data_1N6 # _chem_comp.id 1N6 _chem_comp.name "2-[(trans-4-aminocyclohexyl)amino]-4-{[3-(trifluoromethyl)phenyl]amino}pyrido[4,3-d]pyrimidin-5(6H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 F3 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-04 _chem_comp.pdbx_modified_date 2013-08-23 _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 418.416 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1N6 _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 4JX7 _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 1N6 FAC FAC F 0 1 N N N 22.286 -41.621 -5.878 -6.251 -2.714 -0.176 FAC 1N6 1 1N6 CBD CBD C 0 1 N N N 21.590 -40.857 -4.947 -5.740 -1.467 -0.551 CBD 1N6 2 1N6 FAD FAD F 0 1 N N N 20.403 -41.423 -4.758 -5.606 -1.417 -1.942 FAD 1N6 3 1N6 FAE FAE F 0 1 N N N 21.396 -39.557 -5.406 -6.613 -0.459 -0.130 FAE 1N6 4 1N6 CAV CAV C 0 1 Y N N 22.303 -40.813 -3.730 -4.391 -1.263 0.091 CAV 1N6 5 1N6 CAK CAK C 0 1 Y N N 21.637 -40.409 -2.559 -3.691 -0.093 -0.131 CAK 1N6 6 1N6 CAI CAI C 0 1 Y N N 23.664 -41.163 -3.683 -3.859 -2.245 0.906 CAI 1N6 7 1N6 CAF CAF C 0 1 Y N N 24.350 -41.113 -2.467 -2.622 -2.062 1.497 CAF 1N6 8 1N6 CAH CAH C 0 1 Y N N 23.667 -40.711 -1.304 -1.914 -0.897 1.275 CAH 1N6 9 1N6 CAU CAU C 0 1 Y N N 22.314 -40.341 -1.338 -2.449 0.094 0.460 CAU 1N6 10 1N6 NAR NAR N 0 1 N N N 21.710 -39.990 -0.184 -1.738 1.277 0.238 NAR 1N6 11 1N6 C6 C6 C 0 1 Y N N 20.855 -38.949 -0.016 -0.359 1.256 0.202 C6 1N6 12 1N6 N1 N1 N 0 1 Y N N 20.318 -38.192 -1.021 0.310 0.107 0.259 N1 1N6 13 1N6 C5 C5 C 0 1 Y N N 20.517 -38.670 1.326 0.379 2.448 0.097 C5 1N6 14 1N6 CAY CAY C 0 1 N N N 21.013 -39.405 2.431 -0.248 3.763 0.023 CAY 1N6 15 1N6 OAB OAB O 0 1 N N N 21.800 -40.359 2.286 -1.462 3.869 0.049 OAB 1N6 16 1N6 NAT NAT N 0 1 N N N 20.594 -39.047 3.747 0.532 4.859 -0.076 NAT 1N6 17 1N6 CAG CAG C 0 1 N N N 19.754 -38.038 3.954 1.892 4.783 -0.108 CAG 1N6 18 1N6 CAJ CAJ C 0 1 N N N 19.256 -37.300 2.891 2.552 3.612 -0.045 CAJ 1N6 19 1N6 C4 C4 C 0 1 Y N N 19.632 -37.616 1.585 1.793 2.369 0.064 C4 1N6 20 1N6 N3 N3 N 0 1 Y N N 19.137 -36.900 0.562 2.374 1.175 0.132 N3 1N6 21 1N6 C2 C2 C 0 1 Y N N 19.454 -37.183 -0.725 1.636 0.078 0.225 C2 1N6 22 1N6 NAS NAS N 0 1 N N N 18.894 -36.349 -1.610 2.273 -1.145 0.289 NAS 1N6 23 1N6 CBC CBC C 0 1 N N N 18.395 -36.519 -2.982 3.736 -1.212 