data_5Z5
# 
_chem_comp.id                                    5Z5 
_chem_comp.name                                  5-[(Z)-(5-CHLORO-2-OXO-1,2-DIHYDRO-3H-INDOL-3-YLIDENE)METHYL]-N-(DIETHYLAMINO)ETHYL]-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H16 Cl N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-04-25 
_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                        329.781 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5Z5 
_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        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
5Z5 C17  C17  C  0 1 N N N -6.920 14.768 21.691 6.923  -1.599 -0.293 C17  5Z5 1  
5Z5 N3   N3   N  0 1 N N N -6.179 13.619 21.078 5.538  -1.232 -0.599 N3   5Z5 2  
5Z5 C16  C16  C  0 1 N N N -6.300 12.398 21.534 4.818  -0.517 0.288  C16  5Z5 3  
5Z5 O2   O2   O  0 1 N N N -7.008 12.147 22.504 5.319  -0.177 1.343  O2   5Z5 4  
5Z5 C12  C12  C  0 1 Y N N -5.483 11.291 20.829 3.425  -0.147 -0.020 C12  5Z5 5  
5Z5 C11  C11  C  0 1 Y N N -4.648 11.384 19.715 2.272  -0.903 0.282  C11  5Z5 6  
5Z5 C14  C14  C  0 1 N N N -4.345 12.710 18.931 2.230  -2.236 0.985  C14  5Z5 7  
5Z5 C13  C13  C  0 1 Y N N -5.488 9.967  21.190 3.004  1.002  -0.664 C13  5Z5 8  
5Z5 C15  C15  C  0 1 N N N -6.261 9.346  22.337 3.900  2.100  -1.177 C15  5Z5 9  
5Z5 N2   N2   N  0 1 Y N N -4.721 9.277  20.358 1.664  0.977  -0.758 N2   5Z5 10 
5Z5 C10  C10  C  0 1 Y N N -4.170 10.089 19.455 1.189  -0.182 -0.180 C10  5Z5 11 
5Z5 C9   C9   C  0 1 N N N -3.316 9.790  18.390 -0.166 -0.566 -0.085 C9   5Z5 12 
5Z5 C7   C7   C  0 1 N N N -2.784 8.523  18.086 -1.146 0.392  0.081  C7   5Z5 13 
5Z5 C5   C5   C  0 1 Y N N -1.894 8.313  17.045 -2.612 0.196  0.045  C5   5Z5 14 
5Z5 C4   C4   C  0 1 Y N N -1.325 9.156  16.099 -3.421 -0.921 -0.137 C4   5Z5 15 
5Z5 C1   C1   C  0 1 Y N N -0.431 8.641  15.168 -4.795 -0.784 -0.110 C1   5Z5 16 
5Z5 CL1  CL1  CL 0 0 N N N 0.250  9.711  14.006 -5.810 -2.172 -0.344 CL1  5Z5 17 
5Z5 C2   C2   C  0 1 Y N N -0.097 7.293  15.159 -5.364 0.462  0.104  C2   5Z5 18 
5Z5 C3   C3   C  0 1 Y N N -0.667 6.458  16.116 -4.570 1.575  0.292  C3   5Z5 19 
5Z5 C6   C6   C  0 1 Y N N -1.556 6.954  17.050 -3.185 1.456  0.268  C6   5Z5 20 
5Z5 N1   N1   N  0 1 N N N -2.209 6.363  18.042 -2.172 2.396  0.425  N1   5Z5 21 
5Z5 C8   C8   C  0 1 N N N -2.961 7.260  18.672 -0.958 1.829  0.325  C8   5Z5 22 
5Z5 O1   O1   O  0 1 N N N -3.672 6.950  19.619 0.111  2.405  0.420  O1   5Z5 23 
5Z5 H171 1H17 H  0 0 N N N -6.817 15.808 21.303 7.513  -0.695 -0.142 H171 5Z5 24 
5Z5 H172 2H17 H  0 0 N N N -6.682 14.785 22.780 6.946  -2.204 0.613  H172 5Z5 25 
5Z5 H173 3H17 H  0 0 N N N -7.102 14.561 22.756 7.339  -2.171 -1.123 H173 5Z5 26 
5Z5 H3   H3   H  0 1 N N N -5.563 13.793 20.284 5.139  -1.503 -1.441 H3   5Z5 27 
5Z5 H141 1H14 H  0 0 N N N -3.678 12.784 18.041 2.287  -3.037 0.248  H141 5Z5 28 
5Z5 H142 2H14 H  0 0 N N N -3.969 13.447 19.678 3.074  -2.312 1.670  H142 5Z5 29 
5Z5 H143 3H14 H  0 0 N N N -5.330 13.140 18.633 1.298  -2.322 1.544  H143 5Z5 30 
5Z5 H151 1H15 H  0 0 N N N -6.265 8.270  22.630 4.188  1.883  -2.205 H151 5Z5 31 
5Z5 H152 2H15 H  0 0 N N N -7.328 9.630  22.183 3.368  3.050  -1.141 H152 5Z5 32 
5Z5 H153 3H15 H  0 0 N N N -5.973 9.917  23.251 4.793  2.160  -0.554 H153 5Z5 33 
