data_CIW
# 
_chem_comp.id                                    CIW 
_chem_comp.name                                  "5-[(5-chloro-2-oxo-2,3-dihydro-1H-indol-1-yl)methyl]-1,3-benzodioxole-4-carboxylic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H12 Cl N O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-06-25 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        345.734 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CIW 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3NF7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
CIW C1   C1   C  0 1 Y N N 21.850 -19.809 20.483 4.293  -0.904 -0.424 C1   CIW 1  
CIW C2   C2   C  0 1 Y N N 21.685 -21.014 21.132 3.223  -1.128 -1.273 C2   CIW 2  
CIW C3   C3   C  0 1 Y N N 20.440 -21.385 21.590 2.064  -0.390 -1.144 C3   CIW 3  
CIW C4   C4   C  0 1 Y N N 19.429 -20.490 21.349 1.963  0.586  -0.155 C4   CIW 4  
CIW C5   C5   C  0 1 Y N N 19.586 -19.290 20.705 3.044  0.802  0.691  C5   CIW 5  
CIW C6   C6   C  0 1 Y N N 20.822 -18.919 20.249 4.199  0.066  0.561  C6   CIW 6  
CIW C7   C7   C  0 1 N N N 18.329 -18.557 20.626 2.629  1.905  1.637  C7   CIW 7  
CIW C8   C8   C  0 1 N N N 17.400 -19.508 21.326 1.220  2.251  1.205  C8   CIW 8  
CIW O9   O9   O  0 1 N N N 16.209 -19.335 21.480 0.502  3.095  1.699  O9   CIW 9  
CIW N10  N10  N  0 1 N N N 18.113 -20.629 21.716 0.915  1.449  0.171  N10  CIW 10 
CIW C11  C11  C  0 1 N N N 17.752 -21.461 22.823 -0.370 1.476  -0.532 C11  CIW 11 
CIW C12  C12  C  0 1 Y N N 17.509 -22.836 22.309 -1.288 0.437  0.059  C12  CIW 12 
CIW C13  C13  C  0 1 Y N N 17.658 -23.072 20.941 -0.900 -0.269 1.176  C13  CIW 13 
CIW C14  C14  C  0 1 Y N N 17.461 -24.329 20.409 -1.739 -1.226 1.725  C14  CIW 14 
CIW C15  C15  C  0 1 Y N N 17.112 -25.331 21.293 -2.975 -1.482 1.158  C15  CIW 15 
CIW C16  C16  C  0 1 Y N N 16.964 -25.074 22.621 -3.382 -0.775 0.029  C16  CIW 16 
CIW C17  C17  C  0 1 Y N N 17.149 -23.843 23.181 -2.536 0.195  -0.523 C17  CIW 17 
CIW C18  C18  C  0 1 N N N 16.988 -23.721 24.668 -2.958 0.954  -1.714 C18  CIW 18 
CIW O19  O19  O  0 1 N N N 15.926 -24.162 25.148 -2.779 0.491  -2.824 O19  CIW 19 
CIW O20  O20  O  0 1 N N N 17.918 -23.242 25.352 -3.543 2.159  -1.573 O20  CIW 20 
CIW O21  O21  O  0 1 N N N 16.640 -26.197 23.330 -4.622 -1.206 -0.334 O21  CIW 21 
CIW C22  C22  C  0 1 N N N 16.680 -27.239 22.339 -5.144 -1.891 0.820  C22  CIW 22 
CIW O23  O23  O  0 1 N N N 16.877 -26.683 21.011 -3.965 -2.357 1.503  O23  CIW 23 
CIW CL24 CL24 CL 0 0 N N N 23.392 -19.379 19.904 5.746  -1.840 -0.589 CL24 CIW 24 
CIW H2   H2   H  0 1 N N N 22.532 -21.667 21.281 3.296  -1.884 -2.041 H2   CIW 25 
CIW H3   H3   H  0 1 N N N 20.271 -22.319 22.105 1.234  -0.571 -1.810 H3   CIW 26 
CIW H6   H6   H  0 1 N N N 20.983 -17.983 19.735 5.032  0.244  1.225  H6   CIW 27 
CIW H7   H7   H  0 1 N N N 18.382 -17.578 21.125 2.636  1.548  2.667  H7   CIW 28 
CIW H7A  H7A  H  0 1 N N N 18.023 -18.359 19.588 3.285  2.769  1.527  H7A  CIW 29 
CIW H11  H11  H  0 1 N N N 18.567 -21.476 23.562 -0.821 2.462  -0.426 H11  CIW 30 
CIW H11A H11A H  0 0 N N N 16.841 -21.073 23.302 -0.210 1.260  -1.589 H11A CIW 31 
