data_A1CM4
# 
_chem_comp.id                                    A1CM4 
_chem_comp.name                                  "4-{[(1R)-2-bromocyclohex-2-en-1-yl]amino}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H14 Br N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-08-11 
_chem_comp.pdbx_modified_date                    2025-08-15 
_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                        336.187 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1CM4 
_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        7HPW 
_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 
A1CM4 C3   C1  C  0 1 Y N N N N N -48.340 -28.849 4.448  2.786  0.907  0.282  C3   A1CM4 1  
A1CM4 C6   C2  C  0 1 Y N N N N N -46.785 -29.026 6.107  2.869  -1.249 -0.507 C6   A1CM4 2  
A1CM4 C12  C3  C  0 1 N N N N N N -44.506 -28.670 -0.104 -3.762 1.746  -1.522 C12  A1CM4 3  
A1CM4 C14  C4  C  0 1 N N N N N N -45.157 -31.061 -0.380 -3.534 0.363  0.530  C14  A1CM4 4  
A1CM4 C10  C5  C  0 1 N N R N N N -44.663 -30.178 1.912  -1.627 0.572  -1.028 C10  A1CM4 5  
A1CM4 C11  C6  C  0 1 N N N N N N -43.872 -29.062 1.227  -2.242 1.921  -1.407 C11  A1CM4 6  
A1CM4 C13  C7  C  0 1 N N N N N N -44.576 -29.855 -1.044 -4.322 1.457  -0.127 C13  A1CM4 7  
A1CM4 C15  C8  C  0 1 N N N N N N -45.170 -31.200 0.931  -2.359 -0.020 0.141  C15  A1CM4 8  
A1CM4 C18  C9  C  0 1 Y N N N N N -44.650 -29.634 5.982  1.152  -2.440 -1.472 C18  A1CM4 9  
A1CM4 C2   C10 C  0 1 N N N N N N -49.006 -28.853 3.113  2.316  2.249  0.653  C2   A1CM4 10 
A1CM4 C4   C11 C  0 1 Y N N N N N -48.918 -28.583 5.668  4.038  0.399  0.465  C4   A1CM4 11 
A1CM4 C7   C12 C  0 1 Y N N N N N -46.955 -29.137 4.720  1.998  -0.159 -0.357 C7   A1CM4 12 
A1CM4 C8   C13 C  0 1 Y N N N N N -45.805 -29.547 4.001  0.676  -0.285 -0.801 C8   A1CM4 13 
A1CM4 N1   N1  N  0 1 N N N N N N -50.327 -28.712 3.091  3.141  3.308  0.539  N1   A1CM4 14 
A1CM4 N17  N2  N  0 1 Y N N N N N -44.656 -29.791 4.655  0.301  -1.438 -1.349 N17  A1CM4 15 
A1CM4 N19  N3  N  0 1 Y N N N N N -45.650 -29.261 6.783  2.402  -2.363 -1.069 N19  A1CM4 16 
A1CM4 N5   N4  N  0 1 Y N N N N N -47.986 -28.688 6.666  4.087  -0.875 -0.001 N5   A1CM4 17 
A1CM4 N9   N5  N  0 1 N N N N N N -45.803 -29.685 2.660  -0.219 0.763  -0.673 N9   A1CM4 18 
A1CM4 O20  O1  O  0 1 N N N N N N -48.327 -28.988 2.085  1.181  2.404  1.064  O20  A1CM4 19 
A1CM4 BR16 BR1 BR 0 0 N N N N N N -45.939 -32.757 1.686  -1.513 -1.409 1.106  BR16 A1CM4 20 
A1CM4 H12A H1  H  0 0 N N N N N N -43.902 -27.877 -0.570 -4.207 2.660  -1.914 H12A A1CM4 21 
A1CM4 H12B H2  H  0 0 N N N N N N -45.524 -28.296 0.079  -3.986 0.914  -2.189 H12B A1CM4 22 
A1CM4 H14  H3  H  0 1 N N N N N N -45.579 -31.843 -0.993 -3.973 -0.137 1.381  H14  A1CM4 23 
A1CM4 H10  H4  H  0 1 N N N N N N -43.981 -30.688 2.609  -1.696 -0.108 -1.877 H10  A1CM4 24 
A1CM4 H11A H5  H  0 0 N N N N N N -42.844 -29.410 1.046  -1.839 2.251  -2.364 H11A A1CM4 25 
A1CM4 H11B H6  H  0 0 N N N N N N -43.850 -28.182 1.886  -2.015 2.657  -0.636 H11B A1CM4 26 
A1CM4 H13A H7  H  0 0 N N N N N N -43.560 -30.095 -1.390 -4.262 2.361  0.480  H13A A1CM4 27 
A1CM4 H13B H8  H  0 0 N N N N N N -45.203 -29.587 -1.907 -5.365 1.151  -0.213 H13B A1CM4 28 
A1CM4 H18  H9  H  0 1 N N N N N N -43.709 -29.836 6.472  0.809  -3.359 -1.923 H18  A1CM4 29 
A1CM4 H4   H10 H  0 1 N N N N N N -49.957 -28.328 5.817  4.865  0.930  0.914  H4   A1CM4 30 
