data_E5A
#

_chem_comp.id                                   E5A
_chem_comp.name                                 "(10S,13S)-13-[(1R)-1-hydroxy-2-({[3-(propan-2-yl)phenyl]methyl}amino)ethyl]-9,10-dimethyl-2-oxa-9,12-diazabicyclo[13.3.1]nonadeca-1(19),15,17-triene-8,11-dione"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C30 H43 N3 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-12-04
_chem_comp.pdbx_modified_date                   2020-05-29
_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                       509.680
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    E5A
_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       5QCV
_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
E5A  C2   C1   C  0  1  N  N  S  27.771   5.484  16.163   3.109   2.222  -2.083  C2   E5A   1  
E5A  C4   C2   C  0  1  N  N  N  28.914   5.651  15.151   2.243   1.001  -2.259  C4   E5A   2  
E5A  C12  C3   C  0  1  Y  N  N  31.812   8.025  15.969   2.197  -3.087  -0.385  C12  E5A   3  
E5A  C15  C4   C  0  1  Y  N  N  31.455   9.411  17.905   1.942  -2.577   1.943  C15  E5A   4  
E5A  C18  C5   C  0  1  Y  N  N  30.700  10.160  15.768   1.445  -4.779   1.136  C18  E5A   5  
E5A  C13  C6   C  0  1  Y  N  N  31.946   8.247  17.333   2.279  -2.183   0.656  C13  E5A   6  
E5A  C16  C7   C  0  1  Y  N  N  30.830  10.377  17.132   1.524  -3.878   2.181  C16  E5A   7  
E5A  C20  C8   C  0  1  Y  N  N  31.196   8.998  15.191   1.781  -4.384  -0.146  C20  E5A   8  
E5A  C23  C9   C  0  1  N  N  N  30.745  10.067  20.067   1.796  -0.313   2.653  C23  E5A   9  
E5A  C26  C10  C  0  1  N  N  N  30.414   9.097  21.147   2.882   0.545   3.304  C26  E5A  10  
E5A  C29  C11  C  0  1  N  N  N  29.025   8.608  20.988   2.337   1.954   3.551  C29  E5A  11  
E5A  C32  C12  C  0  1  N  N  N  28.923   7.484  20.013   3.132   2.961   2.719  C32  E5A  12  
E5A  C35  C13  C  0  1  N  N  N  27.505   7.323  19.466   2.329   3.343   1.474  C35  E5A  13  
E5A  C38  C14  C  0  1  N  N  N  27.471   6.240  18.438   2.843   2.570   0.288  C38  E5A  14  
E5A  C40  C15  C  0  1  N  N  R  31.983   4.463  14.433   0.609  -1.202  -1.209  C40  E5A  15  
E5A  C44  C16  C  0  1  N  N  N  31.060   3.497  13.685  -0.393  -0.243  -1.855  C44  E5A  16  
E5A  C49  C17  C  0  1  N  N  N  31.104   1.489  12.244  -2.721   0.423  -1.893  C49  E5A  17  
E5A  C52  C18  C  0  1  Y  N  N  30.952   2.231  10.924  -4.077   0.148  -1.295  C52  E5A  18  
E5A  C53  C19  C  0  1  Y  N  N  32.072   2.650  10.214  -4.483   0.827  -0.161  C53  E5A  19  
E5A  C55  C20  C  0  1  Y  N  N  31.966   3.334   9.007  -5.727   0.575   0.387  C55  E5A  20  
E5A  C56  C21  C  0  1  Y  N  N  30.703   3.603   8.505  -6.564  -0.355  -0.199  C56  E5A  21  
E5A  C58  C22  C  0  1  Y  N  N  29.571   3.199   9.200  -6.159  -1.033  -1.334  C58  E5A  22  
E5A  C60  C23  C  0  1  Y  N  N  29.696   2.518  10.403  -4.917  -0.778  -1.885  C60  E5A  23  
E5A  C62  C24  C  0  1  N  N  N  33.203   3.780   8.262  -6.169   1.314   1.624  C62  E5A  24  
E5A  C64  C25  C  0  1  N  N  N  33.707   5.085   8.779  -7.442   2.105   1.317  C64  E5A  25  
E5A  C68  C26  C  0  1  N  N  N  34.315   2.738   8.327  -6.449   0.310   2.744  C68  E5A  26  
