data_A1ISQ
# 
_chem_comp.id                                    A1ISQ 
_chem_comp.name                                  "3-(1H-indol-6-yl)-1-(1-methylpiperidin-4-yl)pyrazolo[3,4-d]pyrimidin-4-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H21 N7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-10-26 
_chem_comp.pdbx_modified_date                    2025-10-31 
_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                        347.417 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ISQ 
_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        9H6P 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1ISQ C4  C1  C 0 1 N N N N N N 1.231  -68.006 52.826 -3.119 0.094  0.058  C4  A1ISQ 1  
A1ISQ C5  C2  C 0 1 N N N N N N 0.045  -67.134 53.242 -3.392 -0.716 1.328  C5  A1ISQ 2  
A1ISQ C6  C3  C 0 1 N N N N N N -1.169 -67.953 53.660 -4.875 -1.089 1.381  C6  A1ISQ 3  
A1ISQ C3  C4  C 0 1 Y N N N N N 1.890  -69.248 54.991 -1.157 1.658  -0.062 C3  A1ISQ 4  
A1ISQ C2  C5  C 0 1 Y N N N N N 3.035  -69.217 55.813 0.240  1.508  -0.137 C2  A1ISQ 5  
A1ISQ C1  C6  C 0 1 Y N N N N N 3.010  -70.061 56.947 1.039  2.662  -0.181 C1  A1ISQ 6  
A1ISQ N1  N1  N 0 1 N N N N N N 4.024  -70.136 57.815 2.415  2.569  -0.255 N1  A1ISQ 7  
A1ISQ C7  C7  C 0 1 N N N N N N -2.941 -68.745 52.216 -6.606 -2.370 0.275  C7  A1ISQ 8  
A1ISQ N2  N2  N 0 1 Y N N N N N 2.100  -68.374 53.971 -1.689 0.404  -0.027 N2  A1ISQ 9  
A1ISQ C8  C8  C 0 1 N N N N N N -0.641 -69.026 51.526 -5.016 -1.103 -1.038 C8  A1ISQ 10 
A1ISQ C9  C9  C 0 1 N N N N N N 0.795  -69.204 51.994 -3.537 -0.730 -1.163 C9  A1ISQ 11 
A1ISQ C10 C10 C 0 1 Y N N N N N 3.928  -68.280 55.228 0.501  0.068  -0.149 C10 A1ISQ 12 
A1ISQ C11 C11 C 0 1 Y N N N N N 5.271  -67.803 55.636 1.831  -0.582 -0.220 C11 A1ISQ 13 
A1ISQ C12 C12 C 0 1 Y N N N N N 6.043  -68.482 56.555 2.872  -0.113 0.572  C12 A1ISQ 14 
A1ISQ C13 C13 C 0 1 Y N N N N N 7.297  -67.983 56.911 4.117  -0.725 0.504  C13 A1ISQ 15 
A1ISQ C14 C14 C 0 1 Y N N N N N 9.317  -67.609 57.784 6.250  -1.404 0.708  C14 A1ISQ 16 
A1ISQ C15 C15 C 0 1 Y N N N N N 9.078  -66.563 56.956 5.703  -2.224 -0.205 C15 A1ISQ 17 
A1ISQ N3  N3  N 0 1 N N N N N N -1.563 -68.972 52.670 -5.225 -1.877 0.192  N3  A1ISQ 18 
A1ISQ N4  N4  N 0 1 Y N N N N N 3.357  -67.771 54.139 -0.660 -0.541 -0.084 N4  A1ISQ 19 
A1ISQ N5  N5  N 0 1 Y N N N N N 8.255  -68.469 57.771 5.317  -0.502 1.143  N5  A1ISQ 20 
A1ISQ C16 C16 C 0 1 Y N N N N N 7.793  -66.772 56.378 4.307  -1.814 -0.368 C16 A1ISQ 21 
A1ISQ C17 C17 C 0 1 Y N N N N N 7.001  -66.069 55.462 3.249  -2.273 -1.158 C17 A1ISQ 22 
