data_VD4 # _chem_comp.id VD4 _chem_comp.name "(1R,3R,7E,17Z)-17-(5-hydroxy-1,5-dimethylhexylidene)-2-methylene-9,10-secoestra-5,7-diene-1,3-diol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H42 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-12-07 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 414.621 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VD4 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _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 EBI # 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 VD4 O3 O3 O 0 1 N N N 66.078 -2.252 -7.503 7.140 8.952 4.590 O3 VD4 1 VD4 C25 C25 C 0 1 N N N 66.739 -1.269 -6.736 7.393 8.537 3.246 C25 VD4 2 VD4 C26 C26 C 0 1 N N N 68.170 -1.249 -7.255 7.336 9.769 2.340 C26 VD4 3 VD4 C27 C27 C 0 1 N N N 66.717 -1.654 -5.252 8.794 7.918 3.201 C27 VD4 4 VD4 C24 C24 C 0 1 N N N 66.045 0.071 -7.008 6.346 7.473 2.861 C24 VD4 5 VD4 C23 C23 C 0 1 N N N 64.527 0.053 -6.721 6.355 6.219 3.748 C23 VD4 6 VD4 C22 C22 C 0 1 N N N 63.735 1.292 -7.199 5.272 5.227 3.309 C22 VD4 7 VD4 C20 C20 C 0 1 N N N 62.290 1.145 -6.736 5.226 3.992 4.181 C20 VD4 8 VD4 C21 C21 C 0 1 N N N 61.561 -0.103 -7.151 6.275 3.877 5.251 C21 VD4 9 VD4 C17 C17 C 0 1 N N N 61.605 2.055 -5.973 4.315 3.031 3.987 C17 VD4 10 VD4 C13 C13 C 0 1 N N S 62.081 3.384 -5.416 3.258 2.992 2.897 C13 VD4 11 VD4 C18 C18 C 0 1 N N N 62.979 3.133 -4.173 1.981 3.662 3.461 C18 VD4 12 VD4 C12 C12 C 0 1 N N N 62.752 4.378 -6.379 3.615 3.610 1.528 C12 VD4 13 VD4 C11 C11 C 0 1 N N N 62.901 5.798 -5.740 2.574 3.247 0.452 C11 VD4 14 VD4 C9 C9 C 0 1 N N N 61.556 6.318 -5.195 2.271 1.742 0.373 C9 VD4 15 VD4 C16 C16 C 0 1 N N N 60.173 1.758 -5.527 4.253 1.760 4.809 C16 VD4 16 VD4 C15 C15 C 0 1 N N N 59.829 2.821 -4.470 3.151 0.923 4.142 C15 VD4 17 VD4 C14 C14 C 0 1 N N R 60.680 3.933 -5.093 3.139 1.460 2.711 C14 VD4 18 VD4 C8 C8 C 0 1 N N N 60.906 5.225 -4.341 2.046 1.119 1.735 C8 VD4 19 VD4 C7 C7 C 0 1 N N N 60.634 5.370 -3.016 0.984 0.349 2.007 C7 VD4 20 VD4 C6 C6 C 0 1 N N N 60.857 6.634 -2.250 -0.039 0.042 1.038 C6 VD4 21 VD4 C5 C5 C 0 1 N N N 61.185 6.715 -0.931 -1.102 -0.728 1.309 C5 VD4 22 VD4 C10 C10 C 0 1 N N N 61.414 5.471 -0.063 -2.160 -1.036 0.281 C10 VD4 23 VD4 C1 C1 C 0 1 N N R 60.739 5.608 1.316 -3.556 -0.664 0.796 C1 VD4 24 