data_3YT # _chem_comp.id 3YT _chem_comp.name "2-{[(1R,2S)-2-aminocyclohexyl]amino}-4-{[3-(2H-1,2,3-triazol-2-yl)phenyl]amino}pyrimidine-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H23 N9 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-11 _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 393.446 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3YT _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 4RX9 _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 3YT C2 C2 C 0 1 N N S 0.718 4.489 13.290 4.868 -2.024 0.670 C2 3YT 1 3YT C3 C3 C 0 1 N N N -0.713 4.644 12.747 4.249 -3.263 0.020 C3 3YT 2 3YT C11 C11 C 0 1 Y N N 5.217 1.822 14.526 2.347 2.790 -0.146 C11 3YT 3 3YT C12 C12 C 0 1 Y N N 4.430 0.685 14.733 0.955 2.867 -0.026 C12 3YT 4 3YT C13 C13 C 0 1 N N N 4.971 -0.429 15.551 0.262 4.165 -0.085 C13 3YT 5 3YT C16 C16 C 0 1 Y N N 3.150 0.610 14.218 0.234 1.667 0.154 C16 3YT 6 3YT C18 C18 C 0 1 Y N N 1.124 -0.666 14.321 -1.829 0.512 0.601 C18 3YT 7 3YT C19 C19 C 0 1 Y N N 0.563 -1.705 15.013 -1.274 -0.396 1.495 C19 3YT 8 3YT C20 C20 C 0 1 Y N N -0.759 -2.019 14.863 -1.954 -1.555 1.815 C20 3YT 9 3YT C21 C21 C 0 1 Y N N -1.555 -1.247 14.042 -3.187 -1.816 1.247 C21 3YT 10 3YT C22 C22 C 0 1 Y N N -1.032 -0.189 13.320 -3.746 -0.913 0.352 C22 3YT 11 3YT C23 C23 C 0 1 Y N N 0.336 0.091 13.462 -3.069 0.255 0.034 C23 3YT 12 3YT C26 C26 C 0 1 Y N N -3.808 1.228 11.957 -6.814 -2.153 -0.682 C26 3YT 13 3YT C27 C27 C 0 1 Y N N -2.733 1.918 11.245 -6.751 -0.943 -1.377 C27 3YT 14 3YT N1 N1 N 0 1 N N N 1.207 5.825 13.660 4.515 -1.992 2.096 N1 3YT 15 3YT C4 C4 C 0 1 N N N -0.752 5.388 11.393 4.617 -3.297 -1.465 C4 3YT 16 3YT C5 C5 C 0 1 N N N 0.128 4.687 10.337 4.082 -2.039 -2.152 C5 3YT 17 3YT C6 C6 C 0 1 N N N 1.564 4.704 10.886 4.701 -0.800 -1.501 C6 3YT 18 3YT C7 C7 C 0 1 N N R 1.634 3.885 12.190 4.333 -0.766 -0.016 C7 3YT 19 3YT N8 N8 N 0 1 N N N 3.003 3.785 12.630 2.876 -0.715 0.125 N8 3YT 20 3YT C9 C9 C 0 1 Y N N 3.468 2.732 13.313 2.220 0.497 0.071 C9 3YT 21 3YT N10 N10 N 0 1 Y N N 4.698 2.807 13.817 2.931 1.607 -0.094 N10 3YT 22 3YT N14 N14 N 0 1 N N N 6.203 -0.331 15.886 0.954 5.285 -0.371 N14 3YT 23 3YT O15 O15 O 0 1 N N N 4.225 -1.282 15.902 -0.934 4.225 0.125 O15 3YT 24 3YT N17 N17 N 0 1 N N N 2.419 -0.484 14.489 -1.140 1.685 0.278 N17 3YT 25 3YT N24 N24 N 0 1 Y N N -1.907 0.517 12.583 -4.999 -1.175 -0.219 N24 3YT 26 3YT N25 N25 N 0 1 Y N N -3.243 0.446 12.736 -5.701 -2.227 0.013 N25 3YT 27 3YT N28 N28 N 0 1 Y N N -1.657 1.447 11.678 -5.606 -0.394 -1.040 N28 3YT 28 3YT N29 N29 N 0 1 Y N N 2.695 1.652 13.501 0.902 0.520 0.201 N29 3YT 29 3YT H1 H1 H 0 1 N N N 0.711 3.824 14.166 5.953 -2.062 0.565 H1 3YT 30 3YT H2 H2 H 0 1 N N N -1.309 5.210 13.478 4.630 -4.159 0.509 H2 3YT 31 3YT H3 H3 H 0 1 N N N -1.150 3.644 12.613 3.165 -3.225 0.125 H3 3YT 32 3YT H4 H4 H 0 1 N N N 6.215 1.892 14.932 2.936 3.685 -0.285 H4 3YT 33 3YT H5 H5 H 0 1 N N N 1.174 -2.286 15.688 -0.311 -0.195 1.940 H5 3YT 34 3YT H6 H6 H 0 1 N N N -1.178 -2.867 15.384 -1.521 -2.260 2.510 H6 3YT 35 3YT H7 H7 H 0 1 N N N -2.608 -1.473 13.961 -3.715 -2.723 1.499 H7 3YT 36 3YT H8 H8 H 0 1 N N N 0.779 0.900 12.900 -3.502 0.959 -0.662 H8 3YT 37 3YT H9 H9 H 0 1 N N N -4.871 1.370 11.831 -7.616 -2.877 -0.706 H9 3YT 38 3YT H10 H10 H 0 1 N N N -2.845 2.684 10.492 -7.491 -0.541 -2.053 H10 3YT 39 3YT H11 H11 H 0 1 N N N 0.616 6.212 14.368 4.858 -2.813 2.572 H11 3YT 40 3YT H12 H12 H 0 1 N N