data_O71 # _chem_comp.id O71 _chem_comp.name "(4-{6-[(2S)-4-(2,4-diamino-6-ethylpyrimidin-5-yl)but-3-yn-2-yl]-2H-1,3-benzodioxol-4-yl}phenyl)acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H24 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-06-17 _chem_comp.pdbx_modified_date 2019-10-18 _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 444.482 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O71 _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 6PBO _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 O71 C4 C1 C 0 1 Y N N -28.463 -9.117 41.911 -5.844 0.977 0.393 C4 O71 1 O71 C5 C2 C 0 1 Y N N -28.055 -10.320 41.343 -4.666 0.448 -0.137 C5 O71 2 O71 C6 C3 C 0 1 Y N N -27.076 -10.279 40.353 -4.609 0.209 -1.525 C6 O71 3 O71 N1 N1 N 0 1 Y N N -26.548 -9.118 39.951 -5.671 0.494 -2.268 N1 O71 4 O71 N3 N2 N 0 1 Y N N -27.900 -7.978 41.476 -6.858 1.228 -0.418 N3 O71 5 O71 C2 C4 C 0 1 Y N N -26.953 -7.974 40.520 -6.768 0.995 -1.719 C2 O71 6 O71 CAI C5 C 0 1 N N N -29.435 -9.055 42.912 -5.960 1.252 1.870 CAI O71 7 O71 CAJ C6 C 0 1 N N N -30.765 -8.524 42.347 -5.494 2.680 2.161 CAJ O71 8 O71 CAK C7 C 0 1 N N N -28.642 -11.576 41.775 -3.546 0.157 0.707 CAK O71 9 O71 CAL C8 C 0 1 N N N -29.149 -12.530 42.162 -2.628 -0.082 1.398 CAL O71 10 O71 CAM C9 C 0 1 N N S -29.895 -13.724 42.701 -1.476 -0.381 2.265 CAM O71 11 O71 CAN C10 C 0 1 Y N N -31.192 -13.272 43.005 -0.351 -0.937 1.431 CAN O71 12 O71 CAO C11 C 0 1 Y N N -31.889 -12.389 42.171 0.865 -0.286 1.395 CAO O71 13 O71 CAP C12 C 0 1 Y N N -33.180 -11.964 42.519 1.908 -0.798 0.626 CAP O71 14 O71 CAQ C13 C 0 1 Y N N -33.724 -12.430 43.659 1.717 -1.971 -0.108 CAQ O71 15 O71 CAR C14 C 0 1 Y N N -33.053 -13.275 44.462 0.487 -2.620 -0.064 CAR O71 16 O71 CAS C15 C 0 1 Y N N -31.820 -13.688 44.166 -0.540 -2.102 0.709 CAS O71 17 O71 CAT C16 C 0 1 Y N N -33.892 -11.077 41.667 3.216 -0.100 0.585 CAT O71 18 O71 CAU C17 C 0 1 Y N N -33.208 -10.286 40.737 4.395 -0.810 0.800 CAU O71 19 O71 CAV C18 C 0 1 Y N N -33.882 -9.411 39.883 5.610 -0.156 0.756 CAV O71 20 O71 CAW C19 C 0 1 Y N N -35.271 -9.315 39.921 5.658 1.202 0.499 CAW O71 21 O71 CAX C20 C 0 1 Y N N -35.973 -10.084 40.843 4.490 1.912 0.285 CAX O71 22 O71 CAY C21 C 0 1 Y N N -35.289 -10.956 41.692 3.270 1.268 0.326 CAY O71 23 O71 CAZ C22 C 0 1 N N N -35.933 -8.422 39.069 6.987 1.911 0.453 CAZ O71 24 O71 CBA C23 C 0 1 N N N -36.219 -9.001 37.663 7.524 1.880 -0.955 CBA O71 25 O71 CBE C24 C 0 1 N N N -35.129 -13.296 45.112 1.699 -3.531 -1.704 CBE O71 26 O71 CBG C25 C 0 1 N N N -29.233 -14.326 