data_274
# 
_chem_comp.id                                    274 
_chem_comp.name                                  (3Z)-N-(3-CHLOROPHENYL)-3-({3,5-DIMETHYL-4-[(4-METHYLPIPERAZIN-1-YL)CARBONYL]-1H-PYRROL-2-YL}METHYLENE)-N-METHYL-2-OXOINDOLINE-5-SULFONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H30 Cl N5 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "MET KINASE INHIBITOR" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-17 
_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                        568.087 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     274 
_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        2J7T 
_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 
274 C22  C22  C  0 1 N N N -0.991  33.840 20.640 1.544  2.323  1.634  C22  274 1  
274 O4   O4   O  0 1 N N N -1.115  32.618 20.586 0.387  2.409  2.047  O4   274 2  
274 C19  C19  C  0 1 Y N N -2.203  34.737 20.973 2.417  1.289  2.177  C19  274 3  
274 C18  C18  C  0 1 Y N N -3.294  34.935 20.145 3.274  1.376  3.299  C18  274 4  
274 C21  C21  C  0 1 N N N -3.492  34.295 18.760 3.464  2.556  4.168  C21  274 5  
274 C20  C20  C  0 1 Y N N -2.419  35.497 22.127 2.541  0.021  1.656  C20  274 6  
274 C23  C23  C  0 1 N N N -1.522  35.544 23.190 1.893  -0.625 0.498  C23  274 7  
274 N3   N3   N  0 1 Y N N -3.589  36.109 21.979 3.446  -0.660 2.428  N3   274 8  
274 C17  C17  C  0 1 Y N N -4.163  35.808 20.802 3.899  0.156  3.432  C17  274 9  
274 C16  C16  C  0 1 N N N -5.367  36.203 20.209 4.840  -0.369 4.332  C16  274 10 
274 C14  C14  C  0 1 N N N -6.494  36.675 20.890 6.186  -0.287 4.200  C14  274 11 
274 C12  C12  C  0 1 Y N N -7.760  36.789 20.333 7.219  -0.805 5.090  C12  274 12 
274 C9   C9   C  0 1 Y N N -8.283  36.520 19.076 7.186  -1.507 6.280  C9   274 13 
274 C15  C15  C  0 1 N N N -6.607  37.115 22.202 6.860  0.396  3.046  C15  274 14 
274 O3   O3   O  0 1 N N N -5.725  37.191 23.053 6.317  0.947  2.106  O3   274 15 
274 N2   N2   N  0 1 N N N -7.853  37.475 22.440 8.225  0.247  3.310  N2   274 16 
274 C13  C13  C  0 1 Y N N -8.582  37.285 21.339 8.438  -0.454 4.502  C13  274 17 
274 C11  C11  C  0 1 Y N N -9.928  37.497 21.091 9.654  -0.782 5.069  C11  274 18 
274 C10  C10  C  0 1 Y N N -10.455 37.217 19.843 9.629  -1.491 6.272  C10  274 19 
274 C8   C8   C  0 1 Y N N -9.637  36.730 18.831 8.407  -1.850 6.872  C8   274 20 
274 S1   S1   S  0 1 N N N -10.318 36.409 17.244 8.417  -2.737 8.378  S1   274 21 
274 O1   O1   O  0 1 N N N -9.599  35.246 16.615 7.165  -3.481 8.469  O1   274 22 
274 O2   O2   O  0 1 N N N -11.774 36.117 17.366 9.670  -3.480 8.453  O2   274 23 
274 N1   N1   N  0 1 N N N -9.947  37.748 16.259 8.413  -1.494 9.593  N1   274 24 
274 C7   C7   C  0 1 N N N -8.983  37.584 15.159 9.723  -0.889 9.950  C7   274 25 
274 C3   C3   C  0 1 Y N N -10.472 38.981 16.443 7.276  -0.594 9.571  C3   274 26 
274 C1   C1   C  0 1 Y N N -11.605 39.338 15.730 7.287  0.489  8.709  C1   274 27 
274 C2   C2   C  0 1 Y N N -12.163 40.593 15.900 6.193  1.354  8.689  C2   274 28 
274 CL1  CL1  CL 0 0 N N N -13.586 40.964 15.002 6.184  2.706  7.624  CL1  274 29 
274 C4   C4   C  0 1 Y N N -11.595 41.518 16.771 5.106  1.123  9.532  C4   274 30 
274 C5   C5   C  0 1 Y N N -10.450 41.171 17.486 5.112  0.027  10.395 C5   274 31 
274 C6   C6   C  0 1 Y N N -9.883  39.910 17.312 6.206  -0.838 10.415 C6   274 32 
274 C24  C24  C  0 1 N N N 1.353   33.618 19.914 1.254  4.230  0.078  C24  274 33 
274 C27  C27  C  0 1 N N N 2.633   34.218 20.507 1.986  5.571  0.069  C27  274 34 
