data_KAU
# 
_chem_comp.id                                    KAU 
_chem_comp.name                                  "N-[(3R)-1-(5-chloropyridin-2-yl)pyrrolidin-3-yl]-1-methyl-4-(pyridin-4-yl)-1H-pyrazole-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H19 Cl N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-02-03 
_chem_comp.pdbx_modified_date                    2022-10-07 
_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                        382.847 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KAU 
_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        5SK0 
_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 
KAU N1   N1  N  0 1 N N N 95.449 -12.184 9.676  -2.887 1.114  -1.059 N1   KAU 1  
KAU N3   N2  N  0 1 Y N N 93.620 -13.037 8.580  -4.101 0.218  0.740  N3   KAU 2  
KAU C4   C1  C  0 1 N N N 94.649 -11.904 10.883 -1.832 1.186  -0.032 C4   KAU 3  
KAU C5   C2  C  0 1 N N N 96.920 -11.882 9.827  -2.391 0.297  -2.187 C5   KAU 4  
KAU C6   C3  C  0 1 Y N N 95.980 -13.421 7.762  -5.175 0.431  -1.349 C6   KAU 5  
KAU C7   C4  C  0 1 N N N 96.944 -10.866 11.009 -0.848 0.398  -2.100 C7   KAU 6  
KAU C8   C5  C  0 1 Y N N 93.150 -13.700 7.522  -5.192 -0.293 1.278  C8   KAU 7  
KAU C10  C6  C  0 1 Y N N 94.066 -14.245 6.527  -6.337 -0.470 0.526  C10  KAU 8  
KAU N12  N3  N  0 1 N N N 95.006 -9.748  12.176 0.633  1.073  -0.227 N12  KAU 9  
KAU C15  C7  C  0 1 Y N N 93.208 -7.793  14.870 4.367  0.440  0.354  C15  KAU 10 
KAU C20  C8  C  0 1 Y N N 92.152 -8.504  15.473 4.729  -0.989 0.194  C20  KAU 11 
KAU C21  C9  C  0 1 N N N 94.069 -9.574  13.155 1.778  0.368  -0.131 C21  KAU 12 
KAU C24  C10 C  0 1 Y N N 90.603 -10.403 15.415 6.109  -2.711 -0.733 C24  KAU 13 
KAU C26  C11 C  0 1 Y N N 90.493 -8.912  17.102 4.378  -3.307 0.674  C26  KAU 14 
KAU C2   C12 C  0 1 Y N N 94.989 -12.889 8.640  -4.058 0.580  -0.533 C2   KAU 15 
KAU C9   C13 C  0 1 N N R 95.571 -11.038 11.792 -0.619 0.394  -0.566 C9   KAU 16 
KAU C11  C14 C  0 1 Y N N 95.407 -14.103 6.659  -6.334 -0.102 -0.814 C11  KAU 17 
KAU CL13 CL1 CL 0 0 N N N 93.291 -15.006 5.220  -7.765 -1.144 1.247  CL13 KAU 18 
KAU C14  C15 C  0 1 Y N N 94.092 -8.267  13.842 3.040  1.053  0.210  C14  KAU 19 
KAU C16  C16 C  0 1 Y N N 93.605 -6.490  15.225 5.192  1.482  0.674  C16  KAU 20 
KAU N17  N4  N  0 1 Y N N 94.665 -6.260  14.352 4.435  2.595  0.710  N17  KAU 21 
KAU N18  N5  N  0 1 Y N N 94.990 -7.331  13.542 3.206  2.338  0.449  N18  KAU 22 
KAU C19  C17 C  0 1 N N N 95.232 -4.969  14.161 4.949  3.932  1.019  C19  KAU 23 
KAU O22  O1  O  0 1 N N N 93.182 -10.396 13.372 1.771  -0.832 -0.326 O22  KAU 24 
KAU C23  C18 C  0 1 Y N N 91.683 -9.653  14.838 5.806  -1.371 -0.612 C23  KAU 25 
KAU N25  N6  N  0 1 Y N N 89.957 -10.034 16.555 5.398  -3.626 -0.101 N25  KAU 26 
KAU C27  C19 C  0 1 Y N N 91.546 -8.096  16.641 4.008  -1.990 0.850  C27  KAU 27 
KAU H1   H1  H  0 1 N N N 93.736 -11.350 10.621 -1.550 2.225  0.139  H1   KAU 28 
KAU H2   H2  H  0 1 N N N 94.376 -12.841 11.391 -2.187 0.738  0.897  H2   KAU 29 
KAU H3   H3  H  0 1 N N N 97.488 -12.791 10.074 -2.711 -0.739 -2.074 H3   KAU 30 
KAU H4   H4  H  0 1 N N N 97.328 -11.433 8.910  -2.746 0.704  -3.134 H4   KAU 31 
KAU H5   H5  H  0 1 N N N 97.043 -13.316 7.919  -5.137 0.727  -2.387 H5   KAU 32 
KAU H6   H6  H  0 1 N N N 97.790 -11.083 11.677 -0.374 -0.465 -2.568 H6   KAU 33 
KAU H7   H7  H  0 1 N N N 97.034 -9.840  10.624 -0.492 1.327  -2.546 H7   KAU 34 
KAU H8   H8  H  0 1 N N N 92.085 -13.834 7.402  -5.190 -0.577 2.320  H8   KAU 35 
KAU H9   H9  H  0 1 N N N 95.327 -8.936  11.689 0.639  2.031  -0.071 H9   KAU 36 
KAU H10  H10 H  0 1 N N N 90.286 -11.308 14.918 6.935  -3.017 -1.358 H10  KAU 37 
KAU H11  H11 H  0 1 N N N 90.044 -8.597  18.032 3.827  -4.088 1.176  H11  KAU 38 
KAU H12  H12 H  0 1 N N N 95.784 -11.619 12.702 -0.623 -0.625 -0.178 H12  KAU 39 
KAU H13  H13 H  0 1 N N N 96.057 -14.520 5.904  -7.216 -0.229 -1.424 H13  KAU 40 
