data_A1LW5
# 
_chem_comp.id                                    A1LW5 
_chem_comp.name                                  "(1~{S},5~{R})-3-(3-chloranyl-1-ethyl-pyrrolo[2,3-b]pyridin-4-yl)carbonyl-4-oxidanyl-bicyclo[3.2.1]oct-3-en-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H17 Cl N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-01-25 
_chem_comp.pdbx_modified_date                    2025-01-10 
_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                        344.792 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1LW5 
_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        8XUC 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1LW5 C10 C1  C  0 1 Y N N N N N 1.654  -2.558 83.107 -0.413 0.275  0.176  C10 A1LW5 1  
A1LW5 C15 C2  C  0 1 Y N N N N N 0.116  -2.542 83.359 -1.784 -0.049 0.155  C15 A1LW5 2  
A1LW5 C20 C3  C  0 1 N N N N N N -2.673 -1.533 85.539 -5.252 1.072  0.479  C20 A1LW5 3  
A1LW5 C21 C4  C  0 1 N N N N N N -2.450 -0.014 85.672 -5.677 1.698  -0.851 C21 A1LW5 4  
A1LW5 C02 C5  C  0 1 N N N N N N 4.436  -4.606 81.499 2.921  -0.788 0.831  C02 A1LW5 5  
A1LW5 C03 C6  C  0 1 N N R N N N 5.456  -5.252 82.387 4.378  -0.377 0.757  C03 A1LW5 6  
A1LW5 C04 C7  C  0 1 N N N N N N 5.099  -5.273 83.710 4.768  -0.322 -0.743 C04 A1LW5 7  
A1LW5 C05 C8  C  0 1 N N S N N N 3.921  -6.067 83.938 3.961  0.915  -1.226 C05 A1LW5 8  
A1LW5 C06 C9  C  0 1 N N N N N N 4.047  -7.173 82.960 4.122  1.930  -0.075 C06 A1LW5 9  
A1LW5 C07 C10 C  0 1 N N N N N N 5.309  -6.759 82.022 4.430  1.110  1.191  C07 A1LW5 10 
A1LW5 C08 C11 C  0 1 N N N N N N 3.000  -4.550 81.983 2.036  -0.370 -0.142 C08 A1LW5 11 
A1LW5 C09 C12 C  0 1 N N N N N N 2.269  -3.218 81.829 0.619  -0.754 -0.062 C09 A1LW5 12 
A1LW5 C11 C13 C  0 1 Y N N N N N 2.574  -1.948 84.087 -0.064 1.605  0.424  C11 A1LW5 13 
A1LW5 C12 C14 C  0 1 Y N N N N N 1.987  -1.310 85.290 -1.064 2.537  0.637  C12 A1LW5 14 
A1LW5 C14 C15 C  0 1 Y N N N N N -0.404 -1.935 84.500 -2.737 0.965  0.382  C14 A1LW5 15 
A1LW5 C16 C16 C  0 1 Y N N N N N -0.936 -3.031 82.635 -2.538 -1.280 -0.061 C16 A1LW5 16 
A1LW5 C18 C17 C  0 1 Y N N N N N -2.128 -2.735 83.329 -3.842 -0.962 0.041  C18 A1LW5 17 
A1LW5 C23 C18 C  0 1 N N N N N N 2.695  -5.337 83.318 2.513  0.454  -1.276 C23 A1LW5 18 
A1LW5 N13 N1  N  0 1 Y N N N N N 0.530  -1.282 85.528 -2.338 2.206  0.611  N13 A1LW5 19 
A1LW5 N19 N2  N  0 1 Y N N N N N -1.778 -2.059 84.480 -3.976 0.374  0.305  N19 A1LW5 20 
A1LW5 O01 O1  O  0 1 N N N N N N 4.823  -3.868 80.384 2.493  -1.562 1.838  O01 A1LW5 21 
A1LW5 O22 O2  O  0 1 N N N N N N 2.212  -2.683 80.768 0.297  -1.921 -0.191 O22 A1LW5 22 
A1LW5 O24 O3  O  0 1 N N N N N N 1.605  -5.396 83.773 1.771  0.762  -2.186 O24 A1LW5 23 
A1LW5 CL1 CL1 CL 0 0 N N N N N N -0.781 -3.908 81.097 -1.880 -2.852 -0.388 CL1 A1LW5 24 
A1LW5 H1  H1  H  0 1 N N N N N N -3.721 -1.730 85.268 -5.139 1.855  1.229  H1  A1LW5 25 
A1LW5 H2  H2  H  0 1 N N N N N N -2.442 -2.025 86.495 -6.013 0.363  0.806  H2  A1LW5 26 
A1LW5 H3  H3  H  0 1 N N N N N N -3.110 0.387  86.456 -6.627 2.218  -0.721 H3  A1LW5 27 
A1LW5 H4  H4  H  0 1 N N N N N N -1.401 0.180  85.941 -4.917 2.407  -1.178 H4  A1LW5 28 
A1LW5 H5  H5  H  0 1 N N N N N N -2.680 0.475  84.714 -5.791 0.916  -1.601 H5  A1LW5 29 
A1LW5 H7  H7  H  0 1 N N N N N N 6.475  -4.886 82.192 5.030  -1.026 1.342  H7  A1LW5 30 
A1LW5 H8  H8  H  0 1 N N N N N N 5.930  -5.694 84.295 5.840  -0.162 -0.863 H8  A1LW5 31 
A1LW5 H9  H9  H  0 1 N N N N N N 4.902  -4.243 84.041 4.449  -1.225 -1.263 H9  A1LW5 32 
A1LW5 H10 H10 H  0 1 N N N N N N 3.760  -6.388 84.978 4.312  1.303  -2.183 H10 A1LW5 33 
