data_AJA # _chem_comp.id AJA _chem_comp.name "(6AR,10AR)-3-(1,1-DIMETHYLHEPTYL)-1-HYDROXY-6,6-DIMETHYL-6A,7,10,10A-TETRAHYDRO-6H-BENZO[C]CHROMENE-9-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H36 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "AJULEMIC ACID; CT-3; IP-751; 1',1'-DIMETHYLHEPTYL-DELTA8-TETRAHYDROCANNABINOL-11-OIC ACID" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-02-02 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 400.551 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AJA _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 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 AJA O27 O27 O 0 1 N N N 16.688 -8.185 -44.947 5.920 5.108 -5.952 O27 AJA 1 AJA C16 C16 C 0 1 N N N 17.269 -7.270 -44.324 5.201 4.863 -5.000 C16 AJA 2 AJA O26 O26 O 0 1 N N N 16.760 -6.137 -44.183 5.454 5.182 -3.714 O26 AJA 3 AJA C10 C10 C 0 1 N N N 18.582 -7.533 -43.742 3.915 4.166 -5.089 C10 AJA 4 AJA C9 C9 C 0 1 N N N 18.884 -8.884 -43.138 3.475 3.323 -3.929 C9 AJA 5 AJA C8 C8 C 0 1 N N R 20.385 -9.011 -42.905 2.311 2.368 -4.287 C8 AJA 6 AJA C7 C7 C 0 1 Y N N 20.737 -10.441 -42.749 1.667 1.709 -3.087 C7 AJA 7 AJA C6 C6 C 0 1 Y N N 19.858 -11.282 -42.087 2.445 1.195 -2.036 C6 AJA 8 AJA O15 O15 O 0 1 N N N 18.690 -10.787 -41.591 3.809 1.193 -2.057 O15 AJA 9 AJA C5 C5 C 0 1 Y N N 20.163 -12.628 -41.926 1.850 0.586 -0.930 C5 AJA 10 AJA C4 C4 C 0 1 Y N N 21.354 -13.133 -42.431 0.466 0.471 -0.861 C4 AJA 11 AJA C19 C19 C 0 1 N N N 21.689 -14.585 -42.261 -0.174 -0.177 0.320 C19 AJA 12 AJA C25 C25 C 0 1 N N N 20.409 -15.402 -42.399 0.812 -0.677 1.432 C25 AJA 13 AJA C20 C20 C 0 1 N N N 22.296 -14.788 -40.878 -1.237 0.752 1.032 C20 AJA 14 AJA C21 C21 C 0 1 N N N 23.435 -13.805 -40.632 -0.654 2.051 1.610 C21 AJA 15 AJA C22 C22 C 0 1 N N N 24.104 -14.070 -39.289 -1.697 2.910 2.335 C22 AJA 16 AJA C23 C23 C 0 1 N N N 25.622 -14.065 -39.424 -1.129 4.217 2.892 C23 AJA 17 AJA C28 C28 C 0 1 N N N 26.278 -13.446 -38.196 -2.211 5.036 3.596 C28 AJA 18 AJA C29 C29 C 0 1 N N N 27.784 -13.417 -38.342 -1.660 6.351 4.124 C29 AJA 19 AJA C24 C24 C 0 1 N N N 22.688 -14.986 -43.339 -0.945 -1.464 -0.128 C24 AJA 20 AJA C3 C3 C 0 1 Y N N 22.235 -12.289 -43.095 -0.320 0.950 -1.905 C3 AJA 21 AJA C2 C2 C 0 1 Y N N 21.928 -10.942 -43.255 0.276 1.550 -3.020 C2 AJA 22 AJA O1 O1 O 0 1 N N N 22.814 -10.130 -43.914 -0.594 1.962 -3.994 O1 AJA 23 AJA C14 C14 C 0 1 N N N 22.653 -8.714 -43.909 -0.035 2.292 -5.283 C14 AJA 24 AJA C18 C18 C 0 1 N N N 23.181 -8.165 -42.589 -1.134 2.953 -6.134 C18 AJA 25 AJA C17 C17 C 0 1 N N N 23.436 -8.127 -45.077 0.294 0.935 -5.928 C17 AJA 26 AJA C13 C13 C 0 1 N N R 21.171 -8.401 -44.057 1.251 3.139 -5.106 C13 AJA 27 AJA C12 C12 C 0 1 N N N 20.941 -6.896 -44.143 1.869 3.659 -6.420 C12 AJA 28 AJA C11 C11 C 0 1 N N N 19.520 -6.576 -43.744 3.210 4.306 -6.220 C11 AJA 29 AJA HO26 HO26 H 0 0 N N N 15.912 -6.115 -44.610 6.310 5.651 -3.615 HO26 AJA 30 AJA H91 1H9 H 0 1 N N N 