A1ISQ C18 C18 C 0 1 Y N N N N N 5.782  -66.588 55.098 2.029  -1.668 -1.080 C18 A1ISQ 23 
A1ISQ N6  N6  N 0 1 Y N N N N N 0.810  -70.020 55.206 -1.666 2.890  -0.036 N6  A1ISQ 24 
A1ISQ C19 C19 C 0 1 Y N N N N N 0.914  -70.766 56.299 -0.879 3.943  -0.079 C19 A1ISQ 25 
A1ISQ N7  N7  N 0 1 Y N N N N N 1.929  -70.836 57.168 0.437  3.847  -0.150 N7  A1ISQ 26 
A1ISQ H1  H1  H 0 1 N N N N N N 1.844  -67.382 52.159 -3.692 1.021  0.086  H1  A1ISQ 27 
A1ISQ H2  H2  H 0 1 N N N N N N 0.352  -66.503 54.089 -2.788 -1.623 1.318  H2  A1ISQ 28 
A1ISQ H3  H3  H 0 1 N N N N N N -0.237 -66.495 52.392 -3.136 -0.118 2.203  H3  A1ISQ 29 
A1ISQ H4  H4  H 0 1 N N N N N N -2.016 -67.268 53.809 -5.070 -1.678 2.277  H4  A1ISQ 30 
A1ISQ H5  H5  H 0 1 N N N N N N -0.936 -68.461 54.608 -5.477 -0.181 1.405  H5  A1ISQ 31 
A1ISQ H6  H6  H 0 1 N N N N N N 3.801  -70.796 58.532 2.831  1.733  -0.518 H6  A1ISQ 32 
A1ISQ H7  H7  H 0 1 N N N N N N 4.851  -70.430 57.336 2.966  3.339  -0.045 H7  A1ISQ 33 
A1ISQ H8  H8  H 0 1 N N N N N N -3.613 -68.708 53.086 -6.815 -3.012 -0.581 H8  A1ISQ 34 
A1ISQ H9  H9  H 0 1 N N N N N N -2.995 -67.791 51.671 -6.734 -2.940 1.196  H9  A1ISQ 35 
A1ISQ H10 H10 H 0 1 N N N N N N -3.248 -69.566 51.551 -7.295 -1.525 0.273  H10 A1ISQ 36 
A1ISQ H11 H11 H 0 1 N N N N N N -0.720 -68.089 50.955 -5.618 -0.195 -1.003 H11 A1ISQ 37 
A1ISQ H12 H12 H 0 1 N N N N N N -0.917 -69.873 50.881 -5.313 -1.702 -1.899 H12 A1ISQ 38 
A1ISQ H13 H13 H 0 1 N N N N N N 0.867  -70.116 52.605 -3.385 -0.143 -2.068 H13 A1ISQ 39 
A1ISQ H14 H14 H 0 1 N N N N N N 1.454  -69.296 51.118 -2.936 -1.638 -1.212 H14 A1ISQ 40 
A1ISQ H15 H15 H 0 1 N N N N N N 5.678  -69.397 56.998 2.714  0.723  1.237  H15 A1ISQ 41 
A1ISQ H16 H16 H 0 1 N N N N N N 10.215 -67.743 58.368 7.274  -1.449 1.048  H16 A1ISQ 42 
A1ISQ H17 H17 H 0 1 N N N N N N 9.738  -65.728 56.770 6.200  -3.032 -0.721 H17 A1ISQ 43 
A1ISQ H19 H19 H 0 1 N N N N N N 8.185  -69.314 58.301 5.477  0.191  1.802  H19 A1ISQ 44 
A1ISQ H20 H20 H 0 1 N N N N N N 7.343  -65.132 55.048 3.397  -3.108 -1.827 H20 A1ISQ 45 
A1ISQ H21 H21 H 0 1 N N N N N N 5.187  -66.052 54.374 1.214  -2.025 -1.691 H21 A1ISQ 46 
A1ISQ H22 H22 H 0 1 N N N N N N 0.067  -71.400 56.516 -1.327 4.925  -0.056 H22 A1ISQ 47 
# 
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 
A1ISQ C8  C9  SING N N 1  
A1ISQ C8  N3  SING N N 2  
A1ISQ C9  C4  SING N N 3  
A1ISQ C7  N3  SING N N 4  
A1ISQ N3  C6  SING N N 5  
A1ISQ C4  C5  SING N N 6  
A1ISQ C4  N2  SING N N 7  
A1ISQ C5  C6  SING N N 8  
A1ISQ N2  N4  SING Y N 9  
A1ISQ N2  C3  SING Y N 10 
A1ISQ N4  C10 DOUB Y N 11 
A1ISQ C3  N6  SING Y N 12 
A1ISQ C3  C2  DOUB Y N 13 
A1ISQ C18 C17 DOUB Y N 14 
