data_NP4
# 
_chem_comp.id                                    NP4 
_chem_comp.name                                  (5Z)-12-CHLORO-13,15-DIHYDROXY-4,7,8,9-TETRAHYDRO-2-BENZOXACYCLOTRIDECINE-1,10(3H,11H)-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H17 Cl O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-07-04 
_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                        324.756 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NP4 
_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        2IWS 
_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 
NP4 C1   C1   C  0 1 N N N 18.465 -34.929 -60.303 -0.811 1.168  0.052  C1   NP4 1  
NP4 C2   C2   C  0 1 Y N N 18.425 -33.953 -59.161 0.650  1.024  0.030  C2   NP4 2  
NP4 O10  O10  O  0 1 N N N 19.727 -35.197 -60.969 -1.396 2.321  -0.335 O10  NP4 3  
NP4 C3   C3   C  0 1 Y N N 17.464 -32.954 -59.134 1.482  2.102  0.360  C3   NP4 4  
NP4 C4   C4   C  0 1 Y N N 17.429 -32.048 -58.084 2.856  1.935  0.388  C4   NP4 5  
NP4 C5   C5   C  0 1 Y N N 18.379 -32.153 -57.061 3.409  0.703  0.075  C5   NP4 6  
NP4 C6   C6   C  0 1 Y N N 19.338 -33.140 -57.089 2.589  -0.361 -0.293 C6   NP4 7  
NP4 C7   C7   C  0 1 Y N N 19.375 -34.040 -58.135 1.222  -0.204 -0.332 C7   NP4 8  
NP4 C8   C8   C  0 1 N N N 20.415 -35.138 -58.185 0.347  -1.353 -0.763 C8   NP4 9  
NP4 C9   C9   C  0 1 N N N 21.705 -34.713 -58.854 -0.256 -2.036 0.436  C9   NP4 10 
NP4 C10  C10  C  0 1 N N N 21.906 -33.298 -59.339 -1.413 -2.984 0.249  C10  NP4 11 
NP4 C11  C11  C  0 1 N N N 23.001 -33.273 -60.403 -2.705 -2.328 0.737  C11  NP4 12 
NP4 C12  C12  C  0 1 N N N 22.417 -33.252 -61.810 -3.387 -1.598 -0.425 C12  NP4 13 
NP4 C13  C13  C  0 1 N N N 22.732 -34.564 -62.486 -4.437 -0.671 0.119  C13  NP4 14 
NP4 C14  C14  C  0 1 N N N 21.791 -35.242 -63.141 -4.486 0.602  -0.155 C14  NP4 15 
NP4 C15  C15  C  0 1 N N N 20.380 -34.718 -63.233 -3.497 1.298  -1.047 C15  NP4 16 
NP4 C16  C16  C  0 1 N N N 19.478 -35.546 -62.330 -2.841 2.449  -0.280 C16  NP4 17 
NP4 O1   O1   O  0 1 N N N 17.456 -35.507 -60.683 -1.515 0.242  0.390  O1   NP4 18 
NP4 O3   O3   O  0 1 N N N 16.541 -32.856 -60.132 0.946  3.313  0.659  O3   NP4 19 
NP4 O4   O4   O  0 1 N N N 18.346 -31.270 -56.035 4.755  0.536  0.117  O4   NP4 20 
NP4 CL1  CL1  CL 0 0 N N N 20.400 -33.214 -55.891 3.298  -1.892 -0.702 CL1  NP4 21 
NP4 O5   O5   O  0 1 N N N 22.601 -35.529 -59.013 0.184  -1.828 1.540  O5   NP4 22 
NP4 H4   H4   H  0 1 N N N 16.679 -31.272 -58.056 3.495  2.764  0.653  H4   NP4 23 
NP4 H8C1 1H8C H  0 0 N N N 19.993 -35.961 -58.780 0.941  -2.074 -1.328 H8C1 NP4 24 
NP4 H8C2 2H8C H  0 0 N N N 20.646 -35.439 -57.153 -0.451 -0.979 -1.407 H8C2 NP4 25 
NP4 H101 1H10 H  0 0 N N N 22.203 -32.660 -58.493 -1.230 -3.895 0.819  H101 NP4 26 
NP4 H102 2H10 H  0 0 N N N 20.967 -32.922 -59.771 -1.509 -3.233 -0.808 H102 NP4 27 
NP4 H111 1H11 H  0 0 N N N 23.607 -34.184 -60.295 -2.478 -1.616 1.530  H111 NP4 28 
NP4 H112 2H11 H  0 0 N N N 23.612 -32.370 -60.260 -3.378 -3.095 1.123  H112 NP4 29 
NP4 H121 1H12 H  0 0 N N N 22.854 -32.421 -62.384 -3.863 -2.338 -1.075 H121 NP4 30 
NP4 H122 2H12 H  0 0 N N N 21.327 -33.114 -61.757 -2.644 -1.053 -0.997 H122 NP4 31 
