data_4PR # _chem_comp.id 4PR _chem_comp.name "(3S)-1-{[(3,5-DIMETHYLISOXAZOL-4-YL)AMINO]CARBONYL}-4,4-DIMETHYLPYRROLIDIN-3-YL{(1S)-1-[1-HYDROXY-2-OXO-2-{[(1R)-1-PHENYLETHYL]AMINO}ETHYL]PENTYL}CARBAMATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H41 N5 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-11-08 _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 543.655 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4PR _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 2BDL _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 4PR C1 C1 C 0 1 N N N 73.688 93.336 163.171 0.271 3.833 1.197 C1 4PR 1 4PR C2 C2 C 0 1 N N N 74.814 94.247 162.765 -0.774 3.582 0.108 C2 4PR 2 4PR C3 C3 C 0 1 N N N 75.497 94.763 164.006 -1.106 2.090 0.054 C3 4PR 3 4PR C4 C4 C 0 1 N N N 76.967 94.440 163.922 -2.151 1.839 -1.035 C4 4PR 4 4PR C5 C5 C 0 1 N N S 77.754 95.261 164.921 -2.483 0.347 -1.089 C5 4PR 5 4PR N1 N1 N 0 1 N N N 77.860 96.596 164.388 -1.297 -0.403 -1.510 N1 4PR 6 4PR C6 C6 C 0 1 N N N 77.386 97.691 165.067 -0.375 -0.773 -0.599 C6 4PR 7 4PR O1 O1 O 0 1 N N N 76.781 97.685 166.128 -0.528 -0.485 0.572 O1 4PR 8 4PR O2 O2 O 0 1 N N N 77.708 98.808 164.368 0.715 -1.462 -0.986 O2 4PR 9 4PR C7 C7 C 0 1 N N S 77.231 100.013 164.950 1.708 -1.861 -0.004 C7 4PR 10 4PR C8 C8 C 0 1 N N N 75.837 100.255 164.424 2.840 -0.816 0.083 C8 4PR 11 4PR N2 N2 N 0 1 N N N 76.030 101.107 163.286 4.103 -1.552 0.234 N2 4PR 12 4PR C9 C9 C 0 1 N N N 77.338 101.704 163.227 3.807 -2.996 0.271 C9 4PR 13 4PR C10 C10 C 0 1 N N N 78.074 101.161 164.433 2.449 -3.144 -0.463 C10 4PR 14 4PR C11 C11 C 0 1 N N N 78.203 102.249 165.476 1.712 -4.404 -0.004 C11 4PR 15 4PR C12 C12 C 0 1 N N N 79.458 100.689 164.053 2.643 -3.148 -1.981 C12 4PR 16 4PR C13 C13 C 0 1 N N N 74.990 101.414 162.437 5.329 -0.999 0.324 C13 4PR 17 4PR O3 O3 O 0 1 N N N 73.835 101.058 162.640 6.309 -1.709 0.447 O3 4PR 18 4PR N3 N3 N 0 1 N N N 75.387 102.156 161.350 5.469 0.341 0.278 N3 4PR 19 4PR C14 C14 C 0 1 Y N N 74.704 102.047 160.156 6.734 0.924 0.483 C14 4PR 20 4PR C15 C15 C 0 1 Y N N 74.645 100.952 159.260 7.707 1.265 -0.491 C15 4PR 21 4PR C16 C16 C 0 1 N N N 75.300 99.642 159.368 7.596 1.079 -1.982 C16 4PR 22 4PR N4 N4 N 0 1 Y N N 73.875 101.231 158.202 8.712 1.778 0.159 N4 4PR 23 4PR O4 O4 O 0 1 Y N N 73.418 102.533 158.403 8.512 1.795 1.351 O4 4PR 24 4PR C17 C17 C 0 1 Y N N 73.920 103.014 159.574 7.308 1.286 1.659 C17 4PR 25 4PR C18 C18 C 0 1 N N N 73.543 104.385 159.952 6.714 1.143 3.036 C18 4PR 26 4PR C19 C19 C 0 1 N N S 79.175 94.764 