data_6IG
# 
_chem_comp.id                                    6IG 
_chem_comp.name                                  6-ETHYL-5-[1-(3-METHOXYPROPYL)-1,2,3,4-TETRAHYDROQUINOLIN-7-YL]-N~4~-(2-PHENYLETHYL)PYRIMIDINE-2,4-DIAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H35 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-27 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        445.600 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     6IG 
_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        2G22 
_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 
6IG C1   C1   C 0 1 Y N N 78.682 24.705 71.220 -0.187 -2.304 -0.119 C1   6IG 1  
6IG N1   N1   N 0 1 Y N N 77.990 25.578 72.001 -0.838 -3.310 -0.692 N1   6IG 2  
6IG C2   C2   C 0 1 Y N N 78.271 25.594 73.303 -0.178 -4.318 -1.242 C2   6IG 3  
6IG N2   N2   N 0 1 Y N N 79.163 24.797 73.891 1.146  -4.370 -1.248 N2   6IG 4  
6IG C3   C3   C 0 1 Y N N 79.865 23.912 73.143 1.869  -3.407 -0.698 C3   6IG 5  
6IG C4   C4   C 0 1 Y N N 79.661 23.824 71.728 1.220  -2.328 -0.102 C4   6IG 6  
6IG N3   N3   N 0 1 N N N 78.353 24.739 69.881 -0.880 -1.254 0.455  N3   6IG 7  
6IG N4   N4   N 0 1 N N N 77.598 26.480 74.036 -0.893 -5.347 -1.829 N4   6IG 8  
6IG C5   C5   C 0 1 N N N 80.846 23.070 73.919 3.374  -3.480 -0.712 C5   6IG 9  
6IG C6   C6   C 0 1 N N N 82.142 23.825 74.194 3.906  -2.803 -1.976 C6   6IG 10 
6IG C7   C7   C 0 1 Y N N 80.061 21.553 70.581 2.714  -1.459 1.697  C7   6IG 11 
6IG C8   C8   C 0 1 Y N N 80.882 20.739 69.749 3.425  -0.428 2.273  C8   6IG 12 
6IG C9   C9   C 0 1 Y N N 82.089 21.237 69.176 3.432  0.836  1.700  C9   6IG 13 
6IG C10  C10  C 0 1 Y N N 82.476 22.588 69.449 2.725  1.076  0.535  C10  6IG 14 
6IG C11  C11  C 0 1 Y N N 81.626 23.363 70.285 2.004  0.034  -0.053 C11  6IG 15 
6IG C12  C12  C 0 1 Y N N 80.437 22.879 70.854 1.992  -1.229 0.526  C12  6IG 16 
6IG C13  C13  C 0 1 N N N 82.933 20.334 68.290 4.224  1.916  2.396  C13  6IG 17 
6IG C14  C14  C 0 1 N N N 84.413 20.773 68.215 4.359  3.123  1.464  C14  6IG 18 
6IG C15  C15  C 0 1 N N N 84.565 22.309 68.023 2.981  3.378  0.840  C15  6IG 19 
6IG N5   N5   N 0 1 N N N 83.676 23.127 68.892 2.688  2.309  -0.111 N5   6IG 20 
6IG C16  C16  C 0 1 N N N 84.081 24.550 69.077 1.303  2.510  -0.558 C16  6IG 21 
6IG C17  C17  C 0 1 N N N 84.786 24.855 70.421 1.144  3.932  -1.100 C17  6IG 22 
6IG C18  C18  C 0 1 N N N 84.668 26.350 70.760 -0.280 4.121  -1.627 C18  6IG 23 
6IG O1   O1   O 0 1 N N N 85.761 26.780 71.549 -0.397 5.410  -2.233 O1   6IG 24 
6IG C19  C19  C 0 1 N N N 85.716 28.149 71.904 -1.768 5.567  -2.607 C19  6IG 25 
6IG C20  C20  C 0 1 N N N 77.340 25.695 69.406 -2.337 -1.181 0.329  C20  6IG 26 
6IG C21  C21  C 0 1 N N N 77.957 26.951 68.798 -2.838 0.128  0.941  C21  6IG 27 
6IG C22  C22  C 0 1 Y N N 80.528 26.218 65.342 -7.108 0.196  0.863  C22  6IG 28 
6IG C23  C23  C 0 1 Y N N 79.204 26.708 65.179 -6.446 -0.412 1.913  C23  6IG 29 
6IG C24  C24  C 0 1 Y N N 78.390 26.939 66.315 -5.064 -0.433 1.938  C24  6IG 30 
6IG C25  C25  C 0 1 Y N N 78.877 26.686 67.627 -4.345 0.152  0.913  C25  6IG 31 
6IG C26  C26  C 0 1 Y N N 80.216 26.189 67.782 -5.007 0.765  -0.134 C26  6IG 32 
6IG C27  C27  C 0 1 Y N N 81.035 25.958 66.639 -6.389 0.783  -0.162 C27  6IG 33 
6IG HN3  HN3  H 0 1 N N N 78.006 23.829 69.655 -0.400 -0.565 0.942  HN3  6IG 34 
