data_179 # _chem_comp.id 179 _chem_comp.name "N-[(naphthalen-2-ylamino)(oxo)acetyl]-beta-D-glucopyranosylamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-04-22 _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 376.361 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 179 _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 3CUT _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 179 C18 C18 C 0 1 Y N N 37.293 25.891 32.508 -4.326 -0.167 -1.084 C18 179 1 179 C17 C17 C 0 1 Y N N 38.103 26.411 33.515 -5.645 -0.019 -0.628 C17 179 2 179 C16 C16 C 0 1 Y N N 39.417 26.785 33.224 -6.705 0.200 -1.525 C16 179 3 179 C15 C15 C 0 1 Y N N 40.232 27.297 34.235 -7.972 0.339 -1.049 C15 179 4 179 C14 C14 C 0 1 Y N N 39.728 27.445 35.530 -8.237 0.266 0.318 C14 179 5 179 C13 C13 C 0 1 Y N N 38.415 27.072 35.827 -7.236 0.055 1.215 C13 179 6 179 C12 C12 C 0 1 Y N N 37.598 26.555 34.818 -5.914 -0.094 0.762 C12 179 7 179 C11 C11 C 0 1 Y N N 36.283 26.176 35.110 -4.857 -0.313 1.662 C11 179 8 179 C10 C10 C 0 1 Y N N 35.474 25.659 34.095 -3.588 -0.453 1.196 C10 179 9 179 C9 C9 C 0 1 Y N N 35.971 25.520 32.794 -3.313 -0.382 -0.175 C9 179 10 179 N2 N2 N 0 1 N N N 35.151 25.009 31.870 -1.999 -0.530 -0.625 N2 179 11 179 C8 C8 C 0 1 N N N 35.479 24.493 30.676 -0.977 -0.050 0.111 C8 179 12 179 O8 O8 O 0 1 N N N 36.620 24.430 30.207 -1.190 0.436 1.203 O8 179 13 179 C7 C7 C 0 1 N N N 34.323 23.947 29.826 0.419 -0.117 -0.416 C7 179 14 179 O7 O7 O 0 1 N N N 33.173 23.999 30.270 0.632 -0.603 -1.508 O7 179 15 179 N1 N1 N 0 1 N N N 34.617 23.446 28.634 1.441 0.362 0.319 N1 179 16 179 C1 C1 C 0 1 N N R 33.532 22.914 27.792 2.810 0.297 -0.198 C1 179 17 179 O5 O5 O 0 1 N N N 33.392 21.493 28.100 3.452 -0.879 0.300 O5 179 18 179 C5 C5 C 0 1 N N R 32.234 20.954 27.450 4.791 -1.055 -0.167 C5 179 19 179 C6 C6 C 0 1 N N N 32.090 19.512 27.932 5.364 -2.353 0.404 C6 179 20 179 O6 O6 O 0 1 N N N 33.212 18.737 27.482 4.633 -3.466 -0.115 O6 179 21 179 C4 C4 C 0 1 N N S 32.401 21.060 25.913 5.649 0.127 0.291 C4 179 22 179 O4 O4 O 0 1 N N N 31.226 20.574 25.293 6.974 -0.017 -0.223 O4 179 23 179 C3 C3 C 0 1 N N S 32.677 22.511 25.455 5.035 1.428 -0.235 C3 179 24 179 O3 O3 O 0 1 N N N 33.013 22.564 24.063 5.787 2.542 0.249 O3 179 25 179 C2 C2 C 0 1 N N R 33.815 23.125 26.293 3.589 1.533 0.259 C2 179 26 179 O2 O2 O 0 1 N N N 33.987 24.518 26.003 2.982 2.707 -0.285 O2 179 27 179 H18 H18 H 0 1 N N N 37.683 25.774 31.508 -4.106 -0.117 -2.141 H18 179 28 179 H16 H16 H 0 1 N N N 39.801 26.678 32.220 -6.515 0.259 -2.587 H16 179 29 179 H15 H15 H 0 1 N N N 41.251 27.579 34.017 -8.785 0.507 -1.740 H15 179 30 179 H14 H14 H 0 1 N N N 40.359 27.851 36.307 -9.252 0.380 0.670 H14 179 31 179 H13 H13 H 0 1 N N N 38.033 27.183 36.831 -7.457 0.001 2.271 H13 179 32 179 H11 H11 H 0 1 N N N 35.896 26.282 36.113 -5.054 -0.371 2.723 H11 179 33 179 H10 H10 H 0 1 N N N 34.459 25.365 34.316 -2.780 -0.621 1.893 H10 179 34 179 HN2 HN2 H 0 1 N N N 34.177 25.012 32.096 -1.822 -0.977 -1.467 HN2 179 35 179 HN1 HN1 H 0 1 N N N 35.563 23.430 28.311 1.270 0.751 1.192 HN1 179 36 179 H1 H1 H 0 1 N N N 32.597 23.452 28.008 2.786 0.264 -1.287 H1 179 37 179 H5 H5 H 0 1 N N N 31.318 21.511 