data_AKC
# 
_chem_comp.id                                    AKC 
_chem_comp.name                                  "2-ETHOXYETHYL (1S,2S)-3-{(2S)-4-[(3AS,8S,8AR)-2-OXO-3,3A,8,8A-TETRAHYDRO-2H-INDENO[1,2-D][1,3]OXAZOL-8-YL]-2-BENZYL-3-OXO-2,3-DIHYDRO-1H-PYRROL-2-YL}-1-BENZYL-2-HYDROXYPROPYLCARBAMATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C36 H39 N3 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-ETHOXYETHYL (2S,3S)-4-((S)-2-BENZYL-3-OXO-4-((3AR,8R,8AS)-2-OXO-3,3A,8,8A-TETRAHYDRO-2H-INDENO[1,2-D]OXAZOL-8-YL)-2,3-DIHYDRO-1H-PYRROL-2-YL)-3-HYDROXY-1-PHENYLBUTAN-2-YLCARBAMATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-10-19 
_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                        625.711 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AKC 
_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        2BB9 
_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 
AKC O01  O01  O 0 1 N N N 13.176 23.255 4.225  -5.101 1.050  0.677  O01  AKC 1  
AKC C02  C02  C 0 1 N N N 14.168 22.680 4.898  -4.144 0.102  0.681  C02  AKC 2  
AKC O03  O03  O 0 1 N N N 15.242 23.224 5.027  -4.273 -0.888 1.373  O03  AKC 3  
AKC NP4  NP4  N 0 1 N N N 13.843 21.457 5.371  -3.044 0.252  -0.083 NP4  AKC 4  
AKC C05  C05  C 0 1 N N S 14.815 20.637 6.156  -2.004 -0.779 -0.079 C05  AKC 5  
AKC C06  C06  C 0 1 N N S 15.491 19.527 5.298  -0.665 -0.154 -0.476 C06  AKC 6  
AKC O07  O07  O 0 1 N N N 14.643 18.642 4.750  -0.771 0.410  -1.785 O07  AKC 7  
AKC C08  C08  C 0 1 N N N 16.292 20.172 4.166  -0.298 0.944  0.525  C08  AKC 8  
AKC C09  C09  C 0 1 N N S 17.596 19.429 3.907  1.096  1.484  0.202  C09  AKC 9  
AKC C10  C10  C 0 1 N N N 18.271 19.840 2.600  1.486  2.585  1.190  C10  AKC 10 
AKC C11  C11  C 0 1 Y N N 19.696 19.331 2.419  2.806  3.184  0.780  C11  AKC 11 
AKC C12  C12  C 0 1 Y N N 19.882 18.011 1.816  2.837  4.266  -0.080 C12  AKC 12 
AKC C13  C13  C 0 1 Y N N 21.192 17.439 1.707  4.048  4.816  -0.456 C13  AKC 13 
AKC C14  C14  C 0 1 Y N N 22.303 18.213 2.210  5.229  4.284  0.028  C14  AKC 14 
AKC C15  C15  C 0 1 Y N N 22.149 19.547 2.781  5.198  3.203  0.889  C15  AKC 15 
AKC C16  C16  C 0 1 Y N N 20.829 20.146 2.882  3.986  2.656  1.269  C16  AKC 16 
AKC C17  C17  C 0 1 N N N 18.554 19.651 5.107  2.117  0.364  0.226  C17  AKC 17 
AKC O18  O18  O 0 1 N N N 18.957 20.712 5.491  2.417  -0.344 1.167  O18  AKC 18 
