data_550
# 
_chem_comp.id                                    550 
_chem_comp.name                                  "methyl (1R,2S)-2-(hydroxycarbamoyl)-1-{4-[(2-methylquinolin-4-yl)methoxy]benzyl}cyclopropanecarboxylate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H24 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-09-10 
_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                        420.458 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     550 
_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        3EDZ 
_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 
550 O1   O1   O 0 1 N N N 51.773 34.007 39.204 5.985  0.339  -1.622 O1   550 1  
550 O2   O2   O 0 1 N N N 51.236 36.138 40.291 8.625  0.006  -1.832 O2   550 2  
550 O3   O3   O 0 1 N N N 48.593 29.893 39.914 2.071  -0.780 1.439  O3   550 3  
550 O4   O4   O 0 1 N N N 47.345 31.780 39.448 3.906  -1.816 2.104  O4   550 4  
550 O5   O5   O 0 1 N N N 50.115 31.889 45.641 -1.896 1.082  -0.112 O5   550 5  
550 C1   C1   C 0 1 N N S 49.544 33.328 38.733 5.784  -0.269 0.649  C1   550 6  
550 C2   C2   C 0 1 N N R 49.741 31.879 39.200 4.273  -0.034 0.608  C2   550 7  
550 C3   C3   C 0 1 N N N 49.943 32.222 37.747 5.180  0.950  1.350  C3   550 8  
550 C4   C4   C 0 1 N N N 48.418 31.174 39.546 3.404  -0.942 1.439  C4   550 9  
550 C5   C5   C 0 1 N N N 50.950 31.376 40.030 3.666  0.428  -0.719 C5   550 10 
550 C6   C6   C 0 1 N N N 50.572 34.270 39.244 6.561  -0.028 -0.619 C6   550 11 
550 N1   N1   N 0 1 N N N 50.130 35.362 39.857 7.894  -0.220 -0.640 N1   550 12 
550 C7   C7   C 0 1 N N N 47.431 29.124 40.242 1.297  -1.692 2.263  C7   550 13 
550 C8   C8   C 0 1 Y N N 50.731 31.514 41.531 2.178  0.603  -0.557 C8   550 14 
550 C9   C9   C 0 1 Y N N 51.558 30.840 42.414 1.665  1.825  -0.162 C9   550 15 
550 C10  C10  C 0 1 Y N N 51.312 30.947 43.795 0.302  1.988  -0.012 C10  550 16 
550 C11  C11  C 0 1 Y N N 50.281 31.789 44.271 -0.554 0.924  -0.259 C11  550 17 
550 C12  C12  C 0 1 Y N N 49.469 32.489 43.353 -0.037 -0.301 -0.655 C12  550 18 
550 C13  C13  C 0 1 Y N N 49.681 32.351 41.996 1.327  -0.457 -0.808 C13  550 19 
550 C14  C14  C 0 1 N N N 51.076 31.377 46.529 -2.716 -0.056 -0.383 C14  550 20 
550 C15  C15  C 0 1 Y N N 51.021 29.873 46.739 -4.163 0.305  -0.169 C15  550 21 
550 C16  C16  C 0 1 Y N N 52.248 29.181 46.874 -4.522 1.563  0.225  C16  550 22 
550 C17  C17  C 0 1 Y N N 52.249 27.809 47.098 -5.866 1.874  0.417  C17  550 23 
550 N2   N2   N 0 1 Y N N 51.126 27.079 47.185 -6.813 0.988  0.229  N2   550 24 
550 C18  C18  C 0 1 Y N N 49.826 29.132 46.848 -5.184 -0.642 -0.375 C18  550 25 
550 C19  C19  C 0 1 Y N N 49.932 27.724 47.086 -6.530 -0.261 -0.156 C19  550 26 
550 C20  C20  C 0 1 Y N N 48.756 26.985 47.202 -7.550 -1.207 -0.356 C20  550 27 
550 C21  C21  C 0 1 Y N N 47.487 27.586 47.092 -7.232 -2.471 -0.748 C21  550 28 
