data_1N8
# 
_chem_comp.id                                    1N8 
_chem_comp.name                                  N-{2-[(N,N-DIETHYLGLYCYL)AMINO]-5-(TRIFLUOROMETHYL)PHENYL}-4-METHYL-3-[2-(METHYLAMINO)QUINAZOLIN-6-YL]BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H31 F3 N6 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "AMINOQUINAZOLINE 36" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-01-10 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        564.601 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1N8 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
1N8 C22  C22  C 0 1 Y N N 3.017  26.631 58.143 0.320  -1.820  -1.959 C22  1N8 1  
1N8 C23  C23  C 0 1 Y N N 3.395  27.688 57.244 1.065  -2.426  -2.970 C23  1N8 2  
1N8 C11  C11  C 0 1 Y N N 4.799  27.872 56.970 1.560  -3.718  -2.793 C11  1N8 3  
1N8 C14  C14  C 0 1 N N N 5.268  28.883 55.986 2.336  -4.350  -3.848 C14  1N8 4  
1N8 N3   N3   N 0 1 N N N 4.443  29.909 55.655 2.284  -5.752  -3.867 N3   1N8 5  
1N8 C15  C15  C 0 1 Y N N 4.550  30.675 54.555 2.953  -6.647  -4.739 C15  1N8 6  
1N8 C20  C20  C 0 1 Y N N 4.392  32.077 54.692 3.310  -7.913  -4.304 C20  1N8 7  
1N8 C19  C19  C 0 1 Y N N 4.485  33.019 53.583 3.968  -8.776  -5.181 C19  1N8 8  
1N8 C18  C18  C 0 1 Y N N 4.751  32.463 52.302 4.260  -8.361  -6.480 C18  1N8 9  
1N8 C17  C17  C 0 1 Y N N 4.915  31.006 52.152 3.894  -7.083  -6.903 C17  1N8 10 
1N8 C16  C16  C 0 1 Y N N 4.813  30.102 53.292 3.236  -6.220  -6.027 C16  1N8 11 
1N8 C21  C21  C 0 1 N N N 5.201  30.394 50.740 4.207  -6.640  -8.293 C21  1N8 12 
1N8 F1   F1   F 0 1 N N N 4.794  29.149 50.558 4.851  -7.587  -9.037 F1   1N8 13 
1N8 F2   F2   F 0 1 N N N 6.470  30.409 50.452 3.101  -6.306  -9.022 F2   1N8 14 
1N8 F3   F3   F 0 1 N N N 4.557  31.059 49.828 5.012  -5.539  -8.324 F3   1N8 15 
1N8 O1   O1   O 0 1 N N N 6.364  28.802 55.464 3.016  -3.686  -4.642 O1   1N8 16 
1N8 C12  C12  C 0 1 Y N N 5.810  27.033 57.585 1.309  -4.404  -1.604 C12  1N8 17 
1N8 C13  C13  C 0 1 Y N N 5.458  25.953 58.494 0.564  -3.799  -0.590 C13  1N8 18 
1N8 C24  C24  C 0 1 Y N N 4.061  25.794 58.734 0.070  -2.506  -0.770 C24  1N8 19 
1N8 C25  C25  C 0 1 N N N 3.559  24.713 59.599 -0.731 -1.823  0.292  C25  1N8 20 
1N8 N4   N4   N 0 1 N N N 4.144  32.469 55.970 3.027  -8.352  -3.008 N4   1N8 21 
1N8 C26  C26  C 0 1 N N N 3.514  33.620 56.339 3.323  -9.596  -2.431 C26  1N8 22 
1N8 C27  C27  C 0 1 N N N 3.776  34.015 57.781 2.840  -9.659  -0.995 C27  1N8 23 
