data_3JB # _chem_comp.id 3JB _chem_comp.name "3-{4-[(2R)-2-(5-methyl-1,2,4-oxadiazol-3-yl)morpholin-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H17 N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-25 _chem_comp.pdbx_modified_date 2015-03-13 _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 387.395 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3JB _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 4W8E _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 3JB N3 N1 N 0 1 Y N N -1.736 27.079 14.933 4.406 0.872 -1.475 N3 3JB 1 3JB C4 C1 C 0 1 N N N -1.985 22.410 17.100 0.114 1.865 2.059 C4 3JB 2 3JB N2 N2 N 0 1 N N N -2.389 22.484 15.700 0.336 1.220 0.757 N2 3JB 3 3JB C7 C2 C 0 1 Y N N 0.620 23.163 15.792 1.757 -1.345 1.592 C7 3JB 4 3JB C6 C3 C 0 1 Y N N -0.598 26.650 15.519 4.044 -0.371 -1.033 C6 3JB 5 3JB C9 C4 C 0 1 Y N N 2.407 22.802 17.332 0.730 -3.504 1.444 C9 3JB 6 3JB C8 C5 C 0 1 Y N N 1.618 22.358 16.296 1.068 -2.387 2.182 C8 3JB 7 3JB N5 N3 N 0 1 Y N N -3.167 17.595 15.829 -3.828 -0.525 -0.715 N5 3JB 8 3JB C16 C6 C 0 1 Y N N -3.527 18.859 15.452 -3.282 0.488 -0.020 C16 3JB 9 3JB C02 C7 C 0 1 Y N N -2.782 23.701 15.249 1.355 1.846 0.061 C02 3JB 10 3JB N N4 N 0 1 Y N N -3.996 23.669 14.703 1.319 3.156 -0.169 N 3JB 11 3JB C04 C8 C 0 1 Y N N -4.405 24.845 14.232 2.290 3.757 -0.832 C04 3JB 12 3JB N1 N5 N 0 1 Y N N -3.779 26.014 14.249 3.337 3.111 -1.299 N1 3JB 13 3JB C2 C9 C 0 1 N N N -3.266 21.383 15.305 -0.904 1.198 -0.032 C2 3JB 14 3JB C03 C10 C 0 1 N N R -2.598 20.035 15.658 -1.986 0.446 0.748 C03 3JB 15 3JB O O1 O 0 1 N N N -2.290 20.023 17.045 -2.166 1.068 2.023 O 3JB 16 3JB C05 C11 C 0 1 N N N -1.376 21.073 17.380 -0.978 1.106 2.819 C05 3JB 17 3JB C1 C12 C 0 1 Y N N -2.578 26.017 14.804 3.462 1.796 -1.119 C1 3JB 18 3JB C3 C13 C 0 1 Y N N -1.990 24.873 15.331 2.451 1.116 -0.418 C3 3JB 19 3JB C5 C14 C 0 1 Y N N -0.678 25.300 15.780 2.856 -0.295 -0.384 C5 3JB 20 3JB C01 C15 C 0 1 Y N N 0.402 24.429 16.320 2.116 -1.415 0.246 C01 3JB 21 3JB C10 C16 C 0 1 Y N N 2.196 24.050 17.874 1.084 -3.586 0.095 C10 3JB 22 3JB C06 C17 C 0 1 Y N N 1.200 24.873 17.365 1.780 -2.537 -0.504 C06 3JB 23 3JB C11 C18 C 0 1 N N N 2.965 24.483 19.006 0.734 -4.745 -0.670 C11 3JB 24 3JB N02 N6 N 0 1 N N N 3.570 24.793 19.912 0.456 -5.665 -1.276 N02 3JB 25 3JB N4 N7 N 0 1 Y N N -4.678 18.940 14.860 -4.075 1.511 -0.133 N4 3JB 26 3JB O1 O2 O 0 1 Y N N -5.117 17.601 14.828 -5.035 1.223 -0.817 O1 3JB 27 3JB C14 C19 C 0 1 Y N N -4.165 16.882 15.428 -4.942 -0.049 -1.217 C14 3JB 28 3JB C C20 C 0 1 N N N -4.402 15.429 15.586 -5.927 -0.792 -2.081 C 3JB 29 3JB H1 H1 H 0 1 N N N -1.928 28.017 14.643 5.218 1.070 -1.968 H1 3JB 30 3JB H2 H2 H 0 1 N N N -1.247 23.199 17.310 1.038 1.847 2.637 H2 3JB 31 3JB H3 H3 H 0 1 N N N -2.866 22.552 17.743 -0.200 2.897 1.906 H3 3JB 32 3JB H4 H4 H 0 1 N N N 0.003 22.807 14.980 2.014 -0.472 2.174 H4 3JB 33 3JB H5 H5 H 0 1 N N N 0.252 27.275 15.750 4.616 -1.275 -1.180 H5 3JB 34 3JB H6 H6 H 0 1 N N N 3.193 22.171 17.720 0.191 -4.316 1.910 H6 3JB 35 3JB H7 H7 H 0 1 N N N 1.781 21.376 15.877 0.792 -2.328 3.224 H7 3JB 36 3JB H8 H8 H 0 1 N N N -5.382 24.847 13.772 2.223 4.822 -0.997 H8 3JB 37 3JB H9 H9 H 0 1 N N N -3.446 21.429 14.221 -1.235 2.220 -0.219 H9 3JB 38 3JB H10 H10 H 0 1 N N N -4.224 21.468 15.840 -0.723 0.694 -0.981 H10 3JB 39 3JB H11 H11 H 0 1 N N N -1.691 19.906 15.048 -1.679 -0.590 0.888 H11 3JB 40 3JB H12 H12 H 0 1 N N N -1.125 21.007 18.449 -0.641 0.089 3.019 H12 3JB 41 3JB H13 H13 H 0 1 N N N -0.460 20.960 16.781 -1.186 1.614 3.760 H13 3JB 42 3JB H14 H14 H 0 1 N N N 1.047 25.857 17.782 2.056 -2.595 -1.547 H14 3JB 43 3JB H15 H15 H 0 1 N N N -5.381 15.168 15.157 -6.753 -0.130 -2.343 H15 3JB 44 3JB H16 H16 H 0 1 N N N -3.612 14.870 15.063 -5.431 -1.131 -2.990 H16 3JB 45 3JB H17 H17 H 0 1 N N N -4.389 15.170 16.655 -6.312 -1.654 -1.535 H17 3JB 46 # 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 3JB C04 N1 DOUB Y N 1 3JB C04 N SING Y N 2 3JB N1 C1 SING Y N 3 3JB N C02 DOUB Y N 4 3JB C1 N3 SING Y N 5 3JB C1 C3 DOUB Y N 6 3JB O1 N4 SING Y N 7 3JB O1 C14 SING Y N 8 3JB N4 C16 DOUB Y N 9 3JB N3 C6 SING Y N 10 3JB C02 C3 SING Y N 11 3JB C02 N2 SING N N 12 3JB C2 C03 SING N N 13 3JB C2 N2 SING N N 14 3JB C3 C5 SING Y N 15 3JB C14 C SING N N 16 3JB C14 N5 DOUB Y N 17 3JB C16 C03 SING N N 18 3JB C16 N5 SING Y N 19 3JB C6 C5 DOUB Y N 20 3JB C03 O SING N N 21 3JB N2 C4 SING N N 22 3JB C5 C01 SING N N 23 3JB C7 C8 DOUB Y N 24 3JB C7 C01 SING Y N 25 3JB C8 C9 SING Y N 26 3JB C01 C06 DOUB Y N 27 3JB O C05 SING N N 28 3JB C4 C05 SING N N 29 3JB C9 C10 DOUB Y N 30 3JB C06 C10 SING Y N 31 3JB C10 C11 SING N N 32 3JB C11 N02 TRIP N N 33 3JB N3 H1 SING N N 34 3JB C4 H2 SING N N 35 3JB C4 H3 SING N N 36 3JB C7 H4 SING N N 37 3JB C6 H5 SING N N 38 3JB C9 H6 SING N N 39 3JB C8 H7 SING N N 40 3JB C04 H8 SING N N 41 3JB C2 H9 SING N N 42 3JB C2 H10 SING N N 43 3JB C03 H11 SING N N 44 3JB C05 H12 SING N N 45 3JB C05 H13 SING N N 46 3JB C06 H14 SING N N 47 3JB C H15 SING N N 48 3JB C H16 SING N N 49 3JB C H17 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 3JB SMILES ACDLabs 12.01 "N#Cc1cccc(c1)c5c2c(ncnc2N4CCOC(c3nc(on3)C)C4)nc5" 3JB InChI InChI 1.03 "InChI=1S/C20H17N7O2/c1-12-25-18(26-29-12)16-10-27(5-6-28-16)20-17-15(9-22-19(17)23-11-24-20)14-4-2-3-13(7-14)8-21/h2-4,7,9,11,16H,5-6,10H2,1H3,(H,22,23,24)/t16-/m1/s1" 3JB InChIKey InChI 1.03 SAOVTENLRUIQAM-MRXNPFEDSA-N 3JB SMILES_CANONICAL CACTVS 3.385 "Cc1onc(n1)[C@H]2CN(CCO2)c3ncnc4[nH]cc(c5cccc(c5)C#N)c34" 3JB SMILES CACTVS 3.385 "Cc1onc(n1)[CH]2CN(CCO2)c3ncnc4[nH]cc(c5cccc(c5)C#N)c34" 3JB SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1nc(no1)[C@H]2CN(CCO2)c3c4c(c[nH]c4ncn3)c5cccc(c5)C#N" 3JB SMILES "OpenEye OEToolkits" 1.9.2 "Cc1nc(no1)C2CN(CCO2)c3c4c(c[nH]c4ncn3)c5cccc(c5)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 3JB "SYSTEMATIC NAME" ACDLabs 12.01 "3-{4-[(2R)-2-(5-methyl-1,2,4-oxadiazol-3-yl)morpholin-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}benzonitrile" 3JB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-[4-[(2R)-2-(5-methyl-1,2,4-oxadiazol-3-yl)morpholin-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl]benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3JB "Create component" 2014-08-25 RCSB 3JB "Modify descriptor" 2014-09-05 RCSB 3JB "Initial release" 2015-03-18 RCSB #