550 C22  C22  C 0 1 Y N N 47.393 28.974 46.864 -5.906 -2.846 -0.957 C22  550 29 
550 C23  C23  C 0 1 Y N N 48.555 29.762 46.749 -4.892 -1.953 -0.786 C23  550 30 
550 C24  C24  C 0 1 N N N 53.583 27.092 47.249 -6.241 3.267  0.852  C24  550 31 
550 HO2  HO2  H 0 1 N N N 51.810 36.311 39.554 9.574  -0.157 -1.748 HO2  550 32 
550 H1   H1   H 0 1 N N N 48.748 34.087 38.729 6.149  -1.081 1.278  H1   550 33 
550 H3   H3   H 0 1 N N N 49.433 31.849 36.847 5.148  0.939  2.440  H3   550 34 
550 H3A  H3A  H 0 1 N N N 50.746 32.078 37.009 5.344  1.926  0.894  H3A  550 35 
550 H5   H5   H 0 1 N N N 51.112 30.313 39.799 4.113  1.378  -1.012 H5   550 36 
550 H5A  H5A  H 0 1 N N N 51.820 31.994 39.761 3.862  -0.318 -1.488 H5A  550 37 
550 HN1  HN1  H 0 1 N N N 49.168 35.600 39.992 8.354  -0.513 0.163  HN1  550 38 
550 H7   H7   H 0 1 N N N 47.415 28.927 41.324 1.467  -2.716 1.931  H7   550 39 
550 H7A  H7A  H 0 1 N N N 46.528 29.685 39.958 1.605  -1.591 3.304  H7A  550 40 
550 H7B  H7B  H 0 1 N N N 47.457 28.169 39.696 0.237  -1.452 2.173  H7B  550 41 
550 H9   H9   H 0 1 N N N 52.379 30.241 42.048 2.332  2.653  0.030  H9   550 42 
550 H10  H10  H 0 1 N N N 51.913 30.384 44.494 -0.098 2.943  0.296  H10  550 43 
550 H12  H12  H 0 1 N N N 48.681 33.134 43.713 -0.701 -1.131 -0.847 H12  550 44 
550 H13  H13  H 0 1 N N N 49.053 32.876 41.292 1.729  -1.409 -1.121 H13  550 45 
550 H14  H14  H 0 1 N N N 52.069 31.621 46.123 -2.569 -0.372 -1.416 H14  550 46 
550 H14A H14A H 0 0 N N N 50.869 31.835 47.508 -2.441 -0.870 0.288  H14A 550 47 
550 H16  H16  H 0 1 N N N 53.182 29.718 46.803 -3.764 2.315  0.388  H16  550 48 
550 H20  H20  H 0 1 N N N 48.820 25.922 47.381 -8.583 -0.933 -0.198 H20  550 49 
550 H21  H21  H 0 1 N N N 46.592 26.988 47.182 -8.019 -3.194 -0.900 H21  550 50 
550 H22  H22  H 0 1 N N N 46.421 29.437 46.777 -5.680 -3.855 -1.268 H22  550 51 
550 H23  H23  H 0 1 N N N 48.482 30.827 46.588 -3.869 -2.256 -0.952 H23  550 52 
550 H24  H24  H 0 1 N N N 54.021 26.919 46.255 -6.405 3.891  -0.026 H24  550 53 
550 H24A H24A H 0 0 N N N 54.266 27.712 47.848 -7.154 3.229  1.446  H24A 550 54 
550 H24B H24B H 0 0 N N N 53.425 26.127 47.753 -5.435 3.690  1.452  H24B 550 55 
# 
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 
550 O1  C6   DOUB N N 1  
550 O2  N1   SING N N 2  
550 O3  C4   SING N N 3  
550 O3  C7   SING N N 4  
550 O4  C4   DOUB N N 5  
550 O5  C11  SING N N 6  
550 O5  C14  SING N N 7  
550 C1  C2   SING N N 8  
550 C1  C3   SING N N 9  
550 C1  C6   SING N N 10 
550 C2  C3   SING N N 11 
550 C2  C4   SING N N 12 
550 C2  C5   SING N N 13 
550 C5  C8   SING N N 14 
550 C6  N1   SING N N 15 
550 C8  C9   DOUB N N 16 
550 C8  C13  SING N N 17 
550 C9  C10  SING N N 18 
550 C10 C11  DOUB N N 19 
550 C11 C12  SING N N 20 
550 C12 C13  DOUB N N 21 
550 C14 C15  SING N N 22 
550 C15 C16  DOUB N N 23 
550 C15 C18  SING N N 24 
550 C16 C17  SING N N 25 
