data_R69
# 
_chem_comp.id                                    R69 
_chem_comp.name                                  N-[4-({4-[5-(DIMETHYLAMINO)-2-HYDROXYBENZOYL]BENZOYL}AMINO)AZEPAN-3-YL]ISONICOTINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAD 
_chem_comp.formula                               "C28 H31 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                        501.577 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     R69 
_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        1XH4 
_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 
R69 O22  O22  O 0 1 N N N 10.477 21.116 30.256 4.224  2.501  1.374  O22  R69 1  
R69 C21  C21  C 0 1 N N N 10.597 22.348 30.163 3.509  2.226  0.431  C21  R69 2  
R69 C14  C14  C 0 1 Y N N 11.886 23.036 30.377 2.507  3.205  -0.050 C14  R69 3  
R69 C13  C13  C 0 1 Y N N 13.052 22.283 30.622 2.367  4.452  0.567  C13  R69 4  
R69 C12  C12  C 0 1 Y N N 14.286 22.930 30.763 1.420  5.335  0.086  C12  R69 5  
R69 N11  N11  N 0 1 Y N N 14.402 24.259 30.711 0.655  5.015  -0.939 N11  R69 6  
R69 C16  C16  C 0 1 Y N N 13.312 25.004 30.478 0.754  3.851  -1.549 C16  R69 7  
R69 C15  C15  C 0 1 Y N N 12.036 24.438 30.286 1.679  2.911  -1.138 C15  R69 8  
R69 N23  N23  N 0 1 N N N 9.484  23.106 29.809 3.628  1.029  -0.178 N23  R69 9  
R69 C31  C31  C 0 1 N N R 8.237  22.512 29.340 4.619  0.061  0.297  C31  R69 10 
R69 C32  C32  C 0 1 N N N 8.034  22.990 27.898 5.970  0.381  -0.364 C32  R69 11 
R69 N33  N33  N 0 1 N N N 6.705  22.448 27.434 6.962  -0.708 -0.265 N33  R69 12 
R69 C34  C34  C 0 1 N N N 5.507  23.344 27.605 6.898  -1.273 1.062  C34  R69 13 
R69 C35  C35  C 0 1 N N N 4.973  23.296 29.025 6.031  -2.534 0.969  C35  R69 14 
R69 C36  C36  C 0 1 N N N 6.028  23.839 30.002 4.606  -2.283 1.141  C36  R69 15 
R69 C37  C37  C 0 1 N N R 7.138  22.847 30.406 4.101  -1.326 0.023  C37  R69 16 
R69 N41  N41  N 0 1 N N N 6.556  21.595 30.973 2.636  -1.311 0.015  N41  R69 17 
R69 C42  C42  C 0 1 N N N 5.901  21.573 32.213 1.955  -2.251 -0.671 C42  R69 18 
R69 O43  O43  O 0 1 N N N 5.926  22.529 33.012 2.557  -3.111 -1.282 O43  R69 19 
R69 C51  C51  C 0 1 Y N N 5.099  20.404 32.540 0.475  -2.235 -0.679 C51  R69 20 
R69 C52  C52  C 0 1 Y N N 4.744  20.148 33.881 -0.229 -3.208 -1.388 C52  R69 21 
R69 C53  C53  C 0 1 Y N N 3.927  19.068 34.210 -1.607 -3.193 -1.396 C53  R69 22 
R69 C56  C56  C 0 1 Y N N 4.654  19.551 31.510 -0.216 -1.246 0.024  C56  R69 23 
R69 C55  C55  C 0 1 Y N N 3.884  18.453 31.825 -1.593 -1.227 0.012  C55  R69 24 
R69 C54  C54  C 0 1 Y N N 3.517  18.205 33.169 -2.299 -2.204 -0.694 C54  R69 25 
R69 C61  C61  C 0 1 N N N 2.633  17.078 33.447 -3.778 -2.188 -0.702 C61  R69 26 
R69 O62  O62  O 0 1 N N N 1.830  17.234 34.392 -4.391 -2.974 -1.398 O62  R69 27 
R69 C71  C71  C 0 1 Y N N 2.529  15.918 32.620 -4.509 -1.220 0.135  C71  R69 28 
R69 C72  C72  C 0 1 Y N N 3.605  15.023 32.309 -4.616 -1.422 1.519  C72  R69 29 
R69 O92  O92  O 0 1 N N N 4.799  15.178 32.758 -4.046 -2.512 2.092  O92  R69 30 
R69 C73  C73  C 0 1 Y N N 3.275  13.926 31.434 -5.305 -0.507 2.299  C73  R69 31 
