data_I01
# 
_chem_comp.id                                    I01 
_chem_comp.name                                  "(4R)-4-(2-FLUORO-6-HYDROXY-3-METHOXY-BENZOYL)-BENZOIC ACID (3R)-3-[(PYRIDINE-4-CARBONYL)AMINO]-AZEPAN-4-YL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H26 F N3 O6" 
_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                        507.510 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I01 
_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        1SVE 
_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 
I01 F96  F96  F 0 1 N N N 16.964 11.935 -3.541 4.489  -0.352 -1.778 F96  I01 1  
I01 C76  C76  C 0 1 Y N N 15.957 11.634 -4.351 4.843  -0.170 -0.487 C76  I01 2  
I01 C75  C75  C 0 1 Y N N 16.274 10.966 -5.493 5.499  -1.177 0.202  C75  I01 3  
I01 O95  O95  O 0 1 N N N 17.614 10.645 -5.625 5.791  -2.348 -0.424 O95  I01 4  
I01 C98  C98  C 0 1 N N N 18.087 10.285 -6.900 6.464  -3.171 0.531  C98  I01 5  
I01 C74  C74  C 0 1 Y N N 15.223 10.640 -6.371 5.865  -0.991 1.528  C74  I01 6  
I01 C73  C73  C 0 1 Y N N 13.920 11.027 -6.050 5.574  0.195  2.175  C73  I01 7  
I01 C72  C72  C 0 1 Y N N 13.615 11.750 -4.843 4.914  1.211  1.503  C72  I01 8  
I01 O92  O92  O 0 1 N N N 12.404 12.129 -4.541 4.630  2.375  2.141  O92  I01 9  
I01 C71  C71  C 0 1 Y N N 14.700 12.048 -3.972 4.540  1.034  0.162  C71  I01 10 
I01 C61  C61  C 0 1 N N N 14.574 12.789 -2.727 3.838  2.108  -0.559 C61  I01 11 
I01 O62  O62  O 0 1 N N N 15.244 13.838 -2.545 4.473  2.965  -1.142 O62  I01 12 
I01 C54  C54  C 0 1 Y N N 13.756 12.376 -1.580 2.358  2.144  -0.575 C54  I01 13 
I01 C55  C55  C 0 1 Y N N 13.450 11.013 -1.326 1.692  3.097  -1.348 C55  I01 14 
I01 C56  C56  C 0 1 Y N N 12.705 10.688 -0.199 0.314  3.131  -1.362 C56  I01 15 
I01 C53  C53  C 0 1 Y N N 13.322 13.369 -0.693 1.629  1.222  0.178  C53  I01 16 
I01 C52  C52  C 0 1 Y N N 12.590 13.041 0.419  0.252  1.259  0.167  C52  I01 17 
I01 C51  C51  C 0 1 Y N N 12.276 11.704 0.692  -0.415 2.212  -0.605 C51  I01 18 
I01 C42  C42  C 0 1 N N N 11.517 11.404 1.911  -1.893 2.249  -0.621 C42  I01 19 
I01 O43  O43  O 0 1 N N N 11.318 12.207 2.833  -2.473 3.078  -1.292 O43  I01 20 
I01 O41  O41  O 0 1 N N N 11.048 10.153 2.021  -2.597 1.362  0.110  O41  I01 21 
I01 C37  C37  C 0 1 N N R 10.478 9.678  3.217  -4.048 1.398  0.095  C37  I01 22 
I01 C36  C36  C 0 1 N N N 11.591 9.358  4.239  -4.559 2.332  1.230  C36  I01 23 
I01 C35  C35  C 0 1 N N N 12.793 8.562  3.712  -5.977 2.607  1.042  C35  I01 24 
I01 C34  C34  C 0 1 N N N 12.510 7.073  3.752  -6.863 1.357  1.087  C34  I01 25 
I01 N33  N33  N 0 1 N N N 11.412 6.772  2.821  -6.913 0.828  -0.255 N33  I01 26 
I01 C32  C32  C 0 1 N N N 10.072 7.111  3.347  -5.934 -0.272 -0.367 C32  I01 27 
I01 C31  C31  C 0 1 N N R 9.581  8.488  2.865  -4.590 0.012  0.324  C31  I01 28 
I01 N23  N23  N 0 1 N N N 8.233  8.749  3.376  -3.605 -0.958 -0.160 N23  I01 29 
