data_1E6
# 
_chem_comp.id                                    1E6 
_chem_comp.name                                  "6-({2-[(5-chloro-4-{[(2S)-2,3-dihydroxypropyl]oxy}-2-methoxyphenyl)amino]-2-oxoethyl}sulfanyl)pyridine-3-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H19 Cl N2 O7 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-12-18 
_chem_comp.pdbx_modified_date                    2013-01-18 
_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                        442.871 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1E6 
_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        4I9N 
_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 
1E6 C1  C1  C  0 1 N N N 7.704  11.876 27.008 -8.945 -0.841 0.132  C1  1E6 1  
1E6 C2  C2  C  0 1 Y N N 8.932  11.109 26.728 -7.601 -0.266 -0.051 C2  1E6 2  
1E6 O3  O3  O  0 1 N N N 7.869  13.152 27.399 -9.087 -2.062 0.683  O3  1E6 3  
1E6 O4  O4  O  0 1 N N N 6.619  11.369 26.892 -9.926 -0.211 -0.211 O4  1E6 4  
1E6 C5  C5  C  0 1 Y N N 10.201 11.748 26.641 -6.466 -0.978 0.345  C5  1E6 5  
1E6 N6  N6  N  0 1 Y N N 11.363 11.032 26.380 -5.265 -0.466 0.182  N6  1E6 6  
1E6 C7  C7  C  0 1 Y N N 11.298 9.667  26.198 -5.087 0.733  -0.358 C7  1E6 7  
1E6 C8  C8  C  0 1 Y N N 10.082 8.951  26.265 -6.174 1.500  -0.776 C8  1E6 8  
1E6 C9  C9  C  0 1 Y N N 8.898  9.683  26.532 -7.441 1.003  -0.630 C9  1E6 9  
1E6 S10 S10 S  0 1 N N N 12.794 8.798  25.867 -3.454 1.369  -0.544 S10 1E6 10 
1E6 C11 C11 C  0 1 N N N 14.100 9.602  26.095 -2.501 -0.008 0.144  C11 1E6 11 
1E6 C12 C12 C  0 1 N N N 14.459 10.034 27.671 -1.031 0.321  0.087  C12 1E6 12 
1E6 N15 N15 N  0 1 N N N 13.846 11.115 28.254 -0.124 -0.563 0.548  N15 1E6 13 
1E6 C16 C16 C  0 1 Y N N 14.064 11.586 29.569 1.246  -0.299 0.410  C16 1E6 14 
1E6 C17 C17 C  0 1 Y N N 15.333 11.340 30.315 1.714  1.004  0.503  C17 1E6 15 
1E6 C18 C18 C  0 1 Y N N 15.491 11.852 31.651 3.065  1.265  0.367  C18 1E6 16 
1E6 C19 C19 C  0 1 Y N N 14.418 12.605 32.273 3.955  0.225  0.139  C19 1E6 17 
1E6 C20 C20 C  0 1 Y N N 13.227 12.818 31.540 3.492  -1.079 0.046  C20 1E6 18 
1E6 C21 C21 C  0 1 Y N N 13.010 12.338 30.218 2.139  -1.344 0.187  C21 1E6 19 
1E6 O22 O22 O  0 1 N N N 14.545 13.116 33.563 5.284  0.484  0.005  O22 1E6 20 
1E6 C23 C23 C  0 1 N N N 14.152 14.482 33.692 6.143  -0.634 -0.229 C23 1E6 21 
1E6 C24 C24 C  0 1 N N S 14.705 15.061 34.977 7.589  -0.149 -0.351 C24 1E6 22 
1E6 C27 C27 C  0 1 N N N 16.235 14.985 35.012 8.491  -1.326 -0.725 C27 1E6 23 
1E6 O28 O28 O  0 1 N N N 16.722 16.033 34.166 9.821  -0.854 -0.953 O28 1E6 24 
