data_3Q4 # _chem_comp.id 3Q4 _chem_comp.name "(3S,6R)-1-[2-amino-6-(3-amino-2H-indazol-6-yl)pyrimidin-4-yl]-6-methyl-N-phenylpiperidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H26 N8 O" _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 442.516 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3Q4 _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 3QD0 _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 3Q4 C1 C1 C 0 1 Y N N -52.855 24.713 9.169 7.209 3.548 1.160 C1 3Q4 1 3Q4 C2 C2 C 0 1 Y N N -52.249 23.800 8.329 6.333 2.763 1.887 C2 3Q4 2 3Q4 C3 C3 C 0 1 Y N N -52.182 25.164 10.288 7.343 3.359 -0.204 C3 3Q4 3 3Q4 C4 C4 C 0 1 Y N N -40.802 16.482 13.044 -3.927 2.255 -0.799 C4 3Q4 4 3Q4 C5 C5 C 0 1 Y N N -42.000 17.091 12.704 -3.101 1.188 -0.680 C5 3Q4 5 3Q4 C6 C6 C 0 1 Y N N -50.979 23.336 8.611 5.589 1.788 1.253 C6 3Q4 6 3Q4 C7 C7 C 0 1 Y N N -50.913 24.703 10.574 6.606 2.382 -0.843 C7 3Q4 7 3Q4 C8 C8 C 0 1 Y N N -43.019 15.087 11.911 -4.796 -0.138 0.446 C8 3Q4 8 3Q4 C9 C9 C 0 1 Y N N -44.549 18.519 12.056 -1.285 -1.036 -0.472 C9 3Q4 9 3Q4 C10 C10 C 0 1 Y N N -40.719 15.108 12.798 -5.240 2.185 -0.294 C10 3Q4 10 3Q4 C11 C11 C 0 1 Y N N -43.101 16.452 12.141 -3.522 -0.005 -0.064 C11 3Q4 11 3Q4 C12 C12 C 0 1 Y N N -41.826 14.476 12.257 -5.694 0.944 0.353 C12 3Q4 12 3Q4 C13 C13 C 0 1 Y N N -50.316 23.784 9.734 5.721 1.595 -0.116 C13 3Q4 13 3Q4 C14 C14 C 0 1 Y N N -44.332 17.186 11.752 -2.578 -1.145 0.035 C14 3Q4 14 3Q4 C15 C15 C 0 1 Y N N -45.750 19.117 11.686 -0.436 -2.136 -0.361 C15 3Q4 15 3Q4 C16 C16 C 0 1 Y N N -39.737 14.081 12.955 -6.316 3.067 -0.245 C16 3Q4 16 3Q4 C17 C17 C 0 1 Y N N -46.421 17.112 10.765 -2.118 -3.308 0.700 C17 3Q4 17 3Q4 C18 C18 C 0 1 N N N -48.525 23.118 11.257 3.728 0.314 -0.326 C18 3Q4 18 3Q4 C19 C19 C 0 1 N N N -46.351 23.249 12.395 3.743 -2.132 -0.743 C19 3Q4 19 3Q4 C20 C20 C 0 1 N N N -44.982 22.612 12.635 2.931 -3.296 -1.319 C20 3Q4 20 3Q4 C21 C21 C 0 1 N N N -47.321 21.052 11.832 1.594 -0.951 -0.269 C21 3Q4 21 3Q4 C22 C22 C 0 1 N N S -47.151 22.481 11.336 2.963 -0.829 -0.943 C22 3Q4 22 3Q4 C23 C23 C 0 1 N N R -45.093 21.129 12.998 1.564 -3.346 -0.635 C23 3Q4 23 3Q4 C24 C24 C 0 1 N N N -45.576 20.980 14.418 1.753 -3.570 0.867 C24 3Q4 24 3Q4 N25 N25 N 0 1 Y N N -45.277 16.485 11.105 -2.955 -2.287 0.609 N25 3Q4 25 3Q4 N26 N26 N 0 1 Y N N -46.681 18.402 11.039 -0.883 -3.243 0.225 N26 3Q4 26 3Q4 N27 N27 N 0 1 Y N N -40.211 12.899 12.527 -7.333 2.438 0.369 N27 3Q4 27 3Q4 N28 N28 N 0 1 Y N N -41.459 13.168 12.120 -6.946 1.142 0.727 N28 3Q4 28 3Q4 N29 N29 N 0 1 N N N -45.962 20.517 11.976 0.858 -2.077 -0.856 N29 