data_5IG
# 
_chem_comp.id                                    5IG 
_chem_comp.name                                  6-(2,4-DIAMINO-6-ETHYLPYRIMIDIN-5-YL)-4-(3-METHOXYPROPYL)-2,2-DIMETHYL-2H-1,4-BENZOXAZIN-3(4H)-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H27 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                    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                        385.460 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5IG 
_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        2G1Y 
_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 
5IG C1   C1   C 0 1 Y N N 27.365 106.389 130.631 -3.064 0.040  1.348  C1   5IG 1  
5IG N1   N1   N 0 1 Y N N 28.059 107.107 131.534 -4.319 0.460  1.236  N1   5IG 2  
5IG C2   C2   C 0 1 Y N N 27.816 108.420 131.561 -5.019 0.216  0.138  C2   5IG 3  
5IG N2   N2   N 0 1 Y N N 26.944 109.051 130.756 -4.507 -0.451 -0.886 N2   5IG 4  
5IG C3   C3   C 0 1 Y N N 26.226 108.345 129.841 -3.264 -0.904 -0.854 C3   5IG 5  
5IG C4   C4   C 0 1 Y N N 26.411 106.951 129.747 -2.489 -0.676 0.281  C4   5IG 6  
5IG N3   N3   N 0 1 N N N 27.622 105.066 130.620 -2.336 0.297  2.496  N3   5IG 7  
5IG N4   N4   N 0 1 N N N 28.476 109.167 132.439 -6.324 0.669  0.059  N4   5IG 8  
5IG C6   C6   C 0 1 N N N 25.249 109.129 128.966 -2.696 -1.660 -2.027 C6   5IG 9  
5IG C7   C7   C 0 1 Y N N 25.996 105.853 127.462 -0.830 -2.536 0.370  C7   5IG 10 
5IG C8   C8   C 0 1 Y N N 25.193 104.978 126.687 0.469  -2.994 0.447  C8   5IG 11 
5IG C9   C9   C 0 1 Y N N 24.073 104.330 127.266 1.526  -2.095 0.514  C9   5IG 12 
5IG C10  C10  C 0 1 Y N N 23.730 104.556 128.638 1.265  -0.727 0.497  C10  5IG 13 
5IG C11  C11  C 0 1 Y N N 24.542 105.439 129.360 -0.034 -0.260 0.418  C11  5IG 14 
5IG C12  C12  C 0 1 Y N N 25.658 106.080 128.811 -1.092 -1.167 0.360  C12  5IG 15 
5IG O3   O3   O 0 1 N N N 23.337 103.503 126.441 2.795  -2.561 0.603  O3   5IG 16 
5IG C14  C14  C 0 1 N N N 22.366 102.628 127.030 3.650  -1.762 -0.204 C14  5IG 17 
5IG C15  C15  C 0 1 N N N 21.870 102.989 128.496 3.559  -0.313 0.205  C15  5IG 18 
5IG N5   N5   N 0 1 N N N 22.616 103.915 129.216 2.342  0.175  0.552  N5   5IG 19 
5IG C16  C16  C 0 1 N N N 22.176 104.169 130.634 2.160  1.570  0.963  C16  5IG 20 
5IG C17  C17  C 0 1 N N N 21.207 105.368 130.810 1.855  2.428  -0.266 C17  5IG 21 
5IG C18  C18  C 0 1 N N N 21.252 105.958 132.231 1.664  3.884  0.163  C18  5IG 22 
5IG O1   O1   O 0 1 N N N 20.100 106.740 132.491 1.379  4.686  -0.985 O1   5IG 23 
5IG C19  C19  C 0 1 N N N 20.044 107.326 133.779 1.213  6.027  -0.521 C19  5IG 24 
5IG C21  C21  C 0 1 N N N 22.977 101.214 127.090 5.094  -2.243 -0.043 C21  5IG 25 
5IG C20  C20  C 0 1 N N N 21.197 102.648 126.042 3.233  -1.896 -1.670 C20  5IG 26 
5IG O4   O4   O 0 1 N N N 20.895 102.409 128.952 4.545  0.394  0.223  O4   5IG 27 
