data_JBI
# 
_chem_comp.id                                    JBI 
_chem_comp.name                                  "9-cyclopentyl-N~8~-(2-fluorophenyl)-N~2~-(4-methoxyphenyl)-9H-purine-2,8-diamine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H23 F N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-10-05 
_chem_comp.pdbx_modified_date                    2012-01-20 
_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                        418.467 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JBI 
_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        3TTJ 
_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 
JBI C1   C1   C 0 1 Y N N 21.157 8.486  31.858 -0.136 -0.732 -0.007 C1   JBI 1  
JBI F1   F1   F 0 1 N N N 19.830 10.971 35.381 -6.356 0.078  -0.299 F1   JBI 2  
JBI N1   N1   N 0 1 Y N N 20.178 5.988  32.174 2.178  0.657  -0.103 N1   JBI 3  
JBI O1   O1   O 0 1 N N N 27.100 5.016  29.086 8.134  1.428  0.257  O1   JBI 4  
JBI C2   C2   C 0 1 Y N N 19.969 8.285  32.536 -0.160 0.676  -0.059 C2   JBI 5  
JBI N2   N2   N 0 1 Y N N 21.823 7.431  31.358 1.032  -1.358 -0.010 N2   JBI 6  
JBI C3   C3   C 0 1 Y N N 19.491 6.991  32.682 1.056  1.358  -0.108 C3   JBI 7  
JBI N3   N3   N 0 1 Y N N 21.378 9.796  31.881 -1.451 -1.135 0.034  N3   JBI 8  
JBI C4   C4   C 0 1 Y N N 21.331 6.188  31.519 2.161  -0.668 -0.056 C4   JBI 9  
JBI N4   N4   N 0 1 Y N N 19.513 9.472  32.935 -1.464 1.056  -0.049 N4   JBI 10 
JBI C5   C5   C 0 1 Y N N 20.383 10.390 32.532 -2.227 -0.007 0.006  C5   JBI 11 
JBI N5   N5   N 0 1 N N N 21.957 5.120  31.020 3.367  -1.355 -0.059 N5   JBI 12 
JBI C6   C6   C 0 1 N N N 22.547 10.471 31.268 -1.933 -2.517 0.095  C6   JBI 13 
JBI N6   N6   N 0 1 N N N 20.269 11.706 32.751 -3.607 0.007  0.032  N6   JBI 14 
JBI C7   C7   C 0 1 Y N N 23.212 5.119  30.549 4.574  -0.650 0.021  C7   JBI 15 
JBI C8   C8   C 0 1 Y N N 19.270 12.253 33.456 -4.295 1.224  -0.011 C8   JBI 16 
JBI C9   C9   C 0 1 N N N 23.825 9.706  31.614 -2.764 -2.730 1.372  C9   JBI 17 
JBI C10  C10  C 0 1 N N N 24.728 9.945  30.407 -4.180 -3.137 0.913  C10  JBI 18 
JBI C11  C11  C 0 1 N N N 23.775 9.831  29.221 -3.965 -3.726 -0.504 C11  JBI 19 
JBI C12  C12  C 0 1 N N N 22.443 10.400 29.727 -2.872 -2.802 -1.096 C12  JBI 20 
JBI C13  C13  C 0 1 Y N N 19.050 11.898 34.788 -5.676 1.239  -0.177 C13  JBI 21 
JBI C14  C14  C 0 1 Y N N 18.025 12.491 35.514 -6.352 2.445  -0.219 C14  JBI 22 
JBI C15  C15  C 0 1 Y N N 17.207 13.449 34.914 -5.656 3.634  -0.095 C15  JBI 23 
JBI C16  C16  C 0 1 Y N N 17.430 13.816 33.590 -4.284 3.621  0.070  C16  JBI 24 
JBI C17  C17  C 0 1 Y N N 18.465 13.223 32.866 -3.602 2.420  0.117  C17  JBI 25 
JBI C18  C18  C 0 1 Y N N 23.610 6.004  29.551 4.664  0.487  0.813  C18  JBI 26 
JBI C19  C19  C 0 1 Y N N 24.913 5.972  29.063 5.855  1.181  0.892  C19  JBI 27 
