data_D92
#

_chem_comp.id                                   D92
_chem_comp.name                                 "N-((1R,2S)-2-(5-CHLORO-1H-INDOLE-2-CARBOXAMIDO)CYCLOHEXYL)-5-METHYL-4,5,6,7-TETRAHYDROTHIAZOLO[5,4-C]PYRIDINE-2-CARBOXAMIDE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C23 H26 Cl N5 O2 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(-)-CIS-N1-[(5-CHLOROINDOL-2-YL)CARBONYL]-N2-[(5-METHYL-4,5,6,7-TETRAHYDROTHIAZOLO[5,4-C]PYRIDIN-2-YL)CARBONYL]-1,2-CYCLOHEXANEDIAMINE"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2007-03-16
_chem_comp.pdbx_modified_date                   2021-03-13
_chem_comp.pdbx_ambiguous_flag                  ?
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       472.003
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    D92
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       "OpenEye OEToolkits"
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       ?
_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
D92  CL1   CL1   CL  0  0  N  N  N  14.077   7.718  26.568   5.612   6.692   2.796  CL1   D92   1  
D92  C16   C16   C   0  1  N  N  N  12.327   7.837  26.504   3.977   6.161   2.915  C16   D92   2  
D92  C17   C17   C   0  1  N  N  N  11.624   7.503  27.667   2.970   7.084   3.186  C17   D92   3  
D92  C18   C18   C   0  1  N  N  N  10.240   7.542  27.708   1.634   6.684   3.289  C18   D92   4  
D92  C12   C12   C   0  1  N  N  N   9.583   7.916  26.534   1.350   5.326   3.110  C12   D92   5  
D92  N11   N11   N   0  1  N  N  N   8.236   8.027  26.352   0.148   4.656   3.154  N11   D92   6  
D92  C15   C15   C   0  1  N  N  N  11.700   8.225  25.324   3.678   4.805   2.738  C15   D92   7  
D92  C13   C13   C   0  1  N  N  N  10.293   8.264  25.335   2.339   4.378   2.837  C13   D92   8  
D92  C14   C14   C   0  1  N  N  N   9.376   8.582  24.338   1.689   3.118   2.719  C14   D92   9  
D92  C10   C10   C   0  1  N  N  N   8.116   8.428  24.990   0.385   3.359   2.920  C10   D92  10  
D92  C9    C9    C   0  1  N  N  N   6.727   8.767  24.479  -0.712   2.357   2.898  C9    D92  11  
D92  O19   O19   O   0  1  N  N  N   5.774   8.656  25.240  -1.868   2.729   3.081  O19   D92  12  
D92  N7    N7    N   0  1  N  N  N   6.576   9.167  23.222  -0.332   1.048   2.644  N7    D92  13  
D92  C1    C1    C   0  1  N  N  N   5.215   9.190  22.615  -1.299  -0.051   2.566  C1    D92  14  
D92  C6    C6    C   0  1  N  N  N   5.307   9.870  21.207  -1.839  -0.162   1.131  C6    D92  15  
D92  C5    C5    C   0  1  N  N  N   4.209   9.406  20.205  -0.813  -0.721   0.144  C5    D92  16  
D92  C4    C4    C   0  1  N  N  N   2.931   8.947  20.956  -0.239  -2.051   0.621  C4    D92  17  
D92  C3    C3    C   0  1  N  N  N   3.165   7.731  21.936   0.327  -1.959   2.037  C3    D92  18  
D92  C2    C2    C   0  1  N  N  N   4.607   7.712  22.518  -0.715  -1.408   3.022  C2    D92  19  
D92  N8    N8    N   0  1  N  N  N   5.398   6.750  21.700  -0.145  -1.320   4.369  N8    D92  20  
D92  C20   C20   C   0  1  N  N  N   5.495   5.419  21.881  -0.905  -1.518   5.510  C20   D92  21  
D92  O31   O31   O   0  1  N  N  N   4.937   4.830  22.778  -2.105  -1.781   5.520  O31   D92  22  
D92  C21   C21   C   0  1  N  N  N   6.390   4.651  20.934  -0.203  -1.372   6.765  C21   D92  23  
D92  S25   S25   S   0  1  N  N  N   6.540   2.929  21.034  -1.039  -1.593   8.254  S25   D92  24  
D92  C24   C24   C   0  1  N  N  N   7.646   3.017  19.725   0.410  -1.261   9.076  C24   D92  25  
D92  C26   C26   C   0  1  N  N  N   8.320   1.789  19.118   0.577  -1.268  10.560  C26   D92  26  
