data_LLM # _chem_comp.id LLM _chem_comp.name Laulimalide _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H42 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(1R,3S,7S,8S,10S,12S,15Z,18R)-7-hydroxy-12-{(1S,2E)-1-hydroxy-3-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]prop-2-en-1-yl }-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0~8,10~]docosa-15,19-dien-14-one ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-27 _chem_comp.pdbx_modified_date 2020-06-17 _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 514.650 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LLM _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 4O4H _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 LLM C18 C18 C 0 1 N N N -2.521 50.600 43.789 0.163 -3.411 1.513 C18 LLM 1 LLM C17 C17 C 0 1 N N S -3.758 51.041 44.536 0.838 -3.995 0.274 C17 LLM 2 LLM O16 O16 O 0 1 N N N -4.844 51.498 43.710 1.731 -5.087 0.474 O16 LLM 3 LLM C16 C16 C 0 1 N N R -4.073 52.501 44.406 2.352 -3.840 0.130 C16 LLM 4 LLM C15 C15 C 0 1 N N S -4.744 53.130 45.618 2.956 -3.737 -1.269 C15 LLM 5 LLM O15 O15 O 0 1 N N N -5.465 52.128 46.330 1.932 -3.669 -2.255 O15 LLM 6 LLM C14 C14 C 0 1 N N N -3.679 53.724 46.518 3.896 -2.543 -1.370 C14 LLM 7 LLM C13 C13 C 0 1 N N N -4.250 54.184 47.696 3.224 -1.253 -0.989 C13 LLM 8 LLM C29 C29 C 0 1 N N N -5.209 55.185 47.640 1.942 -1.077 -1.174 C29 LLM 9 LLM C12 C12 C 0 1 N N N -3.846 53.635 48.915 4.044 -0.142 -0.375 C12 LLM 10 LLM C11 C11 C 0 1 N N S -3.767 54.670 50.049 3.880 1.149 -1.175 C11 LLM 11 LLM C28 C28 C 0 1 N N N -5.178 55.058 50.493 5.057 1.304 -2.140 C28 LLM 12 LLM C10 C10 C 0 1 N N N -3.026 55.917 49.605 3.834 2.348 -0.227 C10 LLM 13 LLM C9 C9 C 0 1 N N R -1.634 55.931 50.183 2.812 3.364 -0.734 C9 LLM 14 LLM O9 O9 O 0 1 N N N -0.739 55.298 49.251 1.498 3.037 -0.291 O9 LLM 15 LLM C8 C8 C 0 1 N N N -1.174 57.380 50.336 3.175 4.762 -0.259 C8 LLM 16 LLM C7 C7 C 0 1 N N N -0.763 57.997 49.139 2.691 5.040 1.133 C7 LLM 17 LLM C6 C6 C 0 1 N N N -0.512 57.295 47.956 1.849 4.270 1.758 C6 LLM 18 LLM C5 C5 C 0 1 N N R -0.709 55.906 47.936 1.301 3.022 1.117 C5 LLM 19 LLM C4 C4 C 0 1 N N N 0.415 55.251 47.131 -0.196 2.924 1.424 C4 LLM 20 LLM C3 C3 C 0 1 N N N 0.218 55.448 45.774 -0.389 2.309 2.785 C3 LLM 21 LLM C2 C2 C 0 1 N N N -0.211 54.458 44.896 -0.543 1.004 2.980 C2 LLM 22 LLM C1 C1 C 0 1 N N N -0.527 53.149 45.237 -0.521 0.015 1.901 C1 LLM 23 LLM O1 O1 O 0 1 N N N -0.420 52.785 46.405 -0.274 0.346 0.760 O1 LLM 24 LLM O19 O19 O 0 1 N N N -0.929 52.338 44.220 -0.789 -1.276 2.191 O19 LLM 25 LLM C19 C19 C 0 1 N N S -1.292 50.999 44.574 -0.742 -2.244 1.112 C19 LLM 26 LLM C20 C20 C 0 1 N N S -0.146 50.035 44.241 -2.158 -2.767 0.844 C20 LLM 27 LLM O20 O20 O 0 1 N N N 0.410 50.346 42.971 -2.625 -3.484 1.988 O20 LLM 28 LLM C21 C21 C 0 1 N N N 0.925 50.164 45.314 -3.078 -1.605 0.569 C21 LLM 29 LLM C22 C22 C 0 1 N N N 2.157 50.976 44.937 -3.706 -1.525 -0.578 C22 LLM 30 LLM C23 C23 C 0 1 N N S 3.164 51.085 46.067 -4.627 -0.364 -0.853 C23 LLM 31 LLM C24 C24 C 0 1 N N N 3.255 52.539 46.554 -4.203 0.335 -2.148 C24 LLM 32 LLM O27 O27 O 0 1 N N N 4.478 50.683 45.639 -4.543 0.583 0.220 O27 LLM 33 LLM C27 C27 C 0 1 N N N 5.465 50.740 46.695 -5.516 1.625 0.123 C27 LLM 34 LLM C26 C26 C 0 1 N N N 5.541 51.988 47.330 -5.494 2.228 -1.252 C26 LLM 35 LLM C25 C25 C 0 1 N N N 4.438 52.843 47.259 -4.914 1.655 -2.265 C25 LLM 36 LLM C30 C30 C 0 1 N N N 4.524 54.071 47.882 -4.956 2.339 -3.607 C30 LLM 37 LLM H1 H1 H 0 1 N N N -2.538 49.507 43.664 -0.436 -4.187 1.989 H1 LLM 38 LLM H2 H2 H 0 1 N N N -2.498 51.082 42.801 0.927 -3.060 2.206 H2 LLM 39 LLM H3 H3 H 0 1 N N N -3.981 50.548 45.494 0.231 -3.983 -0.636 H3 LLM 40 LLM H4 H4 H 0 1 N N N -3.374 53.128 43.833 2.882 -3.310 0.922 H4 LLM 41 LLM H5 H5 H 0 1 N N N -5.422 53.928 45.282 3.540 -4.651 -1.455 H5 LLM 42 LLM H6 H6 H 0 1 N N N -5.885 52.518 47.088 2.262 -3.603 -3.161 H6 LLM 43 LLM H7 H7 H 0 1 N N N -2.931 52.953 46.754 4.757 -2.703 -0.708 H7 LLM 44 LLM H8 H8 H 0 1 N N N -3.191 54.562 45.999 4.272 -2.465 -2.396 H8 LLM 45 LLM H10 H10 H 0 1 N N N -5.658 55.554 48.550 1.345 -1.866 -1.608 H10 LLM 46 LLM H11 H11 H 0 1 N N N -5.506 55.595 46.686 1.479 -0.142 -0.894 H11 LLM 47 LLM H13 H13 H 0 1 N N N -4.566 52.855 49.203 3.709 0.014 0.651 H13 LLM 48 LLM H14 H14 H 0 1 N N N -2.851 53.185 48.783 5.095 -0.442 -0.375 H14 LLM 49 LLM H15 H15 H 0 1 N N N -3.236 54.221 50.902 2.957 1.123 -1.751 H15 LLM 50 LLM H16 H16 H 0 1 N N N -5.117 55.798 51.304 5.082 0.454 -2.822 H16 LLM 51 LLM H17 H17 H 0 1 N N N -5.724 55.491 49.642 4.940 2.225 -2.711 H17 LLM 52 LLM H18 H18 H 0 1 N N N -5.708 54.164 50.852 5.988 1.343 -1.575 H18 LLM 53 LLM H19 H19 H 0 1 N N N -2.963 55.930 48.507 3.563 2.018 0.775 H19 LLM 54 LLM H20 H20 H 0 1 N N N -3.572 56.807 49.952 4.822 2.815 -0.195 H20 LLM 55 LLM H21 H21 H 0 1 N N N -1.620 55.425 51.160 2.824 3.355 -1.833 H21 LLM 56 LLM H22 H22 H 0 1 N N N -0.328 57.398 51.039 4.256 4.870 -0.284 H22 LLM 57 LLM H23 H23 H 0 1 N N N -2.009 57.962 50.752 2.732 5.488 -0.936 H23 LLM 58 LLM H24 H24 H 0 1 N N N -0.635 59.069 49.134 3.057 5.920 1.641 H24 LLM 59 LLM H25 H25 H 0 1 N N N -0.172 57.814 47.072 1.538 4.530 2.763 H25 LLM 60 LLM H26 H26 H 0 1 N N N -1.657 55.682 47.425 