A1LW5 H11 H11 H  0 1 N N N N N N 3.131  -7.264 82.358 4.945  2.611  -0.289 H11 A1LW5 34 
A1LW5 H12 H12 H  0 1 N N N N N N 4.243  -8.125 83.475 3.198  2.493  0.059  H12 A1LW5 35 
A1LW5 H13 H13 H  0 1 N N N N N N 5.083  -6.898 80.954 3.679  1.305  1.957  H13 A1LW5 36 
A1LW5 H14 H14 H  0 1 N N N N N N 6.213  -7.329 82.283 5.423  1.358  1.566  H14 A1LW5 37 
A1LW5 H16 H16 H  0 1 N N N N N N 3.643  -1.966 83.932 0.974  1.901  0.451  H16 A1LW5 38 
A1LW5 H17 H17 H  0 1 N N N N N N 2.645  -0.852 86.014 -0.792 3.565  0.828  H17 A1LW5 39 
A1LW5 H18 H18 H  0 1 N N N N N N -3.130 -2.990 83.017 -4.661 -1.658 -0.070 H18 A1LW5 40 
A1LW5 H19 H19 H  0 1 N N N N N N 4.130  -3.262 80.149 1.574  -1.861 1.802  H19 A1LW5 41 
# 
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 
A1LW5 O01 C02 SING N N 1  
A1LW5 O22 C09 DOUB N N 2  
A1LW5 CL1 C16 SING N N 3  
A1LW5 C02 C08 DOUB N N 4  
A1LW5 C02 C03 SING N N 5  
A1LW5 C09 C08 SING N N 6  
A1LW5 C09 C10 SING N N 7  
A1LW5 C08 C23 SING N N 8  
A1LW5 C07 C03 SING N N 9  
A1LW5 C07 C06 SING N N 10 
A1LW5 C03 C04 SING N N 11 
A1LW5 C16 C18 DOUB Y N 12 
A1LW5 C16 C15 SING Y N 13 
A1LW5 C06 C05 SING N N 14 
A1LW5 C10 C15 DOUB Y N 15 
A1LW5 C10 C11 SING Y N 16 
A1LW5 C23 O24 DOUB N N 17 
A1LW5 C23 C05 SING N N 18 
A1LW5 C18 N19 SING Y N 19 
A1LW5 C15 C14 SING Y N 20 
A1LW5 C04 C05 SING N N 21 
A1LW5 C11 C12 DOUB Y N 22 
A1LW5 N19 C14 SING Y N 23 
A1LW5 N19 C20 SING N N 24 
A1LW5 C14 N13 DOUB Y N 25 
A1LW5 C12 N13 SING Y N 26 
A1LW5 C20 C21 SING N N 27 
A1LW5 C20 H1  SING N N 28 
A1LW5 C20 H2  SING N N 29 
A1LW5 C21 H3  SING N N 30 
A1LW5 C21 H4  SING N N 31 
A1LW5 C21 H5  SING N N 32 
A1LW5 C03 H7  SING N N 33 
A1LW5 C04 H8  SING N N 34 
A1LW5 C04 H9  SING N N 35 
A1LW5 C05 H10 SING N N 36 
A1LW5 C06 H11 SING N N 37 
A1LW5 C06 H12 SING N N 38 
A1LW5 C07 H13 SING N N 39 
A1LW5 C07 H14 SING N N 40 
A1LW5 C11 H16 SING N N 41 
A1LW5 C12 H17 SING N N 42 
A1LW5 C18 H18 SING N N 43 
A1LW5 O01 H19 SING N N 44 
# 
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 
A1LW5 InChI            InChI                1.06  "InChI=1S/C18H17ClN2O3/c1-2-21-8-12(19)13-11(5-6-20-18(13)21)17(24)14-15(22)9-3-4-10(7-9)16(14)23/h5-6,8-10,22H,2-4,7H2,1H3/t9-,10+/m1/s1" 
A1LW5 InChIKey         InChI                1.06  KMKACZIOFPMKQH-ZJUUUORDSA-N                                                                                                                
A1LW5 SMILES_CANONICAL CACTVS               3.385 "CCn1cc(Cl)c2c(ccnc12)C(=O)C3=C(O)[C@@H]4CC[C@@H](C4)C3=O"                                                                                 
A1LW5 SMILES           CACTVS               3.385 "CCn1cc(Cl)c2c(ccnc12)C(=O)C3=C(O)[CH]4CC[CH](C4)C3=O"                                                                                     
A1LW5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCn1cc(c2c1nccc2C(=O)C3=C([C@@H]4CC[C@@H](C4)C3=O)O)Cl"                                                                                   
A1LW5 SMILES           "OpenEye OEToolkits" 2.0.7 "CCn1cc(c2c1nccc2C(=O)C3=C(C4CCC(C4)C3=O)O)Cl"                                                                                             
# 
_pdbx_chem_comp_identifier.comp_id           A1LW5 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(1~{S},5~{R})-3-(3-chloranyl-1-ethyl-pyrrolo[2,3-b]pyridin-4-yl)carbonyl-4-oxidanyl-bicyclo[3.2.1]oct-3-en-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1LW5 "Create component"    2024-01-25 PDBJ 
A1LW5 "Modify linking type" 2024-07-31 PDBJ 
A1LW5 "Modify name"         2024-07-31 PDBJ 
A1LW5 "Modify formula"      2024-07-31 PDBJ 
A1LW5 "Initial release"     2025-01-15 RCSB 
# 
