data_NRJ
#

_chem_comp.id                                   NRJ
_chem_comp.name                                 "methyl [(5E,8S)-8-[(6R)-6-(3-chlorophenyl)-2-oxo-1,3-oxazinan-3-yl]-2-oxo-1,3,4,7,8,10-hexahydro-2H-12,9-(azeno)-1,10-benzodiazacyclotetradecin-15-yl]carbamate"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C28 H28 Cl N5 O5"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-05-24
_chem_comp.pdbx_modified_date                   2019-09-13
_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                       550.005
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    NRJ
_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       5QQO
_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
NRJ  C13  C1   C   0  1  Y  N  N  45.584  -20.618  29.939  -3.570  -1.127   1.652  C13  NRJ   1  
NRJ  C17  C2   C   0  1  Y  N  N  44.277  -22.443  30.839  -3.518   0.576  -0.063  C17  NRJ   2  
NRJ  C16  C3   C   0  1  Y  N  N  45.315  -22.722  31.725  -4.551  -0.045  -0.726  C16  NRJ   3  
NRJ  C15  C4   C   0  1  Y  N  N  46.483  -21.962  31.727  -5.114  -1.197  -0.186  C15  NRJ   4  
NRJ  C19  C5   C   0  1  N  N  N  48.771  -21.968  32.732  -7.136  -2.450  -0.144  C19  NRJ   5  
NRJ  C22  C6   C   0  1  N  N  N  50.743  -22.140  34.044  -9.103  -3.790   0.042  C22  NRJ   6  
NRJ  C24  C7   C   0  1  N  N  N  42.700  -24.057  29.845  -3.330   2.148  -1.806  C24  NRJ   7  
NRJ  C12  C8   C   0  1  Y  N  N  44.400  -21.361  29.936  -2.990   0.006   1.108  C12  NRJ   8  
NRJ  C34  C9   C   0  1  Y  N  N  36.782  -13.392  27.484   6.158  -2.763  -2.450  C34  NRJ   9  
NRJ  C27  C10  C   0  1  N  N  N  41.515  -24.940  30.171  -2.679   3.360  -2.419  C27  NRJ  10  
NRJ  C33  C11  C   0  1  Y  N  N  37.417  -14.621  27.387   5.113  -1.899  -2.183  C33  NRJ  11  
NRJ  CL1  CL1  CL  0  0  N  N  N  33.566  -14.236  29.694   8.434  -2.407   0.813  CL1  NRJ  12  
NRJ  N2   N1   N   0  1  N  N  N  39.222  -19.216  28.197   2.299   1.360   0.823  N2   NRJ  13  
NRJ  C3   C12  C   0  1  N  N  S  39.817  -20.540  28.407   1.412   2.305   1.507  C3   NRJ  14  
NRJ  C4   C13  C   0  1  Y  N  N  41.313  -20.557  28.415   0.124   1.612   1.864  C4   NRJ  15  
NRJ  C5   C14  C   0  1  N  N  N  39.286  -21.587  27.405   1.131   3.492   0.588  C5   NRJ  16  
NRJ  C6   C15  C   0  1  N  N  N  39.808  -22.972  27.649   0.527   3.023  -0.706  C6   NRJ  17  
NRJ  C7   C16  C   0  1  N  N  N  39.885  -23.585  28.815  -0.558   3.605  -1.160  C7   NRJ  18  
NRJ  N8   N2   N   0  1  Y  N  N  42.069  -20.429  27.308  -0.237   1.256   3.118  N8   NRJ  19  
NRJ  C9   C17  C   0  1  Y  N  N  43.352  -20.697  27.661  -1.441   0.612   3.029  C9   NRJ  20  
NRJ  C10  C18  C   0  1  Y  N  N  43.333  -20.975  28.998  -1.798   0.629   1.724  C10  NRJ  21  
NRJ  N11  N3   N   0  1  Y  N  N  42.043  -20.875  29.466  -0.829   1.281   1.039  N11  NRJ  22  