JBI C20  C20  C 0 1 Y N N 25.821 5.044  29.567 6.962  0.744  0.179  C20  JBI 28 
JBI C21  C21  C 0 1 Y N N 25.420 4.156  30.559 6.873  -0.391 -0.613 C21  JBI 29 
JBI C22  C22  C 0 1 Y N N 24.119 4.192  31.046 5.684  -1.090 -0.688 C22  JBI 30 
JBI C23  C23  C 0 1 N N N 27.877 3.962  29.693 9.233  0.921  -0.503 C23  JBI 31 
JBI H3   H3   H 0 1 N N N 18.565 6.808  33.207 1.081  2.437  -0.146 H3   JBI 32 
JBI HN5  HN5  H 0 1 N N N 21.453 4.257  30.996 3.374  -2.323 -0.115 HN5  JBI 33 
JBI H6   H6   H 0 1 N N N 22.568 11.507 31.637 -1.089 -3.207 0.079  H6   JBI 34 
JBI HN6  HN6  H 0 1 N N N 20.966 12.312 32.368 -4.100 -0.827 0.080  HN6  JBI 35 
JBI H9   H9   H 0 1 N N N 24.282 10.085 32.540 -2.325 -3.524 1.975  H9   JBI 36 
JBI H9A  H9A  H 0 1 N N N 23.625 8.634  31.760 -2.809 -1.805 1.947  H9A  JBI 37 
JBI H10  H10  H 0 1 N N N 25.203 10.936 30.449 -4.595 -3.892 1.581  H10  JBI 38 
JBI H10A H10A H 0 0 N N N 25.533 9.197  30.351 -4.833 -2.265 0.871  H10A JBI 39 
JBI H11  H11  H 0 1 N N N 24.147 10.405 28.360 -3.612 -4.755 -0.445 H11  JBI 40 
JBI H11A H11A H 0 0 N N N 23.662 8.783  28.906 -4.882 -3.664 -1.090 H11A JBI 41 
JBI H12  H12  H 0 1 N N N 21.609 9.748  29.429 -3.313 -1.876 -1.464 H12  JBI 42 
JBI H12A H12A H 0 0 N N N 22.270 11.402 29.308 -2.332 -3.313 -1.893 H12A JBI 43 
JBI H14  H14  H 0 1 N N N 17.861 12.210 36.544 -7.424 2.458  -0.348 H14  JBI 44 
JBI H15  H15  H 0 1 N N N 16.404 13.904 35.475 -6.186 4.574  -0.129 H15  JBI 45 
JBI H16  H16  H 0 1 N N N 16.802 14.560 33.123 -3.744 4.552  0.166  H16  JBI 46 
JBI H17  H17  H 0 1 N N N 18.642 13.518 31.842 -2.530 2.412  0.251  H17  JBI 47 
JBI H18  H18  H 0 1 N N N 22.905 6.719  29.154 3.802  0.828  1.368  H18  JBI 48 
JBI H19  H19  H 0 1 N N N 25.220 6.666  28.294 5.925  2.066  1.508  H19  JBI 49 
JBI H21  H21  H 0 1 N N N 26.122 3.436  30.952 7.735  -0.731 -1.168 H21  JBI 50 
JBI H22  H22  H 0 1 N N N 23.812 3.497  31.813 5.616  -1.977 -1.301 H22  JBI 51 
JBI H23  H23  H 0 1 N N N 28.897 3.973  29.280 10.104 1.558  -0.352 H23  JBI 52 
JBI H23A H23A H 0 0 N N N 27.920 4.118  30.781 9.464  -0.093 -0.176 H23A JBI 53 
JBI H23B H23B H 0 0 N N N 27.406 2.991  29.480 8.969  0.911  -1.561 H23B JBI 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 
JBI N2  C1   DOUB Y N 1  
JBI C1  N3   SING Y N 2  
JBI C1  C2   SING Y N 3  
JBI C13 F1   SING N N 4  
JBI C4  N1   DOUB Y N 5  
JBI N1  C3   SING Y N 6  
JBI O1  C20  SING N N 7  
JBI O1  C23  SING N N 8  
JBI C2  C3   DOUB Y N 9  
JBI C2  N4   SING Y N 10 
JBI N2  C4   SING Y N 11 
JBI C3  H3   SING N N 12 
JBI C6  N3   SING N N 13 
JBI N3  C5   SING Y N 14 
JBI N5  C4   SING N N 15 
JBI C5  N4   DOUB Y N 16 
JBI C5  N6   SING N N 17 
JBI C7  N5   SING N N 18 
JBI N5  HN5  SING N N 19 
JBI C12 C6   SING N N 20 
JBI C6  C9   SING N N 21 
JBI C6  H6   SING N N 22 
JBI N6  C8   SING N N 23 
JBI N6  HN6  SING N N 24 
JBI C18 C7   DOUB Y N 25 
JBI C7  C22  SING Y N 26 