KAU H14  H14 H  0 1 N N N 93.193 -5.837  15.980 6.254  1.424  0.863  H14  KAU 41 
KAU H15  H15 H  0 1 N N N 95.925 -4.995  13.307 5.263  4.422  0.098  H15  KAU 42 
KAU H16  H16 H  0 1 N N N 94.431 -4.243  13.961 4.166  4.521  1.496  H16  KAU 43 
KAU H17  H17 H  0 1 N N N 95.779 -4.671  15.068 5.801  3.846  1.694  H17  KAU 44 
KAU H18  H18 H  0 1 N N N 92.132 -9.979  13.912 6.391  -0.628 -1.133 H18  KAU 45 
KAU H19  H19 H  0 1 N N N 91.858 -7.207  17.170 3.172  -1.737 1.486  H19  KAU 46 
# 
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 
KAU N1  C2   SING N N 1  
KAU N1  C4   SING N N 2  
KAU N1  C5   SING N N 3  
KAU C2  N3   DOUB Y N 4  
KAU C2  C6   SING Y N 5  
KAU N3  C8   SING Y N 6  
KAU C4  C9   SING N N 7  
KAU C5  C7   SING N N 8  
KAU C6  C11  DOUB Y N 9  
KAU C7  C9   SING N N 10 
KAU C8  C10  DOUB Y N 11 
KAU C9  N12  SING N N 12 
KAU C10 C11  SING Y N 13 
KAU C10 CL13 SING N N 14 
KAU N12 C21  SING N N 15 
KAU C14 C15  SING Y N 16 
KAU C14 N18  DOUB Y N 17 
KAU C14 C21  SING N N 18 
KAU C15 C16  DOUB Y N 19 
KAU C15 C20  SING N N 20 
KAU C16 N17  SING Y N 21 
KAU N17 N18  SING Y N 22 
KAU N17 C19  SING N N 23 
KAU C20 C23  DOUB Y N 24 
KAU C20 C27  SING Y N 25 
KAU C21 O22  DOUB N N 26 
KAU C23 C24  SING Y N 27 
KAU C24 N25  DOUB Y N 28 
KAU N25 C26  SING Y N 29 
KAU C26 C27  DOUB Y N 30 
KAU C4  H1   SING N N 31 
KAU C4  H2   SING N N 32 
KAU C5  H3   SING N N 33 
KAU C5  H4   SING N N 34 
KAU C6  H5   SING N N 35 
KAU C7  H6   SING N N 36 
KAU C7  H7   SING N N 37 
KAU C8  H8   SING N N 38 
KAU N12 H9   SING N N 39 
KAU C24 H10  SING N N 40 
KAU C26 H11  SING N N 41 
KAU C9  H12  SING N N 42 
KAU C11 H13  SING N N 43 
KAU C16 H14  SING N N 44 
KAU C19 H15  SING N N 45 
KAU C19 H16  SING N N 46 
KAU C19 H17  SING N N 47 
KAU C23 H18  SING N N 48 
KAU C27 H19  SING N N 49 
# 
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 
KAU SMILES           ACDLabs              12.01 "O=C(NC1CCN(C1)c1ccc(Cl)cn1)c1nn(C)cc1c1ccncc1"                                                                                                                  
KAU InChI            InChI                1.03  "InChI=1S/C19H19ClN6O/c1-25-12-16(13-4-7-21-8-5-13)18(24-25)19(27)23-15-6-9-26(11-15)17-3-2-14(20)10-22-17/h2-5,7-8,10,12,15H,6,9,11H2,1H3,(H,23,27)/t15-/m1/s1" 
KAU InChIKey         InChI                1.03  YRJORQQDPLPVBU-OAHLLOKOSA-N                                                                                                                                      
KAU SMILES_CANONICAL CACTVS               3.385 "Cn1cc(c2ccncc2)c(n1)C(=O)N[C@@H]3CCN(C3)c4ccc(Cl)cn4"                                                                                                           
KAU SMILES           CACTVS               3.385 "Cn1cc(c2ccncc2)c(n1)C(=O)N[CH]3CCN(C3)c4ccc(Cl)cn4"                                                                                                             
KAU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cn1cc(c(n1)C(=O)N[C@@H]2CCN(C2)c3ccc(cn3)Cl)c4ccncc4"                                                                                                           
KAU SMILES           "OpenEye OEToolkits" 2.0.7 "Cn1cc(c(n1)C(=O)NC2CCN(C2)c3ccc(cn3)Cl)c4ccncc4"                                                                                                                
# 
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 
KAU "SYSTEMATIC NAME" ACDLabs              12.01 "N-[(3R)-1-(5-chloropyridin-2-yl)pyrrolidin-3-yl]-1-methyl-4-(pyridin-4-yl)-1H-pyrazole-3-carboxamide"     
KAU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[(3~{R})-1-(5-chloranylpyridin-2-yl)pyrrolidin-3-yl]-1-methyl-4-pyridin-4-yl-pyrazole-3-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 
KAU "Create component" 2022-02-03 RCSB 
KAU "Initial release"  2022-10-12 RCSB 
# 
