data_LIY
# 
_chem_comp.id                                    LIY 
_chem_comp.name                                  6-ETHYL-5-[(2S)-1-(3-METHOXYPROPYL)-2-PHENYL-1,2,3,4-TETRAHYDROQUINOLIN-7-YL]PYRIMIDINE-2,4-DIAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H31 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-04 
_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                        417.547 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LIY 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2IKU 
_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 
LIY N1   N1   N 0 1 Y N N 21.676 0.516  -53.567 -1.541 -1.313 1.828  N1   LIY 1  
LIY N3   N3   N 0 1 N N N 20.834 1.096  -55.678 -0.196 0.553  2.374  N3   LIY 2  
LIY C4   C4   C 0 1 Y N N 21.188 2.863  -53.979 -0.231 -0.257 0.107  C4   LIY 3  
LIY C6   C6   C 0 1 N N N 21.591 4.544  -52.045 -0.340 -1.177 -2.218 C6   LIY 4  
LIY C7   C7   C 0 1 Y N N 21.449 4.776  -55.623 2.066  0.521  -0.269 C7   LIY 5  
LIY C8   C8   C 0 1 Y N N 20.841 5.724  -56.435 2.953  1.511  -0.675 C8   LIY 6  
LIY C10  C10  C 0 1 Y N N 18.621 4.873  -55.715 1.093  3.025  -1.199 C10  LIY 7  
LIY C13  C13  C 0 1 N N N 18.789 6.808  -57.413 3.492  3.784  -1.566 C13  LIY 8  
LIY C15  C15  C 0 1 N N S 16.515 5.766  -56.734 1.546  5.281  -2.173 C15  LIY 9  
LIY C17  C17  C 0 1 N N N 16.298 4.426  -53.548 -1.413 4.930  -0.428 C17  LIY 10 
LIY C20  C20  C 0 1 N N N 20.450 4.636  -51.061 -1.267 -0.312 -3.065 C20  LIY 11 
LIY C21  C21  C 0 1 Y N N 16.244 5.041  -58.003 1.664  5.305  -3.692 C21  LIY 12 
LIY C22  C22  C 0 1 Y N N 14.993 5.188  -58.598 1.788  6.522  -4.356 C22  LIY 13 
LIY C24  C24  C 0 1 Y N N 15.631 3.691  -60.396 1.880  5.349  -6.466 C24  LIY 14 
LIY C26  C26  C 0 1 Y N N 17.185 4.197  -58.606 1.647  4.110  -4.405 C26  LIY 15 
LIY C1   C1   C 0 1 Y N N 21.229 1.451  -54.428 -0.673 -0.369 1.409  C1   LIY 16 
LIY C3   C3   C 0 1 Y N N 21.622 3.146  -52.601 -0.737 -1.189 -0.777 C3   LIY 17 
LIY N2   N2   N 0 1 Y N N 22.059 2.107  -51.851 -1.606 -2.159 -0.428 N2   LIY 18 
LIY C2   C2   C 0 1 Y N N 22.064 0.837  -52.312 -1.961 -2.163 0.872  C2   LIY 19 
LIY N4   N4   N 0 1 N N N 22.494 -0.156 -51.499 -2.871 -3.165 1.274  N4   LIY 20 
LIY C12  C12  C 0 1 Y N N 20.664 3.911  -54.875 0.701  0.767  -0.316 C12  LIY 21 
LIY C11  C11  C 0 1 Y N N 19.277 3.950  -54.921 0.225  1.999  -0.775 C11  LIY 22 
LIY C9   C9   C 0 1 Y N N 19.451 5.802  -56.518 2.481  2.757  -1.124 C9   LIY 23 
LIY C14  C14  C 0 1 N N N 17.355 7.031  -56.953 2.909  5.187  -1.476 C14  LIY 24 
LIY C23  C23  C 0 1 Y N N 14.688 4.520  -59.789 1.896  6.544  -5.746 C23  LIY 25 
LIY C25  C25  C 0 1 Y N N 16.885 3.525  -59.798 1.755  4.133  -5.796 C25  LIY 26 
LIY N5   N5   N 0 1 N N N 17.226 4.902  -55.794 0.621  4.249  -1.674 N5   LIY 27 
LIY C16  C16  C 0 1 N N N 16.339 4.019  -55.022 -0.811 4.517  -1.765 C16  LIY 28 
LIY C18  C18  C 0 1 N N N 15.892 3.231  -52.693 -0.794 6.208  0.128  C18  LIY 29 
LIY O1   O1   O 0 1 N N N 15.563 3.642  -51.372 -1.403 6.504  1.378  O1   LIY 30 
LIY C19  C19  C 0 1 N N N 15.094 2.553  -50.574 -0.885 7.703  1.939  C19  LIY 31 
LIY HN31 1HN3 H 0 0 N N N 19.838 1.009  -55.701 0.421  0.229  3.085  HN31 LIY 32 
