data_X4F
# 
_chem_comp.id                                    X4F 
_chem_comp.name                                  "(3R,4S)-4-[[7-[(phenylmethyl)amino]-3-propan-2-yl-pyrazolo[1,5-a]pyrimidin-5-yl]amino]pyrrolidin-3-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H26 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-05-31 
_chem_comp.pdbx_modified_date                    2024-03-15 
_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                        366.460 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     X4F 
_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        8P71 
_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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
X4F C10 C1  C 0 1 N N N N N N 158.818 139.133 122.197 3.027  1.212  0.001  C10 X4F 1  
X4F C13 C2  C 0 1 Y N N N N N 160.562 141.420 124.790 6.627  0.901  -1.095 C13 X4F 2  
X4F C15 C3  C 0 1 Y N N N N N 158.211 141.581 125.183 6.562  0.936  1.298  C15 X4F 3  
X4F C17 C4  C 0 1 Y N N N N N 157.726 137.407 124.554 0.248  0.837  -0.071 C17 X4F 4  
X4F C20 C5  C 0 1 N N S N N N 159.386 136.885 127.041 -3.429 1.602  -0.176 C20 X4F 5  
X4F C21 C6  C 0 1 N N N N N N 159.855 138.374 126.957 -4.020 1.583  1.256  C21 X4F 6  
X4F C24 C7  C 0 1 N N R N N N 159.949 136.442 128.449 -4.111 2.833  -0.815 C24 X4F 7  
X4F C01 C8  C 0 1 N N N N N N 152.475 134.850 125.656 -2.655 -4.499 -1.354 C01 X4F 8  
X4F C02 C9  C 0 1 N N N N N N 152.558 136.364 125.417 -2.535 -3.618 -0.109 C02 X4F 9  
X4F C03 C10 C 0 1 N N N N N N 151.208 136.805 124.843 -2.746 -4.471 1.143  C03 X4F 10 
X4F C04 C11 C 0 1 Y N N N N N 153.655 136.829 124.559 -1.164 -2.993 -0.066 C04 X4F 11 
X4F C05 C12 C 0 1 Y N N N N N 153.460 137.277 123.206 0.046  -3.673 -0.019 C05 X4F 12 
X4F C08 C13 C 0 1 Y N N N N N 156.963 137.711 123.403 1.054  -0.264 -0.034 C08 X4F 13 
X4F C11 C14 C 0 1 Y N N N N N 159.022 140.135 123.378 4.529  1.087  0.044  C11 X4F 14 
X4F C12 C15 C 0 1 Y N N N N N 160.321 140.520 123.731 5.250  1.015  -1.134 C12 X4F 15 
X4F C14 C16 C 0 1 Y N N N N N 159.504 141.943 125.505 7.283  0.859  0.121  C14 X4F 16 
X4F C16 C17 C 0 1 Y N N N N N 157.982 140.684 124.120 5.185  1.056  1.260  C16 X4F 17 
X4F C18 C18 C 0 1 Y N N N N N 157.105 136.893 125.767 -1.145 0.668  -0.107 C18 X4F 18 
X4F C23 C19 C 0 1 N N N N N N 160.516 137.735 129.128 -5.384 3.066  0.019  C23 X4F 19 
X4F C27 C20 C 0 1 Y N N N N N 155.046 136.947 124.782 -0.882 -1.634 -0.071 C27 X4F 20 
X4F N06 N1  N 0 1 Y N N N N N 154.626 137.660 122.604 1.025  -2.799 -0.003 N06 X4F 21 
X4F N07 N2  N 0 1 Y N N N N N 155.586 137.460 123.557 0.482  -1.510 -0.035 N07 X4F 22 
X4F N09 N3  N 0 1 N N N N N N 157.607 138.216 122.254 2.426  -0.124 0.001  N09 X4F 23 
X4F N19 N4  N 0 1 N N N N N N 157.944 136.616 126.890 -1.975 1.776  -0.138 N19 X4F 24 
