data_3Q3 # _chem_comp.id 3Q3 _chem_comp.name "(2S)-4-[2-amino-6-(3-amino-2H-indazol-6-yl)pyrimidin-4-yl]-N-phenylmorpholine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-01-18 _chem_comp.pdbx_modified_date 2011-06-04 _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 430.462 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3Q3 _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 3QCY _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 3Q3 C1 C1 C 0 1 Y N N -52.313 24.814 9.086 8.931 1.381 -0.191 C1 3Q3 1 3Q3 C2 C2 C 0 1 Y N N -51.938 23.658 8.439 8.628 0.044 -0.012 C2 3Q3 2 3Q3 C3 C3 C 0 1 Y N N -51.451 25.418 9.973 7.939 2.276 -0.551 C3 3Q3 3 3Q3 C4 C4 C 0 1 Y N N -40.646 16.443 13.032 -5.658 -1.385 -0.492 C4 3Q3 4 3Q3 C5 C5 C 0 1 Y N N -41.816 17.099 12.706 -4.351 -1.050 -0.368 C5 3Q3 5 3Q3 C6 C6 C 0 1 Y N N -50.703 23.103 8.679 7.333 -0.403 -0.192 C6 3Q3 6 3Q3 C7 C7 C 0 1 Y N N -50.216 24.864 10.212 6.644 1.834 -0.737 C7 3Q3 7 3Q3 C8 C8 C 0 1 Y N N -42.860 15.118 11.870 -4.879 1.255 0.182 C8 3Q3 8 3Q3 C9 C9 C 0 1 Y N N -44.255 18.557 11.989 -1.552 -0.424 -0.118 C9 3Q3 9 3Q3 C10 C10 C 0 1 Y N N -40.595 15.082 12.769 -6.654 -0.409 -0.290 C10 3Q3 10 3Q3 C11 C11 C 0 1 Y N N -42.903 16.471 12.135 -3.953 0.257 -0.034 C11 3Q3 11 3Q3 C12 C12 C 0 1 Y N N -41.695 14.470 12.210 -6.252 0.963 0.060 C12 3Q3 12 3Q3 C13 C13 C 0 1 Y N N -49.846 23.708 9.566 6.335 0.493 -0.553 C13 3Q3 13 3Q3 C14 C14 C 0 1 Y N N -44.098 17.208 11.762 -2.509 0.567 0.094 C14 3Q3 14 3Q3 C15 C15 C 0 1 Y N N -45.434 19.138 11.573 -0.207 -0.087 0.020 C15 3Q3 15 3Q3 C16 C16 C 0 1 Y N N -39.633 14.045 12.931 -8.045 -0.407 -0.341 C16 3Q3 16 3Q3 C17 C17 C 0 1 Y N N -46.152 17.123 10.769 -0.819 2.080 0.532 C17 3Q3 17 3Q3 C18 C18 C 0 1 N N N -48.039 23.191 11.065 4.547 -0.970 0.014 C18 3Q3 18 3Q3 C19 C19 C 0 1 N N N -44.846 21.160 12.785 0.577 -2.197 0.707 C19 3Q3 19 3Q3 C20 C20 C 0 1 N N N -46.982 21.028 11.666 2.117 -0.462 0.021 C20 3Q3 20 3Q3 C21 C21 C 0 1 N N N -44.655 22.554 12.217 1.651 -3.249 0.417 C21 3Q3 21 3Q3 C22 C22 C 0 1 N N S -46.748 22.430 11.122 3.176 -1.532 -0.263 C22 3Q3 22 3Q3 N23 N23 N 0 1 Y N N -45.039 16.483 11.152 -2.106 1.797 0.415 N23 3Q3 23 3Q3 N24 N24 N 0 1 Y N N -46.380 18.427 10.952 0.117 1.162 0.343 N24 3Q3 24 3Q3 N25 N25 N 0 1 Y N N -40.102 12.873 12.490 -8.463 0.836 -0.051 N25 3Q3 25 3Q3 N26 N26 N 0 1 Y N N -41.344 13.156 12.067 -7.363 1.665 0.194 N26 3Q3 26 3Q3 N27 N27 N 0 1 N N