data_59E
# 
_chem_comp.id                                    59E 
_chem_comp.name                                  "methyl [(4S)-6-(1H-indol-4-yl)-8-methoxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]acetate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H21 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-08-27 
_chem_comp.pdbx_modified_date                    2015-11-06 
_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                        415.445 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     59E 
_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        5DFD 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
59E CAW C1  C 0 1 N N N -5.515  -6.146  -9.308  3.768  4.078  1.346  CAW 59E 1  
59E OAU O1  O 0 1 N N N -6.453  -7.031  -8.656  3.589  2.644  1.209  OAU 59E 2  
59E CAT C2  C 0 1 N N N -6.437  -8.303  -9.105  2.975  2.209  0.098  CAT 59E 3  
59E OAV O2  O 0 1 N N N -5.652  -8.695  -9.973  2.599  3.001  -0.734 OAV 59E 4  
59E CAS C3  C 0 1 N N N -7.495  -9.262  -8.527  2.754  0.733  -0.113 CAS 59E 5  
59E CAI C4  C 0 1 N N S -7.657  -8.969  -7.015  2.039  0.510  -1.447 CAI 59E 6  
59E NAH N1  N 0 1 N N N -6.335  -9.084  -6.309  0.681  1.060  -1.381 NAH 59E 7  
59E CAJ C5  C 0 1 Y N N -8.564  -9.842  -6.328  1.923  -0.968 -1.724 CAJ 59E 8  
59E NAN N2  N 0 1 Y N N -9.134  -10.955 -6.839  2.416  -1.625 -2.734 NAN 59E 9  
59E NAO N3  N 0 1 Y N N -9.899  -11.521 -5.870  2.074  -2.864 -2.651 NAO 59E 10 
59E CAP C6  C 0 1 Y N N -9.759  -10.757 -4.792  1.356  -3.057 -1.575 CAP 59E 11 
59E CAR C7  C 0 1 N N N -10.450 -11.064 -3.472  0.748  -4.360 -1.124 CAR 59E 12 
59E NAK N4  N 0 1 Y N N -8.953  -9.685  -5.048  1.263  -1.859 -0.942 NAK 59E 13 
59E CAE C8  C 0 1 Y N N -8.506  -8.647  -4.268  0.653  -1.583 0.284  CAE 59E 14 
59E CAF C9  C 0 1 Y N N -9.473  -8.050  -3.433  0.710  -2.552 1.280  CAF 59E 15 
59E CAA C10 C 0 1 Y N N -9.135  -6.999  -2.586  0.152  -2.316 2.519  CAA 59E 16 
59E CAB C11 C 0 1 Y N N -7.818  -6.520  -2.586  -0.470 -1.102 2.780  CAB 59E 17 
59E OAL O3  O 0 1 N N N -7.379  -5.470  -1.777  -1.006 -0.863 4.006  OAL 59E 18 
59E CAM C12 C 0 1 N N N -8.350  -4.707  -1.050  -0.893 -1.905 4.977  CAM 59E 19 
59E CAC C13 C 0 1 Y N N -6.862  -7.094  -3.422  -0.544 -0.137 1.796  CAC 59E 20 
59E CAD C14 C 0 1 Y N N -7.186  -8.157  -4.270  0.004  -0.371 0.526  CAD 59E 21 
59E CAG C15 C 0 1 N N N -6.113  -8.646  -5.057  -0.174 0.661  -0.503 CAG 59E 22 
59E CAQ C16 C 0 1 Y N N -4.779  -8.833  -4.564  -1.495 1.322  -0.536 CAQ 59E 23 
59E CBB C17 C 0 1 Y N N -3.639  -8.572  -5.279  -2.651 0.587  -0.863 CBB 59E 24 
59E CBE C18 C 0 1 Y N N -3.425  -8.091  -6.522  -2.901 -0.809 -1.215 CBE 59E 25 
59E CBD C19 C 0 1 Y N N -2.102  -8.040  -6.746  -4.223 -0.930 -1.426 CBD 59E 26 
