data_316
# 
_chem_comp.id                                    316 
_chem_comp.name                                  "N'-[(1S,2S)-2-[(2S)-4-benzyl-3-oxopiperazin-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                               "C35 H42 F2 N4 O4" 
_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                        620.729 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     316 
_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        3CIC 
_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 
316 C1   C1   C 0 1 Y N N 27.046 15.556 24.308 -4.210 1.844  -1.312 C1   316 1  
316 C2   C2   C 0 1 Y N N 27.180 14.339 23.583 -4.350 0.856  -0.335 C2   316 2  
316 C3   C3   C 0 1 Y N N 26.017 13.565 23.274 -3.249 0.087  0.036  C3   316 3  
316 C4   C4   C 0 1 Y N N 24.730 14.016 23.684 -2.015 0.310  -0.570 C4   316 4  
316 C5   C5   C 0 1 Y N N 24.601 15.242 24.403 -1.889 1.301  -1.546 C5   316 5  
316 C6   C6   C 0 1 Y N N 25.763 16.010 24.716 -2.984 2.060  -1.910 C6   316 6  
316 C7   C7   C 0 1 N N N 28.515 13.871 23.184 -5.663 0.627  0.305  C7   316 7  
316 N1   N1   N 0 1 N N N 28.756 13.649 21.854 -6.384 1.673  0.757  N1   316 8  
316 O1   O1   O 0 1 N N N 29.393 13.674 24.020 -6.093 -0.504 0.423  O1   316 9  
316 C8   C8   C 0 1 N N N 30.087 13.176 21.497 -7.628 1.440  1.495  C8   316 10 
316 C9   C9   C 0 1 N N N 27.774 13.865 20.789 -5.923 3.041  0.511  C9   316 11 
316 C10  C10  C 0 1 N N N 28.322 14.873 19.784 -6.679 3.626  -0.684 C10  316 12 
316 C11  C11  C 0 1 N N N 28.895 16.117 20.472 -6.096 4.997  -1.035 C11  316 13 
316 C12  C12  C 0 1 N N N 30.043 11.703 21.034 -7.307 1.193  2.970  C12  316 14 
316 C13  C13  C 0 1 N N N 29.220 10.797 21.956 -8.606 0.951  3.741  C13  316 15 
316 C14  C14  C 0 1 N N N 25.636 17.273 25.462 -2.840 3.128  -2.963 C14  316 16 
316 C15  C15  C 0 1 N N N 23.537 13.236 23.349 -0.841 -0.502 -0.182 C15  316 17 
316 O2   O2   O 0 1 N N N 22.467 13.761 23.078 -0.953 -1.364 0.667  O2   316 18 
316 N2   N2   N 0 1 N N N 23.707 11.888 23.354 0.352  -0.285 -0.771 N2   316 19 
316 C16  C16  C 0 1 N N S 22.568 11.022 23.004 1.515  -1.089 -0.386 C16  316 20 
316 C17  C17  C 0 1 N N S 22.043 10.176 24.204 2.796  -0.305 -0.678 C17  316 21 
316 O3   O3   O 0 1 N N N 21.035 9.269  23.736 2.922  -0.106 -2.087 O3   316 22 
316 C18  C18  C 0 1 N N N 22.974 10.080 21.866 1.521  -2.392 -1.187 C18  316 23 
316 C19  C19  C 0 1 Y N N 23.668 10.825 20.747 0.321  -3.221 -0.808 C19  316 24 
316 C20  C20  C 0 1 Y N N 22.977 11.845 20.028 -0.867 -3.072 -1.499 C20  316 25 
316 C21  C21  C 0 1 Y N N 23.638 12.539 18.974 -1.970 -3.833 -1.152 C21  316 26 
316 C22  C22  C 0 1 Y N N 24.980 12.218 18.635 -1.884 -4.743 -0.112 C22  316 27 
316 C23  C23  C 0 1 Y N N 25.669 11.205 19.347 -0.694 -4.891 0.579  C23  316 28 
316 C24  C24  C 0 1 Y N N 25.018 10.504 20.406 0.410  -4.133 0.226  C24  316 29 