X4F N22 N5  N 0 1 N N N N N N 160.055 138.890 128.327 -5.429 2.004  1.048  N22 X4F 25 
X4F N26 N6  N 0 1 Y N N N N N 155.798 136.667 125.877 -1.667 -0.547 -0.112 N26 X4F 26 
X4F O25 O1  O 0 1 N N N N N N 158.908 135.940 129.243 -3.252 3.973  -0.736 O25 X4F 27 
X4F H1  H1  H 0 1 N N N N N N 159.712 138.495 122.149 2.684  1.765  0.875  H1  X4F 28 
X4F H2  H2  H 0 1 N N N N N N 158.740 139.725 121.273 2.732  1.743  -0.904 H2  X4F 29 
X4F H3  H3  H 0 1 N N N N N N 161.574 141.700 125.041 7.190  0.841  -2.014 H3  X4F 30 
X4F H4  H4  H 0 1 N N N N N N 157.379 141.983 125.743 7.074  0.903  2.249  H4  X4F 31 
X4F H5  H5  H 0 1 N N N N N N 158.795 137.560 124.533 0.678  1.828  -0.067 H5  X4F 32 
X4F H6  H6  H 0 1 N N N N N N 159.934 136.319 126.273 -3.693 0.692  -0.714 H6  X4F 33 
X4F H7  H7  H 0 1 N N N N N N 160.801 138.432 126.399 -3.977 0.578  1.677  H7  X4F 34 
X4F H8  H8  H 0 1 N N N N N N 159.089 138.974 126.444 -3.497 2.292  1.898  H8  X4F 35 
X4F H9  H9  H 0 1 N N N N N N 160.757 135.709 128.310 -4.371 2.626  -1.853 H9  X4F 36 
X4F H10 H10 H 0 1 N N N N N N 151.618 134.628 126.309 -1.899 -5.284 -1.318 H10 X4F 37 
X4F H11 H11 H 0 1 N N N N N N 152.345 134.334 124.693 -3.646 -4.951 -1.385 H11 X4F 38 
X4F H12 H12 H 0 1 N N N N N N 153.402 134.503 126.136 -2.504 -3.891 -2.246 H12 X4F 39 
X4F H13 H13 H 0 1 N N N N N N 152.667 136.844 126.401 -3.291 -2.833 -0.145 H13 X4F 40 
X4F H14 H14 H 0 1 N N N N N N 150.397 136.449 125.496 -1.990 -5.256 1.179  H14 X4F 41 
X4F H15 H15 H 0 1 N N N N N N 151.176 137.903 124.784 -2.660 -3.843 2.030  H15 X4F 42 
X4F H16 H16 H 0 1 N N N N N N 151.081 136.380 123.837 -3.737 -4.923 1.112  H16 X4F 43 
X4F H17 H17 H 0 1 N N N N N N 152.497 137.307 122.719 0.162  -4.747 -0.004 H17 X4F 44 
X4F H18 H18 H 0 1 N N N N N N 161.158 140.118 123.179 4.737  1.048  -2.084 H18 X4F 45 
X4F H19 H19 H 0 1 N N N N N N 159.687 142.634 126.315 8.358  0.766  0.152  H19 X4F 46 
X4F H20 H20 H 0 1 N N N N N N 156.966 140.414 123.874 4.623  1.121  2.179  H20 X4F 47 
X4F H21 H21 H 0 1 N N N N N N 161.615 137.702 129.142 -5.342 4.044  0.497  H21 X4F 48 
X4F H22 H22 H 0 1 N N N N N N 160.138 137.816 130.158 -6.264 3.003  -0.622 H22 X4F 49 
X4F H23 H23 H 0 1 N N N N N N 156.892 138.707 121.756 2.993  -0.911 0.026  H23 X4F 50 
X4F H24 H24 H 0 1 N N N N N N 157.516 137.104 127.651 -1.593 2.668  -0.134 H24 X4F 51 
X4F H25 H25 H 0 1 N N N N N N 160.745 139.614 128.329 -5.997 1.228  0.742  H25 X4F 52 
X4F H27 H27 H 0 1 N N N N N N 159.253 135.675 130.088 -3.627 4.776  -1.122 H27 X4F 53 
# 
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 
X4F C10 N09 SING N N 1  
X4F C10 C11 SING N N 2  
X4F N09 C08 SING N N 3  
X4F N06 C05 DOUB Y N 4  
X4F N06 N07 SING Y N 5  
X4F C05 C04 SING Y N 6  
X4F C11 C12 DOUB Y N 7  
X4F C11 C16 SING Y N 8  
X4F C08 N07 SING Y N 9  
X4F C08 C17 DOUB Y N 10 
X4F N07 C27 SING Y N 11 
X4F C12 C13 SING Y N 12 