3Q4 29 3Q4 N30 N30 N 0 1 N N N -38.479 14.272 13.466 -6.335 4.362 -0.740 N30 3Q4 30 3Q4 N31 N31 N 0 1 N N N -47.417 16.390 10.088 -2.546 -4.478 1.304 N31 3Q4 31 3Q4 N32 N32 N 0 1 N N N -49.026 23.296 9.989 4.969 0.608 -0.761 N32 3Q4 32 3Q4 O33 O33 O 0 1 N N N -49.133 23.409 12.265 3.226 0.970 0.563 O33 3Q4 33 3Q4 H1 H1 H 0 1 N N N -53.850 25.073 8.952 7.787 4.314 1.657 H1 3Q4 34 3Q4 H2 H2 H 0 1 N N N -52.769 23.448 7.450 6.231 2.913 2.951 H2 3Q4 35 3Q4 H3 H3 H 0 1 N N N -52.652 25.882 10.943 8.025 3.977 -0.770 H3 3Q4 36 3Q4 H4 H4 H 0 1 N N N -39.981 17.036 13.474 -3.578 3.158 -1.276 H4 3Q4 37 3Q4 H5 H5 H 0 1 N N N -42.086 18.151 12.892 -2.095 1.254 -1.067 H5 3Q4 38 3Q4 H6 H6 H 0 1 N N N -50.506 22.623 7.952 4.906 1.174 1.821 H6 3Q4 39 3Q4 H7 H7 H 0 1 N N N -50.390 25.059 11.449 6.710 2.235 -1.908 H7 3Q4 40 3Q4 H8 H8 H 0 1 N N N -43.841 14.531 11.485 -5.102 -1.062 0.915 H8 3Q4 41 3Q4 H9 H9 H 0 1 N N N -43.793 19.090 12.575 -0.950 -0.124 -0.943 H9 3Q4 42 3Q4 H19 H19 H 0 1 N N N -46.205 24.283 12.048 3.910 -2.296 0.321 H19 3Q4 43 3Q4 H19A H19A H 0 0 N N N -46.915 23.242 13.339 4.701 -2.066 -1.257 H19A 3Q4 44 3Q4 H20 H20 H 0 1 N N N -44.386 22.705 11.715 2.797 -3.150 -2.391 H20 3Q4 45 3Q4 H20A H20A H 0 0 N N N -44.489 23.141 13.464 3.462 -4.232 -1.142 H20A 3Q4 46 3Q4 H21 H21 H 0 1 N N N -47.851 21.035 12.796 1.729 -1.121 0.799 H21 3Q4 47 3Q4 H21A H21A H 0 0 N N N -47.900 20.456 11.111 1.032 -0.030 -0.422 H21A 3Q4 48 3Q4 H22 H22 H 0 1 N N N -46.648 22.499 10.358 2.830 -0.644 -2.009 H22 3Q4 49 3Q4 H23 H23 H 0 1 N N N -44.126 20.604 12.984 0.978 -4.165 -1.053 H23 3Q4 50 3Q4 H24 H24 H 0 1 N N N -45.653 19.912 14.670 2.338 -2.751 1.285 H24 3Q4 51 3Q4 H24A H24A H 0 0 N N N -44.864 21.467 15.100 0.778 -3.605 1.354 H24A 3Q4 52 3Q4 H24B H24B H 0 0 N N N -46.564 21.452 14.521 2.276 -4.512 1.031 H24B 3Q4 53 3Q4 HN30 HN30 H 0 0 N N N -37.986 13.402 13.472 -5.547 4.729 -1.168 HN30 3Q4 54 3Q4 HN3A HN3A H 0 0 N N N -37.985 14.931 12.899 -7.138 4.901 -0.657 HN3A 3Q4 55 3Q4 HN31 HN31 H 0 0 N N N -48.200 16.987 9.911 -1.944 -5.236 1.374 HN31 3Q4 56 3Q4 HN3B HN3B H 0 0 N N N -47.052 16.052 9.220 -3.447 -4.540 1.656 HN3B 3Q4 57 3Q4 HN32 HN32 H 0 0 N N N -48.442 23.066 9.210 5.341 0.134 -1.522 HN32 3Q4 58 3Q4 HN27 HN27 H 0 0 N N N -39.739 12.017 12.515 -8.207 2.825 0.537 HN27 3Q4 59 # 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 3Q4 C2 C1 DOUB Y N 1 3Q4 C1 C3 SING Y N 2 3Q4 C1 H1 SING N N 3 3Q4 C2 C6 SING Y N 4 3Q4 C2 H2 SING N N 5 3Q4 C3 C7 DOUB Y N 6 3Q4 C3 H3 SING N N 7 3Q4 C5 C4 DOUB Y N 8 3Q4 C10 C4 SING Y N 9 3Q4 C4 H4 SING N N 10 3Q4 C11 C5 SING Y N 11 3Q4 C5 H5 SING N N 