E5A  C7   C27  C  0  1  N  N  S  31.325   5.818  14.740   1.827  -1.358  -2.122  C7   E5A  27  
E5A  C73  C28  C  0  1  N  N  N  26.421   5.365  15.466   4.544   1.796  -1.766  C73  E5A  28  
E5A  C77  C29  C  0  1  N  N  N  28.102   7.914  16.701   1.797   4.250  -1.195  C77  E5A  29  
E5A  C9   C30  C  0  1  N  N  N  32.368   6.756  15.359   2.561  -2.657  -1.783  C9   E5A  30  
E5A  N1   N1   N  0  1  N  N  N  27.784   6.558  17.161   2.573   3.029  -0.967  N1   E5A  31  
E5A  N47  N2   N  0  1  N  N  N  31.809   2.269  13.275  -1.730  -0.482  -1.295  N47  E5A  32  
E5A  N5   N3   N  0  1  N  N  N  30.167   5.666  15.638   2.756  -0.221  -1.912  N5   E5A  33  
E5A  O22  O1   O  0  1  N  N  N  31.693   9.459  19.254   2.022  -1.689   2.969  O22  E5A  34  
E5A  O39  O2   O  0  1  N  N  N  27.201   5.094  18.766   3.488   1.555   0.447  O39  E5A  35  
E5A  O42  O3   O  0  1  N  N  N  33.157   4.690  13.653  -0.008  -2.477  -1.016  O42  E5A  36  
E5A  O72  O4   O  0  1  N  N  N  28.674   5.763  13.954   1.117   1.098  -2.697  O72  E5A  37  
E5A  H1   H1   H  0  1  N  N  N  27.947   4.535  16.690   3.097   2.813  -3.000  H1   E5A  38  
E5A  H2   H2   H  0  1  N  N  N  30.210  10.899  15.151   1.121  -5.792   1.320  H2   E5A  39  
E5A  H3   H3   H  0  1  N  N  N  32.435   7.509  17.952   2.604  -1.171   0.469  H3   E5A  40  
E5A  H4   H4   H  0  1  N  N  N  30.451  11.282  17.583   1.261  -4.188   3.182  H4   E5A  41  
E5A  H5   H5   H  0  1  N  N  N  31.102   8.849  14.125   1.719  -5.089  -0.961  H5   E5A  42  
E5A  H6   H6   H  0  1  N  N  N  31.156  10.991  20.501   0.819  -0.010   3.029  H6   E5A  43  
E5A  H7   H7   H  0  1  N  N  N  29.843  10.305  19.484   1.827  -0.179   1.572  H7   E5A  44  
E5A  H8   H8   H  0  1  N  N  N  31.107   8.245  21.095   3.178   0.097   4.253  H8   E5A  45  
E5A  H9   H9   H  0  1  N  N  N  30.515   9.593  22.124   3.747   0.600   2.643  H9   E5A  46  
E5A  H10  H10  H  0  1  N  N  N  28.397   9.439  20.635   1.286   1.992   3.263  H10  E5A  47  
E5A  H11  H11  H  0  1  N  N  N  28.659   8.261  21.966   2.432   2.200   4.609  H11  E5A  48  
E5A  H12  H12  H  0  1  N  N  N  29.217   6.551  20.516   3.325   3.854   3.315  H12  E5A  49  
E5A  H13  H13  H  0  1  N  N  N  29.607   7.680  19.174   4.080   2.515   2.417  H13  E5A  50  
E5A  H14  H14  H  0  1  N  N  N  27.182   8.270  19.008   1.277   3.106   1.634  H14  E5A  51  
E5A  H15  H15  H  0  1  N  N  N  26.824   7.064  20.290   2.436   4.411   1.286  H15  E5A  52  
E5A  H16  H16  H  0  1  N  N  N  32.263   3.996  15.389   0.926  -0.803  -0.246  H16  E5A  53  
E5A  H17  H17  H  0  1  N  N  N  30.664   3.996  12.788  -0.094   0.785  -1.653  H17  E5A  54  
E5A  H18  H18  H  0  1  N  N  N  30.227   3.210  14.343  -0.415  -0.411  -2.931  H18  E5A  55  
E5A  H19  H19  H  0  1  N  N  N  30.101   1.239  12.621  -2.759   0.260  -2.970  H19  E5A  56  
E5A  H20  H20  H  0  1  N  N  N  31.668   0.563  12.061  -2.437   1.456  -1.691  H20  E5A  57  
E5A  H21  H21  H  0  1  N  N  N  33.054   2.438  10.611  -3.828   1.554   0.296  H21  E5A  58  
E5A  H22  H22  H  0  1  N  N  N  30.598   4.130   7.568  -7.536  -0.553   0.230  H22  E5A  59  