N -45.622 20.530 11.746 0.780 -1.040 -0.176 N27 3Q3 27 3Q3 N28 N28 N 0 1 N N N -38.394 14.251 13.461 -8.854 -1.494 -0.636 N28 3Q3 28 3Q3 N29 N29 N 0 1 N N N -47.156 16.390 10.126 -0.440 3.369 0.867 N29 3Q3 29 3Q3 N30 N30 N 0 1 N N N -48.590 23.139 9.806 5.023 0.044 -0.736 N30 3Q3 30 3Q3 O31 O31 O 0 1 N N N -48.512 23.779 12.028 5.221 -1.429 0.911 O31 3Q3 31 3Q3 O32 O32 O 0 1 N N N -45.931 23.179 12.030 2.944 -2.661 0.584 O32 3Q3 32 3Q3 H1 H1 H 0 1 N N N -53.284 25.247 8.897 9.943 1.729 -0.045 H1 3Q3 33 3Q3 H2 H2 H 0 1 N N N -52.615 23.186 7.742 9.404 -0.652 0.269 H2 3Q3 34 3Q3 H3 H3 H 0 1 N N N -51.744 26.325 10.480 8.178 3.320 -0.686 H3 3Q3 35 3Q3 H4 H4 H 0 1 N N N -39.809 16.965 13.471 -5.936 -2.396 -0.750 H4 3Q3 36 3Q3 H5 H5 H 0 1 N N N -41.884 18.158 12.908 -3.596 -1.806 -0.530 H5 3Q3 37 3Q3 H6 H6 H 0 1 N N N -50.408 22.196 8.173 7.097 -1.447 -0.052 H6 3Q3 38 3Q3 H7 H7 H 0 1 N N N -49.537 25.336 10.906 5.870 2.534 -1.018 H7 3Q3 39 3Q3 H8 H8 H 0 1 N N N -43.693 14.597 11.421 -4.555 2.253 0.438 H8 3Q3 40 3Q3 H9 H9 H 0 1 N N N -43.484 19.138 12.474 -1.846 -1.430 -0.379 H9 3Q3 41 3Q3 H19 H19 H 0 1 N N N -45.375 21.173 13.749 -0.409 -2.625 0.526 H19 3Q3 42 3Q3 H19A H19A H 0 0 N N N -43.889 20.647 12.958 0.650 -1.879 1.747 H19A 3Q3 43 3Q3 H20 H20 H 0 1 N N N -47.483 21.037 12.645 2.216 -0.116 1.050 H20 3Q3 44 3Q3 H20A H20A H 0 0 N N N -47.612 20.420 11.000 2.255 0.377 -0.660 H20A 3Q3 45 3Q3 H21 H21 H 0 1 N N N -44.053 23.154 12.916 1.539 -4.084 1.110 H21 3Q3 46 3Q3 H21A H21A H 0 0 N N N -44.136 22.486 11.249 1.542 -3.608 -0.606 H21A 3Q3 47 3Q3 H22 H22 H 0 1 N N N -46.286 22.317 10.130 3.113 -1.839 -1.306 H22 3Q3 48 3Q3 HN28 HN28 H 0 0 N N N -37.891 13.387 13.479 -8.455 -2.356 -0.833 HN28 3Q3 49 3Q3 HN2A HN2A H 0 0 N N N -37.898 14.914 12.901 -9.818 -1.392 -0.646 HN2A 3Q3 50 3Q3 HN29 HN29 H 0 0 N N N -47.918 16.996 9.898 0.500 3.589 0.959 HN29 3Q3 51 3Q3 HN2B HN2B H 0 0 N N N -46.789 15.987 9.288 -1.115 4.051 1.008 HN2B 3Q3 52 3Q3 HN30 HN30 H 0 0 N N N -48.093 22.694 9.061 4.456 0.462 -1.403 HN30 3Q3 53 3Q3 HN25 HN25 H 0 0 N N N -39.635 11.989 12.478 -9.391 1.117 -0.016 HN25 3Q3 54 # 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 3Q3 C2 C1 DOUB Y N 1 3Q3 C1 C3 SING Y N 2 3Q3 C1 H1 SING N N 3 3Q3 C2 C6 SING Y N 4 3Q3 C2 H2 SING N N 5 3Q3 C3 C7 DOUB Y N 6 3Q3 C3 H3 SING N N 7 3Q3 C5 C4 DOUB Y N 8 3Q3 C10 C4 SING Y N 9 3Q3 C4 H4 SING N N 10 3Q3 C11 C5 SING Y N 11 3Q3 C5 H5 SING N N 12 3Q3 