data_2IG
# 
_chem_comp.id                                    2IG 
_chem_comp.name                                  6-ETHYL-5-[9-(3-METHOXYPROPYL)-9H-CARBAZOL-2-YL]PYRIMIDINE-2,4-DIAMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H25 N5 O" 
_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                        375.467 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2IG 
_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        2G1O 
_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 
2IG C1   C1   C 0 1 Y N N 7.680  95.470 141.707 3.091  -0.912 1.029  C1   2IG 1  
2IG N1   N1   N 0 1 Y N N 7.006  96.431 142.378 4.324  -1.398 0.946  N1   2IG 2  
2IG C2   C2   C 0 1 Y N N 7.256  96.531 143.694 5.230  -0.817 0.174  C2   2IG 3  
2IG N2   N2   N 0 1 Y N N 8.109  95.740 144.361 4.953  0.262  -0.544 N2   2IG 4  
2IG C3   C3   C 0 1 Y N N 8.795  94.766 143.706 3.748  0.808  -0.517 C3   2IG 5  
2IG C4   C4   C 0 1 Y N N 8.610  94.592 142.310 2.762  0.237  0.284  C4   2IG 6  
2IG N3   N3   N 0 1 N N N 7.413  95.401 140.386 2.147  -1.521 1.837  N3   2IG 7  
2IG N4   N4   N 0 1 N N N 6.624  97.479 144.399 6.504  -1.353 0.115  N4   2IG 8  
2IG C5   C5   C 0 1 N N N 9.744  93.921 144.558 3.448  2.035  -1.339 C5   2IG 9  
2IG C6   C6   C 0 1 N N N 11.107 94.583 144.760 2.942  1.613  -2.720 C6   2IG 10 
2IG C7   C7   C 0 1 Y N N 9.072  92.180 141.384 1.208  2.091  0.887  C7   2IG 11 
2IG C8   C8   C 0 1 Y N N 9.932  91.335 140.580 -0.044 2.633  0.945  C8   2IG 12 
2IG C9   C9   C 0 1 Y N N 11.053 91.916 139.938 -1.139 1.917  0.462  C9   2IG 13 
2IG C10  C10  C 0 1 Y N N 11.304 93.271 140.083 -0.961 0.637  -0.086 C10  2IG 14 
2IG C11  C11  C 0 1 Y N N 10.477 94.087 140.858 0.317  0.095  -0.147 C11  2IG 15 
2IG C12  C12  C 0 1 Y N N 9.357  93.567 141.519 1.399  0.817  0.343  C12  2IG 16 
2IG N5   N5   N 0 1 Y N N 12.430 93.637 139.383 -2.196 0.157  -0.485 N5   2IG 17 
2IG C13  C13  C 0 1 N N N 12.963 95.020 139.336 -2.426 -1.150 -1.106 C13  2IG 18 
2IG C14  C14  C 0 1 N N N 13.841 95.360 140.556 -2.699 -2.190 -0.018 C14  2IG 19 
2IG C15  C15  C 0 1 N N N 13.914 96.867 140.839 -2.939 -3.555 -0.666 C15  2IG 20 
2IG O1   O1   O 0 1 N N N 14.742 97.107 141.968 -3.194 -4.527 0.350  O1   2IG 21 
2IG C16  C16  C 0 1 N N N 14.898 98.466 142.331 -3.409 -5.773 -0.316 C16  2IG 22 
2IG C17  C17  C 0 1 Y N N 14.092 92.387 137.929 -4.558 1.083  -0.418 C17  2IG 23 
2IG C18  C18  C 0 1 Y N N 12.945 92.520 138.761 -3.182 1.088  -0.212 C18  2IG 24 
2IG C19  C19  C 0 1 Y N N 12.131 91.410 139.066 -2.581 2.209  0.380  C19  2IG 25 
2IG C20  C20  C 0 1 Y N N 12.428 90.127 138.559 -3.360 3.302  0.756  C20  2IG 26 
2IG C21  C21  C 0 1 Y N N 13.578 89.974 137.721 -4.722 3.277  0.543  C21  2IG 27 