VD4 O1 O1 O 0 1 N N N 61.080 4.499 2.193 -4.504 -1.063 -0.190 O1 VD4 25 VD4 C4 C4 C 0 1 N N N 61.362 8.074 -0.273 -1.344 -1.327 2.676 C4 VD4 26 VD4 C3 C3 C 0 1 N N R 60.752 8.116 1.138 -2.754 -1.007 3.194 C3 VD4 27 VD4 O2 O2 O 0 1 N N N 59.312 8.158 1.058 -2.808 0.374 3.553 O2 VD4 28 VD4 C2 C2 C 0 1 N N N 61.143 6.902 1.936 -3.810 -1.307 2.148 C2 VD4 29 VD4 C28 C28 C 0 1 N N N 61.769 7.041 3.093 -4.847 -2.113 2.427 C28 VD4 30 VD4 HO3 HO3 H 0 1 N N N 65.929 -1.922 -8.381 6.221 8.713 4.780 HO3 VD4 31 VD4 H261 1H26 H 0 0 N N N 68.162 -1.244 -8.355 6.399 10.319 2.470 H261 VD4 32 VD4 H262 2H26 H 0 0 N N N 68.680 -0.346 -6.888 7.444 9.498 1.285 H262 VD4 33 VD4 H263 3H26 H 0 0 N N N 68.702 -2.142 -6.897 8.135 10.476 2.596 H263 VD4 34 VD4 H271 1H27 H 0 0 N N N 66.712 -2.750 -5.157 8.868 7.070 3.891 H271 VD4 35 VD4 H272 2H27 H 0 0 N N N 67.610 -1.247 -4.755 9.049 7.571 2.194 H272 VD4 36 VD4 H273 3H27 H 0 0 N N N 65.813 -1.241 -4.780 9.553 8.642 3.520 H273 VD4 37 VD4 H241 1H24 H 0 0 N N N 66.506 0.832 -6.361 6.535 7.152 1.828 H241 VD4 38 VD4 H242 2H24 H 0 0 N N N 66.170 0.289 -8.079 5.343 7.919 2.879 H242 VD4 39 VD4 H231 1H23 H 0 0 N N N 64.399 -0.018 -5.631 7.340 5.741 3.698 H231 VD4 40 VD4 H232 2H23 H 0 0 N N N 64.123 -0.800 -7.287 6.182 6.500 4.793 H232 VD4 41 VD4 H221 1H22 H 0 0 N N N 63.771 1.358 -8.296 5.439 4.925 2.268 H221 VD4 42 VD4 H222 2H22 H 0 0 N N N 64.176 2.208 -6.778 4.297 5.733 3.324 H222 VD4 43 VD4 H211 1H21 H 0 0 N N N 61.383 -0.081 -8.236 6.160 4.672 5.994 H211 VD4 44 VD4 H212 2H21 H 0 0 N N N 62.169 -0.984 -6.897 6.216 2.919 5.781 H212 VD4 45 VD4 H213 3H21 H 0 0 N N N 60.598 -0.157 -6.623 7.276 3.950 4.813 H213 VD4 46 VD4 H181 1H18 H 0 0 N N N 64.032 3.074 -4.486 1.788 3.324 4.483 H181 VD4 47 VD4 H182 2H18 H 0 0 N N N 62.855 3.960 -3.459 2.091 4.751 3.473 H182 VD4 48 VD4 H183 3H18 H 0 0 N N N 62.686 2.187 -3.694 1.111 3.411 2.845 H183 VD4 49 VD4 H121 1H12 H 0 0 N N N 62.134 4.462 -7.285 4.600 3.251 1.200 H121 VD4 50 VD4 H122 2H12 H 0 0 N N N 63.758 4.001 -6.614 3.691 4.701 1.606 H122 VD4 51 VD4 H111 1H11 H 0 0 N N N 63.620 5.739 -4.910 2.920 3.601 -0.526 H111 VD4 52 VD4 H112 2H11 H 0 0 N N N 63.250 6.492 -6.518 1.641 3.785 0.665 H112 VD4 53 VD4 H91 1H9 H 0 1 N N N 61.728 7.213 -4.580 3.120 1.234 -0.102 H91 VD4 54 VD4 H92 2H9 H 0 