data_G34 # _chem_comp.id G34 _chem_comp.name Retapamulin _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C30 H47 N O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-01-17 _chem_comp.pdbx_modified_date 2023-02-07 _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 517.763 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G34 _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 ? _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 G34 C8 C8 C 0 1 N N N 52.941 117.769 110.755 4.602 1.697 -1.612 C8 G34 1 G34 C5 C5 C 0 1 N N R 54.774 118.657 113.188 2.338 1.217 0.167 C5 G34 2 G34 C6 C6 C 0 1 N N R 55.307 118.485 111.646 2.184 2.093 -1.063 C6 G34 3 G34 N1 N1 N 0 1 N N N 53.122 127.403 115.720 -7.704 0.517 -0.801 N1 G34 4 G34 C2 C2 C 0 1 N N N 52.565 115.337 113.083 5.963 1.919 1.078 C2 G34 5 G34 C4 C4 C 0 1 N N R 53.623 117.532 113.228 3.719 1.155 0.665 C4 G34 6 G34 O1 O1 O 0 1 N N N 54.940 115.456 112.751 4.085 3.394 1.556 O1 G34 7 G34 O2 O2 O 0 1 N N N 49.596 119.287 114.140 4.989 -2.560 -0.018 O2 G34 8 G34 C1 C1 C 0 1 N N N 51.554 116.367 112.603 6.012 0.626 0.214 C1 G34 9 G34 C3 C3 C 0 1 N N N 53.896 116.019 112.987 4.490 2.328 1.164 C3 G34 10 G34 C7 C7 C 0 1 N N N 54.220 118.698 110.560 3.176 1.729 -2.166 C7 G34 11 G34 C9 C9 C 0 1 N N S 52.352 117.682 112.240 4.701 0.651 -0.519 C9 G34 12 G34 C10 C10 C 0 1 N N R 51.498 118.969 112.526 3.937 -0.611 -0.872 C10 G34 13 G34 C11 C11 C 0 1 N N S 51.012 119.110 114.034 4.036 -1.532 0.320 C11 G34 14 G34 C12 C12 C 0 1 N N S 51.723 120.364 114.771 2.788 -2.198 0.697 C12 G34 15 G34 C13 C13 C 0 1 N N N 53.295 120.274 114.774 1.822 -1.099 1.223 C13 G34 16 G34 C14 C14 C 0 1 N N R 54.118 120.105 113.468 1.447 -0.024 0.194 C14 G34 17 G34 C15 C15 C 0 1 N N N 55.935 118.404 114.208 1.640 2.081 1.239 C15 G34 18 G34 C16 C16 C 0 1 N N N 56.450 119.467 111.256 0.766 2.055 -1.623 C16 G34 19 G34 C17 C17 C 0 1 N N N 50.264 119.041 111.511 4.676 -1.286 -2.052 C17 G34 20 G34 C18 C18 C 0 1 N N N 51.310 120.517 116.242 3.069 -3.188 1.840 C18 G34 21 G34 C19 C19 C 0 1 N N N 51.360 121.649 114.006 2.169 -2.947 -0.449 C19 G34 22 G34 C20 C20 C 0 1 N N N 50.798 122.762 114.391 1.978 -4.240 -0.359 C20 G34 23 G34 O3 O3 O 0 1 N N N 55.178 121.191 113.454 0.097 0.419 0.572 O3 G34 24 G34 C21 C21 C 0 1 N N N 55.006 122.330 112.755 -0.935 -0.291 0.089 C21 G34 25 G34 O4 O4 O 0 1 N N N 53.999 122.507 112.124 -0.730 -1.247 -0.622 O4 G34 26 G34 C22 C22 C 0 1 N N N 56.083 123.400 112.760 -2.348 0.103 0.433 C22 G34 27 G34 S1 S1 S 0 1 N N N 55.382 125.049 112.350 -3.507 -1.042 -0.365 S1 G34 28 G34 C23 C23 C 0 1 N N S 54.689 125.486 113.963 -5.126 -0.414 0.159 C23 G34 29 G34 C24 C24 C 0 1 N N N 55.248 126.810 