NRJ  C14  C19  C   0  1  Y  N  N  46.625  -20.930  30.798  -4.630  -1.730   1.002  C14  NRJ  23  
NRJ  N18  N4   N   0  1  N  N  N  47.460  -22.333  32.691  -6.170  -1.831  -0.851  N18  NRJ  24  
NRJ  O20  O1   O   0  1  N  N  N  49.349  -22.491  33.826  -8.094  -3.149  -0.783  O20  NRJ  25  
NRJ  O21  O2   O   0  1  N  N  N  49.357  -21.307  31.900  -7.143  -2.378   1.069  O21  NRJ  26  
NRJ  N23  N5   N   0  1  N  N  N  43.109  -23.255  30.853  -2.941   1.771  -0.550  N23  NRJ  27  
NRJ  O25  O3   O   0  1  N  N  N  43.231  -24.067  28.736  -4.177   1.524  -2.409  O25  NRJ  28  
NRJ  C26  C20  C   0  1  N  N  N  40.457  -24.926  29.059  -1.163   3.163  -2.469  C26  NRJ  29  
NRJ  C28  C21  C   0  1  N  N  N  38.974  -18.805  26.803   1.779   0.040   0.478  C28  NRJ  30  
NRJ  C29  C22  C   0  1  N  N  N  38.486  -17.357  26.750   2.938  -0.929   0.232  C29  NRJ  31  
NRJ  C30  C23  C   0  1  N  N  R  37.559  -17.092  27.918   3.946  -0.250  -0.705  C30  NRJ  32  
NRJ  O31  O4   O   0  1  N  N  N  38.348  -17.288  29.136   4.451   0.941  -0.039  O31  NRJ  33  
NRJ  C32  C24  C   0  1  Y  N  N  36.871  -15.748  27.992   5.086  -1.192  -0.995  C32  NRJ  34  
NRJ  C35  C25  C   0  1  Y  N  N  35.583  -13.270  28.167   7.177  -2.921  -1.530  C35  NRJ  35  
NRJ  C36  C26  C   0  1  Y  N  N  35.051  -14.388  28.779   7.154  -2.209  -0.344  C36  NRJ  36  
NRJ  C37  C27  C   0  1  Y  N  N  35.674  -15.622  28.701   6.104  -1.349  -0.074  C37  NRJ  37  
NRJ  C38  C28  C   0  1  N  N  N  39.074  -18.415  29.272   3.547   1.748   0.539  C38  NRJ  38  
NRJ  O39  O5   O   0  1  N  N  N  39.598  -18.627  30.342   3.880   2.882   0.821  O39  NRJ  39  
NRJ  H47  H1   H   0  1  N  N  N  45.689  -19.785  29.259  -3.194  -1.540   2.576  H47  NRJ  40  
NRJ  H49  H2   H   0  1  N  N  N  45.213  -23.541  32.422  -4.924   0.361  -1.654  H49  NRJ  41  
NRJ  H51  H3   H   0  1  N  N  N  51.104  -22.624  34.963  -9.630  -3.034   0.624  H51  NRJ  42  
NRJ  H52  H4   H   0  1  N  N  N  51.345  -22.482  33.189  -9.812  -4.318  -0.595  H52  NRJ  43  
NRJ  H53  H5   H   0  1  N  N  N  50.835  -21.048  34.144  -8.623  -4.499   0.717  H53  NRJ  44  
NRJ  H65  H6   H   0  1  N  N  N  37.226  -12.522  27.023   6.176  -3.319  -3.376  H65  NRJ  45  
NRJ  H57  H7   H   0  1  N  N  N  41.053  -24.583  31.103  -3.059   3.502  -3.431  H57  NRJ  46  
NRJ  H58  H8   H   0  1  N  N  N  41.870  -25.972  30.309  -2.910   4.239  -1.818  H58  NRJ  47  
NRJ  H64  H9   H   0  1  N  N  N  38.343  -14.704  26.837   4.316  -1.777  -2.902  H64  NRJ  48  
NRJ  H40  H10  H   0  1  N  N  N  39.495  -20.881  29.402   1.895   2.661   2.417  H40  NRJ  49  
NRJ  H41  H11  H   0  1  N  N  N  39.580  -21.278  26.391   0.440   4.174   1.082  H41  NRJ  50  
NRJ  H42  H12  H   0  1  N  N  N  38.189  -21.612  27.477   2.064   4.016   0.381  H42  NRJ  51  