274 N5   N5   N  0 1 N N N 2.685   35.674 20.282 3.282  5.448  -0.612 N5   274 35 
274 C28  C28  C  0 1 N N N 3.940   36.184 20.857 3.964  6.741  -0.657 C28  274 36 
274 C26  C26  C  0 1 N N N 1.562   36.290 21.005 4.121  4.445  0.060  C26  274 37 
274 C25  C25  C  0 1 N N N 0.262   35.901 20.308 3.433  3.078  0.086  C25  274 38 
274 N4   N4   N  0 1 N N N 0.162   34.420 20.293 2.084  3.174  0.657  N4   274 39 
274 H211 1H21 H  0 0 N N N -3.397  33.193 18.902 4.524  2.677  4.444  H211 274 40 
274 H212 2H21 H  0 0 N N N -2.587  34.549 18.160 3.136  3.487  3.676  H212 274 41 
274 H213 3H21 H  0 0 N N N -4.371  34.455 18.093 2.880  2.480  5.100  H213 274 42 
274 H231 1H23 H  0 0 N N N -0.532  35.845 22.775 1.575  -1.652 0.743  H231 274 43 
274 H232 2H23 H  0 0 N N N -1.337  34.493 23.515 1.001  -0.070 0.160  H232 274 44 
274 H233 3H23 H  0 0 N N N -1.694  36.150 24.110 2.565  -0.681 -0.374 H233 274 45 
274 H3   H3   H  0 1 N N N -3.499  37.118 22.101 3.732  -1.618 2.274  H3   274 46 
274 H16  H16  H  0 1 N N N -5.433  36.137 19.110 4.489  -0.874 5.246  H16  274 47 
274 H9   H9   H  0 1 N N N -7.626  36.141 18.275 6.245  -1.784 6.743  H9   274 48 
274 H2   H2   H  0 1 N N N -8.196  37.840 23.328 8.975  0.596  2.725  H2   274 49 
274 H11  H11  H  0 1 N N N -10.581 37.889 21.888 10.594 -0.506 4.606  H11  274 50 
274 H10  H10  H  0 1 N N N -11.529 37.382 19.654 10.569 -1.765 6.743  H10  274 51 
274 H7C1 1H7C H  0 0 N N N -9.322  36.744 14.509 9.973  -0.091 9.246  H7C1 274 52 
274 H7C2 2H7C H  0 0 N N N -8.034  37.171 15.573 10.510 -1.646 9.918  H7C2 274 53 
274 H7C3 3H7C H  0 0 N N N -8.740  38.461 14.514 9.682  -0.468 10.959 H7C3 274 54 
274 H1   H1   H  0 1 N N N -12.063 38.623 15.026 8.137  0.665  8.053  H1   274 55 
274 H6   H6   H  0 1 N N N -8.965  39.646 17.864 6.201  -1.688 11.092 H6   274 56 
274 H4   H4   H  0 1 N N N -12.048 42.516 16.893 4.246  1.789  9.527  H4   274 57 
274 H5   H5   H  0 1 N N N -9.995  41.891 18.186 4.266  -0.152 11.051 H5   274 58 
274 H241 1H24 H  0 0 N N N 1.431   33.495 18.808 0.309  4.327  0.622  H241 274 59 
274 H242 2H24 H  0 0 N N N 1.233   32.546 20.196 1.009  3.921  -0.946 H242 274 60 
274 H271 1H27 H  0 0 N N N 3.545   33.708 20.118 1.361  6.307  -0.452 H271 274 61 
274 H272 2H27 H  0 0 N N N 2.745   33.964 21.587 2.125  5.925  1.099  H272 274 62 
274 H281 1H28 H  0 0 N N N 4.839   35.656 20.463 4.918  6.645  -1.181 H281 274 63 
274 H282 2H28 H  0 0 N N N 4.063   35.910 21.931 4.155  7.103  0.357  H282 274 64 
274 H283 3H28 H  0 0 N N N 3.979   37.285 20.687 3.347  7.476  -1.181 H283 274 65 
274 H261 1H26 H  0 0 N N N 1.676   37.394 21.111 4.345  4.762  1.087  H261 274 66 
274 H262 2H26 H  0 0 N N N 1.559   36.031 22.090 5.076  4.345  -0.469 H262 274 67 
274 H251 1H25 H  0 0 N N N -0.631  36.386 20.766 3.324  2.684  -0.931 H251 274 68 
274 H252 2H25 H  0 0 N N N 0.172   36.347 19.290 4.048  2.371  0.650  H252 274 69 
# 
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 
274 C22 O4   DOUB N N 1  
274 C22 C19  SING N N 2  
274 C22 N4   SING N N 3  
274 C19 C18  SING Y N 4  
274 C19 C20  DOUB Y N 5  
274 C18 C21  SING N N 6  
274 C18 C17  DOUB Y N 7  
274 C21 H211 SING N N 8  
274 C21 H212 SING N N 9  
274 C21 H213 SING N N 10 
274 C20 C23  SING N N 11 
274 C20 N3   SING Y N 12 
274 C23 H231 SING N N 13 
274 C23 H232 SING N N 14 
274 C23 H233 SING N N 15 
274 N3  C17  SING Y N 16 
274 N3  H3   SING N N 17 
274 C17 C16  SING N N 18 
274 C16 C14  DOUB N Z 19 
274 C16 H16  SING N N 20 
274 C14 C12  SING N N 21 
274 C14 C15  SING N N 22 
274 C12 C9   SING Y N 23 
274 C12 C13  DOUB Y N 24 
