data_1IG
# 
_chem_comp.id                                    1IG 
_chem_comp.name                                  N-{2-[6-(2,4-DIAMINO-6-ETHYLPYRIMIDIN-5-YL)-2,2-DIMETHYL-3-OXO-2,3-DIHYDRO-4H-1,4-BENZOTHIAZIN-4-YL]ETHYL}ACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H26 N6 O2 S" 
_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                        414.524 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1IG 
_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        2G1N 
_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 
1IG C1   C1   C 0 1 Y N N 24.897 71.671 79.008 3.166  -0.327 -1.343 C1   1IG 1  
1IG N1   N1   N 0 1 Y N N 25.834 72.387 78.362 4.450  -0.004 -1.239 N1   1IG 2  
1IG C2   C2   C 0 1 Y N N 25.935 73.673 78.706 5.136  -0.298 -0.144 C2   1IG 3  
1IG N2   N2   N 0 1 Y N N 25.176 74.276 79.640 4.580  -0.920 0.885  N2   1IG 4  
1IG C3   C3   C 0 1 Y N N 24.225 73.571 80.303 3.305  -1.276 0.861  C3   1IG 5  
1IG C4   C4   C 0 1 Y N N 24.045 72.202 80.008 2.544  -0.993 -0.270 C4   1IG 6  
1IG N3   N3   N 0 1 N N N 24.806 70.369 78.649 2.454  -0.018 -2.488 N3   1IG 7  
1IG N4   N4   N 0 1 N N N 26.848 74.430 78.096 6.472  0.055  -0.074 N4   1IG 8  
1IG C5   C5   C 0 1 N N N 23.420 74.341 81.332 2.688  -1.983 2.040  C5   1IG 9  
1IG C6   C6   C 0 1 N N N 24.104 74.377 82.692 2.112  -0.950 3.011  C6   1IG 10 
1IG C7   C7   C 0 1 Y N N 21.708 71.289 80.273 0.750  -2.721 -0.342 C7   1IG 11 
1IG C8   C8   C 0 1 Y N N 20.821 70.414 80.908 -0.582 -3.073 -0.405 C8   1IG 12 
1IG C9   C9   C 0 1 Y N N 21.263 69.560 81.940 -1.563 -2.091 -0.467 C9   1IG 13 
1IG C10  C10  C 0 1 Y N N 22.625 69.569 82.358 -1.210 -0.742 -0.466 C10  1IG 14 
1IG C11  C11  C 0 1 Y N N 23.474 70.486 81.678 0.131  -0.388 -0.396 C11  1IG 15 
1IG C12  C12  C 0 1 Y N N 23.044 71.318 80.662 1.113  -1.375 -0.339 C12  1IG 16 
1IG S1   S1   S 0 1 N N N 20.031 68.526 82.636 -3.261 -2.557 -0.547 S1   1IG 17 
1IG C14  C14  C 0 1 N N N 20.888 67.512 83.841 -3.996 -1.176 0.372  C14  1IG 18 
1IG C15  C15  C 0 1 N N N 22.408 67.792 84.107 -3.442 0.121  -0.145 C15  1IG 19 
1IG N5   N5   N 0 1 N N N 23.139 68.742 83.393 -2.173 0.264  -0.530 N5   1IG 20 
1IG C16  C16  C 0 1 N N N 24.585 68.826 83.798 -1.764 1.569  -1.056 C16  1IG 21 
1IG C17  C17  C 0 1 N N N 24.833 69.933 84.833 -1.265 2.448  0.093  C17  1IG 22 
1IG N6   N6   N 0 1 N N N 26.109 70.591 84.567 -0.855 3.753  -0.433 N6   1IG 23 
1IG C13  C13  C 0 1 N N N 26.703 71.384 85.483 -0.379 4.697  0.403  C13  1IG 24 
1IG C19  C19  C 0 1 N N N 28.034 71.975 85.037 0.043  6.039  -0.138 C19  1IG 25 
1IG C21  C21  C 0 1 N N N 20.752 66.033 83.429 -5.515 -1.192 0.188  C21  1IG 26 
1IG C20  C20  C 0 1 N N N 20.117 67.784 85.137 -3.661 -1.317 1.859  C20  1IG 27 
