data_O1E
#

_chem_comp.id                                   O1E
_chem_comp.name                                 "5-Ethyl-N-(1H-indol-5-ylmethyl)-1,3,4-thiadiazol-2-amine"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C13 H14 N4 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "5-ethyl-~{N}-(1~{H}-indol-5-ylmethyl)-1,3,4-thiadiazol-2-amine"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-01-20
_chem_comp.pdbx_modified_date                   2021-01-22
_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                       258.342
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    O1E
_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       6XUJ
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
O1E  C4   C1   C  0  1  N  N  N  11.635  18.868  21.714  -0.285  -0.466   1.005  C4   O1E   1  
O1E  C5   C2   C  0  1  Y  N  N  10.931  17.585  21.346  -1.717  -0.484   0.536  C5   O1E   2  
O1E  C6   C3   C  0  1  Y  N  N  10.164  16.884  22.279  -2.242  -1.637  -0.031  C6   O1E   3  
O1E  N1   N1   N  0  1  Y  N  N  12.873  17.310  23.755   2.592  -0.202   1.204  N1   O1E   4  
O1E  C7   C4   C  0  1  Y  N  N   9.622  15.640  21.989  -3.549  -1.674  -0.466  C7   O1E   5  
O1E  C8   C5   C  0  1  Y  N  N   9.854  15.093  20.735  -4.353  -0.547  -0.335  C8   O1E   6  
O1E  N2   N2   N  0  1  N  N  N  13.065  18.622  21.826   0.582  -0.029  -0.093  N2   O1E   7  
O1E  C9   C6   C  0  1  Y  N  N   9.970  13.798  18.920  -5.968   1.015  -0.317  C9   O1E   8  
O1E  C10  C7   C  0  1  Y  N  N  10.668  14.925  18.612  -4.898   1.607   0.236  C10  O1E   9  
O1E  C11  C8   C  0  1  Y  N  N  10.609  15.777  19.763  -3.816   0.619   0.241  C11  O1E  10  
O1E  C12  C9   C  0  1  Y  N  N  11.131  17.026  20.087  -2.491   0.634   0.679  C12  O1E  11  
O1E  N3   N3   N  0  1  Y  N  N   9.478  13.891  20.193  -5.662  -0.273  -0.663  N3   O1E  12  
O1E  N    N4   N  0  1  Y  N  N  13.666  16.558  24.619   3.845  -0.060   1.202  N    O1E  13  
O1E  C    C10  C  0  1  N  N  N  16.020  14.291  24.574   6.537  -0.721  -0.590  C    O1E  14  
O1E  C1   C11  C  0  1  N  N  N  15.979  15.762  24.985   5.883   0.571  -0.097  C1   O1E  15  
O1E  C2   C12  C  0  1  Y  N  N  14.913  16.554  24.286   4.408   0.341   0.109  C2   O1E  16  
O1E  C3   C13  C  0  1  Y  N  N  13.575  17.853  22.796   1.952   0.066   0.102  C3   O1E  17  
O1E  S    S1   S  0  1  Y  N  N  15.268  17.509  22.866   3.142   0.571  -1.099  S    O1E  18  
O1E  H7   H1   H  0  1  N  N  N  11.453  19.623  20.935  -0.185   0.223   1.843  H7   O1E  19  
O1E  H6   H2   H  0  1  N  N  N  11.250  19.235  22.677   0.006  -1.468   1.321  H6   O1E  20  
O1E  H8   H3   H  0  1  N  N  N   9.988  17.321  23.251  -1.619  -2.513  -0.133  H8   O1E  21  
O1E  H9   H4   H  0  1  N  N  N   9.033  15.110  22.723  -3.948  -2.576  -0.906  H9   O1E  22  
O1E  H5   H5   H  0  1  N  N  N  13.347  18.207  20.961   0.198   0.193  -0.955  H5   O1E  23  
O1E  H11  H6   H  0  1  N  N  N   9.826  12.956  18.259  -6.929   1.485  -0.464  H11  O1E  24  
