data_NH8 # _chem_comp.id NH8 _chem_comp.name "3-{2-[(S)-(4-cyanophenyl)(hydroxy)(1-methyl-1H-imidazol-5-yl)methyl]-5-nitro-1-benzofuran-7-yl}benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H17 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-26 _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 475.455 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NH8 _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 2ZIS _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 NH8 C2 C2 C 0 1 Y N N 72.325 80.627 3.180 -1.659 3.399 2.392 C2 NH8 1 NH8 C7 C7 C 0 1 N N S 70.040 80.209 0.336 -2.339 -0.035 1.342 C7 NH8 2 NH8 C10 C10 C 0 1 Y N N 68.590 79.856 0.594 -0.988 -0.614 1.008 C10 NH8 3 NH8 C11 C11 C 0 1 Y N N 67.566 80.517 1.218 -0.595 -1.862 1.299 C11 NH8 4 NH8 C12 C12 C 0 1 Y N N 66.488 79.606 1.336 0.778 -1.986 0.793 C12 NH8 5 NH8 C13 C13 C 0 1 Y N N 65.231 79.610 1.990 1.723 -3.012 0.783 C13 NH8 6 NH8 C14 C14 C 0 1 Y N N 64.441 78.462 1.855 2.959 -2.801 0.211 C14 NH8 7 NH8 C15 C15 C 0 1 Y N N 64.819 77.335 1.055 3.270 -1.576 -0.355 C15 NH8 8 NH8 C16 C16 C 0 1 Y N N 66.031 77.330 0.356 2.341 -0.541 -0.354 C16 NH8 9 NH8 C21 C21 C 0 1 Y N N 70.534 79.110 -0.560 -3.291 -0.292 0.202 C21 NH8 10 NH8 C22 C22 C 0 1 Y N N 71.023 77.917 -0.021 -2.916 0.021 -1.092 C22 NH8 11 NH8 C24 C24 C 0 1 Y N N 71.326 77.065 -2.271 -5.041 -0.765 -1.892 C24 NH8 12 NH8 C27 C27 C 0 1 N N N 71.718 75.986 -3.116 -5.946 -1.008 -2.975 C27 NH8 13 NH8 C31 C31 C 0 1 Y N N 66.452 76.252 -0.570 2.684 0.768 -0.961 C31 NH8 14 NH8 C32 C32 C 0 1 Y N N 65.616 75.833 -1.623 1.815 1.362 -1.877 C32 NH8 15 NH8 C33 C33 C 0 1 Y N N 66.002 74.833 -2.509 2.131 2.581 -2.444 C33 NH8 16 NH8 C34 C34 C 0 1 Y N N 67.250 74.228 -2.355 3.308 3.220 -2.110 C34 NH8 17 NH8 C35 C35 C 0 1 Y N N 68.116 74.618 -1.315 4.187 2.636 -1.194 C35 NH8 18 NH8 N1 N1 N 0 1 Y N N 72.067 80.700 1.842 -1.516 2.068 2.568 N1 NH8 19 NH8 N3 N3 N 0 1 Y N N 71.298 80.202 3.861 -2.399 3.605 1.337 N3 NH8 20 NH8 C4 C4 C 0 1 Y N N 70.375 80.003 2.939 -2.751 2.424 0.807 C4 NH8 21 NH8 C5 C5 C 0 1 Y N N 70.767 80.287 1.664 -2.208 1.450 1.562 C5 NH8 22 NH8 C6 C6 C 0 1 N N N 73.049 81.113 0.810 -0.760 1.408 3.635 C6 NH8 23 NH8 O8 O8 O 0 1 N N N 70.139 81.477 -0.300 -2.841 -0.651 2.530 O8 NH8 24 NH8 O9 O9 O 0 1 Y N N 68.140 78.640 0.151 -0.004 0.044 0.370 O9 NH8 25 NH8 C17 C17 C 0 1 Y N N 66.867 78.470 0.594 1.082 -0.740 0.223 