data_D76
# 
_chem_comp.id                                    D76 
_chem_comp.name                                  (2R)-4-[(6-CHLORO-2-NAPHTHYL)SULFONYL]-1-[(5-METHYL-4,5,6,7-TETRAHYDRO[1,3]THIAZOLO[5,4-C]PYRIDIN-2-YL)CARBONYL]PIPERAZINE-2-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H24 Cl N5 O4 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "1-[6-METHYL-4,5,6,7-TETRAHYDROTHIAZOLO(5,4-C)PYRIDIN-2-YL] CARBONYL-2-CARBAMOYL-4-(6-CHLORONAPHTH-2-YLSULPHONYL)PIPERAZINE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-11-10 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        534.051 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     D76 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1V3X 
_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 
D76 CZ7  CZ7  C  0 1 N N N 9.777  0.327  16.885 -8.389 2.910  1.881  CZ7  D76 1  
D76 NZ2  NZ2  N  0 1 N N N 8.888  1.408  17.335 -7.146 2.680  1.133  NZ2  D76 2  
D76 CZ3  CZ3  C  0 1 N N N 8.150  1.011  18.578 -6.813 1.253  1.293  CZ3  D76 3  
D76 CZ4  CZ4  C  0 1 N N N 9.538  2.767  17.391 -7.460 2.897  -0.284 CZ4  D76 4  
D76 CZ5  CZ5  C  0 1 N N N 8.546  3.903  17.765 -6.177 2.905  -1.121 CZ5  D76 5  
D76 CZ6  CZ6  C  0 1 Y N N 7.595  3.513  18.895 -5.424 1.609  -0.825 CZ6  D76 6  
D76 CZ2  CZ2  C  0 1 Y N N 7.439  2.194  19.235 -5.765 0.895  0.295  CZ2  D76 7  
D76 NZ1  NZ1  N  0 1 Y N N 6.846  4.385  19.639 -4.460 1.126  -1.580 NZ1  D76 8  
D76 CZ1  CZ1  C  0 1 Y N N 6.134  3.676  20.546 -3.851 -0.009 -1.265 CZ1  D76 9  
D76 SZ1  SZ1  S  0 1 Y N N 6.341  1.978  20.522 -4.703 -0.459 0.242  SZ1  D76 10 
D76 CC1  CC1  C  0 1 N N N 5.150  4.203  21.587 -2.764 -0.712 -1.967 CC1  D76 11 
D76 OC1  OC1  O  0 1 N N N 4.627  3.361  22.341 -2.778 -0.795 -3.181 OC1  D76 12 
D76 NP2  NP2  N  0 1 N N N 4.850  5.525  21.673 -1.753 -1.262 -1.266 NP2  D76 13 
D76 CP3  CP3  C  0 1 N N N 4.074  6.025  22.856 -0.732 -2.077 -1.939 CP3  D76 14 
D76 CP4  CP4  C  0 1 N N N 5.021  6.852  23.736 0.650  -1.492 -1.623 CP4  D76 15 
D76 CP2  CP2  C  0 1 N N R 5.540  6.571  20.806 -1.648 -1.052 0.185  CP2  D76 16 
D76 CC2  CC2  C  0 1 N N N 4.590  7.512  19.991 -1.818 -2.370 0.896  CC2  D76 17 
D76 OC2  OC2  O  0 1 N N N 4.930  8.603  19.521 -1.658 -3.410 0.293  OC2  D76 18 
D76 NC2  NC2  N  0 1 N N N 3.339  7.160  19.783 -2.149 -2.393 2.203  NC2  D76 19 
D76 CP1  CP1  C  0 1 N N N 6.465  7.404  21.734 -0.269 -0.472 0.502  CP1  D76 20 
D76 NP1  NP1  N  0 1 N N N 5.669  7.879  22.893 0.751  -1.287 -0.171 NP1  D76 21 
D76 S1   S1   S  0 1 N N N 6.131  9.363  23.596 1.993  -1.963 0.691  S1   D76 22 
D76 O1   O1   O  0 1 N N N 5.334  9.638  24.939 2.451  -3.060 -0.087 O1   D76 23 
D76 O2   O2   O  0 1 N N N 6.051  10.438 22.428 1.534  -2.042 2.033  O2   D76 24 
D76 CN1  CN1  C  0 1 Y N N 7.813  9.044  24.009 3.318  -0.801 0.705  CN1  D76 25 
D76 CN2  CN2  C  0 1 Y N N 8.815  9.495  23.152 3.393  0.141  1.730  CN2  D76 26 
D76 CN3  CN3  C  0 1 Y N N 10.150 9.217  23.484 4.403  1.052  1.771  CN3  D76 27 
D76 CN4  CN4  C  0 1 Y N N 10.469 8.491  24.649 5.386  1.046  0.766  CN4  D76 28 
D76 CN5  CN5  C  0 1 Y N N 11.797 8.207  24.981 6.444  1.971  0.775  CN5  D76 29 
