data_N44 # _chem_comp.id N44 _chem_comp.name "5-({[2-(benzylcarbamoyl)benzyl](prop-2-en-1-yl)amino}methyl)-1,3-benzodioxole-4-carboxylate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H25 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 2011-07-01 _chem_comp.pdbx_modified_date 2012-07-06 _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 457.498 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N44 _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 ? _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 N44 C1 C1 C 0 1 Y N N -8.699 42.190 -0.216 -6.097 -2.232 0.841 C1 N44 1 N44 C2 C2 C 0 1 Y N N -10.561 48.006 5.946 1.518 -4.625 -0.885 C2 N44 2 N44 C3 C3 C 0 1 Y N N -8.366 41.688 1.024 -5.210 -1.917 1.854 C3 N44 3 N44 C4 C4 C 0 1 Y N N -8.479 43.521 -0.493 -5.760 -1.981 -0.476 C4 N44 4 N44 C5 C5 C 0 1 Y N N -11.443 48.843 5.308 2.824 -4.295 -1.202 C5 N44 5 N44 C6 C6 C 0 1 Y N N -9.569 47.355 5.237 0.580 -3.633 -0.692 C6 N44 6 N44 C7 C7 C 0 1 Y N N -7.831 42.517 1.982 -3.986 -1.351 1.549 C7 N44 7 N44 C8 C8 C 0 1 Y N N -7.950 44.351 0.473 -4.536 -1.416 -0.780 C8 N44 8 N44 C9 C9 C 0 1 Y N N -11.316 49.026 3.942 3.197 -2.968 -1.328 C9 N44 9 N44 C10 C10 C 0 1 Y N N -11.415 45.410 -1.435 1.672 2.508 -1.835 C10 N44 10 N44 C11 C11 C 0 1 Y N N -12.224 44.844 -2.412 0.502 3.084 -2.301 C11 N44 11 N44 C12 C12 C 0 1 Y N N -9.442 47.532 3.870 0.950 -2.293 -0.817 C12 N44 12 N44 C13 C13 C 0 1 Y N N -13.284 45.628 0.109 0.719 2.342 0.366 C13 N44 13 N44 C14 C14 C 0 1 Y N N -7.625 43.854 1.721 -3.649 -1.101 0.232 C14 N44 14 N44 C15 C15 C 0 1 Y N N -10.328 48.382 3.222 2.269 -1.966 -1.137 C15 N44 15 N44 C16 C16 C 0 1 Y N N -11.930 45.792 -0.196 1.788 2.137 -0.514 C16 N44 16 N44 C17 C17 C 0 1 Y N N -13.554 44.685 -2.097 -0.566 3.294 -1.444 C17 N44 17 N44 C18 C18 C 0 1 Y N N -14.072 45.058 -0.882 -0.465 2.925 -0.105 C18 N44 18 N44 C19 C19 C 0 1 N N N -9.775 49.815 -1.544 4.036 -1.208 3.078 C19 N44 19 N44 C20 C20 C 0 1 N N N -10.442 48.677 -1.317 4.029 -0.245 2.190 C20 N44 20 N44 C21 C21 C 0 1 N N N -8.353 46.817 3.140 -0.051 -1.224 -0.612 C21 N44 21 N44 C22 C22 C 0 1 N N N -13.863 46.014 1.447 0.839 1.947 1.779 C22 N44 22 N44 C23 C23 C 0 1 N N N -15.678 44.229 -2.110 -2.599 3.416 -0.529 C23 N44 23 N44 C24 C24 C 0 1 N N N -7.061 44.755 2.774 -2.315 -0.483 -0.099 C24 N44 24 N44 C25 C25 C 0 1 N N N -10.260 48.639 1.757 2.677 -0.522 -1.274 C25 N44 25 N44 C26 C26 C 0 1 N N N -10.979 46.401 0.795 3.065 1.510 -0.016 C26 N44 26 N44 C27 C27 C 0 1 N N N -11.565 48.604 -0.340 4.050 -0.576 0.720 C27 N44 27 N44 N28 N28 