data_71P # _chem_comp.id 71P _chem_comp.name "~{N}-[(7~{R})-1,2,3-trimethoxy-10-methylsulfanyl-9-oxidanylidene-6,7-dihydro-5~{H}-benzo[a]heptalen-7-yl]ethanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 N O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-12 _chem_comp.pdbx_modified_date 2016-09-16 _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 415.503 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 71P _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 5LP6 _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 71P CBA C1 C 0 1 N N N 14.408 63.976 42.193 0.835 1.301 -2.570 CBA 71P 1 71P OAW O1 O 0 1 N N N 15.698 63.435 41.706 1.165 1.961 -1.347 OAW 71P 2 71P CAP C2 C 0 1 Y N N 16.545 64.505 41.696 1.819 1.228 -0.407 CAP 71P 3 71P CAQ C3 C 0 1 Y N N 17.312 64.934 42.850 1.102 0.443 0.500 CAQ 71P 4 71P CAR C4 C 0 1 N N N 17.305 64.237 44.137 -0.389 0.402 0.424 CAR 71P 5 71P CAX C5 C 0 1 N N N 16.694 62.966 44.063 -1.036 1.611 0.348 CAX 71P 6 71P CAY C6 C 0 1 N N N 16.431 61.979 45.006 -2.336 1.949 0.299 CAY 71P 7 71P CAZ C7 C 0 1 N N N 16.801 61.870 46.333 -3.431 1.137 0.343 CAZ 71P 8 71P SBB S1 S 0 1 N N N 16.240 60.393 47.144 -5.013 1.908 0.265 SBB 71P 9 71P CBC C8 C 0 1 N N N 17.713 59.720 47.881 -4.511 3.643 0.145 CBC 71P 10 71P CAU C9 C 0 1 N N N 17.514 62.810 47.056 -3.402 -0.253 0.445 CAU 71P 11 71P OAV O2 O 0 1 N N N 17.750 62.608 48.248 -4.491 -0.802 0.538 OAV 71P 12 71P CAT C10 C 0 1 N N N 18.005 64.015 46.592 -2.318 -1.081 0.454 CAT 71P 13 71P CAS C11 C 0 1 N N N 17.945 64.647 45.333 -0.992 -0.855 0.429 CAS 71P 14 71P CAH C12 C 0 1 N N R 18.714 65.820 45.610 -0.101 -2.080 0.397 CAH 71P 15 71P NAI N1 N 0 1 N N N 17.938 66.951 46.232 -0.885 -3.227 -0.069 NAI 71P 16 71P CAJ C13 C 0 1 N N N 16.606 66.971 46.502 -1.032 -3.452 -1.390 CAJ 71P 17 71P OAK O3 O 0 1 N N N 15.786 66.120 46.171 -0.515 -2.704 -2.193 OAK 71P 18 71P CAL C14 C 0 1 N N N 16.109 68.185 47.266 -1.838 -4.631 -1.869 CAL 71P 19 71P CAG C15 C 0 1 N N N 19.619 66.101 44.430 0.471 -2.396 1.764 CAG 71P 20 71P CAF C16 C 0 1 N N N 18.909 66.873 43.451 0.987 -1.133 2.448 CAF 71P 21 71P CAE C17 C 0 1 Y N N 18.090 66.108 42.588 1.771 -0.306 1.462 CAE 71P 22 71P CAD C18 C 0 1 Y N N 18.063 66.769 41.338 3.149 -0.282 1.519 CAD 71P 23 71P CAC C19 C 0 1 Y N N 17.311 66.300 40.278 3.868 0.497 0.620 CAC 71P 24 71P OAB O4 O 0 1 N N N 17.278 66.889 39.051 5.226 0.514 0.677 OAB 71P 25 71P CAA C20 C 0 1 N N N 18.384 66.486 38.225 5.843 -0.280 1.692 CAA 71P 26 71P CAO C21 C 0 1 Y N N 16.545 65.178 40.468 3.207 1.248 -0.345 CAO 71P 27 71P OAN O5 O 0 1 N N N 15.819 64.690 39.409 3.917 2.012 -1.219 OAN 71P 28 71P CAM C22 C 0 1 N N N 14.489 65.147 39.176 4.428 1.360 -2.383 CAM 71P 29 71P H1 H1 H 0 1 N N N 13.662 63.168 42.231 1.751 1.038 -3.100 H1 71P 30 71P H2 H2 H 0 1 N N N 14.544 64.397 43.200 0.268 0.396 -2.354 H2 71P 31 71P H3 H3 H 0 1 N N N 14.060 64.765 41.510 0.235 1.966 -3.191 H3 71P 32 71P H4 H4 H 0 1 N N N 16.363 62.707 43.068 -0.368 2.458 0.323 H4 71P 33 71P H5 H5 H 0 1 N N N 15.835 61.156 44.639 -2.541 3.006 0.213 H5 71P 34 71P H6 H6 H 0 1 N N N 17.465 58.790 48.414 -3.929 3.915 1.025 H6 71P 35 71P H7 H7 H 0 1 N N N 18.451 59.506 47.094 -3.905 3.785 -0.750 H7 71P 36 71P H8 H8 H 0 1 N N N 18.133 60.448 48.590 -5.398 4.275 0.086 H8 71P 37 71P H9 H9 H 0 1 N N N 18.539 64.584 47.339 -2.576 -2.129 0.488 H9 71P 38 71P H10 H10 H 0 1 N N N 19.410 65.512 46.404 0.719 -1.905 -0.299 H10 71P 39 71P H11 H11 H 0 1 N N N 18.456 67.772 46.471 -1.298 -3.825 0.573 H11 71P 40 71P H12 H12 H 0 1 N N N 15.022 68.107 47.413 -2.861 -4.546 -1.501 H12 71P 41 71P H13 H13 H 0 1 N N N 16.608 68.232 48.245 -1.844 -4.649 -2.958 H13 71P 42 71P H14 H14 H 0 1 N N N 16.337 69.097 46.694 -1.392 -5.552 -1.493 H14 71P 43 71P H15 H15 H 0 1 N N N 19.942 65.150 43.982 -0.306 -2.846 2.382 H15 71P 44 71P H16 H16 H 0 1 N N N 20.501 66.664 44.771 1.294 -3.103 1.652 H16 71P 45 71P H17 H17 H 0 1 N N N 19.646 67.413 42.838 0.143 -0.552 2.819 H17 71P 46 71P H18 H18 H 0 1 N N N 18.271 67.597 43.980 1.631 -1.410 3.282 H18 71P 47 71P H19 H19 H 0 1 N N N 18.648 67.668 41.208 3.669 -0.869 2.261 H19 71P 48 71P H20 H20 H 0 1 N N N 18.314 66.986 37.248 5.505 0.056 2.672 H20 71P 49 71P H21 H21 H 0 1 N N N 19.328 66.768 38.714 5.570 -1.326 1.552 H21 71P 50 71P H22 H22 H 0 1 N N N 18.356 65.396 38.082 6.926 -0.176 1.627 H22 71P 51 71P H23 H23 H 0 1 N N N 14.078 64.643 38.289 5.178 0.625 -2.089 H23 71P 52 71P H24 H24 H 0 1 N N N 13.864 64.917 40.051 3.614 0.858 -2.906 H24 71P 53 71P H25 H25 H 0 1 N N N 14.499 66.234 39.008 4.883 2.098 -3.043 H25 71P 54 # 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 71P CAA OAB SING N N 1 71P OAB CAC SING N N 2 71P CAM OAN SING N N 3 71P OAN CAO SING N N 4 71P CAC CAO DOUB Y N 5 71P CAC CAD SING Y N 6 71P CAO CAP SING Y N 7 71P CAD CAE DOUB Y N 8 71P CAP OAW SING N N 9 71P CAP CAQ DOUB Y N 10 71P OAW CBA SING N N 11 71P CAE CAQ SING Y N 12 71P CAE CAF SING N N 13 71P CAQ CAR SING N N 14 71P CAF CAG SING N N 15 71P CAX CAR DOUB N N 16 71P CAX CAY SING N N 17 71P CAR CAS SING N N 18 71P CAG CAH SING N N 19 71P CAY CAZ DOUB N N 20 71P CAS CAH SING N N 21 71P CAS CAT DOUB N N 22 71P CAH NAI SING N N 23 71P OAK CAJ DOUB N N 24 71P NAI CAJ SING N N 25 71P CAZ CAU SING N N 26 71P CAZ SBB SING N N 27 71P CAJ CAL SING N N 28 71P CAT CAU SING N N 29 71P CAU OAV DOUB N N 30 71P SBB CBC SING N N 31 71P CBA H1 SING N N 32 71P CBA H2 SING N N 33 71P CBA H3 SING N N 34 71P CAX H4 SING N N 35 71P CAY H5 SING N N 36 71P CBC H6 SING N N 37 71P CBC H7 SING N N 38 71P CBC H8 SING N N 39 71P CAT H9 SING N N 40 71P CAH H10 SING N N 41 71P NAI H11 SING N N 42 71P CAL H12 SING N N 43 71P CAL H13 SING N N 44 71P CAL H14 SING N N 45 71P CAG H15 SING N N 46 71P CAG H16 SING N N 47 71P CAF H17 SING N N 48 71P CAF H18 SING N N 49 71P CAD H19 SING N N 50 71P CAA H20 SING N N 51 71P CAA H21 SING N N 52 71P CAA H22 SING N N 53 71P CAM H23 SING N N 54 71P CAM H24 SING N N 55 71P CAM H25 SING N N 56 # 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 71P InChI InChI 1.03 "InChI=1S/C22H25NO5S/c1-12(24)23-16-8-6-13-10-18(26-2)21(27-3)22(28-4)20(13)14-7-9-19(29-5)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m1/s1" 71P InChIKey InChI 1.03 CMEGANPVAXDBPL-MRXNPFEDSA-N 71P SMILES_CANONICAL CACTVS 3.385 "COc1cc2CC[C@@H](NC(C)=O)C3=CC(=O)C(=CC=C3c2c(OC)c1OC)SC" 71P SMILES CACTVS 3.385 "COc1cc2CC[CH](NC(C)=O)C3=CC(=O)C(=CC=C3c2c(OC)c1OC)SC" 71P SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CC(=O)N[C@@H]1CCc2cc(c(c(c2C3=CC=C(C(=O)C=C13)SC)OC)OC)OC" 71P SMILES "OpenEye OEToolkits" 2.0.5 "CC(=O)NC1CCc2cc(c(c(c2C3=CC=C(C(=O)C=C13)SC)OC)OC)OC" # 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 71P "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "~{N}-[(7~{R})-1,2,3-trimethoxy-10-methylsulfanyl-9-oxidanylidene-6,7-dihydro-5~{H}-benzo[a]heptalen-7-yl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 71P "Create component" 2016-08-12 EBI 71P "Initial release" 2016-09-21 RCSB #