data_U02
# 
_chem_comp.id                                    U02 
_chem_comp.name                                  "[2-(3-{[6-(1-BENZYL-PROPYL)-4-HYDROXY-2-OXO-2H-PYRAN-3-YL]-CYCLOPROPYL-METHYL}-PHENYLCARBAMOYL)-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H38 N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        558.665 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U02 
_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        2UPJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
U02 CZ8  CZ8  C 0 1 N N N 4.014  25.480 1.328 2.208  -1.040 -11.643 CZ8  U02 1  
U02 CZ7  CZ7  C 0 1 N N N 5.323  24.029 2.861 2.060  1.242  -10.639 CZ7  U02 2  
U02 CZ6  CZ6  C 0 1 N N N 6.461  25.101 0.909 3.705  -0.411 -9.745  CZ6  U02 3  
U02 CZ5  CZ5  C 0 1 N N N 5.382  25.289 1.986 2.309  -0.238 -10.344 CZ5  U02 4  
U02 OZ5  OZ5  O 0 1 N N N 5.787  26.481 2.690 1.314  -0.717 -9.401  OZ5  U02 5  
U02 CZ4  CZ4  C 0 1 N N N 5.116  26.818 3.862 1.217  -0.154 -8.182  CZ4  U02 6  
U02 OZ4  OZ4  O 0 1 N N N 4.161  26.128 4.249 1.961  0.754  -7.871  OZ4  U02 7  
U02 NZ3  NZ3  N 0 1 N N N 5.536  27.908 4.486 0.294  -0.599 -7.306  NZ3  U02 8  
U02 CZ3  CZ3  C 0 1 N N N 5.014  28.263 5.817 0.188  0.012  -5.979  CZ3  U02 9  
U02 CZ2  CZ2  C 0 1 N N N 5.978  28.961 6.790 -0.929 -0.672 -5.190  CZ2  U02 10 
U02 CZ1  CZ1  C 0 1 N N N 7.395  28.415 6.765 -1.038 -0.042 -3.825  CZ1  U02 11 
U02 OZ1  OZ1  O 0 1 N N N 8.363  29.126 6.495 -0.295 0.864  -3.514  OZ1  U02 12 
U02 NZ1  NZ1  N 0 1 N N N 7.538  27.125 7.015 -1.961 -0.487 -2.949  NZ1  U02 13 
U02 CB5  CB5  C 0 1 Y N N 8.864  26.639 6.934 -2.143 0.173  -1.729  CB5  U02 14 
U02 CB4  CB4  C 0 1 Y N N 9.716  26.940 7.991 -2.000 1.552  -1.656  CB4  U02 15 
U02 CB3  CB3  C 0 1 Y N N 11.027 26.477 8.004 -2.181 2.201  -0.450  CB3  U02 16 
U02 CB2  CB2  C 0 1 Y N N 11.494 25.699 6.953 -2.504 1.478  0.683   CB2  U02 17 
U02 CB1  CB1  C 0 1 Y N N 10.662 25.408 5.876 -2.648 0.104  0.613   CB1  U02 18 
U02 CB6  CB6  C 0 1 Y N N 9.327  25.844 5.874 -2.463 -0.550 -0.587  CB6  U02 19 
U02 CG1  CG1  C 0 1 N N R 11.319 24.656 4.714 -3.000 -0.678 1.851   CG1  U02 20 
U02 CG2  CG2  C 0 1 N N N 10.274 23.969 3.886 -4.370 -0.231 2.365   CG2  U02 21 
U02 CG3  CG3  C 0 1 N N N 10.368 23.731 2.398 -5.563 -0.388 1.457   CG3  U02 22 
U02 CG4  CG4  C 0 1 N N N 9.272  24.616 2.959 -5.477 -1.252 2.438   CG4  U02 23 
U02 CA   CA   C 0 1 Y N N 12.491 23.747 5.155 -1.961 -0.432 2.914   CA   U02 24 
U02 CA2  CA2  C 0 1 Y N N 12.129 22.583 5.863 -0.602 -0.371 2.581   CA2  U02 25 
U02 OA2  OA2  O 0 1 N N N 11.003 22.154 5.905 -0.252 -0.518 1.422   OA2  U02 26 
