data_R68
# 
_chem_comp.id                                    R68 
_chem_comp.name                                  N-{4-[(4-{3-[(2R)-3,3-DIMETHYLPIPERIDIN-2-YL]-2-FLUORO-6-HYDROXYBENZOYL}BENZOYL)AMINO]AZEPAN-3-YL}ISONICOTINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C33 H38 F N5 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-10-05 
_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                        587.684 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R68 
_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        1XH5 
_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 
R68 O22  O22  O 0 1 N N N 7.390  9.414  1.524  4.943  -2.819 -1.374 O22  R68 1  
R68 C21  C21  C 0 1 N N N 7.202  9.358  2.754  4.198  -2.466 -0.482 C21  R68 2  
R68 C14  C14  C 0 1 Y N N 5.851  9.495  3.363  3.015  -3.288 -0.135 C14  R68 3  
R68 C13  C13  C 0 1 Y N N 4.713  9.520  2.526  2.737  -4.473 -0.823 C13  R68 4  
R68 C12  C12  C 0 1 Y N N 3.435  9.635  3.084  1.623  -5.209 -0.467 C12  R68 5  
R68 N11  N11  N 0 1 Y N N 3.265  9.637  4.411  0.829  -4.806 0.505  N11  R68 6  
R68 C16  C16  C 0 1 Y N N 4.310  9.598  5.225  1.054  -3.696 1.178  C16  R68 7  
R68 C15  C15  C 0 1 Y N N 5.631  9.557  4.749  2.148  -2.902 0.892  C15  R68 8  
R68 N23  N23  N 0 1 N N N 8.309  9.138  3.561  4.448  -1.326 0.193  N23  R68 9  
R68 C31  C31  C 0 1 N N R 9.657  8.867  3.018  5.618  -0.514 -0.149 C31  R68 10 
R68 C32  C32  C 0 1 N N N 9.970  7.431  3.455  6.836  -1.070 0.606  C32  R68 11 
R68 N33  N33  N 0 1 N N N 11.246 6.964  2.911  7.992  -0.152 0.644  N33  R68 12 
R68 C34  C34  C 0 1 N N N 12.410 7.176  3.833  8.138  0.462  -0.654 C34  R68 13 
R68 C35  C35  C 0 1 N N N 12.821 8.638  3.830  7.474  1.842  -0.573 C35  R68 14 
R68 C36  C36  C 0 1 N N N 11.748 9.574  4.455  6.049  1.830  -0.876 C36  R68 15 
R68 C37  C37  C 0 1 N N R 10.649 9.982  3.445  5.301  0.928  0.148  C37  R68 16 
R68 N41  N41  N 0 1 N N N 11.246 10.618 2.292  3.857  1.148  0.032  N41  R68 17 
R68 C42  C42  C 0 1 N N N 11.806 11.877 2.292  3.274  2.160  0.704  C42  R68 18 
R68 O43  O43  O 0 1 N N N 11.677 12.582 3.305  3.945  2.891  1.405  O43  R68 19 
R68 C51  C51  C 0 1 Y N N 12.717 12.298 1.229  1.815  2.382  0.587  C51  R68 20 
R68 C52  C52  C 0 1 Y N N 13.101 13.653 1.137  1.211  3.431  1.282  C52  R68 21 
R68 C53  C53  C 0 1 Y N N 14.041 14.066 0.203  -0.147 3.638  1.173  C53  R68 22 
R68 C56  C56  C 0 1 Y N N 13.343 11.362 0.389  1.044  1.543  -0.219 C56  R68 23 
R68 C55  C55  C 0 1 Y N N 14.297 11.775 -0.525 -0.315 1.746  -0.323 C55  R68 24 
R68 C54  C54  C 0 1 Y N N 14.626 13.129 -0.658 -0.919 2.798  0.368  C54  R68 25 
R68 C61  C61  C 0 1 N N N 15.703 13.501 -1.577 -2.377 3.020  0.251  C61  R68 26 
