data_VUC
# 
_chem_comp.id                                    VUC 
_chem_comp.name                                  melphalan 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H18 Cl2 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(2~{S})-2-azanyl-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-08-18 
_chem_comp.pdbx_modified_date                    2025-11-12 
_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                        305.200 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VUC 
_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        8KDO 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_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_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
VUC C1  C1  C  0 1 Y N N N N N 69.885 67.449 56.756 1.294  0.800  -0.991 C1  VUC 1  
VUC O1  O1  O  0 1 N N N N N N 70.240 62.647 59.313 6.154  -1.414 0.546  O1  VUC 2  
VUC O2  O2  O  0 1 N N N N N N 72.206 63.446 58.774 6.371  0.697  -0.069 O2  VUC 3  
VUC C2  C2  C  0 1 Y N N N N N 69.348 68.408 55.916 -0.070 0.922  -0.812 C2  VUC 4  
VUC C3  C3  C  0 1 Y N N N N N 67.994 68.344 55.524 -0.788 -0.117 -0.234 C3  VUC 5  
VUC C4  C4  C  0 1 Y N N N N N 67.223 67.277 56.012 -0.132 -1.276 0.161  C4  VUC 6  
VUC C5  C5  C  0 1 Y N N N N N 67.783 66.320 56.836 1.233  -1.391 -0.021 C5  VUC 7  
VUC C6  C6  C  0 1 Y N N N N N 69.114 66.389 57.217 1.945  -0.355 -0.596 C6  VUC 8  
VUC C7  C7  C  0 1 N N N N N N 69.699 65.349 58.130 3.432  -0.486 -0.799 C7  VUC 9  
VUC C8  C8  C  0 1 N N S N N N 70.414 64.169 57.479 4.165  0.044  0.436  C8  VUC 10 
VUC C9  C9  C  0 1 N N N N N N 71.002 63.338 58.622 5.644  -0.200 0.285  C9  VUC 11 
VUC C10 C10 C  0 1 N N N N N N 67.171 68.997 53.330 -2.924 -1.094 0.558  C10 VUC 12 
VUC C11 C11 C  0 1 N N N N N N 66.728 70.115 52.424 -3.410 -2.048 -0.535 C11 VUC 13 
VUC C12 C12 C  0 1 N N N N N N 67.020 70.605 55.348 -2.858 1.225  -0.469 C12 VUC 14 
VUC C13 C13 C  0 1 N N N N N N 66.831 70.633 56.885 -2.876 2.222  0.692  C13 VUC 15 
VUC N1  N1  N  0 1 N N N N N N 69.519 63.326 56.655 3.917  1.485  0.570  N1  VUC 16 
VUC N2  N2  N  0 1 N N N N N N 67.419 69.303 54.746 -2.168 0.002  -0.051 N2  VUC 17 
VUC CL1 CL1 CL 0 0 N N N N N N 67.926 71.434 52.319 -4.341 -3.398 0.214  CL1 VUC 18 
VUC CL2 CL2 CL 0 0 N N N N N N 68.294 70.419 57.936 -3.726 3.727  0.178  CL2 VUC 19 
VUC H1  H1  H  0 1 N N N N N N 70.919 67.525 57.058 1.853  1.606  -1.444 H1  VUC 20 
VUC H2  H2  H  0 1 N N N N N N 70.739 62.206 59.990 7.109  -1.522 0.435  H2  VUC 21 
VUC H3  H3  H  0 1 N N N N N N 69.971 69.214 55.557 -0.577 1.824  -1.120 H3  VUC 22 
VUC H4  H4  H  0 1 N N N N N N 66.180 67.204 55.740 -0.687 -2.086 0.611  H4  VUC 23 
VUC H5  H5  H  0 1 N N N N N N 67.172 65.503 57.190 1.744  -2.291 0.287  H5  VUC 24 
VUC H6  H6  H  0 1 N N N N N N 70.424 65.854 58.785 3.687  -1.536 -0.950 H6  VUC 25 
VUC H7  H7  H  0 1 N N N N N N 68.877 64.943 58.738 3.732  0.090  -1.674 H7  VUC 26 
VUC H8  H8  H  0 1 N N N N N N 71.237 64.550 56.856 3.800  -0.472 1.324  H8  VUC 27 
VUC H9  H9  H  0 1 N N N N N N 66.391 68.222 53.296 -3.782 -0.690 1.095  H9  VUC 28 
