data_WSH # _chem_comp.id WSH _chem_comp.name "BENZYL [(4R)-1-METHYL-6-PHENYL-4H-[1,2,4]TRIAZOLO[4,3-A][1,4]BENZODIAZEPIN-4-YL]CARBAMATE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H21 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-03-24 _chem_comp.pdbx_modified_date 2011-06-10 _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 423.467 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WSH _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 2YDW _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 WSH C17 C17 C 0 1 Y N N 43.859 -1.477 0.853 4.540 -4.177 -0.229 C17 WSH 1 WSH C10 C10 C 0 1 Y N N 41.233 6.257 -8.135 -7.220 -0.745 1.512 C10 WSH 2 WSH C18 C18 C 0 1 Y N N 44.255 -0.834 -0.297 4.662 -3.194 0.737 C18 WSH 3 WSH C16 C16 C 0 1 Y N N 43.482 -0.736 1.949 3.597 -4.054 -1.234 C16 WSH 4 WSH C22 C22 C 0 1 Y N N 46.128 3.605 3.564 1.426 -0.300 3.309 C22 WSH 5 WSH C11 C11 C 0 1 Y N N 40.655 5.379 -7.250 -6.974 0.481 0.922 C11 WSH 6 WSH C9 C9 C 0 1 Y N N 42.574 6.545 -8.030 -6.446 -1.841 1.177 C9 WSH 7 WSH C23 C23 C 0 1 Y N N 45.524 4.723 4.091 1.441 1.078 3.440 C23 WSH 8 WSH C19 C19 C 0 1 Y N N 44.270 0.542 -0.346 3.843 -2.084 0.703 C19 WSH 9 WSH C15 C15 C 0 1 Y N N 43.495 0.640 1.896 2.773 -2.948 -1.279 C15 WSH 10 WSH C21 C21 C 0 1 Y N N 45.587 2.989 2.462 1.592 -0.881 2.073 C21 WSH 11 WSH C12 C12 C 0 1 Y N N 41.409 4.785 -6.263 -5.954 0.610 -0.002 C12 WSH 12 WSH C8 C8 C 0 1 Y N N 43.331 5.957 -7.041 -5.427 -1.711 0.252 C8 WSH 13 WSH C24 C24 C 0 1 Y N N 44.377 5.226 3.516 1.614 1.874 2.327 C24 WSH 14 WSH C14 C14 C 0 1 Y N N 43.890 1.288 0.748 2.891 -1.954 -0.308 C14 WSH 15 WSH C20 C20 C 0 1 Y N N 44.437 3.479 1.874 1.780 -0.087 0.931 C20 WSH 16 WSH C7 C7 C 0 1 Y N N 42.751 5.072 -6.156 -5.181 -0.486 -0.338 C7 WSH 17 WSH C25 C25 C 0 1 Y N N 43.831 4.603 2.415 1.772 1.302 1.069 C25 WSH 18 WSH C3 C3 C 0 1 Y N N 42.443 5.353 0.474 1.360 1.931 -1.266 C3 WSH 19 WSH C2 C2 C 0 1 Y N N 41.577 5.797 2.427 2.511 3.355 -0.100 C2 WSH 20 WSH C13 C13 C 0 1 N N N 43.896 2.779 0.695 2.008 -0.765 -0.349 C13 WSH 21 WSH C5 C5 C 0 1 N N N 44.042 4.864 -2.809 -1.743 0.175 -1.428 C5 WSH 22 WSH C4 C4 C 0 1 N N S 43.472 4.766 -0.465 0.626 0.684 -1.688 C4 WSH 23 WSH C1 C1 C 0 1 N N N 41.345 5.878 3.879 3.290 4.023 1.004 C1 WSH 24 WSH C6 C6 C 0 1 N N N 43.564 4.439 -5.075 -4.071 -0.344 -1.346 C6 WSH 25 WSH N2 N2 N 0 1 Y N N 41.342 6.028 0.277 1.617 2.983 -1.990 N2 WSH 26 WSH N1 N1 N 0 1 Y N N 40.794 6.310 1.508 2.307 3.824 -1.303 N1 WSH 27 WSH N4 N4 N 0 1 N N N 43.446 3.305 -0.383 1.535 -0.453 -1.505 N4 WSH 28 WSH N5 N5 N 0 1 Y N N 42.646 5.175 1.834 1.886 2.149 -0.035 N5 WSH 29 WSH N3 N3 N 0 1 N N N 43.187 5.151 -1.814 -0.567 0.505 -0.857 N3 WSH 30 WSH O1 O1 O 0 1 N N N 45.107 4.282 -2.689 -1.813 0.027 -2.632 O1 WSH 31 WSH O2 O2 O 0 1 N N N 43.558 5.330 -3.974 -2.839 0.010 -0.664 O2 WSH 32 WSH H17 H17 H 0 1 N N N 43.844 -2.556 0.895 5.186 -5.042 -0.201 H17 WSH 33 WSH H18 H18 H 0 1 N N N 44.554 -1.408 -1.161 5.400 -3.296 1.519 H18 WSH 34 WSH H16 H16 H 0 1 N N N 43.174 -1.236 2.856 3.507 -4.824 -1.985 H16 WSH 35 WSH H10 H10 H 0 1 N N N 40.638 6.719 -8.909 -8.014 -0.845 2.237 H10 WSH 36 WSH H11 H11 H 0 1 N N N 39.602 5.153 -7.329 -7.578 1.337 1.183 H11 WSH 37 WSH H9 H9 H 0 1 N N N 43.034 7.233 -8.724 -6.639 -2.799 1.638 H9 WSH 38 WSH H19 H19 H 0 1 N N N 44.583 1.041 -1.251 3.939 -1.318 1.458 H19 WSH 39 WSH H15 H15 H 0 1 N N N 43.194 1.214 2.760 2.037 -2.853 -2.064 H15 WSH 40 WSH H22 H22 H 0 1 N N N 47.027 3.212 4.016 1.286 -0.922 4.181 H22 WSH 41 WSH H23 H23 H 0 1 N N N 45.950 5.208 4.957 1.319 1.530 4.413 H23 WSH 42 WSH H21 H21 H 0 1 N N N 46.066 2.112 2.051 1.578 -1.957 1.981 H21 WSH 43 WSH H12 H12 H 0 1 N N N 40.948 4.094 -5.573 -5.762 1.568 -0.463 H12 WSH 44 WSH H8 H8 H 0 1 N N N 44.382 6.190 -6.958 -4.824 -2.567 -0.009 H8 WSH 45 WSH H24 H24 H 0 1 N N N 43.907 6.107 3.928 1.625 2.949 2.432 H24 WSH 46 WSH H61C H61C H 0 0 N N N 43.126 3.472 -4.785 -3.936 -1.289 -1.872 H61C WSH 47 WSH H62C H62C H 0 0 N N N 44.594 4.269 -5.422 -4.327 0.437 -2.062 H62C WSH 48 WSH H4 H4 H 0 1 N N N 44.463 5.143 -0.172 0.338 0.762 -2.737 H4 WSH 49 WSH H11C H11C H 0 0 N N N 40.416 6.434 4.072 2.620 4.646 1.596 H11C WSH 50 WSH H12C H12C H 0 0 N N N 41.257 4.863 4.293 3.739 3.262 1.643 H12C WSH 51 WSH H13C H13C H 0 0 N N N 42.189 6.398 4.357 4.075 4.642 0.571 H13C WSH 52 WSH H3 H3 H 0 1 N N N 42.339 5.641 -2.018 -0.511 0.623 0.104 H3 WSH 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 WSH C17 C18 SING Y N 1 WSH C17 C16 DOUB Y N 2 WSH C10 C11 SING Y N 3 WSH C10 C9 DOUB Y N 4 WSH C18 C19 DOUB Y N 5 WSH C16 C15 SING Y N 6 WSH C22 C23 SING Y N 7 