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 
# 