C17 NH8 26 NH8 C23 C23 C 0 1 Y N N 71.424 76.895 -0.884 -3.783 -0.211 -2.140 C23 NH8 27 NH8 C25 C25 C 0 1 Y N N 70.835 78.271 -2.803 -5.410 -1.084 -0.584 C25 NH8 28 NH8 C26 C26 C 0 1 Y N N 70.432 79.297 -1.942 -4.534 -0.846 0.454 C26 NH8 29 NH8 N28 N28 N 0 1 N N N 71.985 75.090 -3.778 -6.664 -1.201 -3.833 N28 NH8 30 NH8 C36 C36 C 0 1 Y N N 67.710 75.628 -0.429 3.869 1.408 -0.615 C36 NH8 31 NH8 C37 C37 C 0 1 N N N 69.404 73.985 -1.181 5.408 3.299 -0.848 C37 NH8 32 NH8 N38 N38 N 0 1 N N N 70.440 73.491 -1.108 6.377 3.824 -0.573 N38 NH8 33 NH8 N41 N41 N 1 1 N N N 63.159 78.412 2.580 3.961 -3.890 0.201 N41 NH8 34 NH8 O42 O42 O -1 1 N N N 62.566 79.488 2.793 3.692 -4.969 0.698 O42 NH8 35 NH8 O43 O43 O 0 1 N N N 62.703 77.308 2.955 5.055 -3.708 -0.303 O43 NH8 36 NH8 H2 H2 H 0 1 N N N 73.273 80.891 3.625 -1.236 4.166 3.023 H2 NH8 37 NH8 H11 H11 H 0 1 N N N 67.578 81.542 1.557 -1.171 -2.622 1.804 H11 NH8 38 NH8 H13 H13 H 0 1 N N N 64.897 80.460 2.567 1.487 -3.970 1.223 H13 NH8 39 NH8 H15 H15 H 0 1 N N N 64.162 76.481 0.991 4.242 -1.422 -0.800 H15 NH8 40 NH8 H22 H22 H 0 1 N N N 71.090 77.787 1.049 -1.943 0.449 -1.283 H22 NH8 41 NH8 H32 H32 H 0 1 N N N 64.650 76.300 -1.746 0.892 0.867 -2.143 H32 NH8 42 NH8 H33 H33 H 0 1 N N N 65.343 74.528 -3.308 1.455 3.036 -3.152 H33 NH8 43 NH8 H34 H34 H 0 1 N N N 67.555 73.452 -3.041 3.550 4.173 -2.557 H34 NH8 44 NH8 H4 H4 H 0 1 N N N 69.385 79.643 3.176 -3.362 2.280 -0.072 H4 NH8 45 NH8 H6 H6 H 0 1 N N N 72.541 81.215 -0.160 -1.415 1.231 4.488 H6 NH8 46 NH8 H6A H6A H 0 1 N N N 73.495 82.078 1.094 -0.371 0.457 3.271 H6A NH8 47 NH8 H6B H6B H 0 1 N N N 73.840 80.352 0.731 0.070 2.046 3.941 H6B NH8 48 NH8 HO8 HO8 H 0 1 N N N 70.161 82.161 0.359 -2.950 -1.609 2.460 HO8 NH8 49 NH8 H23 H23 H 0 1 N N N 71.811 75.971 -0.481 -3.490 0.035 -3.150 H23 NH8 50 NH8 H25 H25 H 0 1 N N N 70.769 78.404 -3.873 -6.379 -1.517 -0.385 H25 NH8 51 NH8 H26 H26 H 0 1 N N N 70.046 80.224 -2.340 -4.818 -1.092 1.467 H26 NH8 52 NH8 H36 H36 H 0 1 N N N 68.369 75.932 0.371 4.543 0.954 0.097 H36 NH8 53 # 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 NH8 C2 N1 SING Y N 1 NH8 C2 N3 DOUB Y N 2 NH8 C7 C10 SING N N 3 NH8 C7 C21 SING N N 4 NH8 C7 C5 SING N N 5 NH8 C7 O8 SING N N 6 NH8 C10 C11 DOUB Y N 7 NH8 C10 O9 SING Y N 8 NH8 C11 C12 SING Y N 9 NH8 C12 C13 DOUB Y N 10 NH8 C12 C17 SING Y N 11 NH8 C13 C14 SING Y N 12 NH8 C14 C15 DOUB Y N 13 NH8 C14 N41 