data_1B6 # _chem_comp.id 1B6 _chem_comp.name "N-tert-butyl-2-(5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-1-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H22 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-20 _chem_comp.pdbx_modified_date 2013-10-25 _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 338.407 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1B6 _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 4I0T _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 1B6 N1 N1 N 0 1 Y N N 3.017 -1.821 16.055 -0.570 -3.569 0.254 N1 014 1 1B6 C2 C2 C 0 1 Y N N 1.727 -1.822 15.710 -1.678 -2.871 0.105 C2 014 2 1B6 C3 C3 C 0 1 Y N N 1.211 -0.747 14.950 -1.624 -1.486 -0.073 C3 014 3 1B6 N4 N4 N 0 1 Y N N 2.045 0.259 14.579 -0.451 -0.863 -0.093 N4 014 4 1B6 C5 C5 C 0 1 Y N N 3.324 0.243 14.931 0.665 -1.563 0.057 C5 014 5 1B6 C6 C6 C 0 1 Y N N 3.821 -0.844 15.685 0.609 -2.959 0.236 C6 014 6 1B6 C7 C7 C 0 1 Y N N 4.482 1.144 14.715 2.096 -1.212 0.086 C7 014 7 1B6 C8 C8 C 0 1 Y N N 5.550 0.590 15.337 2.777 -2.379 0.275 C8 014 8 1B6 N9 N9 N 0 1 Y N N 5.169 -0.587 15.891 1.903 -3.411 0.364 N9 014 9 1B6 C10 C10 C 0 1 Y N N -0.238 -0.750 14.590 -2.877 -0.712 -0.241 C10 014 10 1B6 C11 C11 C 0 1 N N N 4.446 2.476 14.050 2.675 0.131 -0.059 C11 014 11 1B6 N12 N12 N 0 1 N N N 3.243 2.863 13.569 4.012 0.297 -0.011 N12 014 12 1B6 O13 O13 O 0 1 N N N 5.463 3.166 14.105 1.948 1.092 -0.224 O13 014 13 1B6 C14 C14 C 0 1 N N N 2.922 4.161 12.943 4.589 1.635 -0.156 C14 014 14 1B6 C15 C15 C 0 1 N N N 3.112 5.286 13.945 4.063 2.541 0.959 C15 014 15 1B6 C16 C16 C 0 1 N N N 3.765 4.520 11.726 6.114 1.545 -0.064 C16 014 16 1B6 N17 N17 N 0 1 Y N N -1.199 -1.602 15.092 -4.055 -1.186 -0.706 N17 014 17 1B6 C18 C18 C 0 1 Y N N -2.359 -1.346 14.593 -4.934 -0.221 -0.716 C18 014 18 1B6 N19 N19 N 0 1 Y N N -2.215 -0.310 13.714 -4.352 0.903 -0.257 N19 014 19 1B6 C20 C20 C 0 1 Y N N -0.875 0.058 13.714 -3.053 0.597 0.048 C20 014 20 1B6 C21 C21 C 0 1 N N N 1.456 4.124 12.569 4.194 2.216 -1.515 C21 014 21 1B6 C22 C22 C 0 1 N N N -3.257 0.315 12.858 -4.949 2.230 -0.088 C22 014 22 1B6 C23 C23 C 0 1 N N N -2.712 1.497 12.006 -4.057 3.054 0.847 C23 014 23 1B6 C24 C24 C 0 1 N N N -1.240 1.345 11.651 -2.606 2.998 0.360 C24 014 24 1B6 C25 C25 C 0 1 N N N -0.329 1.184 12.887 -2.053 1.583 0.592 C25 014 25 1B6 H1 H1 H 0 1 N N N 1.084 -2.636 16.009 -2.634 -3.373 0.121 H1 014 26 1B6 H2 H2 H 0 1 N N N 6.541 1.016 15.384 3.851 -2.468 0.343 H2 014 27 1B6 H3 H3 H 0 1 N N N 5.786 -1.197 16.389 2.154 -4.338 0.498 H3 014 28 1B6 H4 H4 H 0 1 N N N 2.495 2.203 13.645 4.591 -0.470 0.120 H4 014 29 1B6 H5 H5 H 0 1 N N N 2.521 5.076 14.849 4.345 2.127 1.927 H5 014 30 1B6 H6 H6 H 0 1 N N N 4.176 5.363 14.212 4.493 3.537 0.851 H6 014 31 1B6 H7 H7 H 0 1 N N N 2.776 6.234 13.500 2.977 2.605 0.893 H7 014 32 1B6 H8 H8 H 0 1 N N N 4.828 4.544 12.009 6.489 0.900 -0.858 H8 014 33 1B6 H9 H9 H 0 1 N N N 3.612 3.767 10.939 6.544 2.541 -0.172 H9 014 34 1B6 H10 H10 H 0 1 N N N 3.464 5.509 11.350 6.396 1.131 0.904 H10 014 35 1B6 H11 H11 H 0 1 N N N -3.280 -1.859 14.828 -5.960 -0.309 -1.039 H11 014 36 1B6 H12 H12 H 0 1 N N N 0.858 3.864 13.455 