data_I4E
# 
_chem_comp.id                                    I4E 
_chem_comp.name                                  CARMUSTINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C5 H9 Cl2 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "1,3-bis(2-chloroethyl)-1-nitroso-urea" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-01-22 
_chem_comp.pdbx_modified_date                    2026-06-05 
_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                        214.050 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I4E 
_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        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
I4E CL1 CL1 CL 0 0 N N N N N N -4.533 0.176  1.889  -5.207 0.580  0.193  CL1 I4E 1  
I4E C1  C1  C  0 1 N N N N N N -2.809 0.174  1.411  -3.728 -0.448 0.269  C1  I4E 2  
I4E C2  C2  C  0 1 N N N N N N -2.578 -0.748 0.251  -2.506 0.387  -0.117 C2  I4E 3  
I4E N1  N1  N  0 1 N N N N N N -1.159 -1.001 0.029  -1.304 -0.448 -0.055 N1  I4E 4  
I4E C3  C3  C  0 1 N N N N N N -0.310 -0.092 -0.489 -0.100 0.079  -0.356 C3  I4E 5  
I4E O1  O1  O  0 1 N N N N N N -0.680 1.032  -0.815 -0.012 1.247  -0.678 O1  I4E 6  
I4E N2  N2  N  0 1 N Y N N N N 1.067  -0.458 -0.640 1.005  -0.689 -0.299 N2  I4E 7  
I4E C4  C4  C  0 1 N Y N N N N 2.065  0.456  -1.246 2.313  -0.116 -0.626 C4  I4E 8  
I4E C5  C5  C  0 1 N Y N N N N 2.872  1.174  -0.198 2.953  0.451  0.643  C5  I4E 9  
I4E CL2 CL2 CL 0 0 N Y N N N N 4.047  2.294  -0.950 4.563  1.157  0.240  CL2 I4E 10 
I4E N3  N3  N  0 1 N Y N N N N 1.434  -1.715 -0.174 0.912  -1.929 0.044  N3  I4E 11 
I4E O2  O2  O  0 1 N Y N N N N 2.628  -2.015 -0.269 1.911  -2.624 0.096  O2  I4E 12 
I4E H1  H1  H  0 1 N N N N N N -2.513 1.194  1.125  -3.602 -0.829 1.282  H1  I4E 13 
I4E H2  H2  H  0 1 N N N N N N -2.199 -0.159 2.263  -3.830 -1.284 -0.424 H2  I4E 14 
I4E H3  H3  H  0 1 N N N N N N -3.082 -1.705 0.452  -2.631 0.769  -1.130 H3  I4E 15 
I4E H4  H4  H  0 1 N N N N N N -3.004 -0.292 -0.655 -2.404 1.223  0.576  H4  I4E 16 
I4E H5  H5  H  0 1 N N N N N N -0.796 -1.900 0.275  -1.374 -1.380 0.203  H5  I4E 17 
I4E H6  H6  H  0 1 N Y N N N N 2.746  -0.130 -1.881 2.956  -0.892 -1.041 H6  I4E 18 
I4E H7  H7  H  0 1 N Y N N N N 1.539  1.200  -1.862 2.188  0.682  -1.357 H7  I4E 19 
I4E H8  H8  H  0 1 N Y N N N N 2.192  1.747  0.449  2.310  1.227  1.058  H8  I4E 20 
I4E H9  H9  H  0 1 N Y N N N N 3.417  0.434  0.406  3.079  -0.347 1.375  H9  I4E 21 
# 
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 
I4E CL1 C1  SING N N 1  
I4E C1  C2  SING N N 2  
I4E C2  N1  SING N N 3  
I4E N1  C3  SING N N 4  
I4E C3  O1  DOUB N N 5  
I4E C3  N2  SING N N 6  
I4E N2  C4  SING N N 7  
I4E C4  C5  SING N N 8  
I4E C5  CL2 SING N N 9  
I4E N2  N3  SING N N 10 
I4E N3  O2  DOUB N N 11 
I4E C1  H1  SING N N 12 
I4E C1  H2  SING N N 13 
I4E C2  H3  SING N N 14 
I4E C2  H4  SING N N 15 
I4E N1  H5  SING N N 16 
I4E C4  H6  SING N N 17 
I4E C4  H7  SING N N 18 
I4E C5  H8  SING N N 19 
I4E C5  H9  SING N N 20 
# 
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 
I4E InChI            InChI                1.06  "InChI=1S/C5H9Cl2N3O2/c6-1-3-8-5(11)10(9-12)4-2-7/h1-4H2,(H,8,11)" 
I4E InChIKey         InChI                1.06  DLGOEMSEDOSKAD-UHFFFAOYSA-N                                        
I4E SMILES_CANONICAL CACTVS               3.385 "ClCCNC(=O)N(CCCl)N=O"                                             
I4E SMILES           CACTVS               3.385 "ClCCNC(=O)N(CCCl)N=O"                                             
I4E SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C(CCl)NC(=O)N(CCCl)N=O"                                           
I4E SMILES           "OpenEye OEToolkits" 2.0.7 "C(CCl)NC(=O)N(CCCl)N=O"                                           
# 
_pdbx_chem_comp_identifier.comp_id           I4E 
_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        "1,3-bis(2-chloroethyl)-1-nitroso-urea" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
I4E "Create component"   2024-02-14 PDBE 
I4E "Modify descriptor"  2024-02-14 PDBE 
I4E "Other modification" 2024-02-14 PDBE 
I4E "Modify PCM"         2024-09-27 PDBE 
I4E "Initial release"    2026-06-10 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      I4E 
_pdbx_chem_comp_synonyms.name         "1,3-bis(2-chloroethyl)-1-nitroso-urea" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            I4E 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_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               C3 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
