data_VDH
#

_chem_comp.id                                   VDH
_chem_comp.name                                 "N-(5-ethyl-4-oxidanylidene-1,2,3,6-tetrahydro-1,5-benzodiazocin-8-yl)-7-methyl-2-oxidanylidene-1H-pyrazolo[1,5-a]pyrimidine-6-carboxamide"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C20 H22 N6 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "N-(5-ethyl-4-oxo-1,2,3,4,5,6-hexahydro-1,5-benzodiazocin-8-yl)-7methyl-2-oxo-1H,2H-pyrazolo[1,5-a]pyrimidine-6-carboxamide"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2021-05-06
_chem_comp.pdbx_modified_date                   2022-05-27
_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                       394.427
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    VDH
_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       7OGI
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBE
#   #
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
VDH  N1   N1   N  0  1  N  N  N  -30.834  14.079   0.136  -4.508  -1.399   0.297  N1   VDH   1  
VDH  N3   N2   N  0  1  N  N  N  -24.602  12.924   6.816   5.022   1.694   0.576  N3   VDH   2  
VDH  C4   C1   C  0  1  Y  N  N  -28.408  13.605   0.525  -3.071   0.482   0.850  C4   VDH   3  
VDH  C5   C2   C  0  1  Y  N  N  -28.066  13.161   1.794  -1.732   0.171   0.987  C5   VDH   4  
VDH  C6   C3   C  0  1  Y  N  N  -27.039  12.252   1.984  -0.763   1.047   0.514  C6   VDH   5  
VDH  C7   C4   C  0  1  Y  N  N  -26.330  11.772   0.890  -1.139   2.236  -0.096  C7   VDH   6  
VDH  C8   C5   C  0  1  Y  N  N  -26.642  12.208  -0.373  -2.478   2.548  -0.232  C8   VDH   7  
VDH  C10  C6   C  0  1  N  N  N  -25.353  11.338   5.190   2.915   0.873  -0.099  C10  VDH   8  
VDH  C13  C7   C  0  1  N  N  N  -24.192  11.922   9.037   6.882   0.047   0.387  C13  VDH   9  
VDH  C15  C8   C  0  1  N  N  N  -25.643   8.881   5.764   2.641  -1.482  -0.932  C15  VDH  10  
VDH  C17  C9   C  0  1  Y  N  N  -27.669  13.129  -0.568  -3.445   1.671   0.242  C17  VDH  11  
VDH  C20  C10  C  0  1  N  N  N  -31.155  13.589  -1.074  -5.559  -1.122  -0.496  C20  VDH  12  
VDH  C1   C11  C  0  1  N  N  N  -31.427  13.558   2.492  -4.352  -3.754   0.940  C1   VDH  13  
VDH  C11  C12  C  0  1  N  N  N  -25.003  12.634   5.605   3.740   1.907   0.401  C11  VDH  14  
VDH  C12  C13  C  0  1  N  N  N  -24.557  11.917   7.709   5.573   0.506   0.289  C12  VDH  15  
VDH  C14  C14  C  0  1  N  N  N  -25.298  10.292   6.105   3.486  -0.355  -0.396  C14  VDH  16  
VDH  C16  C15  C  0  1  N  N  N  -24.307  10.618   9.514   6.901  -1.280  -0.049  C16  VDH  17  
VDH  C18  C16  C  0  1  N  N  N  -29.155  13.378  -2.630  -5.600   1.324  -0.920  C18  VDH  18  
VDH  C19  C17  C  0  1  N  N  N  -30.404  14.163  -2.253  -6.348   0.145  -0.304  C19  VDH  19  
VDH  C2   C18  C  0  1  N  N  N  -31.838  14.218   1.205  -3.747  -2.634   0.091  C2   VDH  20  
VDH  C3   C19  C  0  1  N  N  N  -29.501  14.633   0.384  -4.115  -0.475   1.360  C3   VDH  21  
VDH  C9   C20  C  0  1  N  N  N  -25.743  11.131   3.770   1.473   1.096  -0.301  C9   VDH  22  