1 N N N 60.892 6.578 -6.033 1.404 1.583 -0.279 H92 VD4 55 VD4 H161 1H16 H 0 0 N N N 59.481 1.820 -6.379 5.211 1.230 4.757 H161 VD4 56 VD4 H162 2H16 H 0 0 N N N 60.083 0.741 -5.117 4.008 1.959 5.856 H162 VD4 57 VD4 H151 1H15 H 0 0 N N N 58.757 3.057 -4.396 3.374 -0.148 4.187 H151 VD4 58 VD4 H152 2H15 H 0 0 N N N 60.029 2.566 -3.419 2.190 1.088 4.643 H152 VD4 59 VD4 H14 H14 H 0 1 N N N 60.055 4.215 -5.953 4.068 1.083 2.247 H14 VD4 60 VD4 H7 H7 H 0 1 N N N 60.232 4.520 -2.485 0.884 -0.067 3.005 H7 VD4 61 VD4 H6 H6 H 0 1 N N N 60.749 7.563 -2.789 0.064 0.459 0.040 H6 VD4 62 VD4 H101 1H10 H 0 0 N N N 60.990 4.597 -0.579 -1.967 -0.506 -0.661 H101 VD4 63 VD4 H102 2H10 H 0 0 N N N 62.497 5.354 0.093 -2.122 -2.105 0.030 H102 VD4 64 VD4 H1 H1 H 0 1 N N N 59.649 5.589 1.172 -3.641 0.425 0.897 H1 VD4 65 VD4 HO1 HO1 H 0 1 N N N 61.154 3.702 1.682 -4.008 -1.183 -1.013 HO1 VD4 66 VD4 H41 1H4 H 0 1 N N N 62.438 8.290 -0.197 -1.215 -2.415 2.605 H41 VD4 67 VD4 H42 2H4 H 0 1 N N N 60.843 8.822 -0.891 -0.597 -0.954 3.388 H42 VD4 68 VD4 H3 H3 H 0 1 N N N 61.135 9.020 1.635 -2.936 -1.578 4.111 H3 VD4 69 VD4 HO2 HO2 H 0 1 N N N 58.946 8.167 1.935 -2.134 0.508 4.237 HO2 VD4 70 VD4 H281 1H28 H 0 0 N N N 61.890 8.105 3.235 -4.967 -2.539 3.417 H281 VD4 71 VD4 H282 2H28 H 0 0 N N N 62.092 6.254 3.758 -5.583 -2.352 1.668 H282 VD4 72 # 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 VD4 O3 C25 SING N N 1 VD4 C26 C25 SING N N 2 VD4 C22 C20 SING N N 3 VD4 C22 C23 SING N N 4 VD4 C21 C20 SING N N 5 VD4 C24 C25 SING N N 6 VD4 C24 C23 SING N N 7 VD4 C25 C27 SING N N 8 VD4 C20 C17 DOUB N Z 9 VD4 C12 C11 SING N N 10 VD4 C12 C13 SING N N 11 VD4 C17 C16 SING N N 12 VD4 C17 C13 SING N N 13 VD4 C11 C9 SING N N 14 VD4 C16 C15 SING N N 15 VD4 C13 C14 SING N N 16 VD4 C13 C18 SING N N 17 VD4 C9 C8 SING N N 18 VD4 C14 C15 SING N N 19 VD4 C14 C8 SING N N 20 VD4 C8 C7 DOUB N E 21 VD4 C7 C6 SING N N 22 VD4 C6 C5 DOUB N N 23 VD4 C5 C4 SING N N 24 VD4 C5 C10 SING N N 25 VD4 C4 C3 SING N N 26 VD4 C10 C1 SING N N 27 VD4 O2 C3 SING N N 28 VD4 C3 C2 SING N N 29 VD4 C1 C2 SING N N 30 VD4 C1 O1 SING N N 31 VD4 C2 C28 DOUB N N 32 VD4 O3 HO3 SING N N 33 VD4 C26 H261 SING N N 34 VD4 C26 H262 SING N N 35 VD4 C26 H263 SING N N 36 VD4 C27 H271 SING N N 37 VD4 C27 H272 SING N N 38 VD4 C27 H273 SING