data_G8J # _chem_comp.id G8J _chem_comp.name "6-ethyl-5-{(3S)-3-[2-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl}pyrimidine-2,4-diamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-05-14 _chem_comp.pdbx_modified_date 2018-05-18 _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 373.451 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G8J _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 6DE5 _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 G8J C4 C1 C 0 1 Y N N -13.976 -19.212 21.463 -4.219 -0.263 0.287 C4 G8J 1 G8J C5 C2 C 0 1 Y N N -14.118 -20.114 20.427 -2.937 0.028 -0.182 C5 G8J 2 G8J C6 C3 C 0 1 Y N N -13.494 -19.825 19.203 -2.780 1.125 -1.053 C6 G8J 3 G8J N1 N1 N 0 1 Y N N -12.785 -18.694 19.054 -3.851 1.833 -1.392 N1 G8J 4 G8J N3 N2 N 0 1 Y N N -13.255 -18.110 21.249 -5.233 0.491 -0.103 N3 G8J 5 G8J CAJ C4 C 0 1 N N N -15.559 -18.287 23.003 -4.304 -0.949 2.669 CAJ G8J 6 G8J CAI C5 C 0 1 N N N -14.577 -19.431 22.707 -4.445 -1.424 1.221 CAI G8J 7 G8J C2 C6 C 0 1 Y N N -12.664 -17.839 20.079 -5.048 1.518 -0.920 C2 G8J 8 G8J NAG N3 N 0 1 N N N -11.959 -16.714 19.948 -6.139 2.281 -1.296 NAG G8J 9 G8J NAH N4 N 0 1 N N N -13.635 -20.693 18.192 -1.532 1.457 -1.547 NAH G8J 10 G8J CAK C7 C 0 1 N N N -14.894 -21.284 20.642 -1.812 -0.765 0.212 CAK G8J 11 G8J CAL C8 C 0 1 N N N -15.503 -22.213 20.787 -0.890 -1.416 0.535 CAL G8J 12 G8J CAM C9 C 0 1 N N S -16.286 -23.440 20.903 0.266 -2.232 0.940 CAM G8J 13 G8J CAZ C10 C 0 1 N N N -16.945 -23.680 19.536 0.422 -2.177 2.461 CAZ G8J 14 G8J CAN C11 C 0 1 Y N N -17.278 -23.317 21.891 1.514 -1.694 0.288 CAN G8J 15 G8J CAO C12 C 0 1 Y N N -17.647 -22.057 22.391 1.920 -0.400 0.540 CAO G8J 16 G8J CAS C13 C 0 1 Y N N -17.907 -24.464 22.378 2.257 -2.503 -0.562 CAS G8J 17 G8J OBA O1 O 0 1 N N N -17.512 -25.667 21.850 1.857 -3.779 -0.803 OBA G8J 18 G8J CBB C14 C 0 1 N N N -18.177 -26.755 22.499 2.668 -4.556 -1.687 CBB G8J 19 G8J CAR C15 C 0 1 Y N N -18.892 -24.360 23.355 3.406 -2.010 -1.165 CAR G8J 20 G8J CAQ C16 C 0 1 Y N N -19.241 -23.097 23.836 3.814 -0.716 -0.921 CAQ G8J 21 G8J CAP C17 C 0 1 Y N N -18.631 -21.935 23.368 3.074 0.097 -0.064 CAP G8J 22 G8J CAT C18 C 0 1 Y N N -19.015 -20.695 23.907 3.512 1.488 0.204 CAT G8J 23 G8J CAU C19 C 0 1 Y N N -18.909 -19.508 23.188 2.786 2.317 1.064 CAU G8J 24 G8J CAV C20 C 0 1 Y N N -19.298 -18.290 23.756 3.230 3.604 1.286 CAV G8J 25 G8J NAW N5 N 0 1 Y N N -19.807 -18.235 25.078 4.322 4.055 0.699 NAW G8J 26 G8J CAX C21 C 0 1 Y N N -19.909 -19.427 25.815 5.036 3.305 -0.119 CAX G8J 27 G8J CAY C22 C 0 1 Y N N -19.514 -20.632 25.219 4.667 2.004 -0.392 CAY G8J 28 G8J H1 H1 H 0 1 N N N -16.034 -18.455 23.981 -4.468 -1.788 3.344 H1 G8J 29 G8J H2 H2 H 0 1 N N N -15.014 -17.331 23.019 -3.303 -0.548 2.824 H2 G8J 30 G8J H3 H3 H 0 1 N N N -16.331 -18.255 22.220 -5.042 -0.172 2.869 H3 G8J 31 G8J H4 H4 H 0 1 N N N -15.121 -20.387 22.690 -5.446 -1.825 1.066 H4 G8J 32 G8J H5 H5 H 0 1 N N N -13.804 -19.463 23.489 -3.707 -2.200 1.020 H5 G8J 33 G8J H6 H6 H 0 1 N N N -11.586 -16.660 19.022 -6.020 3.034 -1.896 H6 G8J 34 G8J H7 H7 H 0 1 N N N -12.553 -15.927 20.114 -7.022 2.064 -0.960 H7 G8J 35 G8J H8 H8 H 0 1 N N N -13.149 -20.351 17.388 -0.755 0.934 -1.294 H8 G8J 36 G8J H9 H9 H 0 1 N N N -13.256 -21.579 18.458 -1.433 2.214 -2.147 H9 G8J 37 G8J H10 H10 H 0 1 N N N -15.620 -24.286 21.128 0.110 -3.264 0.628 H10 G8J 38 G8J H11 H11 H 0 1 N N N -17.549 -24.599 19.576 0.579 -1.144 2.773 H11 G8J 39 G8J H12 H12 H 0 1 N N N -17.593 -22.827 19.286 -0.480 -2.566 2.933 H12 G8J 40 G8J H13 H13 H 0 1 N N N -16.166 -23.786 18.767 1.278 -2.781 2.761 H13 G8J 41 G8J H14 H14 H 0 1 N N N -17.160 -21.170 22.012 1.344 0.228 1.204 H14 G8J 42 G8J H15 H15 H 0 1 N N N -17.843 -27.705 22.058 2.238 -5.551 -1.793 H15 G8J 43 G8J H16 H16 H 0 1 N N N -17.936 -26.744 23.572 2.709 -4.071 -2.663 H16 G8J 44 G8J H17 H17 H 0 1 N N N -19.264 -26.652 22.367 3.676 -4.636 -1.279 H17 G8J 45 G8J H18 H18 H 0 1 N N N -19.380 -25.245 23.736 3.982 -2.642 -1.825 H18 G8J 46 G8J H19 H19 H 0 1 N N N -20.007 -23.018 24.594 4.709 -0.334 -1.390 H19 G8J 47 G8J H20 H20 H 0 1 N N N -18.522 -19.527 22.180 1.891 1.955 1.548 H20 G8J 48 G8J H21 H21 H 0 1 N N N -19.209 -17.381 23.180 2.675 4.252 1.949 H21 G8J 49 G8J H22 H22 H 0 1 N N N -20.287 -19.415 26.827 5.924 3.715 -0.579 H22 G8J 50 G8J H23 H23 H 0 1 N N N -19.596 -21.546 25.789 5.258 1.395 -1.059 H23 G8J 51 # 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 G8J NAH C6 SING N N 1 G8J N1 C6 DOUB Y N 2 G8J N1 C2 SING Y N 3 G8J C6 C5 SING Y N 4 G8J CAZ CAM SING N N 5 G8J NAG C2 SING N N 6 G8J C2 N3 DOUB Y N 7 G8J C5 CAK SING N N 8 G8J C5 C4 DOUB Y N 9 G8J CAK CAL TRIP N N 10 G8J CAL CAM SING N N 11 G8J CAM CAN SING N N 12 G8J N3 C4 SING Y N 13 G8J C4 CAI SING N N 14 G8J OBA CAS SING N N 15 G8J OBA CBB SING N N 16 G8J CAN CAS DOUB Y N 17 G8J CAN CAO SING Y N 18 G8J CAS CAR SING Y N 19 G8J CAO CAP DOUB Y N 20 G8J CAI CAJ SING N N 21 G8J CAU CAV DOUB Y N 22 G8J CAU CAT SING Y N 23 G8J CAR CAQ DOUB Y N 24 G8J CAP CAQ SING Y N 25 G8J CAP CAT SING N N 26 G8J CAV NAW SING Y N 27 G8J CAT CAY DOUB Y N 28 G8J NAW CAX DOUB Y N 29 G8J CAY CAX SING Y N 30 G8J CAJ H1 SING N N 31 G8J CAJ H2 SING N N 32 G8J CAJ H3 SING N N 33 G8J CAI H4 SING N N 34 G8J CAI H5 SING N N 35 G8J NAG H6 SING N N 36 G8J NAG H7 SING N N 37 G8J NAH H8 SING N N 38 G8J NAH H9 SING N N 39 G8J CAM H10 SING N N 40 G8J CAZ H11 SING N N 41 G8J CAZ H12 SING N N 42 G8J CAZ H13 SING N N 43 G8J CAO H14 SING N N 44 G8J CBB H15 SING N N 45 G8J CBB H16 SING N N 46 G8J CBB H17 SING N N 47 G8J CAR H18 SING N N 48 G8J CAQ H19 SING N N 49 G8J CAU H20 SING N N 50 G8J CAV H21 SING N N 51 G8J CAX H22 SING N N 52 G8J CAY H23 SING N N 53 # 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 G8J SMILES ACDLabs 12.01 "c3(CC)c(C#CC(c1c(ccc(c1)c2ccncc2)OC)C)c(nc(n3)N)N" G8J InChI InChI 1.03 "InChI=1S/C22H23N5O/c1-4-19-17(21(23)27-22(24)26-19)7-5-14(2)18-13-16(6-8-20(18)28-3)15-9-11-25-12-10-15/h6,8-14H,4H2,1-3H3,(H4,23,24,26,27)/t14-/m0/s1" G8J InChIKey InChI 1.03 PPKWGSTVAQFAGZ-AWEZNQCLSA-N G8J SMILES_CANONICAL CACTVS 3.385 "CCc1nc(N)nc(N)c1C#C[C@H](C)c2cc(ccc2OC)c3ccncc3" G8J SMILES CACTVS 3.385 "CCc1nc(N)nc(N)c1C#C[CH](C)c2cc(ccc2OC)c3ccncc3" G8J SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCc1c(c(nc(n1)N)N)C#C[C@H](C)c2cc(ccc2OC)c3ccncc3" G8J SMILES "OpenEye OEToolkits" 2.0.6 "CCc1c(c(nc(n1)N)N)C#CC(C)c2cc(ccc2OC)c3ccncc3" # 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 G8J "SYSTEMATIC NAME" ACDLabs 12.01 "6-ethyl-5-{(3S)-3-[2-methoxy-5-(pyridin-4-yl)phenyl]but-1-yn-1-yl}pyrimidine-2,4-diamine" G8J "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "6-ethyl-5-[(3~{S})-3-(2-methoxy-5-pyridin-4-yl-phenyl)but-1-ynyl]pyrimidine-2,4-diamine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G8J "Create component" 2018-05-14 RCSB G8J "Initial release" 2018-05-23 RCSB #