data_PVB
# 
_chem_comp.id                                    PVB 
_chem_comp.name                                  PURVALANOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H25 Cl N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        432.904 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PVB 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1CKP 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
PVB N1   N1   N  0 1 Y N N 24.781 27.744 28.186 0.999  0.810  -3.058 N1   PVB 1  
PVB C9   C9   C  0 1 N N N 28.479 31.450 27.660 1.626  5.050  -0.208 C9   PVB 2  
PVB N9   N9   N  0 1 Y N N 27.143 31.047 28.230 2.191  4.172  -1.204 N9   PVB 3  
PVB C4   C4   C  0 1 Y N N 26.469 29.811 28.130 1.617  3.047  -1.724 C4   PVB 4  
PVB N3   N3   N  0 1 Y N N 26.893 28.681 27.488 0.419  2.525  -1.422 N3   PVB 5  
PVB C2   C2   C  0 1 Y N N 26.015 27.692 27.554 0.170  1.390  -2.137 C2   PVB 6  
PVB C6   C6   C  0 1 Y N N 24.334 28.883 28.841 2.195  1.392  -3.313 C6   PVB 7  
PVB C5   C5   C  0 1 Y N N 25.254 30.017 28.817 2.540  2.555  -2.633 C5   PVB 8  
PVB N7   N7   N  0 1 Y N N 25.160 31.271 29.334 3.655  3.355  -2.674 N7   PVB 9  
PVB C8   C8   C  0 1 Y N N 26.287 31.880 28.975 3.413  4.316  -1.806 C8   PVB 10 
PVB N6   N6   N  0 1 N N N 23.078 28.911 29.462 3.071  0.823  -4.254 N6   PVB 11 
PVB C1A  C1A  C  0 1 Y N N 22.353 27.659 29.638 2.986  -0.323 -5.074 C1A  PVB 12 
PVB C2A  C2A  C  0 1 Y N N 22.106 27.187 30.928 3.636  -0.347 -6.306 C2A  PVB 13 
PVB C3A  C3A  C  0 1 Y N N 21.406 25.996 31.125 3.553  -1.479 -7.116 C3A  PVB 14 
PVB C4A  C4A  C  0 1 Y N N 20.945 25.262 30.029 2.819  -2.587 -6.692 C4A  PVB 15 
PVB C5A  C5A  C  0 1 Y N N 21.187 25.726 28.731 2.168  -2.562 -5.459 C5A  PVB 16 
PVB CL1  CL1  CL 0 0 N N N 20.621 24.832 27.377 1.251  -3.913 -4.896 CL1  PVB 17 
PVB C6A  C6A  C  0 1 Y N N 21.889 26.923 28.536 2.252  -1.430 -4.649 C6A  PVB 18 
PVB CX   CX   C  0 1 N N N ?      ?      ?      2.760  -3.748 -7.572 CX   PVB 19 
PVB OX1  OX1  O  0 1 N N N ?      ?      ?      3.991  -4.267 -7.826 OX1  PVB 20 
PVB OX2  OX2  O  0 1 N N N ?      ?      ?      1.729  -4.229 -8.049 OX2  PVB 21 
PVB N2   N2   N  0 1 N N N ?      ?      ?      -1.041 0.762  -1.907 N2   PVB 22 
PVB C12  C12  C  0 1 N N S ?      ?      ?      -1.456 -0.448 -2.584 C12  PVB 23 
PVB C13  C13  C  0 1 N N N ?      ?      ?      -1.953 -0.153 -4.020 C13  PVB 24 
PVB C16  C16  C  0 1 N N N ?      ?      ?      -2.291 -1.446 -4.771 C16  PVB 25 
PVB C14  C14  C  0 1 N N N ?      ?      ?      -3.148 0.804  -4.070 C14  PVB 26 
PVB C15  C15  C  0 1 N N N ?      ?      ?      -2.500 -1.191 -1.745 C15  PVB 27 
PVB O1   O1   O  0 1 N N N ?      ?      ?      -1.971 -1.435 -0.445 O1   PVB 28 
PVB C11  C11  C  0 1 N N N ?      ?      ?      1.394  6.460  -0.753 C11  PVB 29 
