data_DDV
#

_chem_comp.id                                   DDV
_chem_comp.name                                 "(1S,2S,3S,4R,5R)-2-[(cyclopropylmethyl)amino]-4-(phenylsulfanyl)-6,8-dioxabicyclo[3.2.1]octan-3-ol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C16 H21 N O3 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-10-23
_chem_comp.pdbx_modified_date                   2020-04-17
_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                       307.408
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    DDV
_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       5QBT
_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
DDV  C4   C1   C  0  1  Y  N  N  -3.424   9.826   6.622   2.819  -1.075   1.058  C4   DDV   1  
DDV  C5   C2   C  0  1  Y  N  N  -2.714  10.875   7.177   3.930  -1.583   0.414  C5   DDV   2  
DDV  C6   C3   C  0  1  N  N  R  -3.204   5.763   6.848  -1.234  -1.205   0.303  C6   DDV   3  
DDV  C7   C4   C  0  1  N  N  S  -3.993   4.546   6.356  -1.167  -0.393  -0.994  C7   DDV   4  
DDV  C8   C5   C  0  1  N  N  S  -3.770   3.342   7.325  -1.493   1.074  -0.691  C8   DDV   5  
DDV  C9   C6   C  0  1  N  N  S  -3.796   3.788   8.821  -2.819   1.130   0.085  C9   DDV   6  
DDV  C10  C7   C  0  1  N  N  N  -2.398   4.003   9.367  -3.816   0.178  -0.617  C10  DDV   7  
DDV  C11  C8   C  0  1  N  N  R  -3.250   5.902   8.406  -2.577  -0.925   0.995  C11  DDV   8  
DDV  C12  C9   C  0  1  N  N  N  -4.549   0.975   7.723   0.678   2.145  -0.724  C12  DDV   9  
DDV  C13  C10  C  0  1  N  N  N  -4.805  -0.160   6.767   1.775   2.747   0.158  C13  DDV  10  
DDV  C14  C11  C  0  1  N  N  N  -5.470  -1.390   7.295   3.062   3.205  -0.530  C14  DDV  11  
DDV  C15  C12  C  0  1  N  N  N  -6.209  -0.470   6.380   2.068   4.240   0.000  C15  DDV  12  
DDV  O2   O1   O  0  1  N  N  N  -3.444   4.043   5.140  -2.116  -0.909  -1.929  O2   DDV  13  
DDV  N    N1   N  0  1  N  N  N  -4.809   2.296   7.075  -0.419   1.660   0.123  N    DDV  14  
DDV  O1   O2   O  0  1  N  N  N  -4.329   5.128   8.898  -2.597   0.473   1.358  O1   DDV  15  
DDV  O    O3   O  0  1  N  N  N  -2.076   5.347   8.983  -3.627  -1.096   0.025  O    DDV  16  
DDV  S    S1   S  0  1  N  N  N  -3.855   7.221   5.967   0.127  -0.718   1.400  S    DDV  17  
DDV  C3   C13  C  0  1  Y  N  N  -2.865   8.560   6.573   1.547  -1.365   0.581  C3   DDV  18  
DDV  C2   C14  C  0  1  Y  N  N  -1.581   8.360   7.055   1.397  -2.167  -0.545  C2   DDV  19  
DDV  C1   C15  C  0  1  Y  N  N  -0.879   9.416   7.610   2.512  -2.672  -1.184  C1   DDV  20  
DDV  C    C16  C  0  1  Y  N  N  -1.445  10.670   7.675   3.776  -2.376  -0.710  C    DDV  21  
DDV  H1   H1   H  0  1  N  N  N  -4.415   9.994   6.227   2.940  -0.456   1.935  H1   DDV  22  
DDV  H2   H2   H  0  1  N  N  N  -3.156  11.860   7.220   4.918  -1.362   0.786  H2   DDV  23  
DDV  H3   H3   H  0  1  N  N  N  -2.155   5.663   6.534  -1.155  -2.268   0.074  H3   DDV  24  
DDV  H4   H4   H  0  1  N  N  N  -5.065   4.780   6.271  -0.164  -0.463  -1.417  H4   DDV  25  
DDV  H5   H5   H  0  1  N  N  N  -2.778   2.915   7.114  -1.591   1.628  -1.625  H5   DDV  26  
DDV  H6   H6   H  0  1  N  N  N  -4.362   3.071   9.434  -3.196   2.146   0.196  H6   DDV  27  
DDV  H7   H7   H  0  1  N  N  N  -2.385   3.896  10.462  -4.838   0.527  -0.472  H7   DDV  28  
DDV  H8   H8   H  0  1  N  N  N  -1.690   3.289   8.921  -3.586   0.107  -1.680  H8   DDV  29  
DDV  H9   H9   H  0  1  N  N  N  -3.363   6.963   8.673  -2.716  -1.565   1.867  H9   DDV  30  
DDV  H10  H10  H  0  1  N  N  N  -5.211   0.866   8.595   0.301   2.908  -1.405  H10  DDV  31  
DDV  H11  H11  H  0  1  N  N  N  -3.500   0.937   8.052   1.089   1.315  -1.298  H11  DDV  32  
DDV  H12  H12  H  0  1  N  N  N  -4.041  -0.317   5.992   1.863   2.319   1.156  H12  DDV  33  