AKC C19  C19  C 0 1 N N S 20.099 18.068 6.641  3.703  -0.650 -1.541 C19  AKC 19 
AKC C20  C20  C 0 1 N N S 21.304 17.399 5.920  3.221  -2.099 -1.349 C20  AKC 20 
AKC C22  C22  C 0 1 N N R 21.953 16.536 7.028  4.522  -2.840 -0.927 C22  AKC 21 
AKC C23  C23  C 0 1 Y N N 20.886 16.333 8.026  5.421  -1.767 -0.349 C23  AKC 22 
AKC C24  C24  C 0 1 Y N N 20.889 15.372 9.104  6.555  -1.885 0.439  C24  AKC 23 
AKC C25  C25  C 0 1 Y N N 19.639 15.256 9.846  7.227  -0.756 0.864  C25  AKC 24 
AKC C26  C26  C 0 1 Y N N 18.492 16.083 9.545  6.767  0.497  0.502  C26  AKC 25 
AKC C27  C27  C 0 1 Y N N 18.518 17.026 8.465  5.639  0.616  -0.284 C27  AKC 26 
AKC C28  C28  C 0 1 Y N N 19.748 17.106 7.699  4.944  -0.513 -0.688 C28  AKC 27 
AKC N29  N29  N 0 1 N N N 17.440 17.987 3.938  1.146  1.990  -1.179 N29  AKC 28 
AKC C30  C30  C 0 1 N N N 18.133 17.386 4.945  2.070  1.256  -1.853 C30  AKC 29 
AKC C35  C35  C 0 1 N N N 18.968 18.343 5.641  2.644  0.316  -1.078 C35  AKC 30 
AKC C36  C36  C 0 1 N N N 14.096 20.007 7.356  -2.370 -1.877 -1.080 C36  AKC 31 
AKC C37  C37  C 0 1 Y N N 13.531 21.075 8.295  -3.625 -2.575 -0.623 C37  AKC 32 
AKC C38  C38  C 0 1 Y N N 14.461 21.924 9.042  -3.539 -3.682 0.200  C38  AKC 33 
AKC C39  C39  C 0 1 Y N N 13.922 23.033 9.814  -4.690 -4.320 0.624  C39  AKC 34 
AKC C40  C40  C 0 1 Y N N 12.484 23.235 9.833  -5.927 -3.856 0.216  C40  AKC 35 
AKC C41  C41  C 0 1 Y N N 11.535 22.364 9.150  -6.013 -2.752 -0.611 C41  AKC 36 
AKC C42  C42  C 0 1 Y N N 12.074 21.255 8.366  -4.862 -2.111 -1.031 C42  AKC 37 
AKC C44  C44  C 0 1 N N N 13.366 24.626 3.731  -6.286 0.889  1.500  C44  AKC 38 
AKC C45  C45  C 0 1 N N N 12.036 25.237 3.300  -7.206 2.097  1.313  C45  AKC 39 
AKC O46  O46  O 0 1 N N N 11.828 24.725 1.980  -7.682 2.129  -0.034 O46  AKC 40 
AKC C47  C47  C 0 1 N N N 13.120 24.706 1.327  -8.531 3.273  -0.145 C47  AKC 41 
AKC C48  C48  C 0 1 N N N 14.041 23.866 2.201  -9.077 3.366  -1.571 C48  AKC 42 
AKC O49  O49  O 0 1 N N N 20.957 16.280 5.077  2.383  -2.191 -0.159 O49  AKC 43 
AKC N50  N50  N 0 1 N N N 22.567 15.501 6.356  4.018  -3.690 0.193  N50  AKC 44 
AKC C51  C51  C 0 1 N N N 21.758 15.270 5.310  2.847  -3.185 0.614  C51  AKC 45 
AKC O52  O52  O 0 1 N N N 21.695 14.271 4.677  2.264  -3.589 1.600  O52  AKC 46 
AKC HP4  HP4  H 0 1 N N N 12.893 21.162 5.142  -2.942 1.043  -0.636 HP4  AKC 47 