1IG O4   O4   O 0 1 N N N 22.933 67.114 84.983 -4.181 1.080  -0.215 O4   1IG 28 
1IG O1   O1   O 0 1 N N N 26.259 71.631 86.588 -0.289 4.466  1.590  O1   1IG 29 
1IG HN31 1HN3 H 0 0 N N N 24.784 70.299 77.652 2.892  0.437  -3.224 HN31 1IG 30 
1IG HN32 2HN3 H 0 0 N N N 25.598 69.870 79.001 1.516  -0.258 -2.555 HN32 1IG 31 
1IG HN41 1HN4 H 0 0 N N N 26.553 74.619 77.160 6.987  -0.153 0.721  HN41 1IG 32 
1IG HN42 2HN4 H 0 0 N N N 26.953 75.291 78.593 6.893  0.511  -0.819 HN42 1IG 33 
1IG H51  1H5  H 0 1 N N N 23.295 75.374 80.976 3.449  -2.575 2.548  H51  1IG 34 
1IG H52  2H5  H 0 1 N N N 22.452 73.832 81.454 1.889  -2.639 1.692  H52  1IG 35 
1IG H61  1H6  H 0 1 N N N 25.195 74.386 82.554 1.351  -0.358 2.502  H61  1IG 36 
1IG H62  2H6  H 0 1 N N N 23.796 75.284 83.233 1.666  -1.462 3.863  H62  1IG 37 
1IG H63  3H6  H 0 1 N N N 23.815 73.488 83.271 2.911  -0.294 3.358  H63  1IG 38 
1IG H7   H7   H 0 1 N N N 21.358 71.939 79.485 1.510  -3.486 -0.294 H7   1IG 39 
1IG H8   H8   H 0 1 N N N 19.785 70.392 80.604 -0.864 -4.116 -0.407 H8   1IG 40 
1IG H11  H11  H 0 1 N N N 24.512 70.535 81.972 0.414  0.654  -0.388 H11  1IG 41 
1IG H161 1H16 H 0 0 N N N 24.883 67.862 84.237 -0.963 1.432  -1.782 H161 1IG 42 
1IG H162 2H16 H 0 0 N N N 25.176 69.062 82.901 -2.614 2.050  -1.538 H162 1IG 43 
1IG H171 1H17 H 0 0 N N N 24.023 70.674 84.773 -2.066 2.585  0.820  H171 1IG 44 
1IG H172 2H17 H 0 0 N N N 24.860 69.487 85.838 -0.414 1.967  0.576  H172 1IG 45 
1IG HN6  HN6  H 0 1 N N N 26.554 70.450 83.683 -0.927 3.937  -1.382 HN6  1IG 46 
1IG H191 1H19 H 0 0 N N N 28.025 72.117 83.946 -0.808 6.519  -0.621 H191 1IG 47 
1IG H192 2H19 H 0 0 N N N 28.189 72.945 85.532 0.398  6.665  0.680  H192 1IG 48 
1IG H193 3H19 H 0 0 N N N 28.849 71.289 85.311 0.843  5.902  -0.865 H193 1IG 49 
1IG H211 1H21 H 0 0 N N N 20.720 65.959 82.332 -5.917 -2.133 0.564  H211 1IG 50 
1IG H212 2H21 H 0 0 N N N 21.614 65.466 83.809 -5.956 -0.362 0.740  H212 1IG 51 
1IG H213 3H21 H 0 0 N N N 19.825 65.619 83.852 -5.753 -1.091 -0.871 H213 1IG 52 
1IG H201 1H20 H 0 0 N N N 20.823 67.849 85.978 -2.579 -1.306 1.990  H201 1IG 53 
1IG H202 2H20 H 0 0 N N N 19.568 68.733 85.045 -4.102 -0.487 2.411  H202 1IG 54 
1IG H203 3H20 H 0 0 N N N 19.406 66.965 85.319 -4.063 -2.258 2.234  H203 1IG 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 
1IG C1  N1   SING Y N 1  
1IG C1  C4   DOUB Y N 2  
1IG C1  N3   SING N N 3  
1IG N1  C2   DOUB Y N 4  
1IG C2  N2   SING Y N 5  
1IG C2  N4   SING N N 6  
1IG N2  C3   DOUB Y N 7  
1IG C3  C4   SING Y N 8  
1IG C3  C5   SING N N 9  
1IG C4  C12  SING N N 10 
1IG N3  HN31 SING N N 11 
1IG N3  HN32 SING N N 12 
1IG N4  HN41 SING N N 13 
1IG N4  HN42 SING N N 14 
1IG C5  C6   SING N N 15 
