data_23V
#

_chem_comp.id                                   23V
_chem_comp.name                                 "N-({(2E)-2-[(3-chlorophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucopyranosylamine"
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C14 H18 Cl N3 O5 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        
;3-chlorobenzaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone;
N-({(2E)-2-[(3-chlorophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine;
N-({(2E)-2-[(3-chlorophenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine;
N-({(2E)-2-[(3-chlorophenyl)methylidene]hydrazino}carbonothioyl)-glucosylamine
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2010-05-03
_chem_comp.pdbx_modified_date                   2020-07-17
_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                       375.828
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    23V
_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       3MTB
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  23V  "3-chlorobenzaldehyde-4-(beta-D-glucopyranosyl) thiosemicarbazone"                       PDB  ?  
2  23V  "N-({(2E)-2-[(3-chlorophenyl)methylidene]hydrazino}carbonothioyl)-beta-D-glucosylamine"  PDB  ?  
3  23V  "N-({(2E)-2-[(3-chlorophenyl)methylidene]hydrazino}carbonothioyl)-D-glucosylamine"       PDB  ?  
4  23V  "N-({(2E)-2-[(3-chlorophenyl)methylidene]hydrazino}carbonothioyl)-glucosylamine"         PDB  ?  
#   #
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
23V  C1   C1   C   0  1  N  N  R  19.293  15.107  56.016  -2.422  -0.186   0.461  C1   23V   1  
23V  N1   N1   N   0  1  N  N  N  18.833  13.791  55.522  -0.986  -0.475   0.444  N1   23V   2  
23V  S1   S1   S   0  1  N  N  N  18.232  13.012  58.030  -1.653  -2.919   1.240  S1   23V   3  
23V  CL1  CL1  CL  0  1  N  N  N  19.262  11.641  49.355   7.886   0.211  -0.412  CL1  23V   4  
23V  C2   C2   C   0  1  N  N  R  20.698  15.498  55.500  -2.647   1.262   0.902  C2   23V   5  
23V  N2   N2   N   0  1  N  N  N  17.948  11.673  55.753   0.781  -1.965   0.771  N2   23V   6  
23V  O2   O2   O   0  1  N  N  N  21.694  14.612  56.034  -2.161   1.437   2.234  O2   23V   7  
23V  C3   C3   C   0  1  N  N  S  21.025  16.965  55.853  -4.147   1.574   0.859  C3   23V   8  
23V  N3   N3   N   0  1  N  N  N  18.013  11.499  54.532   1.691  -0.967   0.400  N3   23V   9  
23V  O6   O3   O   0  1  N  N  N  16.283  17.490  55.091  -4.661  -1.780  -2.692  O6   23V  10  
23V  C4   C4   C   0  1  N  N  S  19.893  17.911  55.407  -4.672   1.308  -0.555  C4   23V  11  
23V  O4   O4   O   0  1  N  N  N  20.135  19.232  55.900  -6.084   1.526  -0.589  O4   23V  12  
23V  C5   C5   C   0  1  N  N  R  18.538  17.415  55.926  -4.369  -0.142  -0.939  C5   23V  13  
23V  O5   O5   O   0  1  N  N  N  18.311  16.046  55.498  -2.961  -0.374  -0.849  O5   23V  14  
23V  C6   C6   C   0  1  N  N  N  17.414  18.306  55.394  -4.837  -0.398  -2.373  C6   23V  15  
23V  O3   O6   O   0  1  N  N  N  22.255  17.371  55.240  -4.360   2.945   1.201  O3   23V  16  
