data_LH5
#

_chem_comp.id                                   LH5
_chem_comp.name                                 "4-[(3~{S})-1-oxidanyl-3,4-dihydro-2,1-benzoxaborinin-3-yl]-2-(pyridin-3-ylmethoxy)benzenecarboximidamide"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C21 H20 B N3 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-08-15
_chem_comp.pdbx_modified_date                   2019-09-20
_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                       373.213
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    LH5
_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       6SKB
_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
LH5  C10  C1   C  0  1  Y  N  N  -34.631  -22.968  -22.728   0.887   2.323   0.161  C10  LH5   1  
LH5  C13  C2   C  0  1  Y  N  N  -34.535  -24.020  -20.581  -0.330   0.277  -0.140  C13  LH5   2  
LH5  C15  C3   C  0  1  Y  N  N  -34.557  -25.268  -21.187  -1.524   0.951   0.067  C15  LH5   3  
LH5  C17  C4   C  0  1  N  N  N  -34.696  -26.436  -19.048  -2.641  -1.122  -0.248  C17  LH5   4  
LH5  C20  C5   C  0  1  Y  N  N  -33.501  -25.838  -18.353  -4.035  -1.694  -0.261  C20  LH5   5  
LH5  C21  C6   C  0  1  Y  N  N  -33.645  -24.995  -17.260  -4.763  -1.740  -1.440  C21  LH5   6  
LH5  C28  C7   C  0  1  Y  N  N  -32.211  -26.071  -18.801  -4.602  -2.184   0.900  C28  LH5   7  
LH5  N01  N1   N  0  1  N  N  N  -35.464  -26.885  -24.355  -3.917   2.447   0.374  N01  LH5   8  
LH5  C04  C8   C  0  1  N  N  N  -34.636  -26.685  -23.304  -2.777   3.058   0.534  C04  LH5   9  
LH5  N05  N2   N  0  1  N  N  N  -33.834  -27.635  -22.948  -2.753   4.384   0.911  N05  LH5  10  
LH5  C07  C9   C  0  1  Y  N  N  -34.613  -25.384  -22.587  -1.510   2.329   0.312  C07  LH5  11  
LH5  C08  C10  C  0  1  Y  N  N  -34.647  -24.206  -23.343  -0.292   3.009   0.363  C08  LH5  12  
LH5  C12  C11  C  0  1  Y  N  N  -34.572  -22.856  -21.345   0.868   0.962  -0.093  C12  LH5  13  
LH5  O16  O1   O  0  1  N  N  N  -34.514  -26.451  -20.478  -2.703   0.280   0.020  O16  LH5  14  
LH5  C23  C12  C  0  1  Y  N  N  -32.530  -24.432  -16.666  -6.042  -2.274  -1.405  C23  LH5  15  
LH5  C25  C13  C  0  1  Y  N  N  -31.290  -24.726  -17.193  -6.545  -2.740  -0.204  C25  LH5  16  
LH5  N27  N3   N  0  1  Y  N  N  -31.114  -25.531  -18.253  -5.821  -2.685   0.896  N27  LH5  17  
LH5  C30  C14  C  0  1  N  N  S  -34.534  -21.507  -20.662   2.162   0.223  -0.318  C30  LH5  18  
LH5  C32  C15  C  0  1  N  N  N  -35.661  -21.294  -19.665   2.755  -0.181   1.029  C32  LH5  19  
LH5  C35  C16  C  0  1  Y  N  N  -35.592  -19.917  -19.049   4.097  -0.839   0.857  C35  LH5  20  
LH5  C36  C17  C  0  1  Y  N  N  -36.034  -19.698  -17.744   4.587  -1.686   1.829  C36  LH5  21  
