data_O8P # _chem_comp.id O8P _chem_comp.name "(2R)-2-[(3S,4R,5E,10E,12E,14S,26aR)-14-hydroxy-4,12-dimethyl-1,7,16,22-tetraoxo-4,7,8,9,14,15,16,17,24,25,26,26a-dodecahydro-1H,3H,22H-21,18-(azeno)pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosin-3-yl]propyl (2-bromopyridin-4-yl)carbamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H40 Br N5 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-06-18 _chem_comp.pdbx_modified_date 2020-06-12 _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 742.613 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O8P _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6PCR _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 O8P C10 C1 C 0 1 N N S 255.501 261.419 251.049 4.590 3.166 -3.139 C10 O8P 1 O8P C13 C2 C 0 1 N N N 258.673 259.436 250.081 5.169 -0.478 -3.982 C13 O8P 2 O8P C17 C3 C 0 1 Y N N 260.070 258.132 247.099 4.186 -3.640 -2.482 C17 O8P 3 O8P C21 C4 C 0 1 N N N 252.091 257.225 243.786 1.231 2.226 3.661 C21 O8P 4 O8P C22 C5 C 0 1 N N N 252.698 256.124 243.318 0.439 1.178 3.467 C22 O8P 5 O8P C24 C6 C 0 1 N N N 252.986 257.089 240.962 -0.119 -0.325 5.360 C24 O8P 6 O8P C26 C7 C 0 1 N N R 255.495 255.083 240.727 0.211 -0.687 1.734 C26 O8P 7 O8P C28 C8 C 0 1 N N N 256.852 254.438 241.032 -1.102 0.098 1.735 C28 O8P 8 O8P C02 C9 C 0 1 N N N 251.701 257.338 245.158 1.025 3.454 2.881 C02 O8P 9 O8P C04 C10 C 0 1 N N N 251.308 259.045 246.895 1.885 5.531 2.007 C04 O8P 10 O8P C05 C11 C 0 1 N N N 252.362 259.998 247.376 2.967 5.093 1.046 C05 O8P 11 O8P C06 C12 C 0 1 N N N 253.043 259.867 248.523 2.679 4.667 -0.179 C06 O8P 12 O8P C07 C13 C 0 1 N N N 253.994 260.828 249.051 3.764 4.219 -1.066 C07 O8P 13 O8P C08 C14 C 0 1 N N N 254.375 262.049 248.245 5.200 4.392 -0.639 C08 O8P 14 O8P C09 C15 C 0 1 N N N 254.528 260.574 250.260 3.487 3.650 -2.235 C09 O8P 15 O8P C11 C16 C 0 1 N N N 256.826 260.734 251.312 5.055 1.781 -2.671 C11 O8P 16 O8P C12 C17 C 0 1 N N N 257.709 260.607 250.092 4.389 0.724 -3.512 C12 O8P 17 O8P C14 C18 C 0 1 Y N N 258.932 258.870 248.718 4.812 -1.661 -3.120 C14 O8P 18 O8P C16 C19 C 0 1 Y N N 258.763 258.368 246.704 4.392 -2.876 -1.383 C16 O8P 19 O8P C23 C20 C 0 1 N N R 253.292 255.934 241.934 0.748 -0.152 4.112 C23 O8P 20 O8P C25 C21 C 0 1 N N S 254.807 255.600 242.010 0.451 -1.282 3.123 C25 O8P 21 O8P C27 C22 C 0 1 N N N 254.657 254.064 239.949 1.365 0.250 1.374 C27 O8P 22 O8P C30 