data_XA1
# 
_chem_comp.id                                    XA1 
_chem_comp.name                                  "{(5R)-5-amino-5-carboxy-5-[1-(4-chlorobenzyl)piperidin-4-yl]pentyl}(trihydroxy)borate(1-)" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H29 B Cl N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -1 
_chem_comp.pdbx_initial_date                     2013-02-12 
_chem_comp.pdbx_modified_date                    2013-12-06 
_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                        399.697 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XA1 
_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        4IXV 
_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 
XA1 CL1 CL1 CL 0  0 N N N 38.398 83.060 80.191 6.951  -3.152 0.005  CL1 XA1 1  
XA1 C23 C23 C  0  1 Y N N 36.957 83.506 79.206 5.839  -1.827 0.158  C23 XA1 2  
XA1 C22 C22 C  0  1 Y N N 36.804 84.817 78.751 6.314  -0.529 0.209  C22 XA1 3  
XA1 C21 C21 C  0  1 Y N N 35.691 85.166 77.991 5.429  0.526  0.331  C21 XA1 4  
XA1 C24 C24 C  0  1 Y N N 35.992 82.544 78.893 4.479  -2.069 0.222  C24 XA1 5  
XA1 C25 C25 C  0  1 Y N N 34.884 82.897 78.126 3.595  -1.014 0.344  C25 XA1 6  
XA1 C20 C20 C  0  1 Y N N 34.724 84.208 77.677 4.070  0.283  0.401  C20 XA1 7  
XA1 C19 C19 C  0  1 N N N 33.513 84.573 76.834 3.105  1.433  0.534  C19 XA1 8  
XA1 N16 N16 N  0  1 N N N 33.897 85.542 75.785 2.705  1.893  -0.803 N16 XA1 9  
XA1 C15 C15 C  0  1 N N N 32.648 86.137 75.265 1.957  3.155  -0.724 C15 XA1 10 
XA1 C14 C14 C  0  1 N N N 32.851 87.050 74.054 0.669  2.936  0.072  C14 XA1 11 
XA1 C17 C17 C  0  1 N N N 34.680 84.842 74.739 1.932  0.861  -1.505 C17 XA1 12 
XA1 C18 C18 C  0  1 N N N 34.219 85.141 73.311 0.642  0.574  -0.733 C18 XA1 13 
XA1 C13 C13 C  0  1 N N N 34.041 86.647 73.194 -0.177 1.863  -0.619 C13 XA1 14 
XA1 C4  C4  C  0  1 N N R 33.956 87.166 71.751 -1.438 1.596  0.204  C4  XA1 15 
XA1 C1  C1  C  0  1 N N N 34.188 88.650 71.851 -2.293 2.837  0.230  C1  XA1 16 
XA1 O3  O3  O  0  1 N N N 35.234 89.046 72.405 -3.125 3.057  1.260  O3  XA1 17 
XA1 O2  O2  O  0  1 N N N 33.298 89.419 71.427 -2.228 3.635  -0.675 O2  XA1 18 
XA1 N5  N5  N  0  1 N N N 32.616 86.986 71.173 -1.060 1.233  1.576  N5  XA1 19 
XA1 C6  C6  C  0  1 N N N 35.017 86.471 70.903 -2.227 0.447  -0.428 C6  XA1 20 
XA1 C7  C7  C  0  1 N N N 35.193 87.026 69.506 -3.488 0.181  0.395  C7  XA1 21 
XA1 C8  C8  C  0  1 N N N 36.508 86.542 68.870 -4.277 -0.968 -0.237 C8  XA1 22 
XA1 C9  C9  C  0  1 N N N 36.866 87.421 67.664 -5.538 -1.234 0.586  C9  XA1 23 
XA1 B10 B10 B  -1 1 N N N 37.388 86.550 66.441 -6.361 -2.433 -0.074 B10 XA1 24 
XA1 O27 O27 O  0  1 N N N 37.917 87.630 65.462 -7.489 -2.672 0.662  O27 XA1 25 
XA1 O12 O12 O  0  1 N N N 36.356 85.899 65.548 -6.714 -2.095 -1.350 O12 XA1 26 
XA1 O11 O11 O  0  1 N N N 38.621 85.724 66.693 -5.587 -3.559 -0.098 O11 XA1 27 
