data_N85 # _chem_comp.id N85 _chem_comp.name "N-[(1H-indol-2-ylcarbonyl)carbamoyl]-beta-D-glucopyranosylamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H19 N3 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-21 _chem_comp.pdbx_modified_date 2014-09-05 _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 365.338 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N85 _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 3ZCV _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 N85 N1 N1 N 0 1 N N N 18.811 13.892 57.964 1.164 -0.516 -0.208 N1 N85 1 N85 C2 C2 C 0 1 N N N 18.317 12.650 57.951 0.170 0.074 0.486 C2 N85 2 N85 O2 O2 O 0 1 N N N 18.023 12.066 58.992 0.431 0.777 1.442 O2 N85 3 N85 N3 N3 N 0 1 N N N 18.141 12.051 56.763 -1.113 -0.115 0.118 N3 N85 4 N85 C4 C4 C 0 1 N N N 18.458 12.627 55.596 -2.106 0.475 0.811 C4 N85 5 N85 O4 O4 O 0 1 N N N 18.928 13.757 55.481 -1.846 1.178 1.768 O4 N85 6 N85 C5 C5 C 0 1 Y N N 18.208 11.793 54.336 -3.505 0.269 0.410 C5 N85 7 N85 C7 C7 C 0 1 Y N N 17.603 10.406 54.269 -4.590 0.808 1.027 C7 N85 8 N85 C8 C8 C 0 1 Y N N 17.664 10.169 52.766 -5.743 0.366 0.336 C8 N85 9 N85 C9 C9 C 0 1 Y N N 17.297 9.084 51.968 -7.115 0.592 0.510 C9 N85 10 N85 "C1'" "C1'" C 0 1 N N R 19.077 14.662 59.222 2.558 -0.311 0.192 "C1'" N85 11 N85 C10 C10 C 0 1 Y N N 17.488 9.133 50.587 -8.011 0.014 -0.341 C10 N85 12 N85 C11 C11 C 0 1 Y N N 18.031 10.275 50.000 -7.577 -0.799 -1.380 C11 N85 13 N85 C12 C12 C 0 1 Y N N 18.390 11.362 50.796 -6.234 -1.036 -1.572 C12 N85 14 N85 C16 C16 C 0 1 Y N N 18.201 11.323 52.178 -5.300 -0.457 -0.718 C16 N85 15 N85 "C2'" "C2'" C 0 1 N N R 19.951 15.898 58.903 3.356 -1.593 -0.060 "C2'" N85 16 N85 "O2'" "O2'" O 0 1 N N N 21.222 15.487 58.396 2.831 -2.648 0.748 "O2'" N85 17 N85 "C3'" "C3'" C 0 1 N N S 20.191 16.759 60.151 4.824 -1.352 0.303 "C3'" N85 18 N85 "O3'" "O3'" O 0 1 N N N 20.778 18.004 59.768 5.589 -2.520 0.002 "O3'" N85 19 N85 N30 N30 N 0 1 Y N N 18.488 12.236 53.112 -3.927 -0.499 -0.658 N30 N85 20 N85 "C4'" "C4'" C 0 1 N N S 18.894 17.007 60.933 5.353 -0.168 -0.513 "C4'" N85 21 N85 "O4'" "O4'" O 0 1 N N N 19.222 17.638 62.176 6.700 0.112 -0.129 "O4'" N85 22 N85 "C5'" "C5'" C 0 1 N N R 18.161 15.667 61.176 4.478 1.059 -0.243 "C5'" N85 23 N85 "O5'" "O5'" O 0 1 N N N 17.849 15.067 59.879 3.121 0.757 -0.573 "O5'" N85 24 N85 "C6'" "C6'" C 0 1 N N N 16.887 15.753 62.044 4.963 2.230 -1.101 "C6'" N85 25 N85 "O6'" "O6'" O 0 1 N N N 15.909 16.586 61.418 4.223 3.405 -0.765 "O6'" N85 26 N85 HN1 HN1 H 0 1 N N N 19.014 14.330 57.088 0.955 -1.080 -0.969 HN1 N85 27 N85 HN3 HN3 H 0 1 N N N 17.754 11.129 56.748 -1.321 -0.676 -0.646 HN3 N85 28 N85 H7 H7 H 0 1 N N N 17.235 9.769 55.059 -4.574 1.457 1.891 H7 N85 29 N85 H9 H9 H 0 1 N N N 16.864 8.204 52.421 -7.462 1.222 1.316 H9 N85 30 N85 "H1'" "H1'" H 0 1 N N N 19.649 14.017 59.905 2.599 -0.060 1.252 "H1'" N85 31 N85 H10 H10 H 0 1 N N N 17.216 8.287 49.973 -9.068 0.189 -0.204 H10 N85 32 N85 H11 H11 H 0 1 N N N 18.173 10.318 48.930 -8.300 -1.250 -2.044 H11 N85 33 N85 H12 H12 H 0 1 N N N 18.818 12.242 50.339 -5.907 -1.669 -2.384 H12 N85 34 N85 "H2'" "H2'" H 0 1 N N N 19.427 16.509 58.153 3.280 -1.868 -1.112 "H2'" N85 35 N85 "HO2'" "HO2'" H 0 0 N N N 21.750 16.253 58.204 1.902 -2.852 0.574 "HO2'" N85 36 N85 "H3'" "H3'" H 0 1 N N N 20.885 16.216 60.809 4.904 -1.127 1.367 "H3'" N85 37 N85 "HO3'" "HO3'" H 0 0 N N N 20.926 18.536 60.541 5.304 -3.311 0.480 "HO3'" N85 38 N85 HN30 HN30 H 0 0 N N N 18.866 13.140 52.915 -3.350 -0.988 -1.265 HN30 N85 39 N85 "H4'" "H4'" H 0 1 N N N 18.241 17.661 60.337 5.320 -0.414 -1.574 "H4'" N85 40 N85 "HO4'" "HO4'" H 0 0 N N N 18.427 17.797 62.670 7.310 -0.625 -0.268 "HO4'" N85 41 N85 "H5'" "H5'" H 0 1 N N N 18.865 15.003 61.699 4.544 1.328 0.811 "H5'" N85 42 N85 "H6'" "H6'" H 0 1 N N N 16.471 14.743 62.177 6.023 2.402 -0.914 "H6'" N85 43 N85 "H6'A" "H6'A" H 0 0 N N N 17.146 16.175 63.026 4.813 1.995 -2.155 "H6'A" N85 44 N85 "HO6'" "HO6'" H 0 0 N N N 15.133 16.629 61.964 4.478 4.188 -1.271 "HO6'" N85 45 # 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 N85 N1 C2 SING N N 1 N85 N1 "C1'" SING N N 2 N85 C2 O2 DOUB N N 3 N85 C2 N3 SING N N 4 N85 N3 C4 SING N N 5 N85 C4 O4 DOUB N N 6 N85 C4 C5 SING N N 7 N85 C5 C7 DOUB Y N 8 N85 C5 N30 SING Y N 9 N85 C7 C8 SING Y N 10 N85 C8 C9 DOUB Y N 11 N85 C8 C16 SING Y N 12 N85 C9 C10 SING Y N 13 N85 "C1'" "C2'" SING N N 14 N85 "C1'" "O5'" SING N N 15 N85 C10 C11 DOUB Y N 16 N85 C11 C12 SING Y N 17 N85 C12 C16 DOUB Y N 18 N85 C16 N30 SING Y N 19 N85 "C2'" "O2'" SING N N 20 N85 "C2'" "C3'" SING N N 21 N85 "C3'" "O3'" SING N N 22 N85 "C3'" "C4'" SING N N 23 N85 "C4'" "O4'" SING N N 24 N85 "C4'" "C5'" SING N N 25 N85 "C5'" "O5'" SING N N 26 N85 "C5'" "C6'" SING N N 27 N85 "C6'" "O6'" SING N N 28 N85 N1 HN1 SING N N 29 N85 N3 HN3 SING N N 30 N85 C7 H7 SING N N 31 N85 C9 H9 SING N N 32 N85 "C1'" "H1'" SING N N 33 N85 C10 H10 SING N N 34 N85 C11 H11 SING N N 35 N85 C12 H12 SING N N 36 N85 "C2'" "H2'" SING N N 37 N85 "O2'" "HO2'" SING N N 38 N85 "C3'" "H3'" SING N N 39 N85 "O3'" "HO3'" SING N N 40 N85 N30 HN30 SING N N 41 N85 "C4'" "H4'" SING N N 42 N85 "O4'" "HO4'" SING N N 43 N85 "C5'" "H5'" SING N N 44 N85 "C6'" "H6'" SING N N 45 N85 "C6'" "H6'A" SING N N 46 N85 "O6'" "HO6'" SING N N 47 # 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 N85 SMILES ACDLabs 12.01 "O=C(NC1OC(C(O)C(O)C1O)CO)NC(=O)c3cc2ccccc2n3" N85 InChI InChI 1.03 "InChI=1S/C16H19N3O7/c20-6-10-11(21)12(22)13(23)15(26-10)19-16(25)18-14(24)9-5-7-3-1-2-4-8(7)17-9/h1-5,10-13,15,17,20-23H,6H2,(H2,18,19,24,25)/t10-,11-,12+,13-,15-/m1/s1" N85 InChIKey InChI 1.03 KAFZFGVMCHNQST-ZHZXCYKASA-N N85 SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@@H](NC(=O)NC(=O)c2[nH]c3ccccc3c2)[C@H](O)[C@@H](O)[C@@H]1O" N85 SMILES CACTVS 3.385 "OC[CH]1O[CH](NC(=O)NC(=O)c2[nH]c3ccccc3c2)[CH](O)[CH](O)[CH]1O" N85 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)cc([nH]2)C(=O)NC(=O)N[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O" N85 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)cc([nH]2)C(=O)NC(=O)NC3C(C(C(C(O3)CO)O)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 N85 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1H-indol-2-ylcarbonyl)carbamoyl]-beta-D-glucopyranosylamine" N85 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]carbamoyl]-1H-indole-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site N85 "Create component" 2012-11-21 EBI N85 "Initial release" 2013-12-11 RCSB N85 "Modify descriptor" 2014-09-05 RCSB #