5Z5 H2   H2   H  0 1 N N N -4.573 8.269  20.402 1.117  1.666  -1.168 H2   5Z5 34 
5Z5 H9   H9   H  0 1 N N N -3.033 10.624 17.726 -0.437 -1.610 -0.142 H9   5Z5 35 
5Z5 H4   H4   H  0 1 N N N -1.581 10.229 16.087 -2.976 -1.891 -0.303 H4   5Z5 36 
5Z5 HA   HA   H  0 1 N N N 0.605  6.892  14.409 -6.439 0.563  0.123  HA   5Z5 37 
5Z5 HB   HB   H  0 1 N N N -0.405 5.386  16.129 -5.025 2.540  0.458  HB   5Z5 38 
5Z5 H1   H1   H  0 1 N N N -2.144 5.374  18.284 -2.323 3.340  0.587  H1   5Z5 39 
# 
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 
5Z5 C17 N3   SING N N 1  
5Z5 C17 H171 SING N N 2  
5Z5 C17 H172 SING N N 3  
5Z5 C17 H173 SING N N 4  
5Z5 N3  C16  SING N N 5  
5Z5 N3  H3   SING N N 6  
5Z5 C16 O2   DOUB N N 7  
5Z5 C16 C12  SING N N 8  
5Z5 C12 C11  SING Y N 9  
5Z5 C12 C13  DOUB Y N 10 
5Z5 C11 C14  SING N N 11 
5Z5 C11 C10  DOUB Y N 12 
5Z5 C14 H141 SING N N 13 
5Z5 C14 H142 SING N N 14 
5Z5 C14 H143 SING N N 15 
5Z5 C13 C15  SING N N 16 
5Z5 C13 N2   SING Y N 17 
5Z5 C15 H151 SING N N 18 
5Z5 C15 H152 SING N N 19 
5Z5 C15 H153 SING N N 20 
5Z5 N2  C10  SING Y N 21 
5Z5 N2  H2   SING N N 22 
5Z5 C10 C9   SING N N 23 
5Z5 C9  C7   DOUB N Z 24 
5Z5 C9  H9   SING N N 25 
5Z5 C7  C5   SING N N 26 
5Z5 C7  C8   SING N N 27 
5Z5 C5  C4   DOUB Y N 28 
5Z5 C5  C6   SING Y N 29 
5Z5 C4  C1   SING Y N 30 
5Z5 C4  H4   SING N N 31 
5Z5 C1  CL1  SING N N 32 
5Z5 C1  C2   DOUB Y N 33 
5Z5 C2  C3   SING Y N 34 
5Z5 C2  HA   SING N N 35 
5Z5 C3  C6   DOUB Y N 36 
5Z5 C3  HB   SING N N 37 
5Z5 C6  N1   SING N N 38 
5Z5 N1  C8   SING N N 39 
5Z5 N1  H1   SING N N 40 
5Z5 C8  O1   DOUB N N 41 
# 
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 
5Z5 SMILES           ACDLabs              10.04 O=C(NC)c1c(c(nc1C)/C=C3/c2cc(Cl)ccc2NC3=O)C                                                                                                  
5Z5 InChI            InChI                1.02b InChI=1/C17H16ClN3O2/c1-8-14(20-9(2)15(8)17(23)19-3)7-12-11-6-10(18)4-5-13(11)21-16(12)22/h4-7,20H,1-3H3,(H,19,23)(H,21,22)/b12-7-/f/h19,21H 
5Z5 InChIKey         InChI                1.02b FIRPCWHHIWFKCD-HHDAMIAQDQ                                                                                                                    
5Z5 SMILES_CANONICAL CACTVS               3.341 CNC(=O)c1c(C)[nH]c(\C=C\2C(=O)Nc3ccc(Cl)cc\23)c1C                                                                                            
5Z5 SMILES           CACTVS               3.341 CNC(=O)c1c(C)[nH]c(C=C2C(=O)Nc3ccc(Cl)cc23)c1C                                                                                               
5Z5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c([nH]c(c1C(=O)NC)C)\C=C/2\c3cc(ccc3NC2=O)Cl                                                                                              
5Z5 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c([nH]c(c1C(=O)NC)C)C=C2c3cc(ccc3NC2=O)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 
5Z5 "SYSTEMATIC NAME" ACDLabs              10.04 5-[(Z)-(5-chloro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-N,2,4-trimethyl-1H-pyrrole-3-carboxamide 
5Z5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-[(Z)-(5-chloro-2-oxo-1H-indol-3-ylidene)methyl]-N,2,4-trimethyl-1H-pyrrole-3-carboxamide             
# 
