data_YNP
#

_chem_comp.id                                   YNP
_chem_comp.name                                 "Cryptophycin 1"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C35 H43 Cl N2 O8"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(3S,6R,10S,13E,16S)-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-{(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl}-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-03-15
_chem_comp.pdbx_modified_date                   2021-09-03
_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                       655.178
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    YNP
_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       7M18
_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
YNP  N1   N1   N   0  1  N  N  N  324.109  199.777  306.223   2.648  -1.303  -0.260  N1   YNP   1  
YNP  C2   C1   C   0  1  N  N  R  324.717  201.030  304.204   1.215  -3.092   0.590  C2   YNP   2  
YNP  C4   C2   C   0  1  N  N  N  323.977  200.463  307.500   3.282  -0.747  -1.341  C4   YNP   3  
YNP  C5   C3   C   0  1  N  N  S  324.812  201.700  307.851   3.562   0.736  -1.323  C5   YNP   4  
YNP  C6   C4   C   0  1  N  N  N  323.414  204.146  307.214   1.550   1.740  -0.455  C6   YNP   5  
YNP  O2   O1   O   0  1  N  N  N  322.395  204.423  308.125   1.976   1.482   0.654  O2   YNP   6  
YNP  N2   N2   N   0  1  N  N  N  324.138  202.895  307.366   2.290   1.454  -1.563  N2   YNP   7  
YNP  O4   O2   O   0  1  N  N  N  321.769  204.625  301.605  -2.737   0.050   2.074  O4   YNP   8  
YNP  C7   C5   C   0  1  N  N  N  323.745  205.192  306.152   0.230   2.367  -0.619  C7   YNP   9  
YNP  O6   O3   O   0  1  N  N  N  322.738  202.316  304.303  -0.464  -2.832  -1.043  O6   YNP  10  
YNP  C8   C6   C   0  1  N  N  N  322.798  205.778  305.446  -0.502   2.659   0.452  C8   YNP  11  
YNP  C10  C7   C   0  1  N  N  S  322.609  206.744  303.026  -2.943   2.260   0.650  C10  YNP  12  
YNP  C11  C8   C   0  1  N  N  N  322.918  204.702  301.894  -2.533  -0.088   0.891  C11  YNP  13  
YNP  C12  C9   C   0  1  N  N  S  323.845  203.494  301.808  -2.192  -1.456   0.358  C12  YNP  14  
YNP  C13  C10  C   0  1  N  N  N  323.844  202.245  303.874  -0.116  -2.593   0.089  C13  YNP  15  
YNP  C14  C11  C   0  1  N  N  N  323.229  202.245  301.176  -3.287  -2.446   0.758  C14  YNP  16  
YNP  C15  C12  C   0  1  N  N  N  323.947  201.879  299.875  -4.595  -2.072   0.058  C15  YNP  17  
YNP  C16  C13  C   0  1  N  N  N  325.325  202.534  299.763  -4.438  -2.262  -1.452  C16  YNP  18  
YNP  C17  C14  C   0  1  N  N  N  323.079  202.126  298.643  -5.723  -2.969   0.570  C17  YNP  19  
YNP  C18  C15  C   0  1  N  N  S  322.658  208.106  302.318  -4.294   2.728   0.106  C18  YNP  20  
YNP  C19  C16  C   0  1  N  N  N  322.275  209.275  303.217  -4.649   4.084   0.721  C19  YNP  21  
YNP  C20  C17  C   0  1  N  N  R  321.863  208.140  301.018  -5.372   1.706   0.470  C20  YNP  22  