SING N N 14 NH8 C15 C16 SING Y N 15 NH8 C16 C31 SING Y N 16 NH8 C16 C17 DOUB Y N 17 NH8 C21 C22 DOUB Y N 18 NH8 C21 C26 SING Y N 19 NH8 C22 C23 SING Y N 20 NH8 C24 C27 SING N N 21 NH8 C24 C23 DOUB Y N 22 NH8 C24 C25 SING Y N 23 NH8 C27 N28 TRIP N N 24 NH8 C31 C32 DOUB Y N 25 NH8 C31 C36 SING Y N 26 NH8 C32 C33 SING Y N 27 NH8 C33 C34 DOUB Y N 28 NH8 C34 C35 SING Y N 29 NH8 C35 C36 DOUB Y N 30 NH8 C35 C37 SING N N 31 NH8 N1 C5 SING Y N 32 NH8 N1 C6 SING N N 33 NH8 N3 C4 SING Y N 34 NH8 C4 C5 DOUB Y N 35 NH8 O9 C17 SING Y N 36 NH8 C25 C26 DOUB Y N 37 NH8 C37 N38 TRIP N N 38 NH8 N41 O42 SING N N 39 NH8 N41 O43 DOUB N N 40 NH8 C2 H2 SING N N 41 NH8 C11 H11 SING N N 42 NH8 C13 H13 SING N N 43 NH8 C15 H15 SING N N 44 NH8 C22 H22 SING N N 45 NH8 C32 H32 SING N N 46 NH8 C33 H33 SING N N 47 NH8 C34 H34 SING N N 48 NH8 C4 H4 SING N N 49 NH8 C6 H6 SING N N 50 NH8 C6 H6A SING N N 51 NH8 C6 H6B SING N N 52 NH8 O8 HO8 SING N N 53 NH8 C23 H23 SING N N 54 NH8 C25 H25 SING N N 55 NH8 C26 H26 SING N N 56 NH8 C36 H36 SING N N 57 # 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 NH8 SMILES ACDLabs 10.04 "N#Cc1ccc(cc1)C(O)(c2cncn2C)c4oc3c(cc(cc3c4)[N+]([O-])=O)c5cccc(C#N)c5" NH8 SMILES_CANONICAL CACTVS 3.341 "Cn1cncc1[C@](O)(c2oc3c(c2)cc(cc3c4cccc(c4)C#N)[N+]([O-])=O)c5ccc(cc5)C#N" NH8 SMILES CACTVS 3.341 "Cn1cncc1[C](O)(c2oc3c(c2)cc(cc3c4cccc(c4)C#N)[N+]([O-])=O)c5ccc(cc5)C#N" NH8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cn1cncc1[C@@](c2ccc(cc2)C#N)(c3cc4cc(cc(c4o3)c5cccc(c5)C#N)[N+](=O)[O-])O" NH8 SMILES "OpenEye OEToolkits" 1.5.0 "Cn1cncc1C(c2ccc(cc2)C#N)(c3cc4cc(cc(c4o3)c5cccc(c5)C#N)[N+](=O)[O-])O" NH8 InChI InChI 1.03 "InChI=1S/C27H17N5O4/c1-31-16-30-15-24(31)27(33,21-7-5-17(13-28)6-8-21)25-11-20-10-22(32(34)35)12-23(26(20)36-25)19-4-2-3-18(9-19)14-29/h2-12,15-16,33H,1H3/t27-/m0/s1" NH8 InChIKey InChI 1.03 NYEPLLLECMESPU-MHZLTWQESA-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 NH8 "SYSTEMATIC NAME" ACDLabs 10.04 "3-{2-[(S)-(4-cyanophenyl)(hydroxy)(1-methyl-1H-imidazol-5-yl)methyl]-5-nitro-1-benzofuran-7-yl}benzonitrile" NH8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[(S)-[7-(3-cyanophenyl)-5-nitro-1-benzofuran-2-yl]-hydroxy-(3-methylimidazol-4-yl)methyl]benzonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NH8 "Create component" 2008-02-26 PDBJ NH8 "Modify aromatic_flag" 2011-06-04 RCSB NH8 "Modify descriptor" 2011-06-04 RCSB #