1.801 2.157 1.558 H26 LLM 61 LLM H27 H27 H 0 1 N N N 0.430 54.171 47.342 -0.612 3.935 1.427 H27 LLM 62 LLM H28 H28 H 0 1 N N N 1.377 55.695 47.425 -0.699 2.334 0.664 H28 LLM 63 LLM H29 H29 H 0 1 N N N 0.410 56.432 45.372 -0.394 2.964 3.654 H29 LLM 64 LLM H30 H30 H 0 1 N N N -0.307 54.732 43.856 -0.714 0.655 3.999 H30 LLM 65 LLM H31 H31 H 0 1 N N N -1.512 50.934 45.650 -0.362 -1.772 0.207 H31 LLM 66 LLM H32 H32 H 0 1 N N N -0.535 49.006 44.247 -2.142 -3.431 -0.020 H32 LLM 67 LLM H33 H33 H 0 1 N N N 1.117 49.742 42.778 -2.665 -2.954 2.796 H33 LLM 68 LLM H34 H34 H 0 1 N N N 0.818 49.706 46.286 -3.220 -0.840 1.318 H34 LLM 69 LLM H36 H36 H 0 1 N N N 2.299 51.427 43.966 -3.564 -2.290 -1.326 H36 LLM 70 LLM H38 H38 H 0 1 N N N 2.831 50.453 46.904 -5.652 -0.722 -0.947 H38 LLM 71 LLM H39 H39 H 0 1 N N N 3.197 53.200 45.677 -3.126 0.502 -2.135 H39 LLM 72 LLM H40 H40 H 0 1 N N N 2.399 52.734 47.217 -4.462 -0.294 -3.000 H40 LLM 73 LLM H41 H41 H 0 1 N N N 5.210 49.981 47.450 -6.506 1.213 0.321 H41 LLM 74 LLM H42 H42 H 0 1 N N N 6.450 50.510 46.262 -5.294 2.397 0.860 H42 LLM 75 LLM H43 H43 H 0 1 N N N 6.433 52.282 47.863 -5.981 3.180 -1.407 H43 LLM 76 LLM H44 H44 H 0 1 N N N 5.498 54.160 48.386 -5.841 2.013 -4.153 H44 LLM 77 LLM H45 H45 H 0 1 N N N 4.425 54.870 47.132 -4.995 3.419 -3.463 H45 LLM 78 LLM H46 H46 H 0 1 N N N 3.718 54.163 48.624 -4.062 2.080 -4.175 H46 LLM 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 LLM O20 C20 SING N N 1 LLM O16 C16 SING N N 2 LLM O16 C17 SING N N 3 LLM C18 C17 SING N N 4 LLM C18 C19 SING N N 5 LLM O19 C19 SING N N 6 LLM O19 C1 SING N N 7 LLM C20 C19 SING N N 8 LLM C20 C21 SING N N 9 LLM C16 C17 SING N N 10 LLM C16 C15 SING N N 11 LLM C2 C1 SING N N 12 LLM C2 C3 DOUB N Z 13 LLM C22 C21 DOUB N E 14 LLM C22 C23 SING N N 15 LLM C1 O1 DOUB N N 16 LLM C15 O15 SING N N 17 LLM C15 C14 SING N N 18 LLM O27 C23 SING N N 19 LLM O27 C27 SING N N 20 LLM C3 C4 SING N N 21 LLM C23 C24 SING N N 22 LLM C14 C13 SING N N 23 LLM C24 C25 SING N N 24 LLM C27 C26 SING N N 25 LLM C4 C5 SING N N 26 LLM C25 C26 DOUB N N 27 LLM C25 C30 SING N N 28 LLM C29 C13 DOUB N N 29 LLM C13 C12 SING N N 30 LLM C5 C6 SING N N 31 LLM C5 O9 SING N N 32 LLM C6 C7 DOUB N N 33 LLM C12 C11 SING N N 34 LLM C7 C8 SING N N 35 LLM O9 C9 SING N N 36 LLM C10 C11 SING N N 37 LLM C10 C9 SING N N 38 LLM C11 C28 SING N N 39 LLM C9 C8 SING N N 40 LLM C18 H1 SING N N 41 LLM C18 H2 SING N N 42 LLM C17 H3 SING N N 43 LLM C16 H4 SING N N 44 LLM C15 H5 SING N N 45 LLM O15 H6 SING N N 46 LLM C14 H7 SING N N 47 LLM C14 H8 SING N N 48 LLM C29 H10 SING N N 49 LLM C29 H11 SING N N 50 LLM C12 H13 SING