R69 C74  C74  C 0 1 Y N N 1.999  13.742 30.936 -5.885 0.603  1.717  C74  R69 32 
R69 C76  C76  C 0 1 Y N N 1.247  15.698 32.101 -5.105 -0.097 -0.448 C76  R69 33 
R69 C75  C75  C 0 1 Y N N 0.952  14.627 31.273 -5.784 0.811  0.345  C75  R69 34 
R69 N95  N95  N 0 1 N N N -0.371 14.447 30.720 -6.376 1.939  -0.235 N95  R69 35 
R69 C98  C98  C 0 1 N N N -1.514 15.272 31.155 -7.101 2.898  0.602  C98  R69 36 
R69 C99  C99  C 0 1 N N N -0.747 13.114 30.197 -6.270 2.160  -1.680 C99  R69 37 
R69 H13  H13  H 0 1 N N N 12.999 21.184 30.704 2.990  4.720  1.408  H13  R69 38 
R69 H12  H12  H 0 1 N N N 15.218 22.362 30.924 1.304  6.300  0.557  H12  R69 39 
R69 H16  H16  H 0 1 N N N 13.467 26.096 30.444 0.107  3.631  -2.385 H16  R69 40 
R69 H15  H15  H 0 1 N N N 11.168 25.083 30.068 1.755  1.959  -1.643 H15  R69 41 
R69 H23  H23  H 0 1 N N N 9.584  24.117 29.895 3.058  0.809  -0.932 H23  R69 42 
R69 H31  H31  H 0 1 N N N 8.212  21.400 29.268 4.726  0.178  1.375  H31  R69 43 
R69 H321 1H32 H 0 0 N N N 8.878  22.715 27.223 6.385  1.273  0.106  H321 R69 44 
R69 H322 2H32 H 0 0 N N N 8.118  24.096 27.788 5.796  0.597  -1.418 H322 R69 45 
R69 H33  H33  H 0 1 N N N 6.527  21.551 27.885 7.872  -0.281 -0.355 H33  R69 46 
R69 H341 1H34 H 0 0 N N N 4.711  23.106 26.862 6.445  -0.559 1.749  H341 R69 47 
R69 H342 2H34 H 0 0 N N N 5.732  24.390 27.289 7.900  -1.535 1.403  H342 R69 48 
R69 H351 1H35 H 0 0 N N N 4.629  22.274 29.308 6.355  -3.236 1.737  H351 R69 49 
R69 H352 2H35 H 0 0 N N N 3.999  23.829 29.123 6.188  -2.993 -0.007 H352 R69 50 
R69 H361 1H36 H 0 0 N N N 5.530  24.244 30.913 4.433  -1.825 2.115  H361 R69 51 
R69 H362 2H36 H 0 0 N N N 6.482  24.772 29.592 4.063  -3.226 1.084  H362 R69 52 
R69 H37  H37  H 0 1 N N N 7.703  23.413 31.183 4.468  -1.669 -0.945 H37  R69 53 
R69 H41  H41  H 0 1 N N N 6.609  20.701 30.484 2.155  -0.623 0.503  H41  R69 54 
R69 H52  H52  H 0 1 N N N 5.112  20.805 34.687 0.305  -3.973 -1.931 H52  R69 55 
R69 H53  H53  H 0 1 N N N 3.616  18.902 35.255 -2.152 -3.947 -1.945 H53  R69 56 
R69 H56  H56  H 0 1 N N N 4.909  19.743 30.454 0.330  -0.493 0.574  H56  R69 57 
R69 H55  H55  H 0 1 N N N 3.565  17.781 31.011 -2.128 -0.462 0.555  H55  R69 58 
R69 H92  H92  H 0 1 N N N 5.512  14.585 32.552 -4.711 -3.214 2.080  H92  R69 59 
R69 H73  H73  H 0 1 N N N 4.038  13.190 31.130 -5.388 -0.661 3.364  H73  R69 60 
R69 H74  H74  H 0 1 N N N 1.815  12.885 30.267 -6.420 1.313  2.330  H74  R69 61 
R69 H76  H76  H 0 1 N N N 0.434  16.399 32.356 -5.027 0.066  -1.513 H76  R69 62 
R69 H981 1H98 H 0 0 N N N -1.232 16.343 31.023 -7.489 3.704  -0.022 H981 R69 63 
R69 H982 2H98 H 0 0 N N N -2.535 15.133 30.728 -7.928 2.393  1.099  H982 R69 64 
R69 H983 3H98 H 0 0 N N N -1.593 15.188 32.264 -6.424 3.311  1.350  H983 R69 65 
R69 H991 1H99 H 0 0 N N N -0.583 12.353 30.996 -6.789 3.081  -1.945 H991 R69 66 
R69 H992 2H99 H 0 0 N N N -1.768 12.975 29.770 -5.220 2.240  -1.959 H992 R69 67 
R69 H993 3H99 H 0 0 N N N 0.007  12.798 29.439 -6.724 1.322  -2.210 H993 R69 68 
# 
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 
R69 O22 C21  DOUB N N 1  
R69 C21 C14  SING N N 2  
R69 C21 N23  SING N N 3  
R69 C14 C13  DOUB Y N 4  
