data_615
# 
_chem_comp.id                                    615 
_chem_comp.name                                  (1R,2S)-N~2~-hydroxy-1-{4-[(2-phenylquinolin-4-yl)methoxy]benzyl}cyclopropane-1,2-dicarboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H25 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-08-22 
_chem_comp.pdbx_modified_date                    2008-10-17 
_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                        467.516 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     615 
_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        3E8R 
_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 
615 C7   C7   C 0 1 Y N N 50.337 31.617 44.369 -0.344  0.159  -0.432 C7   615 1  
615 C27  C27  C 0 1 Y N N 45.319 28.111 46.055 7.701   2.967  -0.162 C27  615 2  
615 C17  C17  C 0 1 Y N N 53.988 27.882 47.656 4.180   -4.551 0.373  C17  615 3  
615 C1   C1   C 0 1 N N N 48.260 31.194 39.517 -4.665  1.644  1.471  C1   615 4  
615 C8   C8   C 0 1 Y N N 51.288 30.707 43.868 -0.977  1.381  -0.604 C8   615 5  
615 N2   N2   N 0 1 N N N 50.165 35.167 39.755 -8.733  -0.678 -0.280 N2   615 6  
615 O2   O2   O 0 1 N N N 51.914 33.841 39.345 -6.861  -0.439 -1.447 O2   615 7  
615 O1   O1   O 0 1 N N N 47.265 31.920 39.615 -4.109  1.430  2.527  O1   615 8  
615 C3   C3   C 0 1 N N N 50.709 34.063 39.237 -7.431  -0.347 -0.380 C3   615 9  
615 C28  C28  C 0 1 Y N N 46.672 28.467 46.246 7.113   1.722  -0.074 C28  615 10 
615 C26  C26  C 0 1 Y N N 44.932 26.760 46.186 6.918   4.094  -0.334 C26  615 11 
615 N1   N1   N 0 1 Y N N 49.941 26.957 47.073 5.848   -0.801 0.100  N1   615 12 
615 C2   C2   C 0 1 N N N 50.657 30.913 40.077 -4.602  0.338  -0.741 C2   615 13 
615 O3   O3   O 0 1 N N N 50.341 31.813 45.710 1.010   0.102  -0.332 O3   615 14 
615 C4   C4   C 0 1 Y N N 50.570 31.158 41.583 -3.100  0.275  -0.636 C4   615 15 
615 C5   C5   C 0 1 Y N N 49.642 32.104 42.080 -2.472  -0.944 -0.455 C5   615 16 
615 C6   C6   C 0 1 Y N N 49.537 32.358 43.459 -1.095  -1.005 -0.358 C6   615 17 
615 C9   C9   C 0 1 Y N N 51.415 30.478 42.471 -2.354  1.436  -0.705 C9   615 18 
615 C10  C10  C 0 1 N N N 51.015 31.099 46.703 1.594   -1.190 -0.157 C10  615 19 
615 C11  C11  C 0 1 Y N N 50.747 29.626 46.792 3.093   -1.056 -0.067 C11  615 20 
615 C12  C12  C 0 1 Y N N 49.043 27.918 46.772 5.089   0.266  -0.065 C12  615 21 
615 C13  C13  C 0 1 Y N N 49.417 29.256 46.625 3.692   0.166  -0.152 C13  615 22 
615 C14  C14  C 0 1 Y N N 51.238 27.283 47.239 5.315   -2.023 0.190  C14  615 23 
615 C15  C15  C 0 1 Y N N 51.702 28.621 47.119 3.910   -2.190 0.109  C15  615 24 
615 C16  C16  C 0 1 Y N N 53.084 28.902 47.334 3.359   -3.478 0.204  C16  615 25 
615 C18  C18  C 0 1 Y N N 53.524 26.567 47.772 5.562   -4.389 0.453  C18  615 26 
615 C19  C19  C 0 1 Y N N 52.165 26.280 47.560 6.130   -3.156 0.364  C19  615 27 
615 C20  C20  C 0 1 Y N N 47.646 27.507 46.585 5.727   1.601  -0.159 C20  615 28 
615 C21  C21  C 0 1 N N S 49.847 33.088 38.537 -6.681  0.136  0.835  C21  615 29 
615 C22  C22  C 0 1 N N R 49.636 31.772 39.318 -5.205  0.496  0.657  C22  615 30 