316 F1   F1   F 0 1 N N N 23.006 13.493 18.295 -3.132 -3.687 -1.827 F1   316 30 
316 F2   F2   F 0 1 N N N 26.927 10.915 19.019 -0.608 -5.778 1.594  F2   316 31 
316 C25  C25  C 0 1 N N S 21.445 10.997 25.354 4.003  -1.090 -0.162 C25  316 32 
316 C26  C26  C 0 1 N N N 20.143 11.717 24.936 5.260  -0.319 -0.449 C26  316 33 
316 N4   N4   N 0 1 N N N 19.101 11.642 25.812 6.253  -0.198 0.438  N4   316 34 
316 C28  C28  C 0 1 N N N 19.091 10.939 27.104 6.194  -0.773 1.778  C28  316 35 
316 C29  C29  C 0 1 N N N 20.461 10.580 27.599 5.113  -1.853 1.838  C29  316 36 
316 N3   N3   N 0 1 N N N 21.278 10.118 26.499 3.865  -1.304 1.285  N3   316 37 
316 O4   O4   O 0 1 N N N 20.078 12.317 23.870 5.378  0.217  -1.531 O4   316 38 
316 C27  C27  C 0 1 N N N 17.842 12.304 25.463 7.454  0.545  0.047  C27  316 39 
316 C31  C31  C 0 1 Y N N 16.786 11.283 25.104 7.283  2.000  0.401  C31  316 40 
316 C32  C32  C 0 1 Y N N 16.947 10.467 23.947 7.683  2.460  1.642  C32  316 41 
316 C33  C33  C 0 1 Y N N 15.954 9.503  23.612 7.526  3.794  1.967  C33  316 42 
316 C34  C34  C 0 1 Y N N 14.800 9.356  24.434 6.970  4.668  1.052  C34  316 43 
316 C35  C35  C 0 1 Y N N 14.638 10.173 25.594 6.570  4.208  -0.189 C35  316 44 
316 C36  C36  C 0 1 Y N N 15.632 11.137 25.927 6.731  2.874  -0.516 C36  316 45 
316 H1   H1   H 0 1 N N N 27.924 16.137 24.549 -5.063 2.438  -1.604 H1   316 46 
316 H3   H3   H 0 1 N N N 26.115 12.638 22.729 -3.352 -0.678 0.792  H3   316 47 
316 H5   H5   H 0 1 N N N 23.625 15.588 24.710 -0.933 1.475  -2.018 H5   316 48 
316 H8   H8   H 0 1 N N N 30.480 13.797 20.678 -8.273 2.314  1.405  H8   316 49 
316 H8A  H8A  H 0 1 N N N 30.735 13.247 22.383 -8.137 0.569  1.083  H8A  316 50 
316 H9   H9   H 0 1 N N N 27.573 12.912 20.278 -6.111 3.652  1.393  H9   316 51 
316 H9A  H9A  H 0 1 N N N 26.842 14.254 21.225 -4.855 3.032  0.296  H9A  316 52 
316 H10  H10  H 0 1 N N N 29.123 14.391 19.205 -6.577 2.959  -1.540 H10  316 53 
316 H10A H10A H 0 0 N N N 27.493 15.193 19.136 -7.733 3.734  -0.430 H10A 316 54 
316 H11  H11  H 0 1 N N N 29.032 15.913 21.544 -6.635 5.414  -1.886 H11  316 55 
316 H11A H11A H 0 0 N N N 29.865 16.372 20.020 -6.198 5.664  -0.179 H11A 316 56 
316 H11B H11B H 0 0 N N N 28.199 16.959 20.345 -5.042 4.890  -1.288 H11B 316 57 
316 H12  H12  H 0 1 N N N 29.592 11.672 20.031 -6.662 0.319  3.061  H12  316 58 
316 H12A H12A H 0 0 N N N 31.077 11.327 21.045 -6.798 2.065  3.382  H12A 316 59 
316 H13  H13  H 0 1 N N N 29.023 9.840  21.450 -8.378 0.775  4.792  H13  316 60 
316 H13A H13A H 0 0 N N N 29.781 10.612 22.884 -9.251 1.825  3.651  H13A 316 61 
316 H13B H13B H 0 0 N N N 28.265 11.288 22.196 -9.116 0.079  3.330  H13B 316 62 
316 H14  H14  H 0 1 N N N 25.604 17.061 26.541 -2.572 4.072  -2.490 H14  316 63 
316 H14A H14A H 0 0 N N N 26.499 17.918 25.241 -2.060 2.840  -3.668 H14A 316 64 