O1E  H12  H7   H  0  1  N  N  N  11.170  15.137  17.679  -4.844   2.621   0.604  H12  O1E  25  
O1E  H13  H8   H  0  1  N  N  N  11.701  17.571  19.349  -2.079   1.525   1.129  H13  O1E  26  
O1E  H10  H9   H  0  1  N  N  N   8.931  13.193  20.655  -6.275  -0.899  -1.079  H10  O1E  27  
O1E  H2   H10  H  0  1  N  N  N  16.822  13.778  25.125   6.391  -1.507   0.151  H2   O1E  28  
O1E  H1   H11  H  0  1  N  N  N  15.055  13.818  24.807   6.081  -1.023  -1.533  H1   O1E  29  
O1E  H    H12  H  0  1  N  N  N  16.213  14.218  23.494   7.604  -0.555  -0.739  H    O1E  30  
O1E  H4   H13  H  0  1  N  N  N  16.955  16.214  24.755   6.339   0.872   0.846  H4   O1E  31  
O1E  H3   H14  H  0  1  N  N  N  15.797  15.815  26.069   6.028   1.357  -0.838  H3   O1E  32  
#   #
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
O1E  C10  C9   DOUB  Y  N   1  
O1E  C10  C11  SING  Y  N   2  
O1E  C9   N3   SING  Y  N   3  
O1E  C11  C12  DOUB  Y  N   4  
O1E  C11  C8   SING  Y  N   5  
O1E  C12  C5   SING  Y  N   6  
O1E  N3   C8   SING  Y  N   7  
O1E  C8   C7   DOUB  Y  N   8  
O1E  C5   C4   SING  N  N   9  
O1E  C5   C6   DOUB  Y  N  10  
O1E  C4   N2   SING  N  N  11  
O1E  N2   C3   SING  N  N  12  
O1E  C7   C6   SING  Y  N  13  
O1E  C3   S    SING  Y  N  14  
O1E  C3   N1   DOUB  Y  N  15  
O1E  S    C2   SING  Y  N  16  
O1E  N1   N    SING  Y  N  17  
O1E  C2   N    DOUB  Y  N  18  
O1E  C2   C1   SING  N  N  19  
O1E  C    C1   SING  N  N  20  
O1E  C4   H7   SING  N  N  21  
O1E  C4   H6   SING  N  N  22  
O1E  C6   H8   SING  N  N  23  
O1E  C7   H9   SING  N  N  24  
O1E  N2   H5   SING  N  N  25  
O1E  C9   H11  SING  N  N  26  
O1E  C10  H12  SING  N  N  27  
O1E  C12  H13  SING  N  N  28  
O1E  N3   H10  SING  N  N  29  
O1E  C    H2   SING  N  N  30  
O1E  C    H1   SING  N  N  31  
O1E  C    H    SING  N  N  32  
O1E  C1   H4   SING  N  N  33  
O1E  C1   H3   SING  N  N  34  
#   #
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
O1E  InChI             InChI                 1.03   "InChI=1S/C13H14N4S/c1-2-12-16-17-13(18-12)15-8-9-3-4-11-10(7-9)5-6-14-11/h3-7,14H,2,8H2,1H3,(H,15,17)"  
O1E  InChIKey          InChI                 1.03   UEBXWPXCTRZFCZ-UHFFFAOYSA-N  
O1E  SMILES_CANONICAL  CACTVS                3.385  "CCc1sc(NCc2ccc3[nH]ccc3c2)nn1"  
O1E  SMILES            CACTVS                3.385  "CCc1sc(NCc2ccc3[nH]ccc3c2)nn1"  
O1E  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCc1nnc(s1)NCc2ccc3c(c2)cc[nH]3"  
O1E  SMILES            "OpenEye OEToolkits"  2.0.7  "CCc1nnc(s1)NCc2ccc3c(c2)cc[nH]3"  
#
_pdbx_chem_comp_identifier.comp_id          O1E
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "5-ethyl-~{N}-(1~{H}-indol-5-ylmethyl)-1,3,4-thiadiazol-2-amine"
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     O1E
_pdbx_chem_comp_synonyms.name        "5-ethyl-~{N}-(1~{H}-indol-5-ylmethyl)-1,3,4-thiadiazol-2-amine"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
O1E  "Create component"  2020-01-20  PDBE  
O1E  "Modify synonyms"   2020-06-05  PDBE  
O1E  "Initial release"   2021-01-27  RCSB  
##