615 C23  C23  C 0 1 N N N 49.652 31.901 37.771 -5.596  -0.779 1.406  C23  615 31 
615 O4   O4   O 0 1 N N N 51.149 36.003 40.353 -9.438  -1.133 -1.421 O4   615 32 
615 N3   N3   N 0 1 N N N 48.203 29.861 39.663 -4.801  2.909  1.025  N3   615 33 
615 C24  C24  C 0 1 Y N N 47.247 26.154 46.720 4.943   2.740  -0.333 C24  615 34 
615 C25  C25  C 0 1 Y N N 45.904 25.783 46.524 5.542   3.980  -0.419 C25  615 35 
615 H27  H27  H 0 1 N N N 44.586 28.866 45.811 8.775   3.062  -0.092 H27  615 36 
615 H17  H17  H 0 1 N N N 55.032 28.108 47.813 3.754   -5.541 0.450  H17  615 37 
615 H8   H8   H 0 1 N N N 51.930 30.176 44.555 -0.395  2.289  -0.657 H8   615 38 
615 HN2  HN2  H 0 1 N N N 49.188 35.380 39.726 -9.188  -0.605 0.573  HN2  615 39 
615 H28  H28  H 0 1 N N N 46.967 29.499 46.130 7.726   0.842  0.060  H28  615 40 
615 H26  H26  H 0 1 N N N 43.903 26.472 46.030 7.383   5.067  -0.402 H26  615 41 
615 H2   H2   H 0 1 N N N 51.669 31.172 39.731 -4.888  1.190  -1.358 H2   615 42 
615 H2A  H2A  H 0 1 N N N 50.438 29.853 39.881 -4.974  -0.581 -1.195 H2A  615 43 
615 H5   H5   H 0 1 N N N 49.005 32.638 41.390 -3.058  -1.849 -0.388 H5   615 44 
615 H6   H6   H 0 1 N N N 48.853 33.111 43.823 -0.605  -1.957 -0.225 H6   615 45 
615 H9   H9   H 0 1 N N N 52.156 29.787 42.097 -2.848  2.388  -0.839 H9   615 46 
615 H10  H10  H 0 1 N N N 52.091 31.218 46.509 1.214   -1.640 0.760  H10  615 47 
615 H10A H10A H 0 0 N N N 50.651 31.515 47.654 1.337   -1.823 -1.006 H10A 615 48 
615 H13  H13  H 0 1 N N N 48.674 30.002 46.382 3.093   1.054  -0.287 H13  615 49 
615 H16  H16  H 0 1 N N N 53.439 29.918 47.247 2.290   -3.616 0.143  H16  615 50 
615 H18  H18  H 0 1 N N N 54.211 25.773 48.025 6.191   -5.256 0.587  H18  615 51 
615 H19  H19  H 0 1 N N N 51.824 25.259 47.647 7.203   -3.048 0.428  H19  615 52 
615 H21  H21  H 0 1 N N N 49.553 34.061 38.117 -7.262  0.730  1.540  H21  615 53 
615 H23  H23  H 0 1 N N N 48.867 31.660 37.039 -5.464  -0.787 2.488  H23  615 54 
615 H23A H23A H 0 0 N N N 50.202 31.405 36.958 -5.425  -1.731 0.904  H23A 615 55 
615 HO4  HO4  H 0 1 N N N 51.833 36.189 39.721 -10.366 -1.346 -1.252 HO4  615 56 
615 HN3  HN3  H 0 1 N N N 47.258 29.574 39.817 -4.392  3.641  1.512  HN3  615 57 
615 HN3A HN3A H 0 0 N N N 48.990 29.246 39.624 -5.307  3.086  0.217  HN3A 615 58 
615 H24  H24  H 0 1 N N N 47.979 25.402 46.975 3.869   2.653  -0.400 H24  615 59 
615 H25  H25  H 0 1 N N N 45.611 24.749 46.631 4.936   4.864  -0.554 H25  615 60 
# 
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 
615 C7  C8   DOUB Y N 1  
615 C7  O3   SING N N 2  
615 C7  C6   SING Y N 3  
615 C27 C28  DOUB Y N 4  
615 C27 C26  SING Y N 5  
615 C17 C16  DOUB N N 6  
615 C17 C18  SING Y N 7  
615 C1  O1   DOUB Y N 8  
615 C1  C22  SING N N 9  
615 C1  N3   SING N N 10 
615 C8  C9   SING N N 11 
615 N2  C3   SING N N 12 
615 N2  O4   SING Y N 13 
615 O2  C3   DOUB N N 14 
615 C3  C21  SING N N 15 
615 C28 C20  SING N N 16 
615 C26 C25  DOUB N N 17 
615 N1  C12  DOUB N N 18 
615 N1  C14  SING N N 19 
615 C2  C4   SING Y N 20 
615 C2  C22  SING N N 21 
615 O3  C10  SING Y N 22 
