data_NP5 # _chem_comp.id NP5 _chem_comp.name "(5E)-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 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 324.756 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NP5 _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 2IWU _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 NP5 C1 C1 C 0 1 N N N 18.505 -35.207 -5.672 -0.715 1.202 -0.505 C1 NP5 1 NP5 O10 O10 O 0 1 N N N 19.772 -35.651 -6.231 -1.254 2.423 -0.320 O10 NP5 2 NP5 C2 C2 C 0 1 Y N N 18.516 -34.216 -4.547 0.709 0.973 -0.209 C2 NP5 3 NP5 C3 C3 C 0 1 Y N N 17.624 -33.157 -4.531 1.507 2.025 0.266 C3 NP5 4 NP5 C4 C4 C 0 1 Y N N 17.645 -32.243 -3.485 2.847 1.804 0.534 C4 NP5 5 NP5 C5 C5 C 0 1 Y N N 18.566 -32.381 -2.456 3.396 0.546 0.334 C5 NP5 6 NP5 C6 C6 C 0 1 Y N N 19.460 -33.442 -2.481 2.607 -0.499 -0.139 C6 NP5 7 NP5 C7 C7 C 0 1 Y N N 19.441 -34.354 -3.524 1.272 -0.293 -0.404 C7 NP5 8 NP5 C8 C8 C 0 1 N N N 20.427 -35.499 -3.529 0.420 -1.427 -0.911 C8 NP5 9 NP5 C9 C9 C 0 1 N N N 21.794 -35.065 -4.015 -0.692 -1.698 0.070 C9 NP5 10 NP5 C10 C10 C 0 1 N N N 22.203 -33.606 -4.036 -1.523 -2.948 -0.060 C10 NP5 11 NP5 C11 C11 C 0 1 N N N 21.884 -32.917 -5.365 -2.755 -2.838 0.840 C11 NP5 12 NP5 C12 C12 C 0 1 N N N 22.808 -33.343 -6.504 -3.812 -1.970 0.154 C12 NP5 13 NP5 C13 C13 C 0 1 N N N 21.982 -34.199 -7.431 -3.696 -0.552 0.653 C13 NP5 14 NP5 C14 C14 C 0 1 N N N 21.878 -35.502 -7.188 -3.658 0.442 -0.199 C14 NP5 15 NP5 C15 C15 C 0 1 N N N 21.033 -36.371 -8.085 -3.541 1.858 0.301 C15 NP5 16 NP5 C16 C16 C 0 1 N N N 19.630 -36.303 -7.494 -2.648 2.662 -0.646 C16 NP5 17 NP5 O1 O1 O 0 1 N N N 17.459 -35.657 -6.114 -1.404 0.289 -0.915 O1 NP5 18 NP5 O3 O3 O 0 1 N N N 16.711 -33.012 -5.539 0.968 3.255 0.462 O3 NP5 19 NP5 O4 O4 O 0 1 N N N 18.579 -31.477 -1.438 4.711 0.334 0.596 O4 NP5 20 NP5 CL1 CL1 CL 0 0 N N N 20.535 -33.627 -1.306 3.307 -2.067 -0.393 CL1 NP5 21 NP5 O5 O5 O 0 1 N N N 22.586 -35.918 -4.384 -0.917 -0.913 0.959 O5 NP5 22 NP5 H4 H4 H 0 1 N N N 16.943 -31.423 -3.473 3.465 2.611 0.900 H4 NP5 23 NP5 H8C1 1H8C H 0 0 N N N 20.050 -36.272 -4.214 1.034 -2.321 -1.021 H8C1 NP5 24 NP5 H8C2 2H8C H 0 0 N N N 20.524 -35.885 -2.503 -0.006 -1.158 -1.878 H8C2 NP5 25 NP5 H101 1H10 H 0 0 N N N 23.293 -33.565 -3.894 -0.929 -3.812 0.241 H101 NP5 26 NP5 H102 2H10 H 0 0 N N N 21.660 -33.083 -3.236 -1.839 -3.068 -1.096 H102 NP5 27 NP5 H111 1H11 H 0 0 N N N 22.024 -31.836 -5.216 -2.472 -2.383 1.790 H111 NP5 28 NP5 H112 2H11 H 0 0 N N N 20.852 -33.173 -5.646 -3.163 -3.832 1.021 H112 NP5 29 NP5 H121 1H12 H 0 0 N N N 23.677 -33.899 -6.122 -4.805 -2.356 0.384 H121 NP5 30 NP5 H122 2H12 H 0 0 N N N 23.193 -32.461 -7.037 -3.654 -1.990 -0.924 H122 NP5 31 NP5 H13 H13 H 0 1 N N N 21.482 -33.759 -8.281 -3.645 -0.355 1.714 H13 NP5 32 NP5 H14 H14 H 0 1 N N N 22.399 -35.938 -6.348 -3.712 0.247 -1.260 H14 NP5 33 NP5 H151 1H15 H 0 0 N N N 21.410 -37.403 -8.131 -3.102 1.856 1.299 H151 NP5 34 NP5 H152 2H15 H 0 0 N N N 21.043 -35.997 -9.119 -4.531 2.313 0.341 H152 NP5 35 NP5 H161 1H16 H 0 0 N N N 18.940 -35.758 -8.154 -2.869 3.724 -0.539 H161 NP5 36 NP5 H162 2H16 H 0 0 N N N 19.212 -37.312 -7.366 -2.839 2.353 -1.674 H162 NP5 37 NP5 H3 H3 H 0 1 N N N 15.836 -32.978 -5.172 1.070 3.739 -0.369 H3 NP5 38 NP5 HA HA H 0 1 N N N 18.582 -31.936 -0.606 4.771 0.060 1.522 HA NP5 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 NP5 C1 O10 SING N N 1 NP5 C1 C2 SING N N 2 NP5 C1 O1 DOUB N N 3 NP5 O10 C16 SING N N 4 NP5 C2 C3 DOUB Y N 5 NP5 C2 C7 SING Y N 6 NP5 C3 C4 SING Y N 7 NP5 C3 O3 SING N N 8 NP5 C4 C5 DOUB Y N 9 NP5 C4 H4 SING N N 10 NP5 C5 C6 SING Y N 11 NP5 C5 O4 SING N N 12 NP5 C6 C7 DOUB Y N 13 NP5 C6 CL1 SING N N 14 NP5 C7 C8 SING N N 15 NP5 C8 C9 SING N N 16 NP5 C8 H8C1 SING N N 17 NP5 C8 H8C2 SING N N 18 NP5 C9 C10 SING N N 19 NP5 C9 O5 DOUB N N 20 NP5 C10 C11 SING N N 21 NP5 C10 H101 SING N N 22 NP5 C10 H102 SING N N 23 NP5 C11 C12 SING N N 24 NP5 C11 H111 SING N N 25 NP5 C11 H112 SING N N 26 NP5 C12 C13 SING N N 27 NP5 C12 H121 SING N N 28 NP5 C12 H122 SING N N 29 NP5 C13 C14 DOUB N E 30 NP5 C13 H13 SING N N 31 NP5 C14 C15 SING N N 32 NP5 C14 H14 SING N N 33 NP5 C15 C16 SING N N 34 NP5 C15 H151 SING N N 35 NP5 C15 H152 SING N N 36 NP5 C16 H161 SING N N 37 NP5 C16 H162 SING N N 38 NP5 O3 H3 SING N N 39 NP5 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 NP5 SMILES ACDLabs 10.04 "O=C1OCCC=CCCCC(=O)Cc2c1c(O)cc(O)c2Cl" NP5 SMILES_CANONICAL CACTVS 3.341 "Oc1cc(O)c2C(=O)OCC/C=C/CCCC(=O)Cc2c1Cl" NP5 SMILES CACTVS 3.341 "Oc1cc(O)c2C(=O)OCCC=CCCCC(=O)Cc2c1Cl" NP5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c(c2c(c(c1O)Cl)CC(=O)CCC\C=C\CCOC2=O)O" NP5 SMILES "OpenEye OEToolkits" 1.5.0 "c1c(c2c(c(c1O)Cl)CC(=O)CCCC=CCCOC2=O)O" NP5 InChI InChI 1.03 "InChI=1S/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+" NP5 InChIKey InChI 1.03 AQKZYZQONWDDLS-HNQUOIGGSA-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 NP5 "SYSTEMATIC NAME" ACDLabs 10.04 "(5E)-12-chloro-13,15-dihydroxy-4,7,8,9-tetrahydro-2-benzoxacyclotridecine-1,10(3H,11H)-dione" NP5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(6E)-14-chloro-15,17-dihydroxy-3-oxabicyclo[11.4.0]heptadeca-1(17),6,13,15-tetraene-2,11-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NP5 "Create component" 2006-07-04 EBI NP5 "Modify descriptor" 2011-06-04 RCSB #