164.949 -3.616 0.112 -2.090 C19 4PR 27 4PR O5 O5 O 0 1 N N N 80.029 95.187 163.900 -3.252 0.661 -3.358 O5 4PR 28 4PR C20 C20 C 0 1 N N N 79.264 93.273 165.139 -4.871 0.783 -1.594 C20 4PR 29 4PR O6 O6 O 0 1 N N N 78.812 92.764 166.154 -5.352 1.707 -2.216 O6 4PR 30 4PR N5 N5 N 0 1 N N N 79.863 92.627 164.076 -5.461 0.355 -0.460 N5 4PR 31 4PR C21 C21 C 0 1 N N R 80.008 91.184 164.045 -6.681 1.007 0.022 C21 4PR 32 4PR C22 C22 C 0 1 N N N 80.894 90.762 162.896 -6.308 2.236 0.853 C22 4PR 33 4PR C23 C23 C 0 1 Y N N 78.702 90.469 163.927 -7.462 0.041 0.876 C23 4PR 34 4PR C24 C24 C 0 1 Y N N 78.501 89.298 164.627 -6.800 -0.800 1.751 C24 4PR 35 4PR C25 C25 C 0 1 Y N N 77.304 88.624 164.530 -7.516 -1.682 2.538 C25 4PR 36 4PR C26 C26 C 0 1 Y N N 76.297 89.120 163.733 -8.895 -1.730 2.443 C26 4PR 37 4PR C27 C27 C 0 1 Y N N 76.493 90.287 163.032 -9.557 -0.892 1.564 C27 4PR 38 4PR C28 C28 C 0 1 Y N N 77.691 90.959 163.127 -8.840 -0.007 0.781 C28 4PR 39 4PR H11 1H1 H 0 1 N N N 73.750 92.399 162.598 0.508 4.896 1.236 H11 4PR 40 4PR H12 2H1 H 0 1 N N N 72.726 93.829 162.967 -0.125 3.514 2.161 H12 4PR 41 4PR H13 3H1 H 0 1 N N N 73.765 93.114 164.246 1.175 3.267 0.971 H13 4PR 42 4PR H21A 1H2 H 0 0 N N N 74.418 95.090 162.180 -1.677 4.148 0.335 H21A 4PR 43 4PR H22 2H2 H 0 1 N N N 75.536 93.691 162.149 -0.377 3.901 -0.856 H22 4PR 44 4PR H31 1H3 H 0 1 N N N 75.061 94.288 164.897 -0.202 1.524 -0.172 H31 4PR 45 4PR H32 2H3 H 0 1 N N N 75.360 95.852 164.079 -1.502 1.771 1.018 H32 4PR 46 4PR H41 1H4 H 0 1 N N N 77.324 94.677 162.909 -3.055 2.405 -0.809 H41 4PR 47 4PR H42 2H4 H 0 1 N N N 77.113 93.372 164.141 -1.754 2.158 -1.999 H42 4PR 48 4PR H5 H5 H 0 1 N N N 77.269 95.209 165.907 -2.795 0.008 -0.101 H5 4PR 49 4PR HN1 HN1 H 0 1 N N N 78.292 96.729 163.496 -1.175 -0.633 -2.444 HN1 4PR 50 4PR H7 H7 H 0 1 N N N 77.262 99.943 166.047 1.245 -2.011 0.971 H7 4PR 51 4PR H81 1H8 H 0 1 N N N 75.178 100.709 165.179 2.865 -0.220 -0.829 H81 4PR 52 4PR H82 2H8 H 0 1 N N N 75.350 99.311 164.137 2.682 -0.169 0.946 H82 4PR 53 4PR H91 1H9 H 0 1 N N N 77.288 102.803 163.237 4.584 -3.556 -0.250 H91 4PR 54 4PR H92 2H9 H 0 1 N N N 77.854 101.430 162.295 3.718 -3.339 1.301 H92 4PR 55 4PR H111 1H11 H 0 0 N N N 77.339 102.927 165.407 1.548 -4.357 1.073 H111 4PR 56 4PR H112 2H11 H 0 0 N N N 79.129 102.816 165.301 0.752 -4.470 -0.515 H112 4PR 57 4PR H113 3H11 H 0 0 N N N 78.234 101.796 166.478 2.312 -5.283 -0.242 H113 4PR 58 4PR H121 1H12 H 0 0 N N N 79.660 99.721 164.535 3.264 -3.997 -2.266 H121 4PR 59 4PR H122 2H12 H 0 0 N N N 80.202 101.428 