PVB C10  C10  C  0 1 N N N ?      ?      ?      2.458  5.071  1.075  C10  PVB 30 
PVB H9   H9   H  0 1 N N N 29.325 32.085 27.961 0.642  4.637  0.050  H9   PVB 31 
PVB H8   H8   H  0 1 N N N 26.520 32.904 29.228 4.079  5.135  -1.572 H8   PVB 32 
PVB HN6  HN6  H  0 1 N N N 22.686 29.775 29.779 3.941  1.338  -4.370 HN6  PVB 33 
PVB H2A  H2A  H  0 1 N N N 22.459 27.748 31.781 4.211  0.511  -6.646 H2A  PVB 34 
PVB H3A  H3A  H  0 1 N N N 21.220 25.640 32.128 4.065  -1.486 -8.075 H3A  PVB 35 
PVB H6A  H6A  H  0 1 N N N 22.074 27.281 27.534 1.747  -1.405 -3.686 H6A  PVB 36 
PVB HO1  HO1  H  0 1 N N N ?      ?      ?      3.962  -5.049 -8.418 HO1  PVB 37 
PVB HN2  HN2  H  0 1 N N N ?      ?      ?      -1.675 1.168  -1.231 HN2  PVB 38 
PVB H12  H12  H  0 1 N N N ?      ?      ?      -0.554 -1.071 -2.641 H12  PVB 39 
PVB H13  H13  H  0 1 N N N ?      ?      ?      -1.127 0.325  -4.564 H13  PVB 40 
PVB H161 1H16 H  0 0 N N N ?      ?      ?      -2.534 -1.231 -5.817 H161 PVB 41 
PVB H162 2H16 H  0 0 N N N ?      ?      ?      -3.151 -1.959 -4.328 H162 PVB 42 
PVB H163 3H16 H  0 0 N N N ?      ?      ?      -1.440 -2.135 -4.763 H163 PVB 43 
PVB H141 1H14 H  0 0 N N N ?      ?      ?      -2.904 1.770  -3.618 H141 PVB 44 
PVB H142 2H14 H  0 0 N N N ?      ?      ?      -3.441 0.997  -5.108 H142 PVB 45 
PVB H143 3H14 H  0 0 N N N ?      ?      ?      -4.019 0.392  -3.550 H143 PVB 46 
PVB H151 1H15 H  0 0 N N N ?      ?      ?      -2.769 -2.156 -2.188 H151 PVB 47 
PVB H152 2H15 H  0 0 N N N ?      ?      ?      -3.405 -0.587 -1.628 H152 PVB 48 
PVB HO   HO   H  0 1 N N N ?      ?      ?      -2.278 -2.316 -0.181 HO   PVB 49 
PVB H111 1H11 H  0 0 N N N ?      ?      ?      2.336  6.967  -0.988 H111 PVB 50 
PVB H112 2H11 H  0 0 N N N ?      ?      ?      0.861  7.073  -0.019 H112 PVB 51 
PVB H113 3H11 H  0 0 N N N ?      ?      ?      0.794  6.431  -1.669 H113 PVB 52 
PVB H101 1H10 H  0 0 N N N ?      ?      ?      2.612  4.055  1.457  H101 PVB 53 
PVB H102 2H10 H  0 0 N N N ?      ?      ?      1.951  5.650  1.853  H102 PVB 54 
PVB H103 3H10 H  0 0 N N N ?      ?      ?      3.444  5.520  0.915  H103 PVB 55 
# 
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 
PVB N1  C2   SING Y N 1  
PVB N1  C6   DOUB Y N 2  
PVB C9  N9   SING N N 3  
PVB C9  C11  SING N N 4  
PVB C9  C10  SING N N 5  
PVB C9  H9   SING N N 6  
PVB N9  C4   SING Y N 7  
PVB N9  C8   SING Y N 8  
PVB C4  N3   SING Y N 9  
PVB C4  C5   DOUB Y N 10 
PVB N3  C2   DOUB Y N 11 
PVB C2  N2   SING N N 12 
PVB C6  C5   SING Y N 13 
PVB C6  N6   SING N N 14 
PVB C5  N7   SING Y N 15 
PVB N7  C8   DOUB Y N 16 
PVB C8  H8   SING N N 17 
PVB N6  C1A  SING N N 18 
PVB N6  HN6  SING N N 19 
PVB C1A C2A  DOUB Y N 20 
PVB C1A C6A  SING Y N 21 
PVB C2A C3A  SING Y N 22 
PVB C2A H2A  SING N N 23 
PVB C3A C4A  DOUB Y N 24 
PVB C3A H3A  SING N N 25 
PVB C4A C5A  SING Y N 26 