R68 O62  O62  O 0 1 N N N 16.295 14.590 -1.385 -2.889 3.988  0.779  O62  R68 27 
R68 C71  C71  C 0 1 Y N N 16.236 12.536 -2.540 -3.209 2.069  -0.505 C71  R68 28 
R68 C72  C72  C 0 1 Y N N 15.533 12.172 -3.669 -3.457 2.277  -1.871 C72  R68 29 
R68 O82  O82  O 0 1 N N N 14.363 12.796 -3.818 -2.932 3.358  -2.501 O82  R68 30 
R68 C73  C73  C 0 1 Y N N 16.010 11.256 -4.597 -4.240 1.374  -2.572 C73  R68 31 
R68 C74  C74  C 0 1 Y N N 17.252 10.656 -4.378 -4.775 0.274  -1.930 C74  R68 32 
R68 C75  C75  C 0 1 Y N N 17.996 10.960 -3.220 -4.534 0.061  -0.583 C75  R68 33 
R68 C76  C76  C 0 1 Y N N 17.455 11.904 -2.350 -3.761 0.951  0.135  C76  R68 34 
R68 F89  F89  F 0 1 N N N 18.118 12.245 -1.252 -3.529 0.740  1.449  F89  R68 35 
R68 C91  C91  C 0 1 N N R 19.358 10.327 -2.982 -5.124 -1.144 0.103  C91  R68 36 
R68 C92  C92  C 0 1 N N N 20.559 11.193 -3.523 -6.440 -0.752 0.778  C92  R68 37 
R68 C97  C97  C 0 1 N N N 20.675 12.588 -2.839 -7.433 -0.270 -0.280 C97  R68 38 
R68 C98  C98  C 0 1 N N N 20.440 11.380 -5.026 -6.182 0.369  1.787  C98  R68 39 
R68 C93  C93  C 0 1 N N N 21.899 10.448 -3.265 -7.017 -1.971 1.504  C93  R68 40 
R68 C94  C94  C 0 1 N N N 22.032 9.958  -1.798 -7.165 -3.122 0.503  C94  R68 41 
R68 C95  C95  C 0 1 N N N 20.771 9.169  -1.351 -5.812 -3.391 -0.158 C95  R68 42 
R68 N96  N96  N 0 1 N N N 19.514 9.965  -1.544 -5.370 -2.198 -0.888 N96  R68 43 
R68 H13  H13  H 0 1 N N N 4.823  9.449  1.431  3.384  -4.809 -1.620 H13  R68 44 
R68 H12  H12  H 0 1 N N N 2.532  9.727  2.457  1.400  -6.126 -0.992 H12  R68 45 
R68 H16  H16  H 0 1 N N N 4.079  9.600  6.304  0.377  -3.404 1.967  H16  R68 46 
R68 H15  H15  H 0 1 N N N 6.481  9.573  5.452  2.327  -1.994 1.448  H15  R68 47 
R68 H23  H23  H 0 1 N N N 8.130  9.176  4.564  3.853  -1.044 0.906  H23  R68 48 
R68 H31  H31  H 0 1 N N N 9.739  8.909  1.907  5.802  -0.609 -1.220 H31  R68 49 
R68 H321 1H32 H 0 0 N N N 9.138  6.736  3.193  7.147  -2.000 0.129  H321 R68 50 
R68 H322 2H32 H 0 0 N N N 9.940  7.329  4.565  6.535  -1.293 1.630  H322 R68 51 
R68 H33  H33  H 0 1 N N N 11.426 7.389  2.001  8.811  -0.723 0.788  H33  R68 52 
R68 H341 1H34 H 0 0 N N N 13.264 6.503  3.588  7.642  -0.145 -1.411 H341 R68 53 
R68 H342 2H34 H 0 0 N N N 12.199 6.805  4.863  9.195  0.572  -0.898 H342 R68 54 
R68 H351 1H35 H 0 0 N N N 13.090 8.973  2.801  7.974  2.510  -1.275 H351 R68 55 
R68 H352 2H35 H 0 0 N N N 13.808 8.775  4.331  7.613  2.235  0.434  H352 R68 56 
R68 H361 1H36 H 0 0 N N N 12.221 10.473 4.916  5.896  1.440  -1.882 H361 R68 57 
R68 H362 2H36 H 0 0 N N N 11.302 9.116  5.369  5.658  2.846  -0.818 H362 R68 58 
R68 H37  H37  H 0 1 N N N 10.006 10.702 4.003  5.628  1.173  1.158  H37  R68 59 
R68 H41  H41  H 0 1 N N N 11.275 10.133 1.395  3.321  0.564  -0.527 H41  R68 60 