23V  C7   C7   C   0  1  N  N  N  18.348  12.821  56.307  -0.541  -1.700   0.786  C7   23V  17  
23V  C8   C8   C   0  1  N  N  N  17.609  10.357  54.011   2.963  -1.222   0.385  C8   23V  18  
23V  C9   C9   C   0  1  Y  N  N  17.669  10.088  52.642   3.922  -0.172  -0.006  C9   23V  19  
23V  C10  C10  C   0  1  Y  N  N  18.368  10.923  51.777   5.292  -0.443  -0.023  C10  23V  20  
23V  C11  C11  C   0  1  Y  N  N  18.414  10.604  50.422   6.183   0.545  -0.391  C11  23V  21  
23V  C12  C12  C   0  1  Y  N  N  17.786   9.475  49.907   5.721   1.803  -0.741  C12  23V  22  
23V  C13  C13  C   0  1  Y  N  N  17.094   8.638  50.769   4.365   2.077  -0.726  C13  23V  23  
23V  C14  C14  C   0  1  Y  N  N  17.037   8.951  52.130   3.463   1.098  -0.367  C14  23V  24  
23V  H1   H1   H   0  1  N  N  N  19.377  15.098  57.113  -2.920  -0.860   1.159  H1   23V  25  
23V  HN1  HN1  H   0  1  N  N  N  18.888  13.615  54.539  -0.356   0.216   0.187  HN1  23V  26  
23V  H2   H2   H   0  1  N  N  N  20.701  15.404  54.404  -2.116   1.935   0.228  H2   23V  27  
23V  HN2  HN2  H   0  1  N  N  N  17.590  10.943  56.336   1.101  -2.847   1.017  HN2  23V  28  
23V  HO2  HO2  H   0  1  N  Y  N  22.550  14.864  55.709  -1.217   1.252   2.336  HO2  23V  29  
23V  H3   H3   H   0  1  N  N  N  21.127  17.026  56.947  -4.672   0.936   1.569  H3   23V  30  
23V  HO6  HO3  H   0  1  N  Y  N  15.579  18.035  54.760  -4.938  -2.016  -3.588  HO6  23V  31  
23V  H4   H4   H   0  1  N  N  N  19.870  17.927  54.307  -4.182   1.982  -1.258  H4   23V  32  
23V  HO4  HO4  H   0  1  N  Y  N  19.433  19.808  55.621  -6.349   2.425  -0.350  HO4  23V  33  
23V  H5   H5   H   0  1  N  N  N  18.546  17.456  57.025  -4.892  -0.815  -0.260  H5   23V  34  
23V  H61  H6   H   0  1  N  N  N  17.751  18.824  54.484  -4.251   0.211  -3.061  H61  23V  35  
23V  H62  H6A  H   0  1  N  N  N  17.140  19.051  56.156  -5.891  -0.136  -2.463  H62  23V  36  
23V  HO3  HO6  H   0  1  N  Y  N  22.440  18.275  55.468  -4.044   3.185   2.083  HO3  23V  37  
23V  H8   H8   H   0  1  N  N  N  17.215   9.598  54.671   3.320  -2.204   0.659  H8   23V  38  
23V  H10  H10  H   0  1  N  N  N  18.867  11.805  52.150   5.653  -1.423   0.250  H10  23V  39  
23V  H12  H12  H   0  1  N  N  N  17.837   9.253  48.851   6.422   2.572  -1.028  H12  23V  40  
23V  H13  H13  H   0  1  N  N  N  16.604   7.753  50.392   4.011   3.060  -1.000  H13  23V  41  
23V  H14  H14  H   0  1  N  N  N  16.494   8.301  52.800   2.405   1.314  -0.356  H14  23V  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
23V  O5   C1   SING  N  N   1  
23V  C2   C1   SING  N  N   2  
23V  N1   C1   SING  N  N   3  
23V  C1   H1   SING  N  N   4  
23V  N1   C7   SING  N  N   5  
23V  N1   HN1  SING  N  N   6  
23V  C7   S1   DOUB  N  N   7  
23V  CL1  C11  SING  N  N   8  
23V  C2   C3   SING  N  N   9  
23V  C2   O2   SING  N  N  10  
23V  C2   H2   SING  N  N  11  
23V  N3   N2   SING  N  N  12  
23V  N2   C7   SING  N  N  13  
23V  N2   HN2  SING  N  N  14  
23V  O2   HO2  SING  N  N  15  
23V  O3   C3   SING  N  N  16  
23V  C4   C3   SING  N  N  17  
23V  C3   H3   SING  N  N  18  
