data_412
# 
_chem_comp.id                                    412 
_chem_comp.name                                  (R)-1-(4-(4-(HYDROXYMETHYL)-1,3,2-DIOXABOROLAN-2-YL)PHENETHYL)GUANIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H18 B N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-06-02 
_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                        263.101 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     412 
_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        1ZML 
_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 
412 C01  C01  C 0 1 Y N N 8.898  72.039 81.736 1.509  0.610  -0.832 C01  412 1  
412 C02  C02  C 0 1 Y N N 7.772  72.542 82.488 0.725  -0.441 -1.274 C02  412 2  
412 C03  C03  C 0 1 Y N N 7.798  72.564 83.938 -0.625 -0.464 -0.991 C03  412 3  
412 C04  C04  C 0 1 Y N N 8.952  72.089 84.665 -1.201 0.579  -0.269 C04  412 4  
412 C05  C05  C 0 1 Y N N 10.062 71.591 83.899 -0.408 1.639  0.169  C05  412 5  
412 C06  C06  C 0 1 Y N N 10.035 71.569 82.462 0.942  1.649  -0.115 C06  412 6  
412 C07  C07  C 0 1 N N N 8.874  72.028 80.212 2.984  0.627  -1.140 C07  412 7  
412 C08  C08  C 0 1 N N N 9.636  73.178 79.562 3.748  -0.072 -0.013 C08  412 8  
412 B    B    B 0 1 N N N 9.030  72.107 86.212 -2.738 0.562  0.052  B    412 9  
412 O10  O10  O 0 1 N N N 8.032  72.913 86.868 -3.655 -0.459 -0.344 O10  412 10 
412 C11  C11  C 0 1 N N R 7.357  72.090 87.765 -4.732 -0.384 0.624  C11  412 11 
412 C12  C12  C 0 1 N N N 8.265  70.901 87.971 -4.819 1.144  0.868  C12  412 12 
412 O13  O13  O 0 1 N N N 8.963  70.788 86.746 -3.442 1.564  0.778  O13  412 13 
412 C14  C14  C 0 1 N N N 7.036  72.790 89.090 -6.038 -0.919 0.032  C14  412 14 
412 O15  O15  O 0 1 N N N 6.206  73.904 88.857 -5.965 -2.343 -0.071 O15  412 15 
412 N16  N16  N 0 1 N N N 11.072 73.032 79.826 5.182  -0.056 -0.312 N16  412 16 
412 C17  C17  C 0 1 N N N 11.930 72.243 79.011 6.073  -0.630 0.564  C17  412 17 
412 N18  N18  N 0 1 N N N 13.182 72.146 79.278 5.642  -1.190 1.659  N18  412 18 
412 N19  N19  N 0 1 N N N 11.416 71.553 77.895 7.419  -0.615 0.284  N19  412 19 
412 H02  H02  H 0 1 N N N 6.900  72.906 81.964 1.173  -1.249 -1.834 H02  412 20 
412 H03  H03  H 0 1 N N N 6.944  72.940 84.481 -1.235 -1.287 -1.332 H03  412 21 
412 H05  H05  H 0 1 N N N 10.937 71.225 84.416 -0.849 2.450  0.729  H05  412 22 
412 H06  H06  H 0 1 N N N 10.890 71.190 81.921 1.558  2.469  0.223  H06  412 23 
412 H071 1H07 H 0 0 N N N 7.821  72.135 79.911 3.326  1.659  -1.224 H071 412 24 
412 H072 2H07 H 0 0 N N N 9.331  71.086 79.874 3.166  0.106  -2.080 H072 412 25 
412 H081 1H08 H 0 0 N N N 9.284  74.132 79.982 3.406  -1.104 0.071  H081 412 26 
412 H082 2H08 H 0 0 N N N 9.461  73.164 78.476 3.566  0.449  0.927  H082 412 27 
412 H11  H11  H 0 1 N N N 6.375  71.798 87.365 -4.476 -0.912 1.542  H11  412 28 
412 H121 1H12 H 0 0 N N N 7.710  69.986 88.226 -5.222 1.354  1.859  H121 412 29 
412 H122 2H12 H 0 0 N N N 8.955  71.065 88.812 -5.420 1.625  0.097  H122 412 30 
412 H141 1H14 H 0 0 N N N 7.973  73.128 89.556 -6.870 -0.644 0.680  H141 412 31 
412 H142 2H14 H 0 0 N N N 6.519  72.085 89.758 -6.191 -0.490 -0.958 H142 412 32 
