data_314
# 
_chem_comp.id                                    314 
_chem_comp.name                                  "N'-[(1S,2R)-2-[(2R,4S)-4-benzylpiperidin-2-yl]-1-(3,5-difluorobenzyl)-2-hydroxyethyl]-5-methyl-N,N-dipropylbenzene-1,3-dicarboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C36 H45 F2 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-04-08 
_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                        605.758 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     314 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3CIB 
_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 
314 F1   F1   F 0 1 N N N 27.026 10.808 19.137 -2.682 -3.325 -2.313 F1   314 1  
314 F2   F2   F 0 1 N N N 23.083 13.359 18.530 0.273  -5.304 0.817  F2   314 2  
314 C1   C1   C 0 1 Y N N 26.967 15.497 24.522 -4.923 1.707  -1.016 C1   314 3  
314 C2   C2   C 0 1 Y N N 27.119 14.285 23.790 -4.835 0.579  -0.197 C2   314 4  
314 C3   C3   C 0 1 Y N N 25.971 13.480 23.499 -3.590 0.019  0.080  C3   314 5  
314 C4   C4   C 0 1 Y N N 24.677 13.893 23.929 -2.440 0.589  -0.463 C4   314 6  
314 C5   C5   C 0 1 Y N N 24.528 15.113 24.656 -2.543 1.717  -1.280 C5   314 7  
314 C6   C6   C 0 1 Y N N 25.676 15.911 24.952 -3.780 2.267  -1.551 C6   314 8  
314 C7   C7   C 0 1 N N N 28.454 13.848 23.373 -6.061 -0.019 0.375  C7   314 9  
314 N1   N1   N 0 1 N N N 28.700 13.642 22.044 -6.997 0.771  0.936  N1   314 10 
314 O1   O1   O 0 1 N N N 29.331 13.656 24.209 -6.223 -1.223 0.339  O1   314 11 
314 C8   C8   C 0 1 N N N 30.044 13.190 21.700 -8.148 0.173  1.616  C8   314 12 
314 C9   C9   C 0 1 N N N 27.722 13.851 20.975 -6.865 2.229  0.865  C9   314 13 
314 C10  C10  C 0 1 N N N 28.229 14.926 20.016 -7.722 2.764  -0.283 C10  314 14 
314 C11  C11  C 0 1 N N N 28.794 16.139 20.752 -7.479 4.266  -0.444 C11  314 15 
314 C12  C12  C 0 1 N N N 30.012 11.718 21.207 -7.812 -0.043 3.093  C12  314 16 
314 C13  C13  C 0 1 N N N 29.193 10.776 22.110 -9.014 -0.668 3.804  C13  314 17 
314 C14  C14  C 0 1 N N N 25.526 17.170 25.704 -3.882 3.484  -2.434 C14  314 18 
314 C15  C15  C 0 1 N N N 23.500 13.077 23.616 -1.115 0.001  -0.173 C15  314 19 
314 O2   O2   O 0 1 N N N 22.379 13.551 23.484 -1.027 -0.980 0.539  O2   314 20 
314 N2   N2   N 0 1 N N N 23.751 11.752 23.481 -0.004 0.554  -0.699 N2   314 21 
314 C16  C16  C 0 1 N N S 22.652 10.831 23.142 1.310  -0.029 -0.412 C16  314 22 
314 C17  C17  C 0 1 N N R 22.125 10.029 24.354 2.388  1.047  -0.559 C17  314 23 
314 O3   O3   O 0 1 N N N 21.203 9.031  23.891 2.452  1.474  -1.922 O3   314 24 
314 C18  C18  C 0 1 N N N 23.123 9.871  22.033 1.589  -1.167 -1.395 C18  314 25 
314 C19  C19  C 0 1 Y N N 23.800 10.642 20.917 0.600  -2.282 -1.166 C19  314 26 
314 C20  C20  C 0 1 Y N N 25.144 10.341 20.550 -0.600 -2.292 -1.852 C20  314 27 
314 C21  C21  C 0 1 Y N N 25.774 11.072 19.494 -1.509 -3.315 -1.643 C21  314 28 
314 C22  C22  C 0 1 Y N N 25.068 12.095 18.812 -1.216 -4.328 -0.746 C22  314 29 