1N8 N6   N6   N 0 1 N N N 3.797  35.493 57.891 2.508  -11.018 -0.648 N6   1N8 24 
1N8 C28  C28  C 0 1 N N N 4.952  35.932 58.701 1.447  -11.546 -1.517 C28  1N8 25 
1N8 C29  C29  C 0 1 N N N 2.563  36.072 58.444 2.091  -11.122 0.758  C29  1N8 26 
1N8 C30  C30  C 0 1 N N N 5.542  37.155 58.027 1.105  -12.951 -1.157 C30  1N8 27 
1N8 C5   C5   C 0 1 N N N 1.826  35.118 59.377 3.177  -10.672 1.676  C5   1N8 28 
1N8 N1   N1   N 0 1 Y N N 9.790  21.452 58.190 -2.398 -7.557  3.258  N1   1N8 29 
1N8 C2   C2   C 0 1 Y N N 8.719  22.174 57.786 -2.153 -6.869  2.127  C2   1N8 30 
1N8 C3   C3   C 0 1 Y N N 8.196  23.217 58.601 -1.044 -6.047  1.943  C3   1N8 31 
1N8 C4   C4   C 0 1 Y N N 8.884  23.472 59.924 -0.153 -5.957  3.025  C4   1N8 32 
1N8 N5   N5   N 0 1 Y N N 9.981  22.665 60.240 -0.368 -6.631  4.168  N5   1N8 33 
1N8 C6   C6   C 0 1 Y N N 10.407 21.684 59.383 -1.478 -7.394  4.223  C6   1N8 34 
1N8 C7   C7   C 0 1 Y N N 7.085  24.031 58.220 -0.810 -5.337  0.752  C7   1N8 35 
1N8 C8   C8   C 0 1 Y N N 6.572  25.122 59.053 0.318  -4.532  0.633  C8   1N8 36 
1N8 C9   C9   C 0 1 Y N N 7.232  25.371 60.350 1.208  -4.435  1.697  C9   1N8 37 
1N8 C10  C10  C 0 1 Y N N 8.380  24.549 60.778 0.968  -5.144  2.878  C10  1N8 38 
1N8 N2   N2   N 0 1 N N N 11.440 20.879 59.703 -1.697 -8.099  5.427  N2   1N8 39 
1N8 C1   C1   C 0 1 N N N 12.242 21.018 60.918 -0.804 -8.026  6.541  C1   1N8 40 
1N8 O2   O2   O 0 1 N N N 2.802  34.288 55.587 3.903  -10.535 -2.967 O2   1N8 41 
1N8 H22  H22  H 0 1 N N N 1.977  26.458 58.378 -0.060 -0.812  -2.107 H22  1N8 42 
1N8 H23  H23  H 0 1 N N N 2.651  28.324 56.788 1.254  -1.883  -3.892 H23  1N8 43 
1N8 HN3  HN3  H 0 1 N N N 3.692  30.112 56.283 1.689  -6.182  -3.163 HN3  1N8 44 
1N8 H19  H19  H 0 1 N N N 4.359  34.082 53.727 4.258  -9.775  -4.863 H19  1N8 45 
1N8 H18  H18  H 0 1 N N N 4.833  33.108 51.439 4.773  -9.040  -7.156 H18  1N8 46 
1N8 H16  H16  H 0 1 N N N 4.934  29.035 53.174 2.953  -5.224  -6.359 H16  1N8 47 
1N8 H12  H12  H 0 1 N N N 6.851  27.215 57.362 1.698  -5.412  -1.472 H12  1N8 48 
1N8 H251 1H25 H 0 0 N N N 3.434  23.796 59.005 -1.533 -2.481  0.643  H251 1N8 49 
1N8 H252 2H25 H 0 0 N N N 4.278  24.529 60.410 -0.102 -1.549  1.147  H252 1N8 50 
1N8 H253 3H25 H 0 0 N N N 2.590  25.007 60.028 -1.179 -0.896  -0.087 H253 1N8 51 
1N8 HN4  HN4  H 0 1 N N N 4.450  31.861 56.702 2.542  -7.683  -2.400 HN4  1N8 52 
1N8 H271 1H27 H 0 0 N N N 2.979  33.610 58.423 1.956  -9.025  -0.874 H271 1N8 53 
