data_HMT # _chem_comp.id HMT _chem_comp.name "(3beta)-O~3~-[(2R)-2,6-dihydroxy-2-(2-methoxy-2-oxoethyl)-6-methylheptanoyl]cephalotaxine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H39 N O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Homoharringtonine; Cephalotaxine; [3(R)]-4-methyl 2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-02-16 _chem_comp.pdbx_modified_date 2020-05-27 _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 545.621 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HMT _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 3G6E _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 HMT C18 C18 C 0 1 N N N 62.165 123.053 97.180 2.304 0.790 -4.159 C18 HMT 1 HMT O3 O3 O 0 1 N N N 63.550 122.697 97.166 1.416 0.908 -3.045 O3 HMT 2 HMT C2 C2 C 0 1 N N N 63.796 121.699 98.056 1.976 1.169 -1.836 C2 HMT 3 HMT C1 C1 C 0 1 N N N 63.108 121.531 99.183 3.270 1.319 -1.628 C1 HMT 4 HMT C9 C9 C 0 1 N N S 63.436 120.150 99.753 3.526 1.591 -0.173 C9 HMT 5 HMT C12 C12 C 0 1 N N N 62.298 119.186 99.405 3.666 3.135 -0.020 C12 HMT 6 HMT C11 C11 C 0 1 N N N 62.032 118.482 100.735 5.102 3.343 0.515 C11 HMT 7 HMT C10 C10 C 0 1 N N N 62.210 119.668 101.682 5.805 2.036 0.064 C10 HMT 8 HMT N1 N1 N 0 1 N N N 63.520 120.153 101.225 4.748 1.015 0.364 N1 HMT 9 HMT C8 C8 C 0 1 N N N 63.825 121.456 101.837 5.167 -0.269 -0.209 C8 HMT 10 HMT C7 C7 C 0 1 N N N 65.126 122.033 101.275 3.971 -1.081 -0.675 C7 HMT 11 HMT C6 C6 C 0 1 Y N N 66.121 120.908 100.984 2.979 -1.260 0.437 C6 HMT 12 HMT C16 C16 C 0 1 Y N N 67.287 120.985 101.736 2.869 -2.593 0.884 C16 HMT 13 HMT C15 C15 C 0 1 Y N N 68.280 120.030 101.546 1.999 -2.869 1.920 C15 HMT 14 HMT O2 O2 O 0 1 N N N 69.489 119.846 102.143 1.706 -4.037 2.538 O2 HMT 15 HMT C17 C17 C 0 1 N N N 69.720 118.442 101.967 0.447 -3.804 3.207 C17 HMT 16 HMT O1 O1 O 0 1 N N N 69.222 118.235 100.639 0.465 -2.385 3.479 O1 HMT 17 HMT C14 C14 C 0 1 Y N N 68.102 119.008 100.617 1.232 -1.848 2.502 C14 HMT 18 HMT C13 C13 C 0 1 Y N N 66.931 118.931 99.872 1.339 -0.547 2.051 C13 HMT 19 HMT C5 C5 C 0 1 Y N N 65.941 119.892 100.056 2.232 -0.279 0.998 C5 HMT 20 HMT C4 C4 C 0 1 N N S 64.758 119.734 99.099 2.264 1.170 0.577 C4 HMT 21 HMT C3 C3 C 0 1 N N S 64.934 120.685 97.912 1.199 1.330 -0.548 C3 HMT 22 HMT O4 O4 O 0 1 N N N 66.179 121.380 98.092 0.172 0.309 -0.440 O4 HMT 23 HMT C19 C19 C 0 1 N N N 66.581 122.028 96.966 -1.042 0.612 -0.926 C19 HMT 24 HMT O5 O5 O 0 1 N N N 65.973 121.864 95.909 -1.240 1.694 -1.425 O5 HMT 25 HMT C20 C20 C 0 1 