data_JBG
#

_chem_comp.id                                   JBG
_chem_comp.name                                 "N-{3,5-dichloro-2-hydroxy-4-[2-(4-methylpiperazin-1-yl)ethoxy]benzene-1-carbonyl}-L-phenylalanine"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H27 Cl2 N3 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-08-28
_chem_comp.pdbx_modified_date                   2019-11-22
_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                       496.384
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    JBG
_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       6M8Q
_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
JBG  C2    C1   C   0  1  N  N  N  -37.891  -26.331  -77.939   5.811   2.360  -0.425  C2    JBG   1  
JBG  C3    C2   C   0  1  N  N  N  -36.458  -26.932  -77.937   5.342   1.501   0.752  C3    JBG   2  
JBG  C11   C3   C   0  1  Y  N  N  -32.458  -23.797  -75.281   1.429  -1.191   0.175  C11   JBG   3  
JBG  C12   C4   C   0  1  Y  N  N  -33.031  -22.533  -75.111   0.796  -0.095  -0.404  C12   JBG   4  
JBG  C13   C5   C   0  1  Y  N  N  -32.263  -21.459  -74.665  -0.574  -0.073  -0.532  C13   JBG   5  
JBG  C14   C6   C   0  1  Y  N  N  -30.907  -21.642  -74.346  -1.335  -1.155  -0.079  C14   JBG   6  
JBG  C15   C7   C   0  1  Y  N  N  -30.330  -22.920  -74.536  -0.697  -2.259   0.505  C15   JBG   7  
JBG  C16   C8   C   0  1  Y  N  N  -31.112  -23.995  -74.963   0.683  -2.270   0.628  C16   JBG   8  
JBG  C20   C9   C   0  1  N  N  N  -30.077  -20.439  -73.929  -2.802  -1.135  -0.213  C20   JBG   9  
JBG  C23   C10  C   0  1  N  N  S  -27.732  -19.495  -73.703  -4.872  -0.053  -0.908  C23   JBG  10  
JBG  C24   C11  C   0  1  N  N  N  -26.660  -19.565  -74.768  -5.270  -0.768  -2.174  C24   JBG  11  
JBG  C27   C12  C   0  1  N  N  N  -27.192  -19.505  -72.232  -5.359   1.396  -0.966  C27   JBG  12  
JBG  C28   C13  C   0  1  Y  N  N  -26.229  -20.670  -71.897  -5.070   2.076   0.348  C28   JBG  13  
JBG  C29   C14  C   0  1  Y  N  N  -24.841  -20.586  -72.205  -6.005   2.039   1.365  C29   JBG  14  
JBG  C30   C15  C   0  1  Y  N  N  -23.968  -21.646  -71.886  -5.740   2.663   2.570  C30   JBG  15  
JBG  N1    N1   N   0  1  N  N  N  -38.466  -26.157  -76.571   7.169   1.955  -0.814  N1    JBG  16  
JBG  N4    N2   N   0  1  N  N  N  -35.612  -26.267  -76.913   5.376   0.084   0.364  N4    JBG  17  
JBG  C5    C16  C   0  1  N  N  N  -36.189  -26.311  -75.535   6.734  -0.321  -0.024  C5    JBG  18  
JBG  C6    C17  C   0  1  N  N  N  -37.560  -25.576  -75.533   7.202   0.538  -1.201  C6    JBG  19  
JBG  C7    C18  C   0  1  N  N  N  -34.150  -26.548  -77.035   4.860  -0.769   1.444  C7    JBG  20  
JBG  C8    C19  C   0  1  N  N  N  -33.339  -25.221  -77.027   3.335  -0.664   1.493  C8    JBG  21  
JBG  O9    O1   O   0  1  N  N  N  -33.257  -24.875  -75.636   2.781  -1.208   0.293  O9    JBG  22  
JBG  C10   C20  C   0  1  N  N  N  -39.834  -25.578  -76.586   7.684   2.808  -1.893  C10   JBG  23  
JBG  CL17  CL1  CL  0  0  N  N  N  -30.412  -25.600  -75.107   1.479  -3.634   1.349  CL17  JBG  24  
JBG  CL18  CL2  CL  0  0  N  N  N  -34.720  -22.300  -75.462   1.739   1.250  -0.967  CL18  JBG  25  
JBG  O19   O2   O   0  1  N  N  N  -28.986  -23.183  -74.296  -1.428  -3.313   0.947  O19   JBG  26  
JBG  O21   O3   O   0  1  N  N  N  -30.697  -19.433  -73.560  -3.462  -2.078   0.182  O21   JBG  27  
