data_P2N
# 
_chem_comp.id                                    P2N 
_chem_comp.name                                  (5Z)-13-CHLORO-14,16-DIHYDROXY-3,4,7,8,9,10-HEXAHYDRO-1H-2-BENZOXACYCLOTETRADECINE-1,11(12H)-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H19 Cl O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-03-02 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        338.783 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P2N 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2CGF 
_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 
P2N C1   C1   C  0 1 N N N -18.219 34.380 -6.099 -0.423 1.438  0.139  C1   P2N 1  
P2N C2   C2   C  0 1 Y N N -18.190 33.498 -4.878 0.988  1.028  0.067  C2   P2N 2  
P2N C3   C3   C  0 1 Y N N -17.266 32.446 -4.828 1.975  1.962  -0.286 C3   P2N 3  
P2N C4   C4   C  0 1 Y N N -17.228 31.587 -3.733 3.300  1.570  -0.354 C4   P2N 4  
P2N C5   C5   C  0 1 Y N N -18.134 31.799 -2.703 3.651  0.258  -0.073 C5   P2N 5  
P2N C6   C6   C  0 1 Y N N -19.029 32.835 -2.757 2.674  -0.671 0.274  C6   P2N 6  
P2N C7   C7   C  0 1 Y N N -19.090 33.687 -3.850 1.353  -0.292 0.350  C7   P2N 7  
P2N C8   C8   C  0 1 N N N -20.105 34.821 -3.880 0.301  -1.301 0.733  C8   P2N 8  
P2N C9   C9   C  0 1 N N N -21.532 34.412 -4.300 -0.423 -1.766 -0.504 C9   P2N 9  
P2N C10  C10  C  0 1 N N N -21.944 32.992 -4.709 -1.484 -2.831 -0.402 C10  P2N 10 
P2N C11  C11  C  0 1 N N N -23.333 32.869 -5.349 -2.793 -2.307 -0.997 C11  P2N 11 
P2N C12  C12  C  0 1 N N N -23.459 31.798 -6.434 -3.885 -2.330 0.074  C12  P2N 12 
P2N C13  C13  C  0 1 N N N -22.959 32.143 -7.856 -4.723 -1.054 -0.024 C13  P2N 13 
P2N C14  C14  C  0 1 N N N -22.402 33.533 -8.175 -4.051 0.050  0.751  C14  P2N 14 
P2N C15  C15  C  0 1 N N N -21.136 33.552 -8.558 -3.587 1.102  0.124  C15  P2N 15 
P2N C16  C16  C  0 1 N N N -20.298 34.751 -8.935 -2.912 2.204  0.899  C16  P2N 16 
P2N C17  C17  C  0 1 N N N -19.677 35.522 -7.764 -2.158 3.120  -0.069 C17  P2N 17 
P2N O1   O1   O  0 1 N N N -19.522 34.707 -6.599 -0.766 2.714  -0.132 O1   P2N 18 
P2N O2   O2   O  0 1 N N N -17.225 34.730 -6.712 -1.278 0.629  0.442  O2   P2N 19 
P2N O3   O3   O  0 1 N N N -16.396 32.276 -5.864 1.629  3.245  -0.561 O3   P2N 20 
P2N O4   O4   O  0 1 N N N -18.156 30.981 -1.626 4.952  -0.122 -0.141 O4   P2N 21 
P2N CL1  CL1  CL 0 0 N N N -20.129 33.053 -1.378 3.125  -2.312 0.618  CL1  P2N 22 
P2N O5   O5   O  0 1 N N N -22.339 35.308 -4.280 -0.153 -1.284 -1.578 O5   P2N 23 
P2N H4   H4   H  0 1 N N N -16.514 30.778 -3.686 4.061  2.287  -0.626 H4   P2N 24 
P2N H8C1 1H8C H  0 0 N N N -19.751 35.533 -4.640 -0.411 -0.842 1.419  H8C1 P2N 25 
P2N H8C2 2H8C H  0 0 N N N -20.164 35.242 -2.865 0.775  -2.155 1.219  H8C2 P2N 26 
P2N H101 1H10 H  0 0 N N N -21.981 32.404 -3.780 -1.639 -3.090 0.645  H101 P2N 27 
P2N H102 2H10 H  0 0 N N N -21.208 32.631 -5.442 -1.164 -3.717 -0.952 H102 P2N 28 
P2N H111 1H11 H  0 0 N N N -23.531 33.832 -5.842 -3.090 -2.939 -1.834 H111 P2N 29 
P2N H112 2H11 H  0 0 N N N -24.046 32.618 -4.550 -2.649 -1.284 -1.347 H112 P2N 30 
P2N H121 1H12 H  0 0 N N N -24.542 31.641 -6.548 -3.426 -2.388 1.061  H121 P2N 31 
P2N H122 2H12 H  0 0 N N N -22.872 30.932 -6.094 -4.526 -3.198 -0.080 H122 P2N 32 
P2N H131 1H13 H  0 0 N N N -23.875 32.093 -8.464 -5.714 -1.237 0.391  H131 P2N 33 
P2N H132 2H13 H  0 0 N N N -22.143 31.436 -8.067 -4.816 -0.760 -1.070 H132 P2N 34 
