data_S91
# 
_chem_comp.id                                    S91 
_chem_comp.name                                  "[4-({5-(AMINOCARBONYL)-4-[(3-METHYLPHENYL)AMINO]PYRIMIDIN-2-YL}AMINO)PHENYL]ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H19 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(4-{[5-CARBAMOYL-4-(3-METHYLANILINO)PYRIMIDIN-2-YL]AMINO}PHENYL)ACETIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-03-22 
_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                        377.397 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     S91 
_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        ? 
_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 
S91 C1   C1   C 0 1 Y N N 17.832 32.332 29.222 -4.903 0.177  0.568  C1   S91 1  
S91 C2   C2   C 0 1 Y N N 18.761 33.240 29.904 -4.344 1.283  1.182  C2   S91 2  
S91 C3   C3   C 0 1 Y N N 18.618 34.667 29.600 -2.988 1.523  1.075  C3   S91 3  
S91 C4   C4   C 0 1 Y N N 17.547 35.085 28.639 -2.186 0.652  0.349  C4   S91 4  
S91 C5   C5   C 0 1 Y N N 16.616 34.185 27.967 -2.751 -0.455 -0.272 C5   S91 5  
S91 C6   C6   C 0 1 Y N N 16.775 32.767 28.276 -4.107 -0.692 -0.156 C6   S91 6  
S91 C7   C7   C 0 1 N N N 18.131 30.862 29.306 -6.383 -0.081 0.687  C7   S91 7  
S91 C8   C8   C 0 1 N N N 16.977 30.160 29.966 -7.104 0.600  -0.447 C8   S91 8  
S91 O1   O1   O 0 1 N N N 16.043 29.759 29.248 -8.440 0.506  -0.546 O1   S91 9  
S91 O2   O2   O 0 1 N N N 17.007 30.042 31.195 -6.481 1.231  -1.268 O2   S91 10 
S91 N1   N1   N 0 1 Y N N 18.529 36.152 26.353 1.351  0.079  -0.063 N1   S91 11 
S91 C9   C9   C 0 1 Y N N 19.122 36.776 25.325 2.231  -0.913 -0.140 C9   S91 12 
S91 C10  C10  C 0 1 Y N N 19.225 38.193 25.241 1.776  -2.239 0.021  C10  S91 13 
S91 C11  C11  C 0 1 Y N N 18.705 39.030 26.251 0.413  -2.445 0.264  C11  S91 14 
S91 N2   N2   N 0 1 Y N N 18.119 38.370 27.266 -0.393 -1.402 0.325  N2   S91 15 
S91 C12  C12  C 0 1 Y N N 18.047 36.988 27.293 0.070  -0.167 0.165  C12  S91 16 
S91 C13  C13  C 0 1 N N N 19.874 38.809 24.102 2.710  -3.374 -0.056 C13  S91 17 
S91 O3   O3   O 0 1 N N N 20.585 38.177 23.301 3.908  -3.172 -0.128 O3   S91 18 
S91 N3   N3   N 0 1 N N N 19.678 36.121 24.274 3.565  -0.651 -0.378 N3   S91 19 
S91 N4   N4   N 0 1 N N N 17.431 36.412 28.363 -0.813 0.892  0.238  N4   S91 20 
S91 N5   N5   N 0 1 N N N 19.517 40.130 24.052 2.240  -4.637 -0.046 N5   S91 21 
S91 C14  C14  C 0 1 Y N N 19.876 32.085 22.975 4.990  3.257  -0.174 C14  S91 22 
S91 C15  C15  C 0 1 Y N N 19.288 32.318 24.285 3.671  3.021  -0.513 C15  S91 23 
S91 C16  C16  C 0 1 Y N N 19.207 33.689 24.760 3.195  1.726  -0.581 C16  S91 24 
S91 C17  C17  C 0 1 Y N N 19.702 34.807 23.940 4.043  0.660  -0.310 C17  S91 25 
S91 C18  C18  C 0 1 Y N N 20.287 34.584 22.640 5.370  0.901  0.024  C18  S91 26 
S91 C19  C19  C 0 1 Y N N 20.348 33.206 22.206 5.838  2.198  0.097  C19  S91 27 
S91 C20  C20  C 0 1 N N N 20.921 32.924 20.920 7.275  2.460  0.466  C20  S91 28 
S91 H2   H2   H 0 1 N N N 19.510 32.877 30.593 -4.968 1.960  1.746  H2   S91 29 
S91 H3   H3   H 0 1 N N N 19.268 35.398 30.057 -2.552 2.386  1.555  H3   S91 30 
S91 H5   H5   H 0 1 N N N 15.859 34.544 27.286 -2.130 -1.133 -0.838 H5   S91 31 
S91 H6   H6   H 0 1 N N N 16.125 32.037 27.817 -4.546 -1.555 -0.634 H6   S91 32 
S91 H71  1H7  H 0 1 N N N 19.046 30.704 29.896 -6.569 -1.154 0.643  H71  S91 33 
S91 H72  2H7  H 0 1 N N N 18.278 30.458 28.294 -6.745 0.312  1.636  H72  S91 34 
S91 HO1  HO1  H 0 1 N N N 15.375 29.358 29.791 -8.903 0.943  -1.273 HO1  S91 35 
S91 H11  H11  H 0 1 N N N 18.772 40.107 26.212 0.026  -3.445 0.397  H11  S91 36 
S91 HN3  HN3  H 0 1 N N N 20.157 36.716 23.629 4.171  -1.378 -0.593 HN3  S91 37 
S91 HN4  HN4  H 0 1 N N N 16.875 36.984 28.966 -0.480 1.803  0.212  HN4  S91 38 
S91 HN51 1HN5 H 0 0 N N N 19.822 40.773 23.350 1.285  -4.798 0.012  HN51 S91 39 
S91 HN52 2HN5 H 0 0 N N N 18.910 40.366 24.811 2.856  -5.384 -0.096 HN52 S91 40 
