data_AP9
# 
_chem_comp.id                                    AP9 
_chem_comp.name                                  (2S)-2-({6-[(3-AMINO-5-CHLOROPHENYL)AMINO]-9-ISOPROPYL-9H-PURIN-2-YL}AMINO)-3-METHYLBUTAN-1-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H26 Cl N7 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         AMINOPURVALANOL 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-19 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        403.909 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AP9 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2F2C 
_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 
AP9 O1   O1   O  0 1 N N N 27.499 22.774 58.014 -0.310 3.574  -2.510 O1   AP9 1  
AP9 C15  C15  C  0 1 N N N 28.438 22.074 58.840 -0.987 2.651  -1.654 C15  AP9 2  
AP9 C12  C12  C  0 1 N N S 29.823 22.126 58.186 -0.430 2.769  -0.234 C12  AP9 3  
AP9 C13  C13  C  0 1 N N N 30.419 20.761 57.850 -0.548 4.218  0.241  C13  AP9 4  
AP9 C14  C14  C  0 1 N N N 31.892 20.905 57.482 -2.025 4.611  0.315  C14  AP9 5  
AP9 C16  C16  C  0 1 N N N 29.650 20.082 56.720 0.086  4.353  1.627  C16  AP9 6  
AP9 N2   N2   N  0 1 N N N 30.774 22.902 58.976 0.979  2.366  -0.228 N2   AP9 7  
AP9 C2   C2   C  0 1 Y N N 30.978 22.865 60.321 1.316  1.028  -0.107 C2   AP9 8  
AP9 N3   N3   N  0 1 Y N N 31.858 23.789 60.788 2.596  0.689  -0.109 N3   AP9 9  
AP9 C4   C4   C  0 1 Y N N 32.181 23.896 62.098 2.958  -0.584 0.011  C4   AP9 10 
AP9 C5   C5   C  0 1 Y N N 31.544 22.963 63.039 1.964  -1.570 0.128  C5   AP9 11 
AP9 N7   N7   N  0 1 Y N N 32.029 23.278 64.254 2.597  -2.765 0.229  N7   AP9 12 
AP9 C8   C8   C  0 1 Y N N 32.893 24.314 64.105 3.884  -2.579 0.182  C8   AP9 13 
AP9 N9   N9   N  0 1 Y N N 32.995 24.691 62.817 4.157  -1.249 0.048  N9   AP9 14 
AP9 C9   C9   C  0 1 N N N 33.867 25.813 62.334 5.488  -0.642 -0.042 C9   AP9 15 
AP9 C10  C10  C  0 1 N N N 33.353 27.099 62.977 6.281  -0.964 1.227  C10  AP9 16 
AP9 C11  C11  C  0 1 N N N 33.796 26.027 60.819 6.224  -1.204 -1.260 C11  AP9 17 
AP9 C6   C6   C  0 1 Y N N 30.592 21.948 62.495 0.619  -1.165 0.120  C6   AP9 18 
AP9 N1   N1   N  0 1 Y N N 30.358 21.966 61.151 0.346  0.130  0.002  N1   AP9 19 
AP9 N6   N6   N  0 1 N N N 29.980 21.091 63.356 -0.401 -2.095 0.232  N6   AP9 20 
AP9 C1A  C1A  C  0 1 Y N N 29.603 19.810 63.153 -1.728 -1.668 0.331  C1A  AP9 21 
AP9 C2A  C2A  C  0 1 Y N N 30.182 18.813 63.945 -2.029 -0.479 0.980  C2A  AP9 22 
AP9 C3A  C3A  C  0 1 Y N N 29.809 17.475 63.806 -3.348 -0.058 1.076  C3A  AP9 23 
AP9 N10  N10  N  0 1 N N N 30.392 16.526 64.573 -3.655 1.138  1.728  N10  AP9 24 
AP9 C4A  C4A  C  0 1 Y N N 28.835 17.125 62.875 -4.364 -0.828 0.522  C4A  AP9 25 
AP9 C5A  C5A  C  0 1 Y N N 28.244 18.119 62.091 -4.061 -2.013 -0.123 C5A  AP9 26 
AP9 CL1  CL1  CL 0 0 N N N 27.203 17.723 61.085 -5.333 -2.972 -0.814 CL1  AP9 27 