DDV  H13  H13  H  0  1  N  N  N  -5.750  -1.452   8.357   3.997   3.079   0.016  H13  DDV  34  
DDV  H14  H14  H  0  1  N  N  N  -5.154  -2.382   6.941   3.128   3.078  -1.611  H14  DDV  35  
DDV  H15  H15  H  0  1  N  N  N  -7.035   0.145   6.768   1.480   4.794  -0.732  H15  DDV  36  
DDV  H16  H16  H  0  1  N  N  N  -6.439  -0.785   5.352   2.349   4.795   0.895  H16  DDV  37  
DDV  H17  H17  H  0  1  N  N  N  -3.947   3.290   4.853  -1.972  -1.836  -2.165  H17  DDV  38  
DDV  H18  H18  H  0  1  N  N  N  -5.684   2.641   7.415  -0.774   2.397   0.713  H18  DDV  39  
DDV  H20  H20  H  0  1  N  N  N  -1.129   7.381   6.998   0.410  -2.395  -0.918  H20  DDV  40  
DDV  H21  H21  H  0  1  N  N  N   0.118   9.256   7.994   2.396  -3.295  -2.059  H21  DDV  41  
DDV  H22  H22  H  0  1  N  N  N  -0.896  11.490   8.115   4.647  -2.772  -1.212  H22  DDV  42  
#   #
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
DDV  O2   C7   SING  N  N   1  
DDV  S    C3   SING  N  N   2  
DDV  S    C6   SING  N  N   3  
DDV  C7   C6   SING  N  N   4  
DDV  C7   C8   SING  N  N   5  
DDV  C15  C13  SING  N  N   6  
DDV  C15  C14  SING  N  N   7  
DDV  C3   C4   DOUB  Y  N   8  
DDV  C3   C2   SING  Y  N   9  
DDV  C4   C5   SING  Y  N  10  
DDV  C13  C14  SING  N  N  11  
DDV  C13  C12  SING  N  N  12  
DDV  C6   C11  SING  N  N  13  
DDV  C2   C1   DOUB  Y  N  14  
DDV  N    C8   SING  N  N  15  
DDV  N    C12  SING  N  N  16  
DDV  C5   C    DOUB  Y  N  17  
DDV  C8   C9   SING  N  N  18  
DDV  C1   C    SING  Y  N  19  
DDV  C11  O1   SING  N  N  20  
DDV  C11  O    SING  N  N  21  
DDV  C9   O1   SING  N  N  22  
DDV  C9   C10  SING  N  N  23  
DDV  O    C10  SING  N  N  24  
DDV  C4   H1   SING  N  N  25  
DDV  C5   H2   SING  N  N  26  
DDV  C6   H3   SING  N  N  27  
DDV  C7   H4   SING  N  N  28  
DDV  C8   H5   SING  N  N  29  
DDV  C9   H6   SING  N  N  30  
DDV  C10  H7   SING  N  N  31  
DDV  C10  H8   SING  N  N  32  
DDV  C11  H9   SING  N  N  33  
DDV  C12  H10  SING  N  N  34  
DDV  C12  H11  SING  N  N  35  
DDV  C13  H12  SING  N  N  36  
DDV  C14  H13  SING  N  N  37  
DDV  C14  H14  SING  N  N  38  
DDV  C15  H15  SING  N  N  39  
DDV  C15  H16  SING  N  N  40  
DDV  O2   H17  SING  N  N  41  
DDV  N    H18  SING  N  N  42  
DDV  C2   H20  SING  N  N  43  
DDV  C1   H21  SING  N  N  44  
DDV  C    H22  SING  N  N  45  
#   #
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
DDV  SMILES            ACDLabs               12.01  "c1ccccc1SC2C4OC(C(C2O)NCC3CC3)CO4"  
DDV  InChI             InChI                 1.03   "InChI=1S/C16H21NO3S/c18-14-13(17-8-10-6-7-10)12-9-19-16(20-12)15(14)21-11-4-2-1-3-5-11/h1-5,10,12-18H,6-9H2/t12-,13-,14+,15-,16-/m1/s1"  
DDV  InChIKey          InChI                 1.03   RHZAVNISDMVYNF-IBEHDNSVSA-N  
DDV  SMILES_CANONICAL  CACTVS                3.385  "O[C@H]1[C@H](NCC2CC2)[C@H]3CO[C@H](O3)[C@@H]1Sc4ccccc4"  
DDV  SMILES            CACTVS                3.385  "O[CH]1[CH](NCC2CC2)[CH]3CO[CH](O3)[CH]1Sc4ccccc4"  
DDV  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "c1ccc(cc1)S[C@@H]2[C@H]([C@@H]([C@H]3CO[C@@H]2O3)NCC4CC4)O"  
DDV  SMILES            "OpenEye OEToolkits"  2.0.6  "c1ccc(cc1)SC2C(C(C3COC2O3)NCC4CC4)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
DDV  "SYSTEMATIC NAME"  ACDLabs               12.01  "(1S,2S,3S,4R,5R)-2-[(cyclopropylmethyl)amino]-4-(phenylsulfanyl)-6,8-dioxabicyclo[3.2.1]octan-3-ol (non-preferred name)"  
DDV  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "(1~{S},2~{S},3~{S},4~{R},5~{R})-2-(cyclopropylmethylamino)-4-phenylsulfanyl-6,8-dioxabicyclo[3.2.1]octan-3-ol"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
DDV  "Create component"  2017-10-23  RCSB  
DDV  "Initial release"   2020-04-22  RCSB  
##