S91 H14  H14  H 0 1 N N N 19.957 31.082 22.584 5.360  4.270  -0.121 H14  S91 41 
S91 H15  H15  H 0 1 N N N 18.923 31.498 24.886 3.011  3.849  -0.724 H15  S91 42 
S91 H16  H16  H 0 1 N N N 18.777 33.891 25.730 2.164  1.542  -0.845 H16  S91 43 
S91 H18  H18  H 0 1 N N N 20.656 35.395 22.030 6.033  0.075  0.236  H18  S91 44 
S91 H201 1H20 H 0 0 N N N 21.469 31.971 20.964 7.359  2.567  1.547  H201 S91 45 
S91 H202 2H20 H 0 0 N N N 21.613 33.733 20.642 7.894  1.626  0.134  H202 S91 46 
S91 H203 3H20 H 0 0 N N N 20.120 32.852 20.169 7.613  3.377  -0.018 H203 S91 47 
# 
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 
S91 C1  C2   SING Y N 1  
S91 C1  C6   DOUB Y N 2  
S91 C1  C7   SING N N 3  
S91 C2  C3   DOUB Y N 4  
S91 C2  H2   SING N N 5  
S91 C3  C4   SING Y N 6  
S91 C3  H3   SING N N 7  
S91 C4  C5   DOUB Y N 8  
S91 C4  N4   SING N N 9  
S91 C5  C6   SING Y N 10 
S91 C5  H5   SING N N 11 
S91 C6  H6   SING N N 12 
S91 C7  C8   SING N N 13 
S91 C7  H71  SING N N 14 
S91 C7  H72  SING N N 15 
S91 C8  O1   SING N N 16 
S91 C8  O2   DOUB N N 17 
S91 O1  HO1  SING N N 18 
S91 N1  C9   DOUB Y N 19 
S91 N1  C12  SING Y N 20 
S91 C9  C10  SING Y N 21 
S91 C9  N3   SING N N 22 
S91 C10 C11  DOUB Y N 23 
S91 C10 C13  SING N N 24 
S91 C11 N2   SING Y N 25 
S91 C11 H11  SING N N 26 
S91 N2  C12  DOUB Y N 27 
S91 C12 N4   SING N N 28 
S91 C13 O3   DOUB N N 29 
S91 C13 N5   SING N N 30 
S91 N3  C17  SING N N 31 
S91 N3  HN3  SING N N 32 
S91 N4  HN4  SING N N 33 
S91 N5  HN51 SING N N 34 
S91 N5  HN52 SING N N 35 
S91 C14 C15  DOUB Y N 36 
S91 C14 C19  SING Y N 37 
S91 C14 H14  SING N N 38 
S91 C15 C16  SING Y N 39 
S91 C15 H15  SING N N 40 
S91 C16 C17  DOUB Y N 41 
S91 C16 H16  SING N N 42 
S91 C17 C18  SING Y N 43 
S91 C18 C19  DOUB Y N 44 
S91 C18 H18  SING N N 45 
S91 C19 C20  SING N N 46 
S91 C20 H201 SING N N 47 
S91 C20 H202 SING N N 48 
S91 C20 H203 SING N N 49 
# 
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 
S91 SMILES           ACDLabs              10.04 O=C(O)Cc1ccc(cc1)Nc2nc(c(cn2)C(=O)N)Nc3cc(ccc3)C                                                                                                                                
S91 InChI            InChI                1.02b InChI=1/C20H19N5O3/c1-12-3-2-4-15(9-12)23-19-16(18(21)28)11-22-20(25-19)24-14-7-5-13(6-8-14)10-17(26)27/h2-9,11H,10H2,1H3,(H2,21,28)(H,26,27)(H2,22,23,24,25)/f/h23-24,26H,21H2 
S91 InChIKey         InChI                1.02b PAIQRYUOBBCBSE-KCOTXZONCO                                                                                                                                                       
S91 SMILES_CANONICAL CACTVS               3.341 Cc1cccc(Nc2nc(Nc3ccc(CC(O)=O)cc3)ncc2C(N)=O)c1                                                                                                                                  
S91 SMILES           CACTVS               3.341 Cc1cccc(Nc2nc(Nc3ccc(CC(O)=O)cc3)ncc2C(N)=O)c1                                                                                                                                  
S91 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1)Nc2c(cnc(n2)Nc3ccc(cc3)CC(=O)O)C(=O)N                                                                                                                                
S91 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1)Nc2c(cnc(n2)Nc3ccc(cc3)CC(=O)O)C(=O)N                                                                                                                                
# 
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 
S91 "SYSTEMATIC NAME" ACDLabs              10.04 "[4-({5-carbamoyl-4-[(3-methylphenyl)amino]pyrimidin-2-yl}amino)phenyl]acetic acid"         
S91 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-[[5-aminocarbonyl-4-[(3-methylphenyl)amino]pyrimidin-2-yl]amino]phenyl]ethanoic acid" 
# 