412 H15  H15  H 0 1 N N N 6.019  74.338 89.681 -6.805 -2.639 -0.447 H15  412 33 
412 H16  H16  H 0 1 N N N 11.464 73.508 80.613 5.503  0.360  -1.127 H16  412 34 
412 H18  H18  H 0 1 N N N 13.633 71.556 78.608 4.692  -1.201 1.857  H18  412 35 
412 H191 1H19 H 0 0 N N N 11.956 70.981 77.278 8.047  -1.020 0.901  H191 412 36 
412 H192 2H19 H 0 0 N N N 10.434 71.718 77.809 7.739  -0.202 -0.534 H192 412 37 
# 
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 
412 C01 C02  SING Y N 1  
412 C01 C06  DOUB Y N 2  
412 C01 C07  SING N N 3  
412 C02 C03  DOUB Y N 4  
412 C02 H02  SING N N 5  
412 C03 C04  SING Y N 6  
412 C03 H03  SING N N 7  
412 C04 C05  DOUB Y N 8  
412 C04 B    SING N N 9  
412 C05 C06  SING Y N 10 
412 C05 H05  SING N N 11 
412 C06 H06  SING N N 12 
412 C07 C08  SING N N 13 
412 C07 H071 SING N N 14 
412 C07 H072 SING N N 15 
412 C08 N16  SING N N 16 
412 C08 H081 SING N N 17 
412 C08 H082 SING N N 18 
412 B   O10  SING N N 19 
412 B   O13  SING N N 20 
412 O10 C11  SING N N 21 
412 C11 C12  SING N N 22 
412 C11 C14  SING N N 23 
412 C11 H11  SING N N 24 
412 C12 O13  SING N N 25 
412 C12 H121 SING N N 26 
412 C12 H122 SING N N 27 
412 C14 O15  SING N N 28 
412 C14 H141 SING N N 29 
412 C14 H142 SING N N 30 
412 O15 H15  SING N N 31 
412 N16 C17  SING N N 32 
412 N16 H16  SING N N 33 
412 C17 N18  DOUB N N 34 
412 C17 N19  SING N N 35 
412 N18 H18  SING N N 36 
412 N19 H191 SING N N 37 
412 N19 H192 SING N N 38 
# 
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 
412 SMILES           ACDLabs              10.04 OCC1OB(OC1)c2ccc(cc2)CCNC(=[N@H])N                                                                                                          
412 InChI            InChI                1.02b InChI=1/C12H18BN3O3/c14-12(15)16-6-5-9-1-3-10(4-2-9)13-18-8-11(7-17)19-13/h1-4,11,17H,5-8H2,(H4,14,15,16)/t11-/m1/s1/f/h14,16H,15H2/b14-12+ 
412 InChIKey         InChI                1.02b ZYCNKSJMJFKCBX-FZMPRGTHDL                                                                                                                   
412 SMILES_CANONICAL CACTVS               3.341 NC(=N)NCCc1ccc(cc1)B2OC[C@@H](CO)O2                                                                                                         
412 SMILES           CACTVS               3.341 NC(=N)NCCc1ccc(cc1)B2OC[CH](CO)O2                                                                                                           
412 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(\N)/NCCc1ccc(cc1)B2OC[C@H](O2)CO                                                                                                    
412 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)NCCc1ccc(cc1)B2OCC(O2)CO                                                                                                           
# 
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 
412 "SYSTEMATIC NAME" ACDLabs              10.04 1-(2-{4-[(4R)-4-(hydroxymethyl)-1,3,2-dioxaborolan-2-yl]phenyl}ethyl)guanidine 
412 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[2-[4-[(4R)-4-(hydroxymethyl)-1,3,2-dioxaborolan-2-yl]phenyl]ethyl]guanidine 
# 