P2N H14  H14  H  0 1 N N N -22.998 34.430 -8.093 -3.952 -0.026 1.824  H14  P2N 35 
P2N H15  H15  H  0 1 N N N -20.641 32.593 -8.607 -3.691 1.182  -0.948 H15  P2N 36 
P2N H161 1H16 H  0 0 N N N -20.981 35.454 -9.434 -2.209 1.770  1.610  H161 P2N 37 
P2N H162 2H16 H  0 0 N N N -19.473 34.391 -9.568 -3.663 2.783  1.436  H162 P2N 38 
P2N H171 1H17 H  0 0 N N N -20.353 36.351 -7.509 -2.221 4.150  0.282  H171 P2N 39 
P2N H172 2H17 H  0 0 N N N -18.685 35.885 -8.071 -2.604 3.046  -1.061 H172 P2N 40 
P2N H3   H3   H  0 1 N N N -16.879 32.236 -6.681 1.447  3.289  -1.510 H3   P2N 41 
P2N HA   HA   H  0 1 N N N -18.161 30.076 -1.915 5.332  0.021  0.737  HA   P2N 42 
# 
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 
P2N C1  C2   SING N N 1  
P2N C1  O1   SING N N 2  
P2N C1  O2   DOUB N N 3  
P2N C2  C3   DOUB Y N 4  
P2N C2  C7   SING Y N 5  
P2N C3  C4   SING Y N 6  
P2N C3  O3   SING N N 7  
P2N C4  C5   DOUB Y N 8  
P2N C4  H4   SING N N 9  
P2N C5  C6   SING Y N 10 
P2N C5  O4   SING N N 11 
P2N C6  C7   DOUB Y N 12 
P2N C6  CL1  SING N N 13 
P2N C7  C8   SING N N 14 
P2N C8  C9   SING N N 15 
P2N C8  H8C1 SING N N 16 
P2N C8  H8C2 SING N N 17 
P2N C9  C10  SING N N 18 
P2N C9  O5   DOUB N N 19 
P2N C10 C11  SING N N 20 
P2N C10 H101 SING N N 21 
P2N C10 H102 SING N N 22 
P2N C11 C12  SING N N 23 
P2N C11 H111 SING N N 24 
P2N C11 H112 SING N N 25 
P2N C12 C13  SING N N 26 
P2N C12 H121 SING N N 27 
P2N C12 H122 SING N N 28 
P2N C13 C14  SING N N 29 
P2N C13 H131 SING N N 30 
P2N C13 H132 SING N N 31 
P2N C14 C15  DOUB N E 32 
P2N C14 H14  SING N N 33 
P2N C15 C16  SING N N 34 
P2N C15 H15  SING N N 35 
P2N C16 C17  SING N N 36 
P2N C16 H161 SING N N 37 
P2N C16 H162 SING N N 38 
P2N C17 O1   SING N N 39 
P2N C17 H171 SING N N 40 
P2N C17 H172 SING N N 41 
P2N O3  H3   SING N N 42 
P2N O4  HA   SING N N 43 
# 
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 
P2N SMILES           ACDLabs              10.04 O=C1OCCC=CCCCCC(=O)Cc2c1c(O)cc(O)c2Cl                                                                                
P2N InChI            InChI                1.02b InChI=1/C17H19ClO5/c18-16-12-9-11(19)7-5-3-1-2-4-6-8-23-17(22)15(12)13(20)10-14(16)21/h2,4,10,20-21H,1,3,5-9H2/b4-2+ 
P2N InChIKey         InChI                1.02b YUZYDHRGGDTZLG-DUXPYHPUBF                                                                                            
P2N SMILES_CANONICAL CACTVS               3.341 Oc1cc(O)c2C(=O)OCC/C=C/CCCCC(=O)Cc2c1Cl                                                                              
P2N SMILES           CACTVS               3.341 Oc1cc(O)c2C(=O)OCCC=CCCCCC(=O)Cc2c1Cl                                                                                
P2N SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(c2c(c(c1O)Cl)CC(=O)CCCC\C=C\CCOC2=O)O                                                                            
P2N SMILES           "OpenEye OEToolkits" 1.5.0 c1c(c2c(c(c1O)Cl)CC(=O)CCCCC=CCCOC2=O)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 
P2N "SYSTEMATIC NAME" ACDLabs              10.04 (5E)-13-chloro-14,16-dihydroxy-3,4,7,8,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,11(12H)-dione 
P2N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (6E)-15-chloro-16,18-dihydroxy-3-oxabicyclo[12.4.0]octadeca-1(18),6,14,16-tetraene-2,12-dione      
# 