27.698 4.793 -1.105 -1.256 H5 179 38 179 H6 H6 H 0 1 N N N 32.052 19.496 29.031 6.413 -2.443 0.121 H6 179 39 179 H6A H6A H 0 1 N N N 31.163 19.082 27.524 5.281 -2.340 1.491 H6A 179 40 179 HO6 HO6 H 0 1 N N N 33.126 18.566 26.551 4.943 -4.324 0.205 HO6 179 41 179 H4 H4 H 0 1 N N N 33.272 20.457 25.618 5.681 0.153 1.380 H4 179 42 179 HO4 HO4 H 0 1 N N N 30.545 20.465 25.946 7.574 0.698 0.029 HO4 179 43 179 H3 H3 H 0 1 N N N 31.756 23.094 25.607 5.049 1.423 -1.325 H3 179 44 179 HO3 HO3 H 0 1 N N N 32.217 22.576 23.545 5.453 3.400 -0.046 HO3 179 45 179 H2 H2 H 0 1 N N N 34.753 22.615 26.027 3.579 1.588 1.347 H2 179 46 179 HO2 HO2 H 0 1 N N N 34.025 25.009 26.816 2.062 2.835 -0.017 HO2 179 47 # 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 179 C18 C17 DOUB Y N 1 179 C18 C9 SING Y N 2 179 C17 C16 SING Y N 3 179 C17 C12 SING Y N 4 179 C16 C15 DOUB Y N 5 179 C15 C14 SING Y N 6 179 C14 C13 DOUB Y N 7 179 C13 C12 SING Y N 8 179 C12 C11 DOUB Y N 9 179 C11 C10 SING Y N 10 179 C10 C9 DOUB Y N 11 179 C9 N2 SING N N 12 179 N2 C8 SING N N 13 179 C8 O8 DOUB N N 14 179 C8 C7 SING N N 15 179 C7 O7 DOUB N N 16 179 C7 N1 SING N N 17 179 N1 C1 SING N N 18 179 C1 O5 SING N N 19 179 C1 C2 SING N N 20 179 O5 C5 SING N N 21 179 C5 C6 SING N N 22 179 C5 C4 SING N N 23 179 C6 O6 SING N N 24 179 C4 O4 SING N N 25 179 C4 C3 SING N N 26 179 C3 O3 SING N N 27 179 C3 C2 SING N N 28 179 C2 O2 SING N N 29 179 C18 H18 SING N N 30 179 C16 H16 SING N N 31 179 C15 H15 SING N N 32 179 C14 H14 SING N N 33 179 C13 H13 SING N N 34 179 C11 H11 SING N N 35 179 C10 H10 SING N N 36 179 N2 HN2 SING N N 37 179 N1 HN1 SING N N 38 179 C1 H1 SING N N 39 179 C5 H5 SING N N 40 179 C6 H6 SING N N 41 179 C6 H6A SING N N 42 179 O6 HO6 SING N N 43 179 C4 H4 SING N N 44 179 O4 HO4 SING N N 45 179 C3 H3 SING N N 46 179 O3 HO3 SING N N 47 179 C2 H2 SING N N 48 179 O2 HO2 SING N N 49 # 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 179 SMILES ACDLabs 10.04 "O=C(NC1OC(C(O)C(O)C1O)CO)C(=O)Nc3cc2ccccc2cc3" 179 SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1O[C@@H](NC(=O)C(=O)Nc2ccc3ccccc3c2)[C@H](O)[C@@H](O)[C@@H]1O" 179 SMILES CACTVS 3.341 "OC[CH]1O[CH](NC(=O)C(=O)Nc2ccc3ccccc3c2)[CH](O)[CH](O)[CH]1O" 179 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2cc(ccc2c1)NC(=O)C(=O)N[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O" 179 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2cc(ccc2c1)NC(=O)C(=O)NC3C(C(C(C(O3)CO)O)O)O" 179 InChI InChI 1.03 "InChI=1S/C18H20N2O7/c21-8-12-13(22)14(23)15(24)18(27-12)20-17(26)16(25)19-11-6-5-9-3-1-2-4-10(9)7-11/h1-7,12-15,18,21-24H,8H2,(H,19,25)(H,20,26)/t12-,13-,14+,15-,18-/m1/s1" 179 InChIKey InChI 1.03 WDRIXCWRSIXUDT-VPKNTQAGSA-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 179 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(naphthalen-2-ylamino)(oxo)acetyl]-beta-D-glucopyranosylamine" 179 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-naphthalen-2-yl-N'-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]ethanediamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 179 "Create component" 2008-04-22 PDBJ 179 "Modify aromatic_flag" 2011-06-04 RCSB 179 "Modify descriptor" 2011-06-04 RCSB #