data_55S
# 
_chem_comp.id                                    55S 
_chem_comp.name                                  "6-(cyclohexylmethoxy)-N-[4-(ethylsulfonyl)phenyl]-9H-purin-2-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H25 N5 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-07-30 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        415.509 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     55S 
_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        5CYI 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
_chem_comp.pdbx_pcm                              Y 
# 
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 
55S C4  C1  C 0 1 Y N N N N N 5.913  41.783 47.741 1.666  3.160  0.533  C4  55S 1  
55S C14 C2  C 0 1 N N N N N N 1.637  46.144 53.905 -2.009 -5.203 -0.697 C14 55S 2  
55S C5  C3  C 0 1 Y N N N N N 6.311  42.345 48.957 0.574  2.570  -0.091 C5  55S 3  
55S C6  C4  C 0 1 Y N N N N N 7.859  44.073 49.921 -1.829 2.401  0.021  C6  55S 4  
55S C11 C5  C 0 1 N N N N N N 4.856  46.126 51.789 -1.301 -1.562 0.333  C11 55S 5  
55S C7  C6  C 0 1 Y N N N N N 9.466  45.276 50.933 -4.128 2.283  0.018  C7  55S 6  
55S C8  C7  C 0 1 Y N N N N N 10.442 46.733 52.172 -6.150 1.402  0.075  C8  55S 7  
55S C9  C8  C 0 1 Y N N N N N 8.533  45.996 51.658 -4.044 0.884  0.128  C9  55S 8  
55S C10 C9  C 0 1 Y N N N N N 7.199  45.669 51.447 -2.770 0.296  0.180  C10 55S 9  
55S C12 C10 C 0 1 N N N N N N 3.981  46.414 52.973 -1.346 -3.087 0.452  C12 55S 10 
55S C13 C11 C 0 1 N N N N N N 2.551  45.935 52.696 -1.964 -3.679 -0.816 C13 55S 11 
55S N1  N1  N 0 1 Y N N N N N 9.176  44.291 50.076 -3.009 2.996  -0.032 N1  55S 12 
55S N2  N2  N 0 1 Y N N N N N 10.667 45.746 51.289 -5.467 2.580  -0.013 N2  55S 13 
55S C3  C12 C 0 1 Y N N N N N 4.727  41.075 47.659 2.907  2.558  0.465  C3  55S 14 
55S N3  N3  N 0 1 Y N N N N N 9.159  46.889 52.430 -5.313 0.409  0.157  N3  55S 15 
55S O1  O1  O 0 1 N N N N N N 2.324  39.197 49.885 5.565  1.680  -0.155 O1  55S 16 
55S S   S1  S 0 1 N N N N N N 2.427  39.997 48.693 4.649  0.605  -0.309 S   55S 17 
55S O   O2  O 0 1 N N N N N N 2.380  39.334 47.416 4.607  -0.156 -1.508 O   55S 18 
55S C1  C13 C 0 1 N N N N N N 1.151  41.239 48.738 4.702  -0.488 1.138  C1  55S 19 
55S C   C14 C 0 1 N N N N N N -0.029 40.973 49.631 6.047  -1.218 1.176  C   55S 20 
55S C2  C15 C 0 1 Y N N N N N 3.931  40.928 48.784 3.064  1.370  -0.224 C2  55S 21 
55S C19 C16 C 0 1 Y N N N N N 4.318  41.479 49.995 1.979  0.779  -0.846 C19 55S 22 
55S C18 C17 C 0 1 Y N N N N N 5.499  42.185 50.086 0.734  1.373  -0.777 C18 55S 23 
55S N   N4  N 0 1 N N N N N N 7.541  43.099 49.059 -0.683 3.179  -0.028 N   55S 24 
55S N4  N5  N 0 1 Y N N N N N 6.877  44.726 50.572 -1.705 1.083  0.124  N4  55S 25 
55S O2  O3  O 0 1 N N N N N N 6.235  46.386 52.135 -2.633 -1.048 0.286  O2  55S 26 
55S C17 C18 C 0 1 N N N N N N 4.532  45.772 54.244 0.074  -3.627 0.628  C17 55S 27 
