data_EAM # _chem_comp.id EAM _chem_comp.name "2-[(4S)-6-(4-chlorophenyl)-8-methoxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]-N-ethylacetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 Cl N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-07 _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 423.895 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EAM _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 3P5O _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 EAM CL CL CL 0 0 N N N 30.064 48.518 -7.050 -6.324 0.097 0.519 CL EAM 1 EAM C10 C10 C 0 1 Y N N 29.076 49.115 -5.748 -4.589 0.067 0.562 C10 EAM 2 EAM C9 C9 C 0 1 Y N N 29.438 48.830 -4.443 -3.867 1.093 -0.024 C9 EAM 3 EAM C8 C8 C 0 1 Y N N 28.650 49.282 -3.402 -2.488 1.075 0.007 C8 EAM 4 EAM C11 C11 C 0 1 Y N N 27.937 49.864 -6.032 -3.932 -0.979 1.188 C11 EAM 5 EAM C12 C12 C 0 1 Y N N 27.149 50.323 -4.976 -2.554 -1.007 1.226 C12 EAM 6 EAM C7 C7 C 0 1 Y N N 27.518 50.066 -3.650 -1.821 0.020 0.632 C7 EAM 7 EAM C6 C6 C 0 1 N N N 26.663 50.490 -2.501 -0.341 -0.005 0.668 C6 EAM 8 EAM N2 N2 N 0 1 N N N 25.434 50.735 -2.801 0.189 -0.682 1.627 N2 EAM 9 EAM C13 C13 C 0 1 Y N N 27.272 50.437 -1.135 0.343 0.740 -0.395 C13 EAM 10 EAM C19 C19 C 0 1 Y N N 26.501 50.146 -0.008 1.469 1.533 -0.166 C19 EAM 11 EAM C18 C18 C 0 1 Y N N 26.942 50.562 1.250 2.037 2.251 -1.214 C18 EAM 12 EAM C17 C17 C 0 1 Y N N 28.176 51.183 1.422 1.517 2.163 -2.487 C17 EAM 13 EAM C15 C15 C 0 1 Y N N 28.986 51.423 0.312 0.414 1.354 -2.731 C15 EAM 14 EAM O2 O2 O 0 1 N N N 30.221 52.045 0.401 -0.090 1.255 -3.990 O2 EAM 15 EAM C16 C16 C 0 1 N N N 30.829 52.239 1.680 0.563 2.011 -5.012 C16 EAM 16 EAM C14 C14 C 0 1 Y N N 28.532 51.031 -0.944 -0.170 0.649 -1.698 C14 EAM 17 EAM N3 N3 N 0 1 Y N N 25.199 49.554 -0.070 2.080 1.596 1.087 N3 EAM 18 EAM C22 C22 C 0 1 Y N N 24.184 50.097 -0.826 2.216 0.569 1.963 C22 EAM 19 EAM N5 N5 N 0 1 Y N N 23.088 49.397 -0.656 2.892 1.012 2.983 N5 EAM 20 EAM N4 N4 N 0 1 Y N N 23.383 48.373 0.257 3.159 2.261 2.815 N4 EAM 21 EAM C20 C20 C 0 1 Y N N 24.644 48.484 0.599 2.674 2.670 1.672 C20 EAM 22 EAM C21 C21 C 0 1 N N N 25.336 47.581 1.553 2.756 4.066 1.110 C21 EAM 23 EAM C5 C5 C 0 1 N N S 24.529 51.247 -1.765 1.643 -0.817 1.770 C5 EAM 24 EAM C4 C4 C 0 1 N N N 23.293 51.752 -2.517 2.232 -1.448 0.506 C4 EAM 25 EAM C3 C3 C 0 1 N N N 23.619 52.941 -3.406 1.717 -2.857 0.361 C3 EAM 26 EAM O1 O1 O 0 1 N N N 24.611 53.627 -3.196 0.954 -3.312 1.188 O1 EAM 27 EAM N1 N1 N 0 1 N N N 22.776 53.200 -4.407 2.104 -3.612 -0.686 N1 EAM 28 EAM C2 C2 C 0 1 N N N 23.004 54.319 -5.312 1.603 -4.982 -0.826 C2 EAM 29 EAM C1 C1 C 0 1 N N N 21.771 54.694 -6.108 2.192 -5.613 -2.090 C1 EAM 30 EAM H9 H9 H 0 1 N N N 30.331 48.258 -4.240 -4.384 1.909 -0.507 H9 EAM 31 EAM H8 H8 H 0 1 N N N 28.911 49.027 -2.385 -1.925 1.875 -0.451 H8 EAM 32 EAM H11 H11 H 0 1 N N N 27.668 50.086 -7.054 -4.501 -1.774 1.648 H11 EAM 33 EAM H12 H12 H 0 1 N N N 26.248 50.881 -5.183 -2.043 -1.824 1.714 H12 EAM 34 EAM H18 H18 H 0 1 N N N 26.310 50.398 2.110 2.893 2.882 -1.028 H18 EAM 35 EAM H17 H17 H 0 1 N N N 28.504 51.477 2.408 1.965 2.723 -3.295 H17 EAM 36 EAM H16 H16 H 0 1 N N N 31.798 52.745 1.553 1.604 1.696 -5.088 H16 EAM 37 EAM H16A H16A H 0 0 N N N 30.172 52.858 2.308 0.062 1.842 -5.965 H16A EAM 38 EAM H16B H16B H 0 0 N N N 30.985 51.263 2.163 0.522 3.071 -4.762 H16B EAM 39 EAM H14 H14 H 0 1 N N N 29.170 51.189 -1.801 -1.028 0.024 -1.894 H14 EAM 40 EAM H21 H21 H 0 1 N N N 24.630 46.820 