data_HKP
#

_chem_comp.id                                   HKP
_chem_comp.name                                 "(7R)-8-cyclopentyl-7-(cyclopentylmethyl)-2-[(3,5-dichloro-4-hydroxyphenyl)amino]-5-methyl-7,8-dihydropteridin-6(5H)-one"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C24 H29 Cl2 N5 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-07-10
_chem_comp.pdbx_modified_date                   2021-06-25
_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                       490.425
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HKP
_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       6E0J
_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
HKP  C4   C1   C   0  1  Y  N  N  64.266   2.284   7.611  -1.501   0.303  -1.091  C4    HKP   1  
HKP  C5   C2   C   0  1  Y  N  N  63.851   2.638   8.904  -1.449  -1.077  -0.867  C5    HKP   2  
HKP  C6   C3   C   0  1  Y  N  N  63.972   1.685   9.922  -0.248  -1.648  -0.490  C6    HKP   3  
HKP  N1   N1   N   0  1  Y  N  N  64.504   0.427   9.647   0.814  -0.867  -0.340  N1    HKP   4  
HKP  N3   N2   N   0  1  Y  N  N  64.785   1.057   7.420  -0.399   1.023  -0.914  N3    HKP   5  
HKP  CD2  C4   C   0  1  N  N  N  66.462   7.407   8.291  -4.762  -1.636   1.420  CD2   HKP   6  
HKP  CAW  C5   C   0  1  N  N  N  66.014   8.882   8.253  -5.717  -2.078   2.549  CAW   HKP   7  
HKP  CAX  C6   C   0  1  N  N  N  65.296   9.036   6.896  -6.120  -0.802   3.308  CAX   HKP   8  
HKP  CD1  C7   C   0  1  N  N  N  65.477   7.692   6.188  -5.397   0.371   2.615  CD1   HKP   9  
HKP  CG   C8   C   0  1  N  N  N  65.388   6.812   7.417  -5.118  -0.148   1.179  CG    HKP  10  
HKP  CB   C9   C   0  1  N  N  N  65.556   5.301   7.133  -3.939   0.599   0.551  CB    HKP  11  
HKP  CA   C10  C   0  1  N  N  R  64.139   4.648   7.012  -3.863   0.270  -0.941  CA    HKP  12  
HKP  C    C11  C   0  1  N  N  N  63.360   4.830   8.210  -3.798  -1.225  -1.120  C     HKP  13  
HKP  O    O1   O   0  1  N  N  N  62.730   5.880   8.430  -4.806  -1.857  -1.354  O     HKP  14  
HKP  NAJ  N3   N   0  1  N  N  N  63.294   3.851   9.133  -2.607  -1.854  -1.016  NAJ   HKP  15  
HKP  CAR  C12  C   0  1  N  N  N  62.451   4.076  10.337  -2.526  -3.316  -1.059  CAR   HKP  16  
HKP  C2   C13  C   0  1  Y  N  N  64.893   0.129   8.398   0.733   0.439  -0.545  C2    HKP  17  
HKP  NAK  N4   N   0  1  N  N  N  65.417  -1.103   8.200   1.865   1.219  -0.369  NAK   HKP  18  
HKP  CAL  C14  C   0  1  Y  N  N  65.492  -1.724   7.006   3.098   0.612  -0.098  CAL   HKP  19  
HKP  CAQ  C15  C   0  1  Y  N  N  66.389  -2.795   6.882   3.389  -0.636  -0.632  CAQ   HKP  20  