550 C17 N2   DOUB Y N 26 
550 C17 C24  SING Y N 27 
550 N2  C19  SING Y N 28 
550 C18 C19  DOUB N N 29 
550 C18 C23  SING Y N 30 
550 C19 C20  SING N N 31 
550 C20 C21  DOUB Y N 32 
550 C21 C22  SING Y N 33 
550 C22 C23  DOUB N N 34 
550 O2  HO2  SING N N 35 
550 C1  H1   SING N N 36 
550 C3  H3   SING N N 37 
550 C3  H3A  SING N N 38 
550 C5  H5   SING Y N 39 
550 C5  H5A  SING Y N 40 
550 N1  HN1  SING Y N 41 
550 C7  H7   SING N N 42 
550 C7  H7A  SING Y N 43 
550 C7  H7B  SING N N 44 
550 C9  H9   SING Y N 45 
550 C10 H10  SING Y N 46 
550 C12 H12  SING Y N 47 
550 C13 H13  SING Y N 48 
550 C14 H14  SING Y N 49 
550 C14 H14A SING N N 50 
550 C16 H16  SING Y N 51 
550 C20 H20  SING N N 52 
550 C21 H21  SING Y N 53 
550 C22 H22  SING N N 54 
550 C23 H23  SING N N 55 
550 C24 H24  SING N N 56 
550 C24 H24A SING N N 57 
550 C24 H24B SING N N 58 
# 
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 
550 SMILES           ACDLabs              10.04 O=C(NO)C1CC1(C(=O)OC)Cc4ccc(OCc2c3ccccc3nc(c2)C)cc4                                                                                                                            
550 InChI            InChI                1.02b InChI=1/C24H24N2O5/c1-15-11-17(19-5-3-4-6-21(19)25-15)14-31-18-9-7-16(8-10-18)12-24(23(28)30-2)13-20(24)22(27)26-29/h3-11,20,29H,12-14H2,1-2H3,(H,26,27)/t20-,24+/m1/s1/f/h26H 
550 InChIKey         InChI                1.02b HJWMYFBKJRVWJY-WWQNMFTPDA                                                                                                                                                      
550 SMILES_CANONICAL CACTVS               3.341 COC(=O)[C@]1(C[C@@H]1C(=O)NO)Cc2ccc(OCc3cc(C)nc4ccccc34)cc2                                                                                                                    
550 SMILES           CACTVS               3.341 COC(=O)[C]1(C[CH]1C(=O)NO)Cc2ccc(OCc3cc(C)nc4ccccc34)cc2                                                                                                                       
550 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(c2ccccc2n1)COc3ccc(cc3)C[C@@]4(C[C@@H]4C(=O)NO)C(=O)OC                                                                                                                   
550 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(c2ccccc2n1)COc3ccc(cc3)CC4(CC4C(=O)NO)C(=O)OC                                                                                                                            
# 
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 
550 "SYSTEMATIC NAME" ACDLabs              10.04 "methyl (1R,2S)-2-(hydroxycarbamoyl)-1-{4-[(2-methylquinolin-4-yl)methoxy]benzyl}cyclopropanecarboxylate"            
550 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (1R,2S)-2-(hydroxycarbamoyl)-1-[[4-[(2-methylquinolin-4-yl)methoxy]phenyl]methyl]cyclopropane-1-carboxylate" 
# 
