data_A1A5S
# 
_chem_comp.id                                    A1A5S 
_chem_comp.name                                  "1-[(3S)-4-chloro-3-hydroxy-2-methylbutan-2-yl]-L-tryptophan" 
_chem_comp.type                                  "L-peptide linking" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C16 H21 Cl N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               TRP 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-10 
_chem_comp.pdbx_modified_date                    2025-04-11 
_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                        324.803 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1A5S 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        9DIN 
_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 
A1A5S C1  C1  C  0 1 N N N N N N -27.248 -8.467  10.081 2.938  -1.615 -0.881 C1  A1A5S 1  
A1A5S C2  C2  C  0 1 N N N N N N -27.709 -8.235  8.610  2.242  -0.733 0.157  C2  A1A5S 2  
A1A5S C3  C3  C  0 1 N N N N N N -28.987 -9.063  8.259  2.541  -1.264 1.561  C3  A1A5S 3  
A1A5S C4  C4  C  0 1 N N S N N N -28.031 -6.654  8.346  2.756  0.702  0.035  C4  A1A5S 4  
A1A5S C5  C5  C  0 1 N N N N N N -28.547 -6.430  6.903  4.267  0.725  0.277  C5  A1A5S 5  
A1A5S CD1 C6  C  0 1 Y N N N N N -26.687 -9.253  6.337  0.028  0.343  -0.357 CD1 A1A5S 6  
A1A5S CG  C7  C  0 1 Y N N N N N -25.459 -9.222  5.635  -1.253 -0.024 -0.519 CG  A1A5S 7  
A1A5S O1  O1  O  0 1 N N N N N N -28.985 -6.237  9.281  2.477  1.198  -1.276 O1  A1A5S 8  
A1A5S CB  C8  C  0 1 N N N N N N -25.093 -9.902  4.271  -2.412 0.884  -0.840 CB  A1A5S 9  
A1A5S CA  C9  C  0 1 N N S N Y N -24.612 -11.389 4.462  -3.115 1.292  0.456  CA  A1A5S 10 
A1A5S O   O2  O  0 1 N N N N Y Y -26.818 -12.440 4.478  -5.348 1.940  0.072  O   A1A5S 11 
A1A5S C   C10 C  0 1 N N N N Y Y -25.810 -12.285 5.165  -4.196 2.296  0.146  C   A1A5S 12 
A1A5S CE2 C11 C  0 1 Y N N N N N -25.202 -7.989  7.631  0.006  -1.883 -0.046 CE2 A1A5S 13 
A1A5S CD2 C12 C  0 1 Y N N N N N -24.496 -8.437  6.467  -1.311 -1.475 -0.323 CD2 A1A5S 14 
A1A5S CE3 C13 C  0 1 Y N N N N N -23.098 -8.041  6.289  -2.340 -2.418 -0.360 CE3 A1A5S 15 
A1A5S CZ3 C14 C  0 1 Y N N N N N -22.471 -7.255  7.259  -2.060 -3.736 -0.127 CZ3 A1A5S 16 
A1A5S CH2 C15 C  0 1 Y N N N N N -23.192 -6.826  8.435  -0.762 -4.143 0.147  CH2 A1A5S 17 
A1A5S CZ2 C16 C  0 1 Y N N N N N -24.527 -7.176  8.634  0.268  -3.229 0.188  CZ2 A1A5S 18 
A1A5S NE1 N1  N  0 1 Y N N N N N -26.558 -8.497  7.574  0.795  -0.755 -0.075 NE1 A1A5S 19 
A1A5S N   N2  N  0 1 N N N Y Y N -24.194 -11.962 3.134  -3.714 0.105  1.082  N   A1A5S 20 
A1A5S CL1 CL1 CL 0 0 N N N N N N -28.064 -4.724  6.293  4.850  2.431  0.278  CL1 A1A5S 21 
A1A5S H13 H1  H  0 1 N N N N N N -28.088 -8.271  10.764 2.571  -2.638 -0.793 H13 A1A5S 22 
A1A5S H11 H2  H  0 1 N N N N N N -26.914 -9.508  10.200 2.725  -1.237 -1.881 H11 A1A5S 23 
A1A5S H12 H3  H  0 1 N N N N N N -26.417 -7.786  10.316 4.014  -1.599 -0.708 H12 A1A5S 24 
A1A5S H32 H4  H  0 1 N N N N N N -29.773 -8.858  9.001  3.617  -1.248 1.733  H32 A1A5S 25 
A1A5S H31 H5  H  0 1 N N N N N N -29.345 -8.778  7.258  2.045  -0.636 2.300  H31 A1A5S 26 
A1A5S H33 H6  H  0 1 N N N N N N -28.743 -10.136 8.270  2.174  -2.287 1.648  H33 A1A5S 27 
A1A5S H41 H7  H  0 1 N N N N N N -27.091 -6.097  8.474  2.260  1.331  0.774  H41 A1A5S 28 
A1A5S H52 H8  H  0 1 N N N N N N -29.643 -6.522  6.892  4.487  0.265  1.240  H52 A1A5S 29 
A1A5S H51 H9  H  0 1 N N N N N N -28.108 -7.190  6.239  4.770  0.169  -0.514 H51 A1A5S 30 
A1A5S HD1 H10 H  0 1 N N N N N N -27.582 -9.759  6.006  0.399  1.353  -0.443 HD1 A1A5S 31 
A1A5S H14 H11 H  0 1 N N N N N N -28.653 -6.381  10.159 2.887  0.686  -1.986 H14 A1A5S 32 
A1A5S HB3 H12 H  0 1 N N N N N N -24.286 -9.327  3.793  -2.045 1.775  -1.350 HB3 A1A5S 33 
A1A5S HB2 H13 H  0 1 N N N N N N -25.981 -9.897  3.622  -3.116 0.360  -1.487 HB2 A1A5S 34 
A1A5S HA  H14 H  0 1 N N N N Y N -23.751 -11.391 5.147  -2.391 1.736  1.138  HA  A1A5S 35 
