data_ZXM
# 
_chem_comp.id                                    ZXM 
_chem_comp.name                                  "1-{(2R)-2-(dihydroxyboranyl)-2-[(thiophen-2-ylacetyl)amino]ethyl}-1H-1,2,3-triazole-4-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H13 B N4 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-07-15 
_chem_comp.pdbx_modified_date                    2014-11-14 
_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                        324.121 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZXM 
_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        4U0X 
_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 
ZXM B1  B1  B 0 1 N N N -6.144 -12.245 -9.106  0.688  -2.107 -0.273 B1  ZXM 1  
ZXM O1  O1  O 0 1 N N N -6.120 -13.212 -7.856  0.912  -2.211 -1.672 O1  ZXM 2  
ZXM O2  O2  O 0 1 N N N -6.531 -10.840 -8.698  0.855  -3.244 0.560  O2  ZXM 3  
ZXM N4  N1  N 0 1 Y N N -2.869 -11.419 -8.563  2.607  -0.142 0.712  N4  ZXM 4  
ZXM N5  N2  N 0 1 Y N N -3.630 -10.576 -7.760  3.274  -1.116 -0.044 N5  ZXM 5  
ZXM N6  N3  N 0 1 Y N N -2.689 -9.646  -7.278  4.384  -0.615 -0.462 N6  ZXM 6  
ZXM C7  C1  C 0 1 N N R -4.786 -12.049 -9.967  0.261  -0.732 0.352  C7  ZXM 7  
ZXM C8  C2  C 0 1 N N N -3.572 -12.491 -9.185  1.309  -0.289 1.375  C8  ZXM 8  
ZXM N10 N4  N 0 1 N N N -4.618 -10.717 -10.517 -1.038 -0.879 1.015  N10 ZXM 9  
ZXM C11 C3  C 0 1 N N N -3.836 -10.480 -11.600 -2.149 -0.380 0.439  C11 ZXM 10 
ZXM C12 C4  C 0 1 N N N -3.916 -9.107  -12.181 -3.484 -0.531 1.121  C12 ZXM 11 
ZXM C13 C5  C 0 1 Y N N -2.661 -8.367  -11.776 -4.556 0.108  0.276  C13 ZXM 12 
ZXM C14 C6  C 0 1 Y N N -1.473 -8.218  -12.448 -5.263 -0.515 -0.669 C14 ZXM 13 
ZXM C15 C7  C 0 1 Y N N -0.574 -7.445  -11.724 -6.195 0.278  -1.316 C15 ZXM 14 
ZXM C16 C8  C 0 1 Y N N -1.038 -7.005  -10.489 -6.245 1.543  -0.898 C16 ZXM 15 
ZXM O18 O3  O 0 1 N N N -3.070 -11.278 -12.168 -2.075 0.191  -0.629 O18 ZXM 16 
ZXM C19 C9  C 0 1 Y N N -1.472 -9.971  -7.814  4.499  0.651  -0.025 C19 ZXM 17 
ZXM C20 C10 C 0 1 Y N N -1.594 -11.083 -8.625  3.391  0.954  0.717  C20 ZXM 18 
ZXM C21 C11 C 0 1 N N N -0.179 -9.273  -7.590  5.630  1.556  -0.294 C21 ZXM 19 
ZXM O22 O4  O 0 1 N N N 0.744  -9.423  -8.452  5.625  2.685  0.155  O22 ZXM 20 
ZXM O23 O5  O 0 1 N N N -0.096 -8.594  -6.531  6.669  1.133  -1.040 O23 ZXM 21 
ZXM S24 S1  S 0 1 Y N N -2.624 -7.580  -10.209 -5.070 1.786  0.389  S24 ZXM 22 
ZXM H1  H1  H 0 1 N N N -6.979 -13.229 -7.451  0.773  -1.386 -2.155 H1  ZXM 23 
ZXM H2  H2  H 0 1 N N N -7.329 -10.868 -8.183  1.123  -4.043 0.085  H2  ZXM 24 
ZXM H3  H3  H 0 1 N N N -4.878 -12.741 -10.817 0.183  0.018  -0.436 H3  ZXM 25 
ZXM H4  H4  H 0 1 N N N -3.899 -13.192 -8.403  1.386  -1.038 2.163  H4  ZXM 26 
ZXM H5  H5  H 0 1 N N N -2.884 -13.004 -9.873  1.012  0.665  1.810  H5  ZXM 27 
ZXM H6  H6  H 0 1 N N N -5.093 -9.950  -10.085 -1.097 -1.335 1.869  H6  ZXM 28 
ZXM H7  H7  H 0 1 N N N -4.802 -8.585  -11.790 -3.708 -1.590 1.252  H7  ZXM 29 
ZXM H8  H8  H 0 1 N N N -3.979 -9.167  -13.278 -3.452 -0.044 2.096  H8  ZXM 30 
ZXM H9  H9  H 0 1 N N N -1.264 -8.647  -13.417 -5.119 -1.557 -0.911 H9  ZXM 31 
