data_A1B85
# 
_chem_comp.id                                    A1B85 
_chem_comp.name                                  "(4S)-N-[3-(aminomethyl)phenyl]-2-[(pyrrolidin-1-yl)methyl]imidazo[1,2-a]pyridine-8-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H23 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-04-11 
_chem_comp.pdbx_modified_date                    2025-04-18 
_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                        349.430 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1B85 
_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        7I9N 
_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 
A1B85 N1  N1  N 0 1 N N N N N N -8.591  4.930  -13.552 -1.564 -0.530 -0.070 N1  A1B85 1  
A1B85 N3  N2  N 0 1 N N N N N N -3.803  7.528  -17.966 3.434  1.963  -0.156 N3  A1B85 2  
A1B85 C4  C1  C 0 1 Y N N N N N -8.218  6.316  -11.576 -3.579 -0.492 -1.400 C4  A1B85 3  
A1B85 C5  C2  C 0 1 Y N N N N N -8.565  5.091  -12.136 -2.797 0.048  -0.387 C5  A1B85 4  
A1B85 C6  C3  C 0 1 N N N N N N -7.828  5.574  -14.496 -1.394 -1.862 -0.187 C6  A1B85 5  
A1B85 C7  C4  C 0 1 Y N N N N N -8.172  5.284  -15.946 -0.065 -2.456 0.030  C7  A1B85 6  
A1B85 C8  C5  C 0 1 Y N N N N N -9.436  4.822  -16.244 0.131  -3.827 -0.086 C8  A1B85 7  
A1B85 C10 C6  C 0 1 Y N N N N N -8.962  4.705  -18.591 2.450  -3.558 0.442  C10 A1B85 8  
A1B85 C13 C7  C 0 1 N N N N N N -4.254  6.373  -18.744 3.073  1.321  1.115  C13 A1B85 9  
A1B85 C15 C8  C 0 1 N N N N N N -2.465  9.465  -17.820 5.198  3.598  -0.501 C15 A1B85 10 
A1B85 C17 C9  C 0 1 N N N N N N -4.720  8.672  -18.048 4.593  1.288  -0.779 C17 A1B85 11 
A1B85 O   O1  O 0 1 N N N N N N -6.937  6.375  -14.213 -2.339 -2.573 -0.472 O   A1B85 12 
A1B85 C3  C10 C 0 1 Y N N N N N -8.222  6.469  -10.199 -4.795 0.084  -1.713 C3  A1B85 13 
A1B85 C2  C11 C 0 1 Y N N N N N -8.581  5.413  -9.378  -5.234 1.197  -1.020 C2  A1B85 14 
A1B85 C19 C12 C 0 1 Y N N N N N -8.921  4.034  -11.302 -3.244 1.163  0.312  C19 A1B85 15 
A1B85 C1  C13 C 0 1 Y N N N N N -8.954  4.191  -9.919  -4.458 1.737  -0.010 C1  A1B85 16 
A1B85 C   C14 C 0 1 N N N N N N -9.481  3.077  -9.018  -4.940 2.950  0.743  C   A1B85 17 
A1B85 N   N3  N 0 1 N N N N N N -8.376  2.248  -8.561  -5.724 2.522  1.909  N   A1B85 18 
A1B85 C18 C15 C 0 1 Y N N N N N -7.262  5.478  -17.036 1.088  -1.616 0.368  C18 A1B85 19 
A1B85 N2  N4  N 0 1 Y N N N N N -7.689  5.174  -18.319 2.309  -2.209 0.562  N2  A1B85 20 
A1B85 C9  C16 C 0 1 Y N N N N N -9.829  4.539  -17.574 1.406  -4.356 0.127  C9  A1B85 21 
A1B85 N4  N5  N 0 1 Y N N N N N -6.014  5.908  -17.040 1.228  -0.316 0.542  N4  A1B85 22 
A1B85 C12 C17 C 0 1 Y N N N N N -5.621  5.887  -18.368 2.503  -0.047 0.843  C12 A1B85 23 
A1B85 C11 C18 C 0 1 Y N N N N N -6.632  5.432  -19.163 3.193  -1.207 0.865  C11 A1B85 24 