AKC H05  H05  H 0 1 N N N 15.626 21.317 6.504  -1.923 -1.209 0.919  H05  AKC 48 
AKC H06  H06  H 0 1 N N N 16.136 18.960 6.009  0.109  -0.921 -0.473 H06  AKC 49 
AKC H07  H07  H 0 1 N N N 15.055 17.964 4.226  -1.465 1.083  -1.743 H07  AKC 50 
AKC H081 1H08 H 0 0 N N N 15.683 20.261 3.236  -1.025 1.754  0.458  H081 AKC 51 
AKC H082 2H08 H 0 0 N N N 16.472 21.255 4.360  -0.304 0.533  1.534  H082 AKC 52 
AKC H101 1H10 H 0 0 N N N 17.641 19.536 1.731  0.719  3.360  1.191  H101 AKC 53 
AKC H102 2H10 H 0 0 N N N 18.241 20.948 2.484  1.574  2.160  2.190  H102 AKC 54 
AKC H12  H12  H 0 1 N N N 19.019 17.437 1.437  1.914  4.681  -0.458 H12  AKC 55 
AKC H13  H13  H 0 1 N N N 21.339 16.443 1.254  4.072  5.660  -1.129 H13  AKC 56 
AKC H14  H14  H 0 1 N N N 23.310 17.767 2.155  6.175  4.713  -0.266 H14  AKC 57 
AKC H15  H15  H 0 1 N N N 23.032 20.103 3.137  6.120  2.787  1.267  H15  AKC 58 
AKC H16  H16  H 0 1 N N N 20.694 21.162 3.287  3.962  1.811  1.941  H16  AKC 59 
AKC H19  H19  H 0 1 N N N 20.321 19.068 7.079  3.944  -0.470 -2.589 H19  AKC 60 
AKC H20  H20  H 0 1 N N N 21.841 18.214 5.382  2.752  -2.517 -2.240 H20  AKC 61 
AKC H22  H22  H 0 1 N N N 22.785 16.930 7.656  4.996  -3.413 -1.723 H22  AKC 62 
AKC H24  H24  H 0 1 N N N 21.781 14.770 9.343  6.915  -2.863 0.722  H24  AKC 63 
AKC H25  H25  H 0 1 N N N 19.558 14.518 10.662 8.110  -0.851 1.478  H25  AKC 64 
AKC H26  H26  H 0 1 N N N 17.576 15.992 10.153 7.290  1.382  0.835  H26  AKC 65 
AKC H27  H27  H 0 1 N N N 17.641 17.654 8.236  5.280  1.595  -0.567 H27  AKC 66 
AKC H29  H29  H 0 1 N N N 17.686 17.578 3.036  0.615  2.716  -1.542 H29  AKC 67 
AKC H30  H30  H 0 1 N N N 18.034 16.308 5.160  2.316  1.410  -2.893 H30  AKC 68 
AKC H361 1H36 H 0 0 N N N 13.305 19.292 7.028  -2.539 -1.433 -2.061 H361 AKC 69 
AKC H362 2H36 H 0 0 N N N 14.758 19.294 7.900  -1.555 -2.598 -1.142 H362 AKC 70 
AKC H38  H38  H 0 1 N N N 15.547 21.731 9.023  -2.573 -4.045 0.519  H38  AKC 71 
AKC H39  H39  H 0 1 N N N 14.590 23.707 10.374 -4.623 -5.182 1.270  H39  AKC 72 
AKC H40  H40  H 0 1 N N N 12.091 24.097 10.397 -6.826 -4.356 0.545  H40  AKC 73 
AKC H41  H41  H 0 1 N N N 10.448 22.537 9.223  -6.979 -2.389 -0.929 H41  AKC 74 
AKC H42  H42  H 0 1 N N N 11.393 20.566 7.837  -4.929 -1.249 -1.677 H42  AKC 75 
AKC H441 1H44 H 0 0 N N N 13.890 25.265 4.479  -5.993 0.814  2.548  H441 AKC 76 
AKC H442 2H44 H 0 0 N N N 14.123 24.668 2.913  -6.813 -0.018 1.204  H442 AKC 77 
