data_I05
# 
_chem_comp.id                                    I05 
_chem_comp.name                                  (3R,4R)-N-{4-[4-(2-FLUORO-6-HYDROXY-3-METHOXY-BENZOYL)-BENZYLOXY]-AZEPAN-3-YL}-ISONICOTINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H28 F N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-04-05 
_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                        493.527 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I05 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1VEB 
_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 
I05 F96  F96  F 0 1 N N N 16.824 11.977 -3.302 4.121  -1.704 0.994  F96  I05 1  
I05 C76  C76  C 0 1 Y N N 15.853 11.729 -4.169 4.981  -0.722 0.649  C76  I05 2  
I05 C75  C75  C 0 1 Y N N 16.150 11.057 -5.314 6.006  -0.362 1.508  C75  I05 3  
I05 O95  O95  O 0 1 N N N 17.469 10.710 -5.462 6.149  -1.003 2.700  O95  I05 4  
I05 C97  C97  C 0 1 N N N 18.056 10.645 -6.756 7.282  -0.421 3.349  C97  I05 5  
I05 C74  C74  C 0 1 Y N N 15.136 10.791 -6.230 6.892  0.647  1.155  C74  I05 6  
I05 C73  C73  C 0 1 Y N N 13.839 11.211 -5.947 6.757  1.305  -0.053 C73  I05 7  
I05 C72  C72  C 0 1 Y N N 13.557 11.893 -4.748 5.734  0.963  -0.922 C72  I05 8  
I05 O92  O92  O 0 1 N N N 12.311 12.292 -4.470 5.603  1.610  -2.108 O92  I05 9  
I05 C71  C71  C 0 1 Y N N 14.596 12.143 -3.854 4.833  -0.056 -0.574 C71  I05 10 
I05 C61  C61  C 0 1 N N N 14.543 12.890 -2.559 3.743  -0.427 -1.492 C61  I05 11 
I05 O62  O62  O 0 1 N N N 15.252 13.879 -2.484 3.929  -1.269 -2.349 O62  I05 12 
I05 C54  C54  C 0 1 Y N N 13.803 12.501 -1.347 2.422  0.226  -1.372 C54  I05 13 
I05 C55  C55  C 0 1 Y N N 13.501 11.189 -1.102 1.355  -0.199 -2.167 C55  I05 14 
I05 C56  C56  C 0 1 Y N N 12.831 10.832 0.081  0.125  0.414  -2.049 C56  I05 15 
I05 C53  C53  C 0 1 Y N N 13.468 13.467 -0.418 2.233  1.265  -0.459 C53  I05 16 
I05 C52  C52  C 0 1 Y N N 12.801 13.111 0.752  1.000  1.874  -0.356 C52  I05 17 
I05 C51  C51  C 0 1 Y N N 12.468 11.782 1.027  -0.053 1.448  -1.147 C51  I05 18 
I05 C42  C42  C 0 1 N N N 11.744 11.402 2.316  -1.400 2.113  -1.024 C42  I05 19 
I05 O41  O41  O 0 1 N N N 11.154 10.124 2.215  -2.178 1.434  -0.037 O41  I05 20 
I05 C37  C37  C 0 1 N N R 10.481 9.631  3.364  -3.436 2.108  0.032  C37  I05 21 
I05 C36  C36  C 0 1 N N N 11.512 9.152  4.361  -3.364 3.240  1.097  C36  I05 22 
I05 C35  C35  C 0 1 N N N 12.682 8.387  3.770  -4.524 4.112  0.969  C35  I05 23 
I05 C34  C34  C 0 1 N N N 12.373 6.923  3.602  -5.863 3.401  1.194  C34  I05 24 
I05 N33  N33  N 0 1 N N N 11.248 6.747  2.722  -6.276 2.868  -0.082 N33  I05 25 
I05 C32  C32  C 0 1 N N N 9.962  7.079  3.288  -5.903 1.440  -0.143 C32  I05 26 
I05 C31  C31  C 0 1 N N R 9.522  8.509  2.942  -4.511 1.131  0.432  C31  I05 27 
I05 N23  N23  N 0 1 N N N 8.178  8.721  3.478  -4.111 -0.206 -0.012 N23  I05 28 
I05 C21  C21  C 0 1 N N N 7.159  8.987  2.659  -4.509 -1.293 0.679  C21  I05 29 
I05 O22  O22  O 0 1 N N N 7.367  9.161  1.462  -5.199 -1.163 1.671  O22  I05 30 
