data_VOP
#

_chem_comp.id                                   VOP
_chem_comp.name                                 "[6-{(1S)-1-[(2-amino-6-fluoroquinolin-3-yl)oxy]ethyl}-5-(1H-pyrazol-1-yl)-1H-indazol-1-yl]acetic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H19 F N6 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-08-31
_chem_comp.pdbx_modified_date                   2021-01-08
_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                       446.434
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    VOP
_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       7JY1
_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
VOP  C4   C1   C  0  1  Y  N  N   9.427  -21.612  11.306  -2.266  -0.113  -0.557  C4   VOP   1  
VOP  C7   C2   C  0  1  Y  N  N   8.666  -19.566   9.527  -3.085   2.387   0.373  C7   VOP   2  
VOP  C6   C3   C  0  1  Y  N  N   7.686  -20.305  10.191  -4.025   1.363   0.209  C6   VOP   3  
VOP  C8   C4   C  0  1  Y  N  N  10.011  -19.836   9.775  -1.761   2.149   0.066  C8   VOP   4  
VOP  C18  C5   C  0  1  N  N  N   6.576  -24.267  11.673  -4.548  -2.986   0.433  C18  VOP   5  
VOP  C26  C6   C  0  1  Y  N  N  12.083  -15.399  13.922   6.280  -0.040   0.247  C26  VOP   6  
VOP  C1   C7   C  0  1  N  N  N  12.271  -22.572  10.423   0.375   1.126  -2.155  C1   VOP   7  
VOP  C2   C8   C  0  1  N  N  S  11.866  -21.214  10.960   0.091   0.653  -0.728  C2   VOP   8  
VOP  C3   C9   C  0  1  Y  N  N  10.417  -20.875  10.635  -1.360   0.896  -0.399  C3   VOP   9  
VOP  C5   C10  C  0  1  Y  N  N   8.081  -21.312  11.091  -3.609   0.103  -0.260  C5   VOP  10  
VOP  N9   N1   N  0  1  Y  N  N  10.970  -19.092   9.025  -0.812   3.170   0.227  N9   VOP  11  
VOP  C10  C11  C  0  1  Y  N  N  11.978  -19.519   8.225  -0.927   4.440  -0.222  C10  VOP  12  
VOP  C11  C12  C  0  1  Y  N  N  12.637  -18.407   7.789   0.194   5.108   0.141  C11  VOP  13  
VOP  C12  C13  C  0  1  Y  N  N  12.004  -17.340   8.418   1.020   4.217   0.834  C12  VOP  14  
VOP  N13  N2   N  0  1  Y  N  N  10.992  -17.735   9.180   0.419   3.056   0.886  N13  VOP  15  
VOP  C14  C14  C  0  1  Y  N  N   6.267  -20.318  10.245  -5.464   1.265   0.430  C14  VOP  16  
VOP  N15  N3   N  0  1  Y  N  N   5.822  -21.219  11.089  -5.835   0.060   0.106  N15  VOP  17  
VOP  N16  N4   N  0  1  Y  N  N   6.930  -21.841  11.603  -4.730  -0.685  -0.317  N16  VOP  18  
VOP  C17  C15  C  0  1  N  N  N   6.779  -22.995  12.466  -4.765  -2.083  -0.754  C17  VOP  19  
VOP  O19  O1   O  0  1  N  N  N   6.521  -24.275  10.462  -4.382  -2.510   1.531  O19  VOP  20  
VOP  O20  O2   O  0  1  N  N  N   6.492  -25.358  12.388  -4.540  -4.318   0.271  O20  VOP  21  
VOP  O21  O3   O  0  1  N  N  N  12.043  -21.280  12.378   0.375  -0.744  -0.624  O21  VOP  22  
VOP  C22  C16  C  0  1  Y  N  N  12.050  -20.114  13.112   1.665  -1.094  -0.374  C22  VOP  23  
VOP  C23  C17  C  0  1  Y  N  N  12.019  -18.850  12.593   2.639  -0.137  -0.331  C23  VOP  24  