18.354 -8.984 -42.179 4.350 2.749 -3.610 H91 AJA 31 AJA H92 2H9 H 0 1 N N N 18.551 -9.676 -43.825 3.191 3.982 -3.099 H92 AJA 32 AJA H8 H8 H 0 1 N N N 20.648 -8.462 -41.989 2.720 1.560 -4.911 H8 AJA 33 AJA HO15 HO15 H 0 0 N N N 18.768 -10.672 -40.651 4.156 1.205 -1.152 HO15 AJA 34 AJA H5 H5 H 0 1 N N N 19.475 -13.280 -41.409 2.469 0.192 -0.127 H5 AJA 35 AJA H251 1H25 H 0 0 N N N 19.990 -15.599 -41.401 1.439 0.137 1.810 H251 AJA 36 AJA H252 2H25 H 0 0 N N N 19.678 -14.840 -42.999 1.482 -1.450 1.035 H252 AJA 37 AJA H253 3H25 H 0 0 N N N 20.636 -16.357 -42.896 0.292 -1.114 2.293 H253 AJA 38 AJA H201 1H20 H 0 0 N N N 21.516 -14.629 -40.118 -2.024 1.001 0.311 H201 AJA 39 AJA H202 2H20 H 0 0 N N N 22.695 -15.811 -40.816 -1.742 0.209 1.843 H202 AJA 40 AJA H211 1H21 H 0 0 N N N 24.182 -13.916 -41.432 0.131 1.809 2.335 H211 AJA 41 AJA H212 2H21 H 0 0 N N N 23.023 -12.785 -40.624 -0.185 2.648 0.820 H212 AJA 42 AJA H221 1H22 H 0 0 N N N 23.806 -13.284 -38.580 -2.108 2.319 3.163 H221 AJA 43 AJA H222 2H22 H 0 0 N N N 23.787 -15.060 -38.928 -2.533 3.126 1.658 H222 AJA 44 AJA H231 1H23 H 0 0 N N N 25.974 -15.101 -39.533 -0.320 3.995 3.598 H231 AJA 45 AJA H232 2H23 H 0 0 N N N 25.894 -13.467 -40.306 -0.698 4.817 2.083 H232 AJA 46 AJA H281 1H28 H 0 0 N N N 25.911 -12.416 -38.075 -3.033 5.244 2.900 H281 AJA 47 AJA H282 2H28 H 0 0 N N N 26.022 -14.055 -37.317 -2.630 4.461 4.431 H282 AJA 48 AJA H291 1H29 H 0 0 N N N 28.049 -13.410 -39.409 -2.450 6.919 4.626 H291 AJA 49 AJA H292 2H29 H 0 0 N N N 28.182 -12.512 -37.860 -0.856 6.177 4.847 H292 AJA 50 AJA H293 3H29 H 0 0 N N N 28.216 -14.308 -37.863 -1.264 6.966 3.310 H293 AJA 51 AJA H241 1H24 H 0 0 N N N 22.168 -15.083 -44.304 -1.754 -1.223 -0.825 H241 AJA 52 AJA H242 2H24 H 0 0 N N N 23.469 -14.216 -43.419 -0.265 -2.155 -0.640 H242 AJA 53 AJA H243 3H24 H 0 0 N N N 23.148 -15.949 -43.072 -1.396 -2.003 0.714 H243 AJA 54 AJA H3 H3 H 0 1 N N N 23.162 -12.680 -43.488 -1.403 0.849 -1.859 H3 AJA 55 AJA H181 1H18 H 0 0 N N N 23.308 -8.990 -41.873 -1.974 2.266 -6.277 H181 AJA 56 AJA H182 2H18 H 0 0 N N N 24.151 -7.674 -42.758 -1.507 3.858 -5.646 H182 AJA 57 AJA H183 3H18 H 0 0 N N N 22.465 -7.435 -42.183 -0.744 3.228 -7.119 H183 AJA 58 AJA H171 1H17 H 0 0 N N N 22.763 -7.986 -45.936 -0.552 0.577 -6.523 H171 AJA 59 AJA H172 2H17 H 0 0 N N N 23.862 -7.157 -44.782 1.165 1.022 -6.585 H172 AJA 60 AJA H173 3H17 H 0 0 N N N 24.248 -8.815 -45.357 0.514 0.188 -5.160 H173 AJA 61 AJA H13 H13 H 0 1 N N N 20.810 -8.848 -44.995 0.967 4.020 -4.506 H13 AJA 62 AJA H121 1H12 H 0 0 N N N 21.636 -6.380 -43.464 1.199 4.401 -6.869 H121 AJA 63 AJA H122 2H12 H 0 0 N N N 21.115 -6.559 -45.175 1.992 2.850 -7.148 H122 AJA 64 AJA H11 H11 H 0 1 N N N 19.258 -5.568 -43.458 3.588 4.907 -7.043 H11 AJA 65 # # 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 AJA O27 C16 DOUB N N 1 AJA C16 O26 SING N N 2 AJA C16 C10 SING N N 3 AJA O26 HO26 SING N N 4 AJA C10 C11 DOUB N N 5 AJA C10 C9 SING