data_I04
# 
_chem_comp.id                                    I04 
_chem_comp.name                                  N-{(3R,4R)-4-[4-(2-FLUORO-6-HYDROXY-3-METHOXY-BENZOYL)-BENZOYLAMINO]-AZEPAN-3-YL}ISONICOTINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H27 F N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-04-06 
_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                        506.525 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I04 
_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        1SVG 
_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 
I04 F96  F96  F 0 1 N N N 17.104 12.020 -3.421 -4.516 0.216  -1.837 F96  I04 1  
I04 C76  C76  C 0 1 Y N N 16.108 11.736 -4.289 -4.853 0.124  -0.532 C76  I04 2  
I04 C75  C75  C 0 1 Y N N 16.397 11.058 -5.464 -5.501 1.176  0.094  C75  I04 3  
I04 O95  O95  O 0 1 N N N 17.705 10.683 -5.669 -5.803 2.301  -0.609 O95  I04 4  
I04 C98  C98  C 0 1 N N N 18.050 10.253 -6.986 -6.464 3.188  0.296  C98  I04 5  
I04 C74  C74  C 0 1 Y N N 15.343 10.790 -6.387 -5.847 1.084  1.435  C74  I04 6  
I04 C73  C73  C 0 1 Y N N 14.060 11.178 -6.092 -5.545 -0.054 2.159  C73  I04 7  
I04 C72  C72  C 0 1 Y N N 13.750 11.859 -4.868 -4.892 -1.114 1.551  C72  I04 8  
I04 O92  O92  O 0 1 N N N 12.542 12.219 -4.609 -4.597 -2.231 2.264  O92  I04 9  
I04 C71  C71  C 0 1 Y N N 14.819 12.139 -3.957 -4.538 -1.031 0.196  C71  I04 10 
I04 C61  C61  C 0 1 N N N 14.648 12.852 -2.722 -3.843 -2.152 -0.459 C61  I04 11 
I04 O62  O62  O 0 1 N N N 15.315 13.897 -2.630 -4.485 -3.048 -0.972 O62  I04 12 
I04 C54  C54  C 0 1 Y N N 13.838 12.457 -1.565 -2.364 -2.188 -0.493 C54  I04 13 
I04 C55  C55  C 0 1 Y N N 13.606 11.096 -1.266 -1.706 -3.192 -1.206 C55  I04 14 
I04 C56  C56  C 0 1 Y N N 12.884 10.720 -0.147 -0.329 -3.225 -1.238 C56  I04 15 
I04 C53  C53  C 0 1 Y N N 13.311 13.453 -0.726 -1.627 -1.214 0.183  C53  I04 16 
I04 C52  C52  C 0 1 Y N N 12.592 13.082 0.379  -0.249 -1.251 0.156  C52  I04 17 
I04 C51  C51  C 0 1 Y N N 12.379 11.732 0.682  0.408  -2.255 -0.557 C51  I04 18 
I04 C42  C42  C 0 1 N N N 11.629 11.411 1.883  1.887  -2.291 -0.591 C42  I04 19 
I04 O43  O43  O 0 1 N N N 11.529 12.258 2.756  2.460  -3.164 -1.212 O43  I04 20 
I04 N41  N41  N 0 1 N N N 11.062 10.180 2.009  2.599  -1.354 0.067  N41  I04 21 
I04 C37  C37  C 0 1 N N R 10.501 9.683  3.226  4.064  -1.389 0.033  C37  I04 22 
I04 C36  C36  C 0 1 N N N 11.634 9.269  4.206  4.588  -2.344 1.145  C36  I04 23 
I04 C35  C35  C 0 1 N N N 12.689 8.330  3.595  6.004  -2.614 0.934  C35  I04 24 
I04 C34  C34  C 0 1 N N N 12.266 6.863  3.585  6.890  -1.365 0.991  C34  I04 25 
I04 N33  N33  N 0 1 N N N 11.089 6.613  2.710  6.924  -0.812 -0.342 N33  I04 26 
I04 C32  C32  C 0 1 N N N 9.864  7.086  3.333  5.943  0.290  -0.422 C32  I04 27 
I04 C31  C31  C 0 1 N N R 9.519  8.530  2.883  4.608  -0.007 0.280  C31  I04 28 
I04 N23  N23  N 0 1 N N N 8.194  8.752  3.413  3.617  0.971  -0.175 N23  I04 29 
I04 C21  C21  C 0 1 N N N 7.114  8.973  2.575  3.531  2.173  0.426  C21  I04 30 