PVB C4A CX   SING N N 27 
PVB C5A CL1  SING N N 28 
PVB C5A C6A  DOUB Y N 29 
PVB C6A H6A  SING N N 30 
PVB CX  OX1  SING N N 31 
PVB CX  OX2  DOUB N N 32 
PVB OX1 HO1  SING N N 33 
PVB N2  C12  SING N N 34 
PVB N2  HN2  SING N N 35 
PVB C12 C13  SING N N 36 
PVB C12 C15  SING N N 37 
PVB C12 H12  SING N N 38 
PVB C13 C16  SING N N 39 
PVB C13 C14  SING N N 40 
PVB C13 H13  SING N N 41 
PVB C16 H161 SING N N 42 
PVB C16 H162 SING N N 43 
PVB C16 H163 SING N N 44 
PVB C14 H141 SING N N 45 
PVB C14 H142 SING N N 46 
PVB C14 H143 SING N N 47 
PVB C15 O1   SING N N 48 
PVB C15 H151 SING N N 49 
PVB C15 H152 SING N N 50 
PVB O1  HO   SING N N 51 
PVB C11 H111 SING N N 52 
PVB C11 H112 SING N N 53 
PVB C11 H113 SING N N 54 
PVB C10 H101 SING N N 55 
PVB C10 H102 SING N N 56 
PVB C10 H103 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 
PVB SMILES           ACDLabs              10.04 O=C(O)c1ccc(cc1Cl)Nc3nc(nc2c3ncn2C(C)C)NC(C(C)C)CO                                                                                                                                
PVB InChI            InChI                1.02b InChI=1/C20H25ClN6O3/c1-10(2)15(8-28)24-20-25-17(16-18(26-20)27(9-22-16)11(3)4)23-12-5-6-13(19(29)30)14(21)7-12/h5-7,9-11,15,28H,8H2,1-4H3,(H,29,30)(H2,23,24,25,26)/f/h23-24,29H 
PVB InChIKey         InChI                1.02b ZKDXRFMOHZVXSG-HPLCAKGNCC                                                                                                                                                         
PVB SMILES_CANONICAL CACTVS               3.341 CC(C)C(CO)Nc1nc(Nc2ccc(C(O)=O)c(Cl)c2)c3ncn(C(C)C)c3n1                                                                                                                            
PVB SMILES           CACTVS               3.341 CC(C)C(CO)Nc1nc(Nc2ccc(C(O)=O)c(Cl)c2)c3ncn(C(C)C)c3n1                                                                                                                            
PVB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@H](CO)Nc1nc(c2c(n1)n(cn2)C(C)C)Nc3ccc(c(c3)Cl)C(=O)O                                                                                                                      
PVB SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(CO)Nc1nc(c2c(n1)n(cn2)C(C)C)Nc3ccc(c(c3)Cl)C(=O)O                                                                                                                          
# 
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 
PVB "SYSTEMATIC NAME" ACDLabs              10.04 "2-chloro-4-{[2-{[1-(hydroxymethyl)-2-methylpropyl]amino}-9-(1-methylethyl)-9H-purin-6-yl]amino}benzoic acid" 
PVB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-chloro-4-[[2-[[(2R)-1-hydroxy-3-methyl-butan-2-yl]amino]-9-propan-2-yl-purin-6-yl]amino]benzoic acid"      
# 
