data_VX1
# 
_chem_comp.id                                    VX1 
_chem_comp.name                                  4-[3-(4-chlorophenyl)-2,1-benzisoxazol-5-yl]pyrimidin-2-amine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H11 Cl N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-28 
_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                        322.748 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VX1 
_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        3BGP 
_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 
VX1 N1   N1   N  0 1 N N N 20.180 30.887 -1.071 3.230  3.859  0.036  N1   VX1 1  
VX1 C2   C2   C  0 1 Y N N 20.784 31.558 -0.021 3.714  2.564  -0.031 C2   VX1 2  
VX1 N3   N3   N  0 1 Y N N 20.998 30.914 1.141  5.021  2.368  -0.134 N3   VX1 3  
VX1 C4   C4   C  0 1 Y N N 21.583 31.532 2.185  5.524  1.145  -0.200 C4   VX1 4  
VX1 C5   C5   C  0 1 Y N N 21.980 32.873 2.071  4.670  0.059  -0.160 C5   VX1 5  
VX1 C6   C6   C  0 1 Y N N 21.741 33.536 0.829  3.295  0.296  -0.051 C6   VX1 6  
VX1 N7   N7   N  0 1 Y N N 21.144 32.841 -0.175 2.861  1.554  0.016  N7   VX1 7  
VX1 C8   C8   C  0 1 Y N N 22.129 34.974 0.612  2.339  -0.833 -0.005 C8   VX1 8  
VX1 C9   C9   C  0 1 Y N N 22.324 35.859 1.731  2.829  -2.153 0.035  C9   VX1 9  
VX1 C10  C10  C  0 1 Y N N 22.679 37.184 1.558  1.999  -3.222 0.078  C10  VX1 10 
VX1 C11  C11  C  0 1 Y N N 22.863 37.715 0.233  0.601  -3.024 0.084  C11  VX1 11 
VX1 N12  N12  N  0 1 Y N N 23.185 38.875 -0.282 -0.466 -3.789 0.119  N12  VX1 12 
VX1 O13  O13  O  0 1 Y N N 23.221 38.860 -1.488 -1.494 -3.151 0.108  O13  VX1 13 
VX1 C14  C14  C  0 1 Y N N 22.924 37.668 -2.042 -1.302 -1.823 0.062  C14  VX1 14 
VX1 C15  C15  C  0 1 Y N N 22.898 37.392 -3.514 -2.337 -0.775 0.037  C15  VX1 15 
VX1 C16  C16  C  0 1 Y N N 22.676 36.079 -4.055 -3.432 -0.890 -0.825 C16  VX1 16 
VX1 C17  C17  C  0 1 Y N N 22.663 35.887 -5.452 -4.397 0.095  -0.842 C17  VX1 17 
VX1 C18  C18  C  0 1 Y N N 22.870 36.985 -6.320 -4.283 1.196  -0.010 C18  VX1 18 
VX1 CL19 CL19 CL 0 0 N N N 22.853 36.745 -8.038 -5.502 2.432  -0.039 CL19 VX1 19 
VX1 C20  C20  C  0 1 Y N N 23.088 38.274 -5.799 -3.200 1.316  0.847  C20  VX1 20 
VX1 C21  C21  C  0 1 Y N N 23.104 38.484 -4.414 -2.231 0.336  0.879  C21  VX1 21 
VX1 C22  C22  C  0 1 Y N N 22.663 36.807 -0.945 0.082  -1.641 0.043  C22  VX1 22 
VX1 C23  C23  C  0 1 Y N N 22.297 35.447 -0.711 0.981  -0.573 0.004  C23  VX1 23 
VX1 HN1  HN1  H  0 1 N N N 20.034 31.520 -1.832 3.845  4.609  0.006  HN1  VX1 24 
VX1 HN1A HN1A H  0 0 N N N 20.769 30.137 -1.370 2.276  4.017  0.107  HN1A VX1 25 
VX1 H4   H4   H  0 1 N N N 21.746 30.996 3.108  6.591  0.998  -0.284 H4   VX1 26 
VX1 H5   H5   H  0 1 N N N 22.451 33.387 2.896  5.054  -0.949 -0.212 H5   VX1 27 
VX1 H9   H9   H  0 1 N N N 22.189 35.478 2.732  3.896  -2.317 0.031  H9   VX1 28 
VX1 H10  H10  H  0 1 N N N 22.818 37.822 2.419  2.405  -4.222 0.108  H10  VX1 29 
