data_5AM
# 
_chem_comp.id                                    5AM 
_chem_comp.name                                  "BENZYL {(1S)-5-AMINO-1-[(S)-HYDROXY(5-{[4-(4-PHENYLBUTANOYL)PIPERAZIN-1-YL]METHYL}-1,2,4-OXADIAZOL-3-YL)METHYL]PENTYL}CARBAMATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H42 N6 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-03-30 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        578.702 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5AM 
_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        2GDD 
_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 
5AM C1   C1   C 0 1 N N N 17.551 81.555 100.670 -6.837  1.631  -1.428 C1   5AM 1  
5AM C3   C3   C 0 1 N N N 18.217 79.579 102.132 -5.143  0.271  -0.353 C3   5AM 2  
5AM C7   C7   C 0 1 Y N N 16.764 76.878 103.642 -1.729  -2.832 1.179  C7   5AM 3  
5AM C8   C8   C 0 1 Y N N 16.386 80.999 99.924  -8.341  1.715  -1.486 C8   5AM 4  
5AM C9   C9   C 0 1 Y N N 15.019 81.385 100.286 -9.035  1.012  -2.453 C9   5AM 5  
5AM C10  C10  C 0 1 Y N N 13.885 80.844 99.556  -10.414 1.085  -2.504 C10  5AM 6  
5AM C11  C11  C 0 1 Y N N 14.107 79.912 98.458  -11.099 1.870  -1.594 C11  5AM 7  
5AM C12  C12  C 0 1 Y N N 15.444 79.524 98.094  -10.404 2.577  -0.631 C12  5AM 8  
5AM C13  C13  C 0 1 Y N N 16.581 80.061 98.817  -9.025  2.500  -0.577 C13  5AM 9  
5AM C15  C15  C 0 1 N N N 20.120 78.341 105.075 -2.831  -0.144 1.803  C15  5AM 10 
5AM C16  C16  C 0 1 N N N 21.464 78.781 104.424 -2.881  1.321  1.362  C16  5AM 11 
5AM C22  C22  C 0 1 Y N N 15.023 77.137 102.346 0.211   -3.579 0.785  C22  5AM 12 
5AM N23  N23  N 0 1 Y N N 15.825 77.823 103.241 -1.005  -3.542 0.296  N23  5AM 13 
5AM N26  N26  N 0 1 N N N 12.514 77.420 102.098 2.108   -3.307 -0.709 N26  5AM 14 
5AM C27  C27  C 0 1 N N N 11.536 78.159 101.185 2.426   -2.132 0.110  C27  5AM 15 
5AM N29  N29  N 0 1 N N N 9.772  76.526 101.860 4.329   -1.711 -1.353 N29  5AM 16 
5AM C30  C30  C 0 1 N N N 10.756 75.707 102.677 4.157   -3.011 -2.021 C30  5AM 17 
5AM C31  C31  C 0 1 N N N 12.198 75.926 102.108 3.379   -3.939 -1.082 C31  5AM 18 
5AM C32  C32  C 0 1 N N N 8.583  75.950 101.239 5.535   -1.114 -1.293 C32  5AM 19 
5AM C33  C33  C 0 1 N N N 7.750  74.862 101.771 5.684   0.217  -0.602 C33  5AM 20 
5AM C35  C35  C 0 1 N N N 6.703  75.399 102.771 7.143   0.671  -0.677 C35  5AM 21 
5AM O2   O2   O 0 1 N N N 17.777 80.819 101.891 -6.447  0.537  -0.557 O2   5AM 22 
5AM N4   N4   N 0 1 N N N 18.523 79.301 103.513 -4.781  -0.745 0.456  N4   5AM 23 
5AM C5   C5   C 0 1 N N S 19.026 78.021 104.017 -3.362  -1.034 0.678  C5   5AM 24 
5AM O14  O14  O 0 1 N N N 18.368 78.696 101.287 -4.293  0.947  -0.897 O14  5AM 25 
5AM C17  C17  C 0 1 N N N 22.705 78.561 105.312 -2.349  2.211  2.487  C17  5AM 26 
5AM C18  C18  C 0 1 N N N 23.988 79.087 104.642 -2.400  3.675  2.046  C18  5AM 27 
