data_279
# 
_chem_comp.id                                    279 
_chem_comp.name                                  N-ethyl-4-{[5-(methoxycarbamoyl)-2-methylphenyl]amino}-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H22 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-10-25 
_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                        382.416 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     279 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2RG5 
_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 
279 C1   C1   C 0 1 Y N N -3.870 -0.027 14.054 -4.441 1.661  -0.113 C1   279 1  
279 C2   C2   C 0 1 Y N N -4.906 -0.502 14.884 -3.619 2.749  -0.324 C2   279 2  
279 C3   C3   C 0 1 Y N N -2.252 -1.165 15.407 -2.501 0.240  0.095  C3   279 3  
279 C4   C4   C 0 1 Y N N -1.498 -3.263 21.667 3.508  -1.473 -0.317 C4   279 4  
279 C5   C5   C 0 1 Y N N -2.529 -0.356 14.319 -3.887 0.398  0.098  C5   279 5  
279 C6   C6   C 0 1 Y N N -1.648 -4.483 21.030 3.882  -0.188 0.039  C6   279 6  
279 C7   C7   C 0 1 Y N N -4.606 -1.318 15.988 -2.246 2.593  -0.327 C7   279 7  
279 C8   C8   C 0 1 Y N N -2.069 -4.208 19.684 2.706  0.590  0.088  C8   279 8  
279 C9   C9   C 0 1 Y N N -3.268 -1.644 16.235 -1.683 1.339  -0.118 C9   279 9  
279 C10  C10  C 0 1 Y N N -2.165 -2.829 19.592 1.663  -0.246 -0.239 C10  279 10 
279 C11  C11  C 0 1 Y N N -2.129 -0.184 20.030 0.011  -2.285 -0.928 C11  279 11 
279 C12  C12  C 0 1 Y N N -2.533 -1.938 18.533 0.264  -0.054 -0.358 C12  279 12 
279 C13  C13  C 0 1 N N N -1.338 0.071  13.524 -4.766 -0.770 0.325  C13  279 13 
279 C14  C14  C 0 1 N N N -1.377 -5.776 21.639 5.252  0.280  0.316  C14  279 14 
279 C15  C15  C 0 1 N N N -5.685 -1.847 16.888 -1.355 3.786  -0.559 C15  279 15 
279 C16  C16  C 0 1 N N N -2.362 -5.213 18.624 2.611  2.054  0.432  C16  279 16 
279 C17  C17  C 0 1 N N N 1.123  -7.404 22.936 8.629  -1.277 0.341  C17  279 17 
279 C18  C18  C 0 1 N N N 0.323  1.367  11.111 -8.341 -1.423 0.522  C18  279 18 
279 C19  C19  C 0 1 N N N -0.172 -6.849 23.508 7.649  -0.114 0.506  C19  279 19 
279 N20  N20  N 0 1 Y N N -1.795 -0.921 21.046 1.289  -2.529 -0.843 N20  279 20 
279 N21  N21  N 0 1 Y N N -2.489 -0.648 18.783 -0.501 -1.078 -0.696 N21  279 21 
279 N22  N22  N 0 1 Y N N -1.824 -2.268 20.791 2.179  -1.505 -0.488 N22  279 22 
279 N23  N23  N 0 1 N N N -2.903 -2.455 17.314 -0.294 1.186  -0.123 N23  279 23 
279 N24  N24  N 0 1 N N N -0.572 -5.687 22.755 6.288  -0.578 0.231  N24  279 24 
279 N25  N25  N 0 1 N N N -1.486 1.055  12.561 -6.104 -0.615 0.328  N25  279 25 
279 O26  O26  O 0 1 N N N -0.263 -0.478 13.761 -4.281 -1.869 0.508  O26  279 26 
279 O27  O27  O 0 1 N N N -1.810 -6.830 21.184 5.449  1.441  0.621  O27  279 27 
279 O28  O28  O 0 1 N N N -0.259 1.764  12.350 -6.946 -1.733 0.545  O28  279 28 
279 H1   H1   H 0 1 N N N -4.109 0.597  13.205 -5.514 1.788  -0.106 H1   279 29 
279 H2   H2   H 0 1 N N N -5.931 -0.238 14.671 -4.050 3.726  -0.487 H2   279 30 
279 H3   H3   H 0 1 N N N -1.227 -1.431 15.620 -2.066 -0.735 0.257  H3   279 31 
279 H4   H4   H 0 1 N N N -1.176 -3.122 22.688 4.178  -2.311 -0.441 H4   279 32 
279 H11  H11  H 0 1 N N N -2.124 0.886  20.175 -0.656 -3.089 -1.203 H11  279 33 
279 H151 H151 H 0 0 N N N -5.285 -1.976 17.904 -1.117 4.254  0.396  H151 279 34 
279 H152 H152 H 0 0 N N N -6.524 -1.136 16.912 -0.434 3.464  -1.045 H152 279 35 
279 H153 H153 H 0 0 N N N -6.037 -2.817 16.507 -1.869 4.505  -1.197 H153 279 36 
279 H161 H161 H 0 0 N N N -2.434 -4.708 17.649 2.605  2.643  -0.485 H161 279 37 
279 H162 H162 H 0 0 N N N -1.553 -5.958 18.592 1.692  2.237  0.988  H162 279 38 
279 H163 H163 H 0 0 N N N -3.315 -5.715 18.848 3.468  2.340  1.042  H163 279 39 
279 H171 H171 H 0 0 N N N 1.017  -7.538 21.849 8.369  -2.073 1.038  H171 279 40 
279 H172 H172 H 0 0 N N N 1.945  -6.702 23.140 8.573  -1.656 -0.680 H172 279 41 
279 H173 H173 H 0 0 N N N 1.345  -8.374 23.405 9.642  -0.932 0.545  H173 279 42 