I05 C14  C14  C 0 1 Y N N 5.740  9.083  3.180  -4.105 -2.646 0.230  C14  I05 31 
I05 C13  C13  C 0 1 Y N N 4.672  9.263  2.301  -4.506 -3.786 0.933  C13  I05 32 
I05 C12  C12  C 0 1 Y N N 3.377  9.333  2.779  -4.107 -5.028 0.478  C12  I05 33 
I05 N11  N11  N 0 1 Y N N 3.144  9.217  4.074  -3.358 -5.145 -0.600 N11  I05 34 
I05 C16  C16  C 0 1 Y N N 4.120  9.044  4.954  -2.958 -4.097 -1.292 C16  I05 35 
I05 C15  C15  C 0 1 Y N N 5.444  8.978  4.536  -3.316 -2.818 -0.912 C15  I05 36 
I05 H971 1H97 H 0 0 N N N 17.893 11.624 -7.264 8.167  -0.558 2.727  H971 I05 37 
I05 H972 2H97 H 0 0 N N N 19.128 10.363 -6.876 7.106  0.644  3.501  H972 I05 38 
I05 H973 3H97 H 0 0 N N N 17.441 9.960  -7.385 7.436  -0.905 4.313  H973 I05 39 
I05 H74  H74  H 0 1 N N N 15.357 10.254 -7.168 7.691  0.920  1.828  H74  I05 40 
I05 H73  H73  H 0 1 N N N 13.035 11.003 -6.673 7.450  2.088  -0.320 H73  I05 41 
I05 H92  H92  H 0 1 N N N 12.121 12.752 -3.661 6.189  1.165  -2.736 H92  I05 42 
I05 H55  H55  H 0 1 N N N 13.793 10.430 -1.847 1.493  -1.005 -2.872 H55  I05 43 
I05 H56  H56  H 0 1 N N N 12.583 9.775  0.273  -0.701 0.087  -2.664 H56  I05 44 
I05 H53  H53  H 0 1 N N N 13.733 14.520 -0.610 3.054  1.598  0.159  H53  I05 45 
I05 H52  H52  H 0 1 N N N 12.531 13.898 1.476  0.854  2.681  0.346  H52  I05 46 
I05 H421 1H42 H 0 0 N N N 10.997 12.176 2.609  -1.266 3.154  -0.729 H421 I05 47 
I05 H422 2H42 H 0 0 N N N 12.419 11.472 3.201  -1.914 2.071  -1.984 H422 I05 48 
I05 H37  H37  H 0 1 N N N 9.874  10.431 3.849  -3.676 2.536  -0.941 H37  I05 49 
I05 H361 1H36 H 0 0 N N N 11.021 8.545  5.157  -3.349 2.800  2.094  H361 I05 50 
I05 H362 2H36 H 0 0 N N N 11.884 10.010 4.969  -2.455 3.823  0.945  H362 I05 51 
I05 H351 1H35 H 0 0 N N N 13.609 8.538  4.371  -4.433 4.920  1.695  H351 I05 52 
I05 H352 2H35 H 0 0 N N N 13.019 8.842  2.809  -4.525 4.546  -0.031 H352 I05 53 
I05 H341 1H34 H 0 0 N N N 12.217 6.416  4.583  -5.738 2.590  1.913  H341 I05 54 
I05 H342 2H34 H 0 0 N N N 13.264 6.347  3.258  -6.605 4.111  1.559  H342 I05 55 
I05 H33  H33  H 0 1 N N N 11.235 5.794  2.358  -7.284 2.905  -0.100 H33  I05 56 
I05 H321 1H32 H 0 0 N N N 9.953  6.911  4.390  -6.644 0.864  0.411  H321 I05 57 
I05 H322 2H32 H 0 0 N N N 9.187  6.336  2.988  -5.925 1.119  -1.184 H322 I05 58 
I05 H31  H31  H 0 1 N N N 9.532  8.580  1.829  -4.580 1.126  1.520  H31  I05 59 
I05 H23  H23  H 0 1 N N N 7.940  8.682  4.469  -3.561 -0.310 -0.804 H23  I05 60 
I05 H13  H13  H 0 1 N N N 4.853  9.351  1.217  -5.119 -3.697 1.817  H13  I05 61 
I05 H12  H12  H 0 1 N N N 2.511  9.485  2.113  -4.411 -5.914 1.014  H12  I05 62 
I05 H16  H16  H 0 1 N N N 3.835  8.957  6.016  -2.345 -4.240 -2.170 H16  I05 63 
I05 H15  H15  H 0 1 N N N 6.253  8.844  5.274  -2.985 -1.963 -1.483 H15  I05 64 
# 
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 
I05 F96 C76  SING N N 1  
I05 C76 C75  DOUB Y N 2  
I05 C76 C71  SING Y N 3  
I05 C75 O95  SING N N 4  
I05 C75 C74  SING Y N 5  
I05 O95 C97  SING N N 6  
