data_POF # _chem_comp.id POF _chem_comp.name "(4aS,4bR,10bS,12aS)-12a-methyl-1,3-dioxo-2-(pyridin-3-ylmethyl)-1,2,3,4,4a,4b,5,6,10b,11,12,12a-dodecahydronaphtho[2,1-f]isoquinolin-8-yl sulfamate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H27 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-12 _chem_comp.pdbx_modified_date 2011-06-04 _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 469.553 _chem_comp.one_letter_code ? _chem_comp.three_letter_code POF _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 3C7P _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 POF O1 O1 O 0 1 N N N -4.680 1.493 17.280 6.257 0.793 1.022 O1 POF 1 POF O3 O3 O 0 1 N N N -4.933 1.287 14.872 6.199 0.022 -1.205 O3 POF 2 POF O4 O4 O 0 1 N N N -3.450 12.488 13.715 -4.408 2.439 0.967 O4 POF 3 POF O2 O2 O 0 1 N N N -6.922 1.418 16.244 8.343 0.377 -0.290 O2 POF 4 POF C1 C1 C 0 1 Y N N -4.376 2.574 14.635 4.860 -0.102 -1.010 C1 POF 5 POF C2 C2 C 0 1 Y N N -5.171 3.734 14.571 4.071 1.026 -0.863 C2 POF 6 POF N1 N1 N 0 1 N N N -5.576 -0.613 16.469 7.063 -1.510 0.654 N1 POF 7 POF C3 C3 C 0 1 Y N N -4.551 4.993 14.337 2.702 0.910 -0.664 C3 POF 8 POF C4 C4 C 0 1 Y N N -3.117 5.078 14.167 2.125 -0.343 -0.622 C4 POF 9 POF C5 C5 C 0 1 Y N N -2.367 3.867 14.242 2.917 -1.474 -0.764 C5 POF 10 POF S1 S1 S 0 1 N N N -5.577 0.949 16.316 7.013 0.043 0.082 S1 POF 11 POF C6 C6 C 0 1 Y N N -2.987 2.625 14.474 4.276 -1.360 -0.963 C6 POF 12 POF C7 C7 C 0 1 N N N -5.418 6.234 14.278 1.911 2.179 -0.488 C7 POF 13 POF C8 C8 C 0 1 N N N -4.614 7.540 14.480 0.414 1.927 -0.667 C8 POF 14 POF C9 C9 C 0 1 N N R -3.418 7.580 13.520 0.027 0.720 0.188 C9 POF 15 POF C10 C10 C 0 1 N N S -2.414 6.439 13.922 0.646 -0.529 -0.440 C10 POF 16 POF C11 C11 C 0 1 N N S -2.640 8.941 13.540 -1.488 0.544 0.236 C11 POF 17 POF C12 C12 C 0 1 N N S -1.439 8.948 12.497 -1.808 -0.666 1.125 C12 POF 18 POF C13 C13 C 0 1 N N N -0.522 7.713 12.759 -1.181 -1.923 0.527 C13 POF 19 POF C14 C14 C 0 1 N N N -1.291 6.377 12.857 0.339 -1.744 0.431 C14 POF 20 POF C15 C15 C 0 1 N N N -1.951 8.904 11.014 -1.236 -0.431 2.525 C15 POF 21 POF C16 C16 C 0 1 N N N -3.549 10.182 13.273 -2.155 1.779 0.846 C16 POF 22 POF C17 C17 C 0 1 N N N -2.809 11.495 13.362 -3.630 1.510 0.999 C17 POF 23 POF N2 N2 N 0 1 N N N -1.375 11.506 13.033 -4.101 0.265 1.169 N2 POF 24 POF C18 C18 C 0 1 N N N -0.657 10.272 12.610 -3.301 -0.813 1.227 C18 POF 25 POF O5 O5 O 0 1 N N N 0.559 10.280 12.339 -3.788 -1.915 1.362 O5 POF 26 POF C19 C19 C 0 1 N N N -0.598 12.819 13.127 -5.548 0.074 1.298 C19 POF 27 POF C20 C20 C 0 1 Y N N -0.130 13.215 14.461 -6.149 -0.145 -0.066 C20 POF 28 POF C21 C21 C 0 1 Y N N 0.738 12.435 15.233 -6.263 -1.425 -0.586 C21 POF 29 POF C22 C22 C 0 1 Y N N 1.188 12.869 16.570 -6.823 -1.579 -1.845 C22 POF 30 POF C23 C23 C 0 1 Y N N 0.728 14.081 17.052 -7.246 -0.459 -2.535 C23 POF 31 POF N3 N3 N 0 1 Y N N -0.090 14.809 16.317 -7.122 0.744 -2.009 N3 POF 32 POF C24 C24 C 0 1 Y N N -0.546 14.430 15.030 -6.599 0.928 -0.812 C24 POF 33 POF H2 H2 H 0 1 N N N -6.241 3.669 14.698 4.525 2.005 -0.904 H2 POF 34 POF HN1 HN1 H 0 1 N N N -5.576 -1.037 15.563 6.701 -1.716 1.531 HN1 POF 35 POF HN1A HN1A H 0 0 N N N -4.759 -0.898 16.971 7.454 -2.214 0.113 HN1A POF 36 POF H5 H5 H 0 1 N N N -1.295 3.904 14.117 2.463 -2.453 -0.722 H5 POF 37 POF H6 H6 H 0 1 N N N -2.397 1.722 14.527 4.885 -2.245 -1.077 H6 POF 38 POF H7 H7 H 0 1 N N N -5.900 6.273 13.290 2.090 2.576 0.511 H7 POF 39 POF H7A H7A H 0 1 N N N -6.151 6.166 15.095 2.241 2.910 -1.227 H7A POF 40 POF H8 H8 H 0 1 N N N -5.267 8.402 14.281 -0.147 2.803 -0.342 H8 POF 41 POF H8A H8A H 0 1 N N N -4.245 7.578 15.516 0.199 1.720 -1.715 H8A POF 42 POF H9 H9 H 0 1 N N N -3.821 7.448 12.505 0.414 0.851 1.198 H9 POF 43 POF H10 H10 H 0 1 N N N -1.959 6.676 14.895 0.191 -0.691 -1.417 H10 POF 44 POF H11 H11 H 0 1 N N N -2.246 9.025 14.563 -1.869 0.370 -0.770 H11 POF 45 POF H13 H13 H 0 1 N N N 0.192 7.635 11.926 -1.406 -2.779 1.164 H13 POF 46 POF H13A H13A H 0 0 N N N -0.031 7.875 13.730 -1.590 -2.094 -0.468 H13A POF 47 POF H14 H14 H 0 1 N N N -0.584 5.582 13.135 0.783 -2.634 -0.016 H14 POF 48 POF H14A H14A H 0 0 N N N -1.754 6.174 11.880 0.752 -1.591 1.428 H14A POF 49 POF H15 H15 H 0 1 N N N -3.051 8.894 11.005 -1.683 0.466 2.954 H15 POF 50 POF H15A H15A H 0 0 N N N -1.589 9.792 10.475 -1.462 -1.289 3.158 H15A POF 51 POF H15B H15B H 0 0 N N N -1.572 7.996 10.522 -0.156 -0.302 2.459 H15B POF 52 POF H16 H16 H 0 1 N N N -3.966 10.091 12.259 -1.718 1.985 1.823 H16 POF 53 POF H16A H16A H 0 0 N N N -4.328 10.191 14.050 -2.006 2.636 0.190 H16A POF 54 POF H19 H19 H 0 1 N N N 0.292 12.715 12.489 -5.745 -0.795 1.926 H19 POF 55 POF H19A H19A H 0 0 N N N -1.307 13.602 12.821 -5.992 0.959 1.754 H19A POF 56 POF H21 H21 H 0 1 N N N 1.088 11.491 14.841 -5.923 -2.282 -0.023 H21 POF 57 POF H22 H22 H 0 1 N N N 1.858 12.257 17.156 -6.927 -2.562 -2.281 H22 POF 58 POF H23 H23 H 0 1 N N N 1.037 14.430 18.026 -7.684 -0.570 -3.516 H23 POF 59 POF H24 H24 H 0 1 N N N -1.216 15.078 14.484 -6.518 1.928 -0.413 H24 POF 60 # 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 POF O1 S1 DOUB N N 1 POF O3 C1 SING N N 2 POF O3 S1 SING N N 3 POF O4 C17 DOUB N N 4 POF O2 S1 DOUB N N 5 POF C1 C2 DOUB Y N 6 POF C1 C6 SING Y N 7 POF C2 C3 SING Y N 8 POF N1 S1 SING N N 9 POF C3 C4 DOUB Y N 10 POF C3 C7 SING N N 11 POF C4 C5 SING Y N 12 