316 H14B H14B H 0 0 N N N 24.709 17.784 25.162 -3.785 3.243  -3.494 H14B 316 65 
316 HN2  HN2  H 0 1 N N N 24.593 11.489 23.592 0.440  0.403  -1.449 HN2  316 66 
316 H16  H16  H 0 1 N N N 21.748 11.687 22.695 1.462  -1.317 0.678  H16  316 67 
316 H17  H17  H 0 1 N N N 22.924 9.657  24.608 2.751  0.663  -0.177 H17  316 68 
316 HO3  HO3  H 0 1 N N N 20.435 9.068  24.445 2.968  -0.927 -2.597 HO3  316 69 
316 H18  H18  H 0 1 N N N 23.662 9.319  22.264 1.483  -2.164 -2.253 H18  316 70 
316 H18A H18A H 0 0 N N N 22.063 9.617  21.459 2.431  -2.950 -0.967 H18A 316 71 
316 H20  H20  H 0 1 N N N 21.956 12.090 20.282 -0.934 -2.362 -2.310 H20  316 72 
316 H22  H22  H 0 1 N N N 25.475 12.747 17.834 -2.744 -5.337 0.159  H22  316 73 
316 H24  H24  H 0 1 N N N 25.544 9.733  20.948 1.340  -4.251 0.762  H24  316 74 
316 H25  H25  H 0 1 N N N 22.130 11.811 25.634 4.048  -2.056 -0.666 H25  316 75 
316 H28  H28  H 0 1 N N N 18.619 11.597 27.849 7.160  -1.214 2.025  H28  316 76 
316 H28A H28A H 0 0 N N N 18.539 9.998  26.960 5.962  0.012  2.498  H28A 316 77 
316 H29  H29  H 0 1 N N N 20.928 11.467 28.052 5.425  -2.716 1.250  H29  316 78 
316 H29A H29A H 0 0 N N N 20.377 9.779  28.348 4.952  -2.153 2.874  H29A 316 79 
316 HN3  HN3  H 0 1 N N N 20.853 9.280  26.158 3.607  -0.448 1.753  HN3  316 80 
316 H27  H27  H 0 1 N N N 17.495 12.894 26.324 8.318  0.141  0.574  H27  316 81 
316 H27A H27A H 0 0 N N N 18.013 12.958 24.596 7.607  0.449  -1.028 H27A 316 82 
316 H32  H32  H 0 1 N N N 17.822 10.580 23.324 8.118  1.777  2.357  H32  316 83 
316 H33  H33  H 0 1 N N N 16.076 8.884  22.735 7.838  4.154  2.937  H33  316 84 
316 H34  H34  H 0 1 N N N 14.046 8.625  24.180 6.847  5.710  1.307  H34  316 85 
316 H35  H35  H 0 1 N N N 13.763 10.060 26.218 6.135  4.891  -0.904 H35  316 86 
316 H36  H36  H 0 1 N N N 15.511 11.757 26.803 6.423  2.516  -1.487 H36  316 87 
# 
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 
316 C1  C2   DOUB Y N 1  
316 C1  C6   SING Y N 2  
316 C2  C3   SING N N 3  
316 C2  C7   SING Y N 4  
316 C3  C4   DOUB N N 5  
316 C4  C5   SING Y N 6  
316 C4  C15  SING N N 7  
316 C5  C6   DOUB Y N 8  
316 C6  C14  SING N N 9  
316 C7  N1   SING Y N 10 
316 C7  O1   DOUB N N 11 
316 N1  C8   SING N N 12 
316 N1  C9   SING N N 13 
316 C8  C12  SING N N 14 
316 C9  C10  SING N N 15 
316 C10 C11  SING N N 16 
316 C12 C13  SING N N 17 
316 C15 O2   DOUB N N 18 
316 C15 N2   SING N N 19 
316 N2  C16  SING N N 20 
316 C16 C17  SING N N 21 
316 C16 C18  SING N N 22 
316 C17 O3   SING N N 23 
316 C17 C25  SING N N 24 
316 C18 C19  SING N N 25 
316 C19 C20  DOUB N N 26 
316 C19 C24  SING N N 27 
316 C20 C21  SING N N 28 
316 C21 C22  DOUB N N 29 
316 C21 F1   SING N N 30 
316 C22 C23  SING N N 31 
316 C23 C24  DOUB N N 32 
316 C23 F2   SING N N 33 
316 C25 C26  SING N N 34 
316 C25 N3   SING N N 35 
