data_A1ICG
# 
_chem_comp.id                                    A1ICG 
_chem_comp.name                                  "~{N}-(4-bromanyl-2-methyl-phenyl)-2-[methyl-[(8-methyl-7-oxidanyl-2-oxidanylidene-chromen-4-yl)methyl]amino]ethanamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H21 Br N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-23 
_chem_comp.pdbx_modified_date                    2024-08-16 
_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                        445.306 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1ICG 
_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        9FFD 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
A1ICG N1  N1  N  0 1 N N N N N N -18.149 -24.688 -31.709 1.516  1.538  0.473  N1  A1ICG 1  
A1ICG C4  C1  C  0 1 Y N N N N N -22.942 -27.485 -33.005 5.846  -1.863 -0.263 C4  A1ICG 2  
A1ICG C5  C2  C  0 1 Y N N N N N -23.455 -26.187 -33.094 5.196  -2.730 0.601  C5  A1ICG 3  
A1ICG C6  C3  C  0 1 Y N N N N N -22.604 -25.094 -33.084 4.130  -2.285 1.381  C6  A1ICG 4  
A1ICG C7  C4  C  0 1 N N N N N N -19.242 -26.815 -32.772 3.930  1.298  0.335  C7  A1ICG 5  
A1ICG C8  C5  C  0 1 N N N N N N -18.779 -28.069 -32.705 4.597  2.112  -0.525 C8  A1ICG 6  
A1ICG C10 C6  C  0 1 N N N N N N -23.884 -28.685 -33.040 6.993  -2.356 -1.106 C10 A1ICG 7  
A1ICG C13 C7  C  0 1 N N N N N N -17.705 -25.424 -30.514 0.368  1.814  1.347  C13 A1ICG 8  
A1ICG C15 C8  C  0 1 Y N N N N N -20.098 -23.271 -28.564 -3.229 0.858  0.784  C15 A1ICG 9  
A1ICG C17 C9  C  0 1 Y N N N N N -20.090 -21.662 -26.765 -4.529 0.238  -1.133 C17 A1ICG 10 
A1ICG C20 C10 C  0 1 Y N N N N N -21.506 -23.290 -28.562 -4.220 0.357  1.617  C20 A1ICG 11 
A1ICG C21 C11 C  0 1 N N N N N N -22.338 -24.154 -29.498 -4.053 0.422  3.113  C21 A1ICG 12 
A1ICG C1  C12 C  0 1 Y N N N N N -21.231 -25.270 -32.981 3.712  -0.988 1.305  C1  A1ICG 13 
A1ICG C11 C13 C  0 1 N N N N N N -18.323 -25.608 -32.823 2.783  1.820  1.161  C11 A1ICG 14 
A1ICG C12 C14 C  0 1 N N N N N N -17.304 -23.535 -32.091 1.417  2.297  -0.781 C12 A1ICG 15 
A1ICG C14 C15 C  0 1 N N N N N N -18.199 -24.678 -29.269 -0.890 1.288  0.707  C14 A1ICG 16 
A1ICG C16 C16 C  0 1 Y N N N N N -19.391 -22.452 -27.674 -3.387 0.797  -0.594 C16 A1ICG 17 
A1ICG C18 C17 C  0 1 Y N N N N N -21.483 -21.695 -26.768 -5.516 -0.261 -0.300 C18 A1ICG 18 
A1ICG C19 C18 C  0 1 Y N N N N N -22.185 -22.499 -27.649 -5.361 -0.201 1.073  C19 A1ICG 19 
A1ICG C2  C19 C  0 1 Y N N N N N -20.693 -26.555 -32.895 4.357  -0.099 0.438  C2  A1ICG 20 
A1ICG C3  C20 C  0 1 Y N N N N N -21.548 -27.665 -32.906 5.434  -0.542 -0.353 C3  A1ICG 21 
A1ICG C9  C21 C  0 1 N N N N N N -19.679 -29.207 -32.718 5.667  1.600  -1.287 C9  A1ICG 22 