274 C9  C8   DOUB Y N 25 
274 C9  H9   SING N N 26 
274 C15 O3   DOUB N N 27 
274 C15 N2   SING N N 28 
274 N2  C13  SING N N 29 
274 N2  H2   SING N N 30 
274 C13 C11  SING Y N 31 
274 C11 C10  DOUB Y N 32 
274 C11 H11  SING N N 33 
274 C10 C8   SING Y N 34 
274 C10 H10  SING N N 35 
274 C8  S1   SING N N 36 
274 S1  O1   DOUB N N 37 
274 S1  O2   DOUB N N 38 
274 S1  N1   SING N N 39 
274 N1  C7   SING N N 40 
274 N1  C3   SING N N 41 
274 C7  H7C1 SING N N 42 
274 C7  H7C2 SING N N 43 
274 C7  H7C3 SING N N 44 
274 C3  C1   SING Y N 45 
274 C3  C6   DOUB Y N 46 
274 C1  C2   DOUB Y N 47 
274 C1  H1   SING N N 48 
274 C2  CL1  SING N N 49 
274 C2  C4   SING Y N 50 
274 C4  C5   DOUB Y N 51 
274 C4  H4   SING N N 52 
274 C5  C6   SING Y N 53 
274 C5  H5   SING N N 54 
274 C6  H6   SING N N 55 
274 C24 C27  SING N N 56 
274 C24 N4   SING N N 57 
274 C24 H241 SING N N 58 
274 C24 H242 SING N N 59 
274 C27 N5   SING N N 60 
274 C27 H271 SING N N 61 
274 C27 H272 SING N N 62 
274 N5  C28  SING N N 63 
274 N5  C26  SING N N 64 
274 C28 H281 SING N N 65 
274 C28 H282 SING N N 66 
274 C28 H283 SING N N 67 
274 C26 C25  SING N N 68 
274 C26 H261 SING N N 69 
274 C26 H262 SING N N 70 
274 C25 N4   SING N N 71 
274 C25 H251 SING N N 72 
274 C25 H252 SING N N 73 
# 
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 
274 SMILES           ACDLabs              10.04 O=C(N1CCN(C)CC1)c5c(c(/C=C3/c2cc(ccc2NC3=O)S(=O)(=O)N(c4cccc(Cl)c4)C)nc5C)C                                                                                                                             
274 InChI            InChI                1.02b InChI=1/C28H30ClN5O4S/c1-17-25(30-18(2)26(17)28(36)34-12-10-32(3)11-13-34)16-23-22-15-21(8-9-24(22)31-27(23)35)39(37,38)33(4)20-7-5-6-19(29)14-20/h5-9,14-16,30H,10-13H2,1-4H3,(H,31,35)/b23-16-/f/h31H 
274 InChIKey         InChI                1.02b FPYJSJDOHRDAMT-WOCZEYFKDF                                                                                                                                                                               
274 SMILES_CANONICAL CACTVS               3.341 CN1CCN(CC1)C(=O)c2c(C)[nH]c(\C=C\3C(=O)Nc4ccc(cc\34)[S](=O)(=O)N(C)c5cccc(Cl)c5)c2C                                                                                                                     
274 SMILES           CACTVS               3.341 CN1CCN(CC1)C(=O)c2c(C)[nH]c(C=C3C(=O)Nc4ccc(cc34)[S](=O)(=O)N(C)c5cccc(Cl)c5)c2C                                                                                                                        
274 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c([nH]c(c1C(=O)N2CCN(CC2)C)C)\C=C/3\c4cc(ccc4NC3=O)S(=O)(=O)N(C)c5cccc(c5)Cl                                                                                                                         
274 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c([nH]c(c1C(=O)N2CCN(CC2)C)C)C=C3c4cc(ccc4NC3=O)S(=O)(=O)N(C)c5cccc(c5)Cl                                                                                                                            
# 
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 
274 "SYSTEMATIC NAME" ACDLabs              10.04 (3Z)-N-(3-chlorophenyl)-3-({3,5-dimethyl-4-[(4-methylpiperazin-1-yl)carbonyl]-1H-pyrrol-2-yl}methylidene)-N-methyl-2-oxo-2,3-dihydro-1H-indole-5-sulfonamide 
274 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3Z)-N-(3-chlorophenyl)-3-[[3,5-dimethyl-4-(4-methylpiperazin-1-yl)carbonyl-1H-pyrrol-2-yl]methylidene]-N-methyl-2-oxo-1H-indole-5-sulfonamide               
# 
