data_A1CBH
# 
_chem_comp.id                                    A1CBH 
_chem_comp.name                                  "(3S)-3-[(5M)-5-{1-methyl-4-[(pyrrolidin-1-yl)methyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-1-oxo-1,3-dihydro-2H-isoindol-2-yl]piperidine-2,6-dione" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H27 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-05-06 
_chem_comp.pdbx_modified_date                    2025-08-29 
_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                        457.524 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CBH 
_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        9OHQ 
_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 
A1CBH O1  O1  O 0 1 N N N N N N 28.501 -7.000  3.396  5.697  -0.680 1.794  O1  A1CBH 1  
A1CBH C1  C1  C 0 1 N N N N N N 27.408 -6.503  3.586  6.232  -0.376 0.750  C1  A1CBH 2  
A1CBH C2  C2  C 0 1 N N S N N N 26.667 -5.765  2.490  5.463  -0.504 -0.538 C2  A1CBH 3  
A1CBH N1  N1  N 0 1 N N N N N N 26.996 -6.361  1.203  4.038  -0.276 -0.282 N1  A1CBH 4  
A1CBH C3  C3  C 0 1 N N N N N N 27.682 -5.713  0.224  3.505  0.847  0.226  C3  A1CBH 5  
A1CBH O2  O2  O 0 1 N N N N N N 27.998 -4.511  0.289  4.138  1.834  0.546  O2  A1CBH 6  
A1CBH C4  C4  C 0 1 N N N N N N 26.723 -7.764  0.878  2.960  -1.235 -0.546 C4  A1CBH 7  
A1CBH C5  C5  C 0 1 Y N N N N N 27.234 -7.870  -0.525 1.680  -0.556 -0.125 C5  A1CBH 8  
A1CBH C6  C6  C 0 1 Y N N N N N 27.808 -6.665  -0.883 2.040  0.712  0.341  C6  A1CBH 9  
A1CBH C7  C7  C 0 1 Y N N N N N 28.370 -6.494  -2.136 1.051  1.584  0.805  C7  A1CBH 10 
A1CBH C8  C8  C 0 1 Y N N N N N 28.305 -7.543  -3.030 -0.269 1.191  0.801  C8  A1CBH 11 
A1CBH C9  C9  C 0 1 Y N N N N N 27.773 -8.789  -2.680 -0.623 -0.075 0.334  C9  A1CBH 12 
A1CBH C10 C10 C 0 1 Y N N N N N 27.718 -9.877  -3.691 -2.044 -0.494 0.331  C10 A1CBH 13 
A1CBH C11 C11 C 0 1 Y N N N N N 26.746 -10.907 -3.649 -3.030 0.427  0.699  C11 A1CBH 14 
A1CBH C12 C12 C 0 1 Y N N N N N 26.725 -11.889 -4.640 -4.345 0.043  0.697  C12 A1CBH 15 
A1CBH C13 C13 C 0 1 N N N N N N 25.681 -12.979 -4.618 -5.433 1.009  1.088  C13 A1CBH 16 
A1CBH N2  N2  N 0 1 N N N N N N 26.011 -14.106 -3.760 -6.137 1.467  -0.118 N2  A1CBH 17 
A1CBH C14 C14 C 0 1 N N N N N N 24.923 -15.058 -3.694 -7.419 2.107  0.230  C14 A1CBH 18 
A1CBH C15 C15 C 0 1 N N N N N N 25.556 -16.294 -3.110 -7.394 3.532  -0.362 C15 A1CBH 19 
A1CBH C16 C16 C 0 1 N N N N N N 27.014 -16.200 -3.541 -6.339 3.422  -1.494 C16 A1CBH 20 
A1CBH C17 C17 C 0 1 N N N N N N 27.130 -14.865 -4.257 -5.316 2.438  -0.874 C17 A1CBH 21 