HKP  CAP  C16  C   0  1  Y  N  N  66.509  -3.492   5.673   4.606  -1.235  -0.364  CAP   HKP  21  
HKP  CL1  CL1  CL  0  0  N  N  N  67.648  -4.828   5.620   4.971  -2.796  -1.031  CLBB  HKP  22  
HKP  CAO  C17  C   0  1  Y  N  N  65.708  -3.097   4.572   5.537  -0.588   0.437  CAO   HKP  23  
HKP  OBA  O2   O   0  1  N  N  N  65.816  -3.763   3.383   6.732  -1.180   0.704  OBA   HKP  24  
HKP  CAN  C18  C   0  1  Y  N  N  64.799  -2.018   4.669   5.246   0.660   0.970  CAN   HKP  25  
HKP  CL2  CL2  CL  0  0  N  N  N  63.738  -1.438   3.339   6.411   1.468   1.972  CLAZ  HKP  26  
HKP  CAM  C19  C   0  1  Y  N  N  64.705  -1.356   5.898   4.032   1.261   0.698  CAM   HKP  27  
HKP  N    N5   N   0  1  N  N  N  64.181   3.186   6.599  -2.673   0.903  -1.517  N     HKP  28  
HKP  CBC  C20  C   0  1  N  N  N  64.174   2.725   5.137  -2.657   2.345  -1.240  CBC   HKP  29  
HKP  CBG  C21  C   0  1  N  N  N  65.584   2.683   4.519  -1.674   3.066  -2.186  CBG   HKP  30  
HKP  CBF  C22  C   0  1  N  N  N  65.457   3.356   3.152  -0.994   4.168  -1.356  CBF   HKP  31  
HKP  CBE  C23  C   0  1  N  N  N  64.328   4.358   3.314  -1.587   4.079   0.065  CBE   HKP  32  
HKP  CBD  C24  C   0  1  N  N  N  63.322   3.573   4.156  -2.095   2.619   0.177  CBD   HKP  33  
HKP  H1   H1   H   0  1  N  N  N  63.652   1.926  10.925  -0.176  -2.713  -0.320  H1    HKP  34  
HKP  H2   H2   H   0  1  N  N  N  66.439   6.995   9.311  -3.724  -1.733   1.739  H2    HKP  35  
HKP  H3   H3   H   0  1  N  N  N  67.466   7.270   7.862  -4.939  -2.222   0.519  H3    HKP  36  
HKP  H4   H4   H   0  1  N  N  N  66.883   9.553   8.311  -6.600  -2.555   2.125  H4    HKP  37  
HKP  H5   H5   H   0  1  N  N  N  65.326   9.100   9.083  -5.206  -2.768   3.221  H5    HKP  38  
HKP  H6   H6   H   0  1  N  N  N  65.753   9.846   6.308  -7.200  -0.660   3.253  H6    HKP  39  
HKP  H7   H7   H   0  1  N  N  N  64.228   9.251   7.048  -5.806  -0.872   4.350  H7    HKP  40  
HKP  H8   H8   H   0  1  N  N  N  64.673   7.487   5.466  -6.039   1.251   2.584  H8    HKP  41  
HKP  H9   H9   H   0  1  N  N  N  66.451   7.611   5.684  -4.461   0.598   3.126  H9    HKP  42  
HKP  H10  H10  H   0  1  N  N  N  64.410   6.969   7.896  -6.008  -0.059   0.556  H10   HKP  43  
HKP  H11  H11  H   0  1  N  N  N  66.111   4.830   7.958  -4.079   1.673   0.680  H11   HKP  44  
HKP  H12  H12  H   0  1  N  N  N  66.109   5.161   6.192  -3.014   0.293   1.039  H12   HKP  45  
HKP  H13  H13  H   0  1  N  N  N  63.626   5.186   6.201  -4.751   0.655  -1.441  H13   HKP  46  
HKP  H14  H14  H   0  1  N  N  N  62.500   3.192  10.990  -1.486  -3.626  -0.961  H14   HKP  47  
