data_A1EBW
# 
_chem_comp.id                                    A1EBW 
_chem_comp.name                                  Adriforant 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H22 N6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "4-N-(cyclopropylmethyl)-6-[(3R)-3-(methylamino)pyrrolidin-1-yl]pyrimidine-2,4-diamine" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-11 
_chem_comp.pdbx_modified_date                    2025-11-28 
_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                        262.354 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EBW 
_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        9JG1 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_chem_comp.pdbx_pcm                              ? 
# 
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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1EBW C15 C1  C 0 1 N N N N N N 123.147 105.947 91.007 4.994  -0.861 -0.359 C15 A1EBW 1  
A1EBW C17 C2  C 0 1 N N N N N N 122.623 107.351 90.698 5.628  -2.253 -0.357 C17 A1EBW 2  
A1EBW C01 C3  C 0 1 N N N N N N 116.588 109.805 91.343 -6.140 -1.099 -0.601 C01 A1EBW 3  
A1EBW C03 C4  C 0 1 N N R N N N 118.157 108.108 92.024 -3.793 -0.684 -0.169 C03 A1EBW 4  
A1EBW C04 C5  C 0 1 N N N N N N 117.145 107.840 92.708 -3.095 -2.049 -0.403 C04 A1EBW 5  
A1EBW C05 C6  C 0 1 N N N N N N 117.787 107.336 94.079 -1.599 -1.646 -0.364 C05 A1EBW 6  
A1EBW C07 C7  C 0 1 Y N N N N N 120.311 107.740 94.860 -0.553 0.344  0.359  C07 A1EBW 7  
A1EBW C09 C8  C 0 1 Y N N N N N 121.748 107.352 96.592 0.031  2.532  -0.092 C09 A1EBW 8  
A1EBW C12 C9  C 0 1 Y N N N N N 122.478 106.900 94.430 1.712  0.948  -0.112 C12 A1EBW 9  
A1EBW C14 C10 C 0 1 N N N N N N 123.045 105.440 92.464 3.484  -0.771 -0.125 C14 A1EBW 10 
A1EBW C16 C11 C 0 1 N N N N N N 121.788 106.125 90.324 5.866  -1.301 0.818  C16 A1EBW 11 
A1EBW C18 C12 C 0 1 Y N N N N N 121.260 107.317 93.959 0.777  -0.034 0.201  C18 A1EBW 12 
A1EBW C19 C13 C 0 1 N N N N N N 119.168 108.839 93.103 -2.844 0.028  0.818  C19 A1EBW 13 
A1EBW N02 N1  N 0 1 N N N N N N 117.825 109.128 90.953 -5.120 -0.876 0.433  N02 A1EBW 14 
A1EBW N06 N2  N 0 1 N N N N N N 119.075 108.173 94.229 -1.518 -0.600 0.678  N06 A1EBW 15 
A1EBW N08 N3  N 0 1 Y N N N N N 120.560 107.768 96.166 -0.886 1.623  0.206  N08 A1EBW 16 
A1EBW N10 N4  N 0 1 N N N N N N 122.138 107.336 97.973 -0.353 3.852  -0.243 N10 A1EBW 17 
A1EBW N11 N5  N 0 1 Y N N N N N 122.682 106.934 95.738 1.306  2.208  -0.250 N11 A1EBW 18 
A1EBW N13 N6  N 0 1 N N N N N N 123.467 106.435 93.457 3.048  0.619  -0.279 N13 A1EBW 19 
A1EBW H1  H1  H 0 1 N N N N N N 123.979 105.567 90.396 5.408  -0.120 -1.043 H1  A1EBW 20 
A1EBW H2  H2  H 0 1 N N N N N N 123.098 107.954 89.910 4.969  -3.106 -0.189 H2  A1EBW 21 
A1EBW H3  H3  H 0 1 N N N N N N 122.297 108.009 91.517 6.459  -2.429 -1.039 H3  A1EBW 22 
A1EBW H4  H4  H 0 1 N N N N N N 116.323 110.553 90.581 -7.112 -1.238 -0.128 H4  A1EBW 23 
A1EBW H5  H5  H 0 1 N N N N N N 115.777 109.066 91.429 -6.179 -0.236 -1.265 H5  A1EBW 24 
A1EBW H6  H6  H 0 1 N N N N N N 116.733 110.305 92.312 -5.885 -1.989 -1.176 H6  A1EBW 25 
A1EBW H7  H7  H 0 1 N N N N N N 118.671 107.240 91.586 -3.869 -0.125 -1.102 H7  A1EBW 26 
A1EBW H8  H8  H 0 1 N N N N N N 116.522 108.733 92.864 -3.331 -2.751 0.397  H8  A1EBW 27 
A1EBW H9  H9  H 0 1 N N N N N N 116.542 107.050 92.236 -3.362 -2.463 -1.375 H9  A1EBW 28 
A1EBW H10 H10 H 0 1 N N N N N N 117.103 107.520 94.920 -0.983 -2.502 -0.091 H10 A1EBW 29 
A1EBW H11 H11 H 0 1 N N N N N N 118.024 106.263 94.027 -1.289 -1.245 -1.329 H11 A1EBW 30 
A1EBW H12 H12 H 0 1 N N N N N N 121.999 105.167 92.666 2.966  -1.397 -0.852 H12 A1EBW 31 
A1EBW H13 H13 H 0 1 N N N N N N 123.683 104.550 92.569 3.252  -1.116 0.882  H13 A1EBW 32 