114.474 -5.344 0.984 -0.426 C24 G34 30 G34 C25 C25 C 0 1 N N S 54.593 127.123 115.860 -6.774 1.443 -0.100 C25 G34 31 G34 C26 C26 C 0 1 N N N 54.668 125.814 116.729 -7.027 1.171 1.401 C26 G34 32 G34 C27 C27 C 0 1 N N N 53.342 125.058 116.364 -7.569 -0.272 1.455 C27 G34 33 G34 C28 C28 C 0 1 N N R 52.655 126.017 115.326 -7.594 -0.742 -0.018 C28 G34 34 G34 C29 C29 C 0 1 N N N 53.167 125.631 113.898 -6.224 -1.359 -0.338 C29 G34 35 G34 C30 C30 C 0 1 N N N 52.587 127.711 117.051 -9.079 1.035 -0.776 C30 G34 36 G34 H81 H81 H 0 1 N N N 52.145 118.152 110.100 5.303 1.463 -2.414 H81 G34 37 G34 H82 H82 H 0 1 N N N 53.215 116.751 110.442 4.853 2.678 -1.202 H82 G34 38 G34 H6 H6 H 0 1 N N N 55.691 117.459 111.549 2.396 3.133 -0.758 H6 G34 39 G34 H21 H21 H 0 1 N N N 52.355 115.046 114.123 6.354 1.722 2.074 H21 G34 40 G34 H22 H22 H 0 1 N N N 52.541 114.445 112.440 6.538 2.711 0.597 H22 G34 41 G34 H4 H4 H 0 1 N N N 53.201 117.595 114.242 3.753 0.414 1.444 H4 G34 42 G34 HO2 HO2 H 0 1 N N N 49.354 119.366 115.055 5.130 -3.211 0.683 HO2 G34 43 G34 H11A H11A H 0 0 N N N 51.027 115.990 111.714 6.850 0.669 -0.487 H11A G34 44 G34 H12 H12 H 0 1 N N N 50.825 116.578 113.400 6.103 -0.255 0.849 H12 G34 45 G34 H71 H71 H 0 1 N N N 54.662 118.481 109.577 3.121 2.490 -2.954 H71 G34 46 G34 H72 H72 H 0 1 N N N 53.896 119.749 110.592 2.912 0.769 -2.602 H72 G34 47 G34 H10 H10 H 0 1 N N N 52.138 119.838 112.312 2.935 -0.400 -1.176 H10 G34 48 G34 H11 H11 H 0 1 N N N 51.315 118.198 114.570 4.448 -1.010 1.177 H11 G34 49 G34 H131 H131 H 0 0 N N N 53.654 121.201 115.245 0.900 -1.590 1.562 H131 G34 50 G34 H132 H132 H 0 0 N N N 53.552 119.415 115.412 2.277 -0.624 2.096 H132 G34 51 G34 H14 H14 H 0 1 N N N 53.434 120.302 112.629 1.360 -0.458 -0.794 H14 G34 52 G34 H151 H151 H 0 0 N N N 55.556 118.524 115.233 0.602 2.249 0.952 H151 G34 53 G34 H152 H152 H 0 0 N N N 56.321 117.382 114.078 1.674 1.566 2.199 H152 G34 54 G34 H153 H153 H 0 0 N N N 56.744 119.127 114.029 2.153 3.039 1.323 H153 G34 55 G34 H161 H161 H 0 0 N N N 56.748 119.287 110.213 0.067 2.409 -0.865 H161 G34 56 G34 H162 H162 H 0 0 N N N 56.096 120.503 111.363 0.705 2.697 -2.501 H162 G34 57 G34 H163 H163 H 0 0 N N N 57.314 119.305 111.917 0.512 1.033 -1.902 H163 G34 58 G34 H171 H171 H 0 0 N N N 49.671 119.944 111.717 5.695 -1.528 -1.752 H171 G34 59 G34 H172 H172 H 0 0 N N N 50.641 119.078 110.478 4.153 -2.200 -2.333 H172 G34 60 G34 H173 H173 H 0 0 N N N 49.632 118.150 111.639 4.700 -0.605 -2.902 H173 G34 61 G34 H181 H181 H 0 0 N N N 51.827 121.383 116.680 3.469 -2.648 2.698 H181 G34 62 G34 H182 H182 H 0 0 N N N 50.222 120.669 116.303 2.142 -3.687 2.124 H182 G34 63 G34 H183 H183 H 0 0 N N N 51.585 119.607 116.796 3.794 -3.931 1.508 H183 G34 64 G34 H19 H19 H 0 1 N N N 51.618 121.625 112.957 1.882 -2.419 -1.346 H19 G34 65 G34 H201 H201 H 0 0 N N N 50.630 123.557 113.679 2.266 -4.767 0.538 H201 G34 66 G34 H202 H202 H 0 0 N N N 50.501 122.889 115.422 1.534 -4.778 -1.183 H202 G34 67 G34 H221 H221 H 0 0 N N N 56.542 123.443 113.759 -2.483 0.063 1.514 H221 G34 68 G34 H222 H222 H 0 0 N N N 56.850 123.141 112.015 -2.538 1.117 0.081 H222 G34 69 G34 H23 H23 H 0 1 N N N 54.958 124.673 114.654 -5.159 -0.360 1.247 H23 G34 70 G34 H241 H241 H 0 0 N N N 56.339 126.733 114.588 -4.629 1.679 0.013 H241 G34 71 G34 H242 H242 H 0 0 N N N 55.010 127.613 113.761 -5.208 0.953 -1.507 H242 G34 72 G34 H25 H25 H 0 1 N N N 55.117 127.951 116.360 -6.944 2.484 -0.374 H25 G34 73 G34 H261 H261 H 0 0 N N N 55.550 125.214 116.461 -6.096 1.248 1.962 H261 G34 74 G34 H262 H262 H 0 0 N N N 54.701 126.055 117.802 -7.767 1.869 1.793 H262 G34 75 G34 H271 H271 H 0 0 N N N 53.558 124.078 115.913 -6.905 -0.905 2.044 H271 G34 76 G34 H272 H272 H 0 0 N N N 52.709 124.921 117.253 -8.575 -0.284 1.874 H272 G34 77 G34 H28 H28 H 0 1 N N N 51.560 125.930 115.384 -8.419 -1.426 -0.219 H28 G34 78 G34 H291 H291 H 0 0 N N N 52.898 126.419 113.179 -6.127 -1.496 -1.415 H291 G34 79 G34 H292 H292 H 0 0 N N N 52.715 124.679 113.584 -6.131 -2.322 0.164 H292 G34 80 G34 H301 H301 H 0 0 N N N 52.916 128.716 117.355 -9.373 1.237 0.254 H301 G34 81 G34 H302 H302 H 0 0 N N N 51.488 127.679 117.021 -9.131 1.956 -1.357 H302 G34 82 G34 H303 H303 H 0 0 N N N 52.956 126.970 117.775 -9.753 0.295 -1.208 H303 G34 83 # 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 G34 C8 C7 SING N N 1 G34 C8 C9 SING N N 2 G34 C8 H81 SING N N 3 G34 C8 H82 SING N N 4 G34 C5 C6 SING N N 5 G34 C5 C4 SING N N 6 G34 C5 C14 SING N N 7 G34 C5 C15 SING N N 8 G34 C6 C7 SING N N 9 G34 C6 C16 SING N N 10 G34 C6 H6 SING N N 11 G34 N1 C28 SING N N 12 G34 N1 C25 SING N N 13 G34 N1 C30 SING N N 14 G34 C2 C1 SING N N 15 G34 C2 C3 SING N N 16 G34 C2 H21 SING N N 17 G34 C2 H22 SING N N 18 G34 C4 C9 SING N N 19 G34 C4 C3 SING N N 20 G34 C4 H4 SING N N 21 G34 O1 C3 DOUB N N 22 G34 O2 C11 SING N N 23 G34 O2 HO2 SING N N 24 G34 C1 C9 SING N N 25 G34 C1 H11A SING N N 26 G34 C1 H12 SING N N 27 G34 C7 H71 SING N N 28 G34 C7 H72 SING N N 29 G34 C9 C10 SING N N 30 G34 C10 C17 SING N N 31 G34 C10 C11 SING N N 32 G34 C10 H10 SING N N 33 G34 C11 C12 SING N N 34 G34 C11 H11 SING N N 35 G34 C12 C19 SING N N 36 G34 C12 C13 SING N N 37 G34 C12 C18 SING N N 38 G34 C13 C14 SING N N 39 G34 C13 H131 SING N N 40 G34 C13 H132 SING N N 41 G34 C14 O3 SING N N 42 G34 C14 H14 SING N N 43 G34 C15 H151 SING N N 44 G34 C15 H152 SING N N 45 G34 C15 H153 SING N N 46 G34 C16 H161 