N N R 67.814 122.934 97.028 -2.158 -0.398 -0.850 C20 HMT 26 HMT C21 C21 C 0 1 N N N 68.791 122.448 98.102 -2.075 -1.342 -2.051 C21 HMT 27 HMT C22 C22 C 0 1 N N N 69.539 121.183 97.677 -3.168 -2.375 -1.955 C22 HMT 28 HMT O8 O8 O 0 1 N N N 69.589 120.849 96.494 -3.872 -2.420 -0.975 O8 HMT 29 HMT O7 O7 O 0 1 N N N 70.167 120.424 98.615 -3.359 -3.245 -2.960 O7 HMT 30 HMT C23 C23 C 0 1 N N N 70.807 119.307 97.993 -4.351 -4.285 -2.751 C23 HMT 31 HMT O6 O6 O 0 1 N N N 68.469 122.937 95.758 -2.036 -1.152 0.358 O6 HMT 32 HMT C24 C24 C 0 1 N N N 67.369 124.357 97.371 -3.505 0.328 -0.864 C24 HMT 33 HMT C25 C25 C 0 1 N N N 66.450 124.923 96.287 -3.609 1.232 0.365 C25 HMT 34 HMT C26 C26 C 0 1 N N N 65.943 126.314 96.671 -4.999 1.872 0.411 C26 HMT 35 HMT C27 C27 C 0 1 N N N 65.058 126.907 95.572 -5.061 2.874 1.565 C27 HMT 36 HMT C28 C28 C 0 1 N N N 63.891 125.962 95.278 -6.441 3.535 1.593 C28 HMT 37 HMT C29 C29 C 0 1 N N N 65.883 127.116 94.300 -4.818 2.145 2.888 C29 HMT 38 HMT O9 O9 O 0 1 N N N 64.561 128.165 96.036 -4.057 3.875 1.382 O9 HMT 39 HMT H18 H18 H 0 1 N N N 61.820 123.144 98.220 3.006 -0.024 -3.979 H18 HMT 40 HMT H18A H18A H 0 0 N N N 62.028 124.014 96.663 1.728 0.581 -5.061 H18A HMT 41 HMT H18B H18B H 0 0 N N N 61.581 122.274 96.667 2.853 1.722 -4.286 H18B HMT 42 HMT H1 H1 H 0 1 N N N 62.431 122.250 99.622 4.031 1.258 -2.394 H1 HMT 43 HMT H12 H12 H 0 1 N N N 61.408 119.720 99.041 3.547 3.611 -0.992 H12 HMT 44 HMT H12A H12A H 0 0 N N N 62.553 118.491 98.591 2.932 3.505 0.690 H12A HMT 45 HMT H11 H11 H 0 1 N N N 61.029 118.033 100.791 5.568 4.211 0.053 H11 HMT 46 HMT H11A H11A H 0 0 N N N 62.680 117.618 100.943 5.101 3.428 1.601 H11A HMT 47 HMT H10 H10 H 0 1 N N N 61.415 120.421 101.579 6.018 2.056 -1.000 H10 HMT 48 HMT H10A H10A H 0 0 N N N 62.156 119.419 102.752 6.694 1.847 0.655 H10A HMT 49 HMT H8 H8 H 0 1 N N N 63.002 122.154 101.622 5.837 -0.091 -1.058 H8 HMT 50 HMT H8A H8A H 0 1 N N N 63.942 121.317 102.922 5.722 -0.841 0.544 H8A HMT 51 HMT H7 H7 H 0 1 N N N 64.909 122.575 100.343 3.505 -0.668 -1.553 H7 HMT 52 HMT H7A H7A H 0 1 N N N 65.565 122.718 102.016 4.339 -2.086 -0.954 H7A HMT 53 HMT H16 H16 H 0 1 N N N 67.420 121.776 102.459 3.457 -3.376 0.427 H16 HMT 54 HMT H17 H17 H 0 1 N N N 70.785 118.181 102.057 -0.386 -4.058 2.554 H17 HMT 55 HMT H17A H17A H 0 0 N N N 69.236 117.812 102.728 0.397 -4.370 4.135 H17A HMT 56 HMT H13 H13 H 0 1 N N N 66.791 118.133 99.157 0.756 0.249 2.492 H13 HMT 57 HMT H4 H4 H 0 1 N N N 64.731 118.675 98.804 2.060 1.834 1.431 H4 HMT 58 HMT