data_1UF
# 
_chem_comp.id                                    1UF 
_chem_comp.name                                  "N-{4-[(2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)sulfanyl]-2-chlorobenzoyl}-L-glutamic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H18 Cl N5 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-06-07 
_chem_comp.pdbx_modified_date                    2013-08-16 
_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                        479.894 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1UF 
_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        4KY8 
_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 
1UF OE1 OE1 O  0 1 N N N 228.517 -110.479 550.680 -7.439 -3.050 -0.568 OE1 1UF 1  
1UF CD  CD  C  0 1 N N N 228.719 -111.542 550.037 -7.231 -1.827 -0.055 CD  1UF 2  
1UF OE2 OE2 O  0 1 N N N 227.793 -112.387 549.911 -8.005 -1.371 0.752  OE2 1UF 3  
1UF CG  CG  C  0 1 N N N 230.055 -111.803 549.426 -6.032 -1.023 -0.488 CG  1UF 4  
1UF CB  CB  C  0 1 N N N 230.991 -112.739 550.114 -6.031 0.322  0.241  CB  1UF 5  
1UF CA  CA  C  0 1 N N S 232.469 -112.534 550.059 -4.814 1.139  -0.197 CA  1UF 6  
1UF C   C   C  0 1 N N N 233.356 -113.727 549.921 -4.878 2.510  0.425  C   1UF 7  
1UF O   O   O  0 1 N N N 233.453 -114.553 550.867 -5.919 3.316  0.167  O   1UF 8  
1UF OXT OXT O  0 1 N N N 234.008 -113.907 548.859 -3.991 2.883  1.157  OXT 1UF 9  
1UF N   N   N  0 1 N N N 233.034 -111.234 549.851 -3.589 0.462  0.237  N   1UF 10 
1UF CAV CAV C  0 1 N N N 232.571 -110.072 550.550 -2.433 0.673  -0.422 CAV 1UF 11 
1UF OAE OAE O  0 1 N N N 231.648 -110.152 551.347 -2.405 1.426  -1.377 OAE 1UF 12 
1UF CBA CBA C  0 1 Y N N 233.222 -108.756 550.278 -1.201 -0.008 0.015  CBA 1UF 13 
1UF CAZ CAZ C  0 1 Y N N 233.685 -107.965 551.326 0.002  0.211  -0.668 CAZ 1UF 14 
1UF CL1 CL1 CL 0 0 N N N 233.503 -108.488 552.963 0.046  1.284  -2.031 CL1 1UF 15 
1UF CAL CAL C  0 1 Y N N 234.291 -106.746 551.063 1.149  -0.429 -0.254 CAL 1UF 16 
1UF CAK CAK C  0 1 Y N N 233.369 -108.331 548.962 -1.229 -0.870 1.117  CAK 1UF 17 
1UF CAJ CAJ C  0 1 Y N N 233.979 -107.110 548.708 -0.088 -1.500 1.521  CAJ 1UF 18 
1UF CAY CAY C  0 1 Y N N 234.434 -106.325 549.753 1.109  -1.289 0.840  CAY 1UF 19 
1UF SAS SAS S  0 1 N N N 235.209 -104.776 549.407 2.577  -2.108 1.370  SAS 1UF 20 
1UF CBB CBB C  0 1 Y N N 235.868 -104.096 550.899 3.786  -1.533 0.224  CBB 1UF 21 
1UF CBE CBE C  0 1 Y N N 237.057 -104.530 551.559 4.633  -0.346 0.367  CBE 1UF 22 
1UF CBC CBC C  0 1 N N N 238.022 -105.554 551.276 4.777  0.653  1.352  CBC 1UF 23 
1UF OAF OAF O  0 1 N N N 237.891 -106.353 550.165 4.097  0.636  2.365  OAF 1UF 24 
1UF NAQ NAQ N  0 1 N N N 239.105 -105.740 552.134 5.688  1.631  1.145  NAQ 1UF 25 
1UF CAW CAW C  0 1 N N N 239.248 -104.897 553.310 6.440  1.637  0.007  CAW 1UF 26 