R68 H52  H52  H 0 1 N N N 12.657 14.406 1.810  1.808  4.080  1.905  H52  R68 61 
R68 H53  H53  H 0 1 N N N 14.321 15.131 0.145  -0.614 4.450  1.711  H53  R68 62 
R68 H56  H56  H 0 1 N N N 13.083 10.292 0.448  1.512  0.732  -0.757 H56  R68 63 
R68 H55  H55  H 0 1 N N N 14.799 11.019 -1.152 -0.912 1.096  -0.946 H55  R68 64 
R68 H82  H82  H 0 1 N N N 13.879 12.545 -4.596 -3.612 4.046  -2.487 H82  R68 65 
R68 H73  H73  H 0 1 N N N 15.414 11.010 -5.491 -4.434 1.532  -3.623 H73  R68 66 
R68 H74  H74  H 0 1 N N N 17.646 9.941  -5.120 -5.384 -0.426 -2.483 H74  R68 67 
R68 H91  H91  H 0 1 N N N 19.396 9.390  -3.585 -4.425 -1.511 0.855  H91  R68 68 
R68 H971 1H97 H 0 0 N N N 20.733 12.481 -1.731 -7.021 0.597  -0.798 H971 R68 69 
R68 H972 2H97 H 0 0 N N N 21.525 13.201 -3.222 -7.616 -1.069 -0.999 H972 R68 70 
R68 H973 3H97 H 0 0 N N N 19.715 13.149 -2.921 -8.371 0.007  0.201  H973 R68 71 
R68 H981 1H98 H 0 0 N N N 19.453 11.812 -5.314 -7.120 0.646  2.269  H981 R68 72 
R68 H982 2H98 H 0 0 N N N 21.290 11.993 -5.409 -5.475 0.024  2.541  H982 R68 73 
R68 H983 3H98 H 0 0 N N N 20.356 10.405 -5.561 -5.770 1.235  1.270  H983 R68 74 
R68 H931 1H93 H 0 0 N N N 22.771 11.077 -3.559 -6.344 -2.271 2.307  H931 R68 75 
R68 H932 2H93 H 0 0 N N N 22.035 9.606  -3.983 -7.993 -1.720 1.919  H932 R68 76 
R68 H941 1H94 H 0 0 N N N 22.255 10.801 -1.103 -7.500 -4.018 1.025  H941 R68 77 
R68 H942 2H94 H 0 0 N N N 22.962 9.362  -1.648 -7.895 -2.849 -0.259 H942 R68 78 
R68 H951 1H95 H 0 0 N N N 20.868 8.814  -0.299 -5.078 -3.639 0.608  H951 R68 79 
R68 H952 2H95 H 0 0 N N N 20.708 8.182  -1.865 -5.907 -4.226 -0.851 H952 R68 80 
R68 H96  H96  H 0 1 N N N 18.694 9.480  -1.180 -4.477 -2.424 -1.299 H96  R68 81 
# 
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 
R68 O22 C21  DOUB N N 1  
R68 C21 C14  SING N N 2  
R68 C21 N23  SING N N 3  
R68 C14 C13  DOUB Y N 4  
R68 C14 C15  SING Y N 5  
R68 C13 C12  SING Y N 6  
R68 C13 H13  SING N N 7  
R68 C12 N11  DOUB Y N 8  
R68 C12 H12  SING N N 9  
R68 N11 C16  SING Y N 10 
R68 C16 C15  DOUB Y N 11 
R68 C16 H16  SING N N 12 
R68 C15 H15  SING N N 13 
R68 N23 C31  SING N N 14 
R68 N23 H23  SING N N 15 
R68 C31 C32  SING N N 16 
R68 C31 C37  SING N N 17 
R68 C31 H31  SING N N 18 
R68 C32 N33  SING N N 19 
R68 C32 H321 SING N N 20 
R68 C32 H322 SING N N 21 
R68 N33 C34  SING N N 22 
R68 N33 H33  SING N N 23 
R68 C34 C35  SING N N 24 
R68 C34 H341 SING N N 25 
R68 C34 H342 SING N N 26 
R68 C35 C36  SING N N 27 
R68 C35 H351 SING N N 28 
R68 C35 H352 SING N N 29 
R68 C36 C37  SING N N 30 
R68 C36 H361 SING N N 31 
R68 C36 H362 SING N N 32 
R68 C37 N41  SING N N 33 
R68 C37 H37  SING N N 34 
R68 N41 C42  SING N N 35 
R68 N41 H41  SING N N 36 
R68 C42 O43  DOUB N N 37 
R68 C42 C51  SING N N 38 
R68 C51 C52  DOUB Y N 39 
