data_YC2
# 
_chem_comp.id                                    YC2 
_chem_comp.name                                  "N-{[(1S)-1-carboxy-5-{[(4-iodophenyl)carbonyl]amino}pentyl]carbamoyl}-L-glutamic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H24 I N3 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(S)-2-(3-((S)-1-carboxy-(4-iodobenzamido)pentyl)ureido)pentanedioic acid" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-05 
_chem_comp.pdbx_modified_date                    2008-12-26 
_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                        549.314 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YC2 
_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        3D7H 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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.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 
YC2 I24  I24  I 0 1 N N N 23.760 50.289 51.196 -9.045 0.297  -0.661 I24  YC2 1  
YC2 C23  C23  C 0 1 Y N N 23.569 50.000 49.067 -7.028 0.391  -0.102 C23  YC2 2  
YC2 C22  C22  C 0 1 Y N N 23.687 51.034 48.136 -6.592 1.402  0.736  C22  YC2 3  
YC2 C21  C21  C 0 1 Y N N 23.542 50.860 46.740 -5.265 1.469  1.108  C21  YC2 4  
YC2 C25  C25  C 0 1 Y N N 23.305 48.745 48.495 -6.139 -0.563 -0.568 C25  YC2 5  
YC2 C26  C26  C 0 1 Y N N 23.190 48.561 47.096 -4.810 -0.507 -0.203 C26  YC2 6  
YC2 C20  C20  C 0 1 Y N N 23.304 49.594 46.175 -4.363 0.513  0.638  C20  YC2 7  
YC2 C19  C19  C 0 1 N N N 23.103 49.384 44.677 -2.940 0.579  1.033  C19  YC2 8  
YC2 O27  O27  O 0 1 N N N 22.541 50.263 44.015 -2.553 1.466  1.768  O27  YC2 9  
YC2 N18  N18  N 0 1 N N N 23.417 48.267 44.028 -2.070 -0.345 0.577  N18  YC2 10 
YC2 C17  C17  C 0 1 N N N 23.219 47.936 42.619 -0.660 -0.280 0.968  C17  YC2 11 
YC2 C16  C16  C 0 1 N N N 23.271 46.408 42.510 0.103  -1.436 0.319  C16  YC2 12 
YC2 C15  C15  C 0 1 N N N 22.420 45.614 43.538 1.576  -1.368 0.727  C15  YC2 13 
YC2 C14  C14  C 0 1 N N N 20.906 45.704 43.282 2.339  -2.524 0.078  C14  YC2 14 
YC2 C13  C13  C 0 1 N N S 19.941 45.028 44.281 3.812  -2.456 0.486  C13  YC2 15 
YC2 C28  C28  C 0 1 N N N 20.165 45.641 45.633 4.539  -3.661 -0.052 C28  YC2 16 
YC2 O30  O30  O 0 1 N N N 20.779 44.961 46.476 4.157  -4.895 0.315  O30  YC2 17 
YC2 O29  O29  O 0 1 N N N 19.687 46.798 45.888 5.465  -3.517 -0.814 O29  YC2 18 
YC2 N12  N12  N 0 1 N N N 18.630 45.444 43.764 4.415  -1.238 -0.060 N12  YC2 19 
YC2 C11  C11  C 0 1 N N N 17.931 44.709 42.868 5.494  -0.693 0.537  C11  YC2 20 
YC2 O31  O31  O 0 1 N N N 18.322 43.634 42.364 5.966  -1.213 1.529  O31  YC2 21 
YC2 N10  N10  N 0 1 N N N 16.706 45.194 42.514 6.048  0.428  0.034  N10  YC2 22 
YC2 C6   C6   C 0 1 N N S 16.057 44.518 41.415 7.220  1.020  0.683  C6   YC2 23 
