data_BL4
#

_chem_comp.id                                   BL4
_chem_comp.name                                 "(3aS)-3a-hydroxy-5-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H16 N2 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "S-3a-hydroxy-5-methyl-1-phenyl-2,3,3a,4-tetrahydro-1H-pyrrolo[2,3-b]quinolin-4-one"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2008-01-19
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       292.332
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    BL4
_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       3BZ7
_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
BL4  O2    O2    O  0  1  N  N  N  23.443  37.445  40.653  -2.594  -2.092   0.618  O2    BL4   1  
BL4  C4    C4    C  0  1  N  N  N  23.561  37.731  39.438  -1.899  -1.209   0.161  C4    BL4   2  
BL4  C3    C3    C  0  1  N  N  S  22.740  38.871  38.864  -0.518  -1.481  -0.406  C3    BL4   3  
BL4  O1    O1    O  0  1  N  N  N  23.687  40.031  38.695  -0.544  -1.668  -1.823  O1    BL4   4  
BL4  C2    C2    C  0  1  N  N  N  21.454  39.373  39.615   0.115  -2.681   0.331  C2    BL4   5  
BL4  C1    C1    C  0  1  N  N  N  20.568  39.804  38.455   1.594  -2.254   0.447  C1    BL4   6  
BL4  N1    N1    N  0  1  N  N  N  21.082  39.151  37.208   1.634  -0.808   0.181  N1    BL4   7  
BL4  C12   C12   C  0  1  Y  N  N  20.394  39.424  35.994   2.801  -0.043   0.098  C12   BL4   8  
BL4  C17   C17   C  0  1  Y  N  N  19.643  40.577  35.748   4.041  -0.645   0.274  C17   BL4   9  
BL4  C16   C16   C  0  1  Y  N  N  18.963  40.725  34.520   5.192   0.114   0.192  C16   BL4  10  
BL4  C15   C15   C  0  1  Y  N  N  19.036  39.700  33.541   5.112   1.471  -0.064  C15   BL4  11  
BL4  C14   C14   C  0  1  Y  N  N  19.787  38.543  33.765   3.879   2.072  -0.239  C14   BL4  12  
BL4  C13   C13   C  0  1  Y  N  N  20.466  38.409  34.994   2.724   1.318  -0.165  C13   BL4  13  
BL4  C11   C11   C  0  1  N  N  N  22.181  38.451  37.483   0.372  -0.321   0.024  C11   BL4  14  
BL4  N2    N2    N  0  1  N  N  N  23.061  37.805  36.628  -0.039   0.902   0.195  N2    BL4  15  
BL4  C10   C10   C  0  1  Y  N  N  24.161  37.136  37.097  -1.364   1.217   0.139  C10   BL4  16  
BL4  C5    C5    C  0  1  Y  N  N  24.459  37.071  38.502  -2.344   0.195   0.114  C5    BL4  17  
BL4  C9    C9    C  0  1  Y  N  N  24.965  36.557  36.088  -1.775   2.550   0.099  C9    BL4  18  
BL4  C8    C8    C  0  1  Y  N  N  26.120  35.845  36.488  -3.118   2.853   0.043  C8    BL4  19  
BL4  C7    C7    C  0  1  Y  N  N  26.446  35.763  37.897  -4.075   1.848   0.025  C7    BL4  20  
BL4  C6    C6    C  0  1  Y  N  N  25.642  36.351  38.875  -3.697   0.523   0.057  C6    BL4  21  
BL4  C18   C18   C  0  1  N  N  N  26.116  36.189  40.334  -4.741  -0.564   0.032  C18   BL4  22  
BL4  HO1   HO1   H  0  1  N  N  N  23.886  40.404  39.546  -0.891  -0.910  -2.313  HO1   BL4  23  
BL4  H2    H2    H  0  1  N  N  N  20.990  38.579  40.219  -0.330  -2.809   1.318  H2    BL4  24  
BL4  H2A   H2A   H  0  1  N  N  N  21.650  40.173  40.344   0.016  -3.593  -0.257  H2A   BL4  25  
BL4  H1    H1    H  0  1  N  N  N  19.530  39.492  38.641   1.965  -2.459   1.451  H1    BL4  26  
BL4  H1A   H1A   H  0  1  N  N  N  20.589  40.899  38.347   2.196  -2.787  -0.289  H1A   BL4  27  
BL4  H17   H17   H  0  1  N  N  N  19.583  41.353  36.496   4.105  -1.704   0.475  H17   BL4  28  
BL4  H16   H16   H  0  1  N  N  N  18.387  41.618  34.325   6.157  -0.352   0.329  H16   BL4  29  
BL4  H15   H15   H  0  1  N  N  N  18.503  39.816  32.609   6.013   2.062  -0.127  H15   BL4  30  
BL4  H14   H14   H  0  1  N  N  N  19.846  37.769  33.014   3.819   3.132  -0.439  H14   BL4  31  