43.927 -1.886 -1.410 3.320 CBG O71 27 O71 NAG N3 N 0 1 N N N -26.688 -11.424 39.818 -3.466 -0.314 -2.102 NAG O71 28 O71 NAH N4 N 0 1 N N N -26.412 -6.820 40.126 -7.853 1.279 -2.528 NAH O71 29 O71 OBB O1 O 0 1 N N N -37.428 -9.223 37.379 8.704 2.455 -1.236 OBB O71 30 O71 OBC O2 O 0 1 N N N -35.239 -9.127 36.878 6.892 1.339 -1.831 OBC O71 31 O71 OBD O3 O 0 1 N N N -34.937 -12.168 44.219 2.553 -2.673 -0.926 OBD O71 32 O71 OBF O4 O 0 1 N N N -33.800 -13.600 45.558 0.552 -3.730 -0.857 OBF O71 33 O71 H1 H1 H 0 1 N N N -29.594 -10.063 43.324 -6.999 1.139 2.180 H1 O71 34 O71 H2 H2 H 0 1 N N N -29.088 -8.383 43.711 -5.337 0.547 2.421 H2 O71 35 O71 H3 H3 H 0 1 N N N -31.515 -8.483 43.151 -4.455 2.794 1.851 H3 O71 36 O71 H4 H4 H 0 1 N N N -30.612 -7.515 41.937 -6.117 3.385 1.610 H4 O71 37 O71 H5 H5 H 0 1 N N N -31.118 -9.194 41.550 -5.578 2.879 3.230 H5 O71 38 O71 H6 H6 H 0 1 N N N -29.939 -14.493 41.916 -1.145 0.534 2.758 H6 O71 39 O71 H7 H7 H 0 1 N N N -31.432 -12.035 41.259 1.009 0.621 1.964 H7 O71 40 O71 H8 H8 H 0 1 N N N -31.305 -14.356 44.841 -1.493 -2.609 0.746 H8 O71 41 O71 H9 H9 H 0 1 N N N -32.132 -10.354 40.678 4.359 -1.871 1.002 H9 O71 42 O71 H10 H10 H 0 1 N N N -33.322 -8.804 39.187 6.524 -0.706 0.922 H10 O71 43 O71 H11 H11 H 0 1 N N N -37.049 -10.006 40.902 4.534 2.973 0.085 H11 O71 44 O71 H12 H12 H 0 1 N N N -35.853 -11.556 42.390 2.360 1.823 0.155 H12 O71 45 O71 H13 H13 H 0 1 N N N -35.309 -7.524 38.954 6.858 2.945 0.770 H13 O71 46 O71 H14 H14 H 0 1 N N N -36.892 -8.146 39.532 7.689 1.410 1.120 H14 O71 47 O71 H15 H15 H 0 1 N N N -35.775 -13.021 45.959 1.408 -3.041 -2.634 H15 O71 48 O71 H16 H16 H 0 1 N N N -35.569 -14.150 44.577 2.191 -4.481 -1.911 H16 O71 49 O71 H17 H17 H 0 1 N N N -29.819 -15.190 44.274 -1.033 -1.631 3.962 H17 O71 50 O71 H18 H18 H 0 1 N N N -28.215 -14.653 43.670 -2.700 -1.007 3.924 H18 O71 51 O71 H19 H19 H 0 1 N N N -29.185 -13.571 44.726 -2.217 -2.324 2.828 H19 O71 52 O71 H20 H20 H 0 1 N N N -25.990 -11.248 39.124 -2.695 -0.519 -1.550 H20 O71 53 O71 H21 H21 H 0 1 N N N -26.308 -12.013 40.531 -3.436 -0.475 -3.058 H21 O71 54 O71 H22 H22 H 0 1 N N N -25.735 -6.996 39.412 -7.804 1.111 -3.482 H22 O71 55 O71 H23 H23 H 0 1 N N N -27.128 -6.222 39.766 -8.663 1.646 -2.142 H23 O71 56 O71 H24 H24 H 0 1 N N N -37.495 -9.503 36.474 9.007 2.410 -2.153 H24 O71 57 # # 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 O71 OBC CBA DOUB N N 1 O71 OBB CBA SING N N 2 O71 CBA CAZ SING N N 3 O71 CAZ CAW SING N N 4 O71 NAG C6 SING N N 5 O71 CAV CAW DOUB Y N 6 O71 CAV CAU SING Y N 7 O71 CAW CAX SING