VDH  N2   N3   N  0  1  N  N  N  -26.757  11.893   3.324   0.594   0.730   0.654  N2   VDH  23  
VDH  N4   N4   N  0  1  N  N  N  -24.889  10.615   7.389   4.809  -0.526  -0.199  N4   VDH  24  
VDH  N5   N5   N  0  1  N  N  N  -24.732   9.830   8.506   5.649  -1.628  -0.404  N5   VDH  25  
VDH  N6   N6   N  0  1  N  N  N  -27.946  13.583  -1.850  -4.801   1.988   0.105  N6   VDH  26  
VDH  O1   O1   O  0  1  N  N  N  -24.049  10.215  10.691   7.884  -2.001  -0.100  O1   VDH  27  
VDH  O2   O2   O  0  1  N  N  N  -25.080  10.387   3.055   1.075   1.610  -1.329  O2   VDH  28  
VDH  O3   O3   O  0  1  N  N  N  -32.088  12.800  -1.218  -5.872  -1.898  -1.373  O3   VDH  29  
VDH  H8   H1   H  0  1  N  N  N  -28.611  13.531   2.650  -1.438  -0.753   1.463  H8   VDH  30  
VDH  H9   H2   H  0  1  N  N  N  -25.534  11.056   1.034  -0.386   2.917  -0.464  H9   VDH  31  
VDH  H10  H3   H  0  1  N  N  N  -26.088  11.835  -1.222  -2.772   3.473  -0.705  H10  VDH  32  
VDH  H13  H4   H  0  1  N  N  N  -23.874  12.783   9.607   7.731   0.614   0.737  H13  VDH  33  
VDH  H15  H6   H  0  1  N  N  N  -25.520   8.247   6.655   1.626  -1.124  -1.104  H15  VDH  34  
VDH  H16  H7   H  0  1  N  N  N  -26.687   8.832   5.420   3.065  -1.839  -1.870  H16  VDH  35  
VDH  H14  H8   H  0  1  N  N  N  -24.977   8.524   4.965   2.621  -2.296  -0.208  H14  VDH  36  
VDH  H1   H9   H  0  1  N  N  N  -32.217  13.698   3.245  -3.786  -4.673   0.786  H1   VDH  37  
VDH  H2   H10  H  0  1  N  N  N  -31.272  12.483   2.319  -4.311  -3.474   1.992  H2   VDH  38  
VDH  H3   H11  H  0  1  N  N  N  -30.492  14.010   2.853  -5.389  -3.912   0.646  H3   VDH  39  
VDH  H12  H12  H  0  1  N  N  N  -25.069  13.435   4.884   3.314   2.870   0.639  H12  VDH  40  
VDH  H20  H13  H  0  1  N  N  N  -29.409  12.310  -2.560  -4.952   0.964  -1.720  H20  VDH  41  
VDH  H19  H14  H  0  1  N  N  N  -28.915  13.631  -3.673  -6.318   2.034  -1.330  H19  VDH  42  
VDH  H22  H15  H  0  1  N  N  N  -30.105  15.192  -2.005  -7.320   0.041  -0.787  H22  VDH  43  
VDH  H21  H16  H  0  1  N  N  N  -31.080  14.176  -3.121  -6.492   0.324   0.761  H21  VDH  44  
VDH  H5   H17  H  0  1  N  N  N  -31.999  15.289   1.397  -3.788  -2.914  -0.962  H5   VDH  45  
VDH  H4   H18  H  0  1  N  N  N  -32.779  13.762   0.863  -2.709  -2.475   0.384  H4   VDH  46  
VDH  H7   H19  H  0  1  N  N  N  -29.243  15.294  -0.456  -4.988   0.086   1.692  H7   VDH  47  
VDH  H6   H20  H  0  1  N  N  N  -29.541  15.220   1.313  -3.709  -1.040   2.199  H6   VDH  48  
VDH  H11  H21  H  0  1  N  N  N  -27.384  12.247   4.018   0.902   0.248   1.437  H11  VDH  49  
VDH  H17  H22  H  0  1  N  N  N  -24.903   8.846   8.561   5.376  -2.495  -0.743  H17  VDH  50  
VDH  H18  H23  H  0  1  N  N  N  -27.213  13.206  -2.416  -5.210   2.652   0.682  H18  VDH  51  
#   #
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
VDH  C18  C19  SING  N  N   1  
VDH  C18  N6   SING  N  N   2  
VDH  C19  C20  SING  N  N   3  
VDH  N6   C17  SING  N  N   4  