E5A  H23  H23  H  0  1  N  N  N  28.590   3.415   8.803  -6.814  -1.760  -1.791  H23  E5A  60  
E5A  H24  H24  H  0  1  N  N  N  28.810   2.209  10.938  -4.601  -1.307  -2.771  H24  E5A  61  
E5A  H25  H25  H  0  1  N  N  N  32.931   3.913   7.205  -5.381   1.999   1.938  H25  E5A  62  
E5A  H26  H26  H  0  1  N  N  N  32.903   5.834   8.731  -7.761   2.639   2.212  H26  E5A  63  
E5A  H27  H27  H  0  1  N  N  N  34.034   4.964   9.822  -7.242   2.820   0.519  H27  E5A  64  
E5A  H28  H28  H  0  1  N  N  N  34.556   5.419   8.165  -8.229   1.420   1.003  H28  E5A  65  
E5A  H29  H29  H  0  1  N  N  N  33.940   1.777   7.945  -7.236  -0.375   2.430  H29  E5A  66  
E5A  H30  H30  H  0  1  N  N  N  35.165   3.070   7.713  -5.542  -0.253   2.963  H30  E5A  67  
E5A  H31  H31  H  0  1  N  N  N  34.642   2.616   9.370  -6.769   0.845   3.639  H31  E5A  68  
E5A  H32  H32  H  0  1  N  N  N  30.987   6.258  13.790   1.503  -1.379  -3.163  H32  E5A  69  
E5A  H33  H33  H  0  1  N  N  N  25.628   5.247  16.219   4.532   1.029  -0.991  H33  E5A  70  
E5A  H34  H34  H  0  1  N  N  N  26.233   6.273  14.875   5.012   1.397  -2.665  H34  E5A  71  
E5A  H35  H35  H  0  1  N  N  N  26.428   4.489  14.801   5.109   2.659  -1.414  H35  E5A  72  
E5A  H36  H36  H  0  1  N  N  N  28.074   8.607  17.554   0.738   4.000  -1.268  H36  E5A  73  
E5A  H37  H37  H  0  1  N  N  N  29.107   7.923  16.254   1.951   4.939  -0.365  H37  E5A  74  
E5A  H38  H38  H  0  1  N  N  N  27.364   8.228  15.949   2.124   4.720  -2.123  H38  E5A  75  
E5A  H39  H39  H  0  1  N  N  N  32.898   6.203  16.148   3.637  -2.493  -1.844  H39  E5A  76  
E5A  H40  H40  H  0  1  N  N  N  33.080   7.041  14.570   2.271  -3.434  -2.490  H40  E5A  77  
E5A  H41  H41  H  0  1  N  N  N  31.939   1.690  14.080  -1.722  -0.396  -0.290  H41  E5A  78  
E5A  H43  H43  H  0  1  N  N  N  30.315   5.573  16.623   3.653  -0.333  -1.558  H43  E5A  79  
E5A  H44  H44  H  0  1  N  N  N  33.733   5.289  14.114  -0.315  -2.893  -1.834  H44  E5A  80  
#   #
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
E5A  C62  C68  SING  N  N   1  
E5A  C62  C64  SING  N  N   2  
E5A  C62  C55  SING  N  N   3  
E5A  C56  C55  DOUB  Y  N   4  
E5A  C56  C58  SING  Y  N   5  
E5A  C55  C53  SING  Y  N   6  
E5A  C58  C60  DOUB  Y  N   7  
E5A  C53  C52  DOUB  Y  N   8  
E5A  C60  C52  SING  Y  N   9  
E5A  C52  C49  SING  N  N  10  
E5A  C49  N47  SING  N  N  11  
E5A  N47  C44  SING  N  N  12  
E5A  O42  C40  SING  N  N  13  
E5A  C44  C40  SING  N  N  14  
E5A  O72  C4   DOUB  N  N  15  
E5A  C40  C7   SING  N  N  16  
E5A  C7   C9   SING  N  N  17  
E5A  C7   N5   SING  N  N  18  
E5A  C4   N5   SING  N  N  19  
E5A  C4   C2   SING  N  N  20  
E5A  C20  C18  DOUB  Y  N  21  
E5A  C20  C12  SING  Y  N  22  
E5A  C9   C12  SING  N  N  23  
E5A  C73  C2   SING  N  N  24  
E5A  C18  C16  SING  Y  N  25  
E5A  C12  C13  DOUB  Y  N  26  
E5A  C2   N1   SING  N  N  27  
E5A  C77  N1   SING  N  N  28  
E5A  C16  C15  DOUB  Y  N  29  
E5A  N1   C38  SING  N  N  30  
E5A  C13  C15  SING  Y  N  31  
E5A  C15  O22  SING  N  N  32  
E5A  C38  O39  DOUB  N  N  33  
E5A  C38  C35  SING  N  N  34  
E5A  O22  C23  SING  N  N  35  