12 3Q4 C6 C13 DOUB Y N 13 3Q4 C6 H6 SING N N 14 3Q4 C13 C7 SING Y N 15 3Q4 C7 H7 SING N N 16 3Q4 C8 C11 DOUB Y N 17 3Q4 C8 C12 SING Y N 18 3Q4 C8 H8 SING N N 19 3Q4 C15 C9 DOUB Y N 20 3Q4 C14 C9 SING Y N 21 3Q4 C9 H9 SING N N 22 3Q4 C12 C10 SING Y N 23 3Q4 C10 C16 DOUB Y N 24 3Q4 C14 C11 SING Y N 25 3Q4 N28 C12 DOUB Y N 26 3Q4 C13 N32 SING N N 27 3Q4 N25 C14 DOUB Y N 28 3Q4 N26 C15 SING Y N 29 3Q4 C15 N29 SING N N 30 3Q4 N27 C16 SING Y N 31 3Q4 C16 N30 SING N N 32 3Q4 N31 C17 SING N N 33 3Q4 C17 N26 DOUB Y N 34 3Q4 C17 N25 SING Y N 35 3Q4 N32 C18 SING N N 36 3Q4 C18 C22 SING N N 37 3Q4 C18 O33 DOUB N N 38 3Q4 C22 C19 SING N N 39 3Q4 C19 C20 SING N N 40 3Q4 C19 H19 SING N N 41 3Q4 C19 H19A SING N N 42 3Q4 C20 C23 SING N N 43 3Q4 C20 H20 SING N N 44 3Q4 C20 H20A SING N N 45 3Q4 C22 C21 SING N N 46 3Q4 C21 N29 SING N N 47 3Q4 C21 H21 SING N N 48 3Q4 C21 H21A SING N N 49 3Q4 C22 H22 SING N N 50 3Q4 N29 C23 SING N N 51 3Q4 C23 C24 SING N N 52 3Q4 C23 H23 SING N N 53 3Q4 C24 H24 SING N N 54 3Q4 C24 H24A SING N N 55 3Q4 C24 H24B SING N N 56 3Q4 N28 N27 SING Y N 57 3Q4 N30 HN30 SING N N 58 3Q4 N30 HN3A SING N N 59 3Q4 N31 HN31 SING N N 60 3Q4 N31 HN3B SING N N 61 3Q4 N32 HN32 SING N N 62 3Q4 N27 HN27 SING N N 63 # 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 3Q4 SMILES ACDLabs 12.01 "O=C(Nc1ccccc1)C5CCC(N(c4nc(nc(c2ccc3c(N)nnc3c2)c4)N)C5)C" 3Q4 SMILES_CANONICAL CACTVS 3.370 "C[C@@H]1CC[C@@H](CN1c2cc(nc(N)n2)c3ccc4c(N)[nH]nc4c3)C(=O)Nc5ccccc5" 3Q4 SMILES CACTVS 3.370 "C[CH]1CC[CH](CN1c2cc(nc(N)n2)c3ccc4c(N)[nH]nc4c3)C(=O)Nc5ccccc5" 3Q4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@@H]1CC[C@@H](C[N@@]1c2cc(nc(n2)N)c3ccc4c(c3)n[nH]c4N)C(=O)Nc5ccccc5" 3Q4 SMILES "OpenEye OEToolkits" 1.7.0 "CC1CCC(CN1c2cc(nc(n2)N)c3ccc4c(c3)n[nH]c4N)C(=O)Nc5ccccc5" 3Q4 InChI InChI 1.03 "InChI=1S/C24H26N8O/c1-14-7-8-16(23(33)27-17-5-3-2-4-6-17)13-32(14)21-12-19(28-24(26)29-21)15-9-10-18-20(11-15)30-31-22(18)25/h2-6,9-12,14,16H,7-8,13H2,1H3,(H,27,33)(H3,25,30,31)(H2,26,28,29)/t14-,16+/m1/s1" 3Q4 InChIKey InChI 1.03 TXXYVBLFLGPQOR-ZBFHGGJFSA-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 3Q4 "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,6R)-1-[2-amino-6-(3-amino-2H-indazol-6-yl)pyrimidin-4-yl]-6-methyl-N-phenylpiperidine-3-carboxamide" 3Q4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(1S,3S,6R)-1-[2-azanyl-6-(3-azanyl-2H-indazol-6-yl)pyrimidin-4-yl]-6-methyl-N-phenyl-piperidine-3-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 3Q4 "Create component" 2011-01-18 RCSB 3Q4 "Modify aromatic_flag" 2011-06-04 RCSB 3Q4 "Modify descriptor" 2011-06-04 RCSB #