YNP  C21  C18  C   0  1  N  N  R  322.754  207.571  299.836  -6.788   1.945  -0.057  C21  YNP  23  
YNP  C22  C19  C   0  1  Y  N  N  322.931  206.963  298.449  -7.620   0.739  -0.409  C22  YNP  24  
YNP  C23  C20  C   0  1  Y  N  N  323.827  207.517  297.551  -7.703   0.316  -1.723  C23  YNP  25  
YNP  C24  C21  C   0  1  Y  N  N  323.968  206.947  296.286  -8.466  -0.790  -2.046  C24  YNP  26  
YNP  C25  C22  C   0  1  Y  N  N  323.205  205.829  295.940  -9.147  -1.474  -1.056  C25  YNP  27  
YNP  C26  C23  C   0  1  Y  N  N  322.310  205.290  296.853  -9.063  -1.051   0.258  C26  YNP  28  
YNP  C27  C24  C   0  1  Y  N  N  322.183  205.862  298.098  -8.296   0.051   0.582  C27  YNP  29  
YNP  C28  C25  C   0  1  N  N  N  325.035  201.812  309.365   4.130   1.137   0.040  C28  YNP  30  
YNP  C29  C26  C   0  1  Y  N  N  325.848  203.042  309.787   5.542   0.625   0.166  C29  YNP  31  
YNP  C3   C27  C   0  1  N  N  N  323.910  199.865  304.783   2.307  -2.739  -0.422  C3   YNP  32  
YNP  C30  C28  C   0  1  Y  N  N  325.412  203.879  310.822   6.600   1.412  -0.248  C30  YNP  33  
YNP  C31  C29  C   0  1  Y  N  N  326.163  204.992  311.198   7.896   0.945  -0.134  C31  YNP  34  
YNP  C32  C30  C   0  1  Y  N  N  327.351  205.279  310.551   8.134  -0.315   0.398  C32  YNP  35  
YNP  C33  C31  C   0  1  Y  N  N  327.790  204.468  309.531   7.069  -1.102   0.813  C33  YNP  36  
YNP  C34  C32  C   0  1  Y  N  N  327.048  203.362  309.155   5.776  -0.628   0.701  C34  YNP  37  
YNP  C35  C33  C   0  1  N  N  N  328.048  206.702  312.287   9.576  -2.083   1.068  C35  YNP  38  
YNP  C49  C34  C   0  1  N  N  N  325.648  200.617  303.062   1.533  -2.432   1.934  C49  YNP  39  
YNP  C9   C35  C   0  1  N  N  N  323.207  206.842  304.425  -1.865   3.283   0.286  C9   YNP  40  
YNP  O1   O4   O   0  1  N  N  N  323.057  199.968  308.436   3.610  -1.429  -2.288  O1   YNP  41  
YNP  O3   O5   O   0  1  N  N  N  323.486  205.904  302.330  -2.608   0.973   0.068  O3   YNP  42  
YNP  O5   O6   O   0  1  N  N  N  324.383  203.277  303.091  -0.916  -1.884   0.901  O5   YNP  43  
YNP  O7   O7   O   0  1  N  N  N  322.486  208.900  300.105  -6.439   2.135   1.317  O7   YNP  44  
YNP  O8   O8   O   0  1  N  N  N  328.110  206.400  310.921   9.407  -0.777   0.512  O8   YNP  45  
YNP  CL1  CL1  CL  0  0  N  N  N  325.592  206.048  312.520   9.226   1.933  -0.654  CL1  YNP  46  
YNP  H1   H1   H   0  1  N  N  N  324.495  198.874  306.412   2.444  -0.801   0.544  H1   YNP  47  
YNP  H2   H2   H   0  1  N  N  N  325.380  201.359  305.018   1.173  -4.173   0.717  H2   YNP  48  
YNP  H3   H3   H   0  1  N  N  N  325.793  201.608  307.361   4.278   0.984  -2.106  H3   YNP  49  
YNP  H4   H4   H   0  1  N  N  N  324.287  202.727  306.392   2.001   1.705  -2.454  H4   YNP  50  
YNP  H5   H5   H   0  1  N  N  N  324.777  205.458  305.975  -0.147   2.587  -1.608  H5   YNP  51  