A1ICG N2  N2  N  0 1 N N N N N N -19.361 -24.039 -29.462 -2.075 1.429  1.333  N2  A1ICG 23 
A1ICG O1  O1  O  0 1 N N N N N N -21.036 -28.957 -32.825 6.054  0.319  -1.188 O1  A1ICG 24 
A1ICG O2  O2  O  0 1 N N N N N N -24.803 -25.951 -33.200 5.600  -4.023 0.688  O2  A1ICG 25 
A1ICG O3  O3  O  0 1 N N N N N N -19.338 -30.386 -32.651 6.256  2.340  -2.054 O3  A1ICG 26 
A1ICG O4  O4  O  0 1 N N N N N N -17.559 -24.709 -28.225 -0.836 0.736  -0.372 O4  A1ICG 27 
A1ICG BR  BR1 BR 0 0 N N N N N N -22.512 -20.650 -25.579 -7.078 -1.025 -1.041 BR  A1ICG 28 
A1ICG H2  H2  H  0 1 N N N N N N -23.012 -24.097 -33.157 3.632  -2.971 2.050  H2  A1ICG 29 
A1ICG H3  H3  H  0 1 N N N N N N -17.714 -28.237 -32.640 4.308  3.147  -0.624 H3  A1ICG 30 
A1ICG H7  H4  H  0 1 N N N N N N -24.033 -29.005 -34.082 7.929  -2.219 -0.563 H7  A1ICG 31 
A1ICG H5  H5  H  0 1 N N N N N N -23.446 -29.512 -32.462 6.854  -3.414 -1.327 H5  A1ICG 32 
A1ICG H6  H6  H  0 1 N N N N N N -24.853 -28.404 -32.601 7.028  -1.792 -2.038 H6  A1ICG 33 
A1ICG H13 H7  H  0 1 N N N N N N -18.125 -26.441 -30.528 0.519  1.325  2.309  H13 A1ICG 34 
A1ICG H14 H8  H  0 1 N N N N N N -16.607 -25.481 -30.501 0.277  2.890  1.497  H14 A1ICG 35 
A1ICG H17 H9  H  0 1 N N N N N N -19.559 -21.032 -26.067 -4.653 0.190  -2.205 H17 A1ICG 36 
A1ICG H21 H10 H  0 1 N N N N N N -22.519 -25.133 -29.030 -4.468 1.359  3.485  H21 A1ICG 37 
A1ICG H19 H11 H  0 1 N N N N N N -23.300 -23.659 -29.695 -4.575 -0.415 3.575  H19 A1ICG 38 
A1ICG H20 H12 H  0 1 N N N N N N -21.797 -24.295 -30.445 -2.993 0.371  3.363  H20 A1ICG 39 
A1ICG H1  H13 H  0 1 N N N N N N -20.577 -24.410 -32.967 2.885  -0.649 1.911  H1  A1ICG 40 
A1ICG H9  H14 H  0 1 N N N N N N -17.321 -26.001 -33.048 2.891  2.896  1.296  H9  A1ICG 41 
A1ICG H8  H15 H  0 1 N N N N N N -18.675 -24.996 -33.667 2.784  1.330  2.135  H8  A1ICG 42 
A1ICG H11 H16 H  0 1 N N N N N N -17.192 -22.860 -31.229 1.397  3.364  -0.559 H11 A1ICG 43 
A1ICG H12 H17 H  0 1 N N N N N N -16.313 -23.895 -32.406 2.279  2.074  -1.410 H12 A1ICG 44 
A1ICG H10 H18 H  0 1 N N N N N N -17.778 -22.993 -32.922 0.503  2.017  -1.305 H10 A1ICG 45 
A1ICG H16 H19 H  0 1 N N N N N N -18.311 -22.433 -27.693 -2.618 1.186  -1.244 H16 A1ICG 46 
A1ICG H18 H20 H  0 1 N N N N N N -23.265 -22.510 -27.625 -6.132 -0.591 1.721  H18 A1ICG 47 
A1ICG H15 H21 H  0 1 N N N N N N -19.753 -24.126 -30.378 -2.128 1.927  2.164  H15 A1ICG 48 
A1ICG H4  H22 H  0 1 N N N N N N -25.271 -26.778 -33.195 5.154  -4.616 0.068  H4  A1ICG 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 
A1ICG O2  C5  SING N N 1  
A1ICG C5  C6  DOUB Y N 2  
A1ICG C5  C4  SING Y N 3  
A1ICG C6  C1  SING Y N 4  
A1ICG C10 C4  SING N N 5  
A1ICG C4  C3  DOUB Y N 6  
A1ICG C1  C2  DOUB Y N 7  
