data_LYQ
#

_chem_comp.id                                   LYQ
_chem_comp.name                                 "(3~{a}~{R},4~{S},9~{b}~{S})-4-(2-chloranyl-4-oxidanyl-phenyl)-2,3,3~{a},4,5,9~{b}-hexahydro-1~{H}-cyclopenta[c]quinoline-8-sulfonamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H19 Cl N2 O3 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-09-28
_chem_comp.pdbx_modified_date                   2020-10-02
_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                       378.873
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    LYQ
_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       6SYB
_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
LYQ  C4   C1   C   0  1  Y  N  N  -1.752   7.698  11.423  -3.153   1.465   0.613  C4   LYQ   1  
LYQ  C5   C2   C   0  1  Y  N  N  -2.062   7.570  12.776  -2.909   0.377  -0.205  C5   LYQ   2  
LYQ  C6   C3   C   0  1  N  N  S  -3.057   6.396  13.081  -1.492  -0.017  -0.531  C6   LYQ   3  
LYQ  N1   N1   N   0  1  N  N  N  -5.306  -0.384  15.959   5.767   0.347   1.306  N1   LYQ   4  
LYQ  C7   C4   C   0  1  N  N  R  -4.402   6.816  13.688  -1.072  -1.183   0.352  C7   LYQ   5  
LYQ  C8   C5   C   0  1  N  N  S  -5.405   5.633  13.871   0.386  -1.593   0.082  C8   LYQ   6  
LYQ  C9   C6   C   0  1  N  N  N  -6.298   6.153  14.973   0.819  -2.306   1.385  C9   LYQ   7  
LYQ  C10  C7   C   0  1  N  N  N  -5.730   7.207  15.613  -0.097  -1.772   2.501  C10  LYQ   8  
LYQ  C11  C8   C   0  1  N  N  N  -4.399   7.553  15.054  -1.059  -0.763   1.838  C11  LYQ   9  
LYQ  C12  C9   C   0  1  Y  N  N  -4.760   4.401  14.442   1.278  -0.395  -0.104  C12  LYQ  10  
LYQ  C13  C10  C   0  1  Y  N  N  -3.379   4.206  14.303   0.782   0.886  -0.276  C13  LYQ  11  
LYQ  C14  C11  C   0  1  Y  N  N  -2.803   3.066  14.791   1.651   1.959  -0.443  C14  LYQ  12  
LYQ  C15  C12  C   0  1  Y  N  N  -3.545   2.115  15.444   3.015   1.750  -0.439  C15  LYQ  13  
LYQ  O2   O1   O   0  1  N  N  N  -7.162   1.185  16.381   5.832   1.286  -0.975  O2   LYQ  14  
LYQ  S    S1   S   0  1  N  N  N  -5.738   1.048  16.576   5.255   0.201  -0.261  S    LYQ  15  
LYQ  O1   O2   O   0  1  N  N  N  -5.239   1.107  17.925   5.451  -1.159  -0.623  O1   LYQ  16  
LYQ  C16  C13  C   0  1  Y  N  N  -4.903   2.300  15.632   3.513   0.471  -0.268  C16  LYQ  17  
LYQ  N    N2   N   0  1  N  N  N  -2.543   5.223  13.773  -0.597   1.120  -0.283  N    LYQ  18  
LYQ  C17  C14  C   0  1  Y  N  N  -5.530   3.428  15.115   2.652  -0.594  -0.102  C17  LYQ  19  
LYQ  C    C15  C   0  1  Y  N  N  -1.656   8.629  13.606  -3.965  -0.352  -0.723  C    LYQ  20  
LYQ  CL   CL1  CL  0  0  N  N  N  -1.424   8.444  15.306  -3.656  -1.719  -1.748  CL   LYQ  21  
LYQ  C3   C16  C   0  1  Y  N  N  -1.137   8.830  10.911  -4.451   1.825   0.917  C3   LYQ  22  
LYQ  C2   C17  C   0  1  Y  N  N  -0.838   9.895  11.755  -5.512   1.094   0.403  C2   LYQ  23  
LYQ  O    O3   O   0  1  N  N  N  -0.225  11.041  11.314  -6.790   1.447   0.701  O    LYQ  24  
LYQ  C1   C18  C   0  1  Y  N  N  -1.124   9.804  13.106  -5.267   0.008  -0.425  C1   LYQ  25  
LYQ  H1   H1   H   0  1  N  N  N  -1.999   6.889  10.752  -2.327   2.032   1.017  H1   LYQ  26  
LYQ  H2   H2   H   0  1  N  N  N  -3.328   6.027  12.081  -1.427  -0.312  -1.578  H2   LYQ  27  
LYQ  H3   H3   H   0  1  N  N  N  -5.759  -1.117  16.467   6.423   1.023   1.541  H3   LYQ  28  
LYQ  H4   H4   H   0  1  N  N  N  -5.578  -0.428  14.998   5.413  -0.243   1.990  H4   LYQ  29  
LYQ  H5   H5   H   0  1  N  N  N  -4.868   7.504  12.967  -1.737  -2.032   0.197  H5   LYQ  30  
LYQ  H6   H6   H   0  1  N  N  N  -5.961   5.426  12.944   0.448  -2.260  -0.777  H6   LYQ  31  
LYQ  H7   H7   H   0  1  N  N  N  -7.256   6.473  14.537   0.692  -3.384   1.281  H7   LYQ  32  
LYQ  H8   H8   H   0  1  N  N  N  -6.477   5.347  15.700   1.859  -2.072   1.611  H8   LYQ  33  