23V  C8   N3   DOUB  N  N  19  
23V  O6   C6   SING  N  N  20  
23V  O6   HO6  SING  N  N  21  
23V  C4   O4   SING  N  N  22  
23V  C4   C5   SING  N  N  23  
23V  C4   H4   SING  N  N  24  
23V  O4   HO4  SING  N  N  25  
23V  C6   C5   SING  N  N  26  
23V  O5   C5   SING  N  N  27  
23V  C5   H5   SING  N  N  28  
23V  C6   H61  SING  N  N  29  
23V  C6   H62  SING  N  N  30  
23V  O3   HO3  SING  N  E  31  
23V  C9   C8   SING  N  N  32  
23V  C8   H8   SING  N  N  33  
23V  C10  C9   DOUB  Y  N  34  
23V  C14  C9   SING  Y  N  35  
23V  C11  C10  SING  Y  N  36  
23V  C10  H10  SING  N  N  37  
23V  C12  C11  DOUB  Y  N  38  
23V  C12  C13  SING  Y  N  39  
23V  C12  H12  SING  N  N  40  
23V  C13  C14  DOUB  Y  N  41  
23V  C13  H13  SING  N  N  42  
23V  C14  H14  SING  N  N  43  
#   #
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
23V  SMILES            ACDLabs               12.01  "S=C(NC1OC(C(O)C(O)C1O)CO)N/N=C/c2cccc(Cl)c2"  
23V  SMILES_CANONICAL  CACTVS                3.370  "OC[C@H]1O[C@@H](NC(=S)N/N=C/c2cccc(Cl)c2)[C@H](O)[C@@H](O)[C@@H]1O"  
23V  SMILES            CACTVS                3.370  "OC[CH]1O[CH](NC(=S)NN=Cc2cccc(Cl)c2)[CH](O)[CH](O)[CH]1O"  
23V  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.0  "c1cc(cc(c1)Cl)/C=N/NC(=S)N[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O"  
23V  SMILES            "OpenEye OEToolkits"  1.7.0  "c1cc(cc(c1)Cl)C=NNC(=S)NC2C(C(C(C(O2)CO)O)O)O"  
23V  InChI             InChI                 1.03   "InChI=1S/C14H18ClN3O5S/c15-8-3-1-2-7(4-8)5-16-18-14(24)17-13-12(22)11(21)10(20)9(6-19)23-13/h1-5,9-13,19-22H,6H2,(H2,17,18,24)/b16-5+/t9-,10-,11+,12-,13-/m1/s1"  
23V  InChIKey          InChI                 1.03   ADXZJKYCOSNBPM-QCOQDYPWSA-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
23V  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-{[(2E)-2-(3-chlorobenzylidene)hydrazinyl]carbothioyl}-beta-D-glucopyranosylamine"  
23V  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.0  "1-[(E)-(3-chlorophenyl)methylideneamino]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]thiourea"  
#   #
loop_
_pdbx_chem_comp_feature.comp_id
_pdbx_chem_comp_feature.type
_pdbx_chem_comp_feature.value
_pdbx_chem_comp_feature.source
_pdbx_chem_comp_feature.support
23V  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
23V  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
23V  "CARBOHYDRATE ANOMER"                  beta      PDB  ?  
23V  "CARBOHYDRATE PRIMARY CARBONYL GROUP"  aldose    PDB  ?  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
23V  "Create component"          2010-05-03  RCSB  
23V  "Modify aromatic_flag"      2011-06-04  RCSB  
23V  "Modify descriptor"         2011-06-04  RCSB  
23V  "Other modification"        2020-07-03  RCSB  
23V  "Modify synonyms"           2020-07-17  RCSB  
23V  "Modify internal type"      2020-07-17  RCSB  
23V  "Modify linking type"       2020-07-17  RCSB  
23V  "Modify atom id"            2020-07-17  RCSB  
23V  "Modify component atom id"  2020-07-17  RCSB  
23V  "Modify leaving atom flag"  2020-07-17  RCSB  
##
