data_1JE
# 
_chem_comp.id                                    1JE 
_chem_comp.name                                  "[(1R)-5,8-dichloro-1-propyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl]acetic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H17 Cl2 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-02-15 
_chem_comp.pdbx_modified_date                    2013-04-12 
_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                        342.217 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1JE 
_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        4J02 
_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 
1JE C1  C1  C  0 1 Y N N -25.366 53.559 55.029 1.488  0.791  0.319  C1  1JE 1  
1JE C2  C2  C  0 1 Y N N -24.000 53.785 54.769 2.678  1.502  0.450  C2  1JE 2  
1JE C3  C3  C  0 1 Y N N -23.460 55.074 55.015 3.885  0.841  0.369  C3  1JE 3  
1JE C4  C4  C  0 1 Y N N -24.291 56.117 55.517 3.927  -0.530 0.157  C4  1JE 4  
1JE C5  C5  C  0 1 Y N N -25.671 55.886 55.781 2.772  -1.248 0.025  C5  1JE 5  
1JE C6  C6  C  0 1 Y N N -26.214 54.599 55.536 1.536  -0.600 0.104  C6  1JE 6  
1JE N7  N7  N  0 1 Y N N -26.117 52.392 54.872 0.159  1.156  0.356  N7  1JE 7  
1JE C8  C8  C  0 1 Y N N -27.404 52.668 55.263 -0.629 0.057  0.177  C8  1JE 8  
1JE C9  C9  C  0 1 Y N N -27.551 53.964 55.674 0.148  -1.034 0.015  C9  1JE 9  
1JE C10 C10 C  0 1 N N R -28.562 51.643 55.252 -2.138 -0.007 0.146  C10 1JE 10 
1JE O11 O11 O  0 1 N N N -29.851 52.294 55.655 -2.520 -1.268 -0.418 O11 1JE 11 
1JE C12 C12 C  0 1 N N N -29.782 53.394 56.621 -1.889 -2.401 0.185  C12 1JE 12 
1JE C13 C13 C  0 1 N N N -28.843 54.531 56.151 -0.401 -2.420 -0.205 C13 1JE 13 
1JE CL1 CL1 CL 0 0 N N N -22.991 52.545 54.170 2.641  3.217  0.714  CL1 1JE 14 
1JE CL2 CL2 CL 0 0 N N N -26.579 57.200 56.385 2.840  -2.962 -0.241 CL2 1JE 15 
1JE C16 C16 C  0 1 N N N -28.309 50.468 56.257 -2.686 1.132  -0.716 C16 1JE 16 
1JE C17 C17 C  0 1 N N N -27.064 49.608 56.048 -2.156 0.999  -2.120 C17 1JE 17 
1JE O18 O18 O  0 1 N N N -26.368 49.569 55.040 -1.505 0.029  -2.431 O18 1JE 18 
1JE O19 O19 O  0 1 N N N -26.779 48.854 57.130 -2.407 1.957  -3.026 O19 1JE 19 
1JE C20 C20 C  0 1 N N N -28.856 51.092 53.806 -2.690 0.110  1.569  C20 1JE 20 
1JE C21 C21 C  0 1 N N N -29.271 52.139 52.749 -4.218 0.034  1.532  C21 1JE 21 
1JE C22 C22 C  0 1 N N N -29.695 51.477 51.447 -4.762 0.020  2.961  C22 1JE 22 
1JE H1  H1  H  0 1 N N N -22.415 55.265 54.821 4.806  1.396  0.472  H1  1JE 23 
1JE H2  H2  H  0 1 N N N -23.869 57.094 55.699 4.881  -1.033 0.095  H2  1JE 24 
1JE H3  H3  H  0 1 N N N -25.778 51.513 54.535 -0.168 2.059  0.491  H3  1JE 25 
1JE H4  H4  H  0 1 N N N -30.793 53.805 56.761 -1.984 -2.336 1.269  H4  1JE 26 
1JE H5  H5  H  0 1 N N N -29.410 53.001 57.579 -2.368 -3.314 -0.168 H5  1JE 27 
1JE H6  H6  H  0 1 N N N -28.652 55.215 56.991 -0.290 -2.700 -1.253 H6  1JE 28 
1JE H7  H7  H  0 1 N N N -29.323 55.083 55.330 0.130  -3.133 0.427  H7  1JE 29 
1JE H8  H8  H  0 1 N N N -28.240 50.906 57.264 -3.775 1.084  -0.733 H8  1JE 30 
1JE H9  H9  H  0 1 N N N -29.181 49.800 56.207 -2.372 2.088  -0.298 H9  1JE 31 
1JE H10 H10 H  0 1 N N N -26.000 48.337 56.960 -2.046 1.827  -3.914 H10 1JE 32 
1JE H11 H11 H  0 1 N N N -29.669 50.356 53.886 -2.300 -0.706 2.178  H11 1JE 33 