1IG C5  H51  SING N N 16 
1IG C5  H52  SING N N 17 
1IG C6  H61  SING N N 18 
1IG C6  H62  SING N N 19 
1IG C6  H63  SING N N 20 
1IG C7  C8   SING Y N 21 
1IG C7  C12  DOUB Y N 22 
1IG C7  H7   SING N N 23 
1IG C8  C9   DOUB Y N 24 
1IG C8  H8   SING N N 25 
1IG C9  C10  SING Y N 26 
1IG C9  S1   SING N N 27 
1IG C10 C11  DOUB Y N 28 
1IG C10 N5   SING N N 29 
1IG C11 C12  SING Y N 30 
1IG C11 H11  SING N N 31 
1IG S1  C14  SING N N 32 
1IG C14 C15  SING N N 33 
1IG C14 C21  SING N N 34 
1IG C14 C20  SING N N 35 
1IG C15 N5   SING N N 36 
1IG C15 O4   DOUB N N 37 
1IG N5  C16  SING N N 38 
1IG C16 C17  SING N N 39 
1IG C16 H161 SING N N 40 
1IG C16 H162 SING N N 41 
1IG C17 N6   SING N N 42 
1IG C17 H171 SING N N 43 
1IG C17 H172 SING N N 44 
1IG N6  C13  SING N N 45 
1IG N6  HN6  SING N N 46 
1IG C13 C19  SING N N 47 
1IG C13 O1   DOUB N N 48 
1IG C19 H191 SING N N 49 
1IG C19 H192 SING N N 50 
1IG C19 H193 SING N N 51 
1IG C21 H211 SING N N 52 
1IG C21 H212 SING N N 53 
1IG C21 H213 SING N N 54 
1IG C20 H201 SING N N 55 
1IG C20 H202 SING N N 56 
1IG 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 
1IG SMILES           ACDLabs              10.04 O=C(NCCN1c3c(SC(C1=O)(C)C)ccc(c2c(nc(nc2N)N)CC)c3)C                                                                                                                         
1IG InChI            InChI                1.02b InChI=1/C20H26N6O2S/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 
1IG InChIKey         InChI                1.02b RMEVNJZCKDVVND-UGZUOPARCI                                                                                                                                                   
1IG SMILES_CANONICAL CACTVS               3.341 CCc1nc(N)nc(N)c1c2ccc3SC(C)(C)C(=O)N(CCNC(C)=O)c3c2                                                                                                                         
1IG SMILES           CACTVS               3.341 CCc1nc(N)nc(N)c1c2ccc3SC(C)(C)C(=O)N(CCNC(C)=O)c3c2                                                                                                                         
1IG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)N)c2ccc3c(c2)N(C(=O)C(S3)(C)C)CCNC(=O)C                                                                                                                     
1IG SMILES           "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)N)c2ccc3c(c2)N(C(=O)C(S3)(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 
1IG "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-benzothiazin-4-yl]ethyl}acetamide 
1IG "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-benzothiazin-4-yl]ethyl]ethanamide              
# 