0.253 CBC 1N6 24 1N6 CAN CAN C 0 1 N N N 19.189 -35.533 -3.851 4.205 -2.499 0.937 CAN 1N6 25 1N6 CAL CAL C 0 1 N N N 18.577 -35.466 -5.247 5.733 -2.568 0.900 CAL 1N6 26 1N6 CBB CBB C 0 1 N N N 18.631 -36.856 -5.891 6.208 -2.562 -0.555 CBB 1N6 27 1N6 NAA NAA N 0 1 N N N 18.068 -36.785 -7.234 7.675 -2.629 -0.590 NAA 1N6 28 1N6 CAM CAM C 0 1 N N N 17.944 -37.953 -5.013 5.740 -1.276 -1.238 CAM 1N6 29 1N6 CAO CAO C 0 1 N N N 18.461 -37.940 -3.559 4.212 -1.206 -1.201 CAO 1N6 30 1N6 H1 H1 H 0 1 N N N 20.590 -40.148 -2.604 -4.109 0.675 -0.765 H1 1N6 31 1N6 H2 H2 H 0 1 N N N 24.177 -41.469 -4.583 -4.410 -3.157 1.082 H2 1N6 32 1N6 H3 H3 H 0 1 N N N 25.395 -41.380 -2.420 -2.209 -2.830 2.134 H3 1N6 33 1N6 H4 H4 H 0 1 N N N 24.197 -40.687 -0.363 -0.948 -0.755 1.737 H4 1N6 34 1N6 H5 H5 H 0 1 N N N 21.910 -40.548 0.621 -2.214 2.112 0.109 H5 1N6 35 1N6 H6 H6 H 0 1 N N N 19.456 -37.790 4.962 2.462 5.697 -0.189 H6 1N6 36 1N6 H7 H7 H 0 1 N N N 18.577 -36.480 3.074 3.631 3.592 -0.074 H7 1N6 37 1N6 H9 H9 H 0 1 N N N 19.576 -35.623 -1.703 1.752 -1.961 0.357 H9 1N6 38 1N6 H10 H10 H 0 1 N N N 17.342 -36.203 -3.006 4.152 -0.351 0.775 H10 1N6 39 1N6 H11 H11 H 0 1 N N N 20.233 -35.871 -3.926 3.866 -2.503 1.973 H11 1N6 40 1N6 H12 H12 H 0 1 N N N 19.159 -34.534 -3.391 3.789 -3.360 0.414 H12 1N6 41 1N6 H13 H13 H 0 1 N N N 19.145 -34.753 -5.863 6.148 -1.707 1.422 H13 1N6 42 1N6 H14 H14 H 0 1 N N N 17.530 -35.135 -5.174 6.066 -3.485 1.387 H14 1N6 43 1N6 H15 H15 H 0 1 N N N 19.692 -37.134 -5.978 5.792 -3.423 -1.077 H15 1N6 44 1N6 H16 H16 H 0 1 N N N 18.101 -37.690 -7.658 8.014 -2.625 -1.541 H16 1N6 45 1N6 H17 H17 H 0 1 N N N 17.118 -36.476 -7.181 8.085 -1.876 -0.058 H17 1N6 46 1N6 H19 H19 H 0 1 N N N 16.859 -37.773 -5.005 6.155 -0.414 -0.716 H19 1N6 47 1N6 H20 H20 H 0 1 N N N 18.149 -38.940 -5.454 6.078 -1.271 -2.274 H20 1N6 48 1N6 H21 H21 H 0 1 N N N 17.839 -38.609 -2.947 3.796 -2.067 -1.724 H21 1N6 49 1N6 H22 H22 H 0 1 N N N 19.504 -38.291 -3.542 3.878 -0.289 -1.688 H22 1N6 50 1N6 H23 H23 H 0 1 N N N 20.939 -39.566 4.529 0.110 5.731 -0.125 H23 1N6 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 1N6 NAA CBB SING N N 1 1N6 CBB CAL SING N N 2 1N6 CBB CAM SING N N 3 1N6 FAC CBD SING N N 4 1N6 FAE CBD SING N N 5 1N6 CAL CAN SING N N 6 1N6 CAM CAO SING N N 7 1N6 CBD FAD SING N N 8 1N6 CBD CAV SING N N 9 1N6 CAN