2IG C22  C22  C 0 1 Y N N 14.410 91.096 137.406 -5.317 2.171  -0.042 C22  2IG 28 
2IG HN31 1HN3 H 0 0 N N N 6.423  95.384 140.246 2.384  -2.309 2.349  HN31 2IG 29 
2IG HN32 2HN3 H 0 0 N N N 7.801  96.199 139.926 1.249  -1.159 1.890  HN32 2IG 30 
2IG HN41 1HN4 H 0 0 N N N 6.467  97.153 145.331 7.179  -0.939 -0.445 HN41 2IG 31 
2IG HN42 2HN4 H 0 0 N N N 7.187  98.305 144.426 6.723  -2.142 0.635  HN42 2IG 32 
2IG H51  1H5  H 0 1 N N N 9.282  93.770 145.545 4.355  2.629  -1.450 H51  2IG 33 
2IG H52  2H5  H 0 1 N N N 9.910  92.971 144.029 2.683  2.629  -0.839 H52  2IG 34 
2IG H61  1H6  H 0 1 N N N 11.586 94.742 143.783 3.707  1.018  -3.221 H61  2IG 35 
2IG H62  2H6  H 0 1 N N N 10.973 95.551 145.264 2.035  1.019  -2.609 H62  2IG 36 
2IG H63  3H6  H 0 1 N N N 11.743 93.932 145.378 2.725  2.500  -3.315 H63  2IG 37 
2IG H7   H7   H 0 1 N N N 8.213  91.756 141.882 2.053  2.648  1.262  H7   2IG 38 
2IG H8   H8   H 0 1 N N N 9.722  90.281 140.472 -0.186 3.617  1.366  H8   2IG 39 
2IG H11  H11  H 0 1 N N N 10.705 95.139 140.949 0.468  -0.889 -0.567 H11  2IG 40 
2IG H131 1H13 H 0 0 N N N 13.574 95.126 138.428 -3.285 -1.088 -1.774 H131 2IG 41 
2IG H132 2H13 H 0 0 N N N 12.106 95.709 139.339 -1.543 -1.442 -1.675 H132 2IG 42 
2IG H141 1H14 H 0 0 N N N 13.414 94.862 141.439 -1.840 -2.252 0.650  H141 2IG 43 
2IG H142 2H14 H 0 0 N N N 14.862 95.014 140.337 -3.581 -1.898 0.551  H142 2IG 44 
2IG H151 1H15 H 0 0 N N N 14.335 97.382 139.963 -3.798 -3.494 -1.334 H151 2IG 45 
2IG H152 2H15 H 0 0 N N N 12.902 97.247 141.044 -2.057 -3.847 -1.236 H152 2IG 46 
2IG H161 1H16 H 0 0 N N N 14.938 98.551 143.427 -3.609 -6.550 0.423  H161 2IG 47 
2IG H162 2H16 H 0 0 N N N 15.831 98.856 141.898 -4.262 -5.684 -0.988 H162 2IG 48 
2IG H163 3H16 H 0 0 N N N 14.046 99.047 141.950 -2.521 -6.037 -0.889 H163 2IG 49 
2IG H17  H17  H 0 1 N N N 14.708 93.243 137.698 -5.032 0.225  -0.873 H17  2IG 50 
2IG H20  H20  H 0 1 N N N 11.802 89.280 138.798 -2.898 4.165  1.211  H20  2IG 51 
2IG H21  H21  H 0 1 N N N 13.821 89.001 137.321 -5.327 4.123  0.833  H21  2IG 52 
2IG H22  H22  H 0 1 N N N 15.276 90.967 136.774 -6.385 2.161  -0.205 H22  2IG 53 
# 
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 
2IG C1  N1   SING Y N 1  
2IG C1  C4   DOUB Y N 2  
2IG C1  N3   SING N N 3  
2IG N1  C2   DOUB Y N 4  
2IG C2  N2   SING Y N 5  
2IG C2  N4   SING N N 6  
2IG N2  C3   DOUB Y N 7  
2IG C3  C4   SING Y N 8  
2IG C3  C5   SING N N 9  
2IG C4  C12  SING N N 10 
2IG N3  HN31 SING N N 11 
2IG N3  HN32 SING N N 12 
2IG N4  HN41 SING N N 13 
2IG N4  HN42 SING N N 14 
2IG C5  C6   SING N N 15 
2IG C5  H51  SING N N 16 
2IG C5  H52  SING N N 17 
2IG C6  H61  SING N N 18 
2IG C6  H62  SING N N 19 