WSH C22 C21 DOUB Y N 8 WSH C11 C12 DOUB Y N 9 WSH C9 C8 SING Y N 10 WSH C23 C24 DOUB Y N 11 WSH C19 C14 SING Y N 12 WSH C15 C14 DOUB Y N 13 WSH C21 C20 SING Y N 14 WSH C12 C7 SING Y N 15 WSH C8 C7 DOUB Y N 16 WSH C24 C25 SING Y N 17 WSH C14 C13 SING N N 18 WSH C20 C25 DOUB Y N 19 WSH C20 C13 SING N N 20 WSH C7 C6 SING N N 21 WSH C25 N5 SING Y N 22 WSH C3 C4 SING N N 23 WSH C3 N2 DOUB Y N 24 WSH C3 N5 SING Y N 25 WSH C2 C1 SING N N 26 WSH C2 N1 DOUB Y N 27 WSH C2 N5 SING Y N 28 WSH C13 N4 DOUB N N 29 WSH C5 N3 SING N N 30 WSH C5 O1 DOUB N N 31 WSH C5 O2 SING N N 32 WSH C4 N4 SING N N 33 WSH C4 N3 SING N N 34 WSH C6 O2 SING N N 35 WSH N2 N1 SING Y N 36 WSH C17 H17 SING N N 37 WSH C18 H18 SING N N 38 WSH C16 H16 SING N N 39 WSH C10 H10 SING N N 40 WSH C11 H11 SING N N 41 WSH C9 H9 SING N N 42 WSH C19 H19 SING N N 43 WSH C15 H15 SING N N 44 WSH C22 H22 SING N N 45 WSH C23 H23 SING N N 46 WSH C21 H21 SING N N 47 WSH C12 H12 SING N N 48 WSH C8 H8 SING N N 49 WSH C24 H24 SING N N 50 WSH C6 H61C SING N N 51 WSH C6 H62C SING N N 52 WSH C4 H4 SING N N 53 WSH C1 H11C SING N N 54 WSH C1 H12C SING N N 55 WSH C1 H13C SING N N 56 WSH N3 H3 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 WSH SMILES ACDLabs 12.01 "O=C(OCc1ccccc1)NC4N=C(c2ccccc2n3c4nnc3C)c5ccccc5" WSH SMILES_CANONICAL CACTVS 3.370 "Cc1nnc2[C@H](NC(=O)OCc3ccccc3)N=C(c4ccccc4)c5ccccc5n12" WSH SMILES CACTVS 3.370 "Cc1nnc2[CH](NC(=O)OCc3ccccc3)N=C(c4ccccc4)c5ccccc5n12" WSH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1nnc2n1-c3ccccc3C(=N[C@H]2NC(=O)OCc4ccccc4)c5ccccc5" WSH SMILES "OpenEye OEToolkits" 1.7.0 "Cc1nnc2n1-c3ccccc3C(=NC2NC(=O)OCc4ccccc4)c5ccccc5" WSH InChI InChI 1.03 "InChI=1S/C25H21N5O2/c1-17-28-29-24-23(27-25(31)32-16-18-10-4-2-5-11-18)26-22(19-12-6-3-7-13-19)20-14-8-9-15-21(20)30(17)24/h2-15,23H,16H2,1H3,(H,27,31)/t23-/m0/s1" WSH InChIKey InChI 1.03 TUWDLUFFAHHNEF-QHCPKHFHSA-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 WSH "SYSTEMATIC NAME" ACDLabs 12.01 "benzyl [(4R)-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]carbamate" WSH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "phenylmethyl N-[(4R)-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site WSH "Create component" 2011-03-24 EBI WSH "Modify aromatic_flag" 2011-06-04 RCSB WSH "Modify descriptor" 2011-06-04 RCSB #