1UF NAB NAB N  0 1 N N N 240.350 -105.069 554.205 7.357  2.641  -0.177 NAB 1UF 27 
1UF NAO NAO N  0 1 N N N 238.277 -103.912 553.542 6.315  0.712  -0.917 NAO 1UF 28 
1UF CBD CBD C  0 1 Y N N 237.210 -103.735 552.688 5.434  -0.290 -0.783 CBD 1UF 29 
1UF NAR NAR N  0 1 Y N N 236.141 -102.819 552.737 5.102  -1.357 -1.564 NAR 1UF 30 
1UF CAX CAX C  0 1 Y N N 235.328 -103.055 551.634 4.117  -2.103 -0.953 CAX 1UF 31 
1UF CAA CAA C  0 1 N N N 234.084 -102.303 551.306 3.502  -3.359 -1.515 CAA 1UF 32 
1UF H1  H1  H  0 1 N N N 227.623 -110.468 551.002 -8.222 -3.528 -0.261 H1  1UF 33 
1UF H2  H2  H  0 1 N N N 229.876 -112.207 548.419 -5.121 -1.569 -0.243 H2  1UF 34 
1UF H3  H3  H  0 1 N N N 230.569 -110.834 549.346 -6.077 -0.853 -1.563 H3  1UF 35 
1UF H4  H4  H  0 1 N N N 230.714 -112.730 551.179 -6.942 0.869  -0.003 H4  1UF 36 
1UF H5  H5  H  0 1 N N N 230.799 -113.737 549.694 -5.986 0.153  1.317  H5  1UF 37 
1UF H6  H6  H  0 1 N N N 232.577 -112.489 551.153 -4.812 1.233  -1.283 H6  1UF 38 
1UF H7  H7  H  0 1 N N N 234.053 -115.248 550.621 -5.916 4.186  0.590  H7  1UF 39 
1UF H8  H8  H  0 1 N N N 233.780 -111.134 549.193 -3.611 -0.139 0.998  H8  1UF 40 
1UF H9  H9  H  0 1 N N N 234.649 -106.130 551.875 2.079  -0.264 -0.778 H9  1UF 41 
1UF H10 H10 H  0 1 N N N 233.013 -108.944 548.147 -2.155 -1.036 1.647  H10 1UF 42 
1UF H11 H11 H  0 1 N N N 234.099 -106.771 547.690 -0.114 -2.165 2.372  H11 1UF 43 
1UF H12 H12 H  0 1 N N N 239.781 -106.451 551.941 5.806  2.330  1.807  H12 1UF 44 
1UF H13 H13 H  0 1 N N N 240.436 -104.482 555.010 7.462  3.331  0.496  H13 1UF 45 
1UF H14 H14 H  0 1 N N N 241.034 -105.776 554.026 7.900  2.660  -0.980 H14 1UF 46 
1UF H15 H15 H  0 1 N N N 235.993 -102.123 553.440 5.503  -1.564 -2.423 H15 1UF 47 
1UF H16 H16 H  0 1 N N N 233.222 -102.796 551.779 2.637  -3.099 -2.124 H16 1UF 48 
1UF H17 H17 H  0 1 N N N 234.169 -101.273 551.682 4.237  -3.880 -2.129 H17 1UF 49 
1UF H18 H18 H  0 1 N N N 233.943 -102.285 550.215 3.189  -4.007 -0.696 H18 1UF 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 
1UF CAJ CAK DOUB Y N 1  
1UF CAJ CAY SING Y N 2  
1UF OXT C   DOUB N N 3  
1UF CAK CBA SING Y N 4  
1UF SAS CAY SING N N 5  
1UF SAS CBB SING N N 6  
1UF CG  CD  SING N N 7  
1UF CG  CB  SING N N 8  
1UF CAY CAL DOUB Y N 9  
1UF N   CA  SING N N 10 
1UF N   CAV SING N N 11 
1UF OE2 CD  DOUB N N 12 
1UF C   CA  SING N N 13 
1UF C   O   SING N N 14 
1UF CD  OE1 SING N N 15 
1UF CA  CB  SING N N 16 
1UF OAF CBC DOUB N N 17 
1UF CBA CAV SING N N 18 
1UF CBA CAZ DOUB Y N 19 
1UF CAV OAE DOUB N N 20 
1UF CBB CBE SING Y N 21 
1UF CBB CAX DOUB Y N 22 
1UF CAL CAZ SING Y N 23 
1UF CBC CBE SING N N 24 
1UF CBC NAQ SING N N 25 
1UF CAA CAX SING N N 26 
1UF CAZ CL1 SING N N 27 
1UF CBE CBD DOUB Y N 28 
1UF CAX NAR SING Y N 29 
1UF NAQ CAW SING N N 30 
1UF CBD NAR SING Y N 31 
1UF CBD NAO SING N N 32 
1UF CAW NAO DOUB N N 33 