VUC H10 H10 H  0 1 N N N N N N 68.107 68.594 52.916 -2.282 -1.636 1.253  H10 VUC 29 
VUC H11 H11 H  0 1 N N N N N N 65.784 70.527 52.810 -4.051 -1.507 -1.231 H11 VUC 30 
VUC H12 H12 H  0 1 N N N N N N 66.565 69.707 51.416 -2.552 -2.453 -1.072 H12 VUC 31 
VUC H13 H13 H  0 1 N N N N N N 67.797 71.341 55.094 -3.882 0.984  -0.756 H13 VUC 32 
VUC H14 H14 H  0 1 N N N N N N 66.066 70.906 54.890 -2.336 1.665  -1.318 H14 VUC 33 
VUC H15 H15 H  0 1 N N N N N N 66.386 71.606 57.141 -3.398 1.782  1.541  H15 VUC 34 
VUC H16 H16 H  0 1 N N N N N N 66.126 69.829 57.141 -1.853 2.463  0.979  H16 VUC 35 
VUC H17 H17 H  0 1 N N N N N N 70.043 62.573 56.257 4.337  1.847  1.413  H17 VUC 36 
VUC H18 H18 H  0 1 N N N N N N 68.788 62.957 57.229 4.247  1.986  -0.241 H18 VUC 37 
# 
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 
VUC CL1 C11 SING N N 1  
VUC C11 C10 SING N N 2  
VUC C10 N2  SING N N 3  
VUC N2  C12 SING N N 4  
VUC N2  C3  SING N N 5  
VUC C12 C13 SING N N 6  
VUC C3  C2  DOUB Y N 7  
VUC C3  C4  SING Y N 8  
VUC C2  C1  SING Y N 9  
VUC C4  C5  DOUB Y N 10 
VUC N1  C8  SING N N 11 
VUC C1  C6  DOUB Y N 12 
VUC C5  C6  SING Y N 13 
VUC C13 CL2 SING N N 14 
VUC C6  C7  SING N N 15 
VUC C8  C7  SING N N 16 
VUC C8  C9  SING N N 17 
VUC C9  O2  DOUB N N 18 
VUC C9  O1  SING N N 19 
VUC C1  H1  SING N N 20 
VUC O1  H2  SING N N 21 
VUC C2  H3  SING N N 22 
VUC C4  H4  SING N N 23 
VUC C5  H5  SING N N 24 
VUC C7  H6  SING N N 25 
VUC C7  H7  SING N N 26 
VUC C8  H8  SING N N 27 
VUC C10 H9  SING N N 28 
VUC C10 H10 SING N N 29 
VUC C11 H11 SING N N 30 
VUC C11 H12 SING N N 31 
VUC C12 H13 SING N N 32 
VUC C12 H14 SING N N 33 
VUC C13 H15 SING N N 34 
VUC C13 H16 SING N N 35 
VUC N1  H17 SING N N 36 
VUC N1  H18 SING N N 37 
# 
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 
VUC InChI            InChI                1.06  "InChI=1S/C13H18Cl2N2O2/c14-5-7-17(8-6-15)11-3-1-10(2-4-11)9-12(16)13(18)19/h1-4,12H,5-9,16H2,(H,18,19)/t12-/m0/s1" 
VUC InChIKey         InChI                1.06  SGDBTWWWUNNDEQ-LBPRGKRZSA-N                                                                                         
VUC SMILES_CANONICAL CACTVS               3.385 "N[C@@H](Cc1ccc(cc1)N(CCCl)CCCl)C(O)=O"                                                                             
VUC SMILES           CACTVS               3.385 "N[CH](Cc1ccc(cc1)N(CCCl)CCCl)C(O)=O"                                                                               
VUC SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C[C@@H](C(=O)O)N)N(CCCl)CCCl"                                                                             
VUC SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CC(C(=O)O)N)N(CCCl)CCCl"                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           VUC 
_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        "(2~{S})-2-azanyl-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      VUC 
_pdbx_chem_comp_synonyms.name         "(2~{S})-2-azanyl-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
VUC "Create component" 2023-08-18 PDBJ 
VUC "Initial release"  2025-02-12 RCSB 
VUC "Modify name"      2025-11-12 PDBJ 
# 