164.387 1.673 -3.227 -2.471 H122 4PR 60 4PR H123 3H12 H 0 0 N N N 79.520 100.574 162.961 3.130 -2.222 -2.287 H123 4PR 61 4PR HN3 HN3 H 0 1 N N N 76.170 102.774 161.424 4.698 0.903 0.103 HN3 4PR 62 4PR H161 1H16 H 0 0 N N N 74.659 98.958 159.945 8.087 0.150 -2.270 H161 4PR 63 4PR H162 2H16 H 0 0 N N N 76.267 99.757 159.879 6.544 1.037 -2.266 H162 4PR 64 4PR H163 3H16 H 0 0 N N N 75.464 99.229 158.362 8.076 1.916 -2.489 H163 4PR 65 4PR H181 1H18 H 0 0 N N N 72.581 104.642 159.485 6.988 0.173 3.452 H181 4PR 66 4PR H182 2H18 H 0 0 N N N 74.317 105.086 159.607 7.095 1.935 3.681 H182 4PR 67 4PR H183 3H18 H 0 0 N N N 73.449 104.452 161.046 5.628 1.217 2.973 H183 4PR 68 4PR H19 H19 H 0 1 N N N 79.572 95.273 165.840 -3.793 -0.958 -2.195 H19 4PR 69 4PR HO5 HO5 H 0 1 N N N 79.526 95.282 163.100 -3.105 1.607 -3.222 HO5 4PR 70 4PR HN5 HN5 H 0 1 N N N 80.206 93.168 163.308 -5.077 -0.384 0.037 HN5 4PR 71 4PR H21 H21 H 0 1 N N N 80.464 90.906 165.007 -7.289 1.314 -0.828 H21 4PR 72 4PR H221 1H22 H 0 0 N N N 81.366 89.797 163.133 -5.743 2.934 0.235 H221 4PR 73 4PR H222 2H22 H 0 0 N N N 81.673 91.522 162.735 -7.216 2.721 1.212 H222 4PR 74 4PR H223 3H22 H 0 0 N N N 80.288 90.659 161.984 -5.700 1.929 1.704 H223 4PR 75 4PR H24 H24 H 0 1 N N N 79.287 88.907 165.255 -5.723 -0.762 1.825 H24 4PR 76 4PR H25 H25 H 0 1 N N N 77.155 87.706 165.079 -6.999 -2.336 3.224 H25 4PR 77 4PR H26 H26 H 0 1 N N N 75.356 88.595 163.658 -9.455 -2.421 3.055 H26 4PR 78 4PR H27 H27 H 0 1 N N N 75.705 90.677 162.405 -10.633 -0.930 1.490 H27 4PR 79 4PR H28 H28 H 0 1 N N N 77.840 91.874 162.573 -9.357 0.647 0.095 H28 4PR 80 # 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 4PR C1 C2 SING N N 1 4PR C1 H11 SING N N 2 4PR C1 H12 SING N N 3 4PR C1 H13 SING N N 4 4PR C2 C3 SING N N 5 4PR C2 H21A SING N N 6 4PR C2 H22 SING N N 7 4PR C3 C4 SING N N 8 4PR C3 H31 SING N N 9 4PR C3 H32 SING N N 10 4PR C4 C5 SING N N 11 4PR C4 H41 SING N N 12 4PR C4 H42 SING N N 13 4PR C5 N1 SING N N 14 4PR C5 C19 SING N N 15 4PR C5 H5 SING N N 16 4PR N1 C6 SING N N 17 4PR N1 HN1 SING N N 18 4PR C6 O1 DOUB N N 19 4PR C6 O2 SING N N 20 4PR O2 C7 SING N N 21 4PR C7 C8 SING N N 22 4PR C7 C10 SING N N 23 4PR C7 H7 SING N N 24 4PR C8 N2 SING N N 25 4PR C8 H81 SING N N 26 4PR C8 H82 SING N N 27 4PR N2 C9 SING N N 28 4PR N2 C13 SING N N 29 4PR C9 C10 SING N N 30 4PR C9 H91 SING N N 31 4PR C9 H92 SING N N 32 4PR C10 C11 SING N N 33 4PR C10 C12 SING N N 34 4PR C11 H111 SING N N 35 4PR C11 H112 SING N N 36 4PR C11 H113 SING N N 37 4PR C12 H121 SING N N 38 4PR C12 H122 SING