D76 CN9  CN9  C  0 1 Y N N 9.407  7.994  25.520 5.310  0.088  -0.275 CN9  D76 30 
D76 C10  C10  C  0 1 Y N N 8.082  8.296  25.174 4.255  -0.841 -0.281 C10  D76 31 
D76 CN8  CN8  C  0 1 Y N N 9.742  7.287  26.679 6.293  0.081  -1.280 CN8  D76 32 
D76 CN7  CN7  C  0 1 Y N N 11.083 7.030  26.991 7.303  0.992  -1.239 CN7  D76 33 
D76 CN6  CN6  C  0 1 Y N N 12.107 7.483  26.137 7.379  1.935  -0.215 CN6  D76 34 
D76 CL1  CL1  CL 0 0 N N N 13.816 7.170  26.473 8.685  3.079  -0.201 CL1  D76 35 
D76 HZ71 1HZ7 H  0 0 N N N 9.224  -0.631 16.747 -9.152 2.209  1.541  HZ71 D76 36 
D76 HZ72 2HZ7 H  0 0 N N N 10.326 0.622  15.961 -8.206 2.761  2.945  HZ72 D76 37 
D76 HZ73 3HZ7 H  0 0 N N N 10.475 0.004  17.693 -8.732 3.931  1.711  HZ73 D76 38 
D76 HZ31 1HZ3 H  0 0 N N N 8.826  0.497  19.300 -6.435 1.076  2.300  HZ31 D76 39 
D76 HZ32 2HZ3 H  0 0 N N N 7.439  0.177  18.374 -7.704 0.649  1.122  HZ32 D76 40 
D76 HZ41 1HZ4 H  0 0 N N N 10.062 2.996  16.434 -8.113 2.098  -0.634 HZ41 D76 41 
D76 HZ42 2HZ4 H  0 0 N N N 10.413 2.761  18.082 -7.971 3.853  -0.398 HZ42 D76 42 
D76 HZ51 1HZ5 H  0 0 N N N 7.980  4.249  16.869 -6.428 2.953  -2.181 HZ51 D76 43 
D76 HZ52 2HZ5 H  0 0 N N N 9.091  4.844  18.010 -5.562 3.762  -0.847 HZ52 D76 44 
D76 HP31 1HP3 H  0 0 N N N 3.572  5.204  23.419 -0.787 -3.104 -1.577 HP31 D76 45 
D76 HP32 2HP3 H  0 0 N N N 3.158  6.589  22.562 -0.900 -2.057 -3.016 HP32 D76 46 
D76 HP41 1HP4 H  0 0 N N N 5.759  6.219  24.282 1.424  -2.186 -1.949 HP41 D76 47 
D76 HP42 2HP4 H  0 0 N N N 4.507  7.289  24.624 0.769  -0.538 -2.136 HP42 D76 48 
D76 HP2  HP2  H  0 1 N N N 6.106  6.021  20.018 -2.422 -0.357 0.512  HP2  D76 49 
D76 HC21 1HC2 H  0 0 N N N 2.720  7.773  19.252 -2.277 -1.561 2.685  HC21 D76 50 
D76 HC22 2HC2 H  0 0 N N N 3.058  6.259  20.171 -2.258 -3.241 2.660  HC22 D76 51 
D76 HP11 1HP1 H  0 0 N N N 6.973  8.237  21.195 -0.102 -0.492 1.579  HP11 D76 52 
D76 HP12 2HP1 H  0 0 N N N 7.377  6.843  22.044 -0.215 0.555  0.140  HP12 D76 53 
D76 HN2  HN2  H  0 1 N N N 8.559  10.056 22.237 2.639  0.148  2.503  HN2  D76 54 
D76 HN3  HN3  H  0 1 N N N 10.957 9.573  22.822 4.448  1.777  2.570  HN3  D76 55 
D76 HN5  HN5  H  0 1 N N N 12.610 8.558  24.323 6.515  2.707  1.562  HN5  D76 56 
D76 H10  H10  H  0 1 N N N 7.255  7.947  25.815 4.186  -1.579 -1.066 H10  D76 57 
D76 HN8  HN8  H  0 1 N N N 8.944  6.930  27.351 6.246  -0.643 -2.079 HN8  D76 58 
D76 HN7  HN7  H  0 1 N N N 11.333 6.471  27.909 8.057  0.985  -2.013 HN7  D76 59 
# 
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 
D76 CZ7 NZ2  SING N N 1  
D76 CZ7 HZ71 SING N N 2  
D76 CZ7 HZ72 SING N N 3  
D76 CZ7 HZ73 SING N N 4  
D76 NZ2 CZ3  SING N N 5  
D76 NZ2 CZ4  SING N N 6  
D76 CZ3 CZ2  SING N N 7  
D76 CZ3 HZ31 SING N N 8  
D76 CZ3 HZ32 SING N N 9  
D76 CZ4 CZ5  SING N N 10 
D76 CZ4 HZ41 SING N N 11 
D76 CZ4 HZ42 SING N N 12 
D76 CZ5 CZ6  SING N N 13 
D76 CZ5 HZ51 SING N N 14 
D76 CZ5 HZ52 SING N N 15 
D76 CZ6 CZ2  DOUB Y N 16 
D76 CZ6 NZ1  SING Y N 17 
D76 CZ2 SZ1  SING Y N 18 
D76 NZ1 CZ1  DOUB Y N 19 
D76 CZ1 SZ1  SING Y N 20 
D76 CZ1 CC1  SING N N 21 
D76 CC1 OC1  DOUB N N 22 
D76 CC1 NP2  SING N N 23 
D76 NP2 CP3  SING N N 24 
D76 NP2 CP2  SING N N 25 
