data_H3F
#

_chem_comp.id                                   H3F
_chem_comp.name                                 Tafenoquine
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAD
_chem_comp.formula                              "C24 H28 F3 N3 O3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(4S)-N4-[2,6-dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-yl]pentane-1,4-diamine"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2020-10-30
_chem_comp.pdbx_modified_date                   2021-11-05
_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                       463.493
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    H3F
_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       7DDC
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
H3F  C01  C1   C  0  1  N  N  N   4.513  -0.924  20.438   1.607  -2.442   1.062  C01  H3F   1  
H3F  C02  C2   C  0  1  Y  N  N   5.714  -1.038  21.318   0.194  -2.288   0.562  C02  H3F   2  
H3F  C03  C3   C  0  1  Y  N  N   6.684  -2.030  20.927  -0.567  -3.381   0.270  C03  H3F   3  
H3F  C04  C4   C  0  1  Y  N  N   7.894  -2.265  21.690  -1.878  -3.214  -0.194  C04  H3F   4  
H3F  N05  N1   N  0  1  Y  N  N   8.127  -1.515  22.821  -2.403  -2.020  -0.359  N05  H3F   5  
H3F  C06  C5   C  0  1  Y  N  N   7.140  -0.487  23.266  -1.705  -0.910  -0.089  C06  H3F   6  
H3F  C07  C6   C  0  1  Y  N  N   5.882  -0.179  22.546  -0.376  -1.012   0.389  C07  H3F   7  
H3F  C08  C7   C  0  1  Y  N  N   4.904   0.919  23.149   0.353   0.156   0.677  C08  H3F   8  
H3F  C09  C8   C  0  1  Y  N  N   5.314   1.590  24.321  -0.236   1.392   0.496  C09  H3F   9  
H3F  C10  C9   C  0  1  Y  N  N   6.583   1.235  24.970  -1.547   1.493   0.031  C10  H3F  10  
H3F  C11  C10  C  0  1  Y  N  N   7.490   0.256  24.511  -2.278   0.366  -0.270  C11  H3F  11  
H3F  N12  N2   N  0  1  N  N  N   8.680  -0.045  25.212  -3.591   0.485  -0.736  N12  H3F  12  
H3F  C13  C11  C  0  1  N  N  S   8.985  -1.275  26.020  -4.184   1.811  -0.923  C13  H3F  13  
H3F  C14  C12  C  0  1  N  N  N   9.299  -0.869  27.441  -3.802   2.351  -2.302  C14  H3F  14  
H3F  C15  C13  C  0  1  N  N  N   7.771  -2.433  26.032  -5.707   1.708  -0.820  C15  H3F  15  
H3F  C16  C14  C  0  1  N  N  N   7.953  -3.833  26.792  -6.096   1.288   0.599  C16  H3F  16  
H3F  C17  C15  C  0  1  N  N  N   9.389  -4.462  26.787  -7.619   1.184   0.701  C17  H3F  17  
H3F  N18  N3   N  0  1  N  N  N   9.600  -5.401  25.654  -7.991   0.781   2.064  N18  H3F  18  
H3F  O19  O1   O  0  1  N  N  N   4.456   2.649  24.882   0.469   2.522   0.774  O19  H3F  19  
H3F  C20  C16  C  0  1  N  N  N   3.103   2.382  25.372  -0.196   3.770   0.567  C20  H3F  20  
H3F  O21  O2   O  0  1  N  N  N   3.655   1.477  22.592   1.632   0.069   1.131  O21  H3F  21  
H3F  C22  C17  C  0  1  Y  N  N   2.401   0.999  22.253   2.640   0.243   0.237  C22  H3F  22  
H3F  C23  C18  C  0  1  Y  N  N   1.346   1.918  22.026   2.351   0.503  -1.095  C23  H3F  23  
H3F  C24  C19  C  0  1  Y  N  N   0.056   1.498  21.666   3.377   0.680  -2.002  C24  H3F  24  
H3F  C25  C20  C  0  1  Y  N  N  -0.196   0.155  21.505   4.693   0.600  -1.583  C25  H3F  25  
H3F  C26  C21  C  0  1  Y  N  N   0.873  -0.731  21.729   4.984   0.342  -0.256  C26  H3F  26  
H3F  C27  C22  C  0  1  Y  N  N   2.153  -0.339  22.092   3.961   0.169   0.656  C27  H3F  27  
