data_3IG # _chem_comp.id 3IG _chem_comp.name "N-{2-[6-(2,4-DIAMINO-6-ETHYLPYRIMIDIN-5-YL)-2,2-DIMETHYL-3-OXO-2,3-DIHYDRO-4H-1,4-BENZOXAZIN-4-YL]ETHYL}ACETAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H26 N6 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 398.459 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3IG _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 2G1R _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 3IG C1 C1 C 0 1 Y N N 78.774 24.927 71.399 -3.122 -0.043 1.374 C1 3IG 1 3IG N1 N1 N 0 1 Y N N 78.124 25.887 72.109 -4.355 0.440 1.276 N1 3IG 2 3IG C2 C2 C 0 1 Y N N 78.412 25.954 73.420 -5.055 0.291 0.162 C2 3IG 3 3IG N2 N2 N 0 1 Y N N 79.280 25.142 74.053 -4.564 -0.340 -0.895 N2 3IG 4 3IG C3 C3 C 0 1 Y N N 79.942 24.175 73.357 -3.343 -0.851 -0.879 C3 3IG 5 3IG C4 C4 C 0 1 Y N N 79.717 24.030 71.962 -2.570 -0.724 0.273 C4 3IG 6 3IG N3 N3 N 0 1 N N N 78.481 24.879 70.087 -2.395 0.115 2.540 N3 3IG 7 3IG N4 N4 N 0 1 N N N 77.808 26.882 74.158 -6.337 0.808 0.099 N4 3IG 8 3IG C5 C5 C 0 1 N N N 80.908 23.317 74.155 -2.799 -1.566 -2.089 C5 3IG 9 3IG C6 C6 C 0 1 N N N 82.307 23.928 74.222 -2.087 -0.561 -2.997 C6 3IG 10 3IG C7 C7 C 0 1 Y N N 80.066 21.698 70.887 -0.999 -2.660 0.267 C7 3IG 11 3IG C8 C8 C 0 1 Y N N 80.882 20.871 70.051 0.277 -3.182 0.328 C8 3IG 12 3IG C9 C9 C 0 1 Y N N 82.064 21.393 69.448 1.373 -2.338 0.453 C9 3IG 13 3IG C10 C10 C 0 1 Y N N 82.433 22.751 69.674 1.175 -0.960 0.512 C10 3IG 14 3IG C11 C11 C 0 1 Y N N 81.599 23.517 70.516 -0.100 -0.430 0.450 C11 3IG 15 3IG C12 C12 C 0 1 Y N N 80.442 23.033 71.115 -1.198 -1.282 0.333 C12 3IG 16 3IG O3 O3 O 0 1 N N N 82.842 20.549 68.652 2.619 -2.866 0.525 O3 3IG 17 3IG C14 C14 C 0 1 N N N 83.771 21.152 67.722 3.518 -2.063 -0.230 C14 3IG 18 3IG C15 C15 C 0 1 N N N 84.331 22.567 68.151 3.489 -0.637 0.261 C15 3IG 19 3IG N5 N5 N 0 1 N N N 83.616 23.281 69.100 2.292 -0.113 0.626 N5 3IG 20 3IG C16 C16 C 0 1 N N N 84.135 24.662 69.440 2.170 1.263 1.114 C16 3IG 21 3IG C17 C17 C 0 1 N N N 84.694 24.781 70.878 1.916 2.202 -0.067 C17 3IG 22 3IG N6 N6 N 0 1 N N N 84.800 26.188 71.274 1.794 3.578 0.421 N6 3IG 23 3IG C13 C13 C 0 1 N N N 85.973 26.736 71.671 1.567 4.583 -0.447 C13 3IG 24 3IG C19 C19 C 0 1 N N N 85.874 28.222 72.030 1.442 5.999 0.055 C19 3IG 25 3IG C21 C21 C 0 1 N N N 83.087 21.301 66.344 4.936 -2.619 -0.086 C21 3IG 26 3IG C20 C20 C 0 1 N N N 84.934 20.156 67.589 3.109 -2.096 -1.704 C20 3IG 27 3IG O4 O4 O 0 1 N N N 85.351 22.989 67.621 4.505 0.021 0.326 O4 3IG 28 3IG O1 O1 O 0 1 N N N 87.042 26.136 71.742 1.465 4.349 -1.633 O1 3IG 29 3IG HN31 1HN3 H 0 0 N N N 77.488 24.867 69.967 -2.785 0.582 3.295 HN31 3IG 30 3IG HN32 2HN3 H 0 0 N N N 78.862 25.683 69.631 -1.495 -0.241 2.602 HN32 3IG 31 3IG HN41 1HN4 H 0 0 N N N 77.656 26.528 75.081 -6.862 0.706 -0.710 HN41 3IG 32 3IG HN42 2HN4 H 0 0 N N N 78.384 27.698 74.204 -6.711 1.272 0.864 HN42 3IG 33 3IG H51 1H5 H 0 1 N N N 80.521 23.216 75.180 -3.619 -2.032 -2.635 H51 3IG 34 3IG H52 2H5 H 0 1 N N N 80.989 22.342 73.652 -2.092 -2.332 -1.771 H52 3IG 35 3IG H61 1H6 H 0 1 N N N 82.693 24.075 73.202 -1.693 -1.078 -3.872 H61 3IG 36 3IG H62 2H6 H 0 1 N N N 82.259 24.898 74.739 -2.793 0.206 -3.315 H62 3IG 37 3IG H63 3H6 H 0 1 N N N 82.976 23.251 74.773 -1.267 -0.095 -2.451 H63 3IG 38 3IG H7 H7 H 0 1 N N N 79.169 21.300 71.339 -1.847 -3.322 0.169 H7 3IG 39 3IG H8 H8 H 0 1 N N N 80.600 19.843 69.876 0.423 -4.251 0.278 H8 3IG 40 3IG H11 H11 H 0 1 N N N 81.877 24.543 70.707 -0.246 0.639 0.497 H11 3IG 41 3IG H161 1H16 H 0 0 N N N 84.946 24.904 68.738 1.337 1.327 1.815 H161 3IG 42 3IG H162 2H16 H 0 0 N N N 83.284 25.355 69.366 3.092 1.553 1.618 H162 3IG 43 3IG H171 1H17 H 0 0 N N N 84.017 24.262 71.572 2.749 2.138 -0.767 H171 3IG 44 3IG H172 2H17 H 0 0 N N N 85.695 24.326 70.909 0.994 1.912 -0.571 H172 3IG 45 3IG HN6 HN6 H 0 1 N N N 83.981 26.761 71.250 1.876 3.765 1.369 HN6 3IG 46 3IG H191 1H19 H 0 0 N N N 85.850 28.335 73.124 2.364 6.289 0.559 H191 3IG 47 3IG H192 2H19 H 0 0 N N N 86.747 28.756 71.625 1.261 6.668 -0.786 H192 3IG 48 3IG H193 3H19 H 0 0 N N N 84.954 28.643 71.598 0.609 6.063 0.756 H193 3IG 49 3IG H211 1H21 H 0 0 N N N 81.996 21.336 66.478 4.964 -3.644 -0.456 H211 3IG 50 3IG H212 2H21 H 0 0 N N N 83.428 22.230 65.864 5.627 -2.005 -0.663 H212 3IG 51 3IG H213 3H21 H 0 0 N N N 83.351 20.442 65.709 5.227 -2.604 0.964 H213 3IG 52 3IG H201 1H20 H 0 0 N N N 85.094 19.918 66.527 2.096 -1.707 -1.808 H201 3IG 53 3IG H202 2H20 H 0 0 N N N 85.849 20.603 68.006 3.796 -1.481 -2.285 H202 3IG 54 3IG H203 3H20 H 0 0 N N N 84.692 19.234 68.138 3.143 -3.122 -2.068 H203 3IG 55 # 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 3IG C1 N1 SING Y N 1 3IG C1 C4 DOUB Y N 2 3IG C1 N3 SING N N 3 3IG N1 C2 DOUB Y N 4 3IG C2 N2 SING Y N 5 3IG C2 N4 SING N N 6 3IG N2 C3 DOUB Y N 7 3IG C3 C4 SING Y N 8 3IG C3 C5 SING