1N8 H272 2H27 H 0 0 N N N 4.746  33.609 58.102 3.632  -9.290  -0.336 H272 1N8 54 
1N8 H281 1H28 H 0 0 N N N 4.626  36.182 59.721 0.572  -10.898 -1.407 H281 1N8 55 
1N8 H282 2H28 H 0 0 N N N 5.702  35.130 58.772 1.801  -11.485 -2.550 H282 1N8 56 
1N8 H291 1H29 H 0 0 N N N 2.829  36.975 59.012 1.198  -10.503 0.888  H291 1N8 57 
1N8 H292 2H29 H 0 0 N N N 1.893  36.294 57.600 1.828  -12.166 0.951  H292 1N8 58 
1N8 H301 1H30 H 0 0 N N N 5.685  37.952 58.772 1.973  -13.608 -1.282 H301 1N8 59 
1N8 H302 2H30 H 0 0 N N N 6.512  36.894 57.579 0.751  -13.014 -0.122 H302 1N8 60 
1N8 H303 3H30 H 0 0 N N N 4.857  37.507 57.241 0.306  -13.319 -1.811 H303 1N8 61 
1N8 H51  1H5  H 0 1 N N N 1.648  34.163 58.860 4.069  -11.298 1.563  H51  1N8 62 
1N8 H52  2H5  H 0 1 N N N 2.435  34.941 60.276 3.443  -9.627  1.483  H52  1N8 63 
1N8 H53  3H5  H 0 1 N N N 0.862  35.562 59.668 2.839  -10.749 2.716  H53  1N8 64 
1N8 H2   H2   H 0 1 N N N 8.256  21.956 56.835 -2.897 -7.000  1.347  H2   1N8 65 
1N8 H7   H7   H 0 1 N N N 6.601  23.833 57.275 -1.513 -5.420  -0.075 H7   1N8 66 
1N8 H9   H9   H 0 1 N N N 6.871  26.162 60.991 2.096  -3.812  1.627  H9   1N8 67 
1N8 H10  H10  H 0 1 N N N 8.853  24.743 61.729 1.680  -5.051  3.696  H10  1N8 68 
1N8 HN2  HN2  H 0 1 N N N 11.043 19.963 59.761 -2.519 -8.669  5.475  HN2  1N8 69 
1N8 H11  1H1  H 0 1 N N N 13.309 21.053 60.652 -0.345 -7.035  6.590  H11  1N8 70 
1N8 H12A 2H1  H 0 0 N N N 11.963 21.947 61.437 -0.014 -8.776  6.442  H12A 1N8 71 
1N8 H13  3H1  H 0 1 N N N 12.057 20.159 61.579 -1.346 -8.209  7.472  H13  1N8 72 
# 
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 
1N8 C22 C23  SING Y N 1  
1N8 C22 C24  DOUB Y N 2  
1N8 C22 H22  SING N N 3  
1N8 C23 C11  DOUB Y N 4  
1N8 C23 H23  SING N N 5  
1N8 C11 C14  SING N N 6  
1N8 C11 C12  SING Y N 7  
1N8 C14 O1   DOUB N N 8  
1N8 C14 N3   SING N N 9  
1N8 N3  C15  SING N N 10 
1N8 N3  HN3  SING N N 11 
1N8 C15 C16  DOUB Y N 12 
1N8 C15 C20  SING Y N 13 
1N8 C20 C19  DOUB Y N 14 
1N8 C20 N4   SING N N 15 
1N8 C19 C18  SING Y N 16 
1N8 C19 H19  SING N N 17 
1N8 C18 C17  DOUB Y N 18 
1N8 C18 H18  SING N N 19 
1N8 C17 C21  SING N N 20 
1N8 C17 C16  SING Y N 21 
1N8 C16 H16  SING N N 22 
1N8 C21 F3   SING N N 23 
1N8 C21 F2   SING N N 24 
1N8 C21 F1   SING N N 25 
1N8 C12 C13  DOUB Y N 26 
1N8 C12 H12  SING N N 27 
1N8 C13 C24  SING Y N 28 
1N8 C13 C8   SING N N 29 
1N8 C24 C25  SING N N 30 
1N8 C25 H251 SING N N 31 
1N8 C25 H252 SING N N 32 
1N8 C25 H253 SING N N 33 