D76 CP3 CP4  SING N N 26 
D76 CP3 HP31 SING N N 27 
D76 CP3 HP32 SING N N 28 
D76 CP4 NP1  SING N N 29 
D76 CP4 HP41 SING N N 30 
D76 CP4 HP42 SING N N 31 
D76 CP2 CC2  SING N N 32 
D76 CP2 CP1  SING N N 33 
D76 CP2 HP2  SING N N 34 
D76 CC2 OC2  DOUB N N 35 
D76 CC2 NC2  SING N N 36 
D76 NC2 HC21 SING N N 37 
D76 NC2 HC22 SING N N 38 
D76 CP1 NP1  SING N N 39 
D76 CP1 HP11 SING N N 40 
D76 CP1 HP12 SING N N 41 
D76 NP1 S1   SING N N 42 
D76 S1  O1   DOUB N N 43 
D76 S1  O2   DOUB N N 44 
D76 S1  CN1  SING N N 45 
D76 CN1 CN2  DOUB Y N 46 
D76 CN1 C10  SING Y N 47 
D76 CN2 CN3  SING Y N 48 
D76 CN2 HN2  SING N N 49 
D76 CN3 CN4  DOUB Y N 50 
D76 CN3 HN3  SING N N 51 
D76 CN4 CN5  SING Y N 52 
D76 CN4 CN9  SING Y N 53 
D76 CN5 CN6  DOUB Y N 54 
D76 CN5 HN5  SING N N 55 
D76 CN9 C10  DOUB Y N 56 
D76 CN9 CN8  SING Y N 57 
D76 C10 H10  SING N N 58 
D76 CN8 CN7  DOUB Y N 59 
D76 CN8 HN8  SING N N 60 
D76 CN7 CN6  SING Y N 61 
D76 CN7 HN7  SING N N 62 
D76 CN6 CL1  SING N N 63 
# 
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 
D76 SMILES           ACDLabs              10.04 Clc2ccc1cc(ccc1c2)S(=O)(=O)N5CC(C(=O)N)N(C(=O)c3nc4c(s3)CN(CC4)C)CC5                                                                                                                                
D76 InChI            InChI                1.02b InChI=1/C23H24ClN5O4S2/c1-27-7-6-18-20(13-27)34-22(26-18)23(31)29-9-8-28(12-19(29)21(25)30)35(32,33)17-5-3-14-10-16(24)4-2-15(14)11-17/h2-5,10-11,19H,6-9,12-13H2,1H3,(H2,25,30)/t19-/m1/s1/f/h25H2 
D76 InChIKey         InChI                1.02b OVHHNKPYYVQCLN-OHZLMMGODH                                                                                                                                                                           
D76 SMILES_CANONICAL CACTVS               3.341 CN1CCc2nc(sc2C1)C(=O)N3CCN(C[C@@H]3C(N)=O)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4                                                                                                                             
D76 SMILES           CACTVS               3.341 CN1CCc2nc(sc2C1)C(=O)N3CCN(C[CH]3C(N)=O)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4                                                                                                                               
D76 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[N@@]1CCc2c(sc(n2)C(=O)N3CC[N@](C[C@@H]3C(=O)N)S(=O)(=O)c4ccc5cc(ccc5c4)Cl)C1                                                                                                                      
D76 SMILES           "OpenEye OEToolkits" 1.5.0 CN1CCc2c(sc(n2)C(=O)N3CCN(CC3C(=O)N)S(=O)(=O)c4ccc5cc(ccc5c4)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 
D76 "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-4-[(6-chloronaphthalen-2-yl)sulfonyl]-1-[(5-methyl-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridin-2-yl)carbonyl]piperazine-2-carboxamide    
D76 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,4R)-4-(6-chloronaphthalen-2-yl)sulfonyl-1-[[(5R)-5-methyl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl]carbonyl]piperazine-2-carboxamide 
# 