5IG C5   C5   C 0 1 N N N 23.855 109.243 129.576 -2.037 -0.677 -2.997 C5   5IG 28 
5IG HN31 1HN3 H 0 0 N N N 27.686 104.746 129.675 -2.742 0.788  3.228  HN31 5IG 29 
5IG HN32 2HN3 H 0 0 N N N 28.487 104.891 131.090 -1.420 -0.014 2.569  HN32 5IG 30 
5IG HN41 1HN4 H 0 0 N N N 28.642 108.637 133.270 -6.850 0.498  -0.738 HN41 5IG 31 
5IG HN42 2HN4 H 0 0 N N N 29.350 109.451 132.045 -6.713 1.159  0.801  HN42 5IG 32 
5IG H61  1H6  H 0 1 N N N 25.161 108.612 127.999 -3.497 -2.193 -2.538 H61  5IG 33 
5IG H62  2H6  H 0 1 N N N 25.647 110.149 128.861 -1.952 -2.374 -1.673 H62  5IG 34 
5IG H7   H7   H 0 1 N N N 26.855 106.339 127.024 -1.647 -3.240 0.317  H7   5IG 35 
5IG H8   H8   H 0 1 N N N 25.436 104.804 125.649 0.664  -4.056 0.456  H8   5IG 36 
5IG H11  H11  H 0 1 N N N 24.294 105.635 130.393 -0.229 0.802  0.406  H11  5IG 37 
5IG H161 1H16 H 0 0 N N N 21.660 103.266 130.991 1.330  1.635  1.667  H161 5IG 38 
5IG H162 2H16 H 0 0 N N N 23.084 104.415 131.204 3.071  1.930  1.441  H162 5IG 39 
5IG H171 1H17 H 0 0 N N N 21.493 106.155 130.097 2.684  2.362  -0.970 H171 5IG 40 
5IG H172 2H17 H 0 0 N N N 20.185 105.003 130.630 0.943  2.068  -0.744 H172 5IG 41 
5IG H181 1H18 H 0 0 N N N 21.297 105.135 132.959 0.835  3.950  0.867  H181 5IG 42 
5IG H182 2H18 H 0 0 N N N 22.140 106.601 132.317 2.575  4.244  0.641  H182 5IG 43 
5IG H191 1H19 H 0 0 N N N 20.029 106.534 134.542 0.993  6.679  -1.366 H191 5IG 44 
5IG H192 2H19 H 0 0 N N N 20.927 107.964 133.930 0.389  6.066  0.192  H192 5IG 45 
5IG H193 3H19 H 0 0 N N N 19.132 107.935 133.865 2.130  6.360  -0.035 H193 5IG 46 
5IG H211 1H21 H 0 0 N N N 23.123 100.833 126.068 5.166  -3.285 -0.355 H211 5IG 47 
5IG H212 2H21 H 0 0 N N N 23.947 101.256 127.607 5.752  -1.632 -0.661 H212 5IG 48 
5IG H213 3H21 H 0 0 N N N 22.297 100.544 127.637 5.392  -2.155 1.001  H213 5IG 49 
5IG H201 1H20 H 0 0 N N N 20.247 102.653 126.597 2.202  -1.561 -1.787 H201 5IG 50 
5IG H202 2H20 H 0 0 N N N 21.261 103.551 125.417 3.887  -1.284 -2.292 H202 5IG 51 
5IG H203 3H20 H 0 0 N N N 21.243 101.755 125.402 3.312  -2.939 -1.976 H203 5IG 52 
5IG H51  1H5  H 0 1 N N N 23.935 109.270 130.673 -1.236 -0.144 -2.486 H51  5IG 53 
5IG H52  2H5  H 0 1 N N N 23.374 110.166 129.221 -1.626 -1.224 -3.845 H52  5IG 54 
5IG H53  3H5  H 0 1 N N N 23.251 108.375 129.274 -2.781 0.037  -3.351 H53  5IG 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 
5IG C1  N1   DOUB Y N 1  
5IG C1  C4   SING Y N 2  
5IG C1  N3   SING N N 3  
5IG N1  C2   SING Y N 4  
5IG C2  N2   DOUB Y N 5  
5IG C2  N4   SING N N 6  
5IG N2  C3   SING Y N 7  
5IG C3  C4   DOUB Y N 8  
5IG C3  C6   SING N N 9  
5IG C4  C12  SING N N 10 
5IG N3  HN31 SING N N 11 
5IG N3  HN32 SING N N 12 
5IG N4  HN41 SING N N 13 
5IG N4  HN42 SING N N 14 
5IG C6  C5   SING N N 15 
5IG C6  H61  SING N N 16 