I01 C21  C21  C 0 1 N N N 7.117  8.948  2.561  -3.512 -2.171 0.419  C21  I01 30 
I01 O22  O22  O 0 1 N N N 7.263  9.025  1.329  -4.245 -2.461 1.343  O22  I01 31 
I01 C14  C14  C 0 1 Y N N 5.787  9.060  3.183  -2.515 -3.152 -0.071 C14  I01 32 
I01 C13  C13  C 0 1 Y N N 4.660  9.121  2.352  -2.402 -4.416 0.515  C13  I01 33 
I01 C12  C12  C 0 1 Y N N 3.397  9.215  2.909  -1.459 -5.300 0.027  C12  I01 34 
I01 N11  N11  N 0 1 Y N N 3.244  9.248  4.295  -0.674 -4.964 -0.977 N11  I01 35 
I01 C16  C16  C 0 1 Y N N 4.341  9.181  5.132  -0.747 -3.783 -1.558 C16  I01 36 
I01 C15  C15  C 0 1 Y N N 5.604  9.086  4.588  -1.665 -2.841 -1.137 C15  I01 37 
I01 H981 1H98 H 0 0 N N N 17.832 11.093 -7.625 7.375  -2.672 0.862  H981 I01 38 
I01 H982 2H98 H 0 0 N N N 19.166 10.026 -7.006 5.812  -3.342 1.387  H982 I01 39 
I01 H983 3H98 H 0 0 N N N 17.470 9.444  -7.294 6.719  -4.126 0.072  H983 I01 40 
I01 H74  H74  H 0 1 N N N 15.419 10.085 -7.304 6.380  -1.779 2.058  H74  I01 41 
I01 H73  H73  H 0 1 N N N 13.120 10.758 -6.760 5.862  0.330  3.207  H73  I01 42 
I01 H92  H92  H 0 1 N N N 12.203 12.606 -3.744 5.416  2.934  2.066  H92  I01 43 
I01 H55  H55  H 0 1 N N N 13.790 10.210 -2.001 2.255  3.808  -1.934 H55  I01 44 
I01 H56  H56  H 0 1 N N N 12.456 9.630  -0.013 -0.201 3.868  -1.960 H56  I01 45 
I01 H53  H53  H 0 1 N N N 13.561 14.430 -0.874 2.145  0.484  0.775  H53  I01 46 
I01 H52  H52  H 0 1 N N N 12.255 13.849 1.091  -0.312 0.548  0.753  H52  I01 47 
I01 H37  H37  H 0 1 N N N 9.838  10.445 3.713  -4.394 1.771  -0.869 H37  I01 48 
I01 H361 1H36 H 0 0 N N N 11.152 8.836  5.121  -4.408 1.847  2.194  H361 I01 49 
I01 H362 2H36 H 0 0 N N N 11.945 10.301 4.717  -4.002 3.269  1.206  H362 I01 50 
I01 H351 1H35 H 0 0 N N N 13.730 8.819  4.259  -6.304 3.294  1.822  H351 I01 51 
I01 H352 2H35 H 0 0 N N N 13.096 8.898  2.693  -6.111 3.094  0.075  H352 I01 52 
I01 H341 1H34 H 0 0 N N N 12.304 6.707  4.785  -6.430 0.619  1.762  H341 I01 53 
I01 H342 2H34 H 0 0 N N N 13.420 6.462  3.549  -7.866 1.624  1.419  H342 I01 54 
I01 H33  H33  H 0 1 N N N 11.447 5.795  2.529  -7.826 0.416  -0.370 H33  I01 55 
I01 H321 1H32 H 0 0 N N N 10.049 7.044  4.460  -6.369 -1.170 0.073  H321 I01 56 
I01 H322 2H32 H 0 0 N N N 9.332  6.313  3.104  -5.745 -0.464 -1.423 H322 I01 57 
I01 H31  H31  H 0 1 N N N 9.600  8.412  1.753  -4.716 -0.133 1.397  H31  I01 58 
I01 H23  H23  H 0 1 N N N 8.057  8.796  4.380  -3.019 -0.727 -0.898 H23  I01 59 
I01 H13  H13  H 0 1 N N N 4.768  9.095  1.255  -3.043 -4.698 1.338  H13  I01 60 
I01 H12  H12  H 0 1 N N N 2.514  9.264  2.250  -1.364 -6.278 0.473  H12  I01 61 
I01 H16  H16  H 0 1 N N N 4.209  9.203  6.227  -0.083 -3.551 -2.378 H16  I01 62 
I01 H15  H15  H 0 1 N N N 6.465  9.031  5.275  -1.720 -1.876 -1.618 H15  I01 63 
# 
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 
I01 F96 C76  SING N N 1  
I01 C76 C75  DOUB Y N 2  
I01 C76 C71  SING Y N 3  
I01 C75 O95  SING N N 4  
I01 C75 C74  SING Y N 5  
I01 O95 C98  SING N N 6  