5AM N19  N19  N 0 1 N N N 25.093 79.042 105.593 -1.890  4.530  3.126  N19  5AM 28 
5AM N20  N20  N 0 1 Y N N 16.489 75.722 103.002 -0.934  -2.486 2.146  N20  5AM 29 
5AM O21  O21  O 0 1 Y N N 15.448 75.867 102.223 0.186   -2.905 1.939  O21  5AM 30 
5AM O24  O24  O 0 1 N N N 18.356 75.833 105.049 -3.831  -2.736 2.328  O24  5AM 31 
5AM C25  C25  C 0 1 N N N 13.888 77.738 101.631 1.407   -4.256 0.167  C25  5AM 32 
5AM C28  C28  C 0 1 N N N 10.087 78.006 101.763 3.141   -1.085 -0.750 C28  5AM 33 
5AM O34  O34  O 0 1 N N N 8.160  76.380 100.146 6.501   -1.647 -1.796 O34  5AM 34 
5AM C36  C36  C 0 1 N N N 6.303  74.314 103.774 7.294   2.022  0.025  C36  5AM 35 
5AM C37  C37  C 0 1 Y N N 5.196  74.703 104.674 8.731   2.468  -0.049 C37  5AM 36 
5AM C38  C38  C 0 1 Y N N 5.397  75.690 105.703 9.616   2.117  0.953  C38  5AM 37 
5AM C39  C39  C 0 1 Y N N 3.901  74.090 104.537 9.163   3.235  -1.115 C39  5AM 38 
5AM C40  C40  C 0 1 Y N N 4.331  76.055 106.575 10.936  2.522  0.883  C40  5AM 39 
5AM C41  C41  C 0 1 Y N N 2.832  74.454 105.412 10.482  3.644  -1.183 C41  5AM 40 
5AM C42  C42  C 0 1 Y N N 3.051  75.436 106.433 11.368  3.288  -0.183 C42  5AM 41 
5AM C6   C6   C 0 1 N N S 17.864 77.120 104.588 -3.196  -2.504 1.069  C6   5AM 42 
5AM H11A 1H1  H 0 0 N N N 17.339 82.604 100.924 -6.436  2.567  -1.037 H11A 5AM 43 
5AM H12A 2H1  H 0 0 N N N 18.448 81.485 100.038 -6.444  1.457  -2.429 H12A 5AM 44 
5AM H9   H9   H 0 1 N N N 14.854 82.075 101.100 -8.500  0.399  -3.163 H9   5AM 45 
5AM H10  H10  H 0 1 N N N 12.880 81.132 99.827  -10.957 0.532  -3.256 H10  5AM 46 
5AM H11  H11  H 0 1 N N N 13.264 79.511 97.915  -12.176 1.929  -1.635 H11  5AM 47 
5AM H12  H12  H 0 1 N N N 15.601 78.831 97.280  -10.939 3.190  0.080  H12  5AM 48 
5AM H13  H13  H 0 1 N N N 17.581 79.766 98.536  -8.482  3.053  0.175  H13  5AM 49 
5AM H151 1H15 H 0 0 N N N 20.309 77.424 105.652 -1.801  -0.420 2.029  H151 5AM 50 
5AM H152 2H15 H 0 0 N N N 19.758 79.159 105.715 -3.446  -0.276 2.693  H152 5AM 51 
5AM H161 1H16 H 0 0 N N N 21.390 79.864 104.247 -3.911  1.597  1.136  H161 5AM 52 
5AM H162 2H16 H 0 0 N N N 21.600 78.195 103.503 -2.266  1.453  0.472  H162 5AM 53 
5AM H271 1H27 H 0 0 N N N 11.579 77.734 100.171 1.504   -1.707 0.508  H271 5AM 54 
5AM H272 2H27 H 0 0 N N N 11.806 79.224 101.139 3.074   -2.429 0.934  H272 5AM 55 
5AM H301 1H30 H 0 0 N N N 10.491 74.641 102.617 5.133   -3.443 -2.239 H301 5AM 56 
5AM H302 2H30 H 0 0 N N N 10.721 76.029 103.728 3.600   -2.876 -2.948 H302 5AM 57 
5AM H311 1H31 H 0 0 N N N 12.928 75.399 102.740 3.969   -4.125 -0.185 H311 5AM 58 
5AM H312 2H31 H 0 0 N N N 12.253 75.531 101.083 3.180   -4.883 -1.588 H312 5AM 59 
5AM H331 1H33 H 0 0 N N N 8.401  74.148 102.297 5.049   0.955  -1.094 H331 5AM 60 
5AM H332 2H33 H 0 0 N N N 7.227  74.372 100.936 5.386   0.120  0.442  H332 5AM 61 