U02 OA3  OA3  O 0 1 Y N N 13.074 21.740 6.230 0.316  -0.145 3.536   OA3  U02 27 
U02 CA4  CA4  C 0 1 Y N N 14.378 21.950 5.952 -0.034 0.014  4.820   CA4  U02 28 
U02 CA5  CA5  C 0 1 Y N N 14.818 23.109 5.304 -1.325 -0.033 5.200   CA5  U02 29 
U02 CA6  CA6  C 0 1 Y N N 13.854 24.026 4.881 -2.332 -0.262 4.236   CA6  U02 30 
U02 OA6  OA6  O 0 1 N N N 14.371 25.219 4.469 -3.635 -0.315 4.598   OA6  U02 31 
U02 CD   CD   C 0 1 N N R 15.344 20.850 6.081 1.033  0.259  5.854   CD   U02 32 
U02 CD1  CD1  C 0 1 N N N 16.530 21.265 6.966 1.798  1.537  5.505   CD1  U02 33 
U02 CD2  CD2  C 0 1 N N N 16.062 22.076 8.195 0.830  2.721  5.481   CD2  U02 34 
U02 CE   CE   C 0 1 N N N 15.631 20.416 4.630 2.001  -0.925 5.878   CE   U02 35 
U02 CE1  CE1  C 0 1 Y N N 16.818 19.506 4.390 3.069  -0.680 6.913   CE1  U02 36 
U02 CE2  CE2  C 0 1 Y N N 17.105 19.109 3.091 2.880  -1.106 8.215   CE2  U02 37 
U02 CE3  CE3  C 0 1 Y N N 18.202 18.294 2.840 3.859  -0.881 9.164   CE3  U02 38 
U02 CE4  CE4  C 0 1 Y N N 19.009 17.865 3.886 5.028  -0.232 8.812   CE4  U02 39 
U02 CE5  CE5  C 0 1 Y N N 18.707 18.257 5.184 5.217  0.192  7.510   CE5  U02 40 
U02 CE6  CE6  C 0 1 Y N N 17.611 19.073 5.438 4.239  -0.035 6.559   CE6  U02 41 
U02 HZ81 1HZ8 H 0 0 N N N 4.056  26.395 0.692 1.213  -0.917 -12.070 HZ81 U02 42 
U02 HZ82 2HZ8 H 0 0 N N N 3.680  24.579 0.762 2.954  -0.680 -12.351 HZ82 U02 43 
U02 HZ83 3HZ8 H 0 0 N N N 3.181  25.510 2.069 2.385  -2.095 -11.433 HZ83 U02 44 
U02 HZ71 1HZ7 H 0 0 N N N 6.319  23.889 3.340 1.065  1.365  -11.066 HZ71 U02 45 
U02 HZ72 2HZ7 H 0 0 N N N 4.490  24.059 3.602 2.131  1.814  -9.714  HZ72 U02 46 
U02 HZ73 3HZ7 H 0 0 N N N 4.989  23.128 2.295 2.806  1.602  -11.347 HZ73 U02 47 
U02 HZ61 1HZ6 H 0 0 N N N 7.457  24.961 1.388 3.883  -1.465 -9.535  HZ61 U02 48 
U02 HZ62 2HZ6 H 0 0 N N N 6.213  24.268 0.210 4.452  -0.051 -10.453 HZ62 U02 49 
U02 HZ63 3HZ6 H 0 0 N N N 6.465  25.936 0.171 3.777  0.160  -8.820  HZ63 U02 50 
U02 HNZ3 3HNZ H 0 0 N N N 6.228  28.448 3.966 -0.299 -1.325 -7.554  HNZ3 U02 51 
U02 HZ31 1HZ3 H 0 0 N N N 4.093  28.881 5.700 -0.039 1.073  -6.086  HZ31 U02 52 
U02 HZ32 2HZ3 H 0 0 N N N 4.592  27.352 6.303 1.132  -0.104 -5.449  HZ32 U02 53 
U02 HZ21 1HZ2 H 0 0 N N N 5.981  30.061 6.612 -0.701 -1.732 -5.083  HZ21 U02 54 
U02 HZ22 2HZ2 H 0 0 N N N 5.569  28.937 7.827 -1.873 -0.554 -5.720  HZ22 U02 55 
U02 HNZ1 1HNZ H 0 0 N N N 6.716  26.566 7.245 -2.498 -1.265 -3.165  HNZ1 U02 56 
U02 HB4  HB4  H 0 1 N N N 9.347  27.553 8.829 -1.748 2.117  -2.542  HB4  U02 57 
U02 HB3  HB3  H 0 1 N N N 11.694 26.726 8.845 -2.070 3.273  -0.393  HB3  U02 58 
U02 HB2  HB2  H 0 1 N N N 12.526 25.311 6.973 -2.645 1.988  1.624   HB2  U02 59 