N N 39 VD4 C24 H241 SING N N 40 VD4 C24 H242 SING N N 41 VD4 C23 H231 SING N N 42 VD4 C23 H232 SING N N 43 VD4 C22 H221 SING N N 44 VD4 C22 H222 SING N N 45 VD4 C21 H211 SING N N 46 VD4 C21 H212 SING N N 47 VD4 C21 H213 SING N N 48 VD4 C18 H181 SING N N 49 VD4 C18 H182 SING N N 50 VD4 C18 H183 SING N N 51 VD4 C12 H121 SING N N 52 VD4 C12 H122 SING N N 53 VD4 C11 H111 SING N N 54 VD4 C11 H112 SING N N 55 VD4 C9 H91 SING N N 56 VD4 C9 H92 SING N N 57 VD4 C16 H161 SING N N 58 VD4 C16 H162 SING N N 59 VD4 C15 H151 SING N N 60 VD4 C15 H152 SING N N 61 VD4 C14 H14 SING N N 62 VD4 C7 H7 SING N N 63 VD4 C6 H6 SING N N 64 VD4 C10 H101 SING N N 65 VD4 C10 H102 SING N N 66 VD4 C1 H1 SING N N 67 VD4 O1 HO1 SING N N 68 VD4 C4 H41 SING N N 69 VD4 C4 H42 SING N N 70 VD4 C3 H3 SING N N 71 VD4 O2 HO2 SING N N 72 VD4 C28 H281 SING N N 73 VD4 C28 H282 SING N N 74 # 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 VD4 SMILES ACDLabs 10.04 "OC3\C(=C)C(O)CC(=C\C=C1/CCCC2(C(=C(\C)CCCC(O)(C)C)\CCC12)C)\C3" VD4 SMILES_CANONICAL CACTVS 3.341 "CC(/CCCC(C)(C)O)=C/1CC[C@H]2C(/CCC[C@]/12C)=C/C=C3\C[C@@H](O)C(=C)[C@H](O)C3" VD4 SMILES CACTVS 3.341 "CC(CCCC(C)(C)O)=C1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)C(=C)[CH](O)C3" VD4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C/C(=C/1\CC[C@@H]\2[C@@]1(CCC/C2=C\C=C3C[C@H](C(=C)[C@@H](C3)O)O)C)/CCCC(C)(C)O" VD4 SMILES "OpenEye OEToolkits" 1.5.0 "CC(=C1CCC2C1(CCCC2=CC=C3CC(C(=C)C(C3)O)O)C)CCCC(C)(C)O" VD4 InChI InChI 1.03 "InChI=1S/C27H42O3/c1-18(8-6-14-26(3,4)30)22-12-13-23-21(9-7-15-27(22,23)5)11-10-20-16-24(28)19(2)25(29)17-20/h10-11,23-25,28-30H,2,6-9,12-17H2,1,3-5H3/b21-11+,22-18-/t23-,24+,25+,27+/m0/s1" VD4 InChIKey InChI 1.03 PCPYFQNISYYIPU-DUKKOGHCSA-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 VD4 "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,3R,7E,17Z)-17-(5-hydroxy-1,5-dimethylhexylidene)-2-methylidene-9,10-secoestra-5,7-diene-1,3-diol" VD4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,3R)-5-[(2E)-2-[(1Z,3aS,7aS)-1-(6-hydroxy-6-methyl-heptan-2-ylidene)-7a-methyl-2,3,3a,5,6,7-hexahydroinden-4-ylidene]ethylidene]-2-methylidene-cyclohexane-1,3-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VD4 "Create component" 2006-12-07 EBI VD4 "Modify descriptor" 2011-06-04 RCSB #