AP9 C6A  C6A  C  0 1 Y N N 28.615 19.464 62.229 -2.747 -2.431 -0.226 C6A  AP9 28 
AP9 HO1  HO1  H  0 1 N N N 26.700 22.929 58.504 -0.691 3.468  -3.393 HO1  AP9 29 
AP9 H151 1H15 H  0 0 N N N 28.122 21.026 58.952 -0.834 1.636  -2.022 H151 AP9 30 
AP9 H152 2H15 H  0 0 N N N 28.481 22.548 59.832 -2.053 2.878  -1.646 H152 AP9 31 
AP9 H12  H12  H  0 1 N N N 29.646 22.634 57.227 -0.996 2.120  0.433  H12  AP9 32 
AP9 H13  H13  H  0 1 N N N 30.335 20.124 58.743 -0.032 4.874  -0.460 H13  AP9 33 
AP9 H141 1H14 H  0 0 N N N 32.454 20.045 57.876 -2.561 3.893  0.935  H141 AP9 34 
AP9 H142 2H14 H  0 0 N N N 32.289 21.834 57.917 -2.114 5.606  0.752  H142 AP9 35 
AP9 H143 3H14 H  0 0 N N N 31.995 20.940 56.387 -2.450 4.615  -0.688 H143 AP9 36 
AP9 H161 1H16 H  0 0 N N N 30.119 19.114 56.487 -0.430 3.697  2.328  H161 AP9 37 
AP9 H162 2H16 H  0 0 N N N 29.669 20.723 55.827 1.138  4.073  1.575  H162 AP9 38 
AP9 H163 3H16 H  0 0 N N N 28.608 19.919 57.032 0.001  5.386  1.967  H163 AP9 39 
AP9 HN2  HN2  H  0 1 N N N 31.348 23.541 58.464 1.675  3.037  -0.308 HN2  AP9 40 
AP9 H8   H8   H  0 1 N N N 33.431 24.778 64.918 4.626  -3.361 0.241  H8   AP9 41 
AP9 H9   H9   H  0 1 N N N 34.904 25.561 62.599 5.388  0.438  -0.144 H9   AP9 42 
AP9 H101 1H10 H  0 0 N N N 32.384 27.369 62.532 7.271  -0.512 1.160  H101 AP9 43 
AP9 H102 2H10 H  0 0 N N N 34.075 27.910 62.803 5.757  -0.563 2.094  H102 AP9 44 
AP9 H103 3H10 H  0 0 N N N 33.229 26.945 64.059 6.381  -2.044 1.329  H103 AP9 45 
AP9 H111 1H11 H  0 0 N N N 32.882 25.559 60.425 5.659  -0.975 -2.163 H111 AP9 46 
AP9 H112 2H11 H  0 0 N N N 34.676 25.571 60.343 7.214  -0.753 -1.326 H112 AP9 47 
AP9 H113 3H11 H  0 0 N N N 33.779 27.105 60.601 6.323  -2.285 -1.157 H113 AP9 48 
AP9 HN6  HN6  H  0 1 N N N 29.782 21.460 64.264 -0.194 -3.042 0.242  HN6  AP9 49 
AP9 H2A  H2A  H  0 1 N N N 30.930 19.083 64.676 -1.239 0.118  1.410  H2A  AP9 50 
AP9 H11  1H1  H  0 1 N N N 31.272 16.862 64.907 -2.945 1.676  2.114  H11  AP9 51 
AP9 H12A 2H1  H  0 0 N N N 30.536 15.699 64.029 -4.577 1.432  1.795  H12A AP9 52 
AP9 H4A  H4A  H  0 1 N N N 28.538 16.093 62.760 -5.391 -0.501 0.597  H4A  AP9 53 
AP9 H6A  H6A  H  0 1 N N N 28.141 20.225 61.627 -2.514 -3.357 -0.731 H6A  AP9 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 
AP9 O1  C15  SING N N 1  
AP9 O1  HO1  SING N N 2  
AP9 C15 C12  SING N N 3  
AP9 C15 H151 SING N N 4  
AP9 C15 H152 SING N N 5  
AP9 C12 C13  SING N N 6  
AP9 C12 N2   SING N N 7  
AP9 C12 H12  SING N N 8  
AP9 C13 C14  SING N N 9  
AP9 C13 C16  SING N N 10 
AP9 C13 H13  SING N N 11 
AP9 C14 H141 SING N N 12 
AP9 C14 H142 SING N N 13 
AP9 C14 H143 SING N N 14 
AP9 C16 H161 SING N N 15 
AP9 C16 H162 SING N N 16 
AP9 C16 H163 SING N N 17 
AP9 N2  C2   SING N N 18 
AP9 N2  HN2  SING N N 19 
AP9 C2  N3   DOUB Y N 20 
AP9 C2  N1   SING Y N 21 
AP9 N3  C4   SING Y N 22 