ZXM H10 H10 H 0 1 N N N 0.412  -7.204  -12.093 -6.833 -0.100 -2.102 H10 ZXM 32 
ZXM H11 H11 H 0 1 N N N -0.476 -6.388  -9.804  -6.908 2.302  -1.286 H11 ZXM 33 
ZXM H12 H12 H 0 1 N N N -0.814 -11.572 -9.189  3.182  1.893  1.207  H12 ZXM 34 
ZXM H13 H13 H 0 1 N N N 0.769  -8.205  -6.470  7.387  1.763  -1.190 H13 ZXM 35 
# 
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 
ZXM C14 C13 DOUB Y N 1  
ZXM C14 C15 SING Y N 2  
ZXM C12 C13 SING N N 3  
ZXM C12 C11 SING N N 4  
ZXM O18 C11 DOUB N N 5  
ZXM C13 S24 SING Y N 6  
ZXM C15 C16 DOUB Y N 7  
ZXM C11 N10 SING N N 8  
ZXM N10 C7  SING N N 9  
ZXM C16 S24 SING Y N 10 
ZXM C7  C8  SING N N 11 
ZXM C7  B1  SING N N 12 
ZXM C8  N4  SING N N 13 
ZXM B1  O2  SING N N 14 
ZXM B1  O1  SING N N 15 
ZXM C20 N4  SING Y N 16 
ZXM C20 C19 DOUB Y N 17 
ZXM N4  N5  SING Y N 18 
ZXM O22 C21 DOUB N N 19 
ZXM C19 C21 SING N N 20 
ZXM C19 N6  SING Y N 21 
ZXM N5  N6  DOUB Y N 22 
ZXM C21 O23 SING N N 23 
ZXM O1  H1  SING N N 24 
ZXM O2  H2  SING N N 25 
ZXM C7  H3  SING N N 26 
ZXM C8  H4  SING N N 27 
ZXM C8  H5  SING N N 28 
ZXM N10 H6  SING N N 29 
ZXM C12 H7  SING N N 30 
ZXM C12 H8  SING N N 31 
ZXM C14 H9  SING N N 32 
ZXM C15 H10 SING N N 33 
ZXM C16 H11 SING N N 34 
ZXM C20 H12 SING N N 35 
ZXM O23 H13 SING N N 36 
# 
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 
ZXM SMILES           ACDLabs              12.01 "O=C(NC(B(O)O)Cn1nnc(C(=O)O)c1)Cc2sccc2"                                                                                                  
ZXM InChI            InChI                1.03  "InChI=1S/C11H13BN4O5S/c17-10(4-7-2-1-3-22-7)13-9(12(20)21)6-16-5-8(11(18)19)14-15-16/h1-3,5,9,20-21H,4,6H2,(H,13,17)(H,18,19)/t9-/m0/s1" 
ZXM InChIKey         InChI                1.03  ZXGRTNOGXAKRBS-VIFPVBQESA-N                                                                                                               
ZXM SMILES_CANONICAL CACTVS               3.385 "OB(O)[C@H](Cn1cc(nn1)C(O)=O)NC(=O)Cc2sccc2"                                                                                              
ZXM SMILES           CACTVS               3.385 "OB(O)[CH](Cn1cc(nn1)C(O)=O)NC(=O)Cc2sccc2"                                                                                               
ZXM SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "B([C@H](Cn1cc(nn1)C(=O)O)NC(=O)Cc2cccs2)(O)O"                                                                                            
ZXM SMILES           "OpenEye OEToolkits" 1.9.2 "B(C(Cn1cc(nn1)C(=O)O)NC(=O)Cc2cccs2)(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 
ZXM "SYSTEMATIC NAME" ACDLabs              12.01 "1-{(2R)-2-(dihydroxyboranyl)-2-[(thiophen-2-ylacetyl)amino]ethyl}-1H-1,2,3-triazole-4-carboxylic acid" 
ZXM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-[(2R)-2-(dihydroxyboranyl)-2-(2-thiophen-2-ylethanoylamino)ethyl]-1,2,3-triazole-4-carboxylic acid"  
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
ZXM "Create component"  2014-07-15 RCSB 
ZXM "Modify descriptor" 2014-09-05 RCSB 
ZXM "Initial release"   2014-11-19 RCSB 
# 