LIY HN32 2HN3 H 0 0 N N N 21.122 1.797  -56.330 -0.563 1.480  2.375  HN32 LIY 33 
LIY H61  1H6  H 0 1 N N N 22.541 4.766  -51.538 0.693  -0.814 -2.326 H61  LIY 34 
LIY H62  2H6  H 0 1 N N N 21.450 5.272  -52.858 -0.334 -2.202 -2.620 H62  LIY 35 
LIY H7   H7   H 0 1 N N N 22.526 4.713  -55.574 2.435  -0.437 0.081  H7   LIY 36 
LIY H8   H8   H 0 1 N N N 21.450 6.407  -57.008 4.022  1.312  -0.639 H8   LIY 37 
LIY H131 1H13 H 0 0 N N N 18.788 6.434  -58.447 4.388  3.733  -0.936 H131 LIY 38 
LIY H132 2H13 H 0 0 N N N 19.341 7.759  -57.367 3.795  3.560  -2.595 H132 LIY 39 
LIY H15  H15  H 0 1 N N N 15.536 6.059  -56.328 1.124  6.261  -1.913 H15  LIY 40 
LIY H171 1H17 H 0 0 N N N 17.294 4.774  -53.238 -2.493 5.082  -0.548 H171 LIY 41 
LIY H172 2H17 H 0 0 N N N 15.564 5.234  -53.415 -1.303 4.124  0.308  H172 LIY 42 
LIY H201 1H20 H 0 0 N N N 20.850 4.658  -50.036 -2.299 -0.676 -3.017 H201 LIY 43 
LIY H202 2H20 H 0 0 N N N 19.876 5.555  -51.251 -0.953 -0.322 -4.113 H202 LIY 44 
LIY H203 3H20 H 0 0 N N N 19.793 3.762  -51.179 -1.261 0.727  -2.719 H203 LIY 45 
LIY H22  H22  H 0 1 N N N 14.252 5.823  -58.136 1.802  7.457  -3.803 H22  LIY 46 
LIY H24  H24  H 0 1 N N N 15.396 3.182  -61.319 1.964  5.367  -7.549 H24  LIY 47 
LIY H26  H26  H 0 1 N N N 18.153 4.063  -58.147 1.550  3.158  -3.891 H26  LIY 48 
LIY HN41 1HN4 H 0 0 N N N 22.600 -0.998 -52.028 -2.551 -3.902 1.868  HN41 LIY 49 
LIY HN42 2HN4 H 0 0 N N N 23.374 0.099  -51.098 -3.790 -3.172 0.883  HN42 LIY 50 
LIY H11  H11  H 0 1 N N N 18.704 3.251  -54.330 -0.854 2.137  -0.799 H11  LIY 51 
LIY H141 1H14 H 0 0 N N N 17.398 7.567  -55.993 2.781  5.449  -0.417 H141 LIY 52 
LIY H142 2H14 H 0 0 N N N 16.861 7.583  -57.766 3.615  5.911  -1.898 H142 LIY 53 
LIY H23  H23  H 0 1 N N N 13.716 4.647  -60.241 1.993  7.491  -6.268 H23  LIY 54 
LIY H25  H25  H 0 1 N N N 17.621 2.880  -60.255 1.742  3.202  -6.356 H25  LIY 55 
LIY H161 1H16 H 0 0 N N N 15.323 4.084  -55.438 -1.285 3.598  -2.122 H161 LIY 56 
LIY H162 2H16 H 0 0 N N N 16.725 2.991  -55.089 -0.959 5.295  -2.520 H162 LIY 57 
LIY H181 1H18 H 0 0 N N N 15.014 2.747  -53.147 0.282  6.091  0.288  H181 LIY 58 
LIY H182 2H18 H 0 0 N N N 16.738 2.529  -52.644 -0.965 7.050  -0.550 H182 LIY 59 
LIY H191 1H19 H 0 0 N N N 14.974 1.660  -51.205 -0.049 7.464  2.600  H191 LIY 60 
LIY H192 2H19 H 0 0 N N N 15.822 2.343  -49.777 -1.673 8.213  2.499  H192 LIY 61 
LIY H193 3H19 H 0 0 N N N 14.125 2.818  -50.126 -0.536 8.351  1.132  H193 LIY 62 
# 
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 
LIY N1  C1   SING Y N 1  
LIY N1  C2   DOUB Y N 2  
LIY N3  C1   SING N N 3  
LIY N3  HN31 SING N N 4  
LIY N3  HN32 SING N N 5  
LIY C4  C12  SING N N 6  
LIY C4  C1   DOUB Y N 7  
LIY C4  C3   SING Y N 8  
LIY C6  C3   SING N N 9  
LIY C6  C20  SING N N 10 
LIY C6  H61  SING N N 11 
LIY C6  H62  SING N N 12 
LIY C7  C8   SING Y N 13 
LIY C7  C12  DOUB Y N 14 
LIY C7  H7   SING N N 15 
LIY C8  C9   DOUB Y N 16 
LIY C8  H8   SING N N 17 
LIY C10 C9   SING Y N 18 
LIY C10 N5   SING N N 19 
LIY C10 C11  DOUB Y N 20 
LIY C13 C14  SING N N 21 
LIY C13 C9   SING N N 22 
LIY C13 H131 SING N N 23 
LIY C13 H132 SING N N 24 