XA1 H1  H1  H  0  1 N N N 37.550 85.561 78.989 7.376  -0.339 0.155  H1  XA1 28 
XA1 H2  H2  H  0  1 N N N 35.575 86.182 77.643 5.799  1.539  0.371  H2  XA1 29 
XA1 H3  H3  H  0  1 N N N 36.105 81.529 79.245 4.108  -3.082 0.177  H3  XA1 30 
XA1 H4  H4  H  0  1 N N N 34.144 82.151 77.877 2.532  -1.203 0.394  H4  XA1 31 
XA1 H5  H5  H  0  1 N N N 32.743 85.021 77.479 2.223  1.106  1.084  H5  XA1 32 
XA1 H6  H6  H  0  1 N N N 33.112 83.665 76.361 3.586  2.251  1.070  H6  XA1 33 
XA1 H8  H8  H  0  1 N N N 32.185 86.727 76.069 2.568  3.908  -0.226 H8  XA1 34 
XA1 H9  H9  H  0  1 N N N 31.971 85.320 74.973 1.710  3.494  -1.729 H9  XA1 35 
XA1 H10 H10 H  0  1 N N N 33.011 88.077 74.413 0.915  2.610  1.082  H10 XA1 36 
XA1 H11 H11 H  0  1 N N N 31.943 87.015 73.434 0.107  3.869  0.118  H11 XA1 37 
XA1 H12 H12 H  0  1 N N N 34.595 83.759 74.910 1.685  1.211  -2.507 H12 XA1 38 
XA1 H13 H13 H  0  1 N N N 35.733 85.146 74.833 2.524  -0.051 -1.575 H13 XA1 39 
XA1 H14 H14 H  0  1 N N N 33.264 84.633 73.111 0.061  -0.181 -1.263 H14 XA1 40 
XA1 H15 H15 H  0  1 N N N 34.976 84.795 72.592 0.889  0.210  0.264  H15 XA1 41 
XA1 H16 H16 H  0  1 N N N 34.931 87.110 73.645 -0.457 2.205  -1.616 H16 XA1 42 
XA1 H17 H17 H  0  1 N N N 35.232 89.995 72.445 -3.653 3.867  1.232  H17 XA1 43 
XA1 H18 H18 H  0  1 N N N 31.940 87.450 71.746 -1.876 1.115  2.157  H18 XA1 44 
XA1 H19 H19 H  0  1 N N N 32.595 87.375 70.252 -0.486 0.403  1.585  H19 XA1 45 
XA1 H21 H21 H  0  1 N N N 34.740 85.410 70.815 -2.508 0.717  -1.446 H21 XA1 46 
XA1 H22 H22 H  0  1 N N N 35.981 86.557 71.427 -1.609 -0.450 -0.447 H22 XA1 47 
XA1 H23 H23 H  0  1 N N N 35.203 88.125 69.556 -3.207 -0.089 1.413  H23 XA1 48 
XA1 H24 H24 H  0  1 N N N 34.350 86.695 68.881 -4.106 1.079  0.414  H24 XA1 49 
XA1 H25 H25 H  0  1 N N N 36.390 85.500 68.538 -4.558 -0.698 -1.255 H25 XA1 50 
XA1 H26 H26 H  0  1 N N N 37.315 86.600 69.615 -3.659 -1.865 -0.256 H26 XA1 51 
XA1 H27 H27 H  0  1 N N N 37.654 88.130 67.960 -5.258 -1.504 1.605  H27 XA1 52 
XA1 H28 H28 H  0  1 N N N 35.971 87.978 67.350 -6.156 -0.337 0.605  H28 XA1 53 
XA1 H29 H29 H  0  1 N N N 38.595 88.140 65.889 -8.087 -1.914 0.722  H29 XA1 54 
XA1 H30 H30 H  0  1 N N N 35.929 85.193 66.019 -7.218 -2.779 -1.813 H30 XA1 55 
XA1 H31 H31 H  0  1 N N N 38.412 85.017 67.292 -4.768 -3.463 -0.603 H31 XA1 56 
# 
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 
XA1 O27 B10 SING N N 1  
XA1 O12 B10 SING N N 2  
XA1 B10 O11 SING N N 3  
XA1 B10 C9  SING N N 4  
XA1 C9  C8  SING N N 5  
XA1 C8  C7  SING N N 6  
XA1 C7  C6  SING N N 7  
XA1 C6  C4  SING N N 8  
XA1 N5  C4  SING N N 9  
XA1 O2  C1  DOUB N N 10 
XA1 C4  C1  SING N N 11 
XA1 C4  C13 SING N N 12 
XA1 C1  O3  SING N N 13 
XA1 C13 C18 SING N N 14 
XA1 C13 C14 SING N N 15 
XA1 C18 C17 SING N N 16 
XA1 C14 C15 SING N N 17 
XA1 C17 N16 SING N N 18 
XA1 C15 N16 SING N N 19 
