data_A1AL8
# 
_chem_comp.id                                    A1AL8 
_chem_comp.name                                  "1-(2-methylbut-3-en-2-yl)-L-tryptophan" 
_chem_comp.type                                  "L-peptide linking" 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H20 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               TRP 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-11 
_chem_comp.pdbx_modified_date                    2025-12-05 
_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                        272.342 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AL8 
_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        9BBJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
A1AL8 CB  C1  C 0 1 N N N N N N -15.306 -20.266 -2.792 -2.008 0.474  -0.859 CB  A1AL8 1  
A1AL8 CA  C2  C 0 1 N N S N Y N -15.003 -18.837 -3.188 -2.878 0.421  0.399  CA  A1AL8 2  
A1AL8 C   C3  C 0 1 N N N N Y Y -16.278 -17.996 -3.164 -4.290 0.812  0.049  C   A1AL8 3  
A1AL8 O   O1  O 0 1 N N N N Y Y -16.830 -17.821 -2.141 -5.130 -0.041 -0.114 O   A1AL8 4  
A1AL8 N   N1  N 0 1 N N N Y Y N -14.039 -18.364 -2.190 -2.868 -0.943 0.944  N   A1AL8 5  
A1AL8 C5  C4  C 0 1 N N N N N N -19.829 -24.185 -5.497 4.436  1.745  -1.320 C5  A1AL8 6  
A1AL8 C4  C5  C 0 1 N N N N N N -19.961 -23.159 -4.677 3.868  0.816  -0.592 C4  A1AL8 7  
A1AL8 C2  C6  C 0 1 N N N N N N -19.949 -21.439 -6.509 2.578  2.701  0.374  C2  A1AL8 8  
A1AL8 CG  C7  C 0 1 Y N N N N N -16.244 -20.929 -3.785 -0.572 0.203  -0.488 CG  A1AL8 9  
A1AL8 CD1 C8  C 0 1 Y N N N N N -17.640 -20.854 -3.784 0.372  1.120  -0.227 CD1 A1AL8 10 
A1AL8 CD2 C9  C 0 1 Y N N N N N -15.868 -21.760 -4.895 0.056  -1.112 -0.338 CD2 A1AL8 11 
A1AL8 NE1 N2  N 0 1 Y N N N N N -18.106 -21.578 -4.813 1.555  0.501  0.072  NE1 A1AL8 12 
A1AL8 CE2 C10 C 0 1 Y N N N N N -17.051 -22.145 -5.503 1.394  -0.866 0.018  CE2 A1AL8 13 
A1AL8 CE3 C11 C 0 1 Y N N N N N -14.607 -22.195 -5.396 -0.398 -2.426 -0.475 CE3 A1AL8 14 
A1AL8 CZ2 C12 C 0 1 Y N N N N N -16.995 -22.999 -6.632 2.251  -1.940 0.232  CZ2 A1AL8 15 
A1AL8 CZ3 C13 C 0 1 Y N N N N N -14.572 -23.026 -6.508 0.461  -3.466 -0.262 CZ3 A1AL8 16 
A1AL8 CH2 C14 C 0 1 Y N N N N N -15.764 -23.423 -7.121 1.782  -3.228 0.092  CH2 A1AL8 17 
A1AL8 C1  C15 C 0 1 N N N N N N -19.546 -21.735 -5.073 2.804  1.188  0.408  C1  A1AL8 18 
A1AL8 C3  C16 C 0 1 N N N N N N -20.298 -20.773 -4.122 3.254  0.771  1.810  C3  A1AL8 19 
A1AL8 OXT O2  O 0 1 N Y N N Y Y -16.855 -17.360 -4.329 -4.615 2.108  -0.080 O1  A1AL8 20 
A1AL8 HB2 H1  H 0 1 N N N N N N -15.777 -20.270 -1.798 -2.348 -0.280 -1.568 H1  A1AL8 21 
A1AL8 HB3 H2  H 0 1 N N N N N N -14.365 -20.834 -2.754 -2.085 1.462  -1.313 H2  A1AL8 22 
A1AL8 HA  H3  H 0 1 N N N N Y N -14.561 -18.813 -4.195 -2.483 1.112  1.143  H3  A1AL8 23 
A1AL8 H   H4  H 0 1 N N N Y Y N -13.216 -18.930 -2.227 -3.383 -0.990 1.810  H4  A1AL8 24 
A1AL8 H2  H5  H 0 1 N N N Y Y N -13.798 -17.413 -2.384 -3.230 -1.604 0.272  H5  A1AL8 25 
A1AL8 H7  H7  H 0 1 N N N N N N -19.417 -24.038 -6.484 4.142  2.778  -1.204 H7  A1AL8 26 
A1AL8 H8  H8  H 0 1 N N N N N N -20.133 -25.172 -5.181 5.198  1.479  -2.037 H8  A1AL8 27 
A1AL8 H9  H9  H 0 1 N N N N N N -20.375 -23.327 -3.694 4.162  -0.216 -0.709 H9  A1AL8 28 
A1AL8 H10 H10 H 0 1 N N N N N N -21.034 -21.578 -6.622 1.809  2.970  1.097  H10 A1AL8 29 
A1AL8 H11 H11 H 0 1 N N N N N N -19.685 -20.400 -6.757 3.508  3.213  0.624  H11 A1AL8 30 
A1AL8 H12 H12 H 0 1 N N N N N N -19.419 -22.124 -7.187 2.258  2.998  -0.625 H12 A1AL8 31 
A1AL8 HD1 H13 H 0 1 N N N N N N -18.242 -20.306 -3.074 0.221  2.190  -0.250 H13 A1AL8 32 
A1AL8 HE3 H14 H 0 1 N N N N N N -13.691 -21.883 -4.917 -1.425 -2.618 -0.749 H14 A1AL8 33 
A1AL8 HZ2 H15 H 0 1 N N N N N N -17.907 -23.320 -7.112 3.281  -1.765 0.506  H15 A1AL8 34 