279 H181 H181 H 0 0 N N N -0.466 1.265  10.351 -8.565 -0.696 1.303  H181 279 43 
279 H182 H182 H 0 0 N N N 1.048  2.128  10.786 -8.605 -1.006 -0.450 H182 279 44 
279 H183 H183 H 0 0 N N N 0.835  0.402  11.239 -8.918 -2.332 0.696  H183 279 45 
279 H191 H191 H 0 0 N N N -0.017 -6.568 24.560 7.705  0.265  1.527  H191 279 46 
279 H192 H192 H 0 0 N N N -0.959 -7.615 23.444 7.910  0.682  -0.191 H192 279 47 
279 H23  H23  H 0 1 N N N -2.911 -3.448 17.195 0.279  1.953  0.040  H23  279 48 
279 H24  H24  H 0 1 N N N -0.255 -4.786 23.052 6.131  -1.504 -0.012 H24  279 49 
279 H25  H25  H 0 1 N N N -2.339 1.246  12.076 -6.491 0.262  0.182  H25  279 50 
# 
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 
279 C18 O28  SING Y N 1  
279 O28 N25  SING Y N 2  
279 N25 C13  SING N N 3  
279 C13 O26  DOUB Y N 4  
279 C13 C5   SING N N 5  
279 C1  C5   DOUB Y N 6  
279 C1  C2   SING N N 7  
279 C5  C3   SING N N 8  
279 C2  C7   DOUB Y N 9  
279 C3  C9   DOUB N N 10 
279 C7  C9   SING Y N 11 
279 C7  C15  SING Y N 12 
279 C9  N23  SING N N 13 
279 N23 C12  SING Y N 14 
279 C12 N21  DOUB N N 15 
279 C12 C10  SING Y N 16 
279 C16 C8   SING Y N 17 
279 N21 C11  SING Y N 18 
279 C10 C8   DOUB N N 19 
279 C10 N22  SING Y N 20 
279 C8  C6   SING Y N 21 
279 C11 N20  DOUB N N 22 
279 N22 N20  SING N N 23 
279 N22 C4   SING N N 24 
279 C6  C14  SING N N 25 
279 C6  C4   DOUB N N 26 
279 O27 C14  DOUB N N 27 
279 C14 N24  SING N N 28 
279 N24 C19  SING N N 29 
279 C17 C19  SING N N 30 
279 C1  H1   SING N N 31 
279 C2  H2   SING N N 32 
279 C3  H3   SING N N 33 
279 C4  H4   SING N N 34 
279 C11 H11  SING N N 35 
279 C15 H151 SING N N 36 
279 C15 H152 SING N N 37 
279 C15 H153 SING N N 38 
279 C16 H161 SING N N 39 
279 C16 H162 SING N N 40 
279 C16 H163 SING N N 41 
279 C17 H171 SING Y N 42 
279 C17 H172 SING Y N 43 
279 C17 H173 SING Y N 44 
279 C18 H181 SING N N 45 
279 C18 H182 SING N N 46 
279 C18 H183 SING N N 47 
279 C19 H191 SING N N 48 
279 C19 H192 SING N N 49 
279 N23 H23  SING N N 50 
279 N24 H24  SING N N 51 
279 N25 H25  SING N N 52 
# 
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 
279 SMILES           ACDLabs              10.04 O=C(NOC)c1cc(c(cc1)C)Nc2ncnn3c2c(c(c3)C(=O)NCC)C                                                                                                                     
279 InChI            InChI                1.02b InChI=1/C19H22N6O3/c1-5-20-19(27)14-9-25-16(12(14)3)17(21-10-22-25)23-15-8-13(7-6-11(15)2)18(26)24-28-4/h6-10H,5H2,1-4H3,(H,20,27)(H,24,26)(H,21,22,23)/f/h20,23-24H 
279 InChIKey         InChI                1.02b ZZTMFGIGOADCFX-DEQWKVSHCH                                                                                                                                            
279 SMILES_CANONICAL CACTVS               3.341 CCNC(=O)c1cn2ncnc(Nc3cc(ccc3C)C(=O)NOC)c2c1C                                                                                                                         
279 SMILES           CACTVS               3.341 CCNC(=O)c1cn2ncnc(Nc3cc(ccc3C)C(=O)NOC)c2c1C                                                                                                                         
279 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCNC(=O)c1cn2c(c1C)c(ncn2)Nc3cc(ccc3C)C(=O)NOC                                                                                                                       
279 SMILES           "OpenEye OEToolkits" 1.5.0 CCNC(=O)c1cn2c(c1C)c(ncn2)Nc3cc(ccc3C)C(=O)NOC                                                                                                                       
# 
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 
279 "SYSTEMATIC NAME" ACDLabs              10.04 N-ethyl-4-{[5-(methoxycarbamoyl)-2-methylphenyl]amino}-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxamide   
279 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-ethyl-4-[[5-(methoxycarbamoyl)-2-methyl-phenyl]amino]-5-methyl-pyrrolo[5,1-f][1,2,4]triazine-6-carboxamide 
# 