59E NBC N5  N 0 1 Y N N -1.478  -8.471  -5.652  -4.837 0.276  -1.237 NBC 59E 27 
59E CBA C20 C 0 1 Y N N -2.412  -8.807  -4.755  -3.903 1.227  -0.891 CBA 59E 28 
59E CAZ C21 C 0 1 Y N N -2.248  -9.273  -3.507  -3.986 2.583  -0.595 CAZ 59E 29 
59E CAY C22 C 0 1 Y N N -3.365  -9.555  -2.719  -2.848 3.295  -0.275 CAY 59E 30 
59E CAX C23 C 0 1 Y N N -4.625  -9.313  -3.252  -1.610 2.677  -0.238 CAX 59E 31 
59E H1  H1  H 0 1 N N N -5.601  -5.138  -8.877  4.368  4.450  0.515  H1  59E 32 
59E H2  H2  H 0 1 N N N -4.492  -6.522  -9.159  2.794  4.568  1.339  H2  59E 33 
59E H3  H3  H 0 1 N N N -5.737  -6.105  -10.385 4.276  4.293  2.286  H3  59E 34 
59E H4  H4  H 0 1 N N N -8.456  -9.106  -9.039  3.716  0.220  -0.126 H4  59E 35 
59E H5  H5  H 0 1 N N N -7.169  -10.303 -8.670  2.142  0.338  0.698  H5  59E 36 
59E H6  H6  H 0 1 N N N -8.010  -7.932  -6.913  2.596  0.994  -2.250 H6  59E 37 
59E H7  H7  H 0 1 N N N -11.049 -11.981 -3.576  1.456  -4.889 -0.484 H7  59E 38 
59E H8  H8  H 0 1 N N N -9.693  -11.207 -2.687  -0.167 -4.161 -0.566 H8  59E 39 
59E H9  H9  H 0 1 N N N -11.108 -10.226 -3.199  0.517  -4.974 -1.994 H9  59E 40 
59E H10 H10 H 0 1 N N N -10.490 -8.414  -3.451  1.194  -3.497 1.082  H10 59E 41 
59E H11 H11 H 0 1 N N N -9.878  -6.558  -1.937  0.198  -3.076 3.286  H11 59E 42 
59E H12 H12 H 0 1 N N N -7.841  -3.925  -0.467  -1.393 -2.801 4.609  H12 59E 43 
59E H13 H13 H 0 1 N N N -9.052  -4.239  -1.756  0.160  -2.124 5.155  H13 59E 44 
59E H14 H14 H 0 1 N N N -8.903  -5.371  -0.369  -1.360 -1.586 5.909  H14 59E 45 
59E H15 H15 H 0 1 N N N -5.852  -6.711  -3.415  -1.028 0.806  2.005  H15 59E 46 
59E H16 H16 H 0 1 N N N -4.193  -7.795  -7.222  -2.163 -1.594 -1.291 H16 59E 47 
59E H17 H17 H 0 1 N N N -1.626  -7.707  -7.657  -4.725 -1.845 -1.704 H17 59E 48 
59E H18 H18 H 0 1 N N N -0.488  -8.533  -5.524  -5.789 0.438  -1.333 H18 59E 49 
59E H19 H19 H 0 1 N N N -1.254  -9.429  -3.114  -4.944 3.081  -0.615 H19 59E 50 
59E H20 H20 H 0 1 N N N -3.253  -9.951  -1.721  -2.924 4.348  -0.047 H20 59E 51 
59E H21 H21 H 0 1 N N N -5.501  -9.497  -2.648  -0.730 3.248  0.019  H21 59E 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 
59E OAV CAT DOUB N N 1  
59E CAW OAU SING N N 2  
59E CAT OAU SING N N 3  
59E CAT CAS SING N N 4  
59E CAS CAI SING N N 5  
59E CAI CAJ SING N N 6  
59E CAI NAH SING N N 7  
59E NAN CAJ DOUB Y N 8  
59E NAN NAO SING Y N 9  
59E CBD CBE DOUB Y N 10 
59E CBD NBC SING Y N 11 
59E CBE CBB SING Y N 12 
59E CAJ NAK SING Y N 13 
59E NAH CAG DOUB N N 14 
59E NAO CAP DOUB Y N 15 
59E NBC CBA SING Y N 16 
59E CBB CBA DOUB Y N 17 
59E CBB CAQ SING Y N 18 
59E CAG CAQ SING N N 19 
59E CAG CAD SING N N 20 
59E NAK CAP SING Y N 21 
59E NAK CAE SING N N 22 
59E CAP CAR SING N N 23 
59E CBA CAZ SING Y N 24 
59E CAQ CAX DOUB Y N 25 