A1CM4 H1A  H11 H  0 1 N N N N N N -50.815 -28.712 2.218  4.046  3.184  0.212  H1A  A1CM4 31 
A1CM4 H1B  H12 H  0 1 N N N N N N -50.833 -28.606 3.947  2.831  4.194  0.785  H1B  A1CM4 32 
A1CM4 H5   H13 H  0 1 N N N N N N -48.156 -28.542 7.641  4.874  -1.442 0.022  H5   A1CM4 33 
A1CM4 H9   H14 H  0 1 N N N N N N -46.001 -28.777 2.291  0.087  1.625  -0.348 H9   A1CM4 34 
# 
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 
A1CM4 C13 C14  SING N N 1  
A1CM4 C13 C12  SING N N 2  
A1CM4 C14 C15  DOUB N N 3  
A1CM4 C12 C11  SING N N 4  
A1CM4 C15 BR16 SING N N 5  
A1CM4 C15 C10  SING N N 6  
A1CM4 C11 C10  SING N N 7  
A1CM4 C10 N9   SING N N 8  
A1CM4 O20 C2   DOUB N N 9  
A1CM4 N9  C8   SING N N 10 
A1CM4 N1  C2   SING N N 11 
A1CM4 C2  C3   SING N N 12 
A1CM4 C8  N17  DOUB Y N 13 
A1CM4 C8  C7   SING Y N 14 
A1CM4 C3  C7   SING Y N 15 
A1CM4 C3  C4   DOUB Y N 16 
A1CM4 N17 C18  SING Y N 17 
A1CM4 C7  C6   DOUB Y N 18 
A1CM4 C4  N5   SING Y N 19 
A1CM4 C18 N19  DOUB Y N 20 
A1CM4 C6  N5   SING Y N 21 
A1CM4 C6  N19  SING Y N 22 
A1CM4 C12 H12A SING N N 23 
A1CM4 C12 H12B SING N N 24 
A1CM4 C14 H14  SING N N 25 
A1CM4 C10 H10  SING N N 26 
A1CM4 C11 H11A SING N N 27 
A1CM4 C11 H11B SING N N 28 
A1CM4 C13 H13A SING N N 29 
A1CM4 C13 H13B SING N N 30 
A1CM4 C18 H18  SING N N 31 
A1CM4 C4  H4   SING N N 32 
A1CM4 N1  H1A  SING N N 33 
A1CM4 N1  H1B  SING N N 34 
A1CM4 N5  H5   SING N N 35 
A1CM4 N9  H9   SING N N 36 
# 
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 
A1CM4 SMILES           ACDLabs              14.52   "BrC1=CCCCC1Nc1ncnc2[NH]cc(c21)C(N)=O"                                                                                                    
A1CM4 InChI            InChI                1.06    "InChI=1S/C13H14BrN5O/c14-8-3-1-2-4-9(8)19-13-10-7(11(15)20)5-16-12(10)17-6-18-13/h3,5-6,9H,1-2,4H2,(H2,15,20)(H2,16,17,18,19)/t9-/m1/s1" 
A1CM4 InChIKey         InChI                1.06    OITFOMNCKMCNBF-SECBINFHSA-N                                                                                                               
A1CM4 SMILES_CANONICAL CACTVS               3.385   "NC(=O)c1c[nH]c2ncnc(N[C@@H]3CCCC=C3Br)c12"                                                                                               
A1CM4 SMILES           CACTVS               3.385   "NC(=O)c1c[nH]c2ncnc(N[CH]3CCCC=C3Br)c12"                                                                                                 
A1CM4 SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1c(c2c([nH]1)ncnc2N[C@@H]3CCCC=C3Br)C(=O)N"                                                                                             
A1CM4 SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1c(c2c([nH]1)ncnc2NC3CCCC=C3Br)C(=O)N"                                                                                                  
# 
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 
A1CM4 "SYSTEMATIC NAME" ACDLabs              14.52   "4-{[(1R)-2-bromocyclohex-2-en-1-yl]amino}-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide"          
A1CM4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "4-[[(1~{R})-2-bromanylcyclohex-2-en-1-yl]amino]-7~{H}-pyrrolo[2,3-d]pyrimidine-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 
A1CM4 "Create component" 2025-08-11 RCSB 
A1CM4 "Initial release"  2025-08-20 RCSB 
# 