N 0 1 N N N -8.114 45.485 3.450 -1.323 -1.542 -0.303 N28 N44 28 N44 N29 N29 N 0 1 N N N -11.236 47.879 0.933 2.898 0.053 0.060 N29 N44 29 N44 O30 O30 O 0 1 N N N -14.825 45.312 1.866 1.833 1.349 2.165 O30 N44 30 N44 O31 O31 O 0 1 N N N -7.701 47.422 2.303 0.275 -0.058 -0.721 O31 N44 31 N44 O32 O32 O -1 1 N N N -13.362 46.969 2.113 -0.057 2.218 2.567 O32 N44 32 N44 O33 O33 O 0 1 N N N -14.497 44.151 -2.940 -1.802 3.833 -1.654 O33 N44 33 N44 O34 O34 O 0 1 N N N -15.442 44.802 -0.811 -1.633 3.231 0.523 O34 N44 34 N44 H1 H1 H 0 1 N N N -9.130 41.543 -0.966 -7.051 -2.678 1.079 H1 N44 35 N44 H2 H2 H 0 1 N N N -10.643 47.855 7.012 1.232 -5.663 -0.793 H2 N44 36 N44 H3 H3 H 0 1 N N N -8.525 40.643 1.243 -5.474 -2.112 2.883 H3 N44 37 N44 H4 H4 H 0 1 N N N -8.721 43.916 -1.469 -6.452 -2.228 -1.267 H4 N44 38 N44 H5 H5 H 0 1 N N N -12.221 49.349 5.861 3.555 -5.076 -1.353 H5 N44 39 N44 H6 H6 H 0 1 N N N -8.885 46.700 5.756 -0.439 -3.892 -0.444 H6 N44 40 N44 H7 H7 H 0 1 N N N -7.569 42.115 2.950 -3.294 -1.104 2.341 H7 N44 41 N44 H8 H8 H 0 1 N N N -7.789 45.396 0.253 -4.272 -1.220 -1.809 H8 N44 42 N44 H9 H9 H 0 1 N N N -12.002 49.684 3.429 4.218 -2.717 -1.575 H9 N44 43 N44 H10 H10 H 0 1 N N N -10.365 45.558 -1.639 2.497 2.345 -2.513 H10 N44 44 N44 H11 H11 H 0 1 N N N -11.829 44.544 -3.371 0.421 3.372 -3.339 H11 N44 45 N44 H19 H19 H 0 1 N N N -10.046 50.715 -1.012 4.058 -2.239 2.756 H19 N44 46 N44 H19A H19A H 0 0 N N N -8.966 49.833 -2.259 4.021 -0.971 4.132 H19A N44 47 N44 H20 H20 H 0 1 N N N -10.158 47.786 -1.857 4.007 0.786 2.511 H20 N44 48 N44 H23 H23 H 0 1 N N N -16.418 44.856 -2.629 -3.316 4.192 -0.259 H23 N44 49 N44 H23A H23A H 0 0 N N N -16.061 43.208 -1.967 -3.110 2.479 -0.749 H23A N44 50 N44 H24 H24 H 0 1 N N N -6.517 44.147 3.512 -2.405 0.110 -1.010 H24 N44 51 N44 H24A H24A H 0 0 N N N -6.375 45.473 2.301 -1.997 0.159 0.722 H24A N44 52 N44 H25 H25 H 0 1 N N N -10.454 49.710 1.598 3.598 -0.458 -1.854 H25 N44 53 N44 H25A H25A H 0 0 N N N -9.251 48.361 1.418 1.889 0.032 -1.783 H25A N44 54 N44 H26 H26 H 0 1 N N N -11.119 45.918 1.773 3.878 1.747 -0.703 H26 N44 55 N44 H26A H26A H 0 0 N N N -9.947 46.245 0.447 3.300 1.901 0.974 H26A N44 56 N44 H27 H27 H 0 1 N N N -11.851 49.633 -0.077 4.972 -0.200 0.276 H27 N44 57 N44 H27A H27A H 0 0 N N N -12.399 48.074 -0.824 3.999 -1.657 0.590 H27A N44 58 N44 HN28 HN28 H 0 0 N N N -8.671 45.027 4.143 -1.583 -2.473 -0.215 HN28 N44 59 # 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 N44 C1 C3 DOUB Y N 1 N44 C1 C4 SING Y N 2 N44 C2 C5 DOUB Y N 3 N44 C2 C6 SING Y N 4 N44 C3 C7 SING