data_1NN
# 
_chem_comp.id                                    1NN 
_chem_comp.name                                  "2-[({5-ethyl-2-[3-(2-fluoroethoxy)-4-methoxyphenyl]-1,3-thiazol-4-yl}methyl)sulfanyl]pyrimidine-4,6-diamine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H22 F N5 O2 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-04-05 
_chem_comp.pdbx_modified_date                    2014-01-17 
_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                        435.539 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1NN 
_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        4JLM 
_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 
1NN FAE FAE F 0 1 N N N -34.997 7.102  0.914  4.717  -4.579 1.334  FAE 1NN 1  
1NN CAJ CAJ C 0 1 N N N -35.971 7.988  0.527  3.900  -4.406 0.211  CAJ 1NN 2  
1NN CAL CAL C 0 1 N N N -35.442 8.727  -0.687 3.420  -2.955 0.149  CAL 1NN 3  
1NN OAR OAR O 0 1 N N N -36.560 8.991  -1.534 4.538  -2.092 -0.061 OAR 1NN 4  
1NN CAZ CAZ C 0 1 Y N N -36.237 9.982  -2.393 4.283  -0.758 -0.141 CAZ 1NN 5  
1NN CAI CAI C 0 1 Y N N -34.901 10.348 -2.635 2.986  -0.294 -0.020 CAI 1NN 6  
1NN CAY CAY C 0 1 Y N N -37.318 10.602 -3.041 5.328  0.141  -0.340 CAY 1NN 7  
1NN OAQ OAQ O 0 1 N N N -38.584 10.176 -2.742 6.603  -0.316 -0.454 OAQ 1NN 8  
1NN CAB CAB C 0 1 N N N -39.613 10.969 -3.403 7.627  0.660  -0.656 CAB 1NN 9  
1NN CAG CAG C 0 1 Y N N -37.087 11.627 -3.954 5.071  1.501  -0.421 CAG 1NN 10 
1NN CAF CAF C 0 1 Y N N -35.773 12.012 -4.190 3.779  1.970  -0.306 CAF 1NN 11 
1NN CAW CAW C 0 1 Y N N -34.700 11.378 -3.564 2.727  1.075  -0.102 CAW 1NN 12 
1NN CBC CBC C 0 1 Y N N -33.489 11.846 -3.851 1.342  1.576  0.021  CBC 1NN 13 
1NN NAP NAP N 0 1 Y N N -32.360 11.626 -3.148 0.286  0.838  0.212  NAP 1NN 14 
1NN SAT SAT S 0 1 Y N N -33.207 12.870 -5.086 0.855  3.267  -0.059 SAT 1NN 15 
1NN CBB CBB C 0 1 Y N N -31.606 13.036 -4.761 -0.825 2.789  0.179  CBB 1NN 16 
1NN CAK CAK C 0 1 N N N -30.703 13.903 -5.663 -2.007 3.721  0.243  CAK 1NN 17 
1NN CAA CAA C 0 1 N N N -29.809 14.854 -4.852 -2.239 4.153  1.692  CAA 1NN 18 
1NN CBA CBA C 0 1 Y N N -31.298 12.269 -3.675 -0.869 1.459  0.297  CBA 1NN 19 
1NN CAM CAM C 0 1 N N N -29.903 12.110 -3.028 -2.163 0.717  0.512  CAM 1NN 20 
1NN SAS SAS S 0 1 N N N -29.063 10.460 -3.247 -2.878 0.276  -1.091 SAS 1NN 21 
1NN C2  C2  C 0 1 Y N N -27.390 10.917 -3.599 -4.337 -0.556 -0.556 C2  1NN 22 
1NN N3  N3  N 0 1 Y N N -26.974 12.176 -3.539 -5.167 -1.050 -1.463 N3  1NN 23 
1NN N1  N1  N 0 1 Y N N -26.504 9.953  -3.920 -4.573 -0.675 0.742  N1  1NN 24 
1NN C6  C6  C 0 1 Y N N -25.221 10.213 -4.176 -5.661 -1.301 1.182  C6  1NN 25 