I01 C98 H981 SING N N 7  
I01 C98 H982 SING N N 8  
I01 C98 H983 SING N N 9  
I01 C74 C73  DOUB Y N 10 
I01 C74 H74  SING N N 11 
I01 C73 C72  SING Y N 12 
I01 C73 H73  SING N N 13 
I01 C72 O92  SING N N 14 
I01 C72 C71  DOUB Y N 15 
I01 O92 H92  SING N N 16 
I01 C71 C61  SING N N 17 
I01 C61 O62  DOUB N N 18 
I01 C61 C54  SING N N 19 
I01 C54 C55  SING Y N 20 
I01 C54 C53  DOUB Y N 21 
I01 C55 C56  DOUB Y N 22 
I01 C55 H55  SING N N 23 
I01 C56 C51  SING Y N 24 
I01 C56 H56  SING N N 25 
I01 C53 C52  SING Y N 26 
I01 C53 H53  SING N N 27 
I01 C52 C51  DOUB Y N 28 
I01 C52 H52  SING N N 29 
I01 C51 C42  SING N N 30 
I01 C42 O43  DOUB N N 31 
I01 C42 O41  SING N N 32 
I01 O41 C37  SING N N 33 
I01 C37 C36  SING N N 34 
I01 C37 C31  SING N N 35 
I01 C37 H37  SING N N 36 
I01 C36 C35  SING N N 37 
I01 C36 H361 SING N N 38 
I01 C36 H362 SING N N 39 
I01 C35 C34  SING N N 40 
I01 C35 H351 SING N N 41 
I01 C35 H352 SING N N 42 
I01 C34 N33  SING N N 43 
I01 C34 H341 SING N N 44 
I01 C34 H342 SING N N 45 
I01 N33 C32  SING N N 46 
I01 N33 H33  SING N N 47 
I01 C32 C31  SING N N 48 
I01 C32 H321 SING N N 49 
I01 C32 H322 SING N N 50 
I01 C31 N23  SING N N 51 
I01 C31 H31  SING N N 52 
I01 N23 C21  SING N N 53 
I01 N23 H23  SING N N 54 
I01 C21 O22  DOUB N N 55 
I01 C21 C14  SING N N 56 
I01 C14 C13  SING Y N 57 
I01 C14 C15  DOUB Y N 58 
I01 C13 C12  DOUB Y N 59 
I01 C13 H13  SING N N 60 
I01 C12 N11  SING Y N 61 
I01 C12 H12  SING N N 62 
I01 N11 C16  DOUB Y N 63 
I01 C16 C15  SING Y N 64 
I01 C16 H16  SING N N 65 
I01 C15 H15  SING N N 66 
# 
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 
I01 SMILES           ACDLabs              10.04 Fc1c(OC)ccc(O)c1C(=O)c2ccc(cc2)C(=O)OC4CCCNCC4NC(=O)c3ccncc3 
I01 InChI            InChI                1.02b 
InChI=1/C27H26FN3O6/c1-36-22-9-8-20(32)23(24(22)28)25(33)16-4-6-18(7-5-16)27(35)37-21-3-2-12-30-15-19(21)31-26(34)17-10-13-29-14-11-17/h4-11,13-14,19,21,30,32H,2-3,12,15H2,1H3,(H,31,34)/t19-,21-/m1/s1/f/h31H 
I01 InChIKey         InChI                1.02b VYPRIFLEMOQRJK-PXEQIPDXDO 
I01 SMILES_CANONICAL CACTVS               3.341 COc1ccc(O)c(c1F)C(=O)c2ccc(cc2)C(=O)O[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4 
I01 SMILES           CACTVS               3.341 COc1ccc(O)c(c1F)C(=O)c2ccc(cc2)C(=O)O[CH]3CCCNC[CH]3NC(=O)c4ccncc4 
I01 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccc(c(c1F)C(=O)c2ccc(cc2)C(=O)O[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4)O 
I01 SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccc(c(c1F)C(=O)c2ccc(cc2)C(=O)OC3CCCNCC3NC(=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 
I01 "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,4R)-3-[(pyridin-4-ylcarbonyl)amino]azepan-4-yl 4-[(2-fluoro-6-hydroxy-3-methoxyphenyl)carbonyl]benzoate" 
I01 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3R,4R)-3-(pyridin-4-ylcarbonylamino)azepan-4-yl] 4-(2-fluoro-6-hydroxy-3-methoxy-phenyl)carbonylbenzoate"  
# 