VOP  C24  C18  C  0  1  Y  N  N  12.072  -17.742  13.466   3.963  -0.543  -0.068  C24  VOP  25  
VOP  C25  C19  C  0  1  Y  N  N  12.033  -16.401  13.016   5.011   0.389  -0.010  C25  VOP  26  
VOP  C27  C20  C  0  1  Y  N  N  12.124  -15.616  15.290   6.550  -1.392   0.453  C27  VOP  27  
VOP  C28  C21  C  0  1  Y  N  N  12.162  -16.898  15.759   5.555  -2.320   0.403  C28  VOP  28  
VOP  C29  C22  C  0  1  Y  N  N  12.143  -17.995  14.865   4.235  -1.917   0.141  C29  VOP  29  
VOP  N30  N5   N  0  1  Y  N  N  12.149  -19.269  15.374   3.240  -2.812   0.088  N30  VOP  30  
VOP  C31  C23  C  0  1  Y  N  N  12.104  -20.278  14.510   2.001  -2.443  -0.157  C31  VOP  31  
VOP  N32  N6   N  0  1  N  N  N  12.070  -21.526  15.002   1.003  -3.407  -0.203  N32  VOP  32  
VOP  F33  F1   F  0  1  N  N  N  12.114  -14.111  13.474   7.290   0.857   0.297  F33  VOP  33  
VOP  H1   H1   H  0  1  N  N  N   9.706  -22.405  11.984  -1.941  -1.077  -0.918  H1   VOP  34  
VOP  H2   H2   H  0  1  N  N  N   8.385  -18.792   8.828  -3.394   3.358   0.732  H2   VOP  35  
VOP  H3   H3   H  0  1  N  N  N  13.321  -22.771  10.682   0.158   2.191  -2.235  H3   VOP  36  
VOP  H4   H4   H  0  1  N  N  N  11.631  -23.348  10.868   1.424   0.951  -2.394  H4   VOP  37  
VOP  H5   H5   H  0  1  N  N  N  12.155  -22.583   9.329  -0.253   0.574  -2.854  H5   VOP  38  
VOP  H6   H6   H  0  1  N  N  N  12.522  -20.444  10.527   0.719   1.205  -0.030  H6   VOP  39  
VOP  H7   H7   H  0  1  N  N  N  12.214  -20.544   7.980  -1.762   4.849  -0.771  H7   VOP  40  
VOP  H8   H8   H  0  1  N  N  N  13.470  -18.364   7.103   0.411   6.144  -0.068  H8   VOP  41  
VOP  H9   H9   H  0  1  N  N  N  12.302  -16.309   8.300   1.988   4.448   1.254  H9   VOP  42  
VOP  H10  H10  H  0  1  N  N  N   5.632  -19.666   9.663  -6.107   2.053   0.796  H10  VOP  43  
VOP  H11  H11  H  0  1  N  N  N   7.684  -23.100  13.082  -3.978  -2.254  -1.489  H11  VOP  44  
VOP  H12  H12  H  0  1  N  N  N   5.908  -22.840  13.119  -5.734  -2.300  -1.203  H12  VOP  45  
VOP  H13  H13  H  0  1  N  N  N   6.387  -26.107  11.813  -4.397  -4.856   1.062  H13  VOP  46  
VOP  H14  H14  H  0  1  N  N  N  11.955  -18.700  11.525   2.401   0.904  -0.495  H14  VOP  47  
VOP  H15  H15  H  0  1  N  N  N  11.964  -16.181  11.961   4.813   1.439  -0.168  H15  VOP  48  
VOP  H16  H16  H  0  1  N  N  N  12.126  -14.782  15.976   7.562  -1.708   0.655  H16  VOP  49  
VOP  H17  H17  H  0  1  N  N  N  12.207  -17.077  16.823   5.780  -3.364   0.565  H17  VOP  50  
VOP  H18  H18  H  0  1  N  N  N  12.085  -21.491  16.001   0.086  -3.147  -0.382  H18  VOP  51  
VOP  H19  H19  H  0  1  N  N  N  11.234  -21.982  14.697   1.223  -4.340  -0.055  H19  VOP  52  
#   #
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
VOP  C11  C10  DOUB  Y  N   1  
VOP  C11  C12  SING  Y  N   2  
VOP  C10  N9   SING  Y  N   3  
VOP  C12  N13  DOUB  Y  N   4  
VOP  N9   N13  SING  Y  N   5  
VOP  N9   C8   SING  N  N   6  
VOP  C7   C8   DOUB  Y  N   7  
VOP  C7   C6   SING  Y  N   8  