Y N 8 O71 N1 C6 DOUB Y N 9 O71 N1 C2 SING Y N 10 O71 NAH C2 SING N N 11 O71 C6 C5 SING Y N 12 O71 C2 N3 DOUB Y N 13 O71 CAU CAT DOUB Y N 14 O71 CAX CAY DOUB Y N 15 O71 C5 CAK SING N N 16 O71 C5 C4 DOUB Y N 17 O71 N3 C4 SING Y N 18 O71 CAT CAY SING Y N 19 O71 CAT CAP SING N N 20 O71 CAK CAL TRIP N N 21 O71 C4 CAI SING N N 22 O71 CAL CAM SING N N 23 O71 CAO CAP DOUB Y N 24 O71 CAO CAN SING Y N 25 O71 CAJ CAI SING N N 26 O71 CAP CAQ SING Y N 27 O71 CAM CAN SING N N 28 O71 CAM CBG SING N N 29 O71 CAN CAS DOUB Y N 30 O71 CAQ OBD SING N N 31 O71 CAQ CAR DOUB Y N 32 O71 CAS CAR SING Y N 33 O71 OBD CBE SING N N 34 O71 CAR OBF SING N N 35 O71 CBE OBF SING N N 36 O71 CAI H1 SING N N 37 O71 CAI H2 SING N N 38 O71 CAJ H3 SING N N 39 O71 CAJ H4 SING N N 40 O71 CAJ H5 SING N N 41 O71 CAM H6 SING N N 42 O71 CAO H7 SING N N 43 O71 CAS H8 SING N N 44 O71 CAU H9 SING N N 45 O71 CAV H10 SING N N 46 O71 CAX H11 SING N N 47 O71 CAY H12 SING N N 48 O71 CAZ H13 SING N N 49 O71 CAZ H14 SING N N 50 O71 CBE H15 SING N N 51 O71 CBE H16 SING N N 52 O71 CBG H17 SING N N 53 O71 CBG H18 SING N N 54 O71 CBG H19 SING N N 55 O71 NAG H20 SING N N 56 O71 NAG H21 SING N N 57 O71 NAH H22 SING N N 58 O71 NAH H23 SING N N 59 O71 OBB H24 SING N N 60 # # 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 O71 SMILES ACDLabs 12.01 "c4(CC)c(C#CC(c1cc3c(c(c1)c2ccc(cc2)CC(O)=O)OCO3)C)c(nc(n4)N)N" O71 InChI InChI 1.03 "InChI=1S/C25H24N4O4/c1-3-20-18(24(26)29-25(27)28-20)9-4-14(2)17-11-19(23-21(12-17)32-13-33-23)16-7-5-15(6-8-16)10-22(30)31/h5-8,11-12,14H,3,10,13H2,1-2H3,(H,30,31)(H4,26,27,28,29)/t14-/m1/s1" O71 InChIKey InChI 1.03 DFNOGZMANMBRCF-CQSZACIVSA-N O71 SMILES_CANONICAL CACTVS 3.385 "CCc1nc(N)nc(N)c1C#C[C@@H](C)c2cc3OCOc3c(c2)c4ccc(CC(O)=O)cc4" O71 SMILES CACTVS 3.385 "CCc1nc(N)nc(N)c1C#C[CH](C)c2cc3OCOc3c(c2)c4ccc(CC(O)=O)cc4" O71 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCc1c(c(nc(n1)N)N)C#C[C@@H](C)c2cc(c3c(c2)OCO3)c4ccc(cc4)CC(=O)O" O71 SMILES "OpenEye OEToolkits" 2.0.7 "CCc1c(c(nc(n1)N)N)C#CC(C)c2cc(c3c(c2)OCO3)c4ccc(cc4)CC(=O)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 O71 "SYSTEMATIC NAME" ACDLabs 12.01 "(4-{6-[(2S)-4-(2,4-diamino-6-ethylpyrimidin-5-yl)but-3-yn-2-yl]-2H-1,3-benzodioxol-4-yl}phenyl)acetic acid" O71 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "2-[4-[6-[(2~{S})-4-[2,4-bis(azanyl)-6-ethyl-pyrimidin-5-yl]but-3-yn-2-yl]-1,3-benzodioxol-4-yl]phenyl]ethanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site O71 "Create component" 2019-06-17 RCSB O71 "Initial release" 2019-10-23 RCSB ##