N N 51 LLM C12 H14 SING N N 52 LLM C11 H15 SING N N 53 LLM C28 H16 SING N N 54 LLM C28 H17 SING N N 55 LLM C28 H18 SING N N 56 LLM C10 H19 SING N N 57 LLM C10 H20 SING N N 58 LLM C9 H21 SING N N 59 LLM C8 H22 SING N N 60 LLM C8 H23 SING N N 61 LLM C7 H24 SING N N 62 LLM C6 H25 SING N N 63 LLM C5 H26 SING N N 64 LLM C4 H27 SING N N 65 LLM C4 H28 SING N N 66 LLM C3 H29 SING N N 67 LLM C2 H30 SING N N 68 LLM C19 H31 SING N N 69 LLM C20 H32 SING N N 70 LLM O20 H33 SING N N 71 LLM C21 H34 SING N N 72 LLM C22 H36 SING N N 73 LLM C23 H38 SING N N 74 LLM C24 H39 SING N N 75 LLM C24 H40 SING N N 76 LLM C27 H41 SING N N 77 LLM C27 H42 SING N N 78 LLM C26 H43 SING N N 79 LLM C30 H44 SING N N 80 LLM C30 H45 SING N N 81 LLM C30 H46 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 LLM SMILES ACDLabs 12.01 "O=C3OC(C(O)/C=C/C1OCC=C(C)C1)CC4OC4C(O)CC(=C)\CC(C)CC2OC(C=CC2)CC=C3" LLM InChI InChI 1.03 "InChI=1S/C30H42O7/c1-19-12-13-34-23(15-19)10-11-25(31)27-18-28-30(37-28)26(32)17-21(3)14-20(2)16-24-8-4-6-22(35-24)7-5-9-29(33)36-27/h4-6,9-12,20,22-28,30-32H,3,7-8,13-18H2,1-2H3/b9-5-,11-10+/t20-,22-,23+,24-,25-,26-,27-,28-,30-/m0/s1" LLM InChIKey InChI 1.03 MSBQEQDLFWWWMV-XZZGLLCESA-N LLM SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1C[C@@H]2CC=C[C@@H](C\C=C/C(=O)O[C@@H](C[C@@H]3O[C@H]3[C@@H](O)CC(=C)C1)[C@@H](O)/C=C/[C@@H]4CC(=CCO4)C)O2" LLM SMILES CACTVS 3.385 "C[CH]1C[CH]2CC=C[CH](CC=CC(=O)O[CH](C[CH]3O[CH]3[CH](O)CC(=C)C1)[CH](O)C=C[CH]4CC(=CCO4)C)O2" LLM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1C[C@@H]2CC=C[C@H](O2)C/C=C\C(=O)O[C@@H](C[C@H]3[C@@H](O3)[C@H](CC(=C)C1)O)[C@H](/C=C/[C@@H]4CC(=CCO4)C)O" LLM SMILES "OpenEye OEToolkits" 1.7.6 "CC1CC2CC=CC(O2)CC=CC(=O)OC(CC3C(O3)C(CC(=C)C1)O)C(C=CC4CC(=CCO4)C)O" # _pdbx_chem_comp_identifier.comp_id LLM _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 12.01 _pdbx_chem_comp_identifier.identifier "(1R,3S,7S,8S,10S,12S,15Z,18R)-7-hydroxy-12-{(1S,2E)-1-hydroxy-3-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]prop-2-en-1-yl}-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0~8,10~]docosa-15,19-dien-14-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LLM "Create component" 2014-01-27 RCSB LLM "Initial release" 2014-03-05 RCSB LLM "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LLM _pdbx_chem_comp_synonyms.name "(1R,3S,7S,8S,10S,12S,15Z,18R)-7-hydroxy-12-{(1S,2E)-1-hydroxy-3-[(2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl]prop-2-en-1-yl}-3-methyl-5-methylidene-9,13,22-trioxatricyclo[16.3.1.0~8,10~]docosa-15,19-dien-14-one" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##