H3F  C28  C23  C  0  1  N  N  N   0.625  -2.236  21.555   6.419   0.254   0.196  C28  H3F  28  
H3F  F29  F1   F  0  1  N  N  N   0.268  -2.829  22.722   7.266   0.468  -0.896  F29  H3F  29  
H3F  F30  F2   F  0  1  N  N  N   1.673  -2.843  21.063   6.661   1.228   1.171  F30  H3F  30  
H3F  F31  F3   F  0  1  N  N  N  -0.395  -2.488  20.722   6.662  -1.015   0.734  F31  H3F  31  
H3F  O32  O3   O  0  1  N  N  N   8.920  -3.322  21.225  -2.623  -4.311  -0.480  O32  H3F  32  
H3F  C33  C24  C  0  1  N  N  N   8.687  -4.714  21.337  -3.954  -4.086  -0.950  C33  H3F  33  
H3F  H1   H1   H  0  1  N  N  N   3.729  -1.608  20.796   1.618  -2.363   2.149  H1   H3F  34  
H3F  H2   H2   H  0  1  N  N  N   4.137   0.109  20.463   1.994  -3.417   0.764  H2   H3F  35  
H3F  H3   H3   H  0  1  N  N  N   4.788  -1.189  19.406   2.231  -1.657   0.634  H3   H3F  36  
H3F  H4   H4   H  0  1  N  N  N   6.504  -2.616  20.038  -0.160  -4.373   0.395  H4   H3F  37  
H3F  H5   H5   H  0  1  N  N  N   6.843   1.767  25.873  -1.991   2.468  -0.103  H5   H3F  38  
H3F  H6   H6   H  0  1  N  N  N   9.399  -0.012  24.518  -4.109  -0.310  -0.935  H6   H3F  39  
H3F  H7   H7   H  0  1  N  N  N   9.875  -1.760  25.593  -3.813   2.487  -0.152  H7   H3F  40  
H3F  H8   H8   H  0  1  N  N  N   9.523  -1.765  28.038  -4.243   3.338  -2.441  H8   H3F  41  
H3F  H9   H9   H  0  1  N  N  N  10.170  -0.198  27.446  -2.717   2.425  -2.375  H9   H3F  42  
H3F  H10  H10  H  0  1  N  N  N   8.432  -0.348  27.873  -4.173   1.675  -3.073  H10  H3F  43  
H3F  H11  H11  H  0  1  N  N  N   6.888  -1.951  26.477  -6.153   2.677  -1.047  H11  H3F  44  
H3F  H12  H12  H  0  1  N  N  N   7.565  -2.676  24.979  -6.070   0.966  -1.531  H12  H3F  45  
H3F  H13  H13  H  0  1  N  N  N   7.660  -3.682  27.841  -5.650   0.319   0.825  H13  H3F  46  
H3F  H14  H14  H  0  1  N  N  N   7.271  -4.557  26.322  -5.733   2.030   1.310  H14  H3F  47  
H3F  H15  H15  H  0  1  N  N  N   9.537  -5.009  27.730  -8.065   2.153   0.475  H15  H3F  48  
H3F  H16  H16  H  0  1  N  N  N  10.128  -3.651  26.714  -7.981   0.442  -0.010  H16  H3F  49  
H3F  H17  H17  H  0  1  N  N  N  10.527  -5.773  25.697  -7.611   1.419   2.747  H17  H3F  50  
H3F  H18  H18  H  0  1  N  N  N   8.938  -6.148  25.713  -8.993   0.705   2.157  H18  H3F  51  
H3F  H20  H20  H  0  1  N  N  N   2.656   3.316  25.742  -1.085   3.817   1.196  H20  H3F  52  
H3F  H21  H21  H  0  1  N  N  N   2.489   1.981  24.552   0.477   4.587   0.826  H21  H3F  53  
H3F  H22  H22  H  0  1  N  N  N   3.148   1.648  26.190  -0.487   3.856  -0.480  H22  H3F  54  
H3F  H23  H23  H  0  1  N  N  N   1.541   2.975  22.133   1.323   0.565  -1.423  H23  H3F  55  
H3F  H24  H24  H  0  1  N  N  N  -0.731   2.222  21.517   3.153   0.882  -3.039  H24  H3F  56  
H3F  H25  H25  H  0  1  N  N  N  -1.174  -0.204  21.219   5.494   0.740  -2.294  H25  H3F  57  
H3F  H26  H26  H  0  1  N  N  N   2.934  -1.069  22.244   4.189  -0.033   1.692  H26  H3F  58  
H3F  H27  H27  H  0  1  N  N  N   9.554  -5.264  20.943  -3.921  -3.506  -1.872  H27  H3F  59  
H3F  H28  H28  H  0  1  N  N  N   8.536  -4.976  22.395  -4.438  -5.044  -1.140  H28  H3F  60  
H3F  H29  H29  H  0  1  N  N  N   7.789  -4.983  20.761  -4.518  -3.537  -0.195  H29  H3F  61  
#   #
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
H3F  C01  C02  SING  N  N   1  
H3F  F31  C28  SING  N  N   2  