N N 6 AJA C9 C8 SING N N 7 AJA C9 H91 SING N N 8 AJA C9 H92 SING N N 9 AJA C8 C13 SING N N 10 AJA C8 C7 SING N N 11 AJA C8 H8 SING N N 12 AJA C7 C2 SING Y N 13 AJA C7 C6 DOUB Y N 14 AJA C6 C5 SING Y N 15 AJA C6 O15 SING N N 16 AJA O15 HO15 SING N N 17 AJA C5 C4 DOUB Y N 18 AJA C5 H5 SING N N 19 AJA C4 C3 SING Y N 20 AJA C4 C19 SING N N 21 AJA C19 C24 SING N N 22 AJA C19 C25 SING N N 23 AJA C19 C20 SING N N 24 AJA C25 H251 SING N N 25 AJA C25 H252 SING N N 26 AJA C25 H253 SING N N 27 AJA C20 C21 SING N N 28 AJA C20 H201 SING N N 29 AJA C20 H202 SING N N 30 AJA C21 C22 SING N N 31 AJA C21 H211 SING N N 32 AJA C21 H212 SING N N 33 AJA C22 C23 SING N N 34 AJA C22 H221 SING N N 35 AJA C22 H222 SING N N 36 AJA C23 C28 SING N N 37 AJA C23 H231 SING N N 38 AJA C23 H232 SING N N 39 AJA C28 C29 SING N N 40 AJA C28 H281 SING N N 41 AJA C28 H282 SING N N 42 AJA C29 H291 SING N N 43 AJA C29 H292 SING N N 44 AJA C29 H293 SING N N 45 AJA C24 H241 SING N N 46 AJA C24 H242 SING N N 47 AJA C24 H243 SING N N 48 AJA C3 C2 DOUB Y N 49 AJA C3 H3 SING N N 50 AJA C2 O1 SING N N 51 AJA O1 C14 SING N N 52 AJA C14 C17 SING N N 53 AJA C14 C13 SING N N 54 AJA C14 C18 SING N N 55 AJA C18 H181 SING N N 56 AJA C18 H182 SING N N 57 AJA C18 H183 SING N N 58 AJA C17 H171 SING N N 59 AJA C17 H172 SING N N 60 AJA C17 H173 SING N N 61 AJA C13 C12 SING N N 62 AJA C13 H13 SING N N 63 AJA C12 C11 SING N N 64 AJA C12 H121 SING N N 65 AJA C12 H122 SING N N 66 AJA C11 H11 SING N N 67 # # 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 AJA SMILES ACDLabs 10.04 "O=C(O)C3=CCC1C(c2c(OC1(C)C)cc(cc2O)C(C)(C)CCCCCC)C3" AJA SMILES_CANONICAL CACTVS 3.341 "CCCCCCC(C)(C)c1cc(O)c2[C@@H]3CC(=CC[C@H]3C(C)(C)Oc2c1)C(O)=O" AJA SMILES CACTVS 3.341 "CCCCCCC(C)(C)c1cc(O)c2[CH]3CC(=CC[CH]3C(C)(C)Oc2c1)C(O)=O" AJA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCCCC(C)(C)c1cc(c2c(c1)OC([C@H]3[C@H]2CC(=CC3)C(=O)O)(C)C)O" AJA SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCCC(C)(C)c1cc(c2c(c1)OC(C3C2CC(=CC3)C(=O)O)(C)C)O" AJA InChI InChI 1.03 "InChI=1S/C25H36O4/c1-6-7-8-9-12-24(2,3)17-14-20(26)22-18-13-16(23(27)28)10-11-19(18)25(4,5)29-21(22)15-17/h10,14-15,18-19,26H,6-9,11-13H2,1-5H3,(H,27,28)/t18-,19-/m1/s1" AJA InChIKey InChI 1.03 YCHYFHOSGQABSW-RTBURBONSA-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 AJA "SYSTEMATIC NAME" ACDLabs 10.04 "(6aR,10aR)-3-(1,1-dimethylheptyl)-1-hydroxy-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-9-carboxylic acid" AJA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(6aR,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromene-9-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AJA "Create component" 2007-02-02 RCSB AJA "Modify descriptor" 2011-06-04 RCSB AJA "Modify synonyms" 2020-06-05 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 AJA "AJULEMIC ACID" ? ? 2 AJA CT-3 ? ? 3 AJA IP-751 ? ? 4 AJA "1',1'-DIMETHYLHEPTYL-DELTA8-TETRAHYDROCANNABINOL-11-OIC ACID" ? ? ##