data_585
# 
_chem_comp.id                                    585 
_chem_comp.name                                  6-({5-fluoro-2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl}amino)-2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 F N6 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-01-09 
_chem_comp.pdbx_modified_date                    2009-03-06 
_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                        470.454 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     585 
_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        3FQS 
_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 
585 N1   N1   N 0 1 N N N 2.323  4.880  10.175 3.184  1.515  0.556  N1   585 1  
585 N2   N2   N 0 1 Y N N 2.778  0.208  14.522 0.503  -1.492 -0.104 N2   585 2  
585 C3   C3   C 0 1 Y N N 2.190  3.596  10.724 3.646  0.207  0.379  C3   585 3  
585 C4   C4   C 0 1 Y N N 3.915  0.792  14.153 0.924  -2.741 -0.272 C4   585 4  
585 C5   C5   C 0 1 N N N 1.254  5.428  9.541  4.049  2.542  0.423  C5   585 5  
585 N6   N6   N 0 1 Y N N 3.091  3.162  11.589 2.792  -0.788 0.199  N6   585 6  
585 C7   C7   C 0 1 Y N N 2.712  -0.529 15.623 -0.783 -1.194 -0.213 C7   585 7  
585 O8   O8   O 0 1 N N N 0.151  3.233  9.482  5.883  1.001  0.577  O8   585 8  
585 C9   C9   C 0 1 N N N -0.044 4.650  9.432  5.485  2.271  0.052  C9   585 9  
585 N10  N10  N 0 1 N N N 4.031  1.590  13.024 2.273  -3.051 -0.156 N10  585 10 
585 C11  C11  C 0 1 Y N N 5.051  0.601  14.935 -0.010 -3.739 -0.566 C11  585 11 
585 C12  C12  C 0 1 Y N N -2.327 -0.488 14.385 -5.256 1.067  -0.042 C12  585 12 
585 C13  C13  C 0 1 Y N N 1.094  2.804  10.367 5.019  -0.033 0.393  C13  585 13 
585 C14  C14  C 0 1 Y N N 3.006  1.960  12.147 3.208  -2.034 0.030  C14  585 14 
585 C15  C15  C 0 1 Y N N -2.003 -1.681 15.059 -4.828 -0.158 0.456  C15  585 15 
585 C16  C16  C 0 1 Y N N -1.366 0.531  14.254 -4.329 1.976  -0.537 C16  585 16 
585 N17  N17  N 0 1 Y N N 3.779  -0.723 16.382 -1.691 -2.117 -0.491 N17  585 17 
585 C18  C18  C 0 1 Y N N 0.254  -0.856 15.442 -2.553 0.437  -0.036 C18  585 18 
585 C19  C19  C 0 1 Y N N -0.718 -1.851 15.575 -3.478 -0.472 0.459  C19  585 19 
585 C20  C20  C 0 1 Y N N -0.075 0.344  14.785 -2.979 1.661  -0.533 C20  585 20 
585 N21  N21  N 0 1 N N N 1.519  -1.125 16.004 -1.189 0.119  -0.033 N21  585 21 
585 C22  C22  C 0 1 Y N N 4.952  -0.176 16.080 -1.342 -3.384 -0.671 C22  585 22 
585 O23  O23  O 0 1 N N N 1.349  6.543  9.075  3.673  3.681  0.602  O23  585 23 
585 C24  C24  C 0 1 Y N N 0.971  1.531  10.926 5.488  -1.325 0.219  C24  585 24 
585 F25  F25  F 0 1 N N N 6.200  1.205  14.585 0.380  -5.020 -0.743 F25  585 25 
585 C26  C26  C 0 1 Y N N 1.944  1.107  11.824 4.562  -2.342 0.034  C26  585 26 
585 O27  O27  O 0 1 N N N -3.594 -0.290 13.897 -6.582 1.374  -0.050 O27  585 27 
585 O28  O28  O 0 1 N N N -1.742 1.672  13.591 -4.746 3.175  -1.024 O28  585 28 