A1AL8 HZ3 H16 H 0 1 N N N N N N -13.624 -23.365 -6.899 0.109  -4.482 -0.367 H16 A1AL8 35 
A1AL8 HH2 H17 H 0 1 N N N N N N -15.728 -24.068 -7.986 2.450  -4.061 0.258  H17 A1AL8 36 
A1AL8 H18 H18 H 0 1 N N N N N N -20.009 -20.984 -3.082 2.484  1.041  2.534  H18 A1AL8 37 
A1AL8 H19 H19 H 0 1 N N N N N N -20.038 -19.734 -4.371 3.414  -0.306 1.834  H19 A1AL8 38 
A1AL8 H20 H20 H 0 1 N N N N N N -21.382 -20.917 -4.237 4.183  1.283  2.061  H20 A1AL8 39 
A1AL8 HXT H21 H 0 1 N N N N Y Y -17.631 -16.874 -4.074 -5.534 2.310  -0.305 H21 A1AL8 40 
# 
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 
A1AL8 CH2 CZ2 DOUB Y N 1  
A1AL8 CH2 CZ3 SING Y N 2  
A1AL8 CZ2 CE2 SING Y N 3  
A1AL8 C2  C1  SING N N 4  
A1AL8 CZ3 CE3 DOUB Y N 5  
A1AL8 CE2 CD2 DOUB Y N 6  
A1AL8 CE2 NE1 SING Y N 7  
A1AL8 C5  C4  DOUB N N 8  
A1AL8 CE3 CD2 SING Y N 9  
A1AL8 C1  NE1 SING N N 10 
A1AL8 C1  C4  SING N N 11 
A1AL8 C1  C3  SING N N 12 
A1AL8 CD2 CG  SING Y N 13 
A1AL8 NE1 CD1 SING Y N 14 
A1AL8 CG  CD1 DOUB Y N 15 
A1AL8 CG  CB  SING N N 16 
A1AL8 CA  C   SING N N 17 
A1AL8 CA  CB  SING N N 18 
A1AL8 CA  N   SING N N 19 
A1AL8 C   O   DOUB N N 20 
A1AL8 C   OXT SING N N 21 
A1AL8 CB  HB2 SING N N 22 
A1AL8 CB  HB3 SING N N 23 
A1AL8 CA  HA  SING N N 24 
A1AL8 N   H   SING N N 25 
A1AL8 N   H2  SING N N 26 
A1AL8 C5  H7  SING N N 27 
A1AL8 C5  H8  SING N N 28 
A1AL8 C4  H9  SING N N 29 
A1AL8 C2  H10 SING N N 30 
A1AL8 C2  H11 SING N N 31 
A1AL8 C2  H12 SING N N 32 
A1AL8 CD1 HD1 SING N N 33 
A1AL8 CE3 HE3 SING N N 34 
A1AL8 CZ2 HZ2 SING N N 35 
A1AL8 CZ3 HZ3 SING N N 36 
A1AL8 CH2 HH2 SING N N 37 
A1AL8 C3  H18 SING N N 38 
A1AL8 C3  H19 SING N N 39 
A1AL8 C3  H20 SING N N 40 
A1AL8 OXT HXT SING N N 41 
# 
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 
A1AL8 SMILES           ACDLabs              12.01 "O=C(O)C(N)Cc1cn(c2ccccc21)C(C)(C)C=C"                                                                                          
A1AL8 InChI            InChI                1.06  "InChI=1S/C16H20N2O2/c1-4-16(2,3)18-10-11(9-13(17)15(19)20)12-7-5-6-8-14(12)18/h4-8,10,13H,1,9,17H2,2-3H3,(H,19,20)/t13-/m0/s1" 
A1AL8 InChIKey         InChI                1.06  LOCNLUOBLWSOIZ-ZDUSSCGKSA-N                                                                                                     
A1AL8 SMILES_CANONICAL CACTVS               3.385 "CC(C)(C=C)n1cc(C[C@H](N)C(O)=O)c2ccccc12"                                                                                      
A1AL8 SMILES           CACTVS               3.385 "CC(C)(C=C)n1cc(C[CH](N)C(O)=O)c2ccccc12"                                                                                       
A1AL8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)(C=C)n1cc(c2c1cccc2)C[C@@H](C(=O)O)N"                                                                                     
A1AL8 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)(C=C)n1cc(c2c1cccc2)CC(C(=O)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 
A1AL8 "SYSTEMATIC NAME" ACDLabs              12.01 "1-(2-methylbut-3-en-2-yl)-L-tryptophan"                                 
A1AL8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-azanyl-3-[1-(2-methylbut-3-en-2-yl)indol-3-yl]propanoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AL8 "Create component" 2024-04-11 RCSB 
A1AL8 "Modify PCM"       2024-09-27 PDBE 
A1AL8 "Initial release"  2025-12-10 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1AL8 
_pdbx_chem_comp_pcm.modified_residue_id                TRP 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Non-standard residue" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               ? 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   ? 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