LH5  C38  C18  C  0  1  Y  N  N  -36.017  -18.427  -17.191   5.824  -2.285   1.667  C38  LH5  22  
LH5  C40  C19  C  0  1  Y  N  N  -35.556  -17.359  -17.934   6.580  -2.042   0.534  C40  LH5  23  
LH5  C42  C20  C  0  1  Y  N  N  -35.119  -17.557  -19.236   6.100  -1.196  -0.448  C42  LH5  24  
LH5  C44  C21  C  0  1  Y  N  N  -35.137  -18.830  -19.832   4.858  -0.597  -0.287  C44  LH5  25  
LH5  B45  B1   B  0  1  N  N  N  -34.617  -19.098  -21.257   4.270   0.366  -1.387  B45  LH5  26  
LH5  O46  O2   O  0  1  N  N  N  -34.064  -18.125  -22.018   4.887   0.526  -2.656  O46  LH5  27  
LH5  O48  O3   O  0  1  N  N  N  -34.251  -20.390  -21.553   3.074   1.071  -1.029  O48  LH5  28  
LH5  H1   H1   H  0  1  N  N  N  -34.665  -22.074  -23.333   1.829   2.850   0.196  H1   LH5  29  
LH5  H2   H2   H  0  1  N  N  N  -34.489  -23.950  -19.504  -0.338  -0.784  -0.339  H2   LH5  30  
LH5  H3   H3   H  0  1  N  N  N  -35.588  -25.839  -18.806  -2.054  -1.615   0.528  H3   LH5  31  
LH5  H4   H4   H  0  1  N  N  N  -34.838  -27.468  -18.694  -2.171  -1.287  -1.217  H4   LH5  32  
LH5  H5   H5   H  0  1  N  N  N  -34.630  -24.778  -16.873  -4.345  -1.368  -2.364  H5   LH5  33  
LH5  H6   H6   H  0  1  N  N  N  -32.081  -26.730  -19.646  -4.039  -2.156   1.822  H6   LH5  34  
LH5  H7   H7   H  0  1  N  N  N  -36.016  -26.076  -24.556  -3.936   1.531   0.054  H7   LH5  35  
LH5  H8   H8   H  0  1  N  N  N  -33.198  -27.494  -22.190  -3.584   4.862   1.056  H8   LH5  36  
LH5  H9   H9   H  0  1  N  N  N  -33.850  -28.510  -23.431  -1.905   4.839   1.030  H9   LH5  37  
LH5  H10  H10  H  0  1  N  N  N  -34.686  -24.265  -24.421  -0.273   4.070   0.561  H10  LH5  38  
LH5  H11  H11  H  0  1  N  N  N  -32.628  -23.779  -15.811  -6.638  -2.326  -2.304  H11  LH5  39  
LH5  H12  H12  H  0  1  N  N  N  -30.418  -24.287  -16.731  -7.540  -3.157  -0.169  H12  LH5  40  
LH5  H13  H13  H  0  1  N  N  N  -33.640  -21.570  -20.024   1.969  -0.671  -0.910  H13  LH5  41  
LH5  H14  H14  H  0  1  N  N  N  -36.625  -21.407  -20.183   2.869   0.708   1.650  H14  LH5  42  
LH5  H15  H15  H  0  1  N  N  N  -35.582  -22.048  -18.868   2.077  -0.876   1.523  H15  LH5  43  
LH5  H16  H16  H  0  1  N  N  N  -36.394  -20.530  -17.157   4.005  -1.883   2.718  H16  LH5  44  
LH5  H17  H17  H  0  1  N  N  N  -36.364  -18.273  -16.180   6.203  -2.947   2.431  H17  LH5  45  
LH5  H18  H18  H  0  1  N  N  N  -35.535  -16.369  -17.502   7.545  -2.512   0.417  H18  LH5  46  
LH5  H19  H19  H  0  1  N  N  N  -34.757  -16.713  -19.805   6.686  -1.003  -1.334  H19  LH5  47  
LH5  H20  H20  H  0  1  N  N  N  -33.486  -18.516  -22.662   4.429   1.144  -3.241  H20  LH5  48  
#   #
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
LH5  N01  C04  DOUB  N  N   1  
