data_CLB
# 
_chem_comp.id                                    CLB 
_chem_comp.name                                  "D-PARA-CHLOROPHENYL-1-ACETAMIDOBORONIC ACID ALANINE" 
_chem_comp.type                                  "D-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C13 H19 B Cl N2 O6" 
_chem_comp.mon_nstd_parent_comp_id               ?
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -1 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-12-08 
_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                        345.564 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CLB 
_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        1VSB 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
CLB N    N    N  0  1 N N N 17.002 4.080  26.538 4.531  -0.450 -0.209 N    CLB 1  
CLB CA   CA   C  0  1 N N S 18.007 3.048  26.314 3.574  -1.340 0.461  CA   CLB 2  
CLB CB   CB   C  0  1 N N N 18.501 3.063  24.857 2.178  -1.126 -0.128 CB   CLB 3  
CLB OB3  OB3  O  0  1 N N N 17.546 2.532  23.946 1.734  0.199  0.169  OB3  CLB 4  
CLB C    C    C  0  1 N N N 19.197 3.311  27.224 3.992  -2.773 0.254  C    CLB 5  
CLB O    O    O  0  1 N N N 19.939 2.403  27.572 4.739  -3.060 -0.651 O    CLB 6  
CLB OXT  OXT  O  0  1 N Y N 19.431 4.579  27.527 3.534  -3.731 1.076  OXT  CLB 7  
CLB N9   N9   N  0  1 N N N 16.223 1.419  21.739 0.948  2.789  -0.433 N9   CLB 8  
CLB C8   C8   C  0  1 N N R 15.849 2.693  22.315 -0.071 1.797  -0.083 C8   CLB 9  
CLB C7   C7   C  0  1 N N N 14.897 2.412  23.510 -1.329 2.041  -0.919 C7   CLB 10 
CLB C1   C1   C  0  1 Y N N 13.503 1.890  23.123 -2.378 1.020  -0.558 C1   CLB 11 
CLB C2   C2   C  0  1 Y N N 12.986 2.093  21.840 -3.280 1.285  0.456  C2   CLB 12 
CLB C3   C3   C  0  1 Y N N 11.683 1.703  21.502 -4.242 0.349  0.787  C3   CLB 13 
CLB C6   C6   C  0  1 Y N N 12.678 1.268  24.062 -2.441 -0.178 -1.245 C6   CLB 14 
CLB C5   C5   C  0  1 Y N N 11.370 0.872  23.739 -3.399 -1.117 -0.911 C5   CLB 15 
CLB C4   C4   C  0  1 Y N N 10.878 1.101  22.455 -4.302 -0.853 0.103  C4   CLB 16 
CLB CL4  CL4  CL 0  0 N N N 9.178  0.700  21.963 -5.510 -2.028 0.518  CL4  CLB 17 
CLB OB1  OB1  O  0  1 N N N 16.232 4.692  23.710 -0.352 -0.597 0.169  OB1  CLB 18 
CLB OB2  OB2  O  0  1 N N N 17.803 4.010  21.923 0.564  0.137  -1.731 OB2  CLB 19 
CLB B    B    B  -1 1 N N N 17.041 3.577  23.117 0.489  0.331  -0.380 B    CLB 20 
CLB C10  C10  C  0  1 N N N 16.288 1.198  20.430 1.640  3.416  0.538  C10  CLB 21 
CLB O10  O10  O  0  1 N N N 15.703 1.910  19.615 1.357  3.229  1.702  O10  CLB 22 
CLB C11  C11  C  0  1 N N N 16.994 -0.050 19.925 2.767  4.350  0.178  C11  CLB 23 
CLB H    1HN  H  0  1 N N N 16.674 4.070  27.503 5.446  -0.697 0.135  H    CLB 24 
CLB H2   2HN  H  0  1 N Y N 16.228 4.000  25.878 4.514  -0.690 -1.189 H2   CLB 25 
CLB HA   HA   H  0  1 N N N 17.545 2.056  26.531 3.556  -1.118 1.528  HA   CLB 26 
CLB HB2  1HB  H  0  1 N N N 18.816 4.088  24.552 1.486  -1.847 0.305  HB2  CLB 27 
CLB HB3  2HB  H  0  1 N N N 19.479 2.537  24.761 2.216  -1.262 -1.209 HB3  CLB 28 
CLB HXT  HXT  H  0  1 N Y N 20.174 4.743  28.095 3.802  -4.651 0.943  HXT  CLB 29 
CLB HN9  HN9  H  0  1 N N N 16.461 0.605  22.305 1.124  2.995  -1.365 HN9  CLB 30 
CLB H8   H8   H  0  1 N N N 15.479 3.256  21.426 -0.315 1.885  0.976  H8   CLB 31 
CLB H71  1H7  H  0  1 N N N 15.381 1.714  24.232 -1.712 3.041  -0.716 H71  CLB 32 
CLB H72  2H7  H  0  1 N N N 14.803 3.320  24.149 -1.085 1.953  -1.977 H72  CLB 33 
CLB HC2  H2   H  0  1 N N N 13.621 2.572  21.076 -3.233 2.222  0.989  HC2  CLB 34 