H3F  C03  C02  DOUB  Y  N   3  
H3F  C03  C04  SING  Y  N   4  
H3F  F30  C28  SING  N  N   5  
H3F  O32  C33  SING  N  N   6  
H3F  O32  C04  SING  N  N   7  
H3F  C02  C07  SING  Y  N   8  
H3F  C25  C24  DOUB  Y  N   9  
H3F  C25  C26  SING  Y  N  10  
H3F  C28  C26  SING  N  N  11  
H3F  C28  F29  SING  N  N  12  
H3F  C24  C23  SING  Y  N  13  
H3F  C04  N05  DOUB  Y  N  14  
H3F  C26  C27  DOUB  Y  N  15  
H3F  C23  C22  DOUB  Y  N  16  
H3F  C27  C22  SING  Y  N  17  
H3F  C22  O21  SING  N  N  18  
H3F  C07  C08  DOUB  Y  N  19  
H3F  C07  C06  SING  Y  N  20  
H3F  O21  C08  SING  N  N  21  
H3F  N05  C06  SING  Y  N  22  
H3F  C08  C09  SING  Y  N  23  
H3F  C06  C11  DOUB  Y  N  24  
H3F  C09  O19  SING  N  N  25  
H3F  C09  C10  DOUB  Y  N  26  
H3F  C11  C10  SING  Y  N  27  
H3F  C11  N12  SING  N  N  28  
H3F  O19  C20  SING  N  N  29  
H3F  N12  C13  SING  N  N  30  
H3F  N18  C17  SING  N  N  31  
H3F  C13  C15  SING  N  N  32  
H3F  C13  C14  SING  N  N  33  
H3F  C15  C16  SING  N  N  34  
H3F  C17  C16  SING  N  N  35  
H3F  C01  H1   SING  N  N  36  
H3F  C01  H2   SING  N  N  37  
H3F  C01  H3   SING  N  N  38  
H3F  C03  H4   SING  N  N  39  
H3F  C10  H5   SING  N  N  40  
H3F  N12  H6   SING  N  N  41  
H3F  C13  H7   SING  N  N  42  
H3F  C14  H8   SING  N  N  43  
H3F  C14  H9   SING  N  N  44  
H3F  C14  H10  SING  N  N  45  
H3F  C15  H11  SING  N  N  46  
H3F  C15  H12  SING  N  N  47  
H3F  C16  H13  SING  N  N  48  
H3F  C16  H14  SING  N  N  49  
H3F  C17  H15  SING  N  N  50  
H3F  C17  H16  SING  N  N  51  
H3F  N18  H17  SING  N  N  52  
H3F  N18  H18  SING  N  N  53  
H3F  C20  H20  SING  N  N  54  
H3F  C20  H21  SING  N  N  55  
H3F  C20  H22  SING  N  N  56  
H3F  C23  H23  SING  N  N  57  
H3F  C24  H24  SING  N  N  58  
H3F  C25  H25  SING  N  N  59  
H3F  C27  H26  SING  N  N  60  
H3F  C33  H27  SING  N  N  61  
H3F  C33  H28  SING  N  N  62  
H3F  C33  H29  SING  N  N  63  
#   #
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
H3F  InChI             InChI                 1.03   "InChI=1S/C24H28F3N3O3/c1-14-11-20(32-4)30-22-18(29-15(2)7-6-10-28)13-19(31-3)23(21(14)22)33-17-9-5-8-16(12-17)24(25,26)27/h5,8-9,11-13,15,29H,6-7,10,28H2,1-4H3/t15-/m0/s1"  
H3F  InChIKey          InChI                 1.03   LBHLFPGPEGDCJG-HNNXBMFYSA-N  
H3F  SMILES_CANONICAL  CACTVS                3.385  "COc1cc(C)c2c(Oc3cccc(c3)C(F)(F)F)c(OC)cc(N[C@@H](C)CCCN)c2n1"  
H3F  SMILES            CACTVS                3.385  "COc1cc(C)c2c(Oc3cccc(c3)C(F)(F)F)c(OC)cc(N[CH](C)CCCN)c2n1"  
H3F  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1cc(nc2c1c(c(cc2N[C@@H](C)CCCN)OC)Oc3cccc(c3)C(F)(F)F)OC"  
H3F  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1cc(nc2c1c(c(cc2NC(C)CCCN)OC)Oc3cccc(c3)C(F)(F)F)OC"  
#
_pdbx_chem_comp_identifier.comp_id          H3F
_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       "(4~{S})-~{N}4-[2,6-dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-yl]pentane-1,4-diamine"
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     H3F
_pdbx_chem_comp_synonyms.name        "(4S)-N4-[2,6-dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-yl]pentane-1,4-diamine"
_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
H3F  "Create component"  2020-10-30  PDBJ  
H3F  "Modify synonyms"   2021-03-13  RCSB  
H3F  "Initial release"   2021-11-10  RCSB  
##