YC2 C7   C7   C 0 1 N N N 17.023 44.715 40.250 6.772  1.918  1.806  C7   YC2 24 
YC2 O9   O9   O 0 1 N N N 17.967 45.594 40.270 7.682  2.572  2.547  O9   YC2 25 
YC2 O8   O8   O 0 1 N N N 16.960 43.935 39.255 5.595  2.051  2.041  O8   YC2 26 
YC2 C5   C5   C 0 1 N N N 14.759 45.298 41.066 8.011  1.837  -0.340 C5   YC2 27 
YC2 C4   C4   C 0 1 N N N 15.005 46.805 40.898 8.572  0.905  -1.415 C4   YC2 28 
YC2 C2   C2   C 0 1 N N N 13.879 47.582 40.199 9.351  1.710  -2.423 C2   YC2 29 
YC2 O1   O1   O 0 1 N N N 13.127 46.988 39.381 9.447  2.908  -2.295 O1   YC2 30 
YC2 O3   O3   O 0 1 N N N 13.805 48.803 40.436 9.937  1.097  -3.464 O3   YC2 31 
YC2 H22  H22  H 0 1 N N N 23.902 52.026 48.504 -7.291 2.141  1.099  H22  YC2 32 
YC2 H21  H21  H 0 1 N N N 23.616 51.721 46.092 -4.926 2.258  1.762  H21  YC2 33 
YC2 H25  H25  H 0 1 N N N 23.186 47.891 49.145 -6.487 -1.352 -1.218 H25  YC2 34 
YC2 H26  H26  H 0 1 N N N 23.004 47.564 46.725 -4.118 -1.252 -0.567 H26  YC2 35 
YC2 HN18 HN18 H 0 0 N N N 23.849 47.554 44.581 -2.379 -1.053 -0.010 HN18 YC2 36 
YC2 H17  H17  H 0 1 N N N 22.245 48.312 42.271 -0.235 0.668  0.638  H17  YC2 37 
YC2 H17A H17A H 0 0 N N N 23.995 48.401 41.993 -0.580 -0.356 2.053  H17A YC2 38 
YC2 H16  H16  H 0 1 N N N 22.905 46.140 41.508 -0.322 -2.383 0.649  H16  YC2 39 
YC2 H16A H16A H 0 0 N N N 24.316 46.131 42.713 0.023  -1.360 -0.766 H16A YC2 40 
YC2 H15  H15  H 0 1 N N N 22.715 44.556 43.482 2.001  -0.420 0.397  H15  YC2 41 
YC2 H15A H15A H 0 0 N N N 22.610 46.055 44.528 1.656  -1.444 1.812  H15A YC2 42 
YC2 H14  H14  H 0 1 N N N 20.653 46.775 43.280 1.914  -3.471 0.408  H14  YC2 43 
YC2 H14A H14A H 0 0 N N N 20.756 45.152 42.343 2.259  -2.448 -1.007 H14A YC2 44 
YC2 H13  H13  H 0 1 N N N 20.055 43.938 44.376 3.887  -2.442 1.574  H13  YC2 45 
YC2 HO30 HO30 H 0 0 N N N 20.822 45.437 47.297 4.654  -5.637 -0.057 HO30 YC2 46 
YC2 HN12 HN12 H 0 0 N N N 18.238 46.305 44.087 4.038  -0.823 -0.852 HN12 YC2 47 
YC2 HN10 HN10 H 0 0 N N N 16.284 45.968 42.986 5.671  0.842  -0.758 HN10 YC2 48 
YC2 H6   H6   H 0 1 N N N 15.820 43.466 41.632 7.854  0.227  1.082  H6   YC2 49 
YC2 HO9  HO9  H 0 1 N N N 18.496 45.509 39.486 7.346  3.137  3.256  HO9  YC2 50 
YC2 H5   H5   H 0 1 N N N 14.359 44.903 40.121 7.354  2.573  -0.804 H5   YC2 51 
YC2 H5A  H5A  H 0 1 N N N 14.053 45.164 41.898 8.833  2.350  0.161  H5A  YC2 52 
YC2 H4   H4   H 0 1 N N N 15.130 47.235 41.903 9.229  0.169  -0.952 H4   YC2 53 
YC2 H4A  H4A  H 0 1 N N N 15.891 46.901 40.253 7.750  0.393  -1.916 H4A  YC2 54 
YC2 HO3  HO3  H 0 1 N N N 13.111 49.186 39.912 10.425 1.656  -4.084 HO3  YC2 55 
# 
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 
YC2 C23 I24  SING N N 1  