314 C23  C23  C 0 1 Y N N 23.733 12.395 19.177 -0.014 -4.316 -0.059 C23  314 30 
314 C24  C24  C 0 1 Y N N 23.094 11.675 20.224 0.896  -3.295 -0.275 C24  314 31 
314 C25  C25  C 0 1 N N R 21.397 10.894 25.390 3.743  0.473  -0.140 C25  314 32 
314 C26  C26  C 0 1 N N N 20.098 11.499 24.821 4.820  1.549  -0.287 C26  314 33 
314 C27  C27  C 0 1 N N S 19.270 12.192 25.906 6.170  0.976  0.152  C27  314 34 
314 C28  C28  C 0 1 N N N 19.135 11.315 27.153 6.060  0.482  1.597  C28  314 35 
314 C29  C29  C 0 1 N N N 20.475 10.801 27.643 4.946  -0.564 1.690  C29  314 36 
314 N3   N3   N 0 1 N N N 21.101 10.031 26.556 3.675  0.034  1.260  N3   314 37 
314 C30  C30  C 0 1 N N N 17.918 12.726 25.374 7.241  2.065  0.065  C30  314 38 
314 C31  C31  C 0 1 Y N N 16.952 11.590 25.096 8.590  1.470  0.379  C31  314 39 
314 C32  C32  C 0 1 Y N N 16.049 11.157 26.112 9.368  0.947  -0.636 C32  314 40 
314 C33  C33  C 0 1 Y N N 15.137 10.088 25.854 10.605 0.402  -0.348 C33  314 41 
314 C34  C34  C 0 1 Y N N 15.131 9.454  24.578 11.064 0.380  0.956  C34  314 42 
314 C35  C35  C 0 1 Y N N 16.033 9.890  23.565 10.286 0.903  1.971  C35  314 43 
314 C36  C36  C 0 1 Y N N 16.942 10.956 23.821 9.051  1.453  1.682  C36  314 44 
314 H1   H1   H 0 1 N N N 27.832 16.102 24.751 -5.888 2.140  -1.235 H1   314 45 
314 H3   H3   H 0 1 N N N 26.087 12.556 22.951 -3.516 -0.853 0.713  H3   314 46 
314 H5   H5   H 0 1 N N N 23.549 15.432 24.982 -1.652 2.160  -1.701 H5   314 47 
314 H8   H8   H 0 1 N N N 30.446 13.830 20.900 -9.007 0.839  1.533  H8   314 48 
314 H8A  H8A  H 0 1 N N N 30.681 13.253 22.594 -8.386 -0.785 1.154  H8A  314 49 
314 H9   H9   H 0 1 N N N 27.576 12.910 20.424 -7.199 2.670  1.804  H9   314 50 
314 H9A  H9A  H 0 1 N N N 26.767 14.175 21.414 -5.821 2.490  0.692  H9A  314 51 
314 H10  H10  H 0 1 N N N 29.026 14.492 19.394 -7.452 2.251  -1.207 H10  314 52 
314 H10A H10A H 0 0 N N N 27.378 15.266 19.408 -8.775 2.587  -0.064 H10A 314 53 
314 H11  H11  H 0 1 N N N 28.930 15.893 21.815 -7.749 4.778  0.480  H11  314 54 
314 H11A H11A H 0 0 N N N 29.764 16.415 20.313 -6.427 4.443  -0.664 H11A 314 55 
314 H11B H11B H 0 0 N N N 28.095 16.983 20.658 -8.090 4.647  -1.262 H11B 314 56 
314 H12  H12  H 0 1 N N N 29.562 11.705 20.204 -6.953 -0.709 3.177  H12  314 57 
314 H12A H12A H 0 0 N N N 31.049 11.352 21.217 -7.575 0.916  3.556  H12A 314 58 
314 H13  H13  H 0 1 N N N 28.998 9.834  21.577 -9.251 -1.626 3.342  H13  314 59 
314 H13A H13A H 0 0 N N N 29.759 10.566 23.030 -8.774 -0.821 4.856  H13A 314 60 
314 H13B H13B H 0 0 N N N 28.237 11.255 22.369 -9.873 -0.001 3.720  H13B 314 61 
314 H14  H14  H 0 1 N N N 25.489 16.952 26.782 -3.819 4.384  -1.822 H14  314 62 
314 H14A H14A H 0 0 N N N 26.382 17.827 25.493 -3.067 3.478  -3.157 H14A 314 63 
314 H14B H14B H 0 0 N N N 24.595 17.670 25.399 -4.836 3.470  -2.961 H14B 314 64 
314 HN2  HN2  H 0 1 N N N 24.678 11.401 23.611 -0.073 1.337  -1.267 HN2  314 65 