NP4 H13  H13  H  0 1 N N N 23.736 -34.959 -62.438 -5.201 -1.084 0.780  H13  NP4 32 
NP4 H14  H14  H  0 1 N N N 22.042 -36.180 -63.613 -5.289 1.192  0.289  H14  NP4 33 
NP4 H151 1H15 H  0 0 N N N 20.027 -34.789 -64.272 -4.029 1.711  -1.912 H151 NP4 34 
NP4 H152 2H15 H  0 0 N N N 20.356 -33.666 -62.912 -2.738 0.610  -1.402 H152 NP4 35 
NP4 H161 1H16 H  0 0 N N N 18.425 -35.345 -62.576 -3.169 2.423  0.760  H161 NP4 36 
NP4 H162 2H16 H  0 0 N N N 19.688 -36.615 -62.480 -3.140 3.398  -0.728 H162 NP4 37 
NP4 H3   H3   H  0 1 N N N 15.669 -32.833 -59.756 0.883  3.804  -0.171 H3   NP4 38 
NP4 HA   HA   H  0 1 N N N 18.338 -31.742 -55.211 4.974  0.250  1.014  HA   NP4 39 
# 
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 
NP4 C1  C2   SING N N 1  
NP4 C1  O10  SING N N 2  
NP4 C1  O1   DOUB N N 3  
NP4 C2  C3   DOUB Y N 4  
NP4 C2  C7   SING Y N 5  
NP4 O10 C16  SING N N 6  
NP4 C3  C4   SING Y N 7  
NP4 C3  O3   SING N N 8  
NP4 C4  C5   DOUB Y N 9  
NP4 C4  H4   SING N N 10 
NP4 C5  C6   SING Y N 11 
NP4 C5  O4   SING N N 12 
NP4 C6  C7   DOUB Y N 13 
NP4 C6  CL1  SING N N 14 
NP4 C7  C8   SING N N 15 
NP4 C8  C9   SING N N 16 
NP4 C8  H8C1 SING N N 17 
NP4 C8  H8C2 SING N N 18 
NP4 C9  C10  SING N N 19 
NP4 C9  O5   DOUB N N 20 
NP4 C10 C11  SING N N 21 
NP4 C10 H101 SING N N 22 
NP4 C10 H102 SING N N 23 
NP4 C11 C12  SING N N 24 
NP4 C11 H111 SING N N 25 
NP4 C11 H112 SING N N 26 
NP4 C12 C13  SING N N 27 
NP4 C12 H121 SING N N 28 
NP4 C12 H122 SING N N 29 
NP4 C13 C14  DOUB N Z 30 
NP4 C13 H13  SING N N 31 
NP4 C14 C15  SING N N 32 
NP4 C14 H14  SING N N 33 
NP4 C15 C16  SING N N 34 
NP4 C15 H151 SING N N 35 
NP4 C15 H152 SING N N 36 
NP4 C16 H161 SING N N 37 
NP4 C16 H162 SING N N 38 
NP4 O3  H3   SING N N 39 
NP4 O4  HA   SING N N 40 
# 
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 
NP4 SMILES           ACDLabs              10.04 O=C1OCCC=CCCCC(=O)Cc2c1c(O)cc(O)c2Cl                                                                           
NP4 InChI            InChI                1.02b InChI=1/C16H17ClO5/c17-15-11-8-10(18)6-4-2-1-3-5-7-22-16(21)14(11)12(19)9-13(15)20/h1,3,9,19-20H,2,4-8H2/b3-1- 
NP4 InChIKey         InChI                1.02b AQKZYZQONWDDLS-IWQZZHSRBY                                                                                      
NP4 SMILES_CANONICAL CACTVS               3.341 Oc1cc(O)c2C(=O)OCC\C=C/CCCC(=O)Cc2c1Cl                                                                         
NP4 SMILES           CACTVS               3.341 Oc1cc(O)c2C(=O)OCCC=CCCCC(=O)Cc2c1Cl                                                                           
NP4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(c2c(c(c1O)Cl)CC(=O)CCC\C=C/CCOC2=O)O                                                                       
NP4 SMILES           "OpenEye OEToolkits" 1.5.0 c1c(c2c(c(c1O)Cl)CC(=O)CCCC=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 
NP4 "SYSTEMATIC NAME" ACDLabs              10.04 (5Z)-12-chloro-13,15-dihydroxy-4,7,8,9-tetrahydro-2-benzoxacyclotridecine-1,10(3H,11H)-dione   
NP4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (6Z)-14-chloro-15,17-dihydroxy-3-oxabicyclo[11.4.0]heptadeca-1(17),6,13,15-tetraene-2,11-dione 
# 
