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                    2009-03-13 
_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 InChI            InChI                1.02b 
InChI=1/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/f/h25,30H 
P9A InChIKey         InChI                1.02b XADCWKSMHQPTGH-GTOBOBEIDN 
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 
# 
_pdbx_chem_comp_identifier.comp_id           P9A 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        "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" 
# 