5AM H351 1H35 H 0 0 N N N 5.808  75.711 102.212 7.778   -0.067 -0.186 H351 5AM 62 
5AM H352 2H35 H 0 0 N N N 7.133  76.252 103.317 7.440   0.768  -1.721 H352 5AM 63 
5AM HN4  HN4  H 0 1 N N N 18.381 80.036 104.176 -5.460  -1.285 0.890  HN4  5AM 64 
5AM H5   H5   H 0 1 N N N 19.466 77.427 103.202 -2.803  -0.836 -0.237 H5   5AM 65 
5AM H171 1H17 H 0 0 N N N 22.822 77.480 105.476 -1.320  1.935  2.713  H171 5AM 66 
5AM H172 2H17 H 0 0 N N N 22.558 79.096 106.262 -2.965  2.078  3.377  H172 5AM 67 
5AM H181 1H18 H 0 0 N N N 23.830 80.126 104.316 -3.430  3.951  1.820  H181 5AM 68 
5AM H182 2H18 H 0 0 N N N 24.229 78.459 103.772 -1.785  3.808  1.156  H182 5AM 69 
5AM H191 1H19 H 0 0 N N N 25.057 79.848 106.184 -1.941  5.481  2.792  H191 5AM 70 
5AM H192 2H19 H 0 0 N N N 25.961 79.032 105.096 -2.545  4.454  3.889  H192 5AM 71 
5AM HO24 HO24 H 0 0 N N N 18.463 75.250 104.307 -3.397  -2.159 2.971  HO24 5AM 72 
5AM H251 1H25 H 0 0 N N N 13.942 77.312 100.618 2.083   -4.590 0.955  H251 5AM 73 
5AM H252 2H25 H 0 0 N N N 14.005 78.829 101.715 1.077   -5.114 -0.417 H252 5AM 74 
5AM H281 1H28 H 0 0 N N N 9.361  78.507 101.106 3.445   -0.244 -0.127 H281 5AM 75 
5AM H282 2H28 H 0 0 N N N 10.030 78.467 102.760 2.471   -0.737 -1.537 H282 5AM 76 
5AM H361 1H36 H 0 0 N N N 7.181  74.126 104.409 6.659   2.759  -0.467 H361 5AM 77 
5AM H362 2H36 H 0 0 N N N 5.983  73.428 103.206 6.997   1.925  1.069  H362 5AM 78 
5AM H38  H38  H 0 1 N N N 6.364  76.158 105.815 9.279   1.519  1.787  H38  5AM 79 
5AM H39  H39  H 0 1 N N N 3.736  73.350 103.768 8.471   3.513  -1.896 H39  5AM 80 
5AM H40  H40  H 0 1 N N N 4.490  76.798 107.342 11.629  2.244  1.664  H40  5AM 81 
5AM H41  H41  H 0 1 N N N 1.862  73.991 105.305 10.820  4.242  -2.016 H41  5AM 82 
5AM H42  H42  H 0 1 N N N 2.245  75.709 107.098 12.399  3.607  -0.236 H42  5AM 83 
5AM H6   H6   H 0 1 N N N 17.464 77.706 105.429 -3.654  -3.136 0.309  H6   5AM 84 
# 
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 
5AM C1  C8   SING N N 1  
5AM C1  O2   SING N N 2  
5AM C1  H11A SING N N 3  
5AM C1  H12A SING N N 4  
5AM C3  O2   SING N N 5  
5AM C3  N4   SING N N 6  
5AM C3  O14  DOUB N N 7  
5AM C7  N23  SING Y N 8  
5AM C7  N20  DOUB Y N 9  
5AM C7  C6   SING N N 10 
5AM C8  C9   SING Y N 11 
5AM C8  C13  DOUB Y N 12 
5AM C9  C10  DOUB Y N 13 
5AM C9  H9   SING N N 14 
5AM C10 C11  SING Y N 15 
5AM C10 H10  SING N N 16 
5AM C11 C12  DOUB Y N 17 
5AM C11 H11  SING N N 18 
5AM C12 C13  SING Y N 19 
5AM C12 H12  SING N N 20 
5AM C13 H13  SING N N 21 
5AM C15 C16  SING N N 22 
5AM C15 C5   SING N N 23 
5AM C15 H151 SING N N 24 
5AM C15 H152 SING N N 25 
5AM C16 C17  SING N N 26 
5AM C16 H161 SING N N 27 
5AM C16 H162 SING N N 28 
5AM C22 N23  DOUB Y N 29 
5AM C22 O21  SING Y N 30 
5AM C22 C25  SING N N 31 
5AM N26 C27  SING N N 32 
5AM N26 C31  SING N N 33 