314 H16  H16  H 0 1 N N N 21.808 11.444 22.793 1.321  -0.417 0.606  H16  314 66 
314 H17  H17  H 0 1 N N N 23.006 9.589  24.843 2.141  1.898  0.076  H17  314 67 
314 HO3  HO3  H 0 1 N N N 20.999 9.187  22.976 2.668  0.767  -2.546 HO3  314 68 
314 H18  H18  H 0 1 N N N 23.837 9.151  22.459 1.490  -0.798 -2.416 H18  314 69 
314 H18A H18A H 0 0 N N N 22.249 9.343  21.623 2.600  -1.542 -1.240 H18A 314 70 
314 H20  H20  H 0 1 N N N 25.685 9.563  21.068 -0.828 -1.502 -2.552 H20  314 71 
314 H22  H22  H 0 1 N N N 25.548 12.645 18.015 -1.924 -5.126 -0.581 H22  314 72 
314 H24  H24  H 0 1 N N N 22.075 11.908 20.496 1.836  -3.289 0.257  H24  314 73 
314 H25  H25  H 0 1 N N N 22.035 11.742 25.679 3.989  -0.377 -0.776 H25  314 74 
314 H26  H26  H 0 1 N N N 20.362 12.240 24.052 4.881  1.864  -1.329 H26  314 75 
314 H26A H26A H 0 0 N N N 19.495 10.681 24.399 4.568  2.405  0.338  H26A 314 76 
314 H27  H27  H 0 1 N N N 19.824 13.089 26.219 6.442  0.144  -0.498 H27  314 77 
314 H28  H28  H 0 1 N N N 18.676 11.914 27.954 7.006  0.034  1.902  H28  314 78 
314 H28A H28A H 0 0 N N N 18.515 10.445 26.889 5.827  1.321  2.252  H28A 314 79 
314 H29  H29  H 0 1 N N N 21.121 11.647 27.921 5.187  -1.409 1.045  H29  314 80 
314 H29A H29A H 0 0 N N N 20.334 10.162 28.527 4.855  -0.907 2.720  H29A 314 81 
314 HN3  HN3  H 0 1 N N N 20.475 9.305  26.271 3.411  0.796  1.865  HN3  314 82 
314 H30  H30  H 0 1 N N N 17.476 13.393 26.129 7.254  2.482  -0.942 H30  314 83 
314 H30A H30A H 0 0 N N N 18.101 13.267 24.434 7.016  2.854  0.782  H30A 314 84 
314 H32  H32  H 0 1 N N N 16.055 11.639 27.079 9.010  0.965  -1.655 H32  314 85 
314 H33  H33  H 0 1 N N N 14.454 9.761  26.624 11.213 -0.008 -1.141 H33  314 86 
314 H34  H34  H 0 1 N N N 14.444 8.645  24.379 12.030 -0.047 1.181  H34  314 87 
314 H35  H35  H 0 1 N N N 16.027 9.410  22.598 10.644 0.886  2.990  H35  314 88 
314 H36  H36  H 0 1 N N N 17.623 11.283 23.049 8.444  1.866  2.475  H36  314 89 
# 
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 
314 F1  C21  SING N N 1  
314 F2  C23  SING N N 2  
314 C1  C2   DOUB Y N 3  
314 C1  C6   SING Y N 4  
314 C2  C3   SING N N 5  
314 C2  C7   SING Y N 6  
314 C3  C4   DOUB N N 7  
314 C4  C5   SING Y N 8  
314 C4  C15  SING N N 9  
314 C5  C6   DOUB Y N 10 
314 C6  C14  SING N N 11 
314 C7  N1   SING Y N 12 
314 C7  O1   DOUB N N 13 
314 N1  C8   SING N N 14 
314 N1  C9   SING N N 15 
314 C8  C12  SING N N 16 
314 C9  C10  SING N N 17 
314 C10 C11  SING N N 18 
314 C12 C13  SING N N 19 
314 C15 O2   DOUB N N 20 
314 C15 N2   SING N N 21 
314 N2  C16  SING N N 22 
314 C16 C17  SING N N 23 
314 C16 C18  SING N N 24 
314 C17 O3   SING N N 25 
314 C17 C25  SING N N 26 
314 C18 C19  SING N N 27 
314 C19 C20  DOUB N N 28 
314 C19 C24  SING N N 29 
314 C20 C21  SING N N 30 
314 C21 C22  DOUB N N 31 
314 C22 C23  SING N N 32 
314 C23 C24  DOUB N N 33 
314 C25 C26  SING N N 34 
314 C25 N3   SING N N 35 
314 C26 C27  SING N N 36 
314 C27 C28  SING N N 37 
314 C27 C30  SING N N 38 
314 C28 C29  SING N N 39 