615 C4  C5   SING N N 23 
615 C4  C9   DOUB Y N 24 
615 C5  C6   DOUB Y N 25 
615 C10 C11  SING N N 26 
615 C11 C13  DOUB N N 27 
615 C11 C15  SING N N 28 
615 C12 C13  SING N N 29 
615 C12 C20  SING N N 30 
615 C14 C15  DOUB Y N 31 
615 C14 C19  SING Y N 32 
615 C15 C16  SING Y N 33 
615 C18 C19  DOUB N N 34 
615 C20 C24  DOUB N N 35 
615 C21 C22  SING N N 36 
615 C21 C23  SING N N 37 
615 C22 C23  SING N N 38 
615 C24 C25  SING N N 39 
615 C27 H27  SING Y N 40 
615 C17 H17  SING Y N 41 
615 C8  H8   SING Y N 42 
615 N2  HN2  SING N N 43 
615 C28 H28  SING N N 44 
615 C26 H26  SING Y N 45 
615 C2  H2   SING Y N 46 
615 C2  H2A  SING Y N 47 
615 C5  H5   SING N N 48 
615 C6  H6   SING Y N 49 
615 C9  H9   SING N N 50 
615 C10 H10  SING N N 51 
615 C10 H10A SING Y N 52 
615 C13 H13  SING N N 53 
615 C16 H16  SING N N 54 
615 C18 H18  SING N N 55 
615 C19 H19  SING N N 56 
615 C21 H21  SING N N 57 
615 C23 H23  SING N N 58 
615 C23 H23A SING N N 59 
615 O4  HO4  SING N N 60 
615 N3  HN3  SING N N 61 
615 N3  HN3A SING Y N 62 
615 C24 H24  SING N N 63 
615 C25 H25  SING N N 64 
# 
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 
615 SMILES           ACDLabs              10.04 O=C(NO)C1CC1(C(=O)N)Cc5ccc(OCc2c4ccccc4nc(c2)c3ccccc3)cc5                                                                                                                                              
615 InChI            InChI                1.02b InChI=1/C28H25N3O4/c29-27(33)28(16-23(28)26(32)31-34)15-18-10-12-21(13-11-18)35-17-20-14-25(19-6-2-1-3-7-19)30-24-9-5-4-8-22(20)24/h1-14,23,34H,15-17H2,(H2,29,33)(H,31,32)/t23-,28+/m1/s1/f/h31H,29H2 
615 InChIKey         InChI                1.02b BKHGWMSYWJIRLD-VDOMIBDRDP                                                                                                                                                                              
615 SMILES_CANONICAL CACTVS               3.341 NC(=O)[C@]1(C[C@@H]1C(=O)NO)Cc2ccc(OCc3cc(nc4ccccc34)c5ccccc5)cc2                                                                                                                                      
615 SMILES           CACTVS               3.341 NC(=O)[C]1(C[CH]1C(=O)NO)Cc2ccc(OCc3cc(nc4ccccc34)c5ccccc5)cc2                                                                                                                                         
615 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cc(c3ccccc3n2)COc4ccc(cc4)CC5(C[C@@H]5C(=O)NO)C(=O)N                                                                                                                                       
615 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cc(c3ccccc3n2)COc4ccc(cc4)CC5(CC5C(=O)NO)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 
615 "SYSTEMATIC NAME" ACDLabs              10.04 (1R,2S)-N~2~-hydroxy-1-{4-[(2-phenylquinolin-4-yl)methoxy]benzyl}cyclopropane-1,2-dicarboxamide      
615 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-N'-hydroxy-1-[[4-[(2-phenylquinolin-4-yl)methoxy]phenyl]methyl]cyclopropane-1,2-dicarboxamide" 
# 