JBG  N22   N3   N   0  1  N  N  N  -28.722  -20.541  -73.990  -3.413  -0.073  -0.774  N22   JBG  28  
JBG  O25   O4   O   0  1  N  N  N  -26.041  -18.429  -75.046  -6.566  -0.874  -2.505  O25   JBG  29  
JBG  O26   O5   O   0  1  N  N  N  -26.383  -20.612  -75.331  -4.422  -1.245  -2.890  O26   JBG  30  
JBG  C31   C21  C   0  1  Y  N  N  -24.461  -22.774  -71.186  -4.540   3.323   2.758  C31   JBG  31  
JBG  C32   C22  C   0  1  Y  N  N  -25.834  -22.860  -70.836  -3.604   3.358   1.740  C32   JBG  32  
JBG  C33   C23  C   0  1  Y  N  N  -26.711  -21.805  -71.190  -3.868   2.731   0.537  C33   JBG  33  
JBG  H1    H1   H   0  1  N  N  N  -37.855  -25.347  -78.429   5.135   2.221  -1.269  H1    JBG  34  
JBG  H2    H2   H   0  1  N  N  N  -38.549  -27.002  -78.511   5.814   3.409  -0.131  H2    JBG  35  
JBG  H3    H3   H   0  1  N  N  N  -36.518  -28.007  -77.713   6.003   1.661   1.604  H3    JBG  36  
JBG  H4    H4   H   0  1  N  N  N  -36.005  -26.788  -78.929   4.324   1.780   1.023  H4    JBG  37  
JBG  H5    H5   H   0  1  N  N  N  -32.712  -20.482  -74.564  -1.061   0.780  -0.982  H5    JBG  38  
JBG  H6    H6   H   0  1  N  N  N  -28.239  -18.527  -73.832  -5.322  -0.554  -0.051  H6    JBG  39  
JBG  H7    H7   H   0  1  N  N  N  -26.657  -18.560  -72.058  -4.842   1.922  -1.768  H7    JBG  40  
JBG  H8    H8   H   0  1  N  N  N  -28.054  -19.569  -71.552  -6.433   1.411  -1.154  H8    JBG  41  
JBG  H9    H9   H   0  1  N  N  N  -24.453  -19.701  -72.688  -6.943   1.524   1.219  H9    JBG  42  
JBG  H10   H10  H   0  1  N  N  N  -22.928  -21.598  -72.174  -6.471   2.635   3.365  H10   JBG  43  
JBG  H13   H13  H   0  1  N  N  N  -36.332  -27.358  -75.229   7.410  -0.182   0.819  H13   JBG  44  
JBG  H14   H14  H   0  1  N  N  N  -35.504  -25.814  -74.833   6.730  -1.371  -0.319  H14   JBG  45  
JBG  H15   H15  H   0  1  N  N  N  -37.399  -24.509  -75.748   6.542   0.378  -2.053  H15   JBG  46  
JBG  H16   H16  H   0  1  N  N  N  -38.027  -25.684  -74.543   8.220   0.259  -1.472  H16   JBG  47  
JBG  H17   H17  H   0  1  N  N  N  -33.961  -27.082  -77.978   5.148  -1.804   1.257  H17   JBG  48  
JBG  H18   H18  H   0  1  N  N  N  -33.830  -27.173  -76.189   5.278  -0.442   2.396  H18   JBG  49  
JBG  H19   H19  H   0  1  N  N  N  -32.336  -25.373  -77.452   2.960  -1.222   2.351  H19   JBG  50  
JBG  H20   H20  H   0  1  N  N  N  -33.863  -24.438  -77.595   3.046   0.383   1.585  H20   JBG  51  
JBG  H21   H21  H   0  1  N  N  N  -40.201  -25.475  -75.554   7.712   3.844  -1.556  H21   JBG  52  
JBG  H22   H22  H   0  1  N  N  N  -39.808  -24.589  -77.066   8.691   2.487  -2.161  H22   JBG  53  
JBG  H23   H23  H   0  1  N  N  N  -40.507  -26.241  -77.149   7.033   2.726  -2.763  H23   JBG  54  
JBG  H24   H24  H   0  1  N  N  N  -28.553  -22.387  -74.012  -1.572  -4.000   0.281  H24   JBG  55  
JBG  H25   H25  H   0  1  N  N  N  -28.358  -21.432  -74.262  -2.887   0.679  -1.089  H25   JBG  56  
JBG  H26   H26  H   0  1  N  N  N  -25.388  -18.580  -75.720  -6.773  -1.342  -3.326  H26   JBG  57  
JBG  H27   H27  H   0  1  N  N  N  -23.788  -23.574  -70.917  -4.333   3.810   3.699  H27   JBG  58  
JBG  H28   H28  H   0  1  N  N  N  -26.207  -23.723  -70.304  -2.667   3.874   1.887  H28   JBG  59  
JBG  H29   H29  H   0  1  N  N  N  -27.755  -21.864  -70.920  -3.135   2.756  -0.256  H29   JBG  60  
#   #
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
JBG  C2    C3   SING  N  N   1  
JBG  C2    N1   SING  N  N   2  
JBG  C3    N4   SING  N  N   3  