C23 C 0 1 N N N 258.916 255.725 241.063 -3.349 -0.113 0.959 C30 O8P 23 O8P C32 C24 C 0 1 Y N N 259.608 253.335 240.804 -5.585 -0.158 0.157 C32 O8P 24 O8P C33 C25 C 0 1 Y N N 259.649 252.837 242.111 -6.388 -0.468 -0.939 C33 O8P 25 O8P C34 C26 C 0 1 Y N N 259.524 251.461 242.296 -7.611 0.157 -1.073 C34 O8P 26 O8P C37 C27 C 0 1 Y N N 259.335 251.090 240.006 -7.291 1.358 0.872 C37 O8P 27 O8P C38 C28 C 0 1 Y N N 259.466 252.453 239.732 -6.057 0.778 1.077 C38 O8P 28 O8P C41 C29 C 0 1 N N N 255.805 257.003 243.681 1.651 -2.983 1.969 C41 O8P 29 O8P C42 C30 C 0 1 N N R 256.313 258.411 243.830 2.702 -4.051 1.838 C42 O8P 30 O8P C43 C31 C 0 1 N N N 255.133 259.397 243.842 2.074 -5.432 2.085 C43 O8P 31 O8P C44 C32 C 0 1 N N N 255.598 260.555 244.675 1.816 -6.014 0.684 C44 O8P 32 O8P C45 C33 C 0 1 N N N 256.397 259.857 245.741 2.559 -5.099 -0.300 C45 O8P 33 O8P C47 C34 C 0 1 N N N 258.224 258.126 245.394 4.155 -3.194 0.025 C47 O8P 34 O8P N03 N1 N 0 1 N N N 251.603 258.603 245.551 1.822 4.537 3.094 N03 O8P 35 O8P N15 N2 N 0 1 Y N N 258.065 258.731 247.760 4.817 -1.653 -1.820 N15 O8P 36 O8P N31 N3 N 0 1 N N N 259.696 254.700 240.541 -4.344 -0.772 0.332 N31 O8P 37 O8P N36 N4 N 0 1 Y N N 259.360 250.591 241.268 -8.022 1.038 -0.180 N36 O8P 38 O8P N46 N5 N 0 1 N N N 257.055 258.742 245.054 3.224 -4.046 0.463 N46 O8P 39 O8P O01 O1 O 0 1 N N N 251.528 256.382 245.907 0.142 3.503 2.046 O01 O8P 40 O8P O18 O2 O 0 1 Y N N 260.183 258.474 248.401 4.460 -2.879 -3.556 O18 O8P 41 O8P O19 O3 O 0 1 N N N 257.642 261.404 249.161 3.224 0.839 -3.812 O19 O8P 42 O8P O20 O4 O 0 1 N N N 254.928 261.620 252.309 5.687 4.080 -3.086 O20 O8P 43 O8P O29 O5 O 0 1 N N N 257.771 255.327 241.659 -2.126 -0.668 1.046 O29 O8P 44 O8P O39 O6 O 0 1 N N N 259.240 256.905 241.014 -3.557 0.981 1.445 O39 O8P 45 O8P O40 O7 O 0 1 N N N 255.491 256.772 242.410 1.563 -2.209 3.060 O40 O8P 46 O8P O48 O8 O 0 1 N N N 258.820 257.364 244.632 4.854 -2.645 0.855 O48 O8P 47 O8P O49 O9 O 0 1 N N N 255.641 256.222 244.618 0.864 -2.818 1.067 O49 O8P 48 O8P BR35 BR1 BR 0 0 N N N 259.556 250.710 244.043 -8.712 -0.253 -2.555 BR35 O8P 49 O8P H101 H1 H 0 0 N N N 255.673 262.373 250.529 4.221 3.099 -4.162 H101 O8P 50 O8P H132 H2 H 0 0 N N N 258.255 258.638 250.713 4.917 -0.694 -5.020 H132 O8P 51 O8P H131 H3 H 0 0 N N N 259.631 259.773 250.503 6.237 -0.274 -3.901 H131 O8P 52 O8P H171 H4 H 0 0 N N N 260.861 257.742 246.475 3.862 -4.670 -2.493 H171 O8P 53 O8P H211 H5 H 0 0 N N N 251.892 258.045 243.112 2.026 2.172 4.392 H211 O8P 54 O8P H221 H6 H 0 0 N N N 252.772 255.286 243.996 -0.401 1.264 2.792 H221 O8P 55 O8P H243 H7 H 0 0 N N N 251.903 257.281 240.949 0.103 -1.284 5.827 H243 O8P 56 O8P H241 H8 H 0 0 N N N 253.515 257.995 241.292 0.093 0.480 6.064 H241 O8P 57 O8P H242 H9 H 0 0 N N N 253.322 256.816 239.951 -1.172 -0.293 5.078 H242 O8P 58 O8P H261 H10 H 0 0 N N N 255.672 255.947 240.070 0.152 -1.491 0.999 H261 O8P 59 O8P H282 H11 H 0 0 N N N 256.688 253.578 241.699 -1.416 0.281 2.763 H282 O8P 60 O8P H281 H12 H 0 0 N N N 257.293 254.090 240.086 -0.957 1.051 1.225 H281 O8P 61 O8P H042 H13 H 0 0 N N N 250.331 259.551 246.904 2.130 6.511 2.416 H042 O8P 62 O8P H041 H14 H 0 0 N N N 251.276 258.173 247.564 0.927 5.576 1.489 H041 O8P 63 O8P H051 H15 H 0 0 N N N 252.588 260.851 246.753 3.994 5.126 1.382 H051 O8P 64 O8P H061 H16 H 0 0 N N N 252.870 258.972 249.102 1.657 4.672 -0.525 H061 O8P 65 O8P H081 H18 H 0 0 N N N 255.102 262.650 248.811 5.253 4.432 0.449 H081 O8P 66 O8P H083 H19 H 0 0 N N N 254.824 261.733 247.291 5.790 3.550 -1.002 H083 O8P 67 O8P H082 H20 H 0 0 N N N 253.477 262.652 248.046 5.594 5.319 -1.057 H082 O8P 68 O8P H092 H21 H 0 0 N N N 254.222 259.649 250.725 2.452 3.547 -2.535 H092 O8P 69 O8P H112 H23 H 0 0 N N N 256.622 259.724 251.697 6.137 1.705 -2.778 H112 O8P 70 O8P H111 H24 H 0 0 N N N 257.369 261.314 252.073 4.782 1.641 -1.625 H111 O8P 71 O8P H231 H25 H 0 0 N N N 252.807 255.042 241.510 1.801 -0.183 4.393 H231 O8P 72 O8P H251 H26 H 0 0 N N N 254.933 254.829 242.784 -0.444 -1.815 3.445 H251 O8P 73 O8P H271 H27 H 0 0 N N N 253.674 254.499 239.715 1.539 0.215 0.298 H271 O8P 74 O8P H272 H28 H 0 0 N N N 255.174 253.802 239.014 1.112 1.268 1.668 H272 O8P 75 O8P H273 H29 H 0 0 N N N 254.521 253.159 240.559 2.267 -0.067 1.898 H273 O8P 76 O8P H331 H30 H 0 0 N N N 259.774 253.501 242.954 -6.057 -1.188 -1.674 H331 O8P 77 O8P H371 H31 H 0 0 N N N 259.209 250.405 239.180 -7.663 2.083 1.579 H371 O8P 78 O8P H381 H32 H 0 0 N N N 259.458 252.816 238.715 -5.464 1.044 1.940 H381 O8P 79 O8P H421 H34 H 0 0 N N N 256.942 258.646 242.959 3.515 -3.865 2.534 H421 O8P 80 O8P H431 H35 H 0 0 N N N 254.896 259.727 242.820 2.765 -6.068 2.638 H431 O8P 81 O8P H432 H36 H 0 0 N N N 254.244 258.930 244.292 1.135 -5.328 2.630 H432 O8P 82 O8P H442 H37 H 0 0 N N N 256.225 261.245 244.090 2.207 -7.030 