D92  N27   N27   N   0  1  N  N  N   8.901   2.093  17.769   1.832  -0.602  10.985  N27   D92  27  
D92  C30   C30   C   0  1  N  N  N   9.745   1.005  17.217   1.678   0.850  11.073  C30   D92  28  
D92  C28   C28   C   0  1  N  N  N   9.574   3.433  17.584   2.977  -0.988  10.129  C28   D92  29  
D92  C29   C29   C   0  1  N  N  N   8.802   4.648  18.163   2.801  -0.670   8.625  C29   D92  30  
D92  C23   C23   C   0  1  N  N  N   7.853   4.307  19.304   1.426  -1.013   8.176  C23   D92  31  
D92  N22   N22   N   0  1  N  N  N   7.146   5.251  19.980   1.076  -1.071   6.845  N22   D92  32  
D92  H17   H17   H   0  1  N  N  N  12.172   7.209  28.550   3.209   8.136   3.323  H17   D92  33  
D92  H18   H18   H   0  1  N  N  N   9.694   7.295  28.607   0.850   7.403   3.500  H18   D92  34  
D92  HN11  HN11  H   0  0  N  N  N   7.506   7.865  27.016  -0.747   5.090   3.334  HN11  D92  35  
D92  H15   H15   H   0  1  N  N  N  12.266   8.484  24.441   4.463   4.084   2.526  H15   D92  36  
D92  H14   H14   H   0  1  N  N  N   9.571   8.875  23.317   2.159   2.167   2.510  H14   D92  37  
D92  HN7   HN7   H   0  1  N  N  N   7.371   9.451  22.686   0.638   0.827   2.441  HN7   D92  38  
D92  H1    H1    H   0  1  N  N  N   4.532   9.772  23.252  -2.114   0.240   3.238  H1    D92  39  
D92  H61   1H6   H   0  1  N  N  N   5.202  10.956  21.347  -2.182   0.819   0.779  H61   D92  40  
D92  H62   2H6   H   0  1  N  N  N   6.277   9.582  20.775  -2.717  -0.821   1.135  H62   D92  41  
D92  H51   1H5   H   0  1  N  N  N   3.952  10.245  19.542   0.001   0.001   0.012  H51   D92  42  
D92  H52   2H5   H   0  1  N  N  N   4.599   8.558  19.624  -1.282  -0.853  -0.837  H52   D92  43  
D92  H41   1H4   H   0  1  N  N  N   2.562   9.796  21.550  -1.026  -2.815   0.595  H41   D92  44  
D92  H42   2H4   H   0  1  N  N  N   2.213   8.611  20.193   0.547  -2.381  -0.068  H42   D92  45  
D92  H31   1H3   H   0  1  N  N  N   2.452   7.811  22.770   0.662  -2.952   2.363  H31   D92  46  
D92  H32   2H3   H   0  1  N  N  N   3.019   6.803  21.364   1.218  -1.318   2.035  H32   D92  47  
D92  H2    H2    H   0  1  N  N  N   4.627   7.362  23.561  -1.536  -2.132   3.101  H2    D92  48  
D92  HN8   HN8   H   0  1  N  N  N   5.913   7.134  20.934   0.828  -1.044   4.440  HN8   D92  49  
D92  H261  1H26  H   0  0  N  N  N   9.129   1.461  19.787  -0.283  -0.807  11.060  H261  D92  50  
D92  H262  2H26  H   0  0  N  N  N   7.562   1.001  19.000   0.614  -2.310  10.901  H262  D92  51  
D92  H301  1H30  H   0  0  N  N  N   9.954   1.205  16.156   1.361   1.253  10.107  H301  D92  52  
D92  H302  2H30  H   0  0  N  N  N  10.692   0.957  17.774   2.627   1.314  11.353  H302  D92  53  
D92  H303  3H30  H   0  0  N  N  N   9.215   0.046  17.312   0.927   1.106  11.825  H303  D92  54  
D92  H281  1H28  H   0  0  N  N  N  10.550   3.387  18.090   3.136  -2.068  10.247  H281  D92  55  
D92  H282  2H28  H   0  0  N  N  N   9.638   3.598  16.498   3.895  -0.514  10.498  H282  D92  56  
D92  H291  1H29  H   0  0  N  N  N   9.542   5.367  18.544   3.543  -1.226   8.041  H291  D92  57  
D92  H292  2H29  H   0  0  N  N  N   8.183   5.048  17.346   2.972   0.399   8.450  H292  D92  58  
#   #
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
D92  CL1  C16   SING  N  N   1  
D92  C16  C15   DOUB  N  N   2  
D92  C16  C17   SING  N  N   3  
D92  C17  C18   DOUB  N  N   4  
D92  C17  H17   SING  N  N   5  
D92  C18  C12   SING  N  N   6  
D92  C18  H18   SING  N  N   7  
D92  C12  C13   DOUB  N  N   8  
D92  C12  N11   SING  N  N   9  
D92  N11  C10   SING  N  N  10  
D92  N11  HN11  SING  N  N  11  
D92  C15  C13   SING  N  N  12  