1NN NAC NAC N 0 1 N N N -24.417 9.202  -4.476 -5.898 -1.426 2.543  NAC 1NN 26 
1NN C5  C5  C 0 1 Y N N -24.756 11.515 -4.130 -6.557 -1.834 0.259  C5  1NN 27 
1NN C4  C4  C 0 1 Y N N -25.694 12.496 -3.822 -6.278 -1.684 -1.096 C4  1NN 28 
1NN NAD NAD N 0 1 N N N -25.300 13.752 -3.753 -7.141 -2.198 -2.051 NAD 1NN 29 
1NN H1  H1  H 0 1 N N N -36.180 8.699  1.340  4.466  -4.641 -0.690 H1  1NN 30 
1NN H2  H2  H 0 1 N N N -36.893 7.446  0.268  3.039  -5.071 0.283  H2  1NN 31 
1NN H3  H3  H 0 1 N N N -34.705 8.105  -1.217 2.713  -2.841 -0.673 H3  1NN 32 
1NN H4  H4  H 0 1 N N N -34.970 9.672  -0.378 2.930  -2.694 1.087  H4  1NN 33 
1NN H5  H5  H 0 1 N N N -34.077 9.863  -2.133 2.175  -0.990 0.137  H5  1NN 34 
1NN H6  H6  H 0 1 N N N -40.606 10.584 -3.128 8.594  0.163  -0.730 H6  1NN 35 
1NN H7  H7  H 0 1 N N N -39.526 12.019 -3.087 7.429  1.209  -1.577 H7  1NN 36 
1NN H8  H8  H 0 1 N N N -39.483 10.903 -4.493 7.639  1.354  0.185  H8  1NN 37 
1NN H9  H9  H 0 1 N N N -37.907 12.110 -4.465 5.884  2.195  -0.575 H9  1NN 38 
1NN H10 H10 H 0 1 N N N -35.577 12.823 -4.876 3.581  3.030  -0.370 H10 1NN 39 
1NN H11 H11 H 0 1 N N N -31.340 14.501 -6.332 -1.811 4.600  -0.371 H11 1NN 40 
1NN H12 H12 H 0 1 N N N -30.062 13.240 -6.263 -2.894 3.209  -0.130 H12 1NN 41 
1NN H13 H13 H 0 1 N N N -29.187 15.448 -5.538 -3.094 4.827  1.739  H13 1NN 42 
1NN H14 H14 H 0 1 N N N -30.439 15.528 -4.253 -2.435 3.274  2.306  H14 1NN 43 
1NN H15 H15 H 0 1 N N N -29.161 14.267 -4.184 -1.352 4.665  2.065  H15 1NN 44 
1NN H16 H16 H 0 1 N N N -29.245 12.879 -3.460 -1.971 -0.190 1.086  H16 1NN 45 
1NN H17 H17 H 0 1 N N N -30.014 12.287 -1.948 -2.859 1.352  1.059  H17 1NN 46 
1NN H18 H18 H 0 1 N N N -24.936 8.347  -4.462 -6.692 -1.886 2.857  H18 1NN 47 
1NN H19 H19 H 0 1 N N N -24.031 9.342  -5.388 -5.270 -1.052 3.180  H19 1NN 48 
1NN H20 H20 H 0 1 N N N -23.721 11.757 -4.323 -7.448 -2.348 0.587  H20 1NN 49 
1NN H21 H21 H 0 1 N N N -26.070 14.329 -3.479 -7.946 -2.666 -1.777 H21 1NN 50 
1NN H22 H22 H 0 1 N N N -24.566 13.834 -3.079 -6.941 -2.091 -2.994 H22 1NN 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 
1NN CAK CAA SING N N 1  
1NN CAK CBB SING N N 2  
1NN SAT CBB SING Y N 3  
1NN SAT CBC SING Y N 4  
1NN CBB CBA DOUB Y N 5  
1NN NAC C6  SING N N 6  
1NN CAF CAG DOUB Y N 7  
1NN CAF CAW SING Y N 8  
1NN C6  C5  DOUB Y N 9  
1NN C6  N1  SING Y N 10 
1NN C5  C4  SING Y N 11 
1NN CAG CAY SING Y N 12 
1NN N1  C2  DOUB Y N 13 
1NN CBC CAW SING N N 14 
1NN CBC NAP DOUB Y N 15 
1NN C4  NAD SING N N 16 
1NN C4  N3  DOUB Y N 17 
1NN CBA NAP SING Y N 18 
1NN CBA CAM SING N N 19 
1NN C2  N3  SING Y N 20 
1NN C2  SAS SING N N 21 
1NN CAW CAI DOUB Y N 22 