HKP  H15  H15  H   0  1  N  N  N  62.820   4.957  10.883  -3.109  -3.736  -0.240  H15   HKP  48  
HKP  H16  H16  H   0  1  N  N  N  61.409   4.246  10.028  -2.924  -3.674  -2.009  H16   HKP  49  
HKP  H17  H17  H   0  1  N  N  N  65.775  -1.588   8.998   1.804   2.185  -0.433  H17   HKP  50  
HKP  H18  H18  H   0  1  N  N  N  66.994  -3.086   7.728   2.665  -1.140  -1.255  H18   HKP  51  
HKP  H19  H19  H   0  1  N  N  N  66.459  -4.457   3.466   6.727  -1.737   1.494  H19   HKP  52  
HKP  H20  H20  H   0  1  N  N  N  64.008  -0.538   6.000   3.806   2.233   1.113  H20   HKP  53  
HKP  H21  H21  H   0  1  N  N  N  63.774   1.700   5.115  -3.658   2.763  -1.340  H21   HKP  54  
HKP  H22  H22  H   0  1  N  N  N  65.922   1.642   4.404  -0.928   2.362  -2.556  H22   HKP  55  
HKP  H23  H23  H   0  1  N  N  N  66.297   3.232   5.152  -2.217   3.508  -3.022  H23   HKP  56  
HKP  H24  H24  H   0  1  N  N  N  65.209   2.615   2.377   0.083   3.999  -1.323  H24   HKP  57  
HKP  H25  H25  H   0  1  N  N  N  66.393   3.868   2.884  -1.205   5.147  -1.788  H25   HKP  58  
HKP  H26  H26  H   0  1  N  N  N  64.669   5.262   3.839  -0.817   4.275   0.812  H26   HKP  59  
HKP  H27  H27  H   0  1  N  N  N  63.901   4.639   2.340  -2.415   4.779   0.178  H27   HKP  60  
HKP  H28  H28  H   0  1  N  N  N  62.667   4.260   4.711  -2.879   2.539   0.929  H28   HKP  61  
HKP  H29  H29  H   0  1  N  N  N  62.711   2.921   3.515  -1.272   1.940   0.402  H29   HKP  62  
#   #
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
HKP  CBF  CBE  SING  N  N   1  
HKP  CBF  CBG  SING  N  N   2  
HKP  CBE  CBD  SING  N  N   3  
HKP  CL2  CAN  SING  N  N   4  
HKP  OBA  CAO  SING  N  N   5  
HKP  CBD  CBC  SING  N  N   6  
HKP  CBG  CBC  SING  N  N   7  
HKP  CAO  CAN  DOUB  Y  N   8  
HKP  CAO  CAP  SING  Y  N   9  
HKP  CAN  CAM  SING  Y  N  10  
HKP  CBC  N    SING  N  N  11  
HKP  CL1  CAP  SING  N  N  12  
HKP  CAP  CAQ  DOUB  Y  N  13  
HKP  CAM  CAL  DOUB  Y  N  14  
HKP  CD1  CAX  SING  N  N  15  
HKP  CD1  CG   SING  N  N  16  
HKP  N    CA   SING  N  N  17  
HKP  N    C4   SING  N  N  18  
HKP  CAQ  CAL  SING  Y  N  19  
HKP  CAX  CAW  SING  N  N  20  
HKP  CAL  NAK  SING  N  N  21  
HKP  CA   CB   SING  N  N  22  
HKP  CA   C    SING  N  N  23  
HKP  CB   CG   SING  N  N  24  
HKP  CG   CD2  SING  N  N  25  
HKP  N3   C4   DOUB  Y  N  26  
HKP  N3   C2   SING  Y  N  27  
HKP  C4   C5   SING  Y  N  28  
HKP  NAK  C2   SING  N  N  29  
HKP  C    O    DOUB  N  N  30  
HKP  C    NAJ  SING  N  N  31  
HKP  CAW  CD2  SING  N  N  32  
HKP  C2   N1   DOUB  Y  N  33  