LIY C15 C21  SING N N 25 
LIY C15 C14  SING N N 26 
LIY C15 N5   SING N N 27 
LIY C15 H15  SING N N 28 
LIY C17 C16  SING N N 29 
LIY C17 C18  SING N N 30 
LIY C17 H171 SING N N 31 
LIY C17 H172 SING N N 32 
LIY C20 H201 SING N N 33 
LIY C20 H202 SING N N 34 
LIY C20 H203 SING N N 35 
LIY C21 C26  DOUB Y N 36 
LIY C21 C22  SING Y N 37 
LIY C22 C23  DOUB Y N 38 
LIY C22 H22  SING N N 39 
LIY C24 C25  DOUB Y N 40 
LIY C24 C23  SING Y N 41 
LIY C24 H24  SING N N 42 
LIY C26 C25  SING Y N 43 
LIY C26 H26  SING N N 44 
LIY C3  N2   DOUB Y N 45 
LIY N2  C2   SING Y N 46 
LIY C2  N4   SING N N 47 
LIY N4  HN41 SING N N 48 
LIY N4  HN42 SING N N 49 
LIY C12 C11  SING Y N 50 
LIY C11 H11  SING N N 51 
LIY C14 H141 SING N N 52 
LIY C14 H142 SING N N 53 
LIY C23 H23  SING N N 54 
LIY C25 H25  SING N N 55 
LIY N5  C16  SING N N 56 
LIY C16 H161 SING N N 57 
LIY C16 H162 SING N N 58 
LIY C18 O1   SING N N 59 
LIY C18 H181 SING N N 60 
LIY C18 H182 SING N N 61 
LIY O1  C19  SING N N 62 
LIY C19 H191 SING N N 63 
LIY C19 H192 SING N N 64 
LIY C19 H193 SING N N 65 
# 
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 
LIY SMILES           ACDLabs              10.04 n4c(c(c1ccc3c(c1)N(C(c2ccccc2)CC3)CCCOC)c(nc4N)N)CC                                                                                                                                          
LIY InChI            InChI                1.02b InChI=1/C25H31N5O/c1-3-20-23(24(26)29-25(27)28-20)19-11-10-18-12-13-21(17-8-5-4-6-9-17)30(22(18)16-19)14-7-15-31-2/h4-6,8-11,16,21H,3,7,12-15H2,1-2H3,(H4,26,27,28,29)/t21-/m0/s1/f/h26-27H2 
LIY InChIKey         InChI                1.02b UOYVKYJWAXJTTE-LPEFKJKGDM                                                                                                                                                                    
LIY SMILES_CANONICAL CACTVS               3.341 CCc1nc(N)nc(N)c1c2ccc3CC[C@H](N(CCCOC)c3c2)c4ccccc4                                                                                                                                          
LIY SMILES           CACTVS               3.341 CCc1nc(N)nc(N)c1c2ccc3CC[CH](N(CCCOC)c3c2)c4ccccc4                                                                                                                                           
LIY SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)N)c2ccc3c(c2)N([C@@H](CC3)c4ccccc4)CCCOC                                                                                                                                     
LIY SMILES           "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)N)c2ccc3c(c2)N(C(CC3)c4ccccc4)CCCOC                                                                                                                                          
# 
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 
LIY "SYSTEMATIC NAME" ACDLabs              10.04 6-ethyl-5-[(2S)-1-(3-methoxypropyl)-2-phenyl-1,2,3,4-tetrahydroquinolin-7-yl]pyrimidine-2,4-diamine 
LIY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-ethyl-5-[(2S)-1-(3-methoxypropyl)-2-phenyl-3,4-dihydro-2H-quinolin-7-yl]pyrimidine-2,4-diamine    
# 