A1CBH C18 C18 C 0 1 Y N N N N N 27.669 -11.769 -5.661 -4.651 -1.269 0.322  C18 A1CBH 22 
A1CBH C19 C19 C 0 1 Y N N N N N 27.968 -12.534 -6.837 -5.893 -2.033 0.205  C19 A1CBH 23 
A1CBH C20 C20 C 0 1 Y N N N N N 29.014 -11.928 -7.448 -5.555 -3.268 -0.199 C20 A1CBH 24 
A1CBH N3  N3  N 0 1 Y N N N N N 29.358 -10.757 -6.750 -4.197 -3.355 -0.349 N3  A1CBH 25 
A1CBH C21 C21 C 0 1 N N N N N N 30.425 -9.818  -7.078 -3.474 -4.555 -0.777 C21 A1CBH 26 
A1CBH C22 C22 C 0 1 Y N N N N N 28.561 -10.690 -5.644 -3.612 -2.151 -0.039 C22 A1CBH 27 
A1CBH N4  N4  N 0 1 Y N N N N N 28.617 -9.766  -4.695 -2.355 -1.731 -0.025 N4  A1CBH 28 
A1CBH C23 C23 C 0 1 Y N N N N N 27.224 -8.948  -1.402 0.364  -0.947 -0.133 C23 A1CBH 29 
A1CBH C24 C24 C 0 1 N N N N N N 25.159 -5.650  2.720  5.977  0.539  -1.537 C24 A1CBH 30 
A1CBH C25 C25 C 0 1 N N N N N N 24.884 -5.179  4.146  7.489  0.352  -1.702 C25 A1CBH 31 
A1CBH N5  N5  N 0 1 N N N N N N 26.762 -6.632  4.798  7.496  0.074  0.765  N5  A1CBH 32 
A1CBH C26 C26 C 0 1 N N N N N N 25.547 -6.071  5.158  8.148  0.433  -0.351 C26 A1CBH 33 
A1CBH O3  O3  O 0 1 N N N N N N 25.077 -6.317  6.251  9.288  0.836  -0.269 O3  A1CBH 34 
A1CBH H1  H1  H 0 1 N N N N N N 27.059 -4.737  2.483  5.605  -1.503 -0.949 H1  A1CBH 35 
A1CBH H2  H2  H 0 1 N N N N N N 25.646 -7.982  0.928  2.924  -1.477 -1.608 H2  A1CBH 36 
A1CBH H3  H3  H 0 1 N N N N N N 27.266 -8.442  1.552  3.113  -2.142 0.040  H3  A1CBH 37 
A1CBH H4  H4  H 0 1 N N N N N N 28.847 -5.564  -2.407 1.322  2.564  1.167  H4  A1CBH 38 
A1CBH H5  H5  H 0 1 N N N N N N 28.677 -7.398  -4.033 -1.032 1.865  1.162  H5  A1CBH 39 
A1CBH H6  H6  H 0 1 N N N N N N 26.021 -10.932 -2.849 -2.757 1.432  0.984  H6  A1CBH 40 
A1CBH H7  H7  H 0 1 N N N N N N 24.735 -12.543 -4.265 -6.138 0.512  1.754  H7  A1CBH 41 
A1CBH H8  H8  H 0 1 N N N N N N 25.552 -13.353 -5.644 -4.992 1.866  1.598  H8  A1CBH 42 
A1CBH H10 H10 H 0 1 N N N N N N 24.117 -14.687 -3.044 -8.245 1.541  -0.200 H10 A1CBH 43 
A1CBH H11 H11 H 0 1 N N N N N N 24.520 -15.262 -4.697 -7.526 2.158  1.314  H11 A1CBH 44 
A1CBH H12 H12 H 0 1 N N N N N N 25.472 -16.295 -2.013 -8.370 3.797  -0.769 H12 A1CBH 45 
A1CBH H13 H13 H 0 1 N N N N N N 25.086 -17.202 -3.515 -7.082 4.257  0.390  H13 A1CBH 46 
A1CBH H14 H14 H 0 1 N N N N N N 27.270 -17.026 -4.221 -6.781 3.007  -2.400 H14 A1CBH 47 
A1CBH H15 H15 H 0 1 N N N N N N 27.678 -16.227 -2.665 -5.879 4.389  -1.694 H15 A1CBH 48 
A1CBH H16 H16 H 0 1 N N N N N N 27.059 -14.998 -5.347 -4.640 2.967  -0.203 H16 A1CBH 49 
A1CBH H17 H17 H 0 1 N N N N N N 28.080 -14.369 -4.009 -4.755 1.930  -1.658 H17 A1CBH 50 