A1A5S HE3 H16 H  0 1 N N N N N N -22.553 -8.355  5.411  -3.352 -2.108 -0.572 HE3 A1A5S 36 
A1A5S HZ3 H17 H  0 1 N N N N N N -21.439 -6.966  7.129  -2.856 -4.465 -0.155 HZ3 A1A5S 37 
A1A5S HH2 H18 H  0 1 N N N N N N -22.687 -6.222  9.175  -0.557 -5.188 0.329  HH2 A1A5S 38 
A1A5S HZ2 H19 H  0 1 N N N N N N -25.053 -6.849  9.519  1.275  -3.556 0.402  HZ2 A1A5S 39 
A1A5S H   H20 H  0 1 N N N Y Y N -23.889 -12.906 3.259  -4.130 0.337  1.972  H   A1A5S 40 
A1A5S H2  H21 H  0 1 N N N Y Y N -24.970 -11.943 2.504  -4.390 -0.325 0.468  H2  A1A5S 41 
A1A5S OXT OXT O  0 1 N N N N Y Y ?       ?       ?      -3.878 3.585  -0.047 OXT A1A5S 42 
A1A5S HXT H22 H  0 1 N N N N Y Y ?       ?       ?      -4.606 4.192  -0.243 H1  A1A5S 43 
# 
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 
A1A5S N   CA  SING N N 1  
A1A5S CB  CA  SING N N 2  
A1A5S CB  CG  SING N N 3  
A1A5S CA  C   SING N N 4  
A1A5S O   C   DOUB N N 5  
A1A5S CG  CD1 DOUB Y N 6  
A1A5S CG  CD2 SING Y N 7  
A1A5S CE3 CD2 DOUB Y N 8  
A1A5S CE3 CZ3 SING Y N 9  
A1A5S CL1 C5  SING N N 10 
A1A5S CD1 NE1 SING Y N 11 
A1A5S CD2 CE2 SING Y N 12 
A1A5S C5  C4  SING N N 13 
A1A5S CZ3 CH2 DOUB Y N 14 
A1A5S NE1 CE2 SING Y N 15 
A1A5S NE1 C2  SING N N 16 
A1A5S CE2 CZ2 DOUB Y N 17 
A1A5S C3  C2  SING N N 18 
A1A5S C4  C2  SING N N 19 
A1A5S C4  O1  SING N N 20 
A1A5S CH2 CZ2 SING Y N 21 
A1A5S C2  C1  SING N N 22 
A1A5S C1  H13 SING N N 23 
A1A5S C1  H11 SING N N 24 
A1A5S C1  H12 SING N N 25 
A1A5S C3  H32 SING N N 26 
A1A5S C3  H31 SING N N 27 
A1A5S C3  H33 SING N N 28 
A1A5S C4  H41 SING N N 29 
A1A5S C5  H52 SING N N 30 
A1A5S C5  H51 SING N N 31 
A1A5S CD1 HD1 SING N N 32 
A1A5S O1  H14 SING N N 33 
A1A5S CB  HB3 SING N N 34 
A1A5S CB  HB2 SING N N 35 
A1A5S CA  HA  SING N N 36 
A1A5S CE3 HE3 SING N N 37 
A1A5S CZ3 HZ3 SING N N 38 
A1A5S CH2 HH2 SING N N 39 
A1A5S CZ2 HZ2 SING N N 40 
A1A5S N   H   SING N N 41 
A1A5S N   H2  SING N N 42 
A1A5S C   OXT SING N N 43 
A1A5S OXT HXT SING N N 44 
# 
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 
A1A5S SMILES           ACDLabs              14.52 "O=C(O)C(N)Cc1cn(c2ccccc21)C(C)(C)C(O)CCl"                                                                                                       
A1A5S InChI            InChI                1.06  "InChI=1S/C16H21ClN2O3/c1-16(2,14(20)8-17)19-9-10(7-12(18)15(21)22)11-5-3-4-6-13(11)19/h3-6,9,12,14,20H,7-8,18H2,1-2H3,(H,21,22)/t12-,14+/m0/s1" 
A1A5S InChIKey         InChI                1.06  HRNBTVXMCIRGCP-GXTWGEPZSA-N                                                                                                                      
A1A5S SMILES_CANONICAL CACTVS               3.385 "CC(C)([C@H](O)CCl)n1cc(C[C@H](N)C(O)=O)c2ccccc12"                                                                                               
A1A5S SMILES           CACTVS               3.385 "CC(C)([CH](O)CCl)n1cc(C[CH](N)C(O)=O)c2ccccc12"                                                                                                 
A1A5S SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)([C@@H](CCl)O)n1cc(c2c1cccc2)C[C@@H](C(=O)O)N"                                                                                             
A1A5S SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)(C(CCl)O)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 
A1A5S "SYSTEMATIC NAME" ACDLabs              14.52 "1-[(3S)-4-chloro-3-hydroxy-2-methylbutan-2-yl]-L-tryptophan"                                         
A1A5S "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-azanyl-3-[1-[(3~{S})-4-chloranyl-2-methyl-3-oxidanyl-butan-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 
A1A5S "Create component" 2024-09-10 RCSB 
A1A5S "Modify PCM"       2024-10-05 RCSB 
A1A5S "Initial release"  2025-04-16 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1A5S 
_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      ? 
# 