SING N N 47 G34 C16 H162 SING N N 48 G34 C16 H163 SING N N 49 G34 C17 H171 SING N N 50 G34 C17 H172 SING N N 51 G34 C17 H173 SING N N 52 G34 C18 H181 SING N N 53 G34 C18 H182 SING N N 54 G34 C18 H183 SING N N 55 G34 C19 C20 DOUB N N 56 G34 C19 H19 SING N N 57 G34 C20 H201 SING N N 58 G34 C20 H202 SING N N 59 G34 O3 C21 SING N N 60 G34 C21 O4 DOUB N N 61 G34 C21 C22 SING N N 62 G34 C22 S1 SING N N 63 G34 C22 H221 SING N N 64 G34 C22 H222 SING N N 65 G34 S1 C23 SING N N 66 G34 C23 C29 SING N N 67 G34 C23 C24 SING N N 68 G34 C23 H23 SING N N 69 G34 C24 C25 SING N N 70 G34 C24 H241 SING N N 71 G34 C24 H242 SING N N 72 G34 C25 C26 SING N N 73 G34 C25 H25 SING N N 74 G34 C26 C27 SING N N 75 G34 C26 H261 SING N N 76 G34 C26 H262 SING N N 77 G34 C27 C28 SING N N 78 G34 C27 H271 SING N N 79 G34 C27 H272 SING N N 80 G34 C28 C29 SING N N 81 G34 C28 H28 SING N N 82 G34 C29 H291 SING N N 83 G34 C29 H292 SING N N 84 G34 C30 H301 SING N N 85 G34 C30 H302 SING N N 86 G34 C30 H303 SING N N 87 # 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 G34 SMILES ACDLabs 10.04 "O=C1CCC52C1C(C)(C(C)CC2)C(OC(=O)CSC4CC3N(C)C(CC3)C4)CC(\C=C)(C)C(O)C5C" G34 InChI InChI 1.06 "InChI=1S/C30H47NO4S/c1-7-28(4)16-24(35-25(33)17-36-22-14-20-8-9-21(15-22)31(20)6)29(5)18(2)10-12-30(19(3)27(28)34)13-11-23(32)26(29)30/h7,18-22,24,26-27,34H,1,8-17H2,2-6H3/t18-,19+,20-,21+,22-,24-,26+,27+,28-,29+,30+/m1/s1" G34 InChIKey InChI 1.06 STZYTFJPGGDRJD-NHUWBDDWSA-N G34 SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@]1(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]3C)OC(=O)CS[C@H]4C[C@@H]5CC[C@H](C4)N5C" G34 SMILES CACTVS 3.385 "C[CH]1CC[C]23CCC(=O)[CH]2[C]1(C)[CH](C[C](C)(C=C)[CH](O)[CH]3C)OC(=O)CS[CH]4C[CH]5CC[CH](C4)N5C" G34 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@@]1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)CSC4C[C@H]5CC[C@@H](C4)N5C)C" G34 SMILES "OpenEye OEToolkits" 2.0.7 "CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CSC4CC5CCC(C4)N5C)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 G34 "SYSTEMATIC NAME" ACDLabs 10.04 "(3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propanocyclopenta[8]annulen-8-yl {[(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]sulfanyl}acetate" G34 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "[(1~{S},2~{R},3~{S},4~{S},6~{R},7~{R},8~{R},14~{R})-4-ethenyl-2,4,7,14-tetramethyl-3-oxidanyl-9-oxidanylidene-6-tricyclo[5.4.3.0^{1,8}]tetradecanyl] 2-[[(1~{S},5~{R})-8-methyl-8-azabicyclo[3.2.1]octan-3-yl]sulfanyl]ethanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G34 "Create component" 2007-01-17 RCSB G34 "Modify descriptor" 2011-06-04 RCSB G34 "Modify name" 2023-02-07 PDBE #