POF C4 C10 SING N N 13 POF C5 C6 DOUB Y N 14 POF C7 C8 SING N N 15 POF C8 C9 SING N N 16 POF C9 C10 SING N N 17 POF C9 C11 SING N N 18 POF C10 C14 SING N N 19 POF C11 C12 SING N N 20 POF C11 C16 SING N N 21 POF C12 C13 SING N N 22 POF C12 C15 SING N N 23 POF C12 C18 SING N N 24 POF C13 C14 SING N N 25 POF C16 C17 SING N N 26 POF C17 N2 SING N N 27 POF N2 C18 SING N N 28 POF N2 C19 SING N N 29 POF C18 O5 DOUB N N 30 POF C19 C20 SING N N 31 POF C20 C21 DOUB Y N 32 POF C20 C24 SING Y N 33 POF C21 C22 SING Y N 34 POF C22 C23 DOUB Y N 35 POF C23 N3 SING Y N 36 POF N3 C24 DOUB Y N 37 POF C2 H2 SING N N 38 POF N1 HN1 SING N N 39 POF N1 HN1A SING N N 40 POF C5 H5 SING N N 41 POF C6 H6 SING N N 42 POF C7 H7 SING N N 43 POF C7 H7A SING N N 44 POF C8 H8 SING N N 45 POF C8 H8A SING N N 46 POF C9 H9 SING N N 47 POF C10 H10 SING N N 48 POF C11 H11 SING N N 49 POF C13 H13 SING N N 50 POF C13 H13A SING N N 51 POF C14 H14 SING N N 52 POF C14 H14A SING N N 53 POF C15 H15 SING N N 54 POF C15 H15A SING N N 55 POF C15 H15B SING N N 56 POF C16 H16 SING N N 57 POF C16 H16A SING N N 58 POF C19 H19 SING N N 59 POF C19 H19A SING N N 60 POF C21 H21 SING N N 61 POF C22 H22 SING N N 62 POF C23 H23 SING N N 63 POF C24 H24 SING N N 64 # 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 POF SMILES ACDLabs 10.04 "O=S(=O)(Oc1cc3c(cc1)C2CCC4(C(=O)N(C(=O)CC4C2CC3)Cc5cccnc5)C)N" POF SMILES_CANONICAL CACTVS 3.341 "C[C@]12CC[C@H]3[C@@H](CCc4cc(O[S](N)(=O)=O)ccc34)[C@@H]1CC(=O)N(Cc5cccnc5)C2=O" POF SMILES CACTVS 3.341 "C[C]12CC[CH]3[CH](CCc4cc(O[S](N)(=O)=O)ccc34)[CH]1CC(=O)N(Cc5cccnc5)C2=O" POF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1CC(=O)N(C2=O)Cc5cccnc5)OS(=O)(=O)N" POF SMILES "OpenEye OEToolkits" 1.5.0 "CC12CCC3c4ccc(cc4CCC3C1CC(=O)N(C2=O)Cc5cccnc5)OS(=O)(=O)N" POF InChI InChI 1.03 "InChI=1S/C24H27N3O5S/c1-24-9-8-19-18-7-5-17(32-33(25,30)31)11-16(18)4-6-20(19)21(24)12-22(28)27(23(24)29)14-15-3-2-10-26-13-15/h2-3,5,7,10-11,13,19-21H,4,6,8-9,12,14H2,1H3,(H2,25,30,31)/t19-,20-,21+,24+/m1/s1" POF InChIKey InChI 1.03 LSJKARAMQNGZDF-YOEKFXIASA-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 POF "SYSTEMATIC NAME" ACDLabs 10.04 "(4aS,4bR,10bS,12aS)-12a-methyl-1,3-dioxo-2-(pyridin-3-ylmethyl)-1,2,3,4,4a,4b,5,6,10b,11,12,12a-dodecahydronaphtho[2,1-f]isoquinolin-8-yl sulfamate" POF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(4aS,4bR,10bS,12aS)-12a-methyl-1,3-dioxo-2-(pyridin-3-ylmethyl)-4,4a,4b,5,6,10b,11,12-octahydronaphtho[6,5-f]isoquinolin-8-yl] sulfamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site POF "Create component" 2008-02-12 PDBJ POF "Modify aromatic_flag" 2011-06-04 RCSB POF "Modify descriptor" 2011-06-04 RCSB #