I04 O22  O22  O 0 1 N N N 7.288  8.994  1.335  4.276  2.447  1.347  O22  I04 31 
I04 C14  C14  C 0 1 Y N N 5.778  9.112  3.166  2.528  3.162  -0.034 C14  I04 32 
I04 C13  C13  C 0 1 Y N N 4.685  9.050  2.280  2.422  4.416  0.576  C13  I04 33 
I04 C12  C12  C 0 1 Y N N 3.404  9.132  2.750  1.473  5.307  0.115  C12  I04 34 
I04 N11  N11  N 0 1 Y N N 3.160  9.244  4.113  0.676  4.989  -0.885 N11  I04 35 
I04 C16  C16  C 0 1 Y N N 4.212  9.298  5.018  0.742  3.819  -1.488 C16  I04 36 
I04 C15  C15  C 0 1 Y N N 5.519  9.214  4.544  1.666  2.870  -1.095 C15  I04 37 
I04 H981 1H98 H 0 0 N N N 17.767 11.041 -7.723 -5.800 3.419  1.129  H981 I04 38 
I04 H982 2H98 H 0 0 N N N 19.110 9.949  -7.152 -6.727 4.109  -0.225 H982 I04 39 
I04 H983 3H98 H 0 0 N N N 17.371 9.426  -7.299 -7.369 2.713  0.674  H983 I04 40 
I04 H74  H74  H 0 1 N N N 15.523 10.274 -7.345 -6.355 1.906  1.916  H74  I04 41 
I04 H73  H73  H 0 1 N N N 13.281 10.943 -6.836 -5.819 -0.117 3.202  H73  I04 42 
I04 H92  H92  H 0 1 N N N 12.337 12.670 -3.798 -5.383 -2.794 2.240  H92  I04 43 
I04 H55  H55  H 0 1 N N N 14.000 10.304 -1.925 -2.277 -3.943 -1.733 H55  I04 44 
I04 H56  H56  H 0 1 N N N 12.717 9.653  0.076  0.180  -4.001 -1.790 H56  I04 45 
I04 H53  H53  H 0 1 N N N 13.462 14.526 -0.935 -2.135 -0.438 0.735  H53  I04 46 
I04 H52  H52  H 0 1 N N N 12.183 13.874 1.028  0.321  -0.501 0.684  H52  I04 47 
I04 H41  H41  H 0 1 N N N 11.057 9.611  1.163  2.142  -0.656 0.562  H41  I04 48 
I04 H37  H37  H 0 1 N N N 9.917  10.473 3.754  4.398  -1.745 -0.942 H37  I04 49 
I04 H361 1H36 H 0 0 N N N 11.204 8.821  5.132  4.449  -1.875 2.119  H361 I04 50 
I04 H362 2H36 H 0 0 N N N 12.122 10.172 4.641  4.031  -3.280 1.111  H362 I04 51 
I04 H351 1H35 H 0 0 N N N 13.672 8.454  4.107  6.341  -3.315 1.698  H351 I04 52 
I04 H352 2H35 H 0 0 N N N 12.971 8.667  2.570  6.127  -3.084 -0.042 H352 I04 53 
I04 H341 1H34 H 0 0 N N N 12.082 6.492  4.620  6.466  -0.639 1.685  H341 I04 54 
I04 H342 2H34 H 0 0 N N N 13.120 6.202  3.307  7.897  -1.638 1.307  H342 I04 55 
I04 H33  H33  H 0 1 N N N 11.020 5.631  2.445  7.836  -0.398 -0.461 H33  I04 56 
I04 H321 1H32 H 0 0 N N N 9.914  7.006  4.444  6.383  1.179  0.028  H321 I04 57 
I04 H322 2H32 H 0 0 N N N 9.015  6.387  3.147  5.742  0.499  -1.472 H322 I04 58 
I04 H31  H31  H 0 1 N N N 9.598  8.574  1.772  4.747  0.118  1.354  H31  I04 59 
I04 H23  H23  H 0 1 N N N 8.014  8.753  4.417  3.022  0.752  -0.910 H23  I04 60 
I04 H13  H13  H 0 1 N N N 4.836  8.935  1.193  3.073  4.683  1.396  H13  I04 61 
I04 H12  H12  H 0 1 N N N 2.568  9.108  2.030  1.384  6.278  0.580  H12  I04 62 
I04 H16  H16  H 0 1 N N N 4.012  9.406  6.097  0.068  3.601  -2.304 H16  I04 63 
I04 H15  H15  H 0 1 N N N 6.354  9.228  5.264  1.715  1.913  -1.594 H15  I04 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 
I04 F96 C76  SING N N 1  
I04 C76 C75  DOUB Y N 2  
I04 C76 C71  SING Y N 3  
I04 C75 O95  SING N N 4  
I04 C75 C74  SING Y N 5  
I04 O95 C98  SING N N 6  