314 C29 N3   SING N N 40 
314 C30 C31  SING N N 41 
314 C31 C32  DOUB N N 42 
314 C31 C36  SING N N 43 
314 C32 C33  SING N N 44 
314 C33 C34  DOUB N N 45 
314 C34 C35  SING N N 46 
314 C35 C36  DOUB N N 47 
314 C1  H1   SING N N 48 
314 C3  H3   SING N N 49 
314 C5  H5   SING N N 50 
314 C8  H8   SING N N 51 
314 C8  H8A  SING N N 52 
314 C9  H9   SING N N 53 
314 C9  H9A  SING Y N 54 
314 C10 H10  SING Y N 55 
314 C10 H10A SING Y N 56 
314 C11 H11  SING N N 57 
314 C11 H11A SING Y N 58 
314 C11 H11B SING Y N 59 
314 C12 H12  SING N N 60 
314 C12 H12A SING Y N 61 
314 C13 H13  SING N N 62 
314 C13 H13A SING N N 63 
314 C13 H13B SING N N 64 
314 C14 H14  SING N N 65 
314 C14 H14A SING N N 66 
314 C14 H14B SING N N 67 
314 N2  HN2  SING N N 68 
314 C16 H16  SING N N 69 
314 C17 H17  SING N N 70 
314 O3  HO3  SING N N 71 
314 C18 H18  SING N N 72 
314 C18 H18A SING N N 73 
314 C20 H20  SING N N 74 
314 C22 H22  SING N N 75 
314 C24 H24  SING N N 76 
314 C25 H25  SING N N 77 
314 C26 H26  SING N N 78 
314 C26 H26A SING N N 79 
314 C27 H27  SING N N 80 
314 C28 H28  SING N N 81 
314 C28 H28A SING Y N 82 
314 C29 H29  SING Y N 83 
314 C29 H29A SING Y N 84 
314 N3  HN3  SING N N 85 
314 C30 H30  SING Y N 86 
314 C30 H30A SING N N 87 
314 C32 H32  SING Y N 88 
314 C33 H33  SING N N 89 
314 C34 H34  SING Y N 90 
314 C35 H35  SING N N 91 
314 C36 H36  SING N N 92 
# 
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 
314 SMILES           ACDLabs              10.04 O=C(N(CCC)CCC)c1cc(cc(c1)C)C(=O)NC(Cc2cc(F)cc(F)c2)C(O)C4NCCC(Cc3ccccc3)C4 
314 InChI            InChI                1.02b 
;InChI=1/C36H45F2N3O3/c1-4-13-41(14-5-2)36(44)29-16-24(3)15-28(22-29)35(43)40-33(21-27-18-30(37)23-31(38)19-27)34(42)32-20-26(11-12-39-32)17-25-9-7-6-8-10-25/h6-10,15-16,18-19,22-23,26,32-34,39,42H,4-5,11-14,17,20-21H2,1-3H3,(H,40,43)/t26-,32-,33+,34-/m1/s1/f/h40H
;
314 InChIKey         InChI                1.02b UKXYKYZOSFWZIM-YXOKVVGWDL 
314 SMILES_CANONICAL CACTVS               3.341 CCCN(CCC)C(=O)c1cc(C)cc(c1)C(=O)N[C@@H](Cc2cc(F)cc(F)c2)[C@H](O)[C@H]3C[C@H](CCN3)Cc4ccccc4 
314 SMILES           CACTVS               3.341 CCCN(CCC)C(=O)c1cc(C)cc(c1)C(=O)N[CH](Cc2cc(F)cc(F)c2)[CH](O)[CH]3C[CH](CCN3)Cc4ccccc4 
314 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCN(CCC)C(=O)c1cc(cc(c1)C(=O)N[C@@H](Cc2cc(cc(c2)F)F)[C@@H]([C@H]3C[C@H](CCN3)Cc4ccccc4)O)C 
314 SMILES           "OpenEye OEToolkits" 1.5.0 CCCN(CCC)C(=O)c1cc(cc(c1)C(=O)NC(Cc2cc(cc(c2)F)F)C(C3CC(CCN3)Cc4ccccc4)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 
314 "SYSTEMATIC NAME" ACDLabs              10.04 "N'-[(1S,2R)-2-[(2R,4S)-4-benzylpiperidin-2-yl]-1-(3,5-difluorobenzyl)-2-hydroxyethyl]-5-methyl-N,N-dipropylbenzene-1,3-dicarboxamide"                 
314 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(1R,2S)-3-(3,5-difluorophenyl)-1-hydroxy-1-[(2R,4S)-4-(phenylmethyl)piperidin-2-yl]propan-2-yl]-5-methyl-N',N'-dipropyl-benzene-1,3-dicarboxamide" 
# 