U02 HB6  HB6  H 0 1 N N N 8.649  25.565 5.049 -2.574 -1.623 -0.641  HB6  U02 60 
U02 HG1  HG1  H 0 1 N N N 11.815 25.403 4.051 -3.031 -1.741 1.612   HG1  U02 61 
U02 HG2  HG2  H 0 1 N N N 10.190 23.333 4.798 -4.369 0.589  3.082   HG2  U02 62 
U02 HG3  HG3  H 0 1 N N N 10.868 23.258 1.536 -6.109 -0.034 0.595   HG3  U02 63 
U02 HG4  HG4  H 0 1 N N N 8.389  25.260 2.805 -5.903 -2.104 2.946   HG4  U02 64 
U02 HA5  HA5  H 0 1 N N N 15.891 23.294 5.131 -1.589 0.101  6.238   HA5  U02 65 
U02 HO6  HO6  H 0 1 N N N 15.284 25.405 4.285 -3.665 -0.173 5.555   HO6  U02 66 
U02 HD   HD   H 0 1 N N N 14.978 19.952 6.632 0.570  0.369  6.835   HD   U02 67 
U02 HD11 1HD1 H 0 0 N N N 17.142 20.383 7.267 2.261  1.426  4.524   HD11 U02 68 
U02 HD12 2HD1 H 0 0 N N N 17.301 21.818 6.381 2.571  1.714  6.254   HD12 U02 69 
U02 HD21 1HD2 H 0 0 N N N 16.922 22.377 8.837 1.376  3.631  5.232   HD21 U02 70 
U02 HD22 2HD2 H 0 0 N N N 15.449 22.957 7.893 0.058  2.544  4.733   HD22 U02 71 
U02 HD23 3HD2 H 0 0 N N N 15.290 21.522 8.779 0.367  2.832  6.462   HD23 U02 72 
U02 HE1  1HE  H 0 1 N N N 14.715 19.947 4.198 1.455  -1.835 6.127   HE1  U02 73 
U02 HE2A 2HE  H 0 0 N N N 15.726 21.322 3.987 2.464  -1.035 4.898   HE2A U02 74 
U02 HE2  HE2  H 0 1 N N N 16.461 19.440 2.258 1.967  -1.613 8.490   HE2  U02 75 
U02 HE3  HE3  H 0 1 N N N 18.433 17.986 1.806 3.712  -1.213 10.181  HE3  U02 76 
U02 HE4  HE4  H 0 1 N N N 19.881 17.219 3.687 5.793  -0.056 9.553   HE4  U02 77 
U02 HE5  HE5  H 0 1 N N N 19.342 17.917 6.019 6.129  0.700  7.235   HE5  U02 78 
U02 HE6  HE6  H 0 1 N N N 17.370 19.376 6.470 4.386  0.296  5.542   HE6  U02 79 
# 
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 
U02 CZ8 CZ5  SING N N 1  
U02 CZ8 HZ81 SING N N 2  
U02 CZ8 HZ82 SING N N 3  
U02 CZ8 HZ83 SING N N 4  
U02 CZ7 CZ5  SING N N 5  
U02 CZ7 HZ71 SING N N 6  
U02 CZ7 HZ72 SING N N 7  
U02 CZ7 HZ73 SING N N 8  
U02 CZ6 CZ5  SING N N 9  
U02 CZ6 HZ61 SING N N 10 
U02 CZ6 HZ62 SING N N 11 
U02 CZ6 HZ63 SING N N 12 
U02 CZ5 OZ5  SING N N 13 
U02 OZ5 CZ4  SING N N 14 
U02 CZ4 OZ4  DOUB N N 15 
U02 CZ4 NZ3  SING N N 16 
U02 NZ3 CZ3  SING N N 17 
U02 NZ3 HNZ3 SING N N 18 
U02 CZ3 CZ2  SING N N 19 
U02 CZ3 HZ31 SING N N 20 
U02 CZ3 HZ32 SING N N 21 
U02 CZ2 CZ1  SING N N 22 
U02 CZ2 HZ21 SING N N 23 
U02 CZ2 HZ22 SING N N 24 
U02 CZ1 OZ1  DOUB N N 25 
U02 CZ1 NZ1  SING N N 26 
U02 NZ1 CB5  SING N N 27 
U02 NZ1 HNZ1 SING N N 28 
U02 CB5 CB4  DOUB Y N 29 
U02 CB5 CB6  SING Y N 30 
U02 CB4 CB3  SING Y N 31 
U02 CB4 HB4  SING N N 32 
U02 CB3 CB2  DOUB Y N 33 
U02 CB3 HB3  SING N N 34 
U02 CB2 CB1  SING Y N 35 
U02 CB2 HB2  SING N N 36 
U02 CB1 CB6  DOUB Y N 37 
U02 CB1 CG1  SING N N 38 