YNP  H6   H6   H   0  1  N  N  N  321.760  205.514  305.585  -0.125   2.444   1.439  H6   YNP  52  
YNP  H7   H7   H   0  1  N  N  N  321.580  206.357  303.062  -3.001   2.164   1.734  H7   YNP  53  
YNP  H8   H8   H   0  1  N  N  N  324.673  203.792  301.148  -2.120  -1.414  -0.729  H8   YNP  54  
YNP  H9   H9   H   0  1  N  N  N  322.168  202.437  300.960  -2.992  -3.453   0.462  H9   YNP  55  
YNP  H10  H10  H   0  1  N  N  N  323.313  201.406  301.882  -3.431  -2.413   1.838  H10  YNP  56  
YNP  H11  H11  H   0  1  N  N  N  324.124  200.794  299.915  -4.835  -1.030   0.270  H11  YNP  57  
YNP  H12  H12  H   0  1  N  N  N  325.906  202.325  300.673  -4.225  -3.309  -1.666  H12  YNP  58  
YNP  H13  H13  H   0  1  N  N  N  325.854  202.127  298.889  -5.360  -1.968  -1.953  H13  YNP  59  
YNP  H14  H14  H   0  1  N  N  N  325.206  203.621  299.646  -3.615  -1.643  -1.813  H14  YNP  60  
YNP  H15  H15  H   0  1  N  N  N  322.104  201.635  298.776  -5.835  -2.833   1.646  H15  YNP  61  
YNP  H16  H16  H   0  1  N  N  N  322.930  203.208  298.511  -6.655  -2.702   0.071  H16  YNP  62  
YNP  H17  H17  H   0  1  N  N  N  323.578  201.713  297.754  -5.483  -4.011   0.358  H17  YNP  63  
YNP  H18  H18  H   0  1  N  N  N  323.710  208.266  302.038  -4.236   2.825  -0.978  H18  YNP  64  
YNP  H19  H19  H   0  1  N  N  N  322.860  209.230  304.147  -3.881   4.813   0.462  H19  YNP  65  
YNP  H20  H20  H   0  1  N  N  N  322.485  210.221  302.697  -5.612   4.418   0.334  H20  YNP  66  
YNP  H21  H21  H   0  1  N  N  N  321.203  209.218  303.455  -4.707   3.987   1.805  H21  YNP  67  
YNP  H22  H22  H   0  1  N  N  N  320.785  207.922  301.023  -5.033   0.674   0.564  H22  YNP  68  
YNP  H23  H23  H   0  1  N  N  N  323.718  207.372  300.328  -6.961   2.833  -0.665  H23  YNP  69  
YNP  H24  H24  H   0  1  N  N  N  324.411  208.382  297.827  -7.172   0.851  -2.497  H24  YNP  70  
YNP  H25  H25  H   0  1  N  N  N  324.665  207.368  295.576  -8.531  -1.120  -3.072  H25  YNP  71  
YNP  H26  H26  H   0  1  N  N  N  323.312  205.384  294.962  -9.744  -2.338  -1.309  H26  YNP  72  
YNP  H27  H27  H   0  1  N  N  N  321.717  204.427  296.588  -9.595  -1.585   1.031  H27  YNP  73  
YNP  H28  H28  H   0  1  N  N  N  321.487  205.442  298.809  -8.231   0.381   1.608  H28  YNP  74  
YNP  H29  H29  H   0  1  N  N  N  324.052  201.862  309.857   4.128   2.223   0.130  H29  YNP  75  
YNP  H30  H30  H   0  1  N  N  N  325.569  200.912  309.703   3.515   0.706   0.831  H30  YNP  76  
YNP  H31  H31  H   0  1  N  N  N  322.842  200.024  304.574   1.942  -2.918  -1.433  H31  YNP  77  
YNP  H32  H32  H   0  1  N  N  N  324.240  198.927  304.313   3.191  -3.349  -0.236  H32  YNP  78  
YNP  H33  H33  H   0  1  N  N  N  324.486  203.660  311.333   6.414   2.392  -0.662  H33  YNP  79  
YNP  H34  H34  H   0  1  N  N  N  328.715  204.695  309.022   7.251  -2.083   1.227  H34  YNP  80  
