data_5C2
# 
_chem_comp.id                                    5C2 
_chem_comp.name                                  "1-(propan-2-yl)-N-{[2-(thiophen-2-yl)-1,3-oxazol-4-yl]methyl}-1H-pyrazolo[3,4-b]pyridine-5-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H17 N5 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-09-04 
_chem_comp.pdbx_modified_date                    2015-11-20 
_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                        367.425 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5C2 
_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        5DL1 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
5C2 N3  N1  N 0 1 N N N -47.901 -18.878 5.603 0.331  1.588  -0.037 N3  5C2 1  
5C2 C4  C1  C 0 1 N N N -48.139 -20.275 5.281 1.538  2.410  0.083  C4  5C2 2  
5C2 C5  C2  C 0 1 Y N N -47.286 -20.615 4.059 2.725  1.639  -0.434 C5  5C2 3  
5C2 C6  C3  C 0 1 Y N N -47.725 -20.558 2.806 3.235  1.710  -1.676 C6  5C2 4  
5C2 C8  C4  C 0 1 Y N N -45.658 -21.212 2.836 4.410  0.293  -0.518 C8  5C2 5  
5C2 C10 C5  C 0 1 Y N N -44.276 -22.583 1.520 6.408  -1.174 -0.953 C10 5C2 6  
5C2 C15 C6  C 0 1 Y N N -48.072 -16.557 5.316 -2.077 1.251  0.235  C15 5C2 7  
5C2 C17 C7  C 0 1 Y N N -46.617 -15.027 6.384 -4.431 0.921  0.507  C17 5C2 8  
5C2 C21 C8  C 0 1 N N N -47.402 -11.536 6.723 -5.824 -2.289 -0.532 C21 5C2 9  
5C2 C22 C9  C 0 1 N N N -47.412 -10.948 5.307 -6.431 -3.113 0.606  C22 5C2 10 
5C2 C24 C10 C 0 1 Y N N -47.458 -14.019 6.170 -4.273 -0.372 -0.034 C24 5C2 11 
5C2 C26 C11 C 0 1 Y N N -48.950 -15.501 5.090 -2.003 -0.045 -0.293 C26 5C2 12 
5C2 C23 C12 C 0 1 N N N -48.799 -11.442 7.349 -6.824 -2.200 -1.686 C23 5C2 13 
5C2 N20 N2  N 0 1 Y N N -46.894 -12.927 6.694 -5.515 -0.942 -0.048 N20 5C2 14 
5C2 N19 N3  N 0 1 Y N N -45.843 -13.199 7.170 -6.445 -0.036 0.472  N19 5C2 15 
5C2 C18 C13 C 0 1 Y N N -45.589 -14.496 7.022 -5.851 1.072  0.811  C18 5C2 16 
5C2 C16 C14 C 0 1 Y N N -46.880 -16.270 5.982 -3.315 1.748  0.645  C16 5C2 17 
5C2 N25 N4  N 0 1 Y N N -48.613 -14.226 5.536 -3.071 -0.798 -0.409 N25 5C2 18 
5C2 C2  C15 C 0 1 N N N -48.386 -17.851 4.873 -0.860 2.077  0.362  C2  5C2 19 
5C2 O1  O1  O 0 1 N N N -49.062 -18.010 3.860 -0.932 3.199  0.826  O1  5C2 20 
5C2 N14 N5  N 0 1 Y N N -46.018 -21.019 4.100 3.464  0.763  0.265  N14 5C2 21 
5C2 O7  O2  O 0 1 Y N N -46.693 -20.933 2.001 4.290  0.871  -1.727 O7  5C2 22 
5C2 C9  C16 C 0 1 Y N N -44.460 -21.613 2.414 5.432  -0.692 -0.135 C9  5C2 23 
5C2 S13 S1  S 0 1 Y N N -43.018 -21.015 2.868 5.586  -1.433 1.453  S13 5C2 24 
5C2 C12 C17 C 0 1 Y N N -42.129 -22.014 1.894 6.978  -2.365 0.920  C12 5C2 25 
5C2 C11 C18 C 0 1 Y N N -42.978 -22.810 1.233 7.245  -2.094 -0.362 C11 5C2 26 
5C2 H1  H1  H 0 1 N N N -47.348 -18.666 6.409 0.389  0.693  -0.407 H1  5C2 27 
5C2 H2  H2  H 0 1 N N N -49.203 -20.432 5.052 1.416  3.323  -0.500 H2  5C2 28 
5C2 H3  H3  H 0 1 N N N -47.849 -20.911 6.130 1.700  2.667  1.130  H3  5C2 29 
5C2 H4  H4  H 0 1 N N N -48.715 -20.268 2.486 2.867  2.326  -2.484 H4  5C2 30 
5C2 H5  H5  H 0 1 N N N -45.088 -23.134 1.069 6.514  -0.863 -1.982 H5  5C2 31 
5C2 H6  H6  H 0 1 N N N -46.718 -10.929 7.334 -4.909 -2.769 -0.880 H6  5C2 32 
5C2 H7  H7  H 0 1 N N N -47.791 -9.916  5.341 -6.660 -4.116 0.246  H7  5C2 33 
5C2 H8  H8  H 0 1 N N N -46.389 -10.950 4.902 -5.718 -3.177 1.428  H8  5C2 34 
5C2 H9  H9  H 0 1 N N N -48.063 -11.556 4.662 -7.345 -2.634 0.954  H9  5C2 35 
5C2 H10 H10 H 0 1 N N N -49.884 -15.669 4.574 -1.046 -0.433 -0.611 H10 5C2 36 
5C2 H11 H11 H 0 1 N N N -48.776 -11.867 8.363 -7.739 -1.721 -1.338 H11 5C2 37 