R68 C51 C56  SING Y N 40 
R68 C52 C53  SING Y N 41 
R68 C52 H52  SING N N 42 
R68 C53 C54  DOUB Y N 43 
R68 C53 H53  SING N N 44 
R68 C56 C55  DOUB Y N 45 
R68 C56 H56  SING N N 46 
R68 C55 C54  SING Y N 47 
R68 C55 H55  SING N N 48 
R68 C54 C61  SING N N 49 
R68 C61 O62  DOUB N N 50 
R68 C61 C71  SING N N 51 
R68 C71 C72  DOUB Y N 52 
R68 C71 C76  SING Y N 53 
R68 C72 O82  SING N N 54 
R68 C72 C73  SING Y N 55 
R68 O82 H82  SING N N 56 
R68 C73 C74  DOUB Y N 57 
R68 C73 H73  SING N N 58 
R68 C74 C75  SING Y N 59 
R68 C74 H74  SING N N 60 
R68 C75 C76  DOUB Y N 61 
R68 C75 C91  SING N N 62 
R68 C76 F89  SING N N 63 
R68 C91 C92  SING N N 64 
R68 C91 N96  SING N N 65 
R68 C91 H91  SING N N 66 
R68 C92 C97  SING N N 67 
R68 C92 C98  SING N N 68 
R68 C92 C93  SING N N 69 
R68 C97 H971 SING N N 70 
R68 C97 H972 SING N N 71 
R68 C97 H973 SING N N 72 
R68 C98 H981 SING N N 73 
R68 C98 H982 SING N N 74 
R68 C98 H983 SING N N 75 
R68 C93 C94  SING N N 76 
R68 C93 H931 SING N N 77 
R68 C93 H932 SING N N 78 
R68 C94 C95  SING N N 79 
R68 C94 H941 SING N N 80 
R68 C94 H942 SING N N 81 
R68 C95 N96  SING N N 82 
R68 C95 H951 SING N N 83 
R68 C95 H952 SING N N 84 
R68 N96 H96  SING N N 85 
# 
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 
R68 SMILES           ACDLabs              10.04 O=C(c1ccncc1)NC5CNCCCC5NC(=O)c2ccc(cc2)C(=O)c3c(O)ccc(c3F)C4NCCCC4(C)C 
R68 InChI            InChI                1.02b 
;InChI=1/C33H38FN5O4/c1-33(2)14-4-16-37-30(33)23-10-11-26(40)27(28(23)34)29(41)20-6-8-21(9-7-20)31(42)38-24-5-3-15-36-19-25(24)39-32(43)22-12-17-35-18-13-22/h6-13,17-18,24-25,30,36-37,40H,3-5,14-16,19H2,1-2H3,(H,38,42)(H,39,43)/t24-,25-,30+/m1/s1/f/h38-39H
;
R68 InChIKey         InChI                1.02b LLDRWTNKJQFSDC-FPMYXKOEDW 
R68 SMILES_CANONICAL CACTVS               3.341 CC1(C)CCCN[C@H]1c2ccc(O)c(c2F)C(=O)c3ccc(cc3)C(=O)N[C@@H]4CCCNC[C@H]4NC(=O)c5ccncc5 
R68 SMILES           CACTVS               3.341 CC1(C)CCCN[CH]1c2ccc(O)c(c2F)C(=O)c3ccc(cc3)C(=O)N[CH]4CCCNC[CH]4NC(=O)c5ccncc5 
R68 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1(CCCN[C@H]1c2ccc(c(c2F)C(=O)c3ccc(cc3)C(=O)N[C@@H]4CCCNC[C@H]4NC(=O)c5ccncc5)O)C 
R68 SMILES           "OpenEye OEToolkits" 1.5.0 CC1(CCCNC1c2ccc(c(c2F)C(=O)c3ccc(cc3)C(=O)NC4CCCNCC4NC(=O)c5ccncc5)O)C 
# 
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 
R68 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(3R,4R)-4-({[4-({3-[(2R)-3,3-dimethylpiperidin-2-yl]-2-fluoro-6-hydroxyphenyl}carbonyl)phenyl]carbonyl}amino)azepan-3-yl]pyridine-4-carboxamide 
R68 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(3R,4R)-4-[[4-[3-[(2R)-3,3-dimethylpiperidin-2-yl]-2-fluoro-6-hydroxy-phenyl]carbonylphenyl]carbonylamino]azepan-3-yl]pyridine-4-carboxamide    
# 