1JE H12 H12 H  0 1 N N N -27.944 50.594 53.445 -2.384 1.063  2.000  H12 1JE 34 
1JE H13 H13 H  0 1 N N N -28.418 52.804 52.551 -4.612 0.900  1.001  H13 1JE 35 
1JE H14 H14 H  0 1 N N N -30.113 52.729 53.141 -4.523 -0.877 1.018  H14 1JE 36 
1JE H15 H15 H  0 1 N N N -29.983 52.250 50.719 -4.368 -0.846 3.492  H15 1JE 37 
1JE H16 H16 H  0 1 N N N -28.857 50.889 51.045 -4.457 0.931  3.475  H16 1JE 38 
1JE H17 H17 H  0 1 N N N -30.552 50.813 51.635 -5.851 -0.034 2.935  H17 1JE 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 
1JE C22 C21 SING N N 1  
1JE C21 C20 SING N N 2  
1JE C20 C10 SING N N 3  
1JE CL1 C2  SING N N 4  
1JE C2  C3  DOUB Y N 5  
1JE C2  C1  SING Y N 6  
1JE N7  C1  SING Y N 7  
1JE N7  C8  SING Y N 8  
1JE C3  C4  SING Y N 9  
1JE C1  C6  DOUB Y N 10 
1JE O18 C17 DOUB N N 11 
1JE C10 C8  SING N N 12 
1JE C10 O11 SING N N 13 
1JE C10 C16 SING N N 14 
1JE C8  C9  DOUB Y N 15 
1JE C4  C5  DOUB Y N 16 
1JE C6  C9  SING Y N 17 
1JE C6  C5  SING Y N 18 
1JE O11 C12 SING N N 19 
1JE C9  C13 SING N N 20 
1JE C5  CL2 SING N N 21 
1JE C17 C16 SING N N 22 
1JE C17 O19 SING N N 23 
1JE C13 C12 SING N N 24 
1JE C3  H1  SING N N 25 
1JE C4  H2  SING N N 26 
1JE N7  H3  SING N N 27 
1JE C12 H4  SING N N 28 
1JE C12 H5  SING N N 29 
1JE C13 H6  SING N N 30 
1JE C13 H7  SING N N 31 
1JE C16 H8  SING N N 32 
1JE C16 H9  SING N N 33 
1JE O19 H10 SING N N 34 
1JE C20 H11 SING N N 35 
1JE C20 H12 SING N N 36 
1JE C21 H13 SING N N 37 
1JE C21 H14 SING N N 38 
1JE C22 H15 SING N N 39 
1JE C22 H16 SING N N 40 
1JE C22 H17 SING 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 
1JE SMILES           ACDLabs              12.01 "O=C(O)CC3(OCCc2c3nc1c(Cl)ccc(Cl)c12)CCC"                                                                                            
1JE InChI            InChI                1.03  "InChI=1S/C16H17Cl2NO3/c1-2-6-16(8-12(20)21)15-9(5-7-22-16)13-10(17)3-4-11(18)14(13)19-15/h3-4,19H,2,5-8H2,1H3,(H,20,21)/t16-/m1/s1" 
1JE InChIKey         InChI                1.03  DKHFCUNJXIAWGU-MRXNPFEDSA-N                                                                                                          
1JE SMILES_CANONICAL CACTVS               3.370 "CCC[C@]1(CC(O)=O)OCCc2c1[nH]c3c(Cl)ccc(Cl)c23"                                                                                      
1JE SMILES           CACTVS               3.370 "CCC[C]1(CC(O)=O)OCCc2c1[nH]c3c(Cl)ccc(Cl)c23"                                                                                       
1JE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCC[C@]1(c2c(c3c(ccc(c3[nH]2)Cl)Cl)CCO1)CC(=O)O"                                                                                    
1JE SMILES           "OpenEye OEToolkits" 1.7.6 "CCCC1(c2c(c3c(ccc(c3[nH]2)Cl)Cl)CCO1)CC(=O)O"                                                                                       
# 
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 
1JE "SYSTEMATIC NAME" ACDLabs              12.01 "[(1R)-5,8-dichloro-1-propyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl]acetic acid"        
1JE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(1R)-5,8-bis(chloranyl)-1-propyl-4,9-dihydro-3H-pyrano[3,4-b]indol-1-yl]ethanoic 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 
1JE "Create component" 2013-02-15 RCSB 
1JE "Initial release"  2013-04-17 RCSB 
# 