5C2 H12 H12 H 0 1 N N N -49.107 -10.387 7.400 -6.392 -1.613 -2.497 H12 5C2 38 
5C2 H13 H13 H 0 1 N N N -49.516 -12.004 6.732 -7.054 -3.203 -2.046 H13 5C2 39 
5C2 H14 H14 H 0 1 N N N -44.706 -15.018 7.360 -6.323 1.944  1.239  H14 5C2 40 
5C2 H15 H15 H 0 1 N N N -46.167 -17.059 6.173 -3.406 2.743  1.056  H15 5C2 41 
5C2 H16 H16 H 0 1 N N N -41.053 -22.022 1.807 7.533  -3.057 1.536  H16 5C2 42 
5C2 H17 H17 H 0 1 N N N -42.653 -23.566 0.533 8.062  -2.558 -0.893 H17 5C2 43 
# 
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 
5C2 C11 C10 SING Y N 1  
5C2 C11 C12 DOUB Y N 2  
5C2 C10 C9  DOUB Y N 3  
5C2 C12 S13 SING Y N 4  
5C2 O7  C6  SING Y N 5  
5C2 O7  C8  SING Y N 6  
5C2 C9  C8  SING N N 7  
5C2 C9  S13 SING Y N 8  
5C2 C6  C5  DOUB Y N 9  
5C2 C8  N14 DOUB Y N 10 
5C2 O1  C2  DOUB N N 11 
5C2 C5  N14 SING Y N 12 
5C2 C5  C4  SING N N 13 
5C2 C2  C15 SING N N 14 
5C2 C2  N3  SING N N 15 
5C2 C26 C15 DOUB Y N 16 
5C2 C26 N25 SING Y N 17 
5C2 C4  N3  SING N N 18 
5C2 C22 C21 SING N N 19 
5C2 C15 C16 SING Y N 20 
5C2 N25 C24 DOUB Y N 21 
5C2 C16 C17 DOUB Y N 22 
5C2 C24 C17 SING Y N 23 
5C2 C24 N20 SING Y N 24 
5C2 C17 C18 SING Y N 25 
5C2 N20 C21 SING N N 26 
5C2 N20 N19 SING Y N 27 
5C2 C21 C23 SING N N 28 
5C2 C18 N19 DOUB Y N 29 
5C2 N3  H1  SING N N 30 
5C2 C4  H2  SING N N 31 
5C2 C4  H3  SING N N 32 
5C2 C6  H4  SING N N 33 
5C2 C10 H5  SING N N 34 
5C2 C21 H6  SING N N 35 
5C2 C22 H7  SING N N 36 
5C2 C22 H8  SING N N 37 
5C2 C22 H9  SING N N 38 
5C2 C26 H10 SING N N 39 
5C2 C23 H11 SING N N 40 
5C2 C23 H12 SING N N 41 
5C2 C23 H13 SING N N 42 
5C2 C18 H14 SING N N 43 
5C2 C16 H15 SING N N 44 
5C2 C12 H16 SING N N 45 
5C2 C11 H17 SING N N 46 
# 
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 
5C2 SMILES           ACDLabs              12.01 "N(Cc1nc(oc1)c2cccs2)C(c4cc3cnn(C(C)C)c3nc4)=O"                                                                                          
5C2 InChI            InChI                1.03  "InChI=1S/C18H17N5O2S/c1-11(2)23-16-12(8-21-23)6-13(7-19-16)17(24)20-9-14-10-25-18(22-14)15-4-3-5-26-15/h3-8,10-11H,9H2,1-2H3,(H,20,24)" 
5C2 InChIKey         InChI                1.03  OISFTLSEOJZOQD-UHFFFAOYSA-N                                                                                                              
5C2 SMILES_CANONICAL CACTVS               3.385 "CC(C)n1ncc2cc(cnc12)C(=O)NCc3coc(n3)c4sccc4"                                                                                            
5C2 SMILES           CACTVS               3.385 "CC(C)n1ncc2cc(cnc12)C(=O)NCc3coc(n3)c4sccc4"                                                                                            
5C2 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)n1c2c(cc(cn2)C(=O)NCc3coc(n3)c4cccs4)cn1"                                                                                          
5C2 SMILES           "OpenEye OEToolkits" 1.9.2 "CC(C)n1c2c(cc(cn2)C(=O)NCc3coc(n3)c4cccs4)cn1"                                                                                          
# 
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 
5C2 "SYSTEMATIC NAME" ACDLabs              12.01 "1-(propan-2-yl)-N-{[2-(thiophen-2-yl)-1,3-oxazol-4-yl]methyl}-1H-pyrazolo[3,4-b]pyridine-5-carboxamide" 
5C2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-propan-2-yl-N-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methyl]pyrazolo[3,4-b]pyridine-5-carboxamide"         
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5C2 "Other modification" 2015-09-04 EBI  
5C2 "Initial release"    2015-11-25 RCSB 
# 
