data_P9A # _chem_comp.id P9A _chem_comp.name "3-({3-[(1S,4aS,6S,7S,9S,9aR)-1,6-dimethyl-2-oxodecahydro-6,9-epoxy-4a,7-methanobenzo[7]annulen-1-yl]propanoyl}amino)-2,4-dihydroxybenzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H29 N O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-03-06 _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 443.490 _chem_comp.one_letter_code ? _chem_comp.three_letter_code P9A _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 3G0Y _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 P9A O16 O16 O 0 1 N N N -25.385 30.345 5.342 3.403 -2.135 -1.009 O16 P9A 1 P9A O19 O19 O 0 1 N N N -23.125 33.470 0.719 1.479 2.869 1.231 O19 P9A 2 P9A O20 O20 O 0 1 N N N -23.697 36.543 3.861 -1.797 0.061 1.180 O20 P9A 3 P9A O30 O30 O 0 1 N N N -26.423 37.076 7.156 -3.779 2.815 -1.741 O30 P9A 4 P9A O31 O31 O 0 1 N N N -21.829 36.168 6.316 -3.295 -1.494 0.223 O31 P9A 5 P9A O32 O32 O 0 1 N N N -20.110 37.694 7.667 -5.386 -2.674 0.919 O32 P9A 6 P9A O33 O33 O 0 1 N N N -21.000 39.476 8.729 -7.429 -1.841 0.666 O33 P9A 7 P9A N28 N28 N 0 1 N N N -24.322 35.496 5.811 -2.125 0.756 -0.901 N28 P9A 8 P9A C1 C1 C 0 1 N N N -24.117 35.507 4.458 -1.323 0.481 0.146 C1 P9A 9 P9A C2 C2 C 0 1 N N N -24.414 34.224 3.702 0.165 0.694 0.031 C2 P9A 10 P9A C3 C3 C 0 1 N N N -23.153 33.382 3.851 0.838 0.308 1.349 C3 P9A 11 P9A C4 C4 C 0 1 N N S -22.999 32.179 2.898 2.340 0.660 1.283 C4 P9A 12 P9A C5 C5 C 0 1 N N N -23.241 32.407 1.340 2.440 2.160 1.073 C5 P9A 13 P9A C6 C6 C 0 1 N N N -23.644 31.219 0.572 3.777 2.734 0.660 C6 P9A 14 P9A C7 C7 C 0 1 N N N -24.916 30.624 1.152 4.188 2.037 -0.641 C7 P9A 15 P9A C8 C8 C 0 1 N N S -24.695 30.160 2.545 4.234 0.543 -0.457 C8 P9A 16 P9A C9 C9 C 0 1 N N R -24.189 31.322 3.438 2.964 -0.069 0.115 C9 P9A 17 P9A C10 C10 C 0 1 N N S -24.075 30.815 4.888 3.089 -1.581 0.306 C10 P9A 18 P9A C11 C11 C 0 1 N N N -23.227 29.540 4.992 4.378 -1.972 1.066 C11 P9A 19 P9A C12 C12 C 0 1 N N S -24.155 28.579 4.248 5.450 -1.459 0.056 C12 P9A 20 P9A C13 C13 C 0 1 N N N -23.833 28.844 2.758 5.481 0.077 0.320 C13 P9A 21 P9A C14 C14 C 0 1 N N N -26.047 29.753 3.175 4.483 -0.171 -1.821 C14 P9A 22 P9A C15 C15 C 0 1 N N S -25.602 29.160 4.530 4.726 -1.622 -1.316 C15 P9A 23 P9A C17 C17 C 0 1 N N N -26.611 28.242 5.243 5.499 -2.493 -2.309 C17 P9A 24 P9A C18 C18 C 0 1 N N N -21.528 31.576 2.996 2.964 0.317 2.633 C18 P9A 25 P9A C21 C21 C 0 1 N N N -21.050 38.384 8.081 -6.089 -1.758 0.539 C21 P9A 26 P9A C22 C22 C 0 1 Y N N -22.478 38.008 7.827 -5.479 -0.560 -0.058 C22 P9A 27 P9A C23 C23 C 0 1 Y N N -22.754 36.939 6.967 -4.086 -0.474 -0.195 C23 P9A 28 P9A C24 C24 C 0 1 Y N N -24.098 36.619 