VOP  C8   C3   SING  Y  N   9  
VOP  C6   C14  SING  Y  N  10  
VOP  C6   C5   DOUB  Y  N  11  
VOP  C14  N15  DOUB  Y  N  12  
VOP  C1   C2   SING  N  N  13  
VOP  O19  C18  DOUB  N  N  14  
VOP  C3   C2   SING  N  N  15  
VOP  C3   C4   DOUB  Y  N  16  
VOP  C2   O21  SING  N  N  17  
VOP  N15  N16  SING  Y  N  18  
VOP  C5   C4   SING  Y  N  19  
VOP  C5   N16  SING  Y  N  20  
VOP  N16  C17  SING  N  N  21  
VOP  C18  O20  SING  N  N  22  
VOP  C18  C17  SING  N  N  23  
VOP  O21  C22  SING  N  N  24  
VOP  C23  C22  DOUB  Y  N  25  
VOP  C23  C24  SING  Y  N  26  
VOP  C25  C24  DOUB  Y  N  27  
VOP  C25  C26  SING  Y  N  28  
VOP  C22  C31  SING  Y  N  29  
VOP  C24  C29  SING  Y  N  30  
VOP  F33  C26  SING  N  N  31  
VOP  C26  C27  DOUB  Y  N  32  
VOP  C31  N32  SING  N  N  33  
VOP  C31  N30  DOUB  Y  N  34  
VOP  C29  N30  SING  Y  N  35  
VOP  C29  C28  DOUB  Y  N  36  
VOP  C27  C28  SING  Y  N  37  
VOP  C4   H1   SING  N  N  38  
VOP  C7   H2   SING  N  N  39  
VOP  C1   H3   SING  N  N  40  
VOP  C1   H4   SING  N  N  41  
VOP  C1   H5   SING  N  N  42  
VOP  C2   H6   SING  N  N  43  
VOP  C10  H7   SING  N  N  44  
VOP  C11  H8   SING  N  N  45  
VOP  C12  H9   SING  N  N  46  
VOP  C14  H10  SING  N  N  47  
VOP  C17  H11  SING  N  N  48  
VOP  C17  H12  SING  N  N  49  
VOP  O20  H13  SING  N  N  50  
VOP  C23  H14  SING  N  N  51  
VOP  C25  H15  SING  N  N  52  
VOP  C27  H16  SING  N  N  53  
VOP  C28  H17  SING  N  N  54  
VOP  N32  H18  SING  N  N  55  
VOP  N32  H19  SING  N  N  56  
#   #
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
VOP  SMILES            ACDLabs               12.01  "c1c(c(cc2cnn(c12)CC(O)=O)n3nccc3)C(C)Oc4c(nc5c(c4)cc(cc5)F)N"  
VOP  InChI             InChI                 1.03   "InChI=1S/C23H19FN6O3/c1-13(33-21-9-14-7-16(24)3-4-18(14)28-23(21)25)17-10-19-15(11-27-30(19)12-22(31)32)8-20(17)29-6-2-5-26-29/h2-11,13H,12H2,1H3,(H2,25,28)(H,31,32)/t13-/m0/s1"  
VOP  InChIKey          InChI                 1.03   WCNGWEDHZJYDQQ-ZDUSSCGKSA-N  
VOP  SMILES_CANONICAL  CACTVS                3.385  "C[C@H](Oc1cc2cc(F)ccc2nc1N)c3cc4n(CC(O)=O)ncc4cc3n5cccn5"  
VOP  SMILES            CACTVS                3.385  "C[CH](Oc1cc2cc(F)ccc2nc1N)c3cc4n(CC(O)=O)ncc4cc3n5cccn5"  
VOP  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "C[C@@H](c1cc2c(cc1n3cccn3)cnn2CC(=O)O)Oc4cc5cc(ccc5nc4N)F"  
VOP  SMILES            "OpenEye OEToolkits"  2.0.7  "CC(c1cc2c(cc1n3cccn3)cnn2CC(=O)O)Oc4cc5cc(ccc5nc4N)F"  
#   #
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
VOP  "SYSTEMATIC NAME"  ACDLabs               12.01  "[6-{(1S)-1-[(2-amino-6-fluoroquinolin-3-yl)oxy]ethyl}-5-(1H-pyrazol-1-yl)-1H-indazol-1-yl]acetic acid"  
VOP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "2-[6-[(1~{S})-1-(2-azanyl-6-fluoranyl-quinolin-3-yl)oxyethyl]-5-pyrazol-1-yl-indazol-1-yl]ethanoic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
VOP  "Create component"  2020-08-31  RCSB  
VOP  "Initial release"   2021-01-13  RCSB  
##