5AM N26 C25  SING N N 34 
5AM C27 C28  SING N N 35 
5AM C27 H271 SING N N 36 
5AM C27 H272 SING N N 37 
5AM N29 C30  SING N N 38 
5AM N29 C32  SING N N 39 
5AM N29 C28  SING N N 40 
5AM C30 C31  SING N N 41 
5AM C30 H301 SING N N 42 
5AM C30 H302 SING N N 43 
5AM C31 H311 SING N N 44 
5AM C31 H312 SING N N 45 
5AM C32 C33  SING N N 46 
5AM C32 O34  DOUB N N 47 
5AM C33 C35  SING N N 48 
5AM C33 H331 SING N N 49 
5AM C33 H332 SING N N 50 
5AM C35 C36  SING N N 51 
5AM C35 H351 SING N N 52 
5AM C35 H352 SING N N 53 
5AM N4  C5   SING N N 54 
5AM N4  HN4  SING N N 55 
5AM C5  C6   SING N N 56 
5AM C5  H5   SING N N 57 
5AM C17 C18  SING N N 58 
5AM C17 H171 SING N N 59 
5AM C17 H172 SING N N 60 
5AM C18 N19  SING N N 61 
5AM C18 H181 SING N N 62 
5AM C18 H182 SING N N 63 
5AM N19 H191 SING N N 64 
5AM N19 H192 SING N N 65 
5AM N20 O21  SING Y N 66 
5AM O24 C6   SING N N 67 
5AM O24 HO24 SING N N 68 
5AM C25 H251 SING N N 69 
5AM C25 H252 SING N N 70 
5AM C28 H281 SING N N 71 
5AM C28 H282 SING N N 72 
5AM C36 C37  SING N N 73 
5AM C36 H361 SING N N 74 
5AM C36 H362 SING N N 75 
5AM C37 C38  SING Y N 76 
5AM C37 C39  DOUB Y N 77 
5AM C38 C40  DOUB Y N 78 
5AM C38 H38  SING N N 79 
5AM C39 C41  SING Y N 80 
5AM C39 H39  SING N N 81 
5AM C40 C42  SING Y N 82 
5AM C40 H40  SING N N 83 
5AM C41 C42  DOUB Y N 84 
5AM C41 H41  SING N N 85 
5AM C42 H42  SING N N 86 
5AM C6  H6   SING N N 87 
# 
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 
5AM SMILES           ACDLabs              10.04 O=C(N3CCN(Cc1nc(no1)C(O)C(NC(=O)OCc2ccccc2)CCCCN)CC3)CCCc4ccccc4 
5AM InChI            InChI                1.02b 
InChI=1/C31H42N6O5/c32-17-8-7-15-26(33-31(40)41-23-25-12-5-2-6-13-25)29(39)30-34-27(42-35-30)22-36-18-20-37(21-19-36)28(38)16-9-14-24-10-3-1-4-11-24/h1-6,10-13,26,29,39H,7-9,14-23,32H2,(H,33,40)/t26-,29-/m0/s1/f/h33H 
5AM InChIKey         InChI                1.02b LRPAFCFDXNPFAF-QMGWWZFJDM 
5AM SMILES_CANONICAL CACTVS               3.341 NCCCC[C@H](NC(=O)OCc1ccccc1)[C@H](O)c2noc(CN3CCN(CC3)C(=O)CCCc4ccccc4)n2 
5AM SMILES           CACTVS               3.341 NCCCC[CH](NC(=O)OCc1ccccc1)[CH](O)c2noc(CN3CCN(CC3)C(=O)CCCc4ccccc4)n2 
5AM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CCCC(=O)N2CCN(CC2)Cc3nc(no3)[C@H]([C@H](CCCCN)NC(=O)OCc4ccccc4)O 
5AM SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CCCC(=O)N2CCN(CC2)Cc3nc(no3)C(C(CCCCN)NC(=O)OCc4ccccc4)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 
5AM "SYSTEMATIC NAME" ACDLabs              10.04 "benzyl {(1S)-5-amino-1-[(S)-hydroxy(5-{[4-(4-phenylbutanoyl)piperazin-1-yl]methyl}-1,2,4-oxadiazol-3-yl)methyl]pentyl}carbamate"       
5AM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl N-[(1S,2S)-6-amino-1-hydroxy-1-[5-[[4-(4-phenylbutanoyl)piperazin-1-yl]methyl]-1,2,4-oxadiazol-3-yl]hexan-2-yl]carbamate" 
# 