316 C26 N4   SING N N 36 
316 C26 O4   DOUB N N 37 
316 N4  C28  SING N N 38 
316 N4  C27  SING N N 39 
316 C28 C29  SING N N 40 
316 C29 N3   SING N N 41 
316 C27 C31  SING N N 42 
316 C31 C32  DOUB N N 43 
316 C31 C36  SING N N 44 
316 C32 C33  SING N N 45 
316 C33 C34  DOUB N N 46 
316 C34 C35  SING N N 47 
316 C35 C36  DOUB N N 48 
316 C1  H1   SING N N 49 
316 C3  H3   SING N N 50 
316 C5  H5   SING N N 51 
316 C8  H8   SING Y N 52 
316 C8  H8A  SING Y N 53 
316 C9  H9   SING Y N 54 
316 C9  H9A  SING N N 55 
316 C10 H10  SING Y N 56 
316 C10 H10A SING N N 57 
316 C11 H11  SING Y N 58 
316 C11 H11A SING N N 59 
316 C11 H11B SING Y N 60 
316 C12 H12  SING N N 61 
316 C12 H12A SING N N 62 
316 C13 H13  SING N N 63 
316 C13 H13A SING N N 64 
316 C13 H13B SING N N 65 
316 C14 H14  SING N N 66 
316 C14 H14A SING N N 67 
316 C14 H14B SING N N 68 
316 N2  HN2  SING N N 69 
316 C16 H16  SING N N 70 
316 C17 H17  SING N N 71 
316 O3  HO3  SING N N 72 
316 C18 H18  SING N N 73 
316 C18 H18A SING N N 74 
316 C20 H20  SING N N 75 
316 C22 H22  SING N N 76 
316 C24 H24  SING N N 77 
316 C25 H25  SING N N 78 
316 C28 H28  SING N N 79 
316 C28 H28A SING Y N 80 
316 C29 H29  SING Y N 81 
316 C29 H29A SING Y N 82 
316 N3  HN3  SING N N 83 
316 C27 H27  SING Y N 84 
316 C27 H27A SING N N 85 
316 C32 H32  SING Y N 86 
316 C33 H33  SING N N 87 
316 C34 H34  SING Y N 88 
316 C35 H35  SING N N 89 
316 C36 H36  SING N N 90 
# 
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 
316 SMILES           ACDLabs              10.04 O=C(N(CCC)CCC)c1cc(cc(c1)C)C(=O)NC(Cc2cc(F)cc(F)c2)C(O)C4C(=O)N(Cc3ccccc3)CCN4 
316 InChI            InChI                1.02b 
InChI=1/C35H42F2N4O4/c1-4-12-40(13-5-2)34(44)27-16-23(3)15-26(20-27)33(43)39-30(19-25-17-28(36)21-29(37)18-25)32(42)31-35(45)41(14-11-38-31)22-24-9-7-6-8-10-24/h6-10,15-18,20-21,30-32,38,42H,4-5,11-14,19,22H2,1-3H3,(H,39,43)/t30-,31-,32-/m0/s1/f/h39H 
316 InChIKey         InChI                1.02b XKXGRRZAMDHVGR-JGNVEYLYDR 
316 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]3NCCN(Cc4ccccc4)C3=O 
316 SMILES           CACTVS               3.341 CCCN(CCC)C(=O)c1cc(C)cc(c1)C(=O)N[CH](Cc2cc(F)cc(F)c2)[CH](O)[CH]3NCCN(Cc4ccccc4)C3=O 
316 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(=O)N(CCN3)Cc4ccccc4)O)C 
316 SMILES           "OpenEye OEToolkits" 1.5.0 CCCN(CCC)C(=O)c1cc(cc(c1)C(=O)NC(Cc2cc(cc(c2)F)F)C(C3C(=O)N(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 
316 "SYSTEMATIC NAME" ACDLabs              10.04 "N'-[(1S,2S)-2-[(2S)-4-benzyl-3-oxopiperazin-2-yl]-1-(3,5-difluorobenzyl)-2-hydroxyethyl]-5-methyl-N,N-dipropylbenzene-1,3-dicarboxamide"                 
316 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(1S,2S)-3-(3,5-difluorophenyl)-1-hydroxy-1-[(2S)-3-oxo-4-(phenylmethyl)piperazin-2-yl]propan-2-yl]-5-methyl-N',N'-dipropyl-benzene-1,3-dicarboxamide" 
# 
