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 2011-06-04 _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 Y 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 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" 6IG InChI InChI 1.03 "InChI=1S/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)" 6IG InChIKey InChI 1.03 DGNIHJBLLNEWQZ-UHFFFAOYSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6IG "Create component" 2006-02-27 RCSB 6IG "Modify aromatic_flag" 2011-06-04 RCSB 6IG "Modify descriptor" 2011-06-04 RCSB #