AP9 C4  C5   DOUB Y N 23 
AP9 C4  N9   SING Y N 24 
AP9 C5  N7   SING Y N 25 
AP9 C5  C6   SING Y N 26 
AP9 N7  C8   DOUB Y N 27 
AP9 C8  N9   SING Y N 28 
AP9 C8  H8   SING N N 29 
AP9 N9  C9   SING N N 30 
AP9 C9  C10  SING N N 31 
AP9 C9  C11  SING N N 32 
AP9 C9  H9   SING N N 33 
AP9 C10 H101 SING N N 34 
AP9 C10 H102 SING N N 35 
AP9 C10 H103 SING N N 36 
AP9 C11 H111 SING N N 37 
AP9 C11 H112 SING N N 38 
AP9 C11 H113 SING N N 39 
AP9 C6  N1   DOUB Y N 40 
AP9 C6  N6   SING N N 41 
AP9 N6  C1A  SING N N 42 
AP9 N6  HN6  SING N N 43 
AP9 C1A C2A  SING Y N 44 
AP9 C1A C6A  DOUB Y N 45 
AP9 C2A C3A  DOUB Y N 46 
AP9 C2A H2A  SING N N 47 
AP9 C3A N10  SING N N 48 
AP9 C3A C4A  SING Y N 49 
AP9 N10 H11  SING N N 50 
AP9 N10 H12A SING N N 51 
AP9 C4A C5A  DOUB Y N 52 
AP9 C4A H4A  SING N N 53 
AP9 C5A CL1  SING N N 54 
AP9 C5A C6A  SING Y N 55 
AP9 C6A H6A  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 
AP9 SMILES           ACDLabs              10.04 Clc1cc(N)cc(c1)Nc3nc(nc2c3ncn2C(C)C)NC(C(C)C)CO                                                                                                                              
AP9 InChI            InChI                1.02b InChI=1/C19H26ClN7O/c1-10(2)15(8-28)24-19-25-17(23-14-6-12(20)5-13(21)7-14)16-18(26-19)27(9-22-16)11(3)4/h5-7,9-11,15,28H,8,21H2,1-4H3,(H2,23,24,25,26)/t15-/m1/s1/f/h23-24H 
AP9 InChIKey         InChI                1.02b RAMROQQYRRQPDL-GECLCKRIDN                                                                                                                                                    
AP9 SMILES_CANONICAL CACTVS               3.341 CC(C)[C@@H](CO)Nc1nc(Nc2cc(N)cc(Cl)c2)c3ncn(C(C)C)c3n1                                                                                                                       
AP9 SMILES           CACTVS               3.341 CC(C)[CH](CO)Nc1nc(Nc2cc(N)cc(Cl)c2)c3ncn(C(C)C)c3n1                                                                                                                         
AP9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H](CO)Nc1nc(c2c(n1)n(cn2)C(C)C)Nc3cc(cc(c3)Cl)N                                                                                                                     
AP9 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(CO)Nc1nc(c2c(n1)n(cn2)C(C)C)Nc3cc(cc(c3)Cl)N                                                                                                                          
# 
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 
AP9 "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-2-({6-[(3-amino-5-chlorophenyl)amino]-9-(1-methylethyl)-9H-purin-2-yl}amino)-3-methylbutan-1-ol 
AP9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-2-[[6-[(3-amino-5-chloro-phenyl)amino]-9-propan-2-yl-purin-2-yl]amino]-3-methyl-butan-1-ol      
# 