1N8 N4  C26  SING N N 34 
1N8 N4  HN4  SING N N 35 
1N8 C26 O2   DOUB N N 36 
1N8 C26 C27  SING N N 37 
1N8 C27 N6   SING N N 38 
1N8 C27 H271 SING N N 39 
1N8 C27 H272 SING N N 40 
1N8 N6  C29  SING N N 41 
1N8 N6  C28  SING N N 42 
1N8 C28 C30  SING N N 43 
1N8 C28 H281 SING N N 44 
1N8 C28 H282 SING N N 45 
1N8 C29 C5   SING N N 46 
1N8 C29 H291 SING N N 47 
1N8 C29 H292 SING N N 48 
1N8 C30 H301 SING N N 49 
1N8 C30 H302 SING N N 50 
1N8 C30 H303 SING N N 51 
1N8 C5  H51  SING N N 52 
1N8 C5  H52  SING N N 53 
1N8 C5  H53  SING N N 54 
1N8 N1  C2   DOUB Y N 55 
1N8 N1  C6   SING Y N 56 
1N8 C2  C3   SING Y N 57 
1N8 C2  H2   SING N N 58 
1N8 C3  C7   DOUB Y N 59 
1N8 C3  C4   SING Y N 60 
1N8 C4  N5   SING Y N 61 
1N8 C4  C10  DOUB Y N 62 
1N8 N5  C6   DOUB Y N 63 
1N8 C6  N2   SING N N 64 
1N8 C7  C8   SING Y N 65 
1N8 C7  H7   SING N N 66 
1N8 C8  C9   DOUB Y N 67 
1N8 C9  C10  SING Y N 68 
1N8 C9  H9   SING N N 69 
1N8 C10 H10  SING N N 70 
1N8 N2  C1   SING N N 71 
1N8 N2  HN2  SING N N 72 
1N8 C1  H11  SING N N 73 
1N8 C1  H12A SING N N 74 
1N8 C1  H13  SING N N 75 
# 
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 
1N8 SMILES           ACDLabs              10.04 FC(F)(F)c1cc(c(NC(=O)CN(CC)CC)cc1)NC(=O)c4cc(c3cc2c(nc(nc2)NC)cc3)c(cc4)C 
1N8 InChI            InChI                1.02b 
InChI=1/C30H31F3N6O2/c1-5-39(6-2)17-27(40)36-25-12-10-22(30(31,32)33)15-26(25)37-28(41)20-8-7-18(3)23(14-20)19-9-11-24-21(13-19)16-35-29(34-4)38-24/h7-16H,5-6,17H2,1-4H3,(H,36,40)(H,37,41)(H,34,35,38)/f/h34,36-37H 
1N8 InChIKey         InChI                1.02b YGLITMMDQOZAHY-QFHWENMZCU 
1N8 SMILES_CANONICAL CACTVS               3.341 CCN(CC)CC(=O)Nc1ccc(cc1NC(=O)c2ccc(C)c(c2)c3ccc4nc(NC)ncc4c3)C(F)(F)F 
1N8 SMILES           CACTVS               3.341 CCN(CC)CC(=O)Nc1ccc(cc1NC(=O)c2ccc(C)c(c2)c3ccc4nc(NC)ncc4c3)C(F)(F)F 
1N8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCN(CC)CC(=O)Nc1ccc(cc1NC(=O)c2ccc(c(c2)c3ccc4c(c3)cnc(n4)NC)C)C(F)(F)F 
1N8 SMILES           "OpenEye OEToolkits" 1.5.0 CCN(CC)CC(=O)Nc1ccc(cc1NC(=O)c2ccc(c(c2)c3ccc4c(c3)cnc(n4)NC)C)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 
1N8 "SYSTEMATIC NAME" ACDLabs              10.04 N-{2-[(N,N-diethylglycyl)amino]-5-(trifluoromethyl)phenyl}-4-methyl-3-[2-(methylamino)quinazolin-6-yl]benzamide  
1N8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[2-(2-diethylaminoethanoylamino)-5-(trifluoromethyl)phenyl]-4-methyl-3-(2-methylaminoquinazolin-6-yl)benzamide 
# 