6IG HN41 1HN4 H 0 0 N N N 77.429 26.101 74.946 -0.424 -6.093 -2.236 HN41 6IG 35 
6IG HN42 2HN4 H 0 0 N N N 78.134 27.320 74.119 -1.862 -5.324 -1.833 HN42 6IG 36 
6IG H51  1H5  H 0 1 N N N 80.389 22.790 74.880 3.687  -4.524 -0.700 H51  6IG 37 
6IG H52  2H5  H 0 1 N N N 81.086 22.180 73.319 3.771  -2.972 0.167  H52  6IG 38 
6IG H61  1H6  H 0 1 N N N 82.669 24.007 73.246 4.995  -2.855 -1.986 H61  6IG 39 
6IG H62  2H6  H 0 1 N N N 81.911 24.787 74.675 3.509  -3.311 -2.855 H62  6IG 40 
6IG H63  3H6  H 0 1 N N N 82.781 23.226 74.860 3.593  -1.759 -1.988 H63  6IG 41 
6IG H7   H7   H 0 1 N N N 79.151 21.152 71.001 2.716  -2.439 2.149  H7   6IG 42 
6IG H8   H8   H 0 1 N N N 80.583 19.721 69.547 3.982  -0.606 3.181  H8   6IG 43 
6IG H11  H11  H 0 1 N N N 81.912 24.383 70.495 1.449  0.212  -0.962 H11  6IG 44 
6IG H131 1H13 H 0 0 N N N 82.514 20.358 67.273 3.707  2.216  3.308  H131 6IG 45 
6IG H132 2H13 H 0 0 N N N 82.909 19.325 68.728 5.214  1.537  2.647  H132 6IG 46 
6IG H141 1H14 H 0 0 N N N 84.885 20.266 67.361 4.675  3.997  2.034  H141 6IG 47 
6IG H142 2H14 H 0 0 N N N 84.894 20.502 69.166 5.086  2.907  0.681  H142 6IG 48 
6IG H151 1H15 H 0 0 N N N 85.606 22.577 68.257 2.222  3.389  1.623  H151 6IG 49 
6IG H152 2H15 H 0 0 N N N 84.281 22.528 66.983 2.987  4.337  0.322  H152 6IG 50 
6IG H161 1H16 H 0 0 N N N 84.779 24.808 68.267 1.068  1.793  -1.345 H161 6IG 51 
6IG H162 2H16 H 0 0 N N N 83.154 25.142 69.069 0.625  2.364  0.282  H162 6IG 52 
6IG H171 1H17 H 0 0 N N N 84.312 24.265 71.219 1.333  4.649  -0.301 H171 6IG 53 
6IG H172 2H17 H 0 0 N N N 85.850 24.591 70.335 1.855  4.094  -1.910 H172 6IG 54 
6IG H181 1H18 H 0 0 N N N 84.653 26.928 69.824 -0.499 3.350  -2.367 H181 6IG 55 
6IG H182 2H18 H 0 0 N N N 83.740 26.508 71.330 -0.987 4.042  -0.801 H182 6IG 56 
6IG H191 1H19 H 0 0 N N N 85.704 28.244 73.000 -2.067 4.737  -3.246 H191 6IG 57 
6IG H192 2H19 H 0 0 N N N 86.602 28.661 71.501 -2.389 5.579  -1.712 H192 6IG 58 
6IG H193 3H19 H 0 0 N N N 84.806 28.606 71.487 -1.891 6.506  -3.147 H193 6IG 59 
6IG H201 1H20 H 0 0 N N N 76.715 25.993 70.261 -2.613 -1.218 -0.725 H201 6IG 60 
6IG H202 2H20 H 0 0 N N N 76.752 25.197 68.621 -2.790 -2.024 0.852  H202 6IG 61 
6IG H211 1H21 H 0 0 N N N 78.543 27.454 69.582 -2.492 0.203  1.972  H211 6IG 62 
6IG H212 2H21 H 0 0 N N N 77.125 27.562 68.418 -2.451 0.970  0.366  H212 6IG 63 
6IG H22  H22  H 0 1 N N N 81.149 26.044 64.476 -8.188 0.213  0.842  H22  6IG 64 
6IG H23  H23  H 0 1 N N N 78.819 26.904 64.189 -7.008 -0.870 2.713  H23  6IG 65 
6IG H24  H24  H 0 1 N N N 77.385 27.313 66.183 -4.547 -0.909 2.758  H24  6IG 66 
6IG H26  H26  H 0 1 N N N 80.604 25.989 68.770 -4.445 1.223  -0.934 H26  6IG 67 
6IG H27  H27  H 0 1 N N N 82.041 25.585 66.761 -6.906 1.258  -0.982 H27  6IG 68 
# 
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 
6IG C1  N1   SING Y N 1  
6IG C1  C4   DOUB Y N 2  
6IG C1  N3   SING N N 3  
6IG N1  C2   DOUB Y N 4  
6IG C2  N2   SING Y N 5  
6IG C2  N4   SING N N 6  
6IG N2  C3   DOUB Y N 7  
6IG C3  C4   SING Y N 8  
6IG C3  C5   SING N N 9  
6IG C4  C12  SING N N 10 
6IG N3  C20  SING N N 11 
6IG N3  HN3  SING N N 12 
6IG N4  HN41 SING N N 13 
6IG N4  HN42 SING N N 14 
6IG C5  C6   SING N N 15 
6IG C5  H51  SING N N 16 
6IG C5  H52  SING N N 17 
6IG C6  H61  SING N N 18 
6IG C6  H62  SING N N 19 