0.622 H442 O8P 83 O8P H441 H38 H 0 0 N N N 254.749 261.107 245.106 0.747 -6.010 0.467 H441 O8P 84 O8P H452 H39 H 0 0 N N N 257.144 260.539 246.173 3.300 -5.677 -0.852 H452 O8P 85 O8P H451 H40 H 0 0 N N N 255.736 259.484 246.538 1.848 -4.653 -0.996 H451 O8P 86 O8P H031 H41 H 0 0 N N N 251.745 259.310 244.858 2.323 4.648 3.917 H031 O8P 87 O8P H311 H42 H 0 0 N N N 260.409 254.977 239.897 -4.198 -1.672 0.003 H311 O8P 88 O8P H201 H43 H 0 0 N N N 255.510 262.150 252.841 5.465 4.978 -3.370 H201 O8P 89 # # 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 O8P C38 C37 DOUB Y N 1 O8P C38 C32 SING Y N 2 O8P C27 C26 SING N N 3 O8P C37 N36 SING Y N 4 O8P N31 C32 SING N N 5 O8P N31 C30 SING N N 6 O8P C26 C28 SING N N 7 O8P C26 C25 SING N N 8 O8P C32 C33 DOUB Y N 9 O8P C24 C23 SING N N 10 O8P O39 C30 DOUB N N 11 O8P C28 O29 SING N N 12 O8P C30 O29 SING N N 13 O8P N36 C34 DOUB Y N 14 O8P C23 C25 SING N N 15 O8P C23 C22 SING N N 16 O8P C25 O40 SING N N 17 O8P C33 C34 SING Y N 18 O8P C34 BR35 SING N N 19 O8P O40 C41 SING N N 20 O8P C22 C21 DOUB N E 21 O8P C41 C42 SING N N 22 O8P C41 O49 DOUB N N 23 O8P C21 C02 SING N N 24 O8P C42 C43 SING N N 25 O8P C42 N46 SING N N 26 O8P C43 C44 SING N N 27 O8P O48 C47 DOUB N N 28 O8P C44 C45 SING N N 29 O8P N46 C47 SING N N 30 O8P N46 C45 SING N N 31 O8P C02 N03 SING N N 32 O8P C02 O01 DOUB N N 33 O8P C47 C16 SING N N 34 O8P N03 C04 SING N N 35 O8P C16 C17 DOUB Y N 36 O8P C16 N15 SING Y N 37 O8P C04 C05 SING N N 38 O8P C17 O18 SING Y N 39 O8P C05 C06 DOUB N E 40 O8P N15 C14 DOUB Y N 41 O8P C08 C07 SING N N 42 O8P O18 C14 SING Y N 43 O8P C06 C07 SING N N 44 O8P C14 C13 SING N N 45 O8P C07 C09 DOUB N E 46 O8P O19 C12 DOUB N N 47 O8P C13 C12 SING N N 48 O8P C12 C11 SING N N 49 O8P C09 C10 SING N N 50 O8P C10 C11 SING N N 51 O8P C10 O20 SING N N 52 O8P C10 H101 SING N N 53 O8P C13 H132 SING N N 54 O8P C13 H131 SING N N 55 O8P C17 H171 SING N N 56 O8P C21 H211 SING N N 57 O8P C22 H221 SING N N 58 O8P C24 H243 SING N N 59 O8P C24 H241 SING N N 60 O8P C24 H242 SING N N 61 O8P C26 H261 SING N N 62 O8P C28 H282 SING N N 63 O8P C28 H281 SING N N 64 O8P C04 H042 SING N N 65 O8P C04 H041 SING N N 66 O8P C05 H051 SING N N 67 O8P C06 H061 SING N N 68 O8P C08 H081 SING N N 69 O8P C08 H083 SING N N 70 O8P C08 H082 SING N N 71 O8P C09 H092 SING N N 72 O8P C11 H112 SING N N 73 O8P C11 H111 SING N N 74 O8P C23 H231 SING N N 75 O8P C25 H251 SING