1NN CAB OAQ SING N N 23 
1NN SAS CAM SING N N 24 
1NN CAY OAQ SING N N 25 
1NN CAY CAZ DOUB Y N 26 
1NN CAI CAZ SING Y N 27 
1NN CAZ OAR SING N N 28 
1NN OAR CAL SING N N 29 
1NN CAL CAJ SING N N 30 
1NN CAJ FAE SING N N 31 
1NN CAJ H1  SING N N 32 
1NN CAJ H2  SING N N 33 
1NN CAL H3  SING N N 34 
1NN CAL H4  SING N N 35 
1NN CAI H5  SING N N 36 
1NN CAB H6  SING N N 37 
1NN CAB H7  SING N N 38 
1NN CAB H8  SING N N 39 
1NN CAG H9  SING N N 40 
1NN CAF H10 SING N N 41 
1NN CAK H11 SING N N 42 
1NN CAK H12 SING N N 43 
1NN CAA H13 SING N N 44 
1NN CAA H14 SING N N 45 
1NN CAA H15 SING N N 46 
1NN CAM H16 SING N N 47 
1NN CAM H17 SING N N 48 
1NN NAC H18 SING N N 49 
1NN NAC H19 SING N N 50 
1NN C5  H20 SING N N 51 
1NN NAD H21 SING N N 52 
1NN NAD H22 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 
1NN SMILES           ACDLabs              12.01 "FCCOc1c(OC)ccc(c1)c2nc(c(s2)CC)CSc3nc(N)cc(n3)N"                                                                                                            
1NN InChI            InChI                1.03  "InChI=1S/C19H22FN5O2S2/c1-3-15-12(10-28-19-24-16(21)9-17(22)25-19)23-18(29-15)11-4-5-13(26-2)14(8-11)27-7-6-20/h4-5,8-9H,3,6-7,10H2,1-2H3,(H4,21,22,24,25)" 
1NN InChIKey         InChI                1.03  BLYJASYJWHXVPZ-UHFFFAOYSA-N                                                                                                                                  
1NN SMILES_CANONICAL CACTVS               3.370 "CCc1sc(nc1CSc2nc(N)cc(N)n2)c3ccc(OC)c(OCCF)c3"                                                                                                              
1NN SMILES           CACTVS               3.370 "CCc1sc(nc1CSc2nc(N)cc(N)n2)c3ccc(OC)c(OCCF)c3"                                                                                                              
1NN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCc1c(nc(s1)c2ccc(c(c2)OCCF)OC)CSc3nc(cc(n3)N)N"                                                                                                            
1NN SMILES           "OpenEye OEToolkits" 1.7.6 "CCc1c(nc(s1)c2ccc(c(c2)OCCF)OC)CSc3nc(cc(n3)N)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 
1NN "SYSTEMATIC NAME" ACDLabs              12.01 "2-[({5-ethyl-2-[3-(2-fluoroethoxy)-4-methoxyphenyl]-1,3-thiazol-4-yl}methyl)sulfanyl]pyrimidine-4,6-diamine"   
1NN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[[5-ethyl-2-[3-(2-fluoranylethoxy)-4-methoxy-phenyl]-1,3-thiazol-4-yl]methylsulfanyl]pyrimidine-4,6-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 
1NN "Create component" 2013-04-05 RCSB 
1NN "Initial release"  2014-01-22 RCSB 
# 