6IG C6  H63  SING N N 20 
6IG C7  C8   DOUB Y N 21 
6IG C7  C12  SING Y N 22 
6IG C7  H7   SING N N 23 
6IG C8  C9   SING Y N 24 
6IG C8  H8   SING N N 25 
6IG C9  C10  DOUB Y N 26 
6IG C9  C13  SING N N 27 
6IG C10 C11  SING Y N 28 
6IG C10 N5   SING N N 29 
6IG C11 C12  DOUB Y N 30 
6IG C11 H11  SING N N 31 
6IG C13 C14  SING N N 32 
6IG C13 H131 SING N N 33 
6IG C13 H132 SING N N 34 
6IG C14 C15  SING N N 35 
6IG C14 H141 SING N N 36 
6IG C14 H142 SING N N 37 
6IG C15 N5   SING N N 38 
6IG C15 H151 SING N N 39 
6IG C15 H152 SING N N 40 
6IG N5  C16  SING N N 41 
6IG C16 C17  SING N N 42 
6IG C16 H161 SING N N 43 
6IG C16 H162 SING N N 44 
6IG C17 C18  SING N N 45 
6IG C17 H171 SING N N 46 
6IG C17 H172 SING N N 47 
6IG C18 O1   SING N N 48 
6IG C18 H181 SING N N 49 
6IG C18 H182 SING N N 50 
6IG O1  C19  SING N N 51 
6IG C19 H191 SING N N 52 
6IG C19 H192 SING N N 53 
6IG C19 H193 SING N N 54 
6IG C20 C21  SING N N 55 
6IG C20 H201 SING N N 56 
6IG C20 H202 SING N N 57 
6IG C21 C25  SING N N 58 
6IG C21 H211 SING N N 59 
6IG C21 H212 SING N N 60 
6IG C22 C23  SING Y N 61 
6IG C22 C27  DOUB Y N 62 
6IG C22 H22  SING N N 63 
6IG C23 C24  DOUB Y N 64 
6IG C23 H23  SING N N 65 
6IG C24 C25  SING Y N 66 
6IG C24 H24  SING N N 67 
6IG C25 C26  DOUB Y N 68 
6IG C26 C27  SING Y N 69 
6IG C26 H26  SING N N 70 
6IG C27 H27  SING N N 71 
# 
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 
6IG SMILES           ACDLabs              10.04 n3c(c(c1ccc2c(c1)N(CCC2)CCCOC)c(nc3N)NCCc4ccccc4)CC                                                                                                                                              
6IG InChI            InChI                1.02b InChI=1/C27H35N5O/c1-3-23-25(26(31-27(28)30-23)29-15-14-20-9-5-4-6-10-20)22-13-12-21-11-7-16-32(24(21)19-22)17-8-18-33-2/h4-6,9-10,12-13,19H,3,7-8,11,14-18H2,1-2H3,(H3,28,29,30,31)/f/h29H,28H2 
6IG InChIKey         InChI                1.02b DGNIHJBLLNEWQZ-OZPCLNHUCB                                                                                                                                                                        
6IG SMILES_CANONICAL CACTVS               3.341 CCc1nc(N)nc(NCCc2ccccc2)c1c3ccc4CCCN(CCCOC)c4c3                                                                                                                                                  
6IG SMILES           CACTVS               3.341 CCc1nc(N)nc(NCCc2ccccc2)c1c3ccc4CCCN(CCCOC)c4c3                                                                                                                                                  
6IG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)NCCc2ccccc2)c3ccc4c(c3)N(CCC4)CCCOC                                                                                                                                              
6IG SMILES           "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)NCCc2ccccc2)c3ccc4c(c3)N(CCC4)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 
6IG "SYSTEMATIC NAME" ACDLabs              10.04 6-ethyl-5-[1-(3-methoxypropyl)-1,2,3,4-tetrahydroquinolin-7-yl]-N~4~-(2-phenylethyl)pyrimidine-2,4-diamine 
6IG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-ethyl-5-[1-(3-methoxypropyl)-3,4-dihydro-2H-quinolin-7-yl]-N'-phenethyl-pyrimidine-2,4-diamine"         
# 