A1CBH H18 H18 H 0 1 N N N N N N 27.456 -13.424 -7.172 -6.891 -1.672 0.404  H18 A1CBH 51 
A1CBH H19 H19 H 0 1 N N N N N N 29.509 -12.290 -8.337 -6.252 -4.074 -0.379 H19 A1CBH 52 
A1CBH H20 H20 H 0 1 N N N N N N 30.438 -9.004  -6.339 -3.385 -4.557 -1.864 H20 A1CBH 53 
A1CBH H21 H21 H 0 1 N N N N N N 31.392 -10.342 -7.063 -2.480 -4.559 -0.331 H21 A1CBH 54 
A1CBH H22 H22 H 0 1 N N N N N N 30.250 -9.400  -8.080 -4.021 -5.442 -0.457 H22 A1CBH 55 
A1CBH H23 H23 H 0 1 N N N N N N 26.799 -9.894  -1.102 0.093  -1.927 -0.494 H23 A1CBH 56 
A1CBH H24 H24 H 0 1 N N N N N N 24.736 -4.925  2.009  5.483  0.399  -2.499 H24 A1CBH 57 
A1CBH H25 H25 H 0 1 N N N N N N 24.690 -6.633  2.564  5.771  1.540  -1.159 H25 A1CBH 58 
A1CBH H26 H26 H 0 1 N N N N N N 25.269 -4.155  4.265  7.689  -0.623 -2.147 H26 A1CBH 59 
A1CBH H27 H27 H 0 1 N N N N N N 23.798 -5.185  4.321  7.884  1.136  -2.348 H27 A1CBH 60 
A1CBH H28 H28 H 0 1 N N N N N N 27.219 -7.190  5.491  7.958  0.137  1.615  H28 A1CBH 61 
# 
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 
A1CBH C20 C19 DOUB Y N 1  
A1CBH C20 N3  SING Y N 2  
A1CBH C21 N3  SING N N 3  
A1CBH C19 C18 SING Y N 4  
A1CBH N3  C22 SING Y N 5  
A1CBH C18 C22 DOUB Y N 6  
A1CBH C18 C12 SING Y N 7  
A1CBH C22 N4  SING Y N 8  
A1CBH N4  C10 DOUB Y N 9  
A1CBH C12 C13 SING N N 10 
A1CBH C12 C11 DOUB Y N 11 
A1CBH C13 N2  SING N N 12 
A1CBH C17 N2  SING N N 13 
A1CBH C17 C16 SING N N 14 
A1CBH N2  C14 SING N N 15 
A1CBH C14 C15 SING N N 16 
A1CBH C10 C11 SING Y N 17 
A1CBH C10 C9  SING N N 18 
A1CBH C16 C15 SING N N 19 
A1CBH C8  C9  DOUB Y N 20 
A1CBH C8  C7  SING Y N 21 
A1CBH C9  C23 SING Y N 22 
A1CBH C7  C6  DOUB Y N 23 
A1CBH C23 C5  DOUB Y N 24 
A1CBH C6  C5  SING Y N 25 
A1CBH C6  C3  SING N N 26 
A1CBH C5  C4  SING N N 27 
A1CBH C3  O2  DOUB N N 28 
A1CBH C3  N1  SING N N 29 
A1CBH C4  N1  SING N N 30 
A1CBH N1  C2  SING N N 31 
A1CBH C2  C24 SING N N 32 
A1CBH C2  C1  SING N N 33 
A1CBH C24 C25 SING N N 34 
A1CBH O1  C1  DOUB N N 35 
A1CBH C1  N5  SING N N 36 
A1CBH C25 C26 SING N N 37 
A1CBH N5  C26 SING N N 38 
A1CBH C26 O3  DOUB N N 39 
A1CBH C2  H1  SING N N 40 
A1CBH C4  H2  SING N N 41 
A1CBH C4  H3  SING N N 42 
A1CBH C7  H4  SING N N 43 
A1CBH C8  H5  SING N N 44 
A1CBH C11 H6  SING N N 45 
A1CBH C13 H7  SING N N 46 
A1CBH C13 H8  SING N N 47 
A1CBH C14 H10 SING N N 48 
A1CBH C14 H11 SING N N 49 
A1CBH C15 H12 SING N N 50 
A1CBH C15 H13 SING N N 51 
A1CBH C16 H14 SING N N 52 
A1CBH C16 H15 SING N N 53 
A1CBH C17 H16 SING N N 54 
A1CBH C17 H17 SING N N 55 
A1CBH C19 H18 SING N N 56 