N N 39 4PR C12 H123 SING N N 40 4PR C13 O3 DOUB N N 41 4PR C13 N3 SING N N 42 4PR N3 C14 SING N N 43 4PR N3 HN3 SING N N 44 4PR C14 C15 SING Y N 45 4PR C14 C17 DOUB Y N 46 4PR C15 C16 SING N N 47 4PR C15 N4 DOUB Y N 48 4PR C16 H161 SING N N 49 4PR C16 H162 SING N N 50 4PR C16 H163 SING N N 51 4PR N4 O4 SING Y N 52 4PR O4 C17 SING Y N 53 4PR C17 C18 SING N N 54 4PR C18 H181 SING N N 55 4PR C18 H182 SING N N 56 4PR C18 H183 SING N N 57 4PR C19 O5 SING N N 58 4PR C19 C20 SING N N 59 4PR C19 H19 SING N N 60 4PR O5 HO5 SING N N 61 4PR C20 O6 DOUB N N 62 4PR C20 N5 SING N N 63 4PR N5 C21 SING N N 64 4PR N5 HN5 SING N N 65 4PR C21 C22 SING N N 66 4PR C21 C23 SING N N 67 4PR C21 H21 SING N N 68 4PR C22 H221 SING N N 69 4PR C22 H222 SING N N 70 4PR C22 H223 SING N N 71 4PR C23 C24 SING Y N 72 4PR C23 C28 DOUB Y N 73 4PR C24 C25 DOUB Y N 74 4PR C24 H24 SING N N 75 4PR C25 C26 SING Y N 76 4PR C25 H25 SING N N 77 4PR C26 C27 DOUB Y N 78 4PR C26 H26 SING N N 79 4PR C27 C28 SING Y N 80 4PR C27 H27 SING N N 81 4PR C28 H28 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 4PR SMILES ACDLabs 10.04 "O=C(Nc1c(onc1C)C)N3CC(C)(C)C(OC(=O)NC(C(O)C(=O)NC(c2ccccc2)C)CCCC)C3" 4PR SMILES_CANONICAL CACTVS 3.341 "CCCC[C@H](NC(=O)O[C@@H]1CN(CC1(C)C)C(=O)Nc2c(C)onc2C)[C@H](O)C(=O)N[C@H](C)c3ccccc3" 4PR SMILES CACTVS 3.341 "CCCC[CH](NC(=O)O[CH]1CN(CC1(C)C)C(=O)Nc2c(C)onc2C)[CH](O)C(=O)N[CH](C)c3ccccc3" 4PR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCC[C@@H]([C@@H](C(=O)N[C@H](C)c1ccccc1)O)NC(=O)O[C@@H]2CN(CC2(C)C)C(=O)Nc3c(noc3C)C" 4PR SMILES "OpenEye OEToolkits" 1.5.0 "CCCCC(C(C(=O)NC(C)c1ccccc1)O)NC(=O)OC2CN(CC2(C)C)C(=O)Nc3c(noc3C)C" 4PR InChI InChI 1.03 "InChI=1S/C28H41N5O6/c1-7-8-14-21(24(34)25(35)29-17(2)20-12-10-9-11-13-20)30-27(37)38-22-15-33(16-28(22,5)6)26(36)31-23-18(3)32-39-19(23)4/h9-13,17,21-22,24,34H,7-8,14-16H2,1-6H3,(H,29,35)(H,30,37)(H,31,36)/t17-,21+,22-,24+/m1/s1" 4PR InChIKey InChI 1.03 VVZICJQTDYOKIN-TYVKFHQSSA-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 4PR "SYSTEMATIC NAME" ACDLabs 10.04 "(3S)-1-[(3,5-dimethylisoxazol-4-yl)carbamoyl]-4,4-dimethylpyrrolidin-3-yl {(1S)-1-[(1S)-1-hydroxy-2-oxo-2-{[(1R)-1-phenylethyl]amino}ethyl]pentyl}carbamate" 4PR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3S)-1-[(3,5-dimethyl-1,2-oxazol-4-yl)carbamoyl]-4,4-dimethyl-pyrrolidin-3-yl] N-[(2S,3S)-2-hydroxy-1-oxo-1-[[(1R)-1-phenylethyl]amino]heptan-3-yl]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 4PR "Create component" 2005-11-08 RCSB 4PR "Modify descriptor" 2011-06-04 RCSB #