585 O29  O29  O 0 1 N N N -2.952 -2.665 15.194 -5.735 -1.049 0.941  O29  585 29 
585 C30  C30  C 0 1 N N N -1.006 5.079  10.548 5.623  2.258  -1.472 C30  585 30 
585 C31  C31  C 0 1 N N N -0.699 4.968  8.080  6.379  3.367  0.635  C31  585 31 
585 C32  C32  C 0 1 N N N -3.782 -0.805 12.577 -7.103 2.030  1.107  C32  585 32 
585 C33  C33  C 0 1 N N N -0.719 2.682  13.616 -3.739 4.061  -1.517 C33  585 33 
585 C34  C34  C 0 1 N N N -2.402 -3.806 15.871 -5.225 -2.288 1.437  C34  585 34 
585 HN1  HN1  H 0 1 N N N 3.185  5.381  10.249 2.252  1.682  0.768  HN1  585 35 
585 HN10 HN10 H 0 0 N N N 4.945  1.938  12.815 2.564  -3.975 -0.205 HN10 585 36 
585 H19  H19  H 0 1 N N N -0.470 -2.769 16.087 -3.146 -1.424 0.846  H19  585 37 
585 H20  H20  H 0 1 N N N 0.665  1.124  14.688 -2.258 2.368  -0.917 H20  585 38 
585 HN21 HN21 H 0 0 N N N 1.559  -1.802 16.739 -0.529 0.818  0.096  HN21 585 39 
585 H22  H22  H 0 1 N N N 5.812  -0.333 16.714 -2.090 -4.129 -0.897 H22  585 40 
585 H24  H24  H 0 1 N N N 0.140  0.891  10.667 6.547  -1.536 0.227  H24  585 41 
585 H26  H26  H 0 1 N N N 1.881  0.125  12.270 4.891  -3.361 -0.105 H26  585 42 
585 H30  H30  H 0 1 N N N -0.451 5.182  11.492 5.321  3.225  -1.873 H30  585 43 
585 H30A H30A H 0 0 N N N -1.465 6.044  10.286 6.661  2.062  -1.741 H30A 585 44 
585 H30B H30B H 0 0 N N N -1.792 4.319  10.666 4.986  1.477  -1.888 H30B 585 45 
585 H31  H31  H 0 1 N N N -1.789 5.044  8.209  6.280  3.377  1.720  H31  585 46 
585 H31A H31A H 0 0 N N N -0.308 5.923  7.699  7.417  3.171  0.366  H31A 585 47 
585 H31B H31B H 0 0 N N N -0.470 4.165  7.364  6.076  4.334  0.234  H31B 585 48 
585 H32  H32  H 0 1 N N N -3.830 0.029  11.861 -6.954 1.397  1.982  H32  585 49 
585 H32A H32A H 0 0 N N N -2.940 -1.463 12.317 -6.584 2.978  1.252  H32A 585 50 
585 H32B H32B H 0 0 N N N -4.721 -1.377 12.537 -8.169 2.216  0.971  H32B 585 51 
585 H33  H33  H 0 1 N N N -0.432 2.940  12.586 -3.202 3.582  -2.336 H33  585 52 
585 H33A H33A H 0 0 N N N -1.102 3.579  14.125 -4.205 4.979  -1.875 H33A 585 53 
585 H33B H33B H 0 0 N N N 0.160  2.300  14.156 -3.040 4.299  -0.715 H33B 585 54 
585 H34  H34  H 0 1 N N N -2.261 -4.627 15.152 -4.699 -2.811 0.637  H34  585 55 
585 H34A H34A H 0 0 N N N -1.432 -3.537 16.314 -4.536 -2.095 2.259  H34A 585 56 
585 H34B H34B H 0 0 N N N -3.092 -4.128 16.665 -6.051 -2.905 1.792  H34B 585 57 
# 
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 
585 N1  C3   SING N N 1  
585 N1  C5   SING N N 2  
585 N2  C4   DOUB N N 3  
585 N2  C7   SING Y N 4  
585 C3  N6   DOUB Y N 5  
585 C3  C13  SING Y N 6  
585 C4  N10  SING Y N 7  
585 C4  C11  SING N N 8  
585 C5  C9   SING Y N 9  
585 C5  O23  DOUB N N 10 
585 N6  C14  SING N N 11 
585 C7  N17  DOUB Y N 12 
585 C7  N21  SING Y N 13 
585 O8  C9   SING N N 14 
585 O8  C13  SING N N 15 
585 C9  C30  SING N N 16 
585 C9  C31  SING N N 17 
585 N10 C14  SING N N 18 
585 C11 C22  DOUB N N 19 
585 C11 F25  SING N N 20 
585 C12 C15  DOUB Y N 21 
585 C12 C16  SING N N 22 