H3 H3 H 0 1 N N N 64.926 120.172 96.939 0.745 2.323 -0.502 H3 HMT 59 HMT H21 H21 H 0 1 N N N 69.527 123.243 98.290 -2.194 -0.770 -2.971 H21 HMT 60 HMT H21A H21A H 0 0 N N N 68.210 122.210 99.005 -1.105 -1.839 -2.056 H21A HMT 61 HMT H23 H23 H 0 1 N N N 70.971 119.525 96.927 -4.346 -4.967 -3.601 H23 HMT 62 HMT H23A H23A H 0 0 N N N 71.774 119.120 98.482 -4.114 -4.836 -1.841 H23A HMT 63 HMT H23B H23B H 0 0 N N N 70.168 118.417 98.091 -5.338 -3.831 -2.654 H23B HMT 64 HMT HO6 HO6 H 0 1 N N N 67.818 122.938 95.066 -2.080 -0.617 1.162 HO6 HMT 65 HMT H24 H24 H 0 1 N N N 66.825 124.340 98.327 -3.582 0.932 -1.768 H24 HMT 66 HMT H24A H24A H 0 0 N N N 68.262 124.996 97.442 -4.312 -0.404 -0.846 H24A HMT 67 HMT H25 H25 H 0 1 N N N 67.011 124.995 95.344 -3.452 0.640 1.267 H25 HMT 68 HMT H25A H25A H 0 0 N N N 65.585 124.252 96.174 -2.852 2.014 0.307 H25A HMT 69 HMT H26 H26 H 0 1 N N N 65.355 126.235 97.597 -5.193 2.388 -0.529 H26 HMT 70 HMT H26A H26A H 0 0 N N N 66.812 126.974 96.812 -5.750 1.097 0.562 H26A HMT 71 HMT H28 H28 H 0 1 N N N 63.358 125.735 96.213 -7.206 2.772 1.733 H28 HMT 72 HMT H28A H28A H 0 0 N N N 63.200 126.442 94.569 -6.485 4.249 2.415 H28A HMT 73 HMT H28B H28B H 0 0 N N N 64.276 125.029 94.840 -6.614 4.055 0.651 H28B HMT 74 HMT H29 H29 H 0 1 N N N 65.211 127.166 93.431 -3.793 1.775 2.916 H29 HMT 75 HMT H29A H29A H 0 0 N N N 66.449 128.056 94.381 -4.979 2.833 3.718 H29A HMT 76 HMT H29B H29B H 0 0 N N N 66.582 126.276 94.175 -5.510 1.306 2.973 H29B HMT 77 HMT HO9 HO9 H 0 1 N N N 64.451 128.134 96.979 -4.039 4.545 2.079 HO9 HMT 78 # 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 HMT C18 H18 SING N N 1 HMT C18 H18A SING N N 2 HMT C18 H18B SING N N 3 HMT O3 C18 SING N N 4 HMT O3 C2 SING N N 5 HMT C2 C1 DOUB N N 6 HMT C1 C9 SING N N 7 HMT C1 H1 SING N N 8 HMT C9 N1 SING N N 9 HMT C12 C9 SING N N 10 HMT C12 C11 SING N N 11 HMT C12 H12 SING N N 12 HMT C12 H12A SING N N 13 HMT C11 C10 SING N N 14 HMT C11 H11 SING N N 15 HMT C11 H11A SING N N 16 HMT C10 H10 SING N N 17 HMT C10 H10A SING N N 18 HMT N1 C10 SING N N 19 HMT N1 C8 SING N N 20 HMT C8 H8 SING N N 21 HMT C8 H8A SING N N 22 HMT C7 C8 SING N N 23 HMT C7 H7 SING N N 24 HMT C7 H7A SING N N 25 HMT C6 C7 SING N N 26 HMT C6 C16 SING Y N 27 HMT C16 H16 SING N N 28 HMT C15 C16 DOUB Y N 29 HMT C15 O2 SING N N 30 HMT C17 O2 SING N N 31 HMT C17 H17 SING N N 32 HMT C17 H17A SING N N 33 HMT O1 C17 SING N N 34 HMT C14 C15 SING Y N 35 HMT C14 O1 SING N N 36 HMT C13 C14 DOUB Y N 37 HMT C13 C5 SING Y N 38 HMT C13 H13 SING