1UF CAW NAB SING N N 34 
1UF OE1 H1  SING N N 35 
1UF CG  H2  SING N N 36 
1UF CG  H3  SING N N 37 
1UF CB  H4  SING N N 38 
1UF CB  H5  SING N N 39 
1UF CA  H6  SING N N 40 
1UF O   H7  SING N N 41 
1UF N   H8  SING N N 42 
1UF CAL H9  SING N N 43 
1UF CAK H10 SING N N 44 
1UF CAJ H11 SING N N 45 
1UF NAQ H12 SING N N 46 
1UF NAB H13 SING N N 47 
1UF NAB H14 SING N N 48 
1UF NAR H15 SING N N 49 
1UF CAA H16 SING N N 50 
1UF CAA H17 SING N N 51 
1UF CAA H18 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 
1UF SMILES           ACDLabs              12.01 "O=C(O)C(NC(=O)c3ccc(Sc1c(nc2N=C(N)NC(=O)c12)C)cc3Cl)CCC(=O)O"                                                                                                                                         
1UF InChI            InChI                1.03  "InChI=1S/C19H18ClN5O6S/c1-7-14(13-15(22-7)24-19(21)25-17(13)29)32-8-2-3-9(10(20)6-8)16(28)23-11(18(30)31)4-5-12(26)27/h2-3,6,11H,4-5H2,1H3,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t11-/m0/s1" 
1UF InChIKey         InChI                1.03  DTVBRZFMWHDIOO-NSHDSACASA-N                                                                                                                                                                            
1UF SMILES_CANONICAL CACTVS               3.370 "Cc1[nH]c2N=C(N)NC(=O)c2c1Sc3ccc(c(Cl)c3)C(=O)N[C@@H](CCC(O)=O)C(O)=O"                                                                                                                                 
1UF SMILES           CACTVS               3.370 "Cc1[nH]c2N=C(N)NC(=O)c2c1Sc3ccc(c(Cl)c3)C(=O)N[CH](CCC(O)=O)C(O)=O"                                                                                                                                   
1UF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c2c([nH]1)N=C(NC2=O)N)Sc3ccc(c(c3)Cl)C(=O)NC(CCC(=O)O)C(=O)O"                                                                                                                                    
1UF SMILES           "OpenEye OEToolkits" 1.7.6 "Cc1c(c2c([nH]1)N=C(NC2=O)N)Sc3ccc(c(c3)Cl)C(=O)NC(CCC(=O)O)C(=O)O"                                                                                                                                    
# 
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 
1UF "SYSTEMATIC NAME" ACDLabs              12.01 "N-{4-[(2-amino-6-methyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)sulfanyl]-2-chlorobenzoyl}-L-glutamic acid"                           
1UF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[[4-[(2-azanyl-6-methyl-4-oxidanylidene-3,7-dihydropyrrolo[2,3-d]pyrimidin-5-yl)sulfanyl]-2-chloranyl-phenyl]carbonylamino]pentanedioic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
1UF "Create component" 2013-06-07 RCSB 
1UF "Initial release"  2013-08-21 RCSB 
# 