585 C12 O27  SING Y N 23 
585 C13 C24  DOUB Y N 24 
585 C14 C26  DOUB N N 25 
585 C15 C19  SING Y N 26 
585 C15 O29  SING Y N 27 
585 C16 C20  DOUB Y N 28 
585 C16 O28  SING N N 29 
585 N17 C22  SING Y N 30 
585 C18 C19  DOUB N N 31 
585 C18 C20  SING Y N 32 
585 C18 N21  SING Y N 33 
585 C24 C26  SING Y N 34 
585 O27 C32  SING N N 35 
585 O28 C33  SING N N 36 
585 O29 C34  SING N N 37 
585 N1  HN1  SING N N 38 
585 N10 HN10 SING N N 39 
585 C19 H19  SING Y N 40 
585 C20 H20  SING N N 41 
585 N21 HN21 SING N N 42 
585 C22 H22  SING N N 43 
585 C24 H24  SING N N 44 
585 C26 H26  SING N N 45 
585 C30 H30  SING N N 46 
585 C30 H30A SING N N 47 
585 C30 H30B SING N N 48 
585 C31 H31  SING N N 49 
585 C31 H31A SING N N 50 
585 C31 H31B SING N N 51 
585 C32 H32  SING N N 52 
585 C32 H32A SING N N 53 
585 C32 H32B SING N N 54 
585 C33 H33  SING N N 55 
585 C33 H33A SING N N 56 
585 C33 H33B SING N N 57 
585 C34 H34  SING N N 58 
585 C34 H34A SING N N 59 
585 C34 H34B SING N N 60 
# 
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 
585 SMILES           ACDLabs              10.04 Fc1cnc(nc1Nc2nc3NC(=O)C(Oc3cc2)(C)C)Nc4cc(OC)c(OC)c(OC)c4                                                                                                                         
585 InChI            InChI                1.02b InChI=1/C22H23FN6O5/c1-22(2)20(30)28-19-13(34-22)6-7-16(27-19)26-18-12(23)10-24-21(29-18)25-11-8-14(31-3)17(33-5)15(9-11)32-4/h6-10H,1-5H3,(H3,24,25,26,27,28,29,30)/f/h25-26,28H 
585 InChIKey         InChI                1.02b NHHQJBCNYHBUSI-OCEIMPISCM                                                                                                                                                         
585 SMILES_CANONICAL CACTVS               3.341 COc1cc(Nc2ncc(F)c(Nc3ccc4OC(C)(C)C(=O)Nc4n3)n2)cc(OC)c1OC                                                                                                                         
585 SMILES           CACTVS               3.341 COc1cc(Nc2ncc(F)c(Nc3ccc4OC(C)(C)C(=O)Nc4n3)n2)cc(OC)c1OC                                                                                                                         
585 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1(C(=O)Nc2c(ccc(n2)Nc3c(cnc(n3)Nc4cc(c(c(c4)OC)OC)OC)F)O1)C                                                                                                                     
585 SMILES           "OpenEye OEToolkits" 1.5.0 CC1(C(=O)Nc2c(ccc(n2)Nc3c(cnc(n3)Nc4cc(c(c(c4)OC)OC)OC)F)O1)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 
585 "SYSTEMATIC NAME" ACDLabs              10.04 6-({5-fluoro-2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl}amino)-2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one 
585 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-[[5-fluoro-2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl]amino]-2,2-dimethyl-4H-pyrido[2,3-e][1,4]oxazin-3-one     
# 
