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                    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                        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 N 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 InChI            InChI                1.02b InChI=1/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)/f/h23H,21-22H2 
3IG InChIKey         InChI                1.02b GBXSOZDYCSBLQX-UGZUOPARCR                                                                                                                                                  
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                                                                                                                    
# 
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              
# 