JBI C17 C8   DOUB Y N 27 
JBI C8  C13  SING Y N 28 
JBI C10 C9   SING N N 29 
JBI C9  H9   SING N N 30 
JBI C9  H9A  SING N N 31 
JBI C11 C10  SING N N 32 
JBI C10 H10  SING N N 33 
JBI C10 H10A SING N N 34 
JBI C11 C12  SING N N 35 
JBI C11 H11  SING N N 36 
JBI C11 H11A SING N N 37 
JBI C12 H12  SING N N 38 
JBI C12 H12A SING N N 39 
JBI C13 C14  DOUB Y N 40 
JBI C15 C14  SING Y N 41 
JBI C14 H14  SING N N 42 
JBI C16 C15  DOUB Y N 43 
JBI C15 H15  SING N N 44 
JBI C17 C16  SING Y N 45 
JBI C16 H16  SING N N 46 
JBI C17 H17  SING N N 47 
JBI C19 C18  SING Y N 48 
JBI C18 H18  SING N N 49 
JBI C19 C20  DOUB Y N 50 
JBI C19 H19  SING N N 51 
JBI C20 C21  SING Y N 52 
JBI C21 C22  DOUB Y N 53 
JBI C21 H21  SING N N 54 
JBI C22 H22  SING N N 55 
JBI C23 H23  SING N N 56 
JBI C23 H23A SING N N 57 
JBI C23 H23B SING N N 58 
# 
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 
JBI SMILES           ACDLabs              12.01 "Fc1ccccc1Nc3nc2cnc(nc2n3C4CCCC4)Nc5ccc(OC)cc5"                                                                                                                             
JBI InChI            InChI                1.03  "InChI=1S/C23H23FN6O/c1-31-17-12-10-15(11-13-17)26-22-25-14-20-21(29-22)30(16-6-2-3-7-16)23(28-20)27-19-9-5-4-8-18(19)24/h4-5,8-14,16H,2-3,6-7H2,1H3,(H,27,28)(H,25,26,29)" 
JBI InChIKey         InChI                1.03  IMFVPVKPQOQCBY-UHFFFAOYSA-N                                                                                                                                                 
JBI SMILES_CANONICAL CACTVS               3.370 "COc1ccc(Nc2ncc3nc(Nc4ccccc4F)n(C5CCCC5)c3n2)cc1"                                                                                                                           
JBI SMILES           CACTVS               3.370 "COc1ccc(Nc2ncc3nc(Nc4ccccc4F)n(C5CCCC5)c3n2)cc1"                                                                                                                           
JBI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "COc1ccc(cc1)Nc2ncc3c(n2)n(c(n3)Nc4ccccc4F)C5CCCC5"                                                                                                                         
JBI SMILES           "OpenEye OEToolkits" 1.7.2 "COc1ccc(cc1)Nc2ncc3c(n2)n(c(n3)Nc4ccccc4F)C5CCCC5"                                                                                                                         
# 
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 
JBI "SYSTEMATIC NAME" ACDLabs              12.01 "9-cyclopentyl-N~8~-(2-fluorophenyl)-N~2~-(4-methoxyphenyl)-9H-purine-2,8-diamine" 
JBI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "9-cyclopentyl-N8-(2-fluorophenyl)-N2-(4-methoxyphenyl)purine-2,8-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 
JBI "Create component" 2011-10-05 RCSB 
# 