E5A  C35  C32  SING  N  N  36  
E5A  C32  C29  SING  N  N  37  
E5A  C23  C26  SING  N  N  38  
E5A  C29  C26  SING  N  N  39  
E5A  C2   H1   SING  N  N  40  
E5A  C18  H2   SING  N  N  41  
E5A  C13  H3   SING  N  N  42  
E5A  C16  H4   SING  N  N  43  
E5A  C20  H5   SING  N  N  44  
E5A  C23  H6   SING  N  N  45  
E5A  C23  H7   SING  N  N  46  
E5A  C26  H8   SING  N  N  47  
E5A  C26  H9   SING  N  N  48  
E5A  C29  H10  SING  N  N  49  
E5A  C29  H11  SING  N  N  50  
E5A  C32  H12  SING  N  N  51  
E5A  C32  H13  SING  N  N  52  
E5A  C35  H14  SING  N  N  53  
E5A  C35  H15  SING  N  N  54  
E5A  C40  H16  SING  N  N  55  
E5A  C44  H17  SING  N  N  56  
E5A  C44  H18  SING  N  N  57  
E5A  C49  H19  SING  N  N  58  
E5A  C49  H20  SING  N  N  59  
E5A  C53  H21  SING  N  N  60  
E5A  C56  H22  SING  N  N  61  
E5A  C58  H23  SING  N  N  62  
E5A  C60  H24  SING  N  N  63  
E5A  C62  H25  SING  N  N  64  
E5A  C64  H26  SING  N  N  65  
E5A  C64  H27  SING  N  N  66  
E5A  C64  H28  SING  N  N  67  
E5A  C68  H29  SING  N  N  68  
E5A  C68  H30  SING  N  N  69  
E5A  C68  H31  SING  N  N  70  
E5A  C7   H32  SING  N  N  71  
E5A  C73  H33  SING  N  N  72  
E5A  C73  H34  SING  N  N  73  
E5A  C73  H35  SING  N  N  74  
E5A  C77  H36  SING  N  N  75  
E5A  C77  H37  SING  N  N  76  
E5A  C77  H38  SING  N  N  77  
E5A  C9   H39  SING  N  N  78  
E5A  C9   H40  SING  N  N  79  
E5A  N47  H41  SING  N  N  80  
E5A  N5   H43  SING  N  N  81  
E5A  O42  H44  SING  N  N  82  
#   #
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
E5A  SMILES            ACDLabs               12.01  "C3(N(C(CCCCCOc1cc(ccc1)CC(C(CNCc2cc(ccc2)C(C)C)O)NC3=O)=O)C)C"  
E5A  InChI             InChI                 1.03   "InChI=1S/C30H43N3O4/c1-21(2)25-12-8-11-24(16-25)19-31-20-28(34)27-18-23-10-9-13-26(17-23)37-15-7-5-6-14-29(35)33(4)22(3)30(36)32-27/h8-13,16-17,21-22,27-28,31,34H,5-7,14-15,18-20H2,1-4H3,(H,32,36)/t22-,27-,28+/m0/s1"  
E5A  InChIKey          InChI                 1.03   FUURZWWGPRBEOS-QLCOJLISSA-N  
E5A  SMILES_CANONICAL  CACTVS                3.385  "CC(C)c1cccc(CNC[C@@H](O)[C@@H]2Cc3cccc(OCCCCCC(=O)N(C)[C@@H](C)C(=O)N2)c3)c1"  
E5A  SMILES            CACTVS                3.385  "CC(C)c1cccc(CNC[CH](O)[CH]2Cc3cccc(OCCCCCC(=O)N(C)[CH](C)C(=O)N2)c3)c1"  
E5A  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "C[C@H]1C(=O)N[C@@H](Cc2cccc(c2)OCCCCCC(=O)N1C)[C@@H](CNCc3cccc(c3)C(C)C)O"  
E5A  SMILES            "OpenEye OEToolkits"  2.0.6  "CC1C(=O)NC(Cc2cccc(c2)OCCCCCC(=O)N1C)C(CNCc3cccc(c3)C(C)C)O"  
#   #
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
E5A  "SYSTEMATIC NAME"  ACDLabs               12.01  "(10S,13S)-13-[(1R)-1-hydroxy-2-({[3-(propan-2-yl)phenyl]methyl}amino)ethyl]-9,10-dimethyl-2-oxa-9,12-diazabicyclo[13.3.1]nonadeca-1(19),15,17-triene-8,11-dione"  
E5A  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "(10~{S},13~{S})-9,10-dimethyl-13-[(1~{R})-1-oxidanyl-2-[(3-propan-2-ylphenyl)methylamino]ethyl]-2-oxa-9,12-diazabicyclo[13.3.1]nonadeca-1(18),15(19),16-triene-8,11-dione"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
E5A  "Create component"  2017-12-04  RCSB  
E5A  "Initial release"   2020-06-03  RCSB  
##