1.917 1.944 4.670 1.516 H21 EAM 41 EAM H21A H21A H 0 0 N N N 26.177 47.087 1.045 3.713 4.512 1.384 H21A EAM 42 EAM H21B H21B H 0 0 N N N 25.714 48.167 2.404 2.672 4.026 0.024 H21B EAM 43 EAM H5 H5 H 0 1 N N N 24.964 52.055 -1.159 1.873 -1.439 2.635 H5 EAM 44 EAM H4 H4 H 0 1 N N N 22.906 50.937 -3.146 1.936 -0.862 -0.364 H4 EAM 45 EAM H4A H4A H 0 1 N N N 22.534 52.059 -1.782 3.319 -1.465 0.581 H4A EAM 46 EAM HN1 HN1 H 0 1 N N N 21.974 52.617 -4.538 2.714 -3.248 -1.347 HN1 EAM 47 EAM H2 H2 H 0 1 N N N 23.309 55.191 -4.715 1.899 -5.567 0.044 H2 EAM 48 EAM H2A H2A H 0 1 N N N 23.799 54.037 -6.018 0.516 -4.965 -0.901 H2A EAM 49 EAM H1 H1 H 0 1 N N N 22.005 55.541 -6.770 1.819 -6.631 -2.194 H1 EAM 50 EAM H1A H1A H 0 1 N N N 21.450 53.834 -6.713 1.897 -5.027 -2.960 H1A EAM 51 EAM H1B H1B H 0 1 N N N 20.963 54.980 -5.419 3.279 -5.629 -2.015 H1B EAM 52 # 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 EAM CL C10 SING N N 1 EAM C10 C9 DOUB Y N 2 EAM C10 C11 SING Y N 3 EAM C9 C8 SING Y N 4 EAM C8 C7 DOUB Y N 5 EAM C11 C12 DOUB Y N 6 EAM C12 C7 SING Y N 7 EAM C7 C6 SING N N 8 EAM C6 N2 DOUB N N 9 EAM C6 C13 SING N N 10 EAM N2 C5 SING N N 11 EAM C13 C19 DOUB Y N 12 EAM C13 C14 SING Y N 13 EAM C19 C18 SING Y N 14 EAM C19 N3 SING Y N 15 EAM C18 C17 DOUB Y N 16 EAM C17 C15 SING Y N 17 EAM C15 O2 SING N N 18 EAM C15 C14 DOUB Y N 19 EAM O2 C16 SING N N 20 EAM N3 C22 SING Y N 21 EAM N3 C20 SING Y N 22 EAM C22 N5 DOUB Y N 23 EAM C22 C5 SING N N 24 EAM N5 N4 SING Y N 25 EAM N4 C20 DOUB Y N 26 EAM C20 C21 SING N N 27 EAM C5 C4 SING N N 28 EAM C4 C3 SING N N 29 EAM C3 O1 DOUB N N 30 EAM C3 N1 SING N N 31 EAM N1 C2 SING N N 32 EAM C2 C1 SING N N 33 EAM C9 H9 SING N N 34 EAM C8 H8 SING N N 35 EAM C11 H11 SING N N 36 EAM C12 H12 SING N N 37 EAM C18 H18 SING N N 38 EAM C17 H17 SING N N 39 EAM C16 H16 SING N N 40 EAM C16 H16A SING N N 41 EAM C16 H16B SING N N 42 EAM C14 H14 SING N N 43 EAM C21 H21 SING N N 44 EAM C21 H21A SING N N 45 EAM C21 H21B SING N N 46 EAM C5 H5 SING N N 47 EAM C4 H4 SING N N 48 EAM C4 H4A SING N N 49 EAM N1 HN1 SING N N 50 EAM C2 H2 SING N N 51 EAM C2 H2A SING N N 52 EAM C1 H1 SING N N 53 EAM C1 H1A SING N N 54 EAM C1 H1B SING N N 55 # 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 EAM SMILES ACDLabs 12.01 "Clc4ccc(C1=NC(c3nnc(n3c2c1cc(OC)cc2)C)CC(=O)NCC)cc4" EAM SMILES_CANONICAL CACTVS 3.370 "CCNC(=O)C[C@@H]1N=C(c2ccc(Cl)cc2)c3cc(OC)ccc3n4c(C)nnc14" EAM SMILES CACTVS 3.370 "CCNC(=O)C[CH]1N=C(c2ccc(Cl)cc2)c3cc(OC)ccc3n4c(C)nnc14" EAM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCNC(=O)C[C@H]1c2nnc(n2-c3ccc(cc3C(=N1)c4ccc(cc4)Cl)OC)C" EAM SMILES "OpenEye OEToolkits" 1.7.0 "CCNC(=O)CC1c2nnc(n2-c3ccc(cc3C(=N1)c4ccc(cc4)Cl)OC)C" EAM InChI InChI 1.03 "InChI=1S/C22H22ClN5O2/c1-4-24-20(29)12-18-22-27-26-13(2)28(22)19-10-9-16(30-3)11-17(19)21(25-18)14-5-7-15(23)8-6-14/h5-11,18H,4,12H2,1-3H3,(H,24,29)/t18-/m0/s1" EAM InChIKey InChI 1.03 AAAQFGUYHFJNHI-SFHVURJKSA-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 EAM "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(4S)-6-(4-chlorophenyl)-8-methoxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]-N-ethylacetamide" EAM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-[(4S)-6-(4-chlorophenyl)-8-methoxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]-N-ethyl-ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EAM "Create component" 2010-11-07 PDBJ EAM "Modify aromatic_flag" 2011-06-04 RCSB EAM "Modify descriptor" 2011-06-04 RCSB #