VX1 H16  H16  H  0 1 N N N 22.519 35.241 -3.392 -3.522 -1.747 -1.475 H16  VX1 30 
VX1 H17  H17  H  0 1 N N N 22.495 34.901 -5.860 -5.243 0.007  -1.507 H17  VX1 31 
VX1 H20  H20  H  0 1 N N N 23.244 39.106 -6.470 -3.118 2.177  1.493  H20  VX1 32 
VX1 H21  H21  H  0 1 N N N 23.273 39.477 -4.024 -1.390 0.429  1.550  H21  VX1 33 
VX1 H23  H23  H  0 1 N N N 22.148 34.778 -1.546 0.619  0.445  -0.022 H23  VX1 34 
# 
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 
VX1 N1  C2   SING N N 1  
VX1 C2  N3   DOUB N N 2  
VX1 C2  N7   SING N N 3  
VX1 N3  C4   SING Y N 4  
VX1 C4  C5   DOUB Y N 5  
VX1 C5  C6   SING Y N 6  
VX1 C6  N7   DOUB Y N 7  
VX1 C6  C8   SING N N 8  
VX1 C8  C9   SING Y N 9  
VX1 C8  C23  DOUB N N 10 
VX1 C9  C10  DOUB Y N 11 
VX1 C10 C11  SING N N 12 
VX1 C11 N12  DOUB Y N 13 
VX1 C11 C22  SING Y N 14 
VX1 N12 O13  SING Y N 15 
VX1 O13 C14  SING N N 16 
VX1 C14 C15  SING Y N 17 
VX1 C14 C22  DOUB N N 18 
VX1 C15 C16  DOUB Y N 19 
VX1 C15 C21  SING Y N 20 
VX1 C16 C17  SING Y N 21 
VX1 C17 C18  DOUB Y N 22 
VX1 C18 CL19 SING N N 23 
VX1 C18 C20  SING Y N 24 
VX1 C20 C21  DOUB Y N 25 
VX1 C22 C23  SING Y N 26 
VX1 N1  HN1  SING Y N 27 
VX1 N1  HN1A SING N N 28 
VX1 C4  H4   SING Y N 29 
VX1 C5  H5   SING N N 30 
VX1 C9  H9   SING N N 31 
VX1 C10 H10  SING Y N 32 
VX1 C16 H16  SING Y N 33 
VX1 C17 H17  SING N N 34 
VX1 C20 H20  SING N N 35 
VX1 C21 H21  SING Y N 36 
VX1 C23 H23  SING N N 37 
# 
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 
VX1 SMILES           ACDLabs              10.04 Clc4ccc(c1onc2ccc(cc12)c3nc(ncc3)N)cc4                                                                                   
VX1 InChI            InChI                1.02b InChI=1/C17H11ClN4O/c18-12-4-1-10(2-5-12)16-13-9-11(3-6-15(13)22-23-16)14-7-8-20-17(19)21-14/h1-9H,(H2,19,20,21)/f/h19H2 
VX1 InChIKey         InChI                1.02b AQVFETGXIRKVAQ-SDRQFZCRCG                                                                                                
VX1 SMILES_CANONICAL CACTVS               3.341 Nc1nccc(n1)c2ccc3noc(c4ccc(Cl)cc4)c3c2                                                                                   
VX1 SMILES           CACTVS               3.341 Nc1nccc(n1)c2ccc3noc(c4ccc(Cl)cc4)c3c2                                                                                   
VX1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1c2c3cc(ccc3no2)c4ccnc(n4)N)Cl                                                                                   
VX1 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1c2c3cc(ccc3no2)c4ccnc(n4)N)Cl                                                                                   
# 
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 
VX1 "SYSTEMATIC NAME" ACDLabs              10.04 4-[3-(4-chlorophenyl)-2,1-benzisoxazol-5-yl]pyrimidin-2-amine 
VX1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[3-(4-chlorophenyl)-2,1-benzoxazol-5-yl]pyrimidin-2-amine   
# 