U02 CB6 HB6  SING N N 39 
U02 CG1 CG2  SING N N 40 
U02 CG1 CA   SING N N 41 
U02 CG1 HG1  SING N N 42 
U02 CG2 CG3  SING N N 43 
U02 CG2 CG4  SING N N 44 
U02 CG2 HG2  SING N N 45 
U02 CG3 CG4  DOUB N N 46 
U02 CG3 HG3  SING N N 47 
U02 CG4 HG4  SING N N 48 
U02 CA  CA2  SING Y N 49 
U02 CA  CA6  DOUB Y N 50 
U02 CA2 OA2  DOUB N N 51 
U02 CA2 OA3  SING Y N 52 
U02 OA3 CA4  SING Y N 53 
U02 CA4 CA5  DOUB Y N 54 
U02 CA4 CD   SING N N 55 
U02 CA5 CA6  SING Y N 56 
U02 CA5 HA5  SING N N 57 
U02 CA6 OA6  SING N N 58 
U02 OA6 HO6  SING N N 59 
U02 CD  CD1  SING N N 60 
U02 CD  CE   SING N N 61 
U02 CD  HD   SING N N 62 
U02 CD1 CD2  SING N N 63 
U02 CD1 HD11 SING N N 64 
U02 CD1 HD12 SING N N 65 
U02 CD2 HD21 SING N N 66 
U02 CD2 HD22 SING N N 67 
U02 CD2 HD23 SING N N 68 
U02 CE  CE1  SING N N 69 
U02 CE  HE1  SING N N 70 
U02 CE  HE2A SING N N 71 
U02 CE1 CE2  DOUB Y N 72 
U02 CE1 CE6  SING Y N 73 
U02 CE2 CE3  SING Y N 74 
U02 CE2 HE2  SING N N 75 
U02 CE3 CE4  DOUB Y N 76 
U02 CE3 HE3  SING N N 77 
U02 CE4 CE5  SING Y N 78 
U02 CE4 HE4  SING N N 79 
U02 CE5 CE6  DOUB Y N 80 
U02 CE5 HE5  SING N N 81 
U02 CE6 HE6  SING N N 82 
# 
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 
U02 SMILES           ACDLabs              10.04 O=C1OC(=CC(O)=C1C(c2cccc(NC(=O)CCNC(=O)OC(C)(C)C)c2)C3C=C3)C(Cc4ccccc4)CC 
U02 InChI            InChI                1.02b 
InChI=1/C33H38N2O6/c1-5-22(18-21-10-7-6-8-11-21)27-20-26(36)30(31(38)40-27)29(23-14-15-23)24-12-9-13-25(19-24)35-28(37)16-17-34-32(39)41-33(2,3)4/h6-15,19-20,22-23,29,36H,5,16-18H2,1-4H3,(H,34,39)(H,35,37)/t22-,29+/m1/s1/f/h34-35H 
U02 InChIKey         InChI                1.02b OORLDLMDGJZAFM-PELNGNISDC 
U02 SMILES_CANONICAL CACTVS               3.341 CC[C@H](Cc1ccccc1)C2=CC(=C([C@@H](C3C=C3)c4cccc(NC(=O)CCNC(=O)OC(C)(C)C)c4)C(=O)O2)O 
U02 SMILES           CACTVS               3.341 CC[CH](Cc1ccccc1)C2=CC(=C([CH](C3C=C3)c4cccc(NC(=O)CCNC(=O)OC(C)(C)C)c4)C(=O)O2)O 
U02 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](Cc1ccccc1)C2=CC(=C(C(=O)O2)[C@H](c3cccc(c3)NC(=O)CCNC(=O)OC(C)(C)C)C4C=C4)O 
U02 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(Cc1ccccc1)C2=CC(=C(C(=O)O2)C(c3cccc(c3)NC(=O)CCNC(=O)OC(C)(C)C)C4C=C4)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 
U02 "SYSTEMATIC NAME" ACDLabs              10.04 "tert-butyl [3-({3-[(S)-{6-[(1R)-1-benzylpropyl]-4-hydroxy-2-oxo-2H-pyran-3-yl}(cycloprop-2-en-1-yl)methyl]phenyl}amino)-3-oxopropyl]carbamate"  
U02 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "tert-butyl N-[3-[[3-[(S)-1-cycloprop-2-enyl-[4-hydroxy-2-oxo-6-[(2R)-1-phenylbutan-2-yl]pyran-3-yl]methyl]phenyl]amino]-3-oxo-propyl]carbamate" 
# 
