data_9BL # _chem_comp.id 9BL _chem_comp.name "methyl (2E,6E)-8-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-2,6-dimethylocta-2,6-dienoate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H23 Cl O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-03-08 _chem_comp.pdbx_modified_date 2018-09-21 _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 366.836 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9BL _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 5ZF4 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 9BL CAA C1 C 0 1 N N N -8.506 32.186 0.559 7.788 2.277 0.351 CAA 9BL 1 9BL OAP O1 O 0 1 N N N -8.790 32.652 -0.780 6.385 1.962 0.559 OAP 9BL 2 9BL CAS C2 C 0 1 N N N -9.074 31.717 -1.726 5.985 0.714 0.243 CAS 9BL 3 9BL OAF O2 O 0 1 N N N -9.146 30.515 -1.452 6.786 -0.089 -0.193 OAF 9BL 4 9BL CAR C3 C 0 1 N N N -9.290 32.192 -3.152 4.580 0.325 0.427 CAR 9BL 5 9BL CAC C4 C 0 1 N N N -9.646 31.133 -4.209 3.587 1.321 0.969 CAC 9BL 6 9BL CAK C5 C 0 1 N N N -9.167 33.555 -3.446 4.185 -0.907 0.116 CAK 9BL 7 9BL CAM C6 C 0 1 N N N -9.355 34.171 -4.681 2.724 -1.270 0.188 CAM 9BL 8 9BL CAN C7 C 0 1 N N N -8.627 35.497 -4.811 2.275 -1.848 -1.155 CAN 9BL 9 9BL CAQ C8 C 0 1 N N N -7.128 35.275 -5.064 0.814 -2.212 -1.083 CAQ 9BL 10 9BL CAB C9 C 0 1 N N N -6.673 34.559 -6.346 0.397 -3.551 -0.531 CAB 9BL 11 9BL CAL C10 C 0 1 N N N -6.217 35.717 -4.111 -0.094 -1.363 -1.499 CAL 9BL 12 9BL CAO C11 C 0 1 N N N -4.810 35.590 -4.193 -1.545 -1.768 -1.531 CAO 9BL 13 9BL CAY C12 C 0 1 Y N N -4.064 36.791 -3.578 -2.365 -0.762 -0.766 CAY 9BL 14 9BL CAV C13 C 0 1 Y N N -4.147 37.067 -2.213 -2.896 0.337 -1.417 CAV 9BL 15 9BL OAH O3 O 0 1 N N N -4.883 36.216 -1.447 -2.682 0.513 -2.744 OAH 9BL 16 9BL CAX C14 C 0 1 Y N N -3.475 38.148 -1.622 -3.661 1.271 -0.694 CAX 9BL 17 9BL CAJ C15 C 0 1 N N N -3.612 38.352 -0.112 -4.230 2.438 -1.371 CAJ 9BL 18 9BL OAE O4 O 0 1 N N N -4.224 37.520 0.556 -4.042 2.602 -2.559 OAE 9BL 19 9BL CAT C16 C 0 1 Y N N -2.693 39.006 -2.406 -3.875 1.079 0.678 CAT 9BL 20 9BL CAD C17 C 0 1 N N N -1.919 40.210 -1.809 -4.694 2.075 1.459 CAD 9BL 21 9BL CAW C18 C 0 1 Y N N -2.596 38.734 -3.770 -3.344 -0.011 1.307 CAW 9BL 22 9BL CLA CL1 CL 0 0 N N N -1.627 39.749 -4.775 -3.614 -0.243 3.006 CLA 9BL 23 9BL CAU C19 C 0 1 Y N N -3.284 37.662 -4.350 -2.591 -0.940 0.592 CAU 9BL 24 9BL OAG O5 O 0 1 N N N -3.168 37.453 -5.685 -2.069 -2.019 1.228 OAG 9BL 25 9BL H1 H1 H 0 1 N N N -8.296 33.047 1.211 8.037 2.147 -0.702 H1 9BL 26 9BL H2 H2 H 0 1 N N N -9.375 31.636 0.948 7.976 3.310 0.644 H2 9BL 27 9BL H3 H3 H 0 1 N N N -7.630 31.521 0.537 8.403 1.610 0.956 H3 9BL 28 9BL H4 H4 H 0 1 N N N -9.683 30.140 -3.736 4.107 2.237 1.248 H4 9BL 29 9BL H5 H5 H 0 1 N N N -10.628 31.368 -4.647 2.842 1.544 0.204 H5 9BL 30 9BL H6 H6 H 0 1 N N N -8.882 31.134 -5.000 3.093 0.901 1.845 H6 9BL 31 9BL H7 H7 H 0 1 N N N -8.896 34.201 -2.624 4.911 -1.646 -0.189 H7 9BL 32 9BL H8 H8 H 0 1 N N N -10.431 34.349 -4.821 2.573 -2.013 0.972 H8 9BL 33 9BL H9 H9 H 0 1 N N N -8.990 33.494 -5.467 2.138 -0.379 0.415 H9 9BL 34 9BL H10 H10 H 0 1 N N N -8.755 36.071 -3.881 2.426 -1.105 -1.939 H10 9BL 35 9BL H11 H11 H 0 1 N N N -9.055 36.062 -5.652 2.860 -2.739 -1.382 H11 9BL 36 9BL H12 H12 H 0 1 N N N -5.575 34.490 -6.358 1.275 -4.081 -0.161 H12 9BL 37 9BL H13 H13 H 0 1 N N N -7.104 33.548 -6.374 -0.310 -3.404 0.285 H13 9BL 38 9BL H14 H14 H 0 1 N N N -7.014 35.127 -7.224 -0.075 -4.137 -1.320 H14 9BL 39 9BL H15 H15 H 0 1 N N N -6.618 36.199 -3.232 0.198 -0.374 -1.818 H15 9BL 40 9BL H16 H16 H 0 1 N N N -4.508 34.677 -3.658 -1.888 -1.806 -2.565 H16 9BL 41 9BL H17 H17 H 0 1 N N N -4.526 35.505 -5.252 -1.658 -2.752 -1.075 H17 9BL 42 9BL H18 H18 H 0 1 N N N -4.825 36.479 -0.536 -3.353 0.103 -3.308 H18 9BL 43 9BL H19 H19 H 0 1 N N N -3.176 39.218 0.363 -4.816 3.154 -0.814 H19 9BL 44 9BL H20 H20 H 0 1 N N N -2.556 41.106 -1.837 -5.742 1.779 1.439 H20 9BL 45 9BL H21 H21 H 0 1 N N N -1.644 39.989 -0.767 -4.344 2.102 2.491 H21 9BL 46 9BL H22 H22 H 0 1 N N N -1.008 40.389 -2.399 -4.586 3.063 1.012 H22 9BL 47 9BL H23 H23 H 0 1 N N N -3.686 36.697 -5.934 -2.652 -2.790 1.236 H23 9BL 48 # 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 9BL CAB CAQ SING N N 1 9BL OAG CAU SING N N 2 9BL CAQ CAN SING N N 3 9BL CAQ CAL DOUB N E 4 9BL CAN CAM SING N N 5 9BL CLA CAW SING N N 6 9BL CAM CAK SING N N 7 9BL CAU CAW DOUB Y N 8 9BL CAU CAY SING Y N 9 9BL CAC CAR SING N N 10 9BL CAO CAL SING N N 11 9BL CAO CAY SING N N 12 9BL CAW CAT SING Y N 13 9BL CAY CAV DOUB Y N 14 9BL CAK CAR DOUB N E 15 9BL CAR CAS SING N N 16 9BL CAT CAD SING N N 17 9BL CAT CAX DOUB Y N 18 9BL CAV CAX SING Y N 19 9BL CAV OAH SING N N 20 9BL CAS OAF DOUB N N 21 9BL CAS OAP SING N N 22 9BL CAX CAJ SING N N 23 9BL OAP CAA SING N N 24 9BL CAJ OAE DOUB N N 25 9BL CAA H1 SING N N 26 9BL CAA H2 SING N N 27 9BL CAA H3 SING N N 28 9BL CAC H4 SING N N 29 9BL CAC H5 SING N N 30 9BL CAC H6 SING N N 31 9BL CAK H7 SING N N 32 9BL CAM H8 SING N N 33 9BL CAM H9 SING N N 34 9BL CAN H10 SING N N 35 9BL CAN H11 SING N N 36 9BL CAB H12 SING N N 37 9BL CAB H13 SING N N 38 9BL CAB H14 SING N N 39 9BL CAL H15 SING N N 40 9BL CAO H16 SING N N 41 9BL CAO H17 SING N N 42 9BL OAH H18 SING N N 43 9BL CAJ H19 SING N N 44 9BL CAD H20 SING N N 45 9BL CAD H21 SING N N 46 9BL CAD H22 SING N N 47 9BL OAG H23 SING N N 48 # 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 9BL SMILES ACDLabs 12.01 "COC(=O)C(C)=[C@H]CCC(=[C@H]Cc1c(c(C=O)c(C)c(Cl)c1O)O)C" 9BL InChI InChI 1.03 "InChI=1S/C19H23ClO5/c1-11(6-5-7-12(2)19(24)25-4)8-9-14-17(22)15(10-21)13(3)16(20)18(14)23/h7-8,10,22-23H,5-6,9H2,1-4H3/b11-8+,12-7+" 9BL InChIKey InChI 1.03 MGCXWBJRVAUHQF-NFLJZBCPSA-N 9BL SMILES_CANONICAL CACTVS 3.385 "COC(=O)/C(C)=C/CC\C(C)=C\Cc1c(O)c(Cl)c(C)c(C=O)c1O" 9BL SMILES CACTVS 3.385 "COC(=O)C(C)=CCCC(C)=CCc1c(O)c(Cl)c(C)c(C=O)c1O" 9BL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(c(c(c(c1Cl)O)C/C=C(\C)/CC/C=C(\C)/C(=O)OC)O)C=O" 9BL SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(c(c(c(c1Cl)O)CC=C(C)CCC=C(C)C(=O)OC)O)C=O" # 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 9BL "SYSTEMATIC NAME" ACDLabs 12.01 "methyl (2E,6E)-8-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-2,6-dimethylocta-2,6-dienoate" 9BL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "methyl (2~{E},6~{E})-8-[3-chloranyl-5-methanoyl-4-methyl-2,6-bis(oxidanyl)phenyl]-2,6-dimethyl-octa-2,6-dienoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9BL "Create component" 2018-03-08 PDBJ 9BL "Initial release" 2018-09-26 RCSB #