2IG C6  H63  SING N N 20 
2IG C7  C8   DOUB Y N 21 
2IG C7  C12  SING Y N 22 
2IG C7  H7   SING N N 23 
2IG C8  C9   SING Y N 24 
2IG C8  H8   SING N N 25 
2IG C9  C10  DOUB Y N 26 
2IG C9  C19  SING Y N 27 
2IG C10 C11  SING Y N 28 
2IG C10 N5   SING Y N 29 
2IG C11 C12  DOUB Y N 30 
2IG C11 H11  SING N N 31 
2IG N5  C13  SING N N 32 
2IG N5  C18  SING Y N 33 
2IG C13 C14  SING N N 34 
2IG C13 H131 SING N N 35 
2IG C13 H132 SING N N 36 
2IG C14 C15  SING N N 37 
2IG C14 H141 SING N N 38 
2IG C14 H142 SING N N 39 
2IG C15 O1   SING N N 40 
2IG C15 H151 SING N N 41 
2IG C15 H152 SING N N 42 
2IG O1  C16  SING N N 43 
2IG C16 H161 SING N N 44 
2IG C16 H162 SING N N 45 
2IG C16 H163 SING N N 46 
2IG C17 C18  DOUB Y N 47 
2IG C17 C22  SING Y N 48 
2IG C17 H17  SING N N 49 
2IG C18 C19  SING Y N 50 
2IG C19 C20  DOUB Y N 51 
2IG C20 C21  SING Y N 52 
2IG C20 H20  SING N N 53 
2IG C21 C22  DOUB Y N 54 
2IG C21 H21  SING N N 55 
2IG C22 H22  SING N N 56 
# 
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 
2IG SMILES           ACDLabs              10.04 n1c(c(c(nc1N)N)c4ccc3c2ccccc2n(c3c4)CCCOC)CC                                                                                                                          
2IG InChI            InChI                1.02b InChI=1/C22H25N5O/c1-3-17-20(21(23)26-22(24)25-17)14-9-10-16-15-7-4-5-8-18(15)27(19(16)13-14)11-6-12-28-2/h4-5,7-10,13H,3,6,11-12H2,1-2H3,(H4,23,24,25,26)/f/h23-24H2 
2IG InChIKey         InChI                1.02b MLSVRCGEBXIIQO-JGGWPSDJCW                                                                                                                                             
2IG SMILES_CANONICAL CACTVS               3.341 CCc1nc(N)nc(N)c1c2ccc3c(c2)n(CCCOC)c4ccccc34                                                                                                                          
2IG SMILES           CACTVS               3.341 CCc1nc(N)nc(N)c1c2ccc3c(c2)n(CCCOC)c4ccccc34                                                                                                                          
2IG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)N)c2ccc3c4ccccc4n(c3c2)CCCOC                                                                                                                          
2IG SMILES           "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)N)c2ccc3c4ccccc4n(c3c2)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 
2IG "SYSTEMATIC NAME" ACDLabs              10.04 6-ethyl-5-[9-(3-methoxypropyl)-9H-carbazol-2-yl]pyrimidine-2,4-diamine 
2IG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-ethyl-5-[9-(3-methoxypropyl)carbazol-2-yl]pyrimidine-2,4-diamine     
# 