R69 C14 C15  SING Y N 5  
R69 C13 C12  SING Y N 6  
R69 C13 H13  SING N N 7  
R69 C12 N11  DOUB Y N 8  
R69 C12 H12  SING N N 9  
R69 N11 C16  SING Y N 10 
R69 C16 C15  DOUB Y N 11 
R69 C16 H16  SING N N 12 
R69 C15 H15  SING N N 13 
R69 N23 C31  SING N N 14 
R69 N23 H23  SING N N 15 
R69 C31 C32  SING N N 16 
R69 C31 C37  SING N N 17 
R69 C31 H31  SING N N 18 
R69 C32 N33  SING N N 19 
R69 C32 H321 SING N N 20 
R69 C32 H322 SING N N 21 
R69 N33 C34  SING N N 22 
R69 N33 H33  SING N N 23 
R69 C34 C35  SING N N 24 
R69 C34 H341 SING N N 25 
R69 C34 H342 SING N N 26 
R69 C35 C36  SING N N 27 
R69 C35 H351 SING N N 28 
R69 C35 H352 SING N N 29 
R69 C36 C37  SING N N 30 
R69 C36 H361 SING N N 31 
R69 C36 H362 SING N N 32 
R69 C37 N41  SING N N 33 
R69 C37 H37  SING N N 34 
R69 N41 C42  SING N N 35 
R69 N41 H41  SING N N 36 
R69 C42 O43  DOUB N N 37 
R69 C42 C51  SING N N 38 
R69 C51 C52  DOUB Y N 39 
R69 C51 C56  SING Y N 40 
R69 C52 C53  SING Y N 41 
R69 C52 H52  SING N N 42 
R69 C53 C54  DOUB Y N 43 
R69 C53 H53  SING N N 44 
R69 C56 C55  DOUB Y N 45 
R69 C56 H56  SING N N 46 
R69 C55 C54  SING Y N 47 
R69 C55 H55  SING N N 48 
R69 C54 C61  SING N N 49 
R69 C61 O62  DOUB N N 50 
R69 C61 C71  SING N N 51 
R69 C71 C72  DOUB Y N 52 
R69 C71 C76  SING Y N 53 
R69 C72 O92  SING N N 54 
R69 C72 C73  SING Y N 55 
R69 O92 H92  SING N N 56 
R69 C73 C74  DOUB Y N 57 
R69 C73 H73  SING N N 58 
R69 C74 C75  SING Y N 59 
R69 C74 H74  SING N N 60 
R69 C76 C75  DOUB Y N 61 
R69 C76 H76  SING N N 62 
R69 C75 N95  SING N N 63 
R69 N95 C98  SING N N 64 
R69 N95 C99  SING N N 65 
R69 C98 H981 SING N N 66 
R69 C98 H982 SING N N 67 
R69 C98 H983 SING N N 68 
R69 C99 H991 SING N N 69 
R69 C99 H992 SING N N 70 
R69 C99 H993 SING N N 71 
# 
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 
R69 SMILES           ACDLabs              10.04 O=C(c1cc(N(C)C)ccc1O)c2ccc(cc2)C(=O)NC4CCCNCC4NC(=O)c3ccncc3 
R69 InChI            InChI                1.02b 
InChI=1/C28H31N5O4/c1-33(2)21-9-10-25(34)22(16-21)26(35)18-5-7-19(8-6-18)27(36)31-23-4-3-13-30-17-24(23)32-28(37)20-11-14-29-15-12-20/h5-12,14-16,23-24,30,34H,3-4,13,17H2,1-2H3,(H,31,36)(H,32,37)/t23-,24-/m1/s1/f/h31-32H 
R69 InChIKey         InChI                1.02b NYQLXXDGJNYPPH-NCNMZIGMDH 
R69 SMILES_CANONICAL CACTVS               3.341 CN(C)c1ccc(O)c(c1)C(=O)c2ccc(cc2)C(=O)N[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4 
R69 SMILES           CACTVS               3.341 CN(C)c1ccc(O)c(c1)C(=O)c2ccc(cc2)C(=O)N[CH]3CCCNC[CH]3NC(=O)c4ccncc4 
R69 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)c1ccc(c(c1)C(=O)c2ccc(cc2)C(=O)N[C@@H]3CCCNC[C@H]3NC(=O)c4ccncc4)O 
R69 SMILES           "OpenEye OEToolkits" 1.5.0 CN(C)c1ccc(c(c1)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 
R69 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(3R,4R)-4-{[(4-{[5-(dimethylamino)-2-hydroxyphenyl]carbonyl}phenyl)carbonyl]amino}azepan-3-yl]pyridine-4-carboxamide 
R69 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(3R,4R)-4-[[4-(5-dimethylamino-2-hydroxy-phenyl)carbonylphenyl]carbonylamino]azepan-3-yl]pyridine-4-carboxamide      
# 