CIW H13  H13  H  0 1 N N N 17.932 -22.256 20.288 0.062  -0.077 1.625  H13  CIW 32 
CIW H14  H14  H  0 1 N N N 17.574 -24.521 19.352 -1.426 -1.775 2.601  H14  CIW 33 
CIW H22  H22  H  0 1 N N N 17.512 -27.921 22.569 -5.707 -1.204 1.451  H22  CIW 34 
CIW H22A H22A H  0 0 N N N 15.728 -27.790 22.359 -5.768 -2.731 0.516  H22A CIW 35 
CIW H20  H20  H  0 1 N N N 17.683 -23.271 26.272 -3.734 2.652  -2.383 H20  CIW 36 
# 
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 
CIW C1  C2   DOUB Y N 1  
CIW C1  C6   SING Y N 2  
CIW C1  CL24 SING N N 3  
CIW C2  C3   SING Y N 4  
CIW C3  C4   DOUB Y N 5  
CIW C4  C5   SING Y N 6  
CIW C4  N10  SING N N 7  
CIW C5  C6   DOUB Y N 8  
CIW C5  C7   SING N N 9  
CIW C7  C8   SING N N 10 
CIW C8  O9   DOUB N N 11 
CIW C8  N10  SING N N 12 
CIW N10 C11  SING N N 13 
CIW C11 C12  SING N N 14 
CIW C12 C13  DOUB Y N 15 
CIW C12 C17  SING Y N 16 
CIW C13 C14  SING Y N 17 
CIW C14 C15  DOUB Y N 18 
CIW C15 C16  SING Y N 19 
CIW C15 O23  SING N N 20 
CIW C16 C17  DOUB Y N 21 
CIW C16 O21  SING N N 22 
CIW C17 C18  SING N N 23 
CIW C18 O19  DOUB N N 24 
CIW C18 O20  SING N N 25 
CIW O21 C22  SING N N 26 
CIW C22 O23  SING N N 27 
CIW C2  H2   SING N N 28 
CIW C3  H3   SING N N 29 
CIW C6  H6   SING N N 30 
CIW C7  H7   SING N N 31 
CIW C7  H7A  SING N N 32 
CIW C11 H11  SING N N 33 
CIW C11 H11A SING N N 34 
CIW C13 H13  SING N N 35 
CIW C14 H14  SING N N 36 
CIW C22 H22  SING N N 37 
CIW C22 H22A SING N N 38 
CIW O20 H20  SING N N 39 
# 
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 
CIW SMILES           ACDLabs              12.01 "Clc1cc2c(cc1)N(C(=O)C2)Cc3ccc4OCOc4c3C(=O)O"                                                                           
CIW SMILES_CANONICAL CACTVS               3.370 "OC(=O)c1c(CN2C(=O)Cc3cc(Cl)ccc23)ccc4OCOc14"                                                                           
CIW SMILES           CACTVS               3.370 "OC(=O)c1c(CN2C(=O)Cc3cc(Cl)ccc23)ccc4OCOc14"                                                                           
CIW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1Cl)CC(=O)N2Cc3ccc4c(c3C(=O)O)OCO4"                                                                           
CIW SMILES           "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1Cl)CC(=O)N2Cc3ccc4c(c3C(=O)O)OCO4"                                                                           
CIW InChI            InChI                1.03  "InChI=1S/C17H12ClNO5/c18-11-2-3-12-10(5-11)6-14(20)19(12)7-9-1-4-13-16(24-8-23-13)15(9)17(21)22/h1-5H,6-8H2,(H,21,22)" 
CIW InChIKey         InChI                1.03  ZWUIUQQUOGIKGU-UHFFFAOYSA-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 
CIW "SYSTEMATIC NAME" ACDLabs              12.01 "5-[(5-chloro-2-oxo-2,3-dihydro-1H-indol-1-yl)methyl]-1,3-benzodioxole-4-carboxylic acid" 
CIW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "5-[(5-chloro-2-oxo-3H-indol-1-yl)methyl]-1,3-benzodioxole-4-carboxylic acid"             
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
CIW "Create component"     2010-06-25 PDBJ 
CIW "Modify aromatic_flag" 2011-06-04 RCSB 
CIW "Modify descriptor"    2011-06-04 RCSB 
# 
