data_YCL
# 
_chem_comp.id                                    YCL 
_chem_comp.name                                  "2-{[(2S)-1-amino-5-{[(1Z)-2-chloroethanimidoyl]amino}-1-oxopentan-2-yl]carbamoyl}benzoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H19 Cl N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         o-Cl-amidine 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-08-08 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        354.789 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YCL 
_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        3B1T 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_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_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 
YCL CL   CL   CL 0 0 N Y N N N N -26.167 8.357  -21.147 7.684  -1.482 0.293  CL   YCL 1  
YCL C1   C1   C  0 1 N N N N N N -26.284 20.044 -21.723 -4.714 -0.744 1.246  C1   YCL 2  
YCL O1   O1   O  0 1 N N N N N N -25.549 20.816 -21.065 -4.991 -1.406 2.386  O1   YCL 3  
YCL O2   O2   O  0 1 N N N N N N -27.316 19.538 -21.227 -4.980 0.438  1.151  O2   YCL 4  
YCL NAA  NAA  N  0 1 N N N N N N -21.790 15.623 -22.901 -0.843 4.432  -0.126 NAA  YCL 5  
YCL NAC  NAC  N  0 1 N N N N N N -23.498 9.350  -19.169 5.838  0.449  -0.593 NAC  YCL 6  
YCL OAE  OAE  O  0 1 N N N N N N -21.474 15.151 -20.748 -2.195 3.074  -1.243 OAE  YCL 7  
YCL OAF  OAF  O  0 1 N N N N N N -23.630 18.470 -21.537 -2.695 0.772  1.104  OAF  YCL 8  
YCL CAH  CAH  C  0 1 Y N N N N N -26.120 20.246 -25.511 -4.075 -3.261 -1.469 CAH  YCL 9  
YCL CAI  CAI  C  0 1 Y N N N N N -26.460 20.486 -24.174 -4.670 -2.602 -0.410 CAI  YCL 10 
YCL CAJ  CAJ  C  0 1 Y N N N N N -25.201 19.250 -25.824 -2.896 -2.788 -2.015 CAJ  YCL 11 
YCL CAK  CAK  C  0 1 Y N N N N N -25.893 19.728 -23.144 -4.082 -1.453 0.114  CAK  YCL 12 
YCL CAL  CAL  C  0 1 Y N N N N N -24.632 18.491 -24.796 -2.298 -1.649 -1.508 CAL  YCL 13 
YCL CAM  CAM  C  0 1 N N N N N N -23.773 12.991 -21.669 1.685  0.858  0.239  CAM  YCL 14 
YCL CAN  CAN  C  0 1 N N N N N N -23.973 12.098 -20.437 3.152  0.903  -0.191 CAN  YCL 15 
YCL CAO  CAO  C  0 1 N N N N N N -24.525 14.322 -21.591 0.931  2.028  -0.397 CAO  YCL 16 
YCL CAP  CAP  C  0 1 N N N N N N -24.380 8.337  -21.175 5.955  -1.535 0.800  CAP  YCL 17 
YCL NAR  NAR  N  0 1 N N N N N N -24.228 10.750 -20.931 3.874  -0.217 0.417  NAR  YCL 18 
YCL NAS  NAS  N  0 1 N N N N N N -24.373 16.540 -22.432 -1.167 0.776  -0.507 NAS  YCL 19 
YCL CAU  CAU  C  0 1 N N N N N N -22.236 15.449 -21.665 -1.252 3.201  -0.491 CAU  YCL 20 
YCL CAV  CAV  C  0 1 N N N N N N -24.004 9.552  -20.378 5.212  -0.383 0.174  CAV  YCL 21 
YCL CAW  CAW  C  0 1 N N N N N N -24.287 17.879 -22.395 -2.246 0.247  0.104  CAW  YCL 22 
YCL CAX  CAX  C  0 1 Y N N N N N -24.972 18.715 -23.455 -2.882 -0.972 -0.442 CAX  YCL 23 
YCL CAZ  CAZ  C  0 1 N N S N N N -23.729 15.633 -21.464 -0.537 1.983  0.033  CAZ  YCL 24 
YCL HNAA HNAA H  0 0 N N N N N N -20.817 15.512 -23.102 -1.303 5.216  -0.463 HNAA YCL 25 
YCL HNAB HNAB H  0 0 N N N N N N -22.427 15.865 -23.633 -0.088 4.534  0.476  HNAB YCL 26 
YCL HNAC HNAC H  0 0 N N N N N N -23.295 10.209 -18.699 5.360  1.191  -0.996 HNAC YCL 27 
YCL HAH  HAH  H  0 1 N N N N N N -26.570 20.833 -26.298 -4.532 -4.154 -1.869 HAH  YCL 28 
YCL HAI  HAI  H  0 1 N N N N N N -27.168 21.266 -23.935 -5.591 -2.977 0.012  HAI  YCL 29 
YCL HAJ  HAJ  H  0 1 N N N N N N -24.929 19.064 -26.853 -2.439 -3.311 -2.842 HAJ  YCL 30 
YCL HAL  HAL  H  0 1 N N N N N N -23.918 17.718 -25.040 -1.377 -1.285 -1.939 HAL  YCL 31 
YCL HAM  HAM  H  0 1 N N N N N N -22.699 13.210 -21.762 1.239  -0.082 -0.088 HAM  YCL 32 
YCL HAMA HAMA H  0 0 N N N N N N -24.138 12.444 -22.551 1.622  0.932  1.324  HAMA YCL 33 
YCL HAN  HAN  H  0 1 N N N N N N -23.073 12.110 -19.805 3.216  0.829  -1.277 HAN  YCL 34 
YCL HANA HANA H  0 0 N N N N N N -24.825 12.455 -19.840 3.598  1.843  0.135  HANA YCL 35 
YCL HAO  HAO  H  0 1 N N N N N N -25.106 14.403 -22.521 1.377  2.968  -0.070 HAO  YCL 36 
YCL HAOA HAOA H  0 0 N N N N N N -25.166 14.262 -20.699 0.994  1.954  -1.482 HAOA YCL 37 
YCL HAP  HAP  H  0 1 N N N N N N -23.980 7.418  -20.723 5.509  -2.475 0.474  HAP  YCL 38 