A1EBW H14 H14 H 0 1 N N N N N N 120.862 105.901 90.874 6.855  -0.851 0.908  H14 A1EBW 33 
A1EBW H15 H15 H 0 1 N N N N N N 121.663 105.846 89.267 5.365  -1.528 1.759  H15 A1EBW 34 
A1EBW H16 H16 H 0 1 N N N N N N 121.050 107.313 92.900 1.077  -1.065 0.320  H16 A1EBW 35 
A1EBW H17 H17 H 0 1 N N N N N N 120.203 108.809 92.731 -2.781 1.088  0.572  H17 A1EBW 36 
A1EBW H18 H18 H 0 1 N N N N N N 118.864 109.885 93.257 -3.208 -0.097 1.838  H18 A1EBW 37 
A1EBW H19 H19 H 0 1 N N N N N N 117.698 108.668 90.074 -5.366 -0.094 1.021  H19 A1EBW 38 
A1EBW H21 H21 H 0 1 N N N N N N 123.077 107.001 98.051 -1.283 4.103  -0.131 H21 A1EBW 39 
A1EBW H22 H22 H 0 1 N N N N N N 122.083 108.262 98.346 0.308  4.528  -0.462 H22 A1EBW 40 
A1EBW H23 H23 H 0 1 N N N N N N 124.226 106.037 93.972 3.694  1.309  -0.497 H23 A1EBW 41 
# 
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 
A1EBW C16 C17 SING N N 1  
A1EBW C16 C15 SING N N 2  
A1EBW C17 C15 SING N N 3  
A1EBW N02 C01 SING N N 4  
A1EBW N02 C03 SING N N 5  
A1EBW C15 C14 SING N N 6  
A1EBW C03 C04 SING N N 7  
A1EBW C03 C19 SING N N 8  
A1EBW C14 N13 SING N N 9  
A1EBW C04 C05 SING N N 10 
A1EBW C19 N06 SING N N 11 
A1EBW N13 C12 SING N N 12 
A1EBW C18 C12 DOUB Y N 13 
A1EBW C18 C07 SING Y N 14 
A1EBW C05 N06 SING N N 15 
A1EBW N06 C07 SING N N 16 
A1EBW C12 N11 SING Y N 17 
A1EBW C07 N08 DOUB Y N 18 
A1EBW N11 C09 DOUB Y N 19 
A1EBW N08 C09 SING Y N 20 
A1EBW C09 N10 SING N N 21 
A1EBW C15 H1  SING N N 22 
A1EBW C17 H2  SING N N 23 
A1EBW C17 H3  SING N N 24 
A1EBW C01 H4  SING N N 25 
A1EBW C01 H5  SING N N 26 
A1EBW C01 H6  SING N N 27 
A1EBW C03 H7  SING N N 28 
A1EBW C04 H8  SING N N 29 
A1EBW C04 H9  SING N N 30 
A1EBW C05 H10 SING N N 31 
A1EBW C05 H11 SING N N 32 
A1EBW C14 H12 SING N N 33 
A1EBW C14 H13 SING N N 34 
A1EBW C16 H14 SING N N 35 
A1EBW C16 H15 SING N N 36 
A1EBW C18 H16 SING N N 37 
A1EBW C19 H17 SING N N 38 
A1EBW C19 H18 SING N N 39 
A1EBW N02 H19 SING N N 40 
A1EBW N10 H21 SING N N 41 
A1EBW N10 H22 SING N N 42 
A1EBW N13 H23 SING N N 43 
# 
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 
A1EBW InChI            InChI                1.06  "InChI=1S/C13H22N6/c1-15-10-4-5-19(8-10)12-6-11(17-13(14)18-12)16-7-9-2-3-9/h6,9-10,15H,2-5,7-8H2,1H3,(H3,14,16,17,18)/t10-/m1/s1" 
A1EBW InChIKey         InChI                1.06  ISBHYKVAFKTATD-SNVBAGLBSA-N                                                                                                        
A1EBW SMILES_CANONICAL CACTVS               3.385 "CN[C@@H]1CCN(C1)c2cc(NCC3CC3)nc(N)n2"                                                                                             
A1EBW SMILES           CACTVS               3.385 "CN[CH]1CCN(C1)c2cc(NCC3CC3)nc(N)n2"                                                                                               
A1EBW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN[C@@H]1CCN(C1)c2cc(nc(n2)N)NCC3CC3"                                                                                             
A1EBW SMILES           "OpenEye OEToolkits" 2.0.7 "CNC1CCN(C1)c2cc(nc(n2)N)NCC3CC3"                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           A1EBW 
_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}4-(cyclopropylmethyl)-6-[(3~{R})-3-(methylamino)pyrrolidin-1-yl]pyrimidine-2,4-diamine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1EBW "Create component" 2024-09-11 PDBC 
A1EBW "Initial release"  2025-12-03 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1EBW 
_pdbx_chem_comp_synonyms.name         "4-N-(cyclopropylmethyl)-6-[(3R)-3-(methylamino)pyrrolidin-1-yl]pyrimidine-2,4-diamine" 
_pdbx_chem_comp_synonyms.provenance   PUBCHEM 
_pdbx_chem_comp_synonyms.type         ? 
# 