AKC H451 1H45 H 0 0 N N N 11.193 25.042 4.004  -6.651 3.012  1.524  H451 AKC 78 
AKC H452 2H45 H 0 0 N N N 11.999 26.349 3.370  -8.051 2.020  1.996  H452 AKC 79 
AKC H471 1H47 H 0 0 N N N 13.073 24.352 0.270  -7.959 4.173  0.084  H471 AKC 80 
AKC H472 2H47 H 0 0 N N N 13.521 25.724 1.117  -9.360 3.180  0.557  H472 AKC 81 
AKC H481 1H48 H 0 0 N N N 15.036 23.851 1.698  -8.248 3.459  -2.273 H481 AKC 82 
AKC H482 2H48 H 0 0 N N N 14.087 24.219 3.257  -9.649 2.467  -1.800 H482 AKC 83 
AKC H483 3H48 H 0 0 N N N 13.639 22.847 2.411  -9.725 4.239  -1.656 H483 AKC 84 
AKC H50  H50  H 0 1 N N N 23.432 15.011 6.583  4.460  -4.477 0.547  H50  AKC 85 
# 
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 
AKC O01 C02  SING N N 1  
AKC O01 C44  SING N N 2  
AKC C02 O03  DOUB N N 3  
AKC C02 NP4  SING N N 4  
AKC NP4 C05  SING N N 5  
AKC NP4 HP4  SING N N 6  
AKC C05 C06  SING N N 7  
AKC C05 C36  SING N N 8  
AKC C05 H05  SING N N 9  
AKC C06 O07  SING N N 10 
AKC C06 C08  SING N N 11 
AKC C06 H06  SING N N 12 
AKC O07 H07  SING N N 13 
AKC C08 C09  SING N N 14 
AKC C08 H081 SING N N 15 
AKC C08 H082 SING N N 16 
AKC C09 C10  SING N N 17 
AKC C09 C17  SING N N 18 
AKC C09 N29  SING N N 19 
AKC C10 C11  SING N N 20 
AKC C10 H101 SING N N 21 
AKC C10 H102 SING N N 22 
AKC C11 C12  DOUB Y N 23 
AKC C11 C16  SING Y N 24 
AKC C12 C13  SING Y N 25 
AKC C12 H12  SING N N 26 
AKC C13 C14  DOUB Y N 27 
AKC C13 H13  SING N N 28 
AKC C14 C15  SING Y N 29 
AKC C14 H14  SING N N 30 
AKC C15 C16  DOUB Y N 31 
AKC C15 H15  SING N N 32 
AKC C16 H16  SING N N 33 
AKC C17 O18  DOUB N N 34 
AKC C17 C35  SING N N 35 
AKC C19 C20  SING N N 36 
AKC C19 C28  SING N N 37 
AKC C19 C35  SING N N 38 
AKC C19 H19  SING N N 39 
AKC C20 C22  SING N N 40 
AKC C20 O49  SING N N 41 
AKC C20 H20  SING N N 42 
AKC C22 C23  SING N N 43 
AKC C22 N50  SING N N 44 
AKC C22 H22  SING N N 45 
AKC C23 C24  DOUB Y N 46 
AKC C23 C28  SING Y N 47 
AKC C24 C25  SING Y N 48 
AKC C24 H24  SING N N 49 
AKC C25 C26  DOUB Y N 50 
AKC C25 H25  SING N N 51 
AKC C26 C27  SING Y N 52 
AKC C26 H26  SING N N 53 
AKC C27 C28  DOUB Y N 54 
AKC C27 H27  SING N N 55 
AKC N29 C30  SING N N 56 
AKC N29 H29  SING N N 57 
AKC C30 C35  DOUB N N 58 
AKC C30 H30  SING N N 59 
AKC C36 C37  SING N N 60 
AKC C36 H361 SING N N 61 
AKC C36 H362 SING N N 62 
AKC C37 C38  SING Y N 63 
AKC C37 C42  DOUB Y N 64 