I04 C98 H981 SING N N 7  
I04 C98 H982 SING N N 8  
I04 C98 H983 SING N N 9  
I04 C74 C73  DOUB Y N 10 
I04 C74 H74  SING N N 11 
I04 C73 C72  SING Y N 12 
I04 C73 H73  SING N N 13 
I04 C72 O92  SING N N 14 
I04 C72 C71  DOUB Y N 15 
I04 O92 H92  SING N N 16 
I04 C71 C61  SING N N 17 
I04 C61 O62  DOUB N N 18 
I04 C61 C54  SING N N 19 
I04 C54 C55  SING Y N 20 
I04 C54 C53  DOUB Y N 21 
I04 C55 C56  DOUB Y N 22 
I04 C55 H55  SING N N 23 
I04 C56 C51  SING Y N 24 
I04 C56 H56  SING N N 25 
I04 C53 C52  SING Y N 26 
I04 C53 H53  SING N N 27 
I04 C52 C51  DOUB Y N 28 
I04 C52 H52  SING N N 29 
I04 C51 C42  SING N N 30 
I04 C42 O43  DOUB N N 31 
I04 C42 N41  SING N N 32 
I04 N41 C37  SING N N 33 
I04 N41 H41  SING N N 34 
I04 C37 C36  SING N N 35 
I04 C37 C31  SING N N 36 
I04 C37 H37  SING N N 37 
I04 C36 C35  SING N N 38 
I04 C36 H361 SING N N 39 
I04 C36 H362 SING N N 40 
I04 C35 C34  SING N N 41 
I04 C35 H351 SING N N 42 
I04 C35 H352 SING N N 43 
I04 C34 N33  SING N N 44 
I04 C34 H341 SING N N 45 
I04 C34 H342 SING N N 46 
I04 N33 C32  SING N N 47 
I04 N33 H33  SING N N 48 
I04 C32 C31  SING N N 49 
I04 C32 H321 SING N N 50 
I04 C32 H322 SING N N 51 
I04 C31 N23  SING N N 52 
I04 C31 H31  SING N N 53 
I04 N23 C21  SING N N 54 
I04 N23 H23  SING N N 55 
I04 C21 O22  DOUB N N 56 
I04 C21 C14  SING N N 57 
I04 C14 C13  SING Y N 58 
I04 C14 C15  DOUB Y N 59 
I04 C13 C12  DOUB Y N 60 
I04 C13 H13  SING N N 61 
I04 C12 N11  SING Y N 62 
I04 C12 H12  SING N N 63 
I04 N11 C16  DOUB Y N 64 
I04 C16 C15  SING Y N 65 
I04 C16 H16  SING N N 66 
I04 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 
I04 SMILES           ACDLabs              10.04 Fc1c(OC)ccc(O)c1C(=O)c2ccc(cc2)C(=O)NC4CCCNCC4NC(=O)c3ccncc3 
I04 InChI            InChI                1.02b 
InChI=1/C27H27FN4O5/c1-37-22-9-8-21(33)23(24(22)28)25(34)16-4-6-17(7-5-16)26(35)31-19-3-2-12-30-15-20(19)32-27(36)18-10-13-29-14-11-18/h4-11,13-14,19-20,30,33H,2-3,12,15H2,1H3,(H,31,35)(H,32,36)/t19-,20-/m1/s1/f/h31-32H 
I04 InChIKey         InChI                1.02b KGSQEYHTCBVKAX-NASKKLAADB 
I04 SMILES_CANONICAL CACTVS               3.341 COc1ccc(O)c(c1F)C(=O)c2ccc(cc2)C(=O)N[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4 
I04 SMILES           CACTVS               3.341 COc1ccc(O)c(c1F)C(=O)c2ccc(cc2)C(=O)N[CH]3CCCNC[CH]3NC(=O)c4ccncc4 
I04 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccc(c(c1F)C(=O)c2ccc(cc2)C(=O)N[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4)O 
I04 SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccc(c(c1F)C(=O)c2ccc(cc2)C(=O)NC3CCCNCC3NC(=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 
I04 "SYSTEMATIC NAME" ACDLabs              10.04 N-{(3R,4R)-4-[({4-[(2-fluoro-6-hydroxy-3-methoxyphenyl)carbonyl]phenyl}carbonyl)amino]azepan-3-yl}pyridine-4-carboxamide 
I04 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(3R,4R)-4-[[4-(2-fluoro-6-hydroxy-3-methoxy-phenyl)carbonylphenyl]carbonylamino]azepan-3-yl]pyridine-4-carboxamide    
# 
