data_4IG # _chem_comp.id 4IG _chem_comp.name "(2S)-6-(2,4-DIAMINO-6-ETHYLPYRIMIDIN-5-YL)-2-(3,5-DIFLUOROPHENYL)-4-(3-METHOXYPROPYL)-2H-1,4-BENZOXAZIN-3(4H)-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H25 F2 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-02-21 _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 469.484 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4IG _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 2G1S _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 4IG C1 C1 C 0 1 Y N N 78.834 24.884 71.457 -3.968 -0.077 -0.946 C1 4IG 1 4IG N1 N1 N 0 1 Y N N 78.234 25.895 72.134 -5.177 -0.077 -0.399 N1 4IG 2 4IG C2 C2 C 0 1 Y N N 78.536 26.004 73.432 -5.445 0.684 0.653 C2 4IG 3 4IG N2 N2 N 0 1 Y N N 79.364 25.178 74.092 -4.529 1.470 1.200 N2 4IG 4 4IG C3 C3 C 0 1 Y N N 79.978 24.160 73.438 -3.300 1.527 0.714 C3 4IG 5 4IG C4 C4 C 0 1 Y N N 79.766 23.980 72.039 -2.972 0.750 -0.394 C4 4IG 6 4IG N3 N3 N 0 1 N N N 78.504 24.784 70.157 -3.692 -0.873 -2.044 N3 4IG 7 4IG N4 N4 N 0 1 N N N 77.999 26.998 74.130 -6.718 0.656 1.194 N4 4IG 8 4IG C5 C5 C 0 1 N N N 80.889 23.267 74.269 -2.270 2.426 1.348 C5 4IG 9 4IG C6 C6 C 0 1 N N N 82.247 23.907 74.560 -1.524 1.657 2.440 C6 4IG 10 4IG C7 C7 C 0 1 Y N N 80.230 21.688 70.988 -1.124 1.953 -1.559 C7 4IG 11 4IG C8 C8 C 0 1 Y N N 81.068 20.870 70.172 0.144 1.987 -2.100 C8 4IG 12 4IG C9 C9 C 0 1 Y N N 82.235 21.411 69.580 0.953 0.858 -2.061 C9 4IG 13 4IG C10 C10 C 0 1 Y N N 82.581 22.805 69.810 0.474 -0.308 -1.466 C10 4IG 14 4IG C11 C11 C 0 1 Y N N 81.721 23.561 70.623 -0.795 -0.349 -0.921 C11 4IG 15 4IG C12 C12 C 0 1 Y N N 80.560 23.041 71.215 -1.606 0.785 -0.971 C12 4IG 16 4IG O3 O3 O 0 1 N N N 83.062 20.580 68.756 2.192 0.902 -2.608 O3 4IG 17 4IG C14 C14 C 0 1 N N S 83.683 21.436 67.777 3.102 0.194 -1.777 C14 4IG 18 4IG C15 C15 C 0 1 N N N 84.563 22.556 68.365 2.635 -1.225 -1.573 C15 4IG 19 4IG N5 N5 N 0 1 N N N 83.760 23.345 69.198 1.304 -1.442 -1.419 N5 4IG 20 4IG C16 C16 C 0 1 N N N 84.189 24.766 69.375 0.761 -2.787 -1.217 C16 4IG 21 4IG C17 C17 C 0 1 N N N 85.072 25.004 70.600 0.710 -3.096 0.281 C17 4IG 22 4IG C18 C18 C 0 1 N N N 84.993 26.460 71.073 0.143 -4.501 0.493 C18 4IG 23 4IG O1 O1 O 0 1 N N N 86.093 26.708 71.921 0.096 -4.790 1.892 O1 4IG 24 4IG C19 C19 C 0 1 N N N 86.167 28.009 72.451 -0.440 -6.108 2.024 C19 4IG 25 4IG O4 O4 O 0 1 N N N 85.725 22.732 68.063 3.425 -2.145 -1.546 O4 4IG 26 4IG C20 C20 C 0 1 Y N N 83.919 21.136 63.960 3.783 0.833 1.883 C20 4IG 27 4IG C21 C21 C 0 1 Y N N 84.329 21.023 65.308 3.698 0.202 0.654 C21 4IG 28 4IG C22 C22 C 0 1 Y N N 