I05 C97 H971 SING N N 7  
I05 C97 H972 SING N N 8  
I05 C97 H973 SING N N 9  
I05 C74 C73  DOUB Y N 10 
I05 C74 H74  SING N N 11 
I05 C73 C72  SING Y N 12 
I05 C73 H73  SING N N 13 
I05 C72 O92  SING N N 14 
I05 C72 C71  DOUB Y N 15 
I05 O92 H92  SING N N 16 
I05 C71 C61  SING N N 17 
I05 C61 O62  DOUB N N 18 
I05 C61 C54  SING N N 19 
I05 C54 C55  SING Y N 20 
I05 C54 C53  DOUB Y N 21 
I05 C55 C56  DOUB Y N 22 
I05 C55 H55  SING N N 23 
I05 C56 C51  SING Y N 24 
I05 C56 H56  SING N N 25 
I05 C53 C52  SING Y N 26 
I05 C53 H53  SING N N 27 
I05 C52 C51  DOUB Y N 28 
I05 C52 H52  SING N N 29 
I05 C51 C42  SING N N 30 
I05 C42 O41  SING N N 31 
I05 C42 H421 SING N N 32 
I05 C42 H422 SING N N 33 
I05 O41 C37  SING N N 34 
I05 C37 C36  SING N N 35 
I05 C37 C31  SING N N 36 
I05 C37 H37  SING N N 37 
I05 C36 C35  SING N N 38 
I05 C36 H361 SING N N 39 
I05 C36 H362 SING N N 40 
I05 C35 C34  SING N N 41 
I05 C35 H351 SING N N 42 
I05 C35 H352 SING N N 43 
I05 C34 N33  SING N N 44 
I05 C34 H341 SING N N 45 
I05 C34 H342 SING N N 46 
I05 N33 C32  SING N N 47 
I05 N33 H33  SING N N 48 
I05 C32 C31  SING N N 49 
I05 C32 H321 SING N N 50 
I05 C32 H322 SING N N 51 
I05 C31 N23  SING N N 52 
I05 C31 H31  SING N N 53 
I05 N23 C21  SING N N 54 
I05 N23 H23  SING N N 55 
I05 C21 O22  DOUB N N 56 
I05 C21 C14  SING N N 57 
I05 C14 C13  SING Y N 58 
I05 C14 C15  DOUB Y N 59 
I05 C13 C12  DOUB Y N 60 
I05 C13 H13  SING N N 61 
I05 C12 N11  SING Y N 62 
I05 C12 H12  SING N N 63 
I05 N11 C16  DOUB Y N 64 
I05 C16 C15  SING Y N 65 
I05 C16 H16  SING N N 66 
I05 C15 H15  SING N N 67 
# 
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 
I05 SMILES           ACDLabs              10.04 Fc1c(OC)ccc(O)c1C(=O)c2ccc(cc2)COC4CCCNCC4NC(=O)c3ccncc3 
I05 InChI            InChI                1.02b 
InChI=1/C27H28FN3O5/c1-35-23-9-8-21(32)24(25(23)28)26(33)18-6-4-17(5-7-18)16-36-22-3-2-12-30-15-20(22)31-27(34)19-10-13-29-14-11-19/h4-11,13-14,20,22,30,32H,2-3,12,15-16H2,1H3,(H,31,34)/t20-,22-/m1/s1/f/h31H 
I05 InChIKey         InChI                1.02b PDMPNESLWSOZQA-ZPOZWSNQDA 
I05 SMILES_CANONICAL CACTVS               3.341 COc1ccc(O)c(c1F)C(=O)c2ccc(CO[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4)cc2 
I05 SMILES           CACTVS               3.341 COc1ccc(O)c(c1F)C(=O)c2ccc(CO[CH]3CCCNC[CH]3NC(=O)c4ccncc4)cc2 
I05 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccc(c(c1F)C(=O)c2ccc(cc2)CO[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4)O 
I05 SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccc(c(c1F)C(=O)c2ccc(cc2)COC3CCCNCC3NC(=O)c4ccncc4)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 
I05 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(3R,4R)-4-({4-[(2-fluoro-6-hydroxy-3-methoxyphenyl)carbonyl]benzyl}oxy)azepan-3-yl]pyridine-4-carboxamide    
I05 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(3R,4R)-4-[[4-(2-fluoro-6-hydroxy-3-methoxy-phenyl)carbonylphenyl]methoxy]azepan-3-yl]pyridine-4-carboxamide 
# 