XA1 N16 C19 SING N N 20 
XA1 C19 C20 SING N N 21 
XA1 C20 C21 DOUB Y N 22 
XA1 C20 C25 SING Y N 23 
XA1 C21 C22 SING Y N 24 
XA1 C25 C24 DOUB Y N 25 
XA1 C22 C23 DOUB Y N 26 
XA1 C24 C23 SING Y N 27 
XA1 C23 CL1 SING N N 28 
XA1 C22 H1  SING N N 29 
XA1 C21 H2  SING N N 30 
XA1 C24 H3  SING N N 31 
XA1 C25 H4  SING N N 32 
XA1 C19 H5  SING N N 33 
XA1 C19 H6  SING N N 34 
XA1 C15 H8  SING N N 35 
XA1 C15 H9  SING N N 36 
XA1 C14 H10 SING N N 37 
XA1 C14 H11 SING N N 38 
XA1 C17 H12 SING N N 39 
XA1 C17 H13 SING N N 40 
XA1 C18 H14 SING N N 41 
XA1 C18 H15 SING N N 42 
XA1 C13 H16 SING N N 43 
XA1 O3  H17 SING N N 44 
XA1 N5  H18 SING N N 45 
XA1 N5  H19 SING N N 46 
XA1 C6  H21 SING N N 47 
XA1 C6  H22 SING N N 48 
XA1 C7  H23 SING N N 49 
XA1 C7  H24 SING N N 50 
XA1 C8  H25 SING N N 51 
XA1 C8  H26 SING N N 52 
XA1 C9  H27 SING N N 53 
XA1 C9  H28 SING N N 54 
XA1 O27 H29 SING N N 55 
XA1 O12 H30 SING N N 56 
XA1 O11 H31 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 
XA1 SMILES           ACDLabs              12.01 "O=C(O)C(N)(C2CCN(Cc1ccc(Cl)cc1)CC2)CCCC[B-](O)(O)O"                                                                                                          
XA1 InChI            InChI                1.03  "InChI=1S/C18H29BClN2O5/c20-16-5-3-14(4-6-16)13-22-11-7-15(8-12-22)18(21,17(23)24)9-1-2-10-19(25,26)27/h3-6,15,25-27H,1-2,7-13,21H2,(H,23,24)/q-1/t18-/m1/s1" 
XA1 InChIKey         InChI                1.03  ZRLSZURFUKVIRB-GOSISDBHSA-N                                                                                                                                   
XA1 SMILES_CANONICAL CACTVS               3.370 "N[C@](CCCC[B-](O)(O)O)(C1CCN(CC1)Cc2ccc(Cl)cc2)C(O)=O"                                                                                                       
XA1 SMILES           CACTVS               3.370 "N[C](CCCC[B-](O)(O)O)(C1CCN(CC1)Cc2ccc(Cl)cc2)C(O)=O"                                                                                                        
XA1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[B-](CCCC[C@@](C1CCN(CC1)Cc2ccc(cc2)Cl)(C(=O)O)N)(O)(O)O"                                                                                                    
XA1 SMILES           "OpenEye OEToolkits" 1.7.6 "[B-](CCCCC(C1CCN(CC1)Cc2ccc(cc2)Cl)(C(=O)O)N)(O)(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 
XA1 "SYSTEMATIC NAME" ACDLabs              12.01 "{(5R)-5-amino-5-carboxy-5-[1-(4-chlorobenzyl)piperidin-4-yl]pentyl}(trihydroxy)borate(1-)"                             
XA1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(5R)-5-azanyl-5-[1-[(4-chlorophenyl)methyl]piperidin-4-yl]-6-oxidanyl-6-oxidanylidene-hexyl]-tris(oxidanyl)boranuide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XA1 "Create component" 2013-02-12 RCSB 
XA1 "Initial release"  2013-12-11 RCSB 
# 