NRJ  H43  H13  H   0  1  N  N  N  40.155  -23.521  26.786   0.969   2.208  -1.261  H43  NRJ  52  
NRJ  H44  H14  H   0  1  N  N  N  39.493  -23.057  29.672  -1.023   4.402  -0.600  H44  NRJ  53  
NRJ  H45  H15  H   0  1  N  N  N  41.745  -20.182  26.395   0.265   1.426   3.931  H45  NRJ  54  
NRJ  H46  H16  H   0  1  N  N  N  44.216  -20.691  27.013  -1.999   0.174   3.843  H46  NRJ  55  
NRJ  H48  H18  H   0  1  N  N  N  47.549  -20.373  30.749  -5.082  -2.618   1.419  H48  NRJ  56  
NRJ  H50  H19  H   0  1  N  N  N  47.147  -22.934  33.427  -6.207  -1.824  -1.820  H50  NRJ  57  
NRJ  H54  H20  H   0  1  N  N  N  42.543  -23.230  31.677  -2.310   2.290  -0.027  H54  NRJ  58  
NRJ  H56  H21  H   0  1  N  N  N  39.642  -25.607  29.344  -0.938   2.110  -2.636  H56  NRJ  59  
NRJ  H55  H22  H   0  1  N  N  N  40.923  -25.282  28.128  -0.745   3.758  -3.281  H55  NRJ  60  
NRJ  H59  H23  H   0  1  N  N  N  38.209  -19.461  26.363   1.163  -0.332   1.298  H59  NRJ  61  
NRJ  H60  H24  H   0  1  N  N  N  39.908  -18.894  26.228   1.173   0.114  -0.425  H60  NRJ  62  
NRJ  H62  H25  H   0  1  N  N  N  39.349  -16.677  26.806   3.422  -1.171   1.179  H62  NRJ  63  
NRJ  H61  H26  H   0  1  N  N  N  37.945  -17.187  25.807   2.562  -1.841  -0.232  H61  NRJ  64  
NRJ  H63  H27  H   0  1  N  N  N  36.774  -17.862  27.895   3.453   0.029  -1.636  H63  NRJ  65  
NRJ  H66  H28  H   0  1  N  N  N  35.074  -12.319  28.220   7.991  -3.600  -1.736  H66  NRJ  66  
NRJ  H67  H29  H   0  1  N  N  N  35.237  -16.482  29.186   6.083  -0.796   0.854  H67  NRJ  67  
#   #
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
NRJ  C29  C28  SING  N  N   1  
NRJ  C29  C30  SING  N  N   2  
NRJ  C28  N2   SING  N  N   3  
NRJ  N8   C9   SING  Y  N   4  
NRJ  N8   C4   SING  Y  N   5  
NRJ  C33  C34  DOUB  Y  N   6  
NRJ  C33  C32  SING  Y  N   7  
NRJ  C5   C6   SING  N  N   8  
NRJ  C5   C3   SING  N  N   9  
NRJ  C34  C35  SING  Y  N  10  
NRJ  C6   C7   DOUB  N  E  11  
NRJ  C9   C10  DOUB  Y  N  12  
NRJ  C30  C32  SING  N  N  13  
NRJ  C30  O31  SING  N  N  14  
NRJ  C32  C37  DOUB  Y  N  15  
NRJ  C35  C36  DOUB  Y  N  16  
NRJ  N2   C3   SING  N  N  17  
NRJ  N2   C38  SING  N  N  18  
NRJ  C3   C4   SING  N  N  19  
NRJ  C4   N11  DOUB  Y  N  20  
NRJ  C37  C36  SING  Y  N  21  
NRJ  O25  C24  DOUB  N  N  22  
NRJ  C36  CL1  SING  N  N  23  
NRJ  C7   C26  SING  N  N  24  
NRJ  C10  N11  SING  Y  N  25  
NRJ  C10  C12  SING  N  N  26  
NRJ  C26  C27  SING  N  N  27  
NRJ  O31  C38  SING  N  N  28  
NRJ  C38  O39  DOUB  N  N  29  
NRJ  C24  C27  SING  N  N  30  
NRJ  C24  N23  SING  N  N  31  
NRJ  C12  C13  DOUB  Y  N  32  
NRJ  C12  C17  SING  Y  N  33  
NRJ  C13  C14  SING  Y  N  34  
NRJ  C14  C15  DOUB  Y  N  35  
NRJ  C17  N23  SING  N  N  36  
NRJ  C17  C16  DOUB  Y  N  37  
