18 1J5 16 1J5 C20 C20 C 0 1 N N N -13.324 -10.260 -11.841 1.442 0.240 1.276 C20 1J5 17 1J5 C21 C21 C 0 1 N N N -12.268 -11.248 -11.305 2.966 0.381 1.279 C21 1J5 18 1J5 C22 C22 C 0 1 N N N -12.114 -11.058 -9.782 3.541 -0.270 0.019 C22 1J5 19 1J5 C24 C24 C 0 1 N N N -13.436 -11.277 -9.029 2.968 0.422 -1.219 C24 1J5 20 1J5 C25 C25 C 0 1 N N N -14.496 -10.291 -9.554 1.444 0.281 -1.223 C25 1J5 21 1J5 C26 C26 C 0 1 N N N -11.120 -11.996 -9.228 5.007 -0.135 0.023 C26 1J5 22 1J5 N27 N27 N 0 1 N N N -10.386 -12.750 -8.793 6.138 -0.030 0.025 N27 1J5 23 1J5 H1 H1 H 0 1 N N N -19.077 -11.301 -10.966 -2.382 3.758 -1.621 H1 1J5 24 1J5 H2 H2 H 0 1 N N N -19.365 -11.173 -12.735 -1.089 4.938 -1.300 H2 1J5 25 1J5 H3 H3 H 0 1 N N N -19.059 -12.778 -11.988 -0.696 3.363 -2.029 H3 1J5 26 1J5 H4 H4 H 0 1 N N N -16.765 -12.076 -11.397 -0.104 3.402 0.379 H4 1J5 27 1J5 H5 H5 H 0 1 N N N -17.215 -12.968 -13.500 -2.934 3.892 0.801 H5 1J5 28 1J5 H6 H6 H 0 1 N N N -18.261 -6.361 -13.063 -4.668 -0.766 0.003 H6 1J5 29 1J5 H8 H8 H 0 1 N N N -12.923 -7.755 -10.434 1.280 -2.087 -0.014 H8 1J5 30 1J5 H9 H9 H 0 1 N N N -12.382 -5.203 -10.419 0.655 -4.618 -0.059 H9 1J5 31 1J5 H10 H10 H 0 1 N N N -14.945 -11.517 -11.240 1.137 1.988 0.055 H10 1J5 32 1J5 H11 H11 H 0 1 N N N -12.973 -9.228 -11.694 1.033 0.703 2.173 H11 1J5 33 1J5 H12 H12 H 0 1 N N N -13.489 -10.441 -12.913 1.175 -0.817 1.258 H12 1J5 34 1J5 H13 H13 H 0 1 N N N -12.590 -12.279 -11.515 3.233 1.437 1.297 H13 1J5 35 1J5 H14 H14 H 0 1 N N N -11.303 -11.057 -11.798 3.374 -0.112 2.161 H14 1J5 36 1J5 H15 H15 H 0 1 N N N -11.778 -10.027 -9.596 3.274 -1.327 0.002 H15 1J5 37 1J5 H16 H16 H 0 1 N N N -13.783 -12.308 -9.190 3.235 1.479 -1.201 H16 1J5 38 1J5 H17 H17 H 0 1 N N N -13.278 -11.107 -7.954 3.378 -0.041 -2.116 H17 1J5 39 1J5 H18 H18 H 0 1 N N N -14.181 -9.260 -9.335 1.177 -0.775 -1.240 H18 1J5 40 1J5 H19 H19 H 0 1 N N N -15.460 -10.491 -9.064 1.036 0.774 -2.105 H19 1J5 41 1J5 H7 H7 H 0 1 N N N -14.383 -3.954 -11.452 -1.887 -4.777 -0.065 H7 1J5 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 1J5 O4 C2 SING N N 1 1J5 C10 C8 SING Y N 2 1J5 C10 N11 DOUB Y N 3 1J5 N9 C8 SING Y N 4 1J5 N9 C5 DOUB Y N 5 1J5 C8 C7 DOUB Y N 6 1J5 N11 C12 SING Y N 7 1J5 C2 C5 SING N N 8 1J5 C2 C1 SING N N 9 1J5 C5 N6 SING Y N 10 1J5 C20 C21 SING N N 11 1J5 C20 C18 SING N N 12 1J5 C12 C13 DOUB Y N 13 1J5 C12 N16 SING Y N 14 1J5 C7 N6 SING Y N 15 1J5 C7 C13 SING Y N 16 1J5 N6 C18 SING N N 17 1J5 C13 C14 SING Y N 18 1J5 N16 C15 SING Y N 19 1J5 C21 C22 SING N N 20 1J5 C18 C25 SING N N 21 1J5 C14 C15 DOUB Y N 22 1J5 C22 C26 SING N N 23 1J5 C22 C24 SING N N 24 1J5 C25 C24 SING N N 25 1J5 C26 N27 TRIP N N 26 1J5 C1 H1 SING N N 27 1J5 C1 H2 SING N N 28 1J5 C1 H3 SING N N 29 1J5 C2 H4 SING N N 30 1J5 O4 H5 SING N N 31 1J5 C10 H6 SING N N 32 1J5 C14 H8 SING N N 33 1J5 C15 H9 SING N N 34 1J5 C18 H10 SING N N 35 1J5 C20 H11 SING N N 36 1J5 C20 H12 SING N N 37 1J5 C21 H13 SING N N 38 1J5 C21 H14 SING N N 39 1J5 C22 H15 SING N N 40 1J5 C24 H16 SING N N 41 1J5 C24 H17 SING N N 42 1J5 C25 H18 SING N N 43 1J5 C25 H19 SING N N 44 1J5 N16 H7 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 1J5 SMILES ACDLabs 12.01 "N#CC4CCC(n3c(nc2cnc1nccc1c23)C(O)C)CC4" 1J5 InChI InChI 1.03 "InChI=1S/C17H19N5O/c1-10(23)17-21-14-9-20-16-13(6-7-19-16)15(14)22(17)12-4-2-11(8-18)3-5-12/h6-7,9-12,23H,2-5H2,1H3,(H,19,20)/t10-,11-,12-/m1/s1" 1J5 InChIKey InChI 1.03 ANDWOIMHOOWCLK-IJLUTSLNSA-N 1J5 SMILES_CANONICAL CACTVS 3.370 "C[C@@H](O)c1nc2cnc3[nH]ccc3c2n1[C@H]4CC[C@@H](CC4)C#N" 1J5 SMILES CACTVS 3.370 "C[CH](O)c1nc2cnc3[nH]ccc3c2n1[CH]4CC[CH](CC4)C#N" 1J5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](c1nc2cnc3c(c2n1C4CCC(CC4)C#N)cc[nH]3)O" 1J5 SMILES "OpenEye OEToolkits" 1.7.6 "CC(c1nc2cnc3c(c2n1C4CCC(CC4)C#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 1J5 "SYSTEMATIC NAME" ACDLabs 12.01 "trans-4-{2-[(1R)-1-hydroxyethyl]imidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl}cyclohexanecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1J5 "Create component" 2013-02-14 RCSB 1J5 "Initial release" 2013-05-22 RCSB #