83.381 21.305 66.322 3.193 0.882 -0.439 C22 4IG 29 4IG C23 C23 C 0 1 Y N N 82.062 21.659 65.965 2.777 2.193 -0.307 C23 4IG 30 4IG C24 C24 C 0 1 Y N N 81.688 21.763 64.627 2.856 2.824 0.923 C24 4IG 31 4IG C25 C25 C 0 1 Y N N 82.599 21.508 63.591 3.361 2.145 2.018 C25 4IG 32 4IG F2 F2 F 0 1 N N N 84.799 20.891 62.989 4.276 0.169 2.951 F2 4IG 33 4IG F1 F1 F 0 1 N N N 80.427 22.118 64.377 2.445 4.105 1.053 F1 4IG 34 4IG HN31 1HN3 H 0 0 N N N 77.508 24.759 70.066 -4.386 -1.436 -2.421 HN31 4IG 35 4IG HN32 2HN3 H 0 0 N N N 78.864 25.574 69.660 -2.806 -0.866 -2.438 HN32 4IG 36 4IG HN41 1HN4 H 0 0 N N N 77.864 26.706 75.077 -6.929 1.208 1.964 HN41 4IG 37 4IG HN42 2HN4 H 0 0 N N N 78.611 27.789 74.109 -7.399 0.086 0.805 HN42 4IG 38 4IG H51 1H5 H 0 1 N N N 80.391 23.061 75.228 -2.764 3.292 1.787 H51 4IG 39 4IG H52 2H5 H 0 1 N N N 81.072 22.350 73.690 -1.561 2.758 0.589 H52 4IG 40 4IG H61 1H6 H 0 1 N N N 82.790 24.061 73.616 -0.779 2.307 2.899 H61 4IG 41 4IG H62 2H6 H 0 1 N N N 82.096 24.876 75.058 -2.233 1.324 3.199 H62 4IG 42 4IG H63 3H6 H 0 1 N N N 82.831 23.244 75.215 -1.029 0.790 2.001 H63 4IG 43 4IG H7 H7 H 0 1 N N N 79.340 21.270 71.434 -1.746 2.835 -1.593 H7 4IG 44 4IG H8 H8 H 0 1 N N N 80.811 19.834 70.005 0.511 2.895 -2.557 H8 4IG 45 4IG H11 H11 H 0 1 N N N 81.966 24.597 70.802 -1.160 -1.256 -0.462 H11 4IG 46 4IG H14 H14 H 0 1 N N N 84.279 21.005 66.959 4.086 0.186 -2.245 H14 4IG 47 4IG H161 1H16 H 0 0 N N N 84.760 25.061 68.483 -0.245 -2.839 -1.633 H161 4IG 48 4IG H162 2H16 H 0 0 N N N 83.275 25.360 69.520 1.399 -3.516 -1.717 H162 4IG 49 4IG H171 1H17 H 0 0 N N N 84.733 24.347 71.415 1.716 -3.044 0.697 H171 4IG 50 4IG H172 2H17 H 0 0 N N N 86.114 24.785 70.324 0.072 -2.368 0.781 H172 4IG 51 4IG H181 1H18 H 0 0 N N N 85.028 27.137 70.207 -0.863 -4.553 0.077 H181 4IG 52 4IG H182 2H18 H 0 0 N N N 84.051 26.633 71.613 0.781 -5.230 -0.007 H182 4IG 53 4IG H191 1H19 H 0 0 N N N 86.186 27.957 73.550 0.205 -6.816 1.504 H191 4IG 54 4IG H192 2H19 H 0 0 N N N 87.083 28.500 72.091 -0.496 -6.374 3.079 H192 4IG 55 4IG H193 3H19 H 0 0 N N N 85.289 28.587 72.127 -1.439 -6.140 1.588 H193 4IG 56 4IG H21 H21 H 0 1 N N N 85.338 20.730 65.558 4.026 -0.821 0.548 H21 4IG 57 4IG H23 H23 H 0 1 N N N 81.334 21.852 66.739 2.383 2.723 -1.162 H23 4IG 58 4IG H25 H25 H 0 1 N N N 82.308 21.591 62.554 3.427 2.638 2.977 H25 4IG 59 # 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 4IG C1 N1 SING Y N 1 4IG C1 C4 DOUB Y N 2 4IG C1 N3 SING N N 3 4IG N1 C2 DOUB Y N 4 4IG C2 N2 SING Y N 5 4IG C2 N4 SING N N 6 4IG N2 C3 DOUB Y N 7 4IG C3 C4 SING Y N 8 4IG C3 C5 SING N N 9 4IG C4 C12 SING