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 2011-06-04 _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 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" U02 InChI InChI 1.03 "InChI=1S/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" U02 InChIKey InChI 1.03 OORLDLMDGJZAFM-MNNSJKJDSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site U02 "Create component" 1999-07-08 PDBJ U02 "Modify descriptor" 2011-06-04 RCSB #