YNP  H35  H35  H   0  1  N  N  N  327.407  202.733  308.354   4.948  -1.241   1.024  H35  YNP  81  
YNP  H36  H36  H   0  1  N  N  N  328.666  207.588  312.496   9.054  -2.812   0.449  H36  YNP  82  
YNP  H37  H37  H   0  1  N  N  N  327.005  206.907  312.570  10.637  -2.329   1.102  H37  YNP  83  
YNP  H38  H38  H   0  1  N  N  N  328.424  205.848  312.869   9.166  -2.104   2.078  H38  YNP  84  
YNP  H39  H39  H   0  1  N  N  N  326.241  199.743  303.369   1.443  -1.350   1.838  H39  YNP  85  
YNP  H40  H40  H   0  1  N  N  N  325.049  200.361  302.176   0.832  -2.789   2.688  H40  YNP  86  
YNP  H41  H41  H   0  1  N  N  N  326.323  201.451  302.820   2.549  -2.688   2.232  H41  YNP  87  
YNP  H42  H42  H   0  1  N  N  N  324.301  206.794  304.320  -1.950   4.149   0.943  H42  YNP  88  
YNP  H43  H43  H   0  1  N  N  N  322.921  207.821  304.837  -1.997   3.598  -0.749  H43  YNP  89  
#   #
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
YNP  C25  C24  DOUB  Y  N   1  
YNP  C25  C26  SING  Y  N   2  
YNP  C24  C23  SING  Y  N   3  
YNP  C26  C27  DOUB  Y  N   4  
YNP  C23  C22  DOUB  Y  N   5  
YNP  C27  C22  SING  Y  N   6  
YNP  C22  C21  SING  N  N   7  
YNP  C17  C15  SING  N  N   8  
YNP  C16  C15  SING  N  N   9  
YNP  C21  O7   SING  N  N  10  
YNP  C21  C20  SING  N  N  11  
YNP  C15  C14  SING  N  N  12  
YNP  O7   C20  SING  N  N  13  
YNP  C20  C18  SING  N  N  14  
YNP  C14  C12  SING  N  N  15  
YNP  O4   C11  DOUB  N  N  16  
YNP  C12  C11  SING  N  N  17  
YNP  C12  O5   SING  N  N  18  
YNP  C11  O3   SING  N  N  19  
YNP  C18  C10  SING  N  N  20  
YNP  C18  C19  SING  N  N  21  
YNP  O3   C10  SING  N  N  22  
YNP  C10  C9   SING  N  N  23  
YNP  C49  C2   SING  N  N  24  
YNP  O5   C13  SING  N  N  25  
YNP  C13  C2   SING  N  N  26  
YNP  C13  O6   DOUB  N  N  27  
YNP  C2   C3   SING  N  N  28  
YNP  C9   C8   SING  N  N  29  
YNP  C3   N1   SING  N  N  30  
YNP  C8   C7   DOUB  N  E  31  
YNP  C7   C6   SING  N  N  32  
YNP  N1   C4   SING  N  N  33  
YNP  C6   N2   SING  N  N  34  
YNP  C6   O2   DOUB  N  N  35  
YNP  N2   C5   SING  N  N  36  
YNP  C4   C5   SING  N  N  37  
YNP  C4   O1   DOUB  N  N  38  
YNP  C5   C28  SING  N  N  39  
YNP  C34  C33  DOUB  Y  N  40  
YNP  C34  C29  SING  Y  N  41  
YNP  C28  C29  SING  N  N  42  
YNP  C33  C32  SING  Y  N  43  
YNP  C29  C30  DOUB  Y  N  44  
YNP  C32  O8   SING  N  N  45  
YNP  C32  C31  DOUB  Y  N  46  
YNP  C30  C31  SING  Y  N  47  
YNP  O8   C35  SING  N  N  48  
YNP  C31  CL1  SING  N  N  49  
YNP  N1   H1   SING  N  N  50  
YNP  C2   H2   SING  N  N  51  
YNP  C5   H3   SING  N  N  52  
YNP  N2   H4   SING  N  N  53  
YNP  C7   H5   SING  N  N  54  
YNP  C8   H6   SING  N  N  55  
YNP  C10  H7   SING  N  N  56  
YNP  C12  H8   SING  N  N  57  
YNP  C14  H9   SING  N  N  58  
YNP  C14  H10  SING  N  N  59  
YNP  C15  H11  SING  N  N  60  
YNP  C16  H12  SING  N  N  61  