C6 C13 DOUB Y N 13 3Q3 C6 H6 SING N N 14 3Q3 C13 C7 SING Y N 15 3Q3 C7 H7 SING N N 16 3Q3 C8 C11 DOUB Y N 17 3Q3 C8 C12 SING Y N 18 3Q3 C8 H8 SING N N 19 3Q3 C15 C9 DOUB Y N 20 3Q3 C14 C9 SING Y N 21 3Q3 C9 H9 SING N N 22 3Q3 C12 C10 SING Y N 23 3Q3 C10 C16 DOUB Y N 24 3Q3 C14 C11 SING Y N 25 3Q3 N26 C12 DOUB Y N 26 3Q3 C13 N30 SING N N 27 3Q3 N23 C14 DOUB Y N 28 3Q3 N24 C15 SING Y N 29 3Q3 C15 N27 SING N N 30 3Q3 N25 C16 SING Y N 31 3Q3 C16 N28 SING N N 32 3Q3 N29 C17 SING N N 33 3Q3 C17 N24 DOUB Y N 34 3Q3 C17 N23 SING Y N 35 3Q3 N30 C18 SING N N 36 3Q3 C18 C22 SING N N 37 3Q3 C18 O31 DOUB N N 38 3Q3 N27 C19 SING N N 39 3Q3 C21 C19 SING N N 40 3Q3 C19 H19 SING N N 41 3Q3 C19 H19A SING N N 42 3Q3 C22 C20 SING N N 43 3Q3 C20 N27 SING N N 44 3Q3 C20 H20 SING N N 45 3Q3 C20 H20A SING N N 46 3Q3 O32 C21 SING N N 47 3Q3 C21 H21 SING N N 48 3Q3 C21 H21A SING N N 49 3Q3 C22 O32 SING N N 50 3Q3 C22 H22 SING N N 51 3Q3 N26 N25 SING Y N 52 3Q3 N28 HN28 SING N N 53 3Q3 N28 HN2A SING N N 54 3Q3 N29 HN29 SING N N 55 3Q3 N29 HN2B SING N N 56 3Q3 N30 HN30 SING N N 57 3Q3 N25 HN25 SING N N 58 # 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 3Q3 SMILES ACDLabs 12.01 "O=C(Nc1ccccc1)C5OCCN(c4nc(nc(c3ccc2c(N)nnc2c3)c4)N)C5" 3Q3 SMILES_CANONICAL CACTVS 3.370 "Nc1[nH]nc2cc(ccc12)c3cc(nc(N)n3)N4CCO[C@@H](C4)C(=O)Nc5ccccc5" 3Q3 SMILES CACTVS 3.370 "Nc1[nH]nc2cc(ccc12)c3cc(nc(N)n3)N4CCO[CH](C4)C(=O)Nc5ccccc5" 3Q3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)NC(=O)[C@@H]2C[N@@](CCO2)c3cc(nc(n3)N)c4ccc5c(c4)n[nH]c5N" 3Q3 SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(cc1)NC(=O)C2CN(CCO2)c3cc(nc(n3)N)c4ccc5c(c4)n[nH]c5N" 3Q3 InChI InChI 1.03 "InChI=1S/C22H22N8O2/c23-20-15-7-6-13(10-17(15)28-29-20)16-11-19(27-22(24)26-16)30-8-9-32-18(12-30)21(31)25-14-4-2-1-3-5-14/h1-7,10-11,18H,8-9,12H2,(H,25,31)(H3,23,28,29)(H2,24,26,27)/t18-/m0/s1" 3Q3 InChIKey InChI 1.03 NCSQDKMOKNQGSG-SFHVURJKSA-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 3Q3 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-4-[2-amino-6-(3-amino-2H-indazol-6-yl)pyrimidin-4-yl]-N-phenylmorpholine-2-carboxamide" 3Q3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S,4R)-4-[2-azanyl-6-(3-azanyl-2H-indazol-6-yl)pyrimidin-4-yl]-N-phenyl-morpholine-2-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 3Q3 "Create component" 2011-01-18 RCSB 3Q3 "Modify aromatic_flag" 2011-06-04 RCSB 3Q3 "Modify descriptor" 2011-06-04 RCSB #