BL4  H13   H13   H  0  1  N  N  N  21.052  37.521  35.182   1.762   1.788  -0.303  H13   BL4  32  
BL4  H9    H9    H  0  1  N  N  N  24.705  36.655  35.044  -1.041   3.343   0.112  H9    BL4  33  
BL4  H8    H8    H  0  1  N  N  N  26.751  35.369  35.752  -3.431   3.887   0.012  H8    BL4  34  
BL4  H7    H7    H  0  1  N  N  N  27.336  35.232  38.199  -5.122   2.105  -0.018  H7    BL4  35  
BL4  H18   H18   H  0  1  N  N  N  27.215  36.150  40.361  -5.032  -0.812   1.052  H18   BL4  36  
BL4  H18A  H18A  H  0  0  N  N  N  25.765  37.044  40.931  -5.614  -0.217  -0.521  H18A  BL4  37  
BL4  H18B  H18B  H  0  0  N  N  N  25.706  35.257  40.751  -4.331  -1.450  -0.454  H18B  BL4  38  
#   #
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
BL4  C4   O2    DOUB  N  N   1  
BL4  C3   C4    SING  N  N   2  
BL4  C3   C2    SING  N  N   3  
BL4  O1   C3    SING  N  N   4  
BL4  O1   HO1   SING  N  N   5  
BL4  C2   H2    SING  N  N   6  
BL4  C2   H2A   SING  N  N   7  
BL4  C1   C2    SING  N  N   8  
BL4  C1   H1    SING  N  N   9  
BL4  C1   H1A   SING  N  N  10  
BL4  N1   C1    SING  N  N  11  
BL4  N1   C11   SING  N  N  12  
BL4  C12  N1    SING  N  N  13  
BL4  C17  C12   SING  Y  N  14  
BL4  C17  H17   SING  N  N  15  
BL4  C16  C17   DOUB  Y  N  16  
BL4  C16  H16   SING  N  N  17  
BL4  C15  C16   SING  Y  N  18  
BL4  C15  C14   DOUB  Y  N  19  
BL4  C15  H15   SING  N  N  20  
BL4  C14  C13   SING  Y  N  21  
BL4  C14  H14   SING  N  N  22  
BL4  C13  C12   DOUB  Y  N  23  
BL4  C13  H13   SING  N  N  24  
BL4  C11  C3    SING  N  N  25  
BL4  N2   C11   DOUB  N  N  26  
BL4  N2   C10   SING  N  N  27  
BL4  C10  C5    SING  Y  N  28  
BL4  C5   C4    SING  N  N  29  
BL4  C5   C6    DOUB  Y  N  30  
BL4  C9   C10   DOUB  Y  N  31  
BL4  C9   C8    SING  Y  N  32  
BL4  C9   H9    SING  N  N  33  
BL4  C8   C7    DOUB  Y  N  34  
BL4  C8   H8    SING  N  N  35  
BL4  C7   C6    SING  Y  N  36  
BL4  C7   H7    SING  N  N  37  
BL4  C6   C18   SING  N  N  38  
BL4  C18  H18   SING  N  N  39  
BL4  C18  H18A  SING  N  N  40  
BL4  C18  H18B  SING  N  N  41  
#   #
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
BL4  SMILES            ACDLabs               10.04  "O=C2c4c(cccc4N=C3N(c1ccccc1)CCC23O)C"  
BL4  SMILES_CANONICAL  CACTVS                3.341  "Cc1cccc2N=C3N(CC[C@@]3(O)C(=O)c12)c4ccccc4"  
BL4  SMILES            CACTVS                3.341  "Cc1cccc2N=C3N(CC[C]3(O)C(=O)c12)c4ccccc4"  
BL4  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "Cc1cccc2c1C(=O)[C@@]3(CCN(C3=N2)c4ccccc4)O"  
BL4  SMILES            "OpenEye OEToolkits"  1.5.0  "Cc1cccc2c1C(=O)C3(CCN(C3=N2)c4ccccc4)O"  
BL4  InChI             InChI                 1.03   "InChI=1S/C18H16N2O2/c1-12-6-5-9-14-15(12)16(21)18(22)10-11-20(17(18)19-14)13-7-3-2-4-8-13/h2-9,22H,10-11H2,1H3/t18-/m1/s1"  
BL4  InChIKey          InChI                 1.03   NJBBBRZNBVLTRZ-GOSISDBHSA-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
BL4  "SYSTEMATIC NAME"  ACDLabs               10.04  "(3aS)-3a-hydroxy-5-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one"  
BL4  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(3aS)-3a-hydroxy-5-methyl-1-phenyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-one"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
BL4  "Create component"   2008-01-19  RCSB  
BL4  "Modify descriptor"  2011-06-04  RCSB  
BL4  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     BL4
_pdbx_chem_comp_synonyms.name        "S-3a-hydroxy-5-methyl-1-phenyl-2,3,3a,4-tetrahydro-1H-pyrrolo[2,3-b]quinolin-4-one"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