A1ICG C3  C2  SING Y N 8  
A1ICG C3  O1  SING N N 9  
A1ICG C2  C7  SING N N 10 
A1ICG O1  C9  SING N N 11 
A1ICG C11 C7  SING N N 12 
A1ICG C11 N1  SING N N 13 
A1ICG C7  C8  DOUB N N 14 
A1ICG C9  C8  SING N N 15 
A1ICG C9  O3  DOUB N N 16 
A1ICG C12 N1  SING N N 17 
A1ICG N1  C13 SING N N 18 
A1ICG C13 C14 SING N N 19 
A1ICG C21 C20 SING N N 20 
A1ICG N2  C14 SING N N 21 
A1ICG N2  C15 SING N N 22 
A1ICG C14 O4  DOUB N N 23 
A1ICG C15 C20 DOUB Y N 24 
A1ICG C15 C16 SING Y N 25 
A1ICG C20 C19 SING Y N 26 
A1ICG C16 C17 DOUB Y N 27 
A1ICG C19 C18 DOUB Y N 28 
A1ICG C18 C17 SING Y N 29 
A1ICG C18 BR  SING N N 30 
A1ICG C6  H2  SING N N 31 
A1ICG C8  H3  SING N N 32 
A1ICG C10 H7  SING N N 33 
A1ICG C10 H5  SING N N 34 
A1ICG C10 H6  SING N N 35 
A1ICG C13 H13 SING N N 36 
A1ICG C13 H14 SING N N 37 
A1ICG C17 H17 SING N N 38 
A1ICG C21 H21 SING N N 39 
A1ICG C21 H19 SING N N 40 
A1ICG C21 H20 SING N N 41 
A1ICG C1  H1  SING N N 42 
A1ICG C11 H9  SING N N 43 
A1ICG C11 H8  SING N N 44 
A1ICG C12 H11 SING N N 45 
A1ICG C12 H12 SING N N 46 
A1ICG C12 H10 SING N N 47 
A1ICG C16 H16 SING N N 48 
A1ICG C19 H18 SING N N 49 
A1ICG N2  H15 SING N N 50 
A1ICG O2  H4  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 
A1ICG InChI            InChI                1.06  "InChI=1S/C21H21BrN2O4/c1-12-8-15(22)4-6-17(12)23-19(26)11-24(3)10-14-9-20(27)28-21-13(2)18(25)7-5-16(14)21/h4-9,25H,10-11H2,1-3H3,(H,23,26)" 
A1ICG InChIKey         InChI                1.06  VRVRPZJTYVPJNC-UHFFFAOYSA-N                                                                                                                   
A1ICG SMILES_CANONICAL CACTVS               3.385 "CN(CC(=O)Nc1ccc(Br)cc1C)CC2=CC(=O)Oc3c(C)c(O)ccc23"                                                                                          
A1ICG SMILES           CACTVS               3.385 "CN(CC(=O)Nc1ccc(Br)cc1C)CC2=CC(=O)Oc3c(C)c(O)ccc23"                                                                                          
A1ICG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(ccc1NC(=O)CN(C)CC2=CC(=O)Oc3c2ccc(c3C)O)Br"                                                                                            
A1ICG SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cc(ccc1NC(=O)CN(C)CC2=CC(=O)Oc3c2ccc(c3C)O)Br"                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           A1ICG 
_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        "~{N}-(4-bromanyl-2-methyl-phenyl)-2-[methyl-[(8-methyl-7-oxidanyl-2-oxidanylidene-chromen-4-yl)methyl]amino]ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1ICG "Create component" 2024-05-23 PDBE 
A1ICG "Initial release"  2024-08-21 RCSB 
# 