VDH  O3   C20  DOUB  N  N   5  
VDH  C20  N1   SING  N  N   6  
VDH  C17  C8   DOUB  Y  N   7  
VDH  C17  C4   SING  Y  N   8  
VDH  C8   C7   SING  Y  N   9  
VDH  N1   C3   SING  N  N  10  
VDH  N1   C2   SING  N  N  11  
VDH  C3   C4   SING  N  N  12  
VDH  C4   C5   DOUB  Y  N  13  
VDH  C7   C6   DOUB  Y  N  14  
VDH  C2   C1   SING  N  N  15  
VDH  C5   C6   SING  Y  N  16  
VDH  C6   N2   SING  N  N  17  
VDH  O2   C9   DOUB  N  N  18  
VDH  N2   C9   SING  N  N  19  
VDH  C9   C10  SING  N  N  20  
VDH  C10  C11  SING  N  N  21  
VDH  C10  C14  DOUB  N  N  22  
VDH  C11  N3   DOUB  N  N  23  
VDH  C15  C14  SING  N  N  24  
VDH  C14  N4   SING  N  N  25  
VDH  N3   C12  SING  N  N  26  
VDH  N4   C12  SING  N  N  27  
VDH  N4   N5   SING  N  N  28  
VDH  C12  C13  DOUB  N  N  29  
VDH  N5   C16  SING  N  N  30  
VDH  C13  C16  SING  N  N  31  
VDH  C16  O1   DOUB  N  N  32  
VDH  C5   H8   SING  N  N  33  
VDH  C7   H9   SING  N  N  34  
VDH  C8   H10  SING  N  N  35  
VDH  C13  H13  SING  N  N  36  
VDH  C15  H15  SING  N  N  37  
VDH  C15  H16  SING  N  N  38  
VDH  C15  H14  SING  N  N  39  
VDH  C1   H1   SING  N  N  40  
VDH  C1   H2   SING  N  N  41  
VDH  C1   H3   SING  N  N  42  
VDH  C11  H12  SING  N  N  43  
VDH  C18  H20  SING  N  N  44  
VDH  C18  H19  SING  N  N  45  
VDH  C19  H22  SING  N  N  46  
VDH  C19  H21  SING  N  N  47  
VDH  C2   H5   SING  N  N  48  
VDH  C2   H4   SING  N  N  49  
VDH  C3   H7   SING  N  N  50  
VDH  C3   H6   SING  N  N  51  
VDH  N2   H11  SING  N  N  52  
VDH  N5   H17  SING  N  N  53  
VDH  N6   H18  SING  N  N  54  
#   #
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
VDH  InChI             InChI                 1.03   "InChI=1S/C20H22N6O3/c1-3-25-11-13-8-14(4-5-16(13)21-7-6-19(25)28)23-20(29)15-10-22-17-9-18(27)24-26(17)12(15)2/h4-5,8-10,21H,3,6-7,11H2,1-2H3,(H,23,29)(H,24,27)"  
VDH  InChIKey          InChI                 1.03   OCCBDBRLOQJNFE-UHFFFAOYSA-N  
VDH  SMILES_CANONICAL  CACTVS                3.385  "CCN1Cc2cc(NC(=O)C3=C(C)N4NC(=O)C=C4N=C3)ccc2NCCC1=O"  
VDH  SMILES            CACTVS                3.385  "CCN1Cc2cc(NC(=O)C3=C(C)N4NC(=O)C=C4N=C3)ccc2NCCC1=O"  
VDH  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCN1Cc2cc(ccc2NCCC1=O)NC(=O)C3=C(N4C(=CC(=O)N4)N=C3)C"  
VDH  SMILES            "OpenEye OEToolkits"  2.0.7  "CCN1Cc2cc(ccc2NCCC1=O)NC(=O)C3=C(N4C(=CC(=O)N4)N=C3)C"  
#
_pdbx_chem_comp_identifier.comp_id          VDH
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "~{N}-(5-ethyl-4-oxidanylidene-1,2,3,6-tetrahydro-1,5-benzodiazocin-8-yl)-7-methyl-2-oxidanylidene-1~{H}-pyrazolo[1,5-a]pyrimidine-6-carboxamide"
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     VDH
_pdbx_chem_comp_synonyms.name        "N-(5-ethyl-4-oxo-1,2,3,4,5,6-hexahydro-1,5-benzodiazocin-8-yl)-7methyl-2-oxo-1H,2H-pyrazolo[1,5-a]pyrimidine-6-carboxamide"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
VDH  "Create component"  2021-05-06  PDBE  
VDH  "Initial release"   2022-06-01  RCSB  
##