LYQ  H9   H9   H   0  1  N  N  N  -6.393   8.079  15.515  -0.663  -2.592   2.944  H9   LYQ  34  
LYQ  H10  H10  H   0  1  N  N  N  -5.612   6.953  16.677   0.499  -1.274   3.266  H10  LYQ  35  
LYQ  H11  H11  H   0  1  N  N  N  -3.589   7.186  15.701  -0.680   0.253   1.945  H11  LYQ  36  
LYQ  H12  H12  H   0  1  N  N  N  -4.296   8.640  14.918  -2.057  -0.848   2.267  H12  LYQ  37  
LYQ  H13  H13  H   0  1  N  N  N  -1.742   2.911  14.660   1.257   2.956  -0.577  H13  LYQ  38  
LYQ  H14  H14  H   0  1  N  N  N  -3.068   1.219  15.813   3.691   2.582  -0.570  H14  LYQ  39  
LYQ  H15  H15  H   0  1  N  N  N  -1.933   4.767  13.125  -0.953   2.009  -0.128  H15  LYQ  40  
LYQ  H16  H16  H   0  1  N  N  N  -6.596   3.559  15.227   3.049  -1.590   0.031  H16  LYQ  41  
LYQ  H17  H17  H   0  1  N  N  N  -0.891   8.885   9.861  -4.640   2.675   1.556  H17  LYQ  42  
LYQ  H18  H18  H   0  1  N  N  N  -0.111  11.640  12.042  -7.180   2.076   0.079  H18  LYQ  43  
LYQ  H19  H19  H   0  1  N  N  N  -0.934  10.640  13.762  -6.091  -0.563  -0.827  H19  LYQ  44  
#   #
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
LYQ  C3   C4   DOUB  Y  N   1  
LYQ  C3   C2   SING  Y  N   2  
LYQ  O    C2   SING  N  N   3  
LYQ  C4   C5   SING  Y  N   4  
LYQ  C2   C1   DOUB  Y  N   5  
LYQ  C5   C6   SING  N  N   6  
LYQ  C5   C    DOUB  Y  N   7  
LYQ  C6   C7   SING  N  N   8  
LYQ  C6   N    SING  N  N   9  
LYQ  C1   C    SING  Y  N  10  
LYQ  C    CL   SING  N  N  11  
LYQ  C7   C8   SING  N  N  12  
LYQ  C7   C11  SING  N  N  13  
LYQ  N    C13  SING  N  N  14  
LYQ  C8   C12  SING  N  N  15  
LYQ  C8   C9   SING  N  N  16  
LYQ  C13  C12  DOUB  Y  N  17  
LYQ  C13  C14  SING  Y  N  18  
LYQ  C12  C17  SING  Y  N  19  
LYQ  C14  C15  DOUB  Y  N  20  
LYQ  C9   C10  SING  N  N  21  
LYQ  C11  C10  SING  N  N  22  
LYQ  C17  C16  DOUB  Y  N  23  
LYQ  C15  C16  SING  Y  N  24  
LYQ  C16  S    SING  N  N  25  
LYQ  N1   S    SING  N  N  26  
LYQ  O2   S    DOUB  N  N  27  
LYQ  S    O1   DOUB  N  N  28  
LYQ  C4   H1   SING  N  N  29  
LYQ  C6   H2   SING  N  N  30  
LYQ  N1   H3   SING  N  N  31  
LYQ  N1   H4   SING  N  N  32  
LYQ  C7   H5   SING  N  N  33  
LYQ  C8   H6   SING  N  N  34  
LYQ  C9   H7   SING  N  N  35  
LYQ  C9   H8   SING  N  N  36  
LYQ  C10  H9   SING  N  N  37  
LYQ  C10  H10  SING  N  N  38  
LYQ  C11  H11  SING  N  N  39  
LYQ  C11  H12  SING  N  N  40  
LYQ  C14  H13  SING  N  N  41  
LYQ  C15  H14  SING  N  N  42  
LYQ  N    H15  SING  N  N  43  
LYQ  C17  H16  SING  N  N  44  
LYQ  C3   H17  SING  N  N  45  
LYQ  O    H18  SING  N  N  46  
LYQ  C1   H19  SING  N  N  47  
#   #
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
LYQ  InChI             InChI                 1.03   "InChI=1S/C18H19ClN2O3S/c19-16-8-10(22)4-6-14(16)18-13-3-1-2-12(13)15-9-11(25(20,23)24)5-7-17(15)21-18/h4-9,12-13,18,21-22H,1-3H2,(H2,20,23,24)/t12-,13+,18-/m0/s1"  
LYQ  InChIKey          InChI                 1.03   BCOLVIOJRBHVNW-JCGVRSQUSA-N  
LYQ  SMILES_CANONICAL  CACTVS                3.385  "N[S](=O)(=O)c1ccc2N[C@@H]([C@@H]3CCC[C@@H]3c2c1)c4ccc(O)cc4Cl"  
LYQ  SMILES            CACTVS                3.385  "N[S](=O)(=O)c1ccc2N[CH]([CH]3CCC[CH]3c2c1)c4ccc(O)cc4Cl"  
LYQ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(c(cc1O)Cl)[C@@H]2[C@@H]3CCC[C@@H]3c4cc(ccc4N2)S(=O)(=O)N"  
LYQ  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(c(cc1O)Cl)C2C3CCCC3c4cc(ccc4N2)S(=O)(=O)N"  
#
_pdbx_chem_comp_identifier.comp_id          LYQ
_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       "(3~{a}~{R},4~{S},9~{b}~{S})-4-(2-chloranyl-4-oxidanyl-phenyl)-2,3,3~{a},4,5,9~{b}-hexahydro-1~{H}-cyclopenta[c]quinoline-8-sulfonamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
LYQ  "Create component"  2019-09-28  EBI   
LYQ  "Initial release"   2020-10-07  RCSB  
##
