data_XOT
# 
_chem_comp.id                                    XOT 
_chem_comp.name                                  "(4aR,5aR)-4,4a,5,5a-tetrahydro-1H-cyclopropa[4,5]cyclopenta[1,2-c]pyrazole-3-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C8 H8 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "MK 1903" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-11-06 
_chem_comp.pdbx_modified_date                    2025-02-21 
_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                        164.161 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XOT 
_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        8UTD 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
XOT C1 C1 C 0 1 N N R N N N 147.321 163.572 123.141 2.545  -1.084 0.323  C1 XOT 1  
XOT C2 C2 C 0 1 N N N N N N 147.940 163.339 124.525 1.063  -1.478 0.230  C2 XOT 2  
XOT C3 C3 C 0 1 Y N N N N N 148.957 164.441 124.659 0.280  -0.196 0.131  C3 XOT 3  
XOT C4 C4 C 0 1 Y N N N N N 148.853 165.301 123.593 1.093  0.876  0.159  C4 XOT 4  
XOT C5 C5 C 0 1 Y N N N N N 149.960 164.923 125.457 -1.035 0.321  0.016  C5 XOT 5  
XOT C6 C6 C 0 1 N N N N N N 150.486 164.380 126.737 -2.285 -0.462 -0.052 C6 XOT 6  
XOT C7 C7 C 0 1 N N R N N N 147.798 164.908 122.626 2.536  0.452  0.283  C7 XOT 7  
XOT C8 C8 C 0 1 N N N N N N 146.360 164.703 122.966 3.189  -0.383 -0.876 C8 XOT 8  
XOT N1 N1 N 0 1 Y N N N N N 149.776 166.270 123.751 0.308  1.976  0.064  N1 XOT 9  
XOT N2 N2 N 0 1 Y N N N N N 150.460 166.038 124.904 -0.927 1.634  -0.018 N2 XOT 10 
XOT O1 O1 O 0 1 N N N N N N 149.975 163.330 127.198 -2.245 -1.675 -0.010 O1 XOT 11 
XOT O2 O2 O 0 1 N N N N N N 151.424 164.991 127.305 -3.470 0.170  -0.162 O2 XOT 12 
XOT H1 H1 H 0 1 N N N N N N 147.277 162.723 122.443 3.172  -1.637 1.022  H1 XOT 13 
XOT H2 H2 H 0 1 N N N N N N 147.176 163.414 125.313 0.893  -2.088 -0.657 H2 XOT 14 
XOT H3 H3 H 0 1 N N N N N N 148.424 162.352 124.576 0.766  -2.028 1.123  H3 XOT 15 
XOT H4 H4 H 0 1 N N N N N N 148.054 164.960 121.558 3.179  1.036  0.941  H4 XOT 16 
XOT H5 H5 H 0 1 N N N N N N 145.930 165.198 123.849 4.277  -0.386 -0.941 H5 XOT 17 
XOT H6 H6 H 0 1 N N N N N N 145.608 164.664 122.165 2.661  -0.419 -1.829 H6 XOT 18 
XOT H7 H7 H 0 1 N N N N N N 149.932 167.033 123.124 0.631  2.891  0.060  H7 XOT 19 
XOT H8 H8 H 0 1 N N N N N N 151.661 164.535 128.104 -4.261 -0.385 -0.203 H8 XOT 20 
# 
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 
XOT C7 C8 SING N N 1  
XOT C7 C1 SING N N 2  
XOT C7 C4 SING N N 3  
XOT C8 C1 SING N N 4  
XOT C1 C2 SING N N 5  
XOT C4 N1 SING Y N 6  
XOT C4 C3 DOUB Y N 7  
XOT N1 N2 SING Y N 8  
XOT C2 C3 SING N N 9  
XOT C3 C5 SING Y N 10 
XOT N2 C5 DOUB Y N 11 
XOT C5 C6 SING N N 12 
XOT C6 O1 DOUB N N 13 
XOT C6 O2 SING N N 14 
XOT C1 H1 SING N N 15 
XOT C2 H2 SING N N 16 
XOT C2 H3 SING N N 17 
XOT C7 H4 SING N N 18 
XOT C8 H5 SING N N 19 
XOT C8 H6 SING N N 20 
XOT N1 H7 SING N N 21 
XOT O2 H8 SING N N 22 
# 
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 
XOT SMILES           ACDLabs              12.01 "O=C(O)c1n[NH]c2C3CC3Cc21"                                                                       
XOT InChI            InChI                1.06  "InChI=1S/C8H8N2O2/c11-8(12)7-5-2-3-1-4(3)6(5)9-10-7/h3-4H,1-2H2,(H,9,10)(H,11,12)/t3-,4-/m1/s1" 
XOT InChIKey         InChI                1.06  CUTZNERBKDMLAP-QWWZWVQMSA-N                                                                      
XOT SMILES_CANONICAL CACTVS               3.385 "OC(=O)c1n[nH]c2[C@@H]3C[C@@H]3Cc12"                                                             
XOT SMILES           CACTVS               3.385 "OC(=O)c1n[nH]c2[CH]3C[CH]3Cc12"                                                                 
XOT SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C1c2c([nH]nc2C(=O)O)[C@H]3[C@@H]1C3"                                                            
XOT SMILES           "OpenEye OEToolkits" 2.0.7 "C1c2c([nH]nc2C(=O)O)C3C1C3"                                                                     
# 
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 
XOT "SYSTEMATIC NAME" ACDLabs              12.01 "(4aR,5aR)-4,4a,5,5a-tetrahydro-1H-cyclopropa[4,5]cyclopenta[1,2-c]pyrazole-3-carboxylic acid" 
XOT "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R},4~{R})-8,9-diazatricyclo[4.3.0.0^{2,4}]nona-1(6),7-diene-7-carboxylic acid"            
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      XOT 
_pdbx_chem_comp_synonyms.name         "MK 1903" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XOT "Create component" 2023-11-06 RCSB 
XOT "Initial release"  2025-02-26 RCSB 
# 