YC2 C22 C23  DOUB Y N 2  
YC2 C25 C23  SING N N 3  
YC2 C21 C22  SING Y N 4  
YC2 C22 H22  SING N N 5  
YC2 C20 C21  DOUB Y N 6  
YC2 C21 H21  SING N N 7  
YC2 C26 C25  DOUB Y N 8  
YC2 C25 H25  SING N N 9  
YC2 C20 C26  SING Y N 10 
YC2 C26 H26  SING Y N 11 
YC2 C19 C20  SING N N 12 
YC2 O27 C19  DOUB N N 13 
YC2 N18 C19  SING N N 14 
YC2 C17 N18  SING N N 15 
YC2 N18 HN18 SING N N 16 
YC2 C16 C17  SING N N 17 
YC2 C17 H17  SING N N 18 
YC2 C17 H17A SING N N 19 
YC2 C16 C15  SING N N 20 
YC2 C16 H16  SING N N 21 
YC2 C16 H16A SING N N 22 
YC2 C14 C15  SING N N 23 
YC2 C15 H15  SING N N 24 
YC2 C15 H15A SING N N 25 
YC2 C14 C13  SING N N 26 
YC2 C14 H14  SING N N 27 
YC2 C14 H14A SING N N 28 
YC2 N12 C13  SING N N 29 
YC2 C13 C28  SING N N 30 
YC2 C13 H13  SING N N 31 
YC2 C28 O29  DOUB N N 32 
YC2 C28 O30  SING N N 33 
YC2 O30 HO30 SING N N 34 
YC2 C11 N12  SING N N 35 
YC2 N12 HN12 SING N N 36 
YC2 O31 C11  DOUB N N 37 
YC2 N10 C11  SING N N 38 
YC2 C6  N10  SING N N 39 
YC2 N10 HN10 SING N N 40 
YC2 C7  C6   SING N N 41 
YC2 C5  C6   SING N N 42 
YC2 C6  H6   SING N N 43 
YC2 O8  C7   DOUB N N 44 
YC2 C7  O9   SING N N 45 
YC2 O9  HO9  SING N N 46 
YC2 C4  C5   SING N N 47 
YC2 C5  H5   SING N N 48 
YC2 C5  H5A  SING N N 49 
YC2 C2  C4   SING N N 50 
YC2 C4  H4   SING N N 51 
YC2 C4  H4A  SING N N 52 
YC2 O1  C2   DOUB N N 53 
YC2 C2  O3   SING N N 54 
YC2 O3  HO3  SING N N 55 
# 
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 
YC2 SMILES           ACDLabs              10.04 O=C(c1ccc(I)cc1)NCCCCC(C(=O)O)NC(=O)NC(C(=O)O)CCC(=O)O 
YC2 InChI            InChI                1.02b 
InChI=1/C19H24IN3O8/c20-12-6-4-11(5-7-12)16(26)21-10-2-1-3-13(17(27)28)22-19(31)23-14(18(29)30)8-9-15(24)25/h4-7,13-14H,1-3,8-10H2,(H,21,26)(H,24,25)(H,27,28)(H,29,30)(H2,22,23,31)/t13-,14-/m0/s1/f/h21-24,27,29H 
YC2 InChIKey         InChI                1.02b ROXRILBFJQYPNZ-REEZAZQODX 
YC2 SMILES_CANONICAL CACTVS               3.341 OC(=O)CC[C@H](NC(=O)N[C@@H](CCCCNC(=O)c1ccc(I)cc1)C(O)=O)C(O)=O 
YC2 SMILES           CACTVS               3.341 OC(=O)CC[CH](NC(=O)N[CH](CCCCNC(=O)c1ccc(I)cc1)C(O)=O)C(O)=O 
YC2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NCCCC[C@@H](C(=O)O)NC(=O)N[C@@H](CCC(=O)O)C(=O)O)I 
YC2 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C(=O)NCCCCC(C(=O)O)NC(=O)NC(CCC(=O)O)C(=O)O)I 
# 
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 
YC2 "SYSTEMATIC NAME" ACDLabs              10.04 "N-{[(1S)-1-carboxy-5-{[(4-iodophenyl)carbonyl]amino}pentyl]carbamoyl}-L-glutamic acid"                     
YC2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[(2S)-1-hydroxy-6-[(4-iodophenyl)carbonylamino]-1-oxo-hexan-2-yl]carbamoylamino]pentanedioic acid" 
# 