N N 39 HMT C5 C6 DOUB Y N 40 HMT C4 C9 SING N N 41 HMT C4 C5 SING N N 42 HMT C4 H4 SING N N 43 HMT C3 C2 SING N N 44 HMT C3 C4 SING N N 45 HMT C3 O4 SING N N 46 HMT C3 H3 SING N N 47 HMT C19 O4 SING N N 48 HMT C19 C20 SING N N 49 HMT O5 C19 DOUB N N 50 HMT C20 C24 SING N N 51 HMT C20 C21 SING N N 52 HMT C21 H21 SING N N 53 HMT C21 H21A SING N N 54 HMT C22 C21 SING N N 55 HMT C22 O7 SING N N 56 HMT O8 C22 DOUB N N 57 HMT C23 O7 SING N N 58 HMT C23 H23 SING N N 59 HMT C23 H23A SING N N 60 HMT C23 H23B SING N N 61 HMT O6 C20 SING N N 62 HMT O6 HO6 SING N N 63 HMT C24 H24 SING N N 64 HMT C24 H24A SING N N 65 HMT C25 C24 SING N N 66 HMT C25 C26 SING N N 67 HMT C25 H25 SING N N 68 HMT C25 H25A SING N N 69 HMT C26 H26 SING N N 70 HMT C26 H26A SING N N 71 HMT C27 C26 SING N N 72 HMT C27 O9 SING N N 73 HMT C28 C27 SING N N 74 HMT C28 H28 SING N N 75 HMT C28 H28A SING N N 76 HMT C28 H28B SING N N 77 HMT C29 C27 SING N N 78 HMT C29 H29 SING N N 79 HMT C29 H29A SING N N 80 HMT C29 H29B SING N N 81 HMT O9 HO9 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 HMT SMILES ACDLabs 10.04 "O=C(OC)CC(O)(C(=O)OC5C(OC)=CC41N(CCC1)CCc3c(cc2OCOc2c3)C45)CCCC(O)(C)C" HMT SMILES_CANONICAL CACTVS 3.341 "COC(=O)C[C@](O)(CCCC(C)(C)O)C(=O)O[C@H]1[C@H]2c3cc4OCOc4cc3CCN5CCC[C@]25C=C1OC" HMT SMILES CACTVS 3.341 "COC(=O)C[C](O)(CCCC(C)(C)O)C(=O)O[CH]1[CH]2c3cc4OCOc4cc3CCN5CCC[C]25C=C1OC" HMT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)(CCC[C@@](CC(=O)OC)(C(=O)O[C@H]1[C@H]2c3cc4c(cc3CC[N@@]5[C@@]2(CCC5)C=C1OC)OCO4)O)O" HMT SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)(CCCC(CC(=O)OC)(C(=O)OC1C2c3cc4c(cc3CCN5C2(CCC5)C=C1OC)OCO4)O)O" HMT InChI InChI 1.03 "InChI=1S/C29H39NO9/c1-27(2,33)8-5-10-29(34,16-23(31)36-4)26(32)39-25-22(35-3)15-28-9-6-11-30(28)12-7-18-13-20-21(38-17-37-20)14-19(18)24(25)28/h13-15,24-25,33-34H,5-12,16-17H2,1-4H3/t24-,25-,28+,29-/m1/s1" HMT InChIKey InChI 1.03 HYFHYPWGAURHIV-JFIAXGOJSA-N # _pdbx_chem_comp_identifier.comp_id HMT _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 10.04 _pdbx_chem_comp_identifier.identifier "(3beta)-O~3~-[(2R)-2,6-dihydroxy-2-(2-methoxy-2-oxoethyl)-6-methylheptanoyl]cephalotaxine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HMT "Create component" 2009-02-16 RCSB HMT "Modify descriptor" 2011-06-04 RCSB HMT "Modify synonyms" 2020-05-27 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 HMT Homoharringtonine ? ? 2 HMT Cephalotaxine ? ? 3 HMT "[3(R)]-4-methyl 2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate" ? ? #