A1ISQ C18 C11 SING Y N 15 
A1ISQ N6  C19 DOUB Y N 16 
A1ISQ C10 C11 SING N N 17 
A1ISQ C10 C2  SING Y N 18 
A1ISQ C17 C16 SING Y N 19 
A1ISQ C11 C12 DOUB Y N 20 
A1ISQ C2  C1  SING Y N 21 
A1ISQ C19 N7  SING Y N 22 
A1ISQ C16 C13 DOUB Y N 23 
A1ISQ C16 C15 SING Y N 24 
A1ISQ C12 C13 SING Y N 25 
A1ISQ C13 N5  SING Y N 26 
A1ISQ C1  N7  DOUB Y N 27 
A1ISQ C1  N1  SING N N 28 
A1ISQ C15 C14 DOUB Y N 29 
A1ISQ N5  C14 SING Y N 30 
A1ISQ C4  H1  SING N N 31 
A1ISQ C5  H2  SING N N 32 
A1ISQ C5  H3  SING N N 33 
A1ISQ C6  H4  SING N N 34 
A1ISQ C6  H5  SING N N 35 
A1ISQ N1  H6  SING N N 36 
A1ISQ N1  H7  SING N N 37 
A1ISQ C7  H8  SING N N 38 
A1ISQ C7  H9  SING N N 39 
A1ISQ C7  H10 SING N N 40 
A1ISQ C8  H11 SING N N 41 
A1ISQ C8  H12 SING N N 42 
A1ISQ C9  H13 SING N N 43 
A1ISQ C9  H14 SING N N 44 
A1ISQ C12 H15 SING N N 45 
A1ISQ C14 H16 SING N N 46 
A1ISQ C15 H17 SING N N 47 
A1ISQ N5  H19 SING N N 48 
A1ISQ C17 H20 SING N N 49 
A1ISQ C18 H21 SING N N 50 
A1ISQ C19 H22 SING N N 51 
# 
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 
A1ISQ InChI            InChI                1.06  "InChI=1S/C19H21N7/c1-25-8-5-14(6-9-25)26-19-16(18(20)22-11-23-19)17(24-26)13-3-2-12-4-7-21-15(12)10-13/h2-4,7,10-11,14,21H,5-6,8-9H2,1H3,(H2,20,22,23)" 
A1ISQ InChIKey         InChI                1.06  XWRZTNJWUCCXRZ-UHFFFAOYSA-N                                                                                                                              
A1ISQ SMILES_CANONICAL CACTVS               3.385 "CN1CCC(CC1)n2nc(c3ccc4cc[nH]c4c3)c5c(N)ncnc25"                                                                                                          
A1ISQ SMILES           CACTVS               3.385 "CN1CCC(CC1)n2nc(c3ccc4cc[nH]c4c3)c5c(N)ncnc25"                                                                                                          
A1ISQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN1CCC(CC1)n2c3c(c(n2)c4ccc5cc[nH]c5c4)c(ncn3)N"                                                                                                        
A1ISQ SMILES           "OpenEye OEToolkits" 2.0.7 "CN1CCC(CC1)n2c3c(c(n2)c4ccc5cc[nH]c5c4)c(ncn3)N"                                                                                                        
# 
_pdbx_chem_comp_identifier.comp_id           A1ISQ 
_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        "3-(1~{H}-indol-6-yl)-1-(1-methylpiperidin-4-yl)pyrazolo[3,4-d]pyrimidin-4-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1ISQ "Create component" 2024-10-26 PDBE 
A1ISQ "Initial release"  2025-11-05 RCSB 
# 
