data_A1AWQ
# 
_chem_comp.id                                    A1AWQ 
_chem_comp.name                                  "methyl (8S)-7-hydroxy-5-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H9 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-07-02 
_chem_comp.pdbx_modified_date                    2025-03-07 
_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                        207.186 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AWQ 
_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        9CGV 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
A1AWQ C1 C1 C 0 1 N N N N N N 143.072 150.237 196.369 4.698  -0.359 -0.003 C1 A1AWQ 1  
A1AWQ C2 C2 C 0 1 N N N N N N 142.363 148.172 196.880 2.332  -0.237 0.002  C2 A1AWQ 2  
A1AWQ C3 C3 C 0 1 Y N N N N N 142.618 146.724 197.289 1.071  0.505  0.002  C3 A1AWQ 3  
A1AWQ C4 C4 C 0 1 Y N N N N N 143.760 146.228 197.959 0.921  1.906  -0.002 C4 A1AWQ 4  
A1AWQ C5 C5 C 0 1 Y N N N N N 141.849 143.301 197.625 -2.444 0.769  0.001  C5 A1AWQ 5  
A1AWQ C6 C6 C 0 1 Y N N N N N 140.599 143.096 197.057 -2.889 -0.525 -0.001 C6 A1AWQ 6  
A1AWQ C7 C7 C 0 1 Y N N N N N 139.952 144.205 196.514 -1.962 -1.565 -0.001 C7 A1AWQ 7  
A1AWQ C8 C8 C 0 1 N N N N N N 138.574 144.044 195.877 -2.438 -2.995 -0.002 C8 A1AWQ 8  
A1AWQ C9 C9 C 0 1 Y N N N N N 141.767 145.559 197.120 -0.226 -0.045 0.001  C9 A1AWQ 9  
A1AWQ N1 N1 N 0 1 Y N N N N N 143.597 144.944 198.141 -0.353 2.191  -0.001 N1 A1AWQ 10 
A1AWQ N2 N2 N 0 1 Y N N N N N 142.389 144.552 197.632 -1.098 1.007  0.001  N2 A1AWQ 11 
A1AWQ N3 N3 N 0 1 Y N N N N N 140.543 145.394 196.559 -0.671 -1.302 -0.000 N3 A1AWQ 12 
A1AWQ O1 O1 O 0 1 N N N N N N 143.279 148.906 196.733 3.506  0.429  -0.002 O1 A1AWQ 13 
A1AWQ O2 O2 O 0 1 N N N N N N 141.055 148.632 196.686 2.322  -1.453 0.005  O2 A1AWQ 14 
A1AWQ O3 O3 O 0 1 N N N N N N 142.552 142.228 198.188 -3.322 1.797  0.001  O3 A1AWQ 15 
A1AWQ H1 H1 H 0 1 N N N N N N 144.042 150.749 196.284 5.568  0.298  -0.006 H1 A1AWQ 16 
A1AWQ H2 H2 H 0 1 N N N N N N 142.551 150.275 195.401 4.720  -0.986 0.889  H2 A1AWQ 17 
A1AWQ H3 H3 H 0 1 N N N N N N 142.460 150.736 197.135 4.716  -0.991 -0.891 H3 A1AWQ 18 
A1AWQ H4 H4 H 0 1 N N N N N N 144.617 146.809 198.267 1.727  2.625  -0.006 H4 A1AWQ 19 
A1AWQ H5 H5 H 0 1 N N N N N N 140.146 142.116 197.037 -3.948 -0.737 -0.002 H5 A1AWQ 20 
A1AWQ H7 H7 H 0 1 N N N N N N 138.224 145.019 195.508 -1.577 -3.664 -0.003 H7 A1AWQ 21 
A1AWQ H8 H8 H 0 1 N N N N N N 138.639 143.336 195.037 -3.040 -3.178 0.887  H8 A1AWQ 22 
A1AWQ H9 H9 H 0 1 N N N N N N 137.866 143.660 196.627 -3.040 -3.177 -0.893 H9 A1AWQ 23 
A1AWQ H6 H6 H 0 1 N N N N N N 143.383 142.538 198.530 -4.249 1.523  0.000  H6 A1AWQ 24 
# 
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 
A1AWQ C8 C7 SING N N 1  
A1AWQ C1 O1 SING N N 2  
A1AWQ C7 N3 DOUB Y N 3  
A1AWQ C7 C6 SING Y N 4  
A1AWQ N3 C9 SING Y N 5  
A1AWQ O2 C2 DOUB N N 6  
A1AWQ O1 C2 SING N N 7  
A1AWQ C2 C3 SING N N 8  
A1AWQ C6 C5 DOUB Y N 9  
A1AWQ C9 C3 DOUB Y N 10 
A1AWQ C9 N2 SING Y N 11 
A1AWQ C3 C4 SING Y N 12 
A1AWQ C5 N2 SING Y N 13 
A1AWQ C5 O3 SING N N 14 
A1AWQ N2 N1 SING Y N 15 
A1AWQ C4 N1 DOUB Y N 16 
A1AWQ C1 H1 SING N N 17 
A1AWQ C1 H2 SING N N 18 
A1AWQ C1 H3 SING N N 19 
A1AWQ C4 H4 SING N N 20 
A1AWQ C6 H5 SING N N 21 
A1AWQ C8 H7 SING N N 22 
A1AWQ C8 H8 SING N N 23 
A1AWQ C8 H9 SING N N 24 
A1AWQ O3 H6 SING N N 25 
# 
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 
A1AWQ SMILES           ACDLabs              12.01 "O=C(OC)c1cnn2c(O)cc(C)nc12"                                                 
A1AWQ InChI            InChI                1.06  "InChI=1S/C9H9N3O3/c1-5-3-7(13)12-8(11-5)6(4-10-12)9(14)15-2/h3-4,13H,1-2H3" 
A1AWQ InChIKey         InChI                1.06  GISGVQCKVJJCFU-UHFFFAOYSA-N                                                  
A1AWQ SMILES_CANONICAL CACTVS               3.385 "COC(=O)c1cnn2c(O)cc(C)nc12"                                                 
A1AWQ SMILES           CACTVS               3.385 "COC(=O)c1cnn2c(O)cc(C)nc12"                                                 
A1AWQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(n2c(n1)c(cn2)C(=O)OC)O"                                               
A1AWQ SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cc(n2c(n1)c(cn2)C(=O)OC)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 
A1AWQ "SYSTEMATIC NAME" ACDLabs              12.01 "methyl (8S)-7-hydroxy-5-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate" 
A1AWQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "methyl 5-methyl-7-oxidanyl-pyrazolo[1,5-a]pyrimidine-3-carboxylate"    
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AWQ "Create component" 2024-07-02 RCSB 
A1AWQ "Modify PCM"       2024-09-27 PDBE 
A1AWQ "Initial release"  2025-03-12 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1AWQ 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C8 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