N 2.142 5.753 14.008 4.858 -1.150 2.534 H12 3YT 41 3YT H14 H14 H 0 1 N N N -0.386 6.415 11.539 5.701 -3.335 -1.570 H14 3YT 42 3YT H15 H15 H 0 1 N N N -1.790 5.417 11.031 4.175 -4.179 -1.928 H15 3YT 43 3YT H16 H16 H 0 1 N N N 0.080 5.229 9.381 4.343 -2.063 -3.209 H16 3YT 44 3YT H17 H17 H 0 1 N N N -0.210 3.651 10.188 2.997 -2.001 -2.046 H17 3YT 45 3YT H18 H18 H 0 1 N N N 2.245 4.265 10.142 5.785 -0.838 -1.606 H18 3YT 46 3YT H19 H19 H 0 1 N N N 1.865 5.742 11.090 4.320 0.096 -1.990 H19 3YT 47 3YT H20 H20 H 0 1 N N N 1.259 2.875 11.968 4.774 0.116 0.447 H20 3YT 48 3YT H21 H21 H 0 1 N N N 3.564 3.850 11.805 2.372 -1.533 0.257 H21 3YT 49 3YT H22 H22 H 0 1 N N N 6.611 -1.011 16.495 1.908 5.237 -0.538 H22 3YT 50 3YT H23 H23 H 0 1 N N N 6.757 0.426 15.539 0.497 6.140 -0.410 H23 3YT 51 3YT H24 H24 H 0 1 N N N 2.922 -1.261 14.867 -1.629 2.512 0.141 H24 3YT 52 # 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 3YT C5 C6 SING N N 1 3YT C5 C4 SING N N 2 3YT C6 C7 SING N N 3 3YT C27 N28 DOUB Y N 4 3YT C27 C26 SING Y N 5 3YT C4 C3 SING N N 6 3YT N28 N24 SING Y N 7 3YT C26 N25 DOUB Y N 8 3YT C7 N8 SING N N 9 3YT C7 C2 SING N N 10 3YT N24 N25 SING Y N 11 3YT N24 C22 SING N N 12 3YT N8 C9 SING N N 13 3YT C3 C2 SING N N 14 3YT C2 N1 SING N N 15 3YT C9 N29 DOUB Y N 16 3YT C9 N10 SING Y N 17 3YT C22 C23 DOUB Y N 18 3YT C22 C21 SING Y N 19 3YT C23 C18 SING Y N 20 3YT N29 C16 SING Y N 21 3YT N10 C11 DOUB Y N 22 3YT C21 C20 DOUB Y N 23 3YT C16 N17 SING N N 24 3YT C16 C12 DOUB Y N 25 3YT C18 N17 SING N N 26 3YT C18 C19 DOUB Y N 27 3YT C11 C12 SING Y N 28 3YT C12 C13 SING N N 29 3YT C20 C19 SING Y N 30 3YT C13 N14 SING N N 31 3YT C13 O15 DOUB N N 32 3YT C2 H1 SING N N 33 3YT C3 H2 SING N N 34 3YT C3 H3 SING N N 35 3YT C11 H4 SING N N 36 3YT C19 H5 SING N N 37 3YT C20 H6 SING N N 38 3YT C21 H7 SING N N 39 3YT C23 H8 SING N N 40 3YT C26 H9 SING N N 41 3YT C27 H10 SING N N 42 3YT N1 H11 SING N N 43 3YT N1 H12 SING N N 44 3YT C4 H14 SING N N 45 3YT C4 H15 SING N N 46 3YT C5 H16 SING N N 47 3YT C5 H17 SING N N 48 3YT C6 H18 SING N N 49 3YT C6 H19 SING N N 50 3YT C7 H20 SING N N 51 3YT N8 H21 SING N N 52 3YT N14 H22 SING N N 53 3YT N14 H23 SING N N 54 3YT N17 H24 SING N N 55 # 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 3YT SMILES ACDLabs 12.01 "O=C(N)c1cnc(nc1Nc2cccc(c2)n3nccn3)NC4CCCCC4N" 3YT InChI InChI 1.03 "InChI=1S/C19H23N9O/c20-15-6-1-2-7-16(15)26-19-22-11-14(17(21)29)18(27-19)25-12-4-3-5-13(10-12)28-23-8-9-24-28/h3-5,8-11,15-16H,1-2,6-7,20H2,(H2,21,29)(H2,22,25,26,27)/t15-,16+/m0/s1" 3YT InChIKey InChI 1.03 TXGKRVFSSHPBAJ-JKSUJKDBSA-N 3YT SMILES_CANONICAL CACTVS 3.385 "N[C@H]1CCCC[C@H]1Nc2ncc(C(N)=O)c(Nc3cccc(c3)n4nccn4)n2" 3YT SMILES CACTVS 3.385 "N[CH]1CCCC[CH]1Nc2ncc(C(N)=O)c(Nc3cccc(c3)n4nccn4)n2" 3YT SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)n2nccn2)Nc3c(cnc(n3)N[C@@H]4CCCC[C@@H]4N)C(=O)N" 3YT SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)n2nccn2)Nc3c(cnc(n3)NC4CCCCC4N)C(=O)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 3YT "SYSTEMATIC NAME" ACDLabs 12.01 "2-{[(1R,2S)-2-aminocyclohexyl]amino}-4-{[3-(2H-1,2,3-triazol-2-yl)phenyl]amino}pyrimidine-5-carboxamide" 3YT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[[(1R,2S)-2-azanylcyclohexyl]amino]-4-[[3-(1,2,3-triazol-2-yl)phenyl]amino]pyrimidine-5-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 3YT "Create component" 2014-12-11 RCSB 3YT "Initial release" 2015-03-18 RCSB #