Y N 5 N44 C4 C8 DOUB Y N 6 N44 C5 C9 SING Y N 7 N44 C6 C12 DOUB Y N 8 N44 C7 C14 DOUB Y N 9 N44 C8 C14 SING Y N 10 N44 C9 C15 DOUB Y N 11 N44 C10 C11 DOUB Y N 12 N44 C10 C16 SING Y N 13 N44 C11 C17 SING Y N 14 N44 C12 C15 SING Y N 15 N44 C12 C21 SING N N 16 N44 C13 C16 DOUB Y N 17 N44 C13 C18 SING Y N 18 N44 C13 C22 SING N N 19 N44 C14 C24 SING N N 20 N44 C15 C25 SING N N 21 N44 C16 C26 SING N N 22 N44 C17 C18 DOUB Y N 23 N44 C17 O33 SING N N 24 N44 C18 O34 SING N N 25 N44 C19 C20 DOUB N N 26 N44 C20 C27 SING N N 27 N44 C21 N28 SING N N 28 N44 C21 O31 DOUB N N 29 N44 C22 O30 DOUB N N 30 N44 C22 O32 SING N N 31 N44 C23 O33 SING N N 32 N44 C23 O34 SING N N 33 N44 C24 N28 SING N N 34 N44 C25 N29 SING N N 35 N44 C26 N29 SING N N 36 N44 C27 N29 SING N N 37 N44 C1 H1 SING N N 38 N44 C2 H2 SING N N 39 N44 C3 H3 SING N N 40 N44 C4 H4 SING N N 41 N44 C5 H5 SING N N 42 N44 C6 H6 SING N N 43 N44 C7 H7 SING N N 44 N44 C8 H8 SING N N 45 N44 C9 H9 SING N N 46 N44 C10 H10 SING N N 47 N44 C11 H11 SING N N 48 N44 C19 H19 SING N N 49 N44 C19 H19A SING N N 50 N44 C20 H20 SING N N 51 N44 C23 H23 SING N N 52 N44 C23 H23A SING N N 53 N44 C24 H24 SING N N 54 N44 C24 H24A SING N N 55 N44 C25 H25 SING N N 56 N44 C25 H25A SING N N 57 N44 C26 H26 SING N N 58 N44 C26 H26A SING N N 59 N44 C27 H27 SING N N 60 N44 C27 H27A SING N N 61 N44 N28 HN28 SING N N 62 # 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 N44 InChI InChI 1.03 "InChI=1S/C27H26N2O5/c1-2-14-29(17-21-12-13-23-25(34-18-33-23)24(21)27(31)32)16-20-10-6-7-11-22(20)26(30)28-15-19-8-4-3-5-9-19/h2-13H,1,14-18H2,(H,28,30)(H,31,32)/p-1" N44 InChIKey InChI 1.03 GNIJPYFYNUUVOY-UHFFFAOYSA-M N44 SMILES ACDLabs 12.01 "O=C(NCc1ccccc1)c2ccccc2CN(C\C=C)Cc3ccc4OCOc4c3C([O-])=O" N44 SMILES_CANONICAL CACTVS 3.370 "[O-]C(=O)c1c(CN(CC=C)Cc2ccccc2C(=O)NCc3ccccc3)ccc4OCOc14" N44 SMILES CACTVS 3.370 "[O-]C(=O)c1c(CN(CC=C)Cc2ccccc2C(=O)NCc3ccccc3)ccc4OCOc14" N44 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C=CCN(Cc1ccccc1C(=O)NCc2ccccc2)Cc3ccc4c(c3C(=O)[O-])OCO4" N44 SMILES "OpenEye OEToolkits" 1.7.2 "C=CCN(Cc1ccccc1C(=O)NCc2ccccc2)Cc3ccc4c(c3C(=O)[O-])OCO4" # 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 N44 "SYSTEMATIC NAME" ACDLabs 12.01 "5-({[2-(benzylcarbamoyl)benzyl](prop-2-en-1-yl)amino}methyl)-1,3-benzodioxole-4-carboxylate" N44 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "5-[[[2-[(phenylmethyl)carbamoyl]phenyl]methyl-prop-2-enyl-amino]methyl]-1,3-benzodioxole-4-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site N44 "Create component" 2011-07-01 EBI #