6.733 -3.519 0.662 -0.761 C24 P9A 29 P9A C25 C25 C 0 1 Y N N -25.104 37.361 7.357 -4.334 1.706 -1.188 C25 P9A 30 P9A C26 C26 C 0 1 Y N N -24.807 38.426 8.218 -5.715 1.617 -1.050 C26 P9A 31 P9A C27 C27 C 0 1 Y N N -23.526 38.741 8.452 -6.287 0.496 -0.496 C27 P9A 32 P9A HO30 HO30 H 0 0 N N N -26.864 37.010 7.995 -3.604 2.737 -2.689 HO30 P9A 33 P9A HO31 HO31 H 0 0 N N N -22.130 35.989 5.433 -3.122 -2.161 -0.456 HO31 P9A 34 P9A HO33 HO33 H 0 0 N N N -20.093 39.720 8.870 -7.784 -2.647 1.064 HO33 P9A 35 P9A HN28 HN28 H 0 0 N N N -24.656 34.642 6.211 -1.740 1.019 -1.752 HN28 P9A 36 P9A H2 H2 H 0 1 N N N -25.287 33.707 4.128 0.560 0.074 -0.774 H2 P9A 37 P9A H2A H2A H 0 1 N N N -24.661 34.414 2.647 0.366 1.743 -0.186 H2A P9A 38 P9A H3 H3 H 0 1 N N N -22.297 34.049 3.670 0.373 0.856 2.169 H3 P9A 39 P9A H3A H3A H 0 1 N N N -23.211 32.948 4.860 0.723 -0.763 1.516 H3A P9A 40 P9A H6 H6 H 0 1 N N N -23.824 31.508 -0.474 3.679 3.807 0.490 H6 P9A 41 P9A H6A H6A H 0 1 N N N -22.841 30.469 0.624 4.519 2.551 1.434 H6A P9A 42 P9A H7 H7 H 0 1 N N N -25.704 31.392 1.151 3.469 2.282 -1.425 H7 P9A 43 P9A H7A H7A H 0 1 N N N -25.215 29.763 0.537 5.175 2.393 -0.944 H7A P9A 44 P9A H9 H9 H 0 1 N N N -24.951 32.115 3.408 2.212 0.037 -0.723 H9 P9A 45 P9A H10 H10 H 0 1 N N N -23.651 31.652 5.462 2.193 -2.038 0.723 H10 P9A 46 P9A H11 H11 H 0 1 N N N -22.238 29.638 4.521 4.490 -1.519 2.039 H11 P9A 47 P9A H11A H11A H 0 0 N N N -22.956 29.237 6.014 4.446 -3.067 1.165 H11A P9A 48 P9A H12 H12 H 0 1 N N N -24.066 27.517 4.520 6.418 -1.955 0.121 H12 P9A 49 P9A H13 H13 H 0 1 N N N -24.136 28.018 2.098 6.389 0.522 -0.098 H13 P9A 50 P9A H13A H13A H 0 0 N N N -22.763 28.941 2.520 5.409 0.301 1.382 H13A P9A 51 P9A H14 H14 H 0 1 N N N -26.720 30.614 3.302 3.602 -0.106 -2.457 H14 P9A 52 P9A H14A H14A H 0 0 N N N -26.629 29.054 2.557 5.364 0.237 -2.313 H14A P9A 53 P9A H17 H17 H 0 1 N N N -26.253 28.023 6.260 5.635 -3.490 -1.888 H17 P9A 54 P9A H17A H17A H 0 0 N N N -27.588 28.744 5.298 4.940 -2.565 -3.241 H17A P9A 55 P9A H17B H17B H 0 0 N N N -26.713 27.302 4.680 6.473 -2.044 -2.503 H17B P9A 56 P9A H18 H18 H 0 1 N N N -21.120 31.437 1.984 2.834 -0.747 2.833 H18 P9A 57 P9A H18A H18A H 0 0 N N N -20.885 32.269 3.559 4.027 0.556 2.613 H18A P9A 58 P9A H18B H18B H 0 0 N N N -21.563 30.606 3.513 2.475 0.896 3.416 H18B P9A 59 P9A H26 H26 H 0 1 N N N -25.602 38.987 8.688 -6.342 2.432 -1.383 H26 P9A 60 P9A H27 H27 H 0 1 N N N -23.287 39.556 9.119 -7.360 0.431 -0.396 H27 P9A 61 # 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 P9A C15 O16 SING N N 1 P9A C10 O16 SING N N 2 P9A O19 C5 DOUB N N 3 P9A O20 C1 DOUB N N 4 P9A O30 C25 SING N N 5 P9A O30 HO30 SING