A1B85 C16 C19 C 0 1 N N N N N N -3.913  9.822  -17.484 5.371  2.420  -1.496 C16 A1B85 25 
A1B85 C14 C20 C 0 1 N N N N N N -2.519  8.067  -18.429 3.771  3.384  0.047  C14 A1B85 26 
A1B85 H7  H1  H 0 1 N N N N N N -9.248  4.263  -13.903 -0.830 0.028  0.229  H7  A1B85 27 
A1B85 H6  H3  H 0 1 N N N N N N -7.946  7.145  -12.212 -3.235 -1.358 -1.945 H6  A1B85 28 
A1B85 H8  H4  H 0 1 N N N N N N -10.144 4.672  -15.443 -0.695 -4.477 -0.338 H8  A1B85 29 
A1B85 H10 H5  H 0 1 N N N N N N -9.256  4.475  -19.604 3.422  -4.002 0.603  H10 A1B85 30 
A1B85 H13 H6  H 0 1 N N N N N N -3.539  5.551  -18.591 3.961  1.227  1.740  H13 A1B85 31 
A1B85 H12 H7  H 0 1 N N N N N N -4.266  6.654  -19.807 2.329  1.928  1.631  H12 A1B85 32 
A1B85 H17 H8  H 0 1 N N N N N N -1.848  9.464  -16.909 5.932  3.535  0.302  H17 A1B85 33 
A1B85 H16 H9  H 0 1 N N N N N N -2.050  10.183 -18.543 5.275  4.554  -1.018 H16 A1B85 34 
A1B85 H21 H10 H 0 1 N N N N N N -5.623  8.494  -17.446 5.217  0.823  -0.016 H21 A1B85 35 
A1B85 H20 H11 H 0 1 N N N N N N -5.008  8.870  -19.091 4.256  0.543  -1.499 H20 A1B85 36 
A1B85 H5  H12 H 0 1 N N N N N N -7.944  7.417  -9.763  -5.403 -0.335 -2.501 H5  A1B85 37 
A1B85 H4  H13 H 0 1 N N N N N N -8.571  5.542  -8.306  -6.185 1.645  -1.267 H4  A1B85 38 
A1B85 H22 H14 H 0 1 N N N N N N -9.175  3.078  -11.735 -2.638 1.584  1.100  H22 A1B85 39 
A1B85 H2  H15 H 0 1 N N N N N N -10.193 2.457  -9.582  -4.082 3.535  1.076  H2  A1B85 40 
A1B85 H3  H16 H 0 1 N N N N N N -9.989  3.520  -8.149  -5.564 3.559  0.089  H3  A1B85 41 
A1B85 H   H17 H 0 1 N N N N N N -8.726  1.520  -7.971  -5.187 1.903  2.498  H   A1B85 42 
A1B85 H24 H18 H 0 1 N N N N N N -7.914  1.844  -9.350  -6.058 3.318  2.431  H24 A1B85 43 
A1B85 H9  H20 H 0 1 N N N N N N -10.830 4.188  -17.774 1.561  -5.421 0.037  H9  A1B85 44 
A1B85 H11 H21 H 0 1 N N N N N N -6.608  5.301  -20.235 4.245  -1.323 1.080  H11 A1B85 45 
A1B85 H19 H22 H 0 1 N N N N N N -4.053  9.900  -16.396 4.919  2.654  -2.460 H19 A1B85 46 
A1B85 H18 H23 H 0 1 N N N N N N -4.201  10.771 -17.960 6.422  2.159  -1.612 H18 A1B85 47 
A1B85 H15 H24 H 0 1 N N N N N N -1.683  7.450  -18.068 3.067  4.013  -0.497 H15 A1B85 48 
A1B85 H14 H25 H 0 1 N N N N N N -2.489  8.118  -19.527 3.742  3.624  1.110  H14 A1B85 49 
# 
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 
A1B85 N   C   SING N N 1  
A1B85 C   C1  SING N N 2  
A1B85 C1  C2  SING Y N 3  
A1B85 C2  C3  DOUB Y N 4  
A1B85 C3  C4  SING Y N 5  
A1B85 C4  C5  DOUB Y N 6  
A1B85 C5  N1  SING N N 7  
A1B85 N1  C6  SING N N 8  
A1B85 C6  O   DOUB N N 9  
A1B85 C7  C6  SING N N 10 
A1B85 C7  C8  DOUB Y N 11 
A1B85 C8  C9  SING Y N 12 
A1B85 C9  C10 DOUB Y N 13 
A1B85 C10 N2  SING Y N 14 
A1B85 N2  C11 SING Y N 15 
A1B85 C11 C12 DOUB Y N 16 
A1B85 C13 C12 SING N N 17 
A1B85 N3  C13 SING N N 18 
A1B85 N3  C14 SING N N 19 
A1B85 C14 C15 SING N N 20 