D92  C15  H15   SING  N  N  13  
D92  C13  C14   SING  N  N  14  
D92  C14  C10   DOUB  N  N  15  
D92  C14  H14   SING  N  N  16  
D92  C10  C9    SING  N  N  17  
D92  C9   N7    SING  N  N  18  
D92  C9   O19   DOUB  N  N  19  
D92  N7   C1    SING  N  N  20  
D92  N7   HN7   SING  N  N  21  
D92  C1   C6    SING  N  N  22  
D92  C1   C2    SING  N  N  23  
D92  C1   H1    SING  N  N  24  
D92  C6   C5    SING  N  N  25  
D92  C6   H61   SING  N  N  26  
D92  C6   H62   SING  N  N  27  
D92  C5   C4    SING  N  N  28  
D92  C5   H51   SING  N  N  29  
D92  C5   H52   SING  N  N  30  
D92  C4   C3    SING  N  N  31  
D92  C4   H41   SING  N  N  32  
D92  C4   H42   SING  N  N  33  
D92  C3   C2    SING  N  N  34  
D92  C3   H31   SING  N  N  35  
D92  C3   H32   SING  N  N  36  
D92  C2   N8    SING  N  N  37  
D92  C2   H2    SING  N  N  38  
D92  N8   C20   SING  N  N  39  
D92  N8   HN8   SING  N  N  40  
D92  C20  C21   SING  N  N  41  
D92  C20  O31   DOUB  N  N  42  
D92  C21  N22   DOUB  N  N  43  
D92  C21  S25   SING  N  N  44  
D92  S25  C24   SING  N  N  45  
D92  C24  C26   SING  N  N  46  
D92  C24  C23   DOUB  N  N  47  
D92  C26  N27   SING  N  N  48  
D92  C26  H261  SING  N  N  49  
D92  C26  H262  SING  N  N  50  
D92  N27  C30   SING  N  N  51  
D92  N27  C28   SING  N  N  52  
D92  C30  H301  SING  N  N  53  
D92  C30  H302  SING  N  N  54  
D92  C30  H303  SING  N  N  55  
D92  C28  C29   SING  N  N  56  
D92  C28  H281  SING  N  N  57  
D92  C28  H282  SING  N  N  58  
D92  C29  C23   SING  N  N  59  
D92  C29  H291  SING  N  N  60  
D92  C29  H292  SING  N  N  61  
D92  C23  N22   SING  N  N  62  
#   #
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
D92  SMILES            ACDLabs               10.04  "Clc1cc2cc(nc2cc1)C(=O)NC5CCCCC5NC(=O)c3nc4c(s3)CN(CC4)C"  
D92  SMILES_CANONICAL  CACTVS                3.341  "CN1CCc2nc(sc2C1)C(=O)N[C@@H]3CCCC[C@@H]3NC(=O)c4[nH]c5ccc(Cl)cc5c4"  
D92  SMILES            CACTVS                3.341  "CN1CCc2nc(sc2C1)C(=O)N[CH]3CCCC[CH]3NC(=O)c4[nH]c5ccc(Cl)cc5c4"  
D92  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C[N@@]1CCc2c(sc(n2)C(=O)N[C@@H]3CCCC[C@@H]3NC(=O)c4cc5cc(ccc5[nH]4)Cl)C1"  
D92  SMILES            "OpenEye OEToolkits"  1.5.0  "CN1CCc2c(sc(n2)C(=O)NC3CCCCC3NC(=O)c4cc5cc(ccc5[nH]4)Cl)C1"  
D92  InChI             InChI                 1.03   "InChI=1S/C23H26ClN5O2S/c1-29-9-8-18-20(12-29)32-23(28-18)22(31)27-17-5-3-2-4-16(17)26-21(30)19-11-13-10-14(24)6-7-15(13)25-19/h6-7,10-11,16-17,25H,2-5,8-9,12H2,1H3,(H,26,30)(H,27,31)/t16-,17+/m0/s1"  
D92  InChIKey          InChI                 1.03   ARPFWVKYXJZULB-DLBZAZTESA-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
D92  "SYSTEMATIC NAME"  ACDLabs               10.04  "N-[(1R,2S)-2-{[(5-chloro-1H-indol-2-yl)carbonyl]amino}cyclohexyl]-5-methyl-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxamide"  
D92  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(5R)-N-[(1R,2S)-2-[(5-chloro-1H-indol-2-yl)carbonylamino]cyclohexyl]-5-methyl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridine-2-carboxamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
D92  "Create component"   2007-03-16  RCSB  
D92  "Modify descriptor"  2011-06-04  RCSB  
D92  "Modify synonyms"    2021-03-13  RCSB  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     D92
_pdbx_chem_comp_synonyms.name        "(-)-CIS-N1-[(5-CHLOROINDOL-2-YL)CARBONYL]-N2-[(5-METHYL-4,5,6,7-TETRAHYDROTHIAZOLO[5,4-C]PYRIDIN-2-YL)CARBONYL]-1,2-CYCLOHEXANEDIAMINE"
_pdbx_chem_comp_synonyms.provenance  PDB
_pdbx_chem_comp_synonyms.type        ?
##
