data_642
# 
_chem_comp.id                                    642 
_chem_comp.name                                  "(1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H24 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-10-27 
_chem_comp.pdbx_modified_date                    2008-11-14 
_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                        464.512 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     642 
_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        3EWJ 
_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 
642 C1   C1   C 0 1 N N S 48.322 34.151 39.579 -7.486 0.729  -0.644 C1   642 1  
642 C2   C2   C 0 1 N N R 48.398 32.631 39.567 -6.529 -0.007 0.283  C2   642 2  
642 C3   C3   C 0 1 N N N 48.398 33.407 38.262 -7.900 -0.603 -0.012 C3   642 3  
642 C4   C4   C 0 1 N N N 49.475 34.915 40.170 -7.166 0.732  -2.117 C4   642 4  
642 O1   O1   O 0 1 N N N 50.670 34.304 39.948 -6.178 0.166  -2.521 O1   642 5  
642 O2   O2   O 0 1 N N N 49.435 35.967 40.856 -7.978 1.363  -2.979 O2   642 6  
642 C5   C5   C 0 1 N N N 47.183 31.804 39.872 -6.164 0.526  1.643  C5   642 7  
642 N1   N1   N 0 1 N N N 47.515 30.699 40.554 -5.007 -0.028 2.053  N1   642 8  
642 O3   O3   O 0 1 N N N 46.063 32.110 39.524 -6.814 1.332  2.274  O3   642 9  
642 C6   C6   C 0 1 N N S 48.961 30.653 40.838 -4.488 -0.979 1.062  C6   642 10 
642 C7   C7   C 0 1 N N N 49.596 31.749 39.943 -5.240 -0.659 -0.251 C7   642 11 
642 C8   C8   C 0 1 Y N N 49.112 30.979 42.322 -3.006 -0.781 0.875  C8   642 12 
642 C9   C9   C 0 1 Y N N 50.163 30.455 43.089 -2.474 0.495  0.883  C9   642 13 
642 C10  C10  C 0 1 Y N N 50.239 30.742 44.453 -1.115 0.679  0.712  C10  642 14 
642 C11  C11  C 0 1 Y N N 49.257 31.574 45.081 -0.285 -0.418 0.532  C11  642 15 
642 C12  C12  C 0 1 Y N N 48.228 32.127 44.300 -0.822 -1.697 0.524  C12  642 16 
642 C13  C13  C 0 1 Y N N 48.149 31.826 42.937 -2.180 -1.876 0.701  C13  642 17 
642 O4   O4   O 0 1 N N N 49.297 31.852 46.436 1.051  -0.240 0.363  O4   642 18 
642 C14  C14  C 0 1 N N N 50.261 31.167 47.250 1.845  -1.415 0.183  C14  642 19 
642 C15  C15  C 0 1 Y N N 49.878 29.682 47.479 3.290  -1.023 0.012  C15  642 20 
642 N2   N2   N 0 1 Y N N 49.109 26.969 47.905 5.946  -0.296 -0.300 N2   642 21 
642 C16  C16  C 0 1 Y N N 48.196 27.923 47.562 5.021  0.626  -0.113 C16  642 22 
642 C17  C17  C 0 1 Y N N 48.538 29.301 47.314 3.669  0.285  0.048  C17  642 23 
642 C18  C18  C 0 1 Y N N 50.385 27.325 48.015 5.634  -1.594 -0.339 C18  642 24 
642 C19  C19  C 0 1 Y N N 50.813 28.662 47.833 4.286  -2.002 -0.183 C19  642 25 
642 C20  C20  C 0 1 Y N N 52.200 28.931 48.007 3.966  -3.368 -0.226 C20  642 26 
642 C21  C21  C 0 1 Y N N 53.115 27.938 48.340 4.954  -4.286 -0.416 C21  642 27 
642 C22  C22  C 0 1 Y N N 52.711 26.638 48.499 6.280  -3.887 -0.570 C22  642 28 
642 C23  C23  C 0 1 Y N N 51.340 26.356 48.360 6.626  -2.571 -0.534 C23  642 29 
642 C24  C24  C 0 1 Y N N 46.799 27.513 47.346 5.418  2.054  -0.077 C24  642 30 
642 C25  C25  C 0 1 Y N N 46.400 26.167 47.322 6.755  2.413  -0.240 C25  642 31 