HKP  C5   NAJ  SING  N  N  34  
HKP  C5   C6   DOUB  Y  N  35  
HKP  NAJ  CAR  SING  N  N  36  
HKP  N1   C6   SING  Y  N  37  
HKP  C6   H1   SING  N  N  38  
HKP  CD2  H2   SING  N  N  39  
HKP  CD2  H3   SING  N  N  40  
HKP  CAW  H4   SING  N  N  41  
HKP  CAW  H5   SING  N  N  42  
HKP  CAX  H6   SING  N  N  43  
HKP  CAX  H7   SING  N  N  44  
HKP  CD1  H8   SING  N  N  45  
HKP  CD1  H9   SING  N  N  46  
HKP  CG   H10  SING  N  N  47  
HKP  CB   H11  SING  N  N  48  
HKP  CB   H12  SING  N  N  49  
HKP  CA   H13  SING  N  N  50  
HKP  CAR  H14  SING  N  N  51  
HKP  CAR  H15  SING  N  N  52  
HKP  CAR  H16  SING  N  N  53  
HKP  NAK  H17  SING  N  N  54  
HKP  CAQ  H18  SING  N  N  55  
HKP  OBA  H19  SING  N  N  56  
HKP  CAM  H20  SING  N  N  57  
HKP  CBC  H21  SING  N  N  58  
HKP  CBG  H22  SING  N  N  59  
HKP  CBG  H23  SING  N  N  60  
HKP  CBF  H24  SING  N  N  61  
HKP  CBF  H25  SING  N  N  62  
HKP  CBE  H26  SING  N  N  63  
HKP  CBE  H27  SING  N  N  64  
HKP  CBD  H28  SING  N  N  65  
HKP  CBD  H29  SING  N  N  66  
#   #
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
HKP  SMILES            ACDLabs               12.01  "c42c(N(C(C(CC1CCCC1)N2C3CCCC3)=O)C)cnc(n4)Nc5cc(Cl)c(c(c5)Cl)O"  
HKP  InChI             InChI                 1.03   "InChI=1S/C24H29Cl2N5O2/c1-30-20-13-27-24(28-15-11-17(25)21(32)18(26)12-15)29-22(20)31(16-8-4-5-9-16)19(23(30)33)10-14-6-2-3-7-14/h11-14,16,19,32H,2-10H2,1H3,(H,27,28,29)/t19-/m1/s1"  
HKP  InChIKey          InChI                 1.03   AEZJZTFWCDAUDF-LJQANCHMSA-N  
HKP  SMILES_CANONICAL  CACTVS                3.385  "CN1C(=O)[C@@H](CC2CCCC2)N(C3CCCC3)c4nc(Nc5cc(Cl)c(O)c(Cl)c5)ncc14"  
HKP  SMILES            CACTVS                3.385  "CN1C(=O)[CH](CC2CCCC2)N(C3CCCC3)c4nc(Nc5cc(Cl)c(O)c(Cl)c5)ncc14"  
HKP  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CN1c2cnc(nc2N([C@@H](C1=O)CC3CCCC3)C4CCCC4)Nc5cc(c(c(c5)Cl)O)Cl"  
HKP  SMILES            "OpenEye OEToolkits"  2.0.6  "CN1c2cnc(nc2N(C(C1=O)CC3CCCC3)C4CCCC4)Nc5cc(c(c(c5)Cl)O)Cl"  
#   #
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
HKP  "SYSTEMATIC NAME"  ACDLabs               12.01  "(7R)-8-cyclopentyl-7-(cyclopentylmethyl)-2-[(3,5-dichloro-4-hydroxyphenyl)amino]-5-methyl-7,8-dihydropteridin-6(5H)-one"  
HKP  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "(7~{R})-2-[[3,5-bis(chloranyl)-4-oxidanyl-phenyl]amino]-8-cyclopentyl-7-(cyclopentylmethyl)-5-methyl-7~{H}-pteridin-6-one"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
HKP  "Create component"  2018-07-10  RCSB  
HKP  "Modify atom id"    2018-07-10  RCSB  
HKP  "Initial release"   2021-06-30  RCSB  
##