1E6 CL3 CL3 CL 0 0 N N N 16.984 11.544 32.490 3.649  2.896  0.483  CL3 1E6 25 
1E6 O37 O37 O  0 1 N N N 11.797 12.573 29.512 1.683  -2.622 0.102  O37 1E6 26 
1E6 C38 C38 C  0 1 N N N 11.056 13.776 29.790 2.656  -3.644 -0.128 C38 1E6 27 
1E6 O43 O43 O  0 1 N N N 15.295 9.192  28.011 -0.664 1.382  -0.372 O43 1E6 28 
1E6 O44 O44 O  0 1 N N N 14.186 14.336 36.082 8.014  0.400  0.898  O44 1E6 29 
1E6 H1  H1  H  0 1 N N N 7.020  13.548 27.555 -9.988 -2.397 0.783  H1  1E6 30 
1E6 H2  H2  H  0 1 N N N 10.262 12.817 26.781 -6.575 -1.957 0.788  H2  1E6 31 
1E6 H3  H3  H  0 1 N N N 10.055 7.881  26.118 -6.018 2.474  -1.214 H3  1E6 32 
1E6 H4  H4  H  0 1 N N N 7.954  9.162  26.589 -8.299 1.577  -0.947 H4  1E6 33 
1E6 H5  H5  H  0 1 N N N 14.935 8.992  25.719 -2.797 -0.173 1.179  H5  1E6 34 
1E6 H6  H6  H  0 1 N N N 14.027 10.528 25.505 -2.694 -0.909 -0.438 H6  1E6 35 
1E6 H7  H7  H  0 1 N N N 13.184 11.616 27.697 -0.420 -1.383 0.974  H7  1E6 36 
1E6 H8  H8  H  0 1 N N N 16.132 10.779 29.853 1.023  1.815  0.680  H8  1E6 37 
1E6 H9  H9  H  0 1 N N N 12.434 13.379 32.012 4.185  -1.887 -0.132 H9  1E6 38 
1E6 H10 H10 H  0 1 N N N 14.541 15.055 32.837 6.063  -1.333 0.603  H10 1E6 39 
1E6 H11 H11 H  0 1 N N N 13.054 14.545 33.707 5.847  -1.132 -1.152 H11 1E6 40 
1E6 H12 H12 H  0 1 N N N 14.406 16.117 35.046 7.651  0.617  -1.125 H12 1E6 41 
1E6 H13 H13 H  0 1 N N N 16.574 14.008 34.637 8.498  -2.051 0.089  H13 1E6 42 
1E6 H14 H14 H  0 1 N N N 16.598 15.129 36.040 8.114  -1.800 -1.631 H14 1E6 43 
1E6 H15 H15 H  0 1 N N N 17.672 16.020 34.160 10.449 -1.548 -1.195 H15 1E6 44 
1E6 H16 H16 H  0 1 N N N 10.152 13.803 29.164 3.381  -3.645 0.685  H16 1E6 45 
1E6 H17 H17 H  0 1 N N N 10.768 13.792 30.852 2.160  -4.613 -0.175 H17 1E6 46 
1E6 H18 H18 H  0 1 N N N 11.682 14.652 29.567 3.168  -3.452 -1.071 H18 1E6 47 
1E6 H19 H19 H  0 1 N N N 14.532 14.698 36.889 7.985  -0.227 1.633  H19 1E6 48 
# 
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 
1E6 S10 C11 SING N N 1  
1E6 S10 C7  SING N N 2  
1E6 C11 C12 SING N N 3  
1E6 C7  C8  DOUB Y N 4  
1E6 C7  N6  SING Y N 5  
1E6 C8  C9  SING Y N 6  
1E6 N6  C5  DOUB Y N 7  
1E6 C9  C2  DOUB Y N 8  
1E6 C5  C2  SING Y N 9  
1E6 C2  C1  SING N N 10 
1E6 O4  C1  DOUB N N 11 
1E6 C1  O3  SING N N 12 
1E6 C12 O43 DOUB N N 13 
1E6 C12 N15 SING N N 14 
1E6 N15 C16 SING N N 15 
1E6 O37 C38 SING N N 16 
1E6 O37 C21 SING N N 17 
1E6 C16 C21 DOUB Y N 18 
1E6 C16 C17 SING Y N 19 
1E6 C21 C20 SING Y N 20 
1E6 C17 C18 DOUB Y N 21 
1E6 C20 C19 DOUB Y N 22 
1E6 C18 C19 SING Y N 23 
1E6 C18 CL3 SING N N 24 
1E6 C19 O22 SING N N 25 