LH5  C08  C10  DOUB  Y  N   2  
LH5  C08  C07  SING  Y  N   3  
LH5  C04  N05  SING  N  N   4  
LH5  C04  C07  SING  N  N   5  
LH5  C10  C12  SING  Y  N   6  
LH5  C07  C15  DOUB  Y  N   7  
LH5  O46  B45  SING  N  N   8  
LH5  O48  B45  SING  N  N   9  
LH5  O48  C30  SING  N  N  10  
LH5  C12  C30  SING  N  N  11  
LH5  C12  C13  DOUB  Y  N  12  
LH5  B45  C44  SING  N  N  13  
LH5  C15  C13  SING  Y  N  14  
LH5  C15  O16  SING  N  N  15  
LH5  C30  C32  SING  N  N  16  
LH5  O16  C17  SING  N  N  17  
LH5  C44  C42  DOUB  Y  N  18  
LH5  C44  C35  SING  Y  N  19  
LH5  C32  C35  SING  N  N  20  
LH5  C42  C40  SING  Y  N  21  
LH5  C35  C36  DOUB  Y  N  22  
LH5  C17  C20  SING  N  N  23  
LH5  C28  C20  DOUB  Y  N  24  
LH5  C28  N27  SING  Y  N  25  
LH5  C20  C21  SING  Y  N  26  
LH5  N27  C25  DOUB  Y  N  27  
LH5  C40  C38  DOUB  Y  N  28  
LH5  C36  C38  SING  Y  N  29  
LH5  C21  C23  DOUB  Y  N  30  
LH5  C25  C23  SING  Y  N  31  
LH5  C10  H1   SING  N  N  32  
LH5  C13  H2   SING  N  N  33  
LH5  C17  H3   SING  N  N  34  
LH5  C17  H4   SING  N  N  35  
LH5  C21  H5   SING  N  N  36  
LH5  C28  H6   SING  N  N  37  
LH5  N01  H7   SING  N  N  38  
LH5  N05  H8   SING  N  N  39  
LH5  N05  H9   SING  N  N  40  
LH5  C08  H10  SING  N  N  41  
LH5  C23  H11  SING  N  N  42  
LH5  C25  H12  SING  N  N  43  
LH5  C30  H13  SING  N  N  44  
LH5  C32  H14  SING  N  N  45  
LH5  C32  H15  SING  N  N  46  
LH5  C36  H16  SING  N  N  47  
LH5  C38  H17  SING  N  N  48  
LH5  C40  H18  SING  N  N  49  
LH5  C42  H19  SING  N  N  50  
LH5  O46  H20  SING  N  N  51  
#   #
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
LH5  InChI             InChI                 1.03   "InChI=1S/C21H20BN3O3/c23-21(24)17-8-7-16(11-20(17)27-13-14-4-3-9-25-12-14)19-10-15-5-1-2-6-18(15)22(26)28-19/h1-9,11-12,19,26H,10,13H2,(H3,23,24)/t19-/m0/s1"  
LH5  InChIKey          InChI                 1.03   YENXZRUMZHNJKP-IBGZPJMESA-N  
LH5  SMILES_CANONICAL  CACTVS                3.385  "NC(=N)c1ccc(cc1OCc2cccnc2)[C@@H]3Cc4ccccc4B(O)O3"  
LH5  SMILES            CACTVS                3.385  "NC(=N)c1ccc(cc1OCc2cccnc2)[CH]3Cc4ccccc4B(O)O3"  
LH5  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "[H]/N=C(/c1ccc(cc1OCc2cccnc2)[C@@H]3Cc4ccccc4B(O3)O)\N"  
LH5  SMILES            "OpenEye OEToolkits"  2.0.7  "B1(c2ccccc2CC(O1)c3ccc(c(c3)OCc4cccnc4)C(=N)N)O"  
#
_pdbx_chem_comp_identifier.comp_id          LH5
_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       "4-[(3~{S})-1-oxidanyl-3,4-dihydro-2,1-benzoxaborinin-3-yl]-2-(pyridin-3-ylmethoxy)benzenecarboximidamide"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
LH5  "Create component"  2019-08-15  PDBE  
LH5  "Initial release"   2019-09-25  RCSB  
##