NRJ  C16  C15  SING  Y  N  38  
NRJ  C15  N18  SING  N  N  39  
NRJ  O21  C19  DOUB  N  N  40  
NRJ  N18  C19  SING  N  N  41  
NRJ  C19  O20  SING  N  N  42  
NRJ  O20  C22  SING  N  N  43  
NRJ  C13  H47  SING  N  N  44  
NRJ  C16  H49  SING  N  N  45  
NRJ  C22  H51  SING  N  N  46  
NRJ  C22  H52  SING  N  N  47  
NRJ  C22  H53  SING  N  N  48  
NRJ  C34  H65  SING  N  N  49  
NRJ  C27  H57  SING  N  N  50  
NRJ  C27  H58  SING  N  N  51  
NRJ  C33  H64  SING  N  N  52  
NRJ  C3   H40  SING  N  N  53  
NRJ  C5   H41  SING  N  N  54  
NRJ  C5   H42  SING  N  N  55  
NRJ  C6   H43  SING  N  N  56  
NRJ  C7   H44  SING  N  N  57  
NRJ  N8   H45  SING  N  N  58  
NRJ  C9   H46  SING  N  N  59  
NRJ  C14  H48  SING  N  N  60  
NRJ  N18  H50  SING  N  N  61  
NRJ  N23  H54  SING  N  N  62  
NRJ  C26  H56  SING  N  N  63  
NRJ  C26  H55  SING  N  N  64  
NRJ  C28  H59  SING  N  N  65  
NRJ  C28  H60  SING  N  N  66  
NRJ  C29  H62  SING  N  N  67  
NRJ  C29  H61  SING  N  N  68  
NRJ  C30  H63  SING  N  N  69  
NRJ  C35  H66  SING  N  N  70  
NRJ  C37  H67  SING  N  N  71  
#   #
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
NRJ  SMILES            ACDLabs               12.01  "c3cc(cc4NC(CCC=CCC(N1C(OC(CC1)c2cccc(Cl)c2)=O)c5nc(c34)cn5)=O)NC(OC)=O"  
NRJ  InChI             InChI                 1.03   "InChI=1S/C28H28ClN5O5/c1-38-27(36)31-19-10-11-20-21(15-19)32-25(35)9-4-2-3-8-23(26-30-16-22(20)33-26)34-13-12-24(39-28(34)37)17-6-5-7-18(29)14-17/h2-3,5-7,10-11,14-16,23-24H,4,8-9,12-13H2,1H3,(H,30,33)(H,31,36)(H,32,35)/b3-2+/t23-,24+/m0/s1"  
NRJ  InChIKey          InChI                 1.03   ZRELHZVMHRERCT-KXHVVKIWSA-N  
NRJ  SMILES_CANONICAL  CACTVS                3.385  "COC(=O)Nc1ccc2c(NC(=O)CC/C=C/C[C@H](N3CC[C@@H](OC3=O)c4cccc(Cl)c4)c5[nH]cc2n5)c1"  
NRJ  SMILES            CACTVS                3.385  "COC(=O)Nc1ccc2c(NC(=O)CCC=CC[CH](N3CC[CH](OC3=O)c4cccc(Cl)c4)c5[nH]cc2n5)c1"  
NRJ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "COC(=O)Nc1ccc-2c(c1)NC(=O)CC/C=C/C[C@@H](c3[nH]cc2n3)N4CC[C@@H](OC4=O)c5cccc(c5)Cl"  
NRJ  SMILES            "OpenEye OEToolkits"  2.0.6  "COC(=O)Nc1ccc-2c(c1)NC(=O)CCC=CCC(c3[nH]cc2n3)N4CCC(OC4=O)c5cccc(c5)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
NRJ  "SYSTEMATIC NAME"  ACDLabs               12.01  "methyl [(5E,8S)-8-[(6R)-6-(3-chlorophenyl)-2-oxo-1,3-oxazinan-3-yl]-2-oxo-1,3,4,7,8,10-hexahydro-2H-12,9-(azeno)-1,10-benzodiazacyclotetradecin-15-yl]carbamate"  
NRJ  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "methyl ~{N}-[(12~{E},15~{S})-15-[(6~{R})-6-(3-chlorophenyl)-2-oxidanylidene-1,3-oxazinan-3-yl]-9-oxidanylidene-8,17,19-triazatricyclo[14.2.1.0^{2,7}]nonadeca-1(18),2,4,6,12,16(19)-hexaen-5-yl]carbamate"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
NRJ  "Create component"  2019-05-24  RCSB  
NRJ  "Initial release"   2019-09-18  RCSB  
##