CBC SING N N 10 1N6 CAV CAI DOUB Y N 11 1N6 CAV CAK SING Y N 12 1N6 CAI CAF SING Y N 13 1N6 CAO CBC SING N N 14 1N6 CBC NAS SING N N 15 1N6 CAK CAU DOUB Y N 16 1N6 CAF CAH DOUB Y N 17 1N6 NAS C2 SING N N 18 1N6 CAU CAH SING Y N 19 1N6 CAU NAR SING N N 20 1N6 N1 C2 DOUB Y N 21 1N6 N1 C6 SING Y N 22 1N6 C2 N3 SING Y N 23 1N6 NAR C6 SING N N 24 1N6 C6 C5 DOUB Y N 25 1N6 N3 C4 DOUB Y N 26 1N6 C5 C4 SING Y N 27 1N6 C5 CAY SING N N 28 1N6 C4 CAJ SING N N 29 1N6 OAB CAY DOUB N N 30 1N6 CAY NAT SING N N 31 1N6 CAJ CAG DOUB N N 32 1N6 NAT CAG SING N N 33 1N6 CAK H1 SING N N 34 1N6 CAI H2 SING N N 35 1N6 CAF H3 SING N N 36 1N6 CAH H4 SING N N 37 1N6 NAR H5 SING N N 38 1N6 CAG H6 SING N N 39 1N6 CAJ H7 SING N N 40 1N6 NAS H9 SING N N 41 1N6 CBC H10 SING N N 42 1N6 CAN H11 SING N N 43 1N6 CAN H12 SING N N 44 1N6 CAL H13 SING N N 45 1N6 CAL H14 SING N N 46 1N6 CBB H15 SING N N 47 1N6 NAA H16 SING N N 48 1N6 NAA H17 SING N N 49 1N6 CAM H19 SING N N 50 1N6 CAM H20 SING N N 51 1N6 CAO H21 SING N N 52 1N6 CAO H22 SING N N 53 1N6 NAT H23 SING N N 54 # 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 1N6 SMILES ACDLabs 12.01 "FC(F)(F)c1cc(ccc1)Nc3nc(nc2C=CNC(=O)c23)NC4CCC(N)CC4" 1N6 InChI InChI 1.03 "InChI=1S/C20H21F3N6O/c21-20(22,23)11-2-1-3-14(10-11)26-17-16-15(8-9-25-18(16)30)28-19(29-17)27-13-6-4-12(24)5-7-13/h1-3,8-10,12-13H,4-7,24H2,(H,25,30)(H2,26,27,28,29)/t12-,13-" 1N6 InChIKey InChI 1.03 VWACYUAZKMPNOH-JOCQHMNTSA-N 1N6 SMILES_CANONICAL CACTVS 3.370 "N[C@H]1CC[C@@H](CC1)Nc2nc(Nc3cccc(c3)C(F)(F)F)c4C(=O)NC=Cc4n2" 1N6 SMILES CACTVS 3.370 "N[CH]1CC[CH](CC1)Nc2nc(Nc3cccc(c3)C(F)(F)F)c4C(=O)NC=Cc4n2" 1N6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Nc2c3c(nc(n2)NC4CCC(CC4)N)C=CNC3=O)C(F)(F)F" 1N6 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)Nc2c3c(nc(n2)NC4CCC(CC4)N)C=CNC3=O)C(F)(F)F" # 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 1N6 "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(trans-4-aminocyclohexyl)amino]-4-{[3-(trifluoromethyl)phenyl]amino}pyrido[4,3-d]pyrimidin-5(6H)-one" 1N6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(4-azanylcyclohexyl)amino]-4-[[3-(trifluoromethyl)phenyl]amino]-6H-pyrido[4,3-d]pyrimidin-5-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1N6 "Create component" 2013-04-04 RCSB 1N6 "Initial release" 2013-08-28 RCSB #