3.108 2.280 -1.581 H12 014 37 1B6 H13 H13 H 0 1 N N N 1.148 5.112 12.196 4.623 3.212 -1.623 H13 014 38 1B6 H14 H14 H 0 1 N N N 1.297 3.369 11.785 4.568 1.571 -2.309 H14 014 39 1B6 H15 H15 H 0 1 N N N -4.063 0.691 13.505 -5.019 2.726 -1.056 H15 014 40 1B6 H16 H16 H 0 1 N N N -3.659 -0.451 12.179 -5.944 2.131 0.345 H16 014 41 1B6 H17 H17 H 0 1 N N N -2.841 2.429 12.576 -4.398 4.090 0.854 H17 014 42 1B6 H18 H18 H 0 1 N N N -3.293 1.554 11.074 -4.116 2.647 1.857 H18 014 43 1B6 H19 H19 H 0 1 N N N -1.124 0.456 11.013 -2.570 3.240 -0.702 H19 014 44 1B6 H20 H20 H 0 1 N N N -0.920 2.239 11.095 -2.007 3.718 0.918 H20 014 45 1B6 H21 H21 H 0 1 N N N 0.697 0.951 12.568 -1.906 1.415 1.658 H21 014 46 1B6 H22 H22 H 0 1 N N N -0.328 2.114 13.475 -1.105 1.469 0.067 H22 014 47 # 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 1B6 C24 C23 SING N N 1 1B6 C24 C25 SING N N 2 1B6 C16 C14 SING N N 3 1B6 C23 C22 SING N N 4 1B6 C21 C14 SING N N 5 1B6 C22 N19 SING N N 6 1B6 C25 C20 SING N N 7 1B6 C14 N12 SING N N 8 1B6 C14 C15 SING N N 9 1B6 N12 C11 SING N N 10 1B6 C20 N19 SING Y N 11 1B6 C20 C10 DOUB Y N 12 1B6 N19 C18 SING Y N 13 1B6 C11 O13 DOUB N N 14 1B6 C11 C7 SING N N 15 1B6 N4 C5 DOUB Y N 16 1B6 N4 C3 SING Y N 17 1B6 C10 C3 SING N N 18 1B6 C10 N17 SING Y N 19 1B6 C18 N17 DOUB Y N 20 1B6 C7 C5 SING Y N 21 1B6 C7 C8 DOUB Y N 22 1B6 C5 C6 SING Y N 23 1B6 C3 C2 DOUB Y N 24 1B6 C8 N9 SING Y N 25 1B6 C6 N9 SING Y N 26 1B6 C6 N1 DOUB Y N 27 1B6 C2 N1 SING Y N 28 1B6 C2 H1 SING N N 29 1B6 C8 H2 SING N N 30 1B6 N9 H3 SING N N 31 1B6 N12 H4 SING N N 32 1B6 C15 H5 SING N N 33 1B6 C15 H6 SING N N 34 1B6 C15 H7 SING N N 35 1B6 C16 H8 SING N N 36 1B6 C16 H9 SING N N 37 1B6 C16 H10 SING N N 38 1B6 C18 H11 SING N N 39 1B6 C21 H12 SING N N 40 1B6 C21 H13 SING N N 41 1B6 C21 H14 SING N N 42 1B6 C22 H15 SING N N 43 1B6 C22 H16 SING N N 44 1B6 C23 H17 SING N N 45 1B6 C23 H18 SING N N 46 1B6 C24 H19 SING N N 47 1B6 C24 H20 SING N N 48 1B6 C25 H21 SING N N 49 1B6 C25 H22 SING N N 50 # 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 1B6 SMILES ACDLabs 12.01 "O=C(NC(C)(C)C)c2cnc1ncc(nc12)c3ncn4c3CCCC4" 1B6 InChI InChI 1.03 "InChI=1S/C18H22N6O/c1-18(2,3)23-17(25)11-8-19-16-14(11)22-12(9-20-16)15-13-6-4-5-7-24(13)10-21-15/h8-10H,4-7H2,1-3H3,(H,19,20)(H,23,25)" 1B6 InChIKey InChI 1.03 NEVNJCLJFXHCCC-UHFFFAOYSA-N 1B6 SMILES_CANONICAL CACTVS 3.370 "CC(C)(C)NC(=O)c1c[nH]c2ncc(nc12)c3ncn4CCCCc34" 1B6 SMILES CACTVS 3.370 "CC(C)(C)NC(=O)c1c[nH]c2ncc(nc12)c3ncn4CCCCc34" 1B6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(C)NC(=O)c1c[nH]c2c1nc(cn2)c3c4n(cn3)CCCC4" 1B6 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(C)NC(=O)c1c[nH]c2c1nc(cn2)c3c4n(cn3)CCCC4" # 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 1B6 "SYSTEMATIC NAME" ACDLabs 12.01 "N-tert-butyl-2-(5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-1-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" 1B6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-tert-butyl-2-(5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-1-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1B6 "Create component" 2012-11-20 RCSB 1B6 "Initial release" 2013-10-30 RCSB #