A1B85 C15 C16 SING N N 21 
A1B85 C16 C17 SING N N 22 
A1B85 C17 N3  SING N N 23 
A1B85 C12 N4  SING Y N 24 
A1B85 N4  C18 DOUB Y N 25 
A1B85 C18 C7  SING Y N 26 
A1B85 N2  C18 SING Y N 27 
A1B85 C19 C5  SING Y N 28 
A1B85 C1  C19 DOUB Y N 29 
A1B85 N1  H7  SING N N 30 
A1B85 C4  H6  SING N N 31 
A1B85 C8  H8  SING N N 32 
A1B85 C10 H10 SING N N 33 
A1B85 C13 H13 SING N N 34 
A1B85 C13 H12 SING N N 35 
A1B85 C15 H17 SING N N 36 
A1B85 C15 H16 SING N N 37 
A1B85 C17 H21 SING N N 38 
A1B85 C17 H20 SING N N 39 
A1B85 C3  H5  SING N N 40 
A1B85 C2  H4  SING N N 41 
A1B85 C19 H22 SING N N 42 
A1B85 C   H2  SING N N 43 
A1B85 C   H3  SING N N 44 
A1B85 N   H   SING N N 45 
A1B85 N   H24 SING N N 46 
A1B85 C9  H9  SING N N 47 
A1B85 C11 H11 SING N N 48 
A1B85 C16 H19 SING N N 49 
A1B85 C16 H18 SING N N 50 
A1B85 C14 H15 SING N N 51 
A1B85 C14 H14 SING N N 52 
# 
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 
A1B85 SMILES           ACDLabs              14.52   "NCc1cc(ccc1)NC(=O)c1cccn2cc(nc12)CN1CCCC1"                                                                                                        
A1B85 InChI            InChI                1.06    "InChI=1S/C20H23N5O/c21-12-15-5-3-6-16(11-15)23-20(26)18-7-4-10-25-14-17(22-19(18)25)13-24-8-1-2-9-24/h3-7,10-11,14H,1-2,8-9,12-13,21H2,(H,23,26)" 
A1B85 InChIKey         InChI                1.06    CXFHCSHWVXWGOY-UHFFFAOYSA-N                                                                                                                        
A1B85 SMILES_CANONICAL CACTVS               3.385   "NCc1cccc(NC(=O)c2cccn3cc(CN4CCCC4)nc23)c1"                                                                                                        
A1B85 SMILES           CACTVS               3.385   "NCc1cccc(NC(=O)c2cccn3cc(CN4CCCC4)nc23)c1"                                                                                                        
A1B85 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1cc(cc(c1)NC(=O)c2cccn3c2nc(c3)CN4CCCC4)CN"                                                                                                      
A1B85 SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1cc(cc(c1)NC(=O)c2cccn3c2nc(c3)CN4CCCC4)CN"                                                                                                      
# 
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 
A1B85 "SYSTEMATIC NAME" ACDLabs              14.52   "(4S)-N-[3-(aminomethyl)phenyl]-2-[(pyrrolidin-1-yl)methyl]imidazo[1,2-a]pyridine-8-carboxamide" 
A1B85 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "~{N}-[3-(aminomethyl)phenyl]-2-(pyrrolidin-1-ylmethyl)imidazo[1,2-a]pyridine-8-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 
A1B85 "Create component" 2025-04-11 RCSB 
A1B85 "Initial release"  2025-04-23 RCSB 
# 