1E6 O22 C23 SING N N 26 
1E6 C23 C24 SING N N 27 
1E6 O28 C27 SING N N 28 
1E6 C24 C27 SING N N 29 
1E6 C24 O44 SING N N 30 
1E6 O3  H1  SING N N 31 
1E6 C5  H2  SING N N 32 
1E6 C8  H3  SING N N 33 
1E6 C9  H4  SING N N 34 
1E6 C11 H5  SING N N 35 
1E6 C11 H6  SING N N 36 
1E6 N15 H7  SING N N 37 
1E6 C17 H8  SING N N 38 
1E6 C20 H9  SING N N 39 
1E6 C23 H10 SING N N 40 
1E6 C23 H11 SING N N 41 
1E6 C24 H12 SING N N 42 
1E6 C27 H13 SING N N 43 
1E6 C27 H14 SING N N 44 
1E6 O28 H15 SING N N 45 
1E6 C38 H16 SING N N 46 
1E6 C38 H17 SING N N 47 
1E6 C38 H18 SING N N 48 
1E6 O44 H19 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 
1E6 SMILES           ACDLabs              12.01 "Clc1cc(c(OC)cc1OCC(O)CO)NC(=O)CSc2ncc(cc2)C(=O)O"                                                                                                                   
1E6 InChI            InChI                1.03  "InChI=1S/C18H19ClN2O7S/c1-27-15-5-14(28-8-11(23)7-22)12(19)4-13(15)21-16(24)9-29-17-3-2-10(6-20-17)18(25)26/h2-6,11,22-23H,7-9H2,1H3,(H,21,24)(H,25,26)/t11-/m0/s1" 
1E6 InChIKey         InChI                1.03  JUOFKXYNMCCWAA-NSHDSACASA-N                                                                                                                                          
1E6 SMILES_CANONICAL CACTVS               3.370 "COc1cc(OC[C@@H](O)CO)c(Cl)cc1NC(=O)CSc2ccc(cn2)C(O)=O"                                                                                                              
1E6 SMILES           CACTVS               3.370 "COc1cc(OC[CH](O)CO)c(Cl)cc1NC(=O)CSc2ccc(cn2)C(O)=O"                                                                                                                
1E6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cc(c(cc1NC(=O)CSc2ccc(cn2)C(=O)O)Cl)OC[C@H](CO)O"                                                                                                               
1E6 SMILES           "OpenEye OEToolkits" 1.7.6 "COc1cc(c(cc1NC(=O)CSc2ccc(cn2)C(=O)O)Cl)OCC(CO)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 
1E6 "SYSTEMATIC NAME" ACDLabs              12.01 "6-({2-[(5-chloro-4-{[(2S)-2,3-dihydroxypropyl]oxy}-2-methoxyphenyl)amino]-2-oxoethyl}sulfanyl)pyridine-3-carboxylic acid"              
1E6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[2-[[4-[(2S)-2,3-bis(oxidanyl)propoxy]-5-chloranyl-2-methoxy-phenyl]amino]-2-oxidanylidene-ethyl]sulfanylpyridine-3-carboxylic 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 
1E6 "Create component" 2012-12-18 RCSB 
1E6 "Initial release"  2013-01-18 RCSB 
# 