5IG C6  H62  SING N N 17 
5IG C7  C8   SING Y N 18 
5IG C7  C12  DOUB Y N 19 
5IG C7  H7   SING N N 20 
5IG C8  C9   DOUB Y N 21 
5IG C8  H8   SING N N 22 
5IG C9  C10  SING Y N 23 
5IG C9  O3   SING N N 24 
5IG C10 C11  DOUB Y N 25 
5IG C10 N5   SING N N 26 
5IG C11 C12  SING Y N 27 
5IG C11 H11  SING N N 28 
5IG O3  C14  SING N N 29 
5IG C14 C15  SING N N 30 
5IG C14 C21  SING N N 31 
5IG C14 C20  SING N N 32 
5IG C15 N5   SING N N 33 
5IG C15 O4   DOUB N N 34 
5IG N5  C16  SING N N 35 
5IG C16 C17  SING N N 36 
5IG C16 H161 SING N N 37 
5IG C16 H162 SING N N 38 
5IG C17 C18  SING N N 39 
5IG C17 H171 SING N N 40 
5IG C17 H172 SING N N 41 
5IG C18 O1   SING N N 42 
5IG C18 H181 SING N N 43 
5IG C18 H182 SING N N 44 
5IG O1  C19  SING N N 45 
5IG C19 H191 SING N N 46 
5IG C19 H192 SING N N 47 
5IG C19 H193 SING N N 48 
5IG C21 H211 SING N N 49 
5IG C21 H212 SING N N 50 
5IG C21 H213 SING N N 51 
5IG C20 H201 SING N N 52 
5IG C20 H202 SING N N 53 
5IG C20 H203 SING N N 54 
5IG C5  H51  SING N N 55 
5IG C5  H52  SING N N 56 
5IG C5  H53  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 
5IG SMILES           ACDLabs              10.04 O=C1N(c3c(OC1(C)C)ccc(c2c(nc(nc2N)N)CC)c3)CCCOC                                                                                                               
5IG InChI            InChI                1.02b InChI=1/C20H27N5O3/c1-5-13-16(17(21)24-19(22)23-13)12-7-8-15-14(11-12)25(9-6-10-27-4)18(26)20(2,3)28-15/h7-8,11H,5-6,9-10H2,1-4H3,(H4,21,22,23,24)/f/h21-22H2 
5IG InChIKey         InChI                1.02b WPAPODFGOZXFLG-DDPQBQDTCL                                                                                                                                     
5IG SMILES_CANONICAL CACTVS               3.341 CCc1nc(N)nc(N)c1c2ccc3OC(C)(C)C(=O)N(CCCOC)c3c2                                                                                                               
5IG SMILES           CACTVS               3.341 CCc1nc(N)nc(N)c1c2ccc3OC(C)(C)C(=O)N(CCCOC)c3c2                                                                                                               
5IG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)N)c2ccc3c(c2)N(C(=O)C(O3)(C)C)CCCOC                                                                                                           
5IG SMILES           "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)N)c2ccc3c(c2)N(C(=O)C(O3)(C)C)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 
5IG "SYSTEMATIC NAME" ACDLabs              10.04 6-(2,4-diamino-6-ethylpyrimidin-5-yl)-4-(3-methoxypropyl)-2,2-dimethyl-2H-1,4-benzoxazin-3(4H)-one 
5IG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-(2,4-diamino-6-ethyl-pyrimidin-5-yl)-4-(3-methoxypropyl)-2,2-dimethyl-1,4-benzoxazin-3-one       
# 