Y N 10 4IG N3 HN31 SING N N 11 4IG N3 HN32 SING N N 12 4IG N4 HN41 SING N N 13 4IG N4 HN42 SING N N 14 4IG C5 C6 SING N N 15 4IG C5 H51 SING N N 16 4IG C5 H52 SING N N 17 4IG C6 H61 SING N N 18 4IG C6 H62 SING N N 19 4IG C6 H63 SING N N 20 4IG C7 C8 DOUB Y N 21 4IG C7 C12 SING Y N 22 4IG C7 H7 SING N N 23 4IG C8 C9 SING Y N 24 4IG C8 H8 SING N N 25 4IG C9 C10 DOUB Y N 26 4IG C9 O3 SING N N 27 4IG C10 C11 SING Y N 28 4IG C10 N5 SING N N 29 4IG C11 C12 DOUB Y N 30 4IG C11 H11 SING N N 31 4IG O3 C14 SING N N 32 4IG C14 C15 SING N N 33 4IG C14 C22 SING N N 34 4IG C14 H14 SING N N 35 4IG C15 N5 SING N N 36 4IG C15 O4 DOUB N N 37 4IG N5 C16 SING N N 38 4IG C16 C17 SING N N 39 4IG C16 H161 SING N N 40 4IG C16 H162 SING N N 41 4IG C17 C18 SING N N 42 4IG C17 H171 SING N N 43 4IG C17 H172 SING N N 44 4IG C18 O1 SING N N 45 4IG C18 H181 SING N N 46 4IG C18 H182 SING N N 47 4IG O1 C19 SING N N 48 4IG C19 H191 SING N N 49 4IG C19 H192 SING N N 50 4IG C19 H193 SING N N 51 4IG C20 C21 DOUB Y N 52 4IG C20 C25 SING Y N 53 4IG C20 F2 SING N N 54 4IG C21 C22 SING Y N 55 4IG C21 H21 SING N N 56 4IG C22 C23 DOUB Y N 57 4IG C23 C24 SING Y N 58 4IG C23 H23 SING N N 59 4IG C24 C25 DOUB Y N 60 4IG C24 F1 SING N N 61 4IG C25 H25 SING N N 62 # 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 4IG SMILES ACDLabs 10.04 "Fc1cc(cc(F)c1)C4Oc3ccc(c2c(nc(nc2N)N)CC)cc3N(C4=O)CCCOC" 4IG SMILES_CANONICAL CACTVS 3.341 "CCc1nc(N)nc(N)c1c2ccc3O[C@H](C(=O)N(CCCOC)c3c2)c4cc(F)cc(F)c4" 4IG SMILES CACTVS 3.341 "CCc1nc(N)nc(N)c1c2ccc3O[CH](C(=O)N(CCCOC)c3c2)c4cc(F)cc(F)c4" 4IG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCc1c(c(nc(n1)N)N)c2ccc3c(c2)N(C(=O)C(O3)c4cc(cc(c4)F)F)CCCOC" 4IG SMILES "OpenEye OEToolkits" 1.5.0 "CCc1c(c(nc(n1)N)N)c2ccc3c(c2)N(C(=O)C(O3)c4cc(cc(c4)F)F)CCCOC" 4IG InChI InChI 1.03 "InChI=1S/C24H25F2N5O3/c1-3-17-20(22(27)30-24(28)29-17)13-5-6-19-18(11-13)31(7-4-8-33-2)23(32)21(34-19)14-9-15(25)12-16(26)10-14/h5-6,9-12,21H,3-4,7-8H2,1-2H3,(H4,27,28,29,30)/t21-/m0/s1" 4IG InChIKey InChI 1.03 KHZQOXQOUCGGGA-NRFANRHFSA-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 4IG "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-6-(2,4-diamino-6-ethylpyrimidin-5-yl)-2-(3,5-difluorophenyl)-4-(3-methoxypropyl)-2H-1,4-benzoxazin-3(4H)-one" 4IG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-(2,4-diamino-6-ethyl-pyrimidin-5-yl)-2-(3,5-difluorophenyl)-4-(3-methoxypropyl)-1,4-benzoxazin-3-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4IG "Create component" 2006-02-21 RCSB 4IG "Modify aromatic_flag" 2011-06-04 RCSB 4IG "Modify descriptor" 2011-06-04 RCSB #