642 C26  C26  C 0 1 Y N N 45.038 25.852 47.090 7.119  3.744  -0.206 C26  642 32 
642 C27  C27  C 0 1 Y N N 44.098 26.857 46.840 6.159  4.721  -0.010 C27  642 33 
642 C28  C28  C 0 1 Y N N 44.495 28.181 46.837 4.831  4.371  0.152  C28  642 34 
642 C29  C29  C 0 1 Y N N 45.826 28.517 47.093 4.455  3.043  0.113  C29  642 35 
642 H1   H1   H 0 1 N N N 47.639 34.925 39.961 -7.958 1.635  -0.264 H1   642 36 
642 H3   H3   H 0 1 N N N 47.702 33.381 37.411 -8.643 -0.573 0.784  H3   642 37 
642 H3A  H3A  H 0 1 N N N 49.037 33.448 37.368 -7.940 -1.477 -0.661 H3A  642 38 
642 HO2  HO2  H 0 1 N N N 50.313 36.195 41.138 -7.732 1.337  -3.914 HO2  642 39 
642 HN1  HN1  H 0 1 N N N 46.864 29.994 40.835 -4.571 0.176  2.896  HN1  642 40 
642 H6   H6   H 0 1 N N N 49.442 29.685 40.632 -4.695 -2.001 1.376  H6   642 41 
642 H7   H7   H 0 1 N N N 50.077 31.317 39.053 -5.464 -1.570 -0.805 H7   642 42 
642 H7A  H7A  H 0 1 N N N 50.397 32.307 40.451 -4.674 0.041  -0.865 H7A  642 43 
642 H9   H9   H 0 1 N N N 50.912 29.831 42.625 -3.120 1.349  1.023  H9   642 44 
642 H10  H10  H 0 1 N N N 51.047 30.332 45.041 -0.700 1.676  0.718  H10  642 45 
642 H12  H12  H 0 1 N N N 47.499 32.784 44.752 -0.178 -2.553 0.384  H12  642 46 
642 H13  H13  H 0 1 N N N 47.347 32.241 42.344 -2.598 -2.872 0.700  H13  642 47 
642 H14  H14  H 0 1 N N N 51.237 31.204 46.745 1.744  -2.059 1.056  H14  642 48 
642 H14A H14A H 0 0 N N N 50.295 31.665 48.230 1.506  -1.950 -0.705 H14A 642 49 
642 H17  H17  H 0 1 N N N 47.788 30.016 47.011 2.930  1.059  0.199  H17  642 50 
642 H20  H20  H 0 1 N N N 52.555 29.943 47.876 2.941  -3.690 -0.108 H20  642 51 
642 H21  H21  H 0 1 N N N 54.155 28.194 48.475 4.706  -5.336 -0.448 H21  642 52 
642 H22  H22  H 0 1 N N N 53.422 25.856 48.724 7.045  -4.634 -0.720 H22  642 53 
642 H23  H23  H 0 1 N N N 51.005 25.343 48.527 7.659  -2.279 -0.655 H23  642 54 
642 H25  H25  H 0 1 N N N 47.123 25.380 47.479 7.505  1.651  -0.393 H25  642 55 
642 H26  H26  H 0 1 N N N 44.721 24.820 47.106 8.154  4.023  -0.332 H26  642 56 
642 H27  H27  H 0 1 N N N 43.066 26.600 46.650 6.448  5.761  0.017  H27  642 57 
642 H28  H28  H 0 1 N N N 43.773 28.959 46.636 4.086  5.138  0.305  H28  642 58 
642 H29  H29  H 0 1 N N N 46.120 29.556 47.099 3.417  2.771  0.240  H29  642 59 
# 
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 
642 C3  C1   SING N N 1  
642 C2  C1   SING N N 2  
642 C1  C4   SING N N 3  
642 C1  H1   SING N N 4  
642 C3  C2   SING N N 5  
642 C2  C5   SING N N 6  
642 C2  C7   SING N N 7  
642 C3  H3   SING N N 8  
642 C3  H3A  SING N N 9  
642 O1  C4   DOUB N N 10 
642 C4  O2   SING N N 11 
642 O2  HO2  SING N N 12 
642 O3  C5   DOUB N N 13 
642 C5  N1   SING N N 14 
642 N1  C6   SING N N 15 
642 N1  HN1  SING N N 16 
642 C7  C6   SING N N 17 
642 C6  C8   SING N N 18 
642 C6  H6   SING N N 19 
642 C7  H7   SING N N 20 
642 C7  H7A  SING N N 21 
642 C8  C13  DOUB Y N 22 
642 C8  C9   SING Y N 23 
642 C9  C10  DOUB Y N 24 
642 C9  H9   SING N N 25 
642 C10 C11  SING Y N 26 
642 C10 H10  SING N N 27 
642 C12 C11  DOUB N N 28 