N N 9 3IG C4 C12 SING Y N 10 3IG N3 HN31 SING N N 11 3IG N3 HN32 SING N N 12 3IG N4 HN41 SING N N 13 3IG N4 HN42 SING N N 14 3IG C5 C6 SING N N 15 3IG C5 H51 SING N N 16 3IG C5 H52 SING N N 17 3IG C6 H61 SING N N 18 3IG C6 H62 SING N N 19 3IG C6 H63 SING N N 20 3IG C7 C8 DOUB Y N 21 3IG C7 C12 SING Y N 22 3IG C7 H7 SING N N 23 3IG C8 C9 SING Y N 24 3IG C8 H8 SING N N 25 3IG C9 C10 DOUB Y N 26 3IG C9 O3 SING N N 27 3IG C10 C11 SING Y N 28 3IG C10 N5 SING N N 29 3IG C11 C12 DOUB Y N 30 3IG C11 H11 SING N N 31 3IG O3 C14 SING N N 32 3IG C14 C15 SING N N 33 3IG C14 C21 SING N N 34 3IG C14 C20 SING N N 35 3IG C15 N5 SING N N 36 3IG C15 O4 DOUB N N 37 3IG N5 C16 SING N N 38 3IG C16 C17 SING N N 39 3IG C16 H161 SING N N 40 3IG C16 H162 SING N N 41 3IG C17 N6 SING N N 42 3IG C17 H171 SING N N 43 3IG C17 H172 SING N N 44 3IG N6 C13 SING N N 45 3IG N6 HN6 SING N N 46 3IG C13 C19 SING N N 47 3IG C13 O1 DOUB N N 48 3IG C19 H191 SING N N 49 3IG C19 H192 SING N N 50 3IG C19 H193 SING N N 51 3IG C21 H211 SING N N 52 3IG C21 H212 SING N N 53 3IG C21 H213 SING N N 54 3IG C20 H201 SING N N 55 3IG C20 H202 SING N N 56 3IG C20 H203 SING N N 57 # 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 3IG SMILES ACDLabs 10.04 "O=C(NCCN1c3c(OC(C1=O)(C)C)ccc(c2c(nc(nc2N)N)CC)c3)C" 3IG SMILES_CANONICAL CACTVS 3.341 "CCc1nc(N)nc(N)c1c2ccc3OC(C)(C)C(=O)N(CCNC(C)=O)c3c2" 3IG SMILES CACTVS 3.341 "CCc1nc(N)nc(N)c1c2ccc3OC(C)(C)C(=O)N(CCNC(C)=O)c3c2" 3IG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCc1c(c(nc(n1)N)N)c2ccc3c(c2)N(C(=O)C(O3)(C)C)CCNC(=O)C" 3IG SMILES "OpenEye OEToolkits" 1.5.0 "CCc1c(c(nc(n1)N)N)c2ccc3c(c2)N(C(=O)C(O3)(C)C)CCNC(=O)C" 3IG InChI InChI 1.03 "InChI=1S/C20H26N6O3/c1-5-13-16(17(21)25-19(22)24-13)12-6-7-15-14(10-12)26(9-8-23-11(2)27)18(28)20(3,4)29-15/h6-7,10H,5,8-9H2,1-4H3,(H,23,27)(H4,21,22,24,25)" 3IG InChIKey InChI 1.03 GBXSOZDYCSBLQX-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 3IG "SYSTEMATIC NAME" ACDLabs 10.04 "N-{2-[6-(2,4-diamino-6-ethylpyrimidin-5-yl)-2,2-dimethyl-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl]ethyl}acetamide" 3IG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[2-[6-(2,4-diamino-6-ethyl-pyrimidin-5-yl)-2,2-dimethyl-3-oxo-1,4-benzoxazin-4-yl]ethyl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3IG "Create component" 2006-02-21 RCSB 3IG "Modify aromatic_flag" 2011-06-04 RCSB 3IG "Modify descriptor" 2011-06-04 RCSB #