59E CAD CAE DOUB Y N 26 
59E CAD CAC SING Y N 27 
59E CAE CAF SING Y N 28 
59E CAZ CAY DOUB Y N 29 
59E CAF CAA DOUB Y N 30 
59E CAC CAB DOUB Y N 31 
59E CAX CAY SING Y N 32 
59E CAB CAA SING Y N 33 
59E CAB OAL SING N N 34 
59E OAL CAM SING N N 35 
59E CAW H1  SING N N 36 
59E CAW H2  SING N N 37 
59E CAW H3  SING N N 38 
59E CAS H4  SING N N 39 
59E CAS H5  SING N N 40 
59E CAI H6  SING N N 41 
59E CAR H7  SING N N 42 
59E CAR H8  SING N N 43 
59E CAR H9  SING N N 44 
59E CAF H10 SING N N 45 
59E CAA H11 SING N N 46 
59E CAM H12 SING N N 47 
59E CAM H13 SING N N 48 
59E CAM H14 SING N N 49 
59E CAC H15 SING N N 50 
59E CBE H16 SING N N 51 
59E CBD H17 SING N N 52 
59E NBC H18 SING N N 53 
59E CAZ H19 SING N N 54 
59E CAY H20 SING N N 55 
59E CAX H21 SING N N 56 
# 
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 
59E SMILES           ACDLabs              12.01 "COC(CC3c1n(c(nn1)C)c2ccc(OC)cc2C(=N3)c4cccc5c4ccn5)=O"                                                                                                      
59E InChI            InChI                1.03  "InChI=1S/C23H21N5O3/c1-13-26-27-23-19(12-21(29)31-3)25-22(16-5-4-6-18-15(16)9-10-24-18)17-11-14(30-2)7-8-20(17)28(13)23/h4-11,19,24H,12H2,1-3H3/t19-/m0/s1" 
59E InChIKey         InChI                1.03  RARZHTSXOQRRPR-IBGZPJMESA-N                                                                                                                                  
59E SMILES_CANONICAL CACTVS               3.385 "COC(=O)C[C@@H]1N=C(c2cccc3[nH]ccc23)c4cc(OC)ccc4n5c(C)nnc15"                                                                                                
59E SMILES           CACTVS               3.385 "COC(=O)C[CH]1N=C(c2cccc3[nH]ccc23)c4cc(OC)ccc4n5c(C)nnc15"                                                                                                  
59E SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1nnc2n1-c3ccc(cc3C(=N[C@H]2CC(=O)OC)c4cccc5c4cc[nH]5)OC"                                                                                                  
59E SMILES           "OpenEye OEToolkits" 1.9.2 "Cc1nnc2n1-c3ccc(cc3C(=NC2CC(=O)OC)c4cccc5c4cc[nH]5)OC"                                                                                                      
# 
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 
59E "SYSTEMATIC NAME" ACDLabs              12.01 "methyl [(4S)-6-(1H-indol-4-yl)-8-methoxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]acetate"     
59E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "methyl 2-[(4S)-6-(1H-indol-4-yl)-8-methoxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]ethanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
59E "Create component" 2015-08-27 RCSB 
59E "Initial release"  2015-11-11 RCSB 
#