AKC C38 C39  DOUB Y N 65 
AKC C38 H38  SING N N 66 
AKC C39 C40  SING Y N 67 
AKC C39 H39  SING N N 68 
AKC C40 C41  DOUB Y N 69 
AKC C40 H40  SING N N 70 
AKC C41 C42  SING Y N 71 
AKC C41 H41  SING N N 72 
AKC C42 H42  SING N N 73 
AKC C44 C45  SING N N 74 
AKC C44 H441 SING N N 75 
AKC C44 H442 SING N N 76 
AKC C45 O46  SING N N 77 
AKC C45 H451 SING N N 78 
AKC C45 H452 SING N N 79 
AKC O46 C47  SING N N 80 
AKC C47 C48  SING N N 81 
AKC C47 H471 SING N N 82 
AKC C47 H472 SING N N 83 
AKC C48 H481 SING N N 84 
AKC C48 H482 SING N N 85 
AKC C48 H483 SING N N 86 
AKC O49 C51  SING N N 87 
AKC N50 C51  SING N N 88 
AKC N50 H50  SING N N 89 
AKC C51 O52  DOUB 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 
AKC SMILES           ACDLabs              10.04 O=C(OCCOCC)NC(Cc1ccccc1)C(O)CC2(NC=C(C2=O)C4c3c(cccc3)C5NC(=O)OC45)Cc6ccccc6 
AKC InChI            InChI                1.02b 
;InChI=1/C36H39N3O7/c1-2-44-17-18-45-34(42)38-28(19-23-11-5-3-6-12-23)29(40)21-36(20-24-13-7-4-8-14-24)33(41)27(22-37-36)30-25-15-9-10-16-26(25)31-32(30)46-35(43)39-31/h3-16,22,28-32,37,40H,2,17-21H2,1H3,(H,38,42)(H,39,43)/t28-,29-,30+,31+,32-,36-/m0/s1/f/h38-39H
;
AKC InChIKey         InChI                1.02b CGBRFCVAMLJVEA-CLCZGBJJDY 
AKC SMILES_CANONICAL CACTVS               3.341 CCOCCOC(=O)N[C@@H](Cc1ccccc1)[C@@H](O)C[C@]2(Cc3ccccc3)NC=C([C@@H]4[C@@H]5OC(=O)N[C@@H]5c6ccccc46)C2=O 
AKC SMILES           CACTVS               3.341 CCOCCOC(=O)N[CH](Cc1ccccc1)[CH](O)C[C]2(Cc3ccccc3)NC=C([CH]4[CH]5OC(=O)N[CH]5c6ccccc46)C2=O 
AKC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCOCCOC(=O)N[C@@H](Cc1ccccc1)[C@H](C[C@]2(C(=O)C(=CN2)[C@H]3c4ccccc4[C@@H]5[C@H]3OC(=O)N5)Cc6ccccc6)O 
AKC SMILES           "OpenEye OEToolkits" 1.5.0 CCOCCOC(=O)NC(Cc1ccccc1)C(CC2(C(=O)C(=CN2)C3c4ccccc4C5C3OC(=O)N5)Cc6ccccc6)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 
AKC "SYSTEMATIC NAME" ACDLabs              10.04 "2-ethoxyethyl [(1S,2S)-1-benzyl-3-{(2S)-2-benzyl-3-oxo-4-[(3aR,8R,8aS)-2-oxo-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d][1,3]oxazol-8-yl]-2,3-dihydro-1H-pyrrol-2-yl}-2-hydroxypropyl]carbamate" 
AKC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-ethoxyethyl N-[(2S,3S)-4-[(2S)-4-[(3aS,4R,8bR)-2-oxo-1,3a,4,8b-tetrahydroindeno[3,2-d][1,3]oxazol-4-yl]-3-oxo-2-(phenylmethyl)-1H-pyrrol-2-yl]-3-hydroxy-1-phenyl-butan-2-yl]carbamate"  
# 