YCL HAPA HAPA H  0 0 N N N N N N -23.992 8.393  -22.203 5.892  -1.461 1.886  HAPA YCL 39 
YCL HNAS HNAS H  0 0 N N N N N N -24.911 16.129 -23.167 -0.808 0.357  -1.306 HNAS YCL 40 
YCL HAZ  HAZ  H  0 1 N N N N N N -23.764 16.051 -20.447 -0.596 1.967  1.122  HAZ  YCL 41 
YCL HO1  HO1  H  0 1 N N N N N N -25.906 20.926 -20.192 -5.401 -0.899 3.100  HO1  YCL 42 
YCL HAR  HAR  H  0 1 N N N N N N -24.642 10.715 -21.841 3.405  -0.841 0.993  HAR  YCL 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 
YCL CL  CAP  SING N N 1  
YCL C1  O1   SING N N 2  
YCL C1  O2   DOUB N N 3  
YCL C1  CAK  SING N N 4  
YCL NAA CAU  SING N N 5  
YCL NAC CAV  DOUB N N 6  
YCL OAE CAU  DOUB N N 7  
YCL OAF CAW  DOUB N N 8  
YCL CAH CAI  DOUB Y N 9  
YCL CAH CAJ  SING Y N 10 
YCL CAI CAK  SING Y N 11 
YCL CAJ CAL  DOUB Y N 12 
YCL CAK CAX  DOUB Y N 13 
YCL CAL CAX  SING Y N 14 
YCL CAM CAN  SING N N 15 
YCL CAM CAO  SING N N 16 
YCL CAN NAR  SING N N 17 
YCL CAO CAZ  SING N N 18 
YCL CAP CAV  SING N N 19 
YCL NAR CAV  SING N N 20 
YCL NAS CAW  SING N N 21 
YCL NAS CAZ  SING N N 22 
YCL CAU CAZ  SING N N 23 
YCL CAW CAX  SING N N 24 
YCL NAA HNAA SING N N 25 
YCL NAA HNAB SING N N 26 
YCL NAC HNAC SING N N 27 
YCL CAH HAH  SING N N 28 
YCL CAI HAI  SING N N 29 
YCL CAJ HAJ  SING N N 30 
YCL CAL HAL  SING N N 31 
YCL CAM HAM  SING N N 32 
YCL CAM HAMA SING N N 33 
YCL CAN HAN  SING N N 34 
YCL CAN HANA SING N N 35 
YCL CAO HAO  SING N N 36 
YCL CAO HAOA SING N N 37 
YCL CAP HAP  SING N N 38 
YCL CAP HAPA SING N N 39 
YCL NAS HNAS SING N N 40 
YCL CAZ HAZ  SING N N 41 
YCL O1  HO1  SING N N 42 
YCL NAR HAR  SING N N 43 
# 
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 
YCL SMILES           ACDLabs              12.01 "ClCC(=[N@H])NCCCC(C(=O)N)NC(=O)c1ccccc1C(=O)O"                                                                                                                  
YCL InChI            InChI                1.03  "InChI=1S/C15H19ClN4O4/c16-8-12(17)19-7-3-6-11(13(18)21)20-14(22)9-4-1-2-5-10(9)15(23)24/h1-2,4-5,11H,3,6-8H2,(H2,17,19)(H2,18,21)(H,20,22)(H,23,24)/t11-/m0/s1" 
YCL InChIKey         InChI                1.03  VUCFCRGOVAAFJN-NSHDSACASA-N                                                                                                                                      
YCL SMILES_CANONICAL CACTVS               3.370 "NC(=O)[C@H](CCCNC(=N)CCl)NC(=O)c1ccccc1C(O)=O"                                                                                                                  
YCL SMILES           CACTVS               3.370 "NC(=O)[CH](CCCNC(=N)CCl)NC(=O)c1ccccc1C(O)=O"                                                                                                                   
YCL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "[H]/N=C(/CCl)\NCCC[C@@H](C(=O)N)NC(=O)c1ccccc1C(=O)O"                                                                                                           
YCL SMILES           "OpenEye OEToolkits" 1.7.2 "c1ccc(c(c1)C(=O)NC(CCCNC(=N)CCl)C(=O)N)C(=O)O"                                                                                                                  
# 
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 
YCL "SYSTEMATIC NAME" ACDLabs              12.01 "2-{[(2S)-1-amino-5-{[(1Z)-2-chloroethanimidoyl]amino}-1-oxopentan-2-yl]carbamoyl}benzoic acid"         
YCL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "2-[[(2S)-1-azanyl-5-(2-chloranylethanimidoylamino)-1-oxidanylidene-pentan-2-yl]carbamoyl]benzoic 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 
YCL "Create component" 2011-08-08 PDBJ 
YCL "Modify synonyms"  2011-10-18 PDBJ 
YCL "Modify synonyms"  2021-03-01 PDBE 
YCL "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      YCL 
_pdbx_chem_comp_synonyms.name         o-Cl-amidine 
_pdbx_chem_comp_synonyms.provenance   ? 
_pdbx_chem_comp_synonyms.type         ? 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            YCL 
_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               CAP 
_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      ? 
# 