642 C11 O4   SING Y N 29 
642 C13 C12  SING N N 30 
642 C12 H12  SING Y N 31 
642 C13 H13  SING N N 32 
642 O4  C14  SING N N 33 
642 C14 C15  SING N N 34 
642 C14 H14  SING N N 35 
642 C14 H14A SING N N 36 
642 C17 C15  DOUB Y N 37 
642 C15 C19  SING Y N 38 
642 C16 N2   DOUB Y N 39 
642 N2  C18  SING Y N 40 
642 C17 C16  SING Y N 41 
642 C24 C16  SING N N 42 
642 C17 H17  SING Y N 43 
642 C19 C18  DOUB Y N 44 
642 C18 C23  SING Y N 45 
642 C19 C20  SING Y N 46 
642 C20 C21  DOUB N N 47 
642 C20 H20  SING Y N 48 
642 C21 C22  SING N N 49 
642 C21 H21  SING N N 50 
642 C23 C22  DOUB Y N 51 
642 C22 H22  SING N N 52 
642 C23 H23  SING N N 53 
642 C29 C24  DOUB Y N 54 
642 C25 C24  SING N N 55 
642 C26 C25  DOUB Y N 56 
642 C25 H25  SING N N 57 
642 C27 C26  SING Y N 58 
642 C26 H26  SING N N 59 
642 C28 C27  DOUB Y N 60 
642 C27 H27  SING Y N 61 
642 C28 C29  SING N N 62 
642 C28 H28  SING Y N 63 
642 C29 H29  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 
642 SMILES           ACDLabs              10.04 O=C5NC(c4ccc(OCc2c3ccccc3nc(c1ccccc1)c2)cc4)CC56C(C(=O)O)C6                                                                                                                                                
642 InChI            InChI                1.02b InChI=1/C29H24N2O4/c32-27(33)23-15-29(23)16-26(31-28(29)34)19-10-12-21(13-11-19)35-17-20-14-25(18-6-2-1-3-7-18)30-24-9-5-4-8-22(20)24/h1-14,23,26H,15-17H2,(H,31,34)(H,32,33)/t23-,26+,29-/m1/s1/f/h31-32H 
642 InChIKey         InChI                1.02b BFZXMIUWGSTUAL-QTCXVWNIDO                                                                                                                                                                                  
642 SMILES_CANONICAL CACTVS               3.341 OC(=O)[C@H]1C[C@@]12C[C@H](NC2=O)c3ccc(OCc4cc(nc5ccccc45)c6ccccc6)cc3                                                                                                                                      
642 SMILES           CACTVS               3.341 OC(=O)[CH]1C[C]12C[CH](NC2=O)c3ccc(OCc4cc(nc5ccccc45)c6ccccc6)cc3                                                                                                                                          
642 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cc(c3ccccc3n2)COc4ccc(cc4)[C@@H]5C[C@@]6(C[C@@H]6C(=O)O)C(=O)N5                                                                                                                                
642 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2cc(c3ccccc3n2)COc4ccc(cc4)C5CC6(CC6C(=O)O)C(=O)N5                                                                                                                                              
# 
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 
642 "SYSTEMATIC NAME" ACDLabs              10.04 "(1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid" 
642 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,3R,6S)-4-oxo-6-[4-[(2-phenylquinolin-4-yl)methoxy]phenyl]-5-azaspiro[2.4]heptane-1-carboxylic acid" 
# 