N N 76 O8P C27 H271 SING N N 77 O8P C27 H272 SING N N 78 O8P C27 H273 SING N N 79 O8P C33 H331 SING N N 80 O8P C37 H371 SING N N 81 O8P C38 H381 SING N N 82 O8P C42 H421 SING N N 83 O8P C43 H431 SING N N 84 O8P C43 H432 SING N N 85 O8P C44 H442 SING N N 86 O8P C44 H441 SING N N 87 O8P C45 H452 SING N N 88 O8P C45 H451 SING N N 89 O8P N03 H031 SING N N 90 O8P N31 H311 SING N N 91 O8P O20 H201 SING N N 92 # # 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 O8P SMILES ACDLabs 12.01 "C3(CC(Cc1nc(co1)C(N4C(C(=O)OC(C(COC(Nc2cc(Br)ncc2)=O)C)C(C=CC(NCC=CC(=C3)C)=O)C)CCC4)=O)=O)O" O8P InChI InChI 1.03 "InChI=1S/C34H40BrN5O9/c1-20-6-4-11-37-29(43)9-8-21(2)31(22(3)18-48-34(46)38-23-10-12-36-28(35)15-23)49-33(45)27-7-5-13-40(27)32(44)26-19-47-30(39-26)17-25(42)16-24(41)14-20/h4,6,8-10,12,14-15,19,21-22,24,27,31,41H,5,7,11,13,16-18H2,1-3H3,(H,37,43)(H,36,38,46)/b6-4+,9-8+,20-14+/t21-,22-,24-,27-,31+/m1/s1" O8P InChIKey InChI 1.03 DVPGDVCEDLKOOR-IUBPLUFBSA-N O8P SMILES_CANONICAL CACTVS 3.385 "C[C@H](COC(=O)Nc1ccnc(Br)c1)[C@H]2OC(=O)[C@H]3CCCN3C(=O)c4coc(CC(=O)C[C@H](O)/C=C(C)/C=C/CNC(=O)/C=C/[C@H]2C)n4" O8P SMILES CACTVS 3.385 "C[CH](COC(=O)Nc1ccnc(Br)c1)[CH]2OC(=O)[CH]3CCCN3C(=O)c4coc(CC(=O)C[CH](O)C=C(C)C=CCNC(=O)C=C[CH]2C)n4" O8P SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H]1/C=C/C(=O)NC/C=C/C(=C/[C@H](CC(=O)Cc2nc(co2)C(=O)N3CCC[C@@H]3C(=O)O[C@@H]1[C@H](C)COC(=O)Nc4ccnc(c4)Br)O)/C" O8P SMILES "OpenEye OEToolkits" 2.0.7 "CC1C=CC(=O)NCC=CC(=CC(CC(=O)Cc2nc(co2)C(=O)N3CCCC3C(=O)OC1C(C)COC(=O)Nc4ccnc(c4)Br)O)C" # # 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 O8P "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-[(3S,4R,5E,10E,12E,14S,26aR)-14-hydroxy-4,12-dimethyl-1,7,16,22-tetraoxo-4,7,8,9,14,15,16,17,24,25,26,26a-dodecahydro-1H,3H,22H-21,18-(azeno)pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosin-3-yl]propyl (2-bromopyridin-4-yl)carbamate" O8P "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(2~{R})-2-[(7~{R},10~{S},11~{R},12~{E},17~{E},19~{E},21~{S})-11,19-dimethyl-21-oxidanyl-2,8,14,23-tetrakis(oxidanylidene)-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.0^{3,7}]octacosa-1(27),12,17,19,25(28)-pentaen-10-yl]propyl] ~{N}-(2-bromanylpyridin-4-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 O8P "Create component" 2019-06-18 RCSB O8P "Other modification" 2019-06-18 RCSB O8P "Initial release" 2020-06-17 RCSB ##