YNP  C16  H13  SING  N  N  62  
YNP  C16  H14  SING  N  N  63  
YNP  C17  H15  SING  N  N  64  
YNP  C17  H16  SING  N  N  65  
YNP  C17  H17  SING  N  N  66  
YNP  C18  H18  SING  N  N  67  
YNP  C19  H19  SING  N  N  68  
YNP  C19  H20  SING  N  N  69  
YNP  C19  H21  SING  N  N  70  
YNP  C20  H22  SING  N  N  71  
YNP  C21  H23  SING  N  N  72  
YNP  C23  H24  SING  N  N  73  
YNP  C24  H25  SING  N  N  74  
YNP  C25  H26  SING  N  N  75  
YNP  C26  H27  SING  N  N  76  
YNP  C27  H28  SING  N  N  77  
YNP  C28  H29  SING  N  N  78  
YNP  C28  H30  SING  N  N  79  
YNP  C3   H31  SING  N  N  80  
YNP  C3   H32  SING  N  N  81  
YNP  C30  H33  SING  N  N  82  
YNP  C33  H34  SING  N  N  83  
YNP  C34  H35  SING  N  N  84  
YNP  C35  H36  SING  N  N  85  
YNP  C35  H37  SING  N  N  86  
YNP  C35  H38  SING  N  N  87  
YNP  C49  H39  SING  N  N  88  
YNP  C49  H40  SING  N  N  89  
YNP  C49  H41  SING  N  N  90  
YNP  C9   H42  SING  N  N  91  
YNP  C9   H43  SING  N  N  92  
#   #
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
YNP  SMILES            ACDLabs               12.01  "COc1ccc(cc1Cl)CC1NC(=O)C=CCC(OC(=O)C(OC(=O)C(C)CNC1=O)CC(C)C)C(C)C1OC1c1ccccc1"  
YNP  InChI             InChI                 1.03   "InChI=1S/C35H43ClN2O8/c1-20(2)16-29-35(42)44-27(22(4)31-32(46-31)24-10-7-6-8-11-24)12-9-13-30(39)38-26(33(40)37-19-21(3)34(41)45-29)18-23-14-15-28(43-5)25(36)17-23/h6-11,13-15,17,20-22,26-27,29,31-32H,12,16,18-19H2,1-5H3,(H,37,40)(H,38,39)/b13-9+/t21-,22+,26+,27+,29+,31-,32-/m1/s1"  
YNP  InChIKey          InChI                 1.03   PSNOPSMXOBPNNV-XUMGCJJFSA-N  
YNP  SMILES_CANONICAL  CACTVS                3.385  "COc1ccc(C[C@@H]2NC(=O)/C=C/C[C@H](OC(=O)[C@H](CC(C)C)OC(=O)[C@H](C)CNC2=O)[C@H](C)[C@H]3O[C@@H]3c4ccccc4)cc1Cl"  
YNP  SMILES            CACTVS                3.385  "COc1ccc(C[CH]2NC(=O)C=CC[CH](OC(=O)[CH](CC(C)C)OC(=O)[CH](C)CNC2=O)[CH](C)[CH]3O[CH]3c4ccccc4)cc1Cl"  
YNP  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@@H]1CNC(=O)[C@@H](NC(=O)/C=C/C[C@H](OC(=O)[C@@H](OC1=O)CC(C)C)[C@H](C)[C@@H]2[C@H](O2)c3ccccc3)Cc4ccc(c(c4)Cl)OC"  
YNP  SMILES            "OpenEye OEToolkits"  2.0.7  "CC1CNC(=O)C(NC(=O)C=CCC(OC(=O)C(OC1=O)CC(C)C)C(C)C2C(O2)c3ccccc3)Cc4ccc(c(c4)Cl)OC"  
#   #
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
YNP  "SYSTEMATIC NAME"  ACDLabs               12.01  "(3S,6R,10S,13E,16S)-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-{(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl}-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone"  
YNP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(3~{S},6~{R},10~{S},13~{E},16~{S})-10-[(3-chloranyl-4-methoxy-phenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-[(1~{S})-1-[(2~{R},3~{R})-3-phenyloxiran-2-yl]ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
YNP  "Create component"  2021-03-15  RCSB  
YNP  "Initial release"   2021-09-08  RCSB  
##