JBG  C7    C8   SING  N  N   4  
JBG  C7    N4   SING  N  N   5  
JBG  C8    O9   SING  N  N   6  
JBG  N4    C5   SING  N  N   7  
JBG  C10   N1   SING  N  N   8  
JBG  N1    C6   SING  N  N   9  
JBG  O9    C11  SING  N  N  10  
JBG  C5    C6   SING  N  N  11  
JBG  CL18  C12  SING  N  N  12  
JBG  O26   C24  DOUB  N  N  13  
JBG  C11   C12  DOUB  Y  N  14  
JBG  C11   C16  SING  Y  N  15  
JBG  C12   C13  SING  Y  N  16  
JBG  CL17  C16  SING  N  N  17  
JBG  O25   C24  SING  N  N  18  
JBG  C16   C15  DOUB  Y  N  19  
JBG  C24   C23  SING  N  N  20  
JBG  C13   C14  DOUB  Y  N  21  
JBG  C15   C14  SING  Y  N  22  
JBG  C15   O19  SING  N  N  23  
JBG  C14   C20  SING  N  N  24  
JBG  N22   C20  SING  N  N  25  
JBG  N22   C23  SING  N  N  26  
JBG  C20   O21  DOUB  N  N  27  
JBG  C23   C27  SING  N  N  28  
JBG  C27   C28  SING  N  N  29  
JBG  C29   C28  DOUB  Y  N  30  
JBG  C29   C30  SING  Y  N  31  
JBG  C28   C33  SING  Y  N  32  
JBG  C30   C31  DOUB  Y  N  33  
JBG  C33   C32  DOUB  Y  N  34  
JBG  C31   C32  SING  Y  N  35  
JBG  C2    H1   SING  N  N  36  
JBG  C2    H2   SING  N  N  37  
JBG  C3    H3   SING  N  N  38  
JBG  C3    H4   SING  N  N  39  
JBG  C13   H5   SING  N  N  40  
JBG  C23   H6   SING  N  N  41  
JBG  C27   H7   SING  N  N  42  
JBG  C27   H8   SING  N  N  43  
JBG  C29   H9   SING  N  N  44  
JBG  C30   H10  SING  N  N  45  
JBG  C5    H13  SING  N  N  46  
JBG  C5    H14  SING  N  N  47  
JBG  C6    H15  SING  N  N  48  
JBG  C6    H16  SING  N  N  49  
JBG  C7    H17  SING  N  N  50  
JBG  C7    H18  SING  N  N  51  
JBG  C8    H19  SING  N  N  52  
JBG  C8    H20  SING  N  N  53  
JBG  C10   H21  SING  N  N  54  
JBG  C10   H22  SING  N  N  55  
JBG  C10   H23  SING  N  N  56  
JBG  O19   H24  SING  N  N  57  
JBG  N22   H25  SING  N  N  58  
JBG  O25   H26  SING  N  N  59  
JBG  C31   H27  SING  N  N  60  
JBG  C32   H28  SING  N  N  61  
JBG  C33   H29  SING  N  N  62  
#   #
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
JBG  SMILES            ACDLabs               12.01  "C1CN(CCN1C)CCOc3c(cc(C(=O)NC(Cc2ccccc2)C(O)=O)c(O)c3Cl)Cl"  
JBG  InChI             InChI                 1.03   "InChI=1S/C23H27Cl2N3O5/c1-27-7-9-28(10-8-27)11-12-33-21-17(24)14-16(20(29)19(21)25)22(30)26-18(23(31)32)13-15-5-3-2-4-6-15/h2-6,14,18,29H,7-13H2,1H3,(H,26,30)(H,31,32)/t18-/m0/s1"  
JBG  InChIKey          InChI                 1.03   XEBIFCYTYHBFTB-SFHVURJKSA-N  
JBG  SMILES_CANONICAL  CACTVS                3.385  "CN1CCN(CCOc2c(Cl)cc(C(=O)N[C@@H](Cc3ccccc3)C(O)=O)c(O)c2Cl)CC1"  
JBG  SMILES            CACTVS                3.385  "CN1CCN(CCOc2c(Cl)cc(C(=O)N[CH](Cc3ccccc3)C(O)=O)c(O)c2Cl)CC1"  
JBG  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CN1CCN(CC1)CCOc2c(cc(c(c2Cl)O)C(=O)N[C@@H](Cc3ccccc3)C(=O)O)Cl"  
JBG  SMILES            "OpenEye OEToolkits"  2.0.6  "CN1CCN(CC1)CCOc2c(cc(c(c2Cl)O)C(=O)NC(Cc3ccccc3)C(=O)O)Cl"  
#   #
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
JBG  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-{3,5-dichloro-2-hydroxy-4-[2-(4-methylpiperazin-1-yl)ethoxy]benzene-1-carbonyl}-L-phenylalanine"  
JBG  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "(2~{S})-2-[[3,5-bis(chloranyl)-4-[2-(4-methylpiperazin-1-yl)ethoxy]-2-oxidanyl-phenyl]carbonylamino]-3-phenyl-propanoic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
JBG  "Create component"  2018-08-28  RCSB  
JBG  "Initial release"   2019-11-27  RCSB  
##