CLB H3   H3   H  0  1 N N N 11.290 1.870  20.484 -4.946 0.555  1.579  H3   CLB 35 
CLB H6   H6   H  0  1 N N N 13.066 1.086  25.078 -1.736 -0.384 -2.037 H6   CLB 36 
CLB H5   H5   H  0  1 N N N 10.730 0.382  24.492 -3.445 -2.054 -1.445 H5   CLB 37 
CLB HOB1 1HOB H  0  0 N N N 15.895 5.388  23.157 -0.376 -0.425 1.120  HOB1 CLB 38 
CLB HOB2 2HOB H  0  0 N N N 17.466 4.706  21.370 1.107  0.853  -2.086 HOB2 CLB 39 
CLB H111 1H11 H  0  0 N N N 17.048 -0.235 18.826 3.205  4.760  1.088  H111 CLB 40 
CLB H112 2H11 H  0  0 N N N 18.027 -0.071 20.343 3.529  3.803  -0.377 H112 CLB 41 
CLB H113 3H11 H  0  0 N N N 16.540 -0.942 20.416 2.382  5.163  -0.438 H113 CLB 42 
# 
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 
CLB N   CA   SING N N 1  
CLB N   H    SING N N 2  
CLB N   H2   SING N N 3  
CLB CA  CB   SING N N 4  
CLB CA  C    SING N N 5  
CLB CA  HA   SING N N 6  
CLB CB  OB3  SING N N 7  
CLB CB  HB2  SING N N 8  
CLB CB  HB3  SING N N 9  
CLB OB3 B    SING N N 10 
CLB C   O    DOUB N N 11 
CLB C   OXT  SING N N 12 
CLB OXT HXT  SING N N 13 
CLB N9  C8   SING N N 14 
CLB N9  C10  SING N N 15 
CLB N9  HN9  SING N N 16 
CLB C8  C7   SING N N 17 
CLB C8  B    SING N N 18 
CLB C8  H8   SING N N 19 
CLB C7  C1   SING N N 20 
CLB C7  H71  SING N N 21 
CLB C7  H72  SING N N 22 
CLB C1  C2   DOUB Y N 23 
CLB C1  C6   SING Y N 24 
CLB C2  C3   SING Y N 25 
CLB C2  HC2  SING N N 26 
CLB C3  C4   DOUB Y N 27 
CLB C3  H3   SING N N 28 
CLB C6  C5   DOUB Y N 29 
CLB C6  H6   SING N N 30 
CLB C5  C4   SING Y N 31 
CLB C5  H5   SING N N 32 
CLB C4  CL4  SING N N 33 
CLB OB1 B    SING N N 34 
CLB OB1 HOB1 SING N N 35 
CLB OB2 B    SING N N 36 
CLB OB2 HOB2 SING N N 37 
CLB C10 O10  DOUB N N 38 
CLB C10 C11  SING N N 39 
CLB C11 H111 SING N N 40 
CLB C11 H112 SING N N 41 
CLB C11 H113 SING N N 42 
# 
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 
CLB SMILES           ACDLabs              10.04 Clc1ccc(cc1)CC(NC(=O)C)[B-](O)(O)OCC(C(=O)O)N                                                                                                                       
CLB InChI            InChI                1.02b InChI=1/C13H19BClN2O6/c1-8(18)17-12(6-9-2-4-10(15)5-3-9)14(21,22)23-7-11(16)13(19)20/h2-5,11-12,21-22H,6-7,16H2,1H3,(H,17,18)(H,19,20)/q-1/t11-,12-/m0/s1/f/h17,19H 
CLB InChIKey         InChI                1.02b RJXOEUFRQATKAB-LTESGYFCDU                                                                                                                                           
CLB SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H](Cc1ccc(Cl)cc1)[B-](O)(O)OC[C@H](N)C(O)=O                                                                                                              
CLB SMILES           CACTVS               3.341 CC(=O)N[CH](Cc1ccc(Cl)cc1)[B-](O)(O)OC[CH](N)C(O)=O                                                                                                                 
CLB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [B-]([C@H](Cc1ccc(cc1)Cl)NC(=O)C)(O)(O)OC[C@@H](C(=O)O)N                                                                                                            
CLB SMILES           "OpenEye OEToolkits" 1.5.0 [B-](C(Cc1ccc(cc1)Cl)NC(=O)C)(O)(O)OCC(C(=O)O)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 
CLB "SYSTEMATIC NAME" ACDLabs              10.04 [(1R)-1-(acetylamino)-2-(4-chlorophenyl)ethyl](dihydroxy)(L-serinato-kappaO~3~)borate(1-)         
CLB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [(1R)-1-acetamido-2-(4-chlorophenyl)ethyl]-[(2S)-2-amino-3-hydroxy-3-oxo-propoxy]-dihydroxy-boron 
# 