N N 6 P9A O31 C23 SING N N 7 P9A O31 HO31 SING N N 8 P9A O32 C21 DOUB N N 9 P9A C21 O33 SING N N 10 P9A O33 HO33 SING N N 11 P9A C1 N28 SING N N 12 P9A N28 C24 SING N N 13 P9A N28 HN28 SING N N 14 P9A C2 C1 SING N N 15 P9A C2 C3 SING N N 16 P9A C2 H2 SING N N 17 P9A C2 H2A SING N N 18 P9A C4 C3 SING N N 19 P9A C3 H3 SING N N 20 P9A C3 H3A SING N N 21 P9A C5 C4 SING N N 22 P9A C4 C18 SING N N 23 P9A C4 C9 SING N N 24 P9A C6 C5 SING N N 25 P9A C6 C7 SING N N 26 P9A C6 H6 SING N N 27 P9A C6 H6A SING N N 28 P9A C7 C8 SING N N 29 P9A C7 H7 SING N N 30 P9A C7 H7A SING N N 31 P9A C8 C13 SING N N 32 P9A C8 C14 SING N N 33 P9A C8 C9 SING N N 34 P9A C9 C10 SING N N 35 P9A C9 H9 SING N N 36 P9A C10 C11 SING N N 37 P9A C10 H10 SING N N 38 P9A C12 C11 SING N N 39 P9A C11 H11 SING N N 40 P9A C11 H11A SING N N 41 P9A C13 C12 SING N N 42 P9A C12 C15 SING N N 43 P9A C12 H12 SING N N 44 P9A C13 H13 SING N N 45 P9A C13 H13A SING N N 46 P9A C14 C15 SING N N 47 P9A C14 H14 SING N N 48 P9A C14 H14A SING N N 49 P9A C15 C17 SING N N 50 P9A C17 H17 SING N N 51 P9A C17 H17A SING N N 52 P9A C17 H17B SING N N 53 P9A C18 H18 SING N N 54 P9A C18 H18A SING N N 55 P9A C18 H18B SING N N 56 P9A C22 C21 SING N N 57 P9A C23 C22 DOUB Y N 58 P9A C22 C27 SING Y N 59 P9A C24 C23 SING Y N 60 P9A C24 C25 DOUB Y N 61 P9A C25 C26 SING Y N 62 P9A C26 C27 DOUB Y N 63 P9A C26 H26 SING N N 64 P9A C27 H27 SING N N 65 # 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 P9A SMILES ACDLabs 10.04 "O=C(O)c1c(O)c(c(O)cc1)NC(=O)CCC5(C(=O)CCC34CC2CC(OC2(C3)C)C45)C" P9A SMILES_CANONICAL CACTVS 3.341 "C[C@]12C[C@@]34CCC(=O)[C@@](C)(CCC(=O)Nc5c(O)ccc(C(O)=O)c5O)[C@@H]3[C@H](C[C@@H]1C4)O2" P9A SMILES CACTVS 3.341 "C[C]12C[C]34CCC(=O)[C](C)(CCC(=O)Nc5c(O)ccc(C(O)=O)c5O)[CH]3[CH](C[CH]1C4)O2" P9A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@]12C[C@@]34CCC(=O)[C@@]([C@@H]3[C@@H](O1)C[C@@H]2C4)(C)CCC(=O)Nc5c(ccc(c5O)C(=O)O)O" P9A SMILES "OpenEye OEToolkits" 1.5.0 "CC12CC34CCC(=O)C(C3C(O1)CC2C4)(C)CCC(=O)Nc5c(ccc(c5O)C(=O)O)O" P9A InChI InChI 1.03 "InChI=1S/C24H29NO7/c1-22(7-6-17(28)25-18-14(26)4-3-13(19(18)29)21(30)31)16(27)5-8-24-10-12-9-15(20(22)24)32-23(12,2)11-24/h3-4,12,15,20,26,29H,5-11H2,1-2H3,(H,25,28)(H,30,31)/t12-,15+,20+,22-,23+,24+/m1/s1" P9A InChIKey InChI 1.03 XADCWKSMHQPTGH-OFBLZTNGSA-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 P9A "SYSTEMATIC NAME" ACDLabs 10.04 "3-({3-[(1S,4aS,6S,7S,9S,9aR)-1,6-dimethyl-2-oxodecahydro-6,9-epoxy-4a,7-methanobenzo[7]annulen-1-yl]propanoyl}amino)-2,4-dihydroxybenzoic 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 P9A "Create component" 2009-03-06 RCSB P9A "Modify descriptor" 2011-06-04 RCSB #