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                    2008-10-14 
_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 InChI            InChI                1.02b 
InChI=1/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/f/h26-27H 
D92 InChIKey         InChI                1.02b ARPFWVKYXJZULB-OWFQBTAKDM 
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 
# 
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 
# 