A1CBH C20 H19 SING N N 57 
A1CBH C21 H20 SING N N 58 
A1CBH C21 H21 SING N N 59 
A1CBH C21 H22 SING N N 60 
A1CBH C23 H23 SING N N 61 
A1CBH C24 H24 SING N N 62 
A1CBH C24 H25 SING N N 63 
A1CBH C25 H26 SING N N 64 
A1CBH C25 H27 SING N N 65 
A1CBH N5  H28 SING N N 66 
# 
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 
A1CBH SMILES           ACDLabs              14.52   "O=C1NC(=O)CCC1N1Cc2cc(ccc2C1=O)c1cc(CN2CCCC2)c2ccn(C)c2n1"                                                                                                                                             
A1CBH InChI            InChI                1.06    "InChI=1S/C26H27N5O3/c1-29-11-8-19-18(14-30-9-2-3-10-30)13-21(27-24(19)29)16-4-5-20-17(12-16)15-31(26(20)34)22-6-7-23(32)28-25(22)33/h4-5,8,11-13,22H,2-3,6-7,9-10,14-15H2,1H3,(H,28,32,33)/t22-/m0/s1" 
A1CBH InChIKey         InChI                1.06    KVQJAVVPCZGJEN-QFIPXVFZSA-N                                                                                                                                                                             
A1CBH SMILES_CANONICAL CACTVS               3.385   "Cn1ccc2c(CN3CCCC3)cc(nc12)c4ccc5c(CN([C@H]6CCC(=O)NC6=O)C5=O)c4"                                                                                                                                       
A1CBH SMILES           CACTVS               3.385   "Cn1ccc2c(CN3CCCC3)cc(nc12)c4ccc5c(CN([CH]6CCC(=O)NC6=O)C5=O)c4"                                                                                                                                        
A1CBH SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "Cn1ccc2c1nc(cc2CN3CCCC3)c4ccc5c(c4)CN(C5=O)[C@H]6CCC(=O)NC6=O"                                                                                                                                         
A1CBH SMILES           "OpenEye OEToolkits" 3.1.0.0 "Cn1ccc2c1nc(cc2CN3CCCC3)c4ccc5c(c4)CN(C5=O)C6CCC(=O)NC6=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 
A1CBH "SYSTEMATIC NAME" ACDLabs              14.52   "(3S)-3-[(5M)-5-{1-methyl-4-[(pyrrolidin-1-yl)methyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-1-oxo-1,3-dihydro-2H-isoindol-2-yl]piperidine-2,6-dione" 
A1CBH "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "(3~{S})-3-[6-[1-methyl-4-(pyrrolidin-1-ylmethyl)pyrrolo[2,3-b]pyridin-6-yl]-3-oxidanylidene-1~{H}-isoindol-2-yl]piperidine-2,6-dione"        
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1CBH "Create component" 2025-05-06 RCSB 
A1CBH "Initial release"  2025-09-03 RCSB 
# 