55S C16 C19 C 0 1 N N N N N N 3.612  46.000 55.434 0.029  -5.152 0.747  C16 55S 28 
55S C15 C20 C 0 1 N N N N N N 2.208  45.488 55.144 -0.589 -5.744 -0.521 C15 55S 29 
55S H1  H1  H 0 1 N N N N N N 6.532  41.901 46.864 1.545  4.091  1.067  H1  55S 30 
55S H2  H2  H 0 1 N N N N N N 1.527  47.223 54.089 -2.614 -5.483 0.166  H2  55S 31 
55S H3  H3  H 0 1 N N N N N N 0.651  45.706 53.689 -2.449 -5.625 -1.601 H3  55S 32 
55S H4  H4  H 0 1 N N N N N N 4.561  46.772 50.949 -0.781 -1.145 1.196  H4  55S 33 
55S H5  H5  H 0 1 N N N N N N 4.744  45.071 51.498 -0.771 -1.284 -0.578 H5  55S 34 
55S H6  H6  H 0 1 N N N N N N 11.223 47.330 52.619 -7.226 1.308  0.076  H6  55S 35 
55S H7  H7  H 0 1 N N N N N N 3.951  47.503 53.126 -1.951 -3.366 1.315  H7  55S 36 
55S H8  H8  H 0 1 N N N N N N 2.146  46.498 51.842 -1.359 -3.400 -1.679 H8  55S 37 
55S H9  H9  H 0 1 N N N N N N 2.576  44.863 52.450 -2.976 -3.294 -0.941 H9  55S 38 
55S H10 H10 H 0 1 N N N N N N 11.556 45.426 50.962 -5.857 3.465  -0.085 H10 55S 39 
55S H11 H11 H 0 1 N N N N N N 4.422  40.638 46.720 3.756  3.017  0.950  H11 55S 40 
55S H13 H13 H 0 1 N N N N N N 1.615  42.179 49.072 4.584  0.103  2.045  H13 55S 41 
55S H14 H14 H 0 1 N N N N N N 0.771  41.361 47.713 3.895  -1.218 1.072  H14 55S 42 
55S H15 H15 H 0 1 N N N N N N -0.736 41.813 49.565 6.165  -1.810 0.269  H15 55S 43 
55S H16 H16 H 0 1 N N N N N N -0.529 40.047 49.312 6.854  -0.489 1.242  H16 55S 44 
55S H17 H17 H 0 1 N N N N N N 0.315  40.864 50.670 6.078  -1.875 2.045  H17 55S 45 
55S H18 H18 H 0 1 N N N N N N 3.694  41.355 50.868 2.105  -0.150 -1.383 H18 55S 46 
55S H19 H19 H 0 1 N N N N N N 5.798  42.615 51.030 -0.113 0.911  -1.263 H19 55S 47 
55S H20 H20 H 0 1 N N N N N N 8.250  42.861 48.396 -0.753 4.147  -0.019 H20 55S 48 
55S H21 H21 H 0 1 N N N N N N 4.640  44.690 54.079 0.679  -3.348 -0.235 H21 55S 49 
55S H22 H22 H 0 1 N N N N N N 5.517  46.209 54.466 0.514  -3.205 1.532  H22 55S 50 
55S H23 H23 H 0 1 N N N N N N 4.016  45.468 56.308 1.041  -5.537 0.873  H23 55S 51 
55S H24 H24 H 0 1 N N N N N N 3.564  47.077 55.651 -0.576 -5.431 1.610  H24 55S 52 
55S H25 H25 H 0 1 N N N N N N 1.558  45.714 56.002 -0.621 -6.830 -0.436 H25 55S 53 
55S H26 H26 H 0 1 N N N N N N 2.247  44.400 54.989 0.015  -5.465 -1.384 H26 55S 54 
# 
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 
55S O   S   DOUB N N 1  
55S C3  C4  DOUB Y N 2  
55S C3  C2  SING Y N 3  
55S C4  C5  SING Y N 4  
55S S   C1  SING N N 5  
55S S   C2  SING N N 6  
55S S   O1  DOUB N N 7  
55S C1  C   SING N N 8  
55S C2  C19 DOUB Y N 9  
55S C5  N   SING N N 10 
55S C5  C18 DOUB Y N 11 
55S N   C6  SING N N 12 
55S C6  N1  DOUB Y N 13 
55S C6  N4  SING Y N 14 
55S C19 C18 SING Y N 15 
55S N1  C7  SING Y N 16 
55S N4  C10 DOUB Y N 17 
55S C7  N2  SING Y N 18 
55S C7  C9  DOUB Y N 19 
55S N2  C8  SING Y N 20 
55S C10 C9  SING Y N 21 
55S C10 O2  SING N N 22 
55S C9  N3  SING Y N 23 
55S C11 O2  SING N N 24 
55S C11 C12 SING N N 25 
55S C8  N3  DOUB Y N 26 
55S C13 C12 SING N N 27 