X4F C16 C15 DOUB Y N 13 
X4F C17 C18 SING Y N 14 
X4F C04 C27 DOUB Y N 15 
X4F C04 C02 SING N N 16 
X4F C27 N26 SING Y N 17 
X4F C13 C14 DOUB Y N 18 
X4F C03 C02 SING N N 19 
X4F C15 C14 SING Y N 20 
X4F C02 C01 SING N N 21 
X4F C18 N26 DOUB Y N 22 
X4F C18 N19 SING N N 23 
X4F N19 C20 SING N N 24 
X4F C21 C20 SING N N 25 
X4F C21 N22 SING N N 26 
X4F C20 C24 SING N N 27 
X4F N22 C23 SING N N 28 
X4F C24 C23 SING N N 29 
X4F C24 O25 SING N N 30 
X4F C10 H1  SING N N 31 
X4F C10 H2  SING N N 32 
X4F C13 H3  SING N N 33 
X4F C15 H4  SING N N 34 
X4F C17 H5  SING N N 35 
X4F C20 H6  SING N N 36 
X4F C21 H7  SING N N 37 
X4F C21 H8  SING N N 38 
X4F C24 H9  SING N N 39 
X4F C01 H10 SING N N 40 
X4F C01 H11 SING N N 41 
X4F C01 H12 SING N N 42 
X4F C02 H13 SING N N 43 
X4F C03 H14 SING N N 44 
X4F C03 H15 SING N N 45 
X4F C03 H16 SING N N 46 
X4F C05 H17 SING N N 47 
X4F C12 H18 SING N N 48 
X4F C14 H19 SING N N 49 
X4F C16 H20 SING N N 50 
X4F C23 H21 SING N N 51 
X4F C23 H22 SING N N 52 
X4F N09 H23 SING N N 53 
X4F N19 H24 SING N N 54 
X4F N22 H25 SING N N 55 
X4F O25 H27 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 
X4F InChI            InChI                1.06  "InChI=1S/C20H26N6O/c1-13(2)15-10-23-26-19(22-9-14-6-4-3-5-7-14)8-18(25-20(15)26)24-16-11-21-12-17(16)27/h3-8,10,13,16-17,21-22,27H,9,11-12H2,1-2H3,(H,24,25)/t16-,17+/m0/s1" 
X4F InChIKey         InChI                1.06  SMVTWEKPNPYGQX-DLBZAZTESA-N                                                                                                                                                   
X4F SMILES_CANONICAL CACTVS               3.385 "CC(C)c1cnn2c(NCc3ccccc3)cc(N[C@H]4CNC[C@H]4O)nc12"                                                                                                                           
X4F SMILES           CACTVS               3.385 "CC(C)c1cnn2c(NCc3ccccc3)cc(N[CH]4CNC[CH]4O)nc12"                                                                                                                             
X4F SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)c1cnn2c1nc(cc2NCc3ccccc3)N[C@H]4CNC[C@H]4O"                                                                                                                             
X4F SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)c1cnn2c1nc(cc2NCc3ccccc3)NC4CNCC4O"                                                                                                                                     
# 
_pdbx_chem_comp_identifier.comp_id           X4F 
_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        "(3~{R},4~{S})-4-[[7-[(phenylmethyl)amino]-3-propan-2-yl-pyrazolo[1,5-a]pyrimidin-5-yl]amino]pyrrolidin-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 
X4F "Create component" 2023-05-31 PDBE 
X4F "Initial release"  2024-03-20 RCSB 
# 