55S C13 C14 SING N N 28 
55S C12 C17 SING N N 29 
55S C14 C15 SING N N 30 
55S C17 C16 SING N N 31 
55S C15 C16 SING N N 32 
55S C4  H1  SING N N 33 
55S C14 H2  SING N N 34 
55S C14 H3  SING N N 35 
55S C11 H4  SING N N 36 
55S C11 H5  SING N N 37 
55S C8  H6  SING N N 38 
55S C12 H7  SING N N 39 
55S C13 H8  SING N N 40 
55S C13 H9  SING N N 41 
55S N2  H10 SING N N 42 
55S C3  H11 SING N N 43 
55S C1  H13 SING N N 44 
55S C1  H14 SING N N 45 
55S C   H15 SING N N 46 
55S C   H16 SING N N 47 
55S C   H17 SING N N 48 
55S C19 H18 SING N N 49 
55S C18 H19 SING N N 50 
55S N   H20 SING N N 51 
55S C17 H21 SING N N 52 
55S C17 H22 SING N N 53 
55S C16 H23 SING N N 54 
55S C16 H24 SING N N 55 
55S C15 H25 SING N N 56 
55S C15 H26 SING N N 57 
# 
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 
55S SMILES           ACDLabs              12.01 "c4c(Nc3nc1ncnc1c(OCC2CCCCC2)n3)ccc(c4)S(=O)(CC)=O"                                                                                                             
55S InChI            InChI                1.03  "InChI=1S/C20H25N5O3S/c1-2-29(26,27)16-10-8-15(9-11-16)23-20-24-18-17(21-13-22-18)19(25-20)28-12-14-6-4-3-5-7-14/h8-11,13-14H,2-7,12H2,1H3,(H2,21,22,23,24,25)" 
55S InChIKey         InChI                1.03  SIKZOJIFMBUYSK-UHFFFAOYSA-N                                                                                                                                     
55S SMILES_CANONICAL CACTVS               3.385 "CC[S](=O)(=O)c1ccc(Nc2nc3[nH]cnc3c(OCC4CCCCC4)n2)cc1"                                                                                                          
55S SMILES           CACTVS               3.385 "CC[S](=O)(=O)c1ccc(Nc2nc3[nH]cnc3c(OCC4CCCCC4)n2)cc1"                                                                                                          
55S SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCS(=O)(=O)c1ccc(cc1)Nc2nc3c(c(n2)OCC4CCCCC4)nc[nH]3"                                                                                                          
55S SMILES           "OpenEye OEToolkits" 1.9.2 "CCS(=O)(=O)c1ccc(cc1)Nc2nc3c(c(n2)OCC4CCCCC4)nc[nH]3"                                                                                                          
# 
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 
55S "SYSTEMATIC NAME" ACDLabs              12.01 "6-(cyclohexylmethoxy)-N-[4-(ethylsulfonyl)phenyl]-9H-purin-2-amine" 
55S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-(cyclohexylmethoxy)-N-(4-ethylsulfonylphenyl)-9H-purin-2-amine"   
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
55S "Create component" 2015-07-30 EBI  
55S "Initial release"  2015-09-16 RCSB 
55S "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            55S 
_pdbx_chem_comp_pcm.modified_residue_id                LYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   NZ 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
