data_339
# 
_chem_comp.id                                    339 
_chem_comp.name                                  (S)-2-(3-((R)-1-(4-BROMOPHENYL)ETHYL)UREIDO)-N-((S)-1-((S)-5-GUANIDINO-1-OXO-1-(THIAZOL-2-YL)PENTAN-2-YLAMINO)-3-METHYL-1-OXOBUTAN-2-YL)-5-UREIDOPENTANAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H45 Br N10 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-05-25 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        725.701 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     339 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1ZOM 
_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 
339 CX   CX   C  0 1 N N N 11.517 51.160 25.099 -6.547  1.068  -1.754 CX   339 1  
339 CY   CY   C  0 1 N N S 11.880 51.214 23.583 -5.954  0.781  -0.399 CY   339 2  
339 CZ   CZ   C  0 1 Y N N 11.728 52.561 25.752 -7.754  0.362  -2.189 CZ   339 3  
339 OX   OX   O  0 1 N N N 10.137 50.807 25.171 -6.025  1.884  -2.485 OX   339 4  
339 N1   N1   N  0 1 N N N 13.339 51.557 23.459 -4.593  1.319  -0.337 N1   339 5  
339 C2   C2   C  0 1 N N N 11.668 49.861 22.888 -6.813  1.439  0.683  C2   339 6  
339 C3   C3   C  0 1 N N N 12.011 49.914 21.400 -6.283  1.045  2.064  C3   339 7  
339 C4   C4   C  0 1 N N N 11.804 48.569 20.743 -7.142  1.704  3.146  C4   339 8  
339 N5   N5   N  0 1 N N N 11.758 48.807 19.305 -6.634  1.326  4.471  N5   339 9  
339 C6   C6   C  0 1 N N N 11.339 47.980 18.342 -7.497  1.987  5.459  C6   339 10 
339 N7   N7   N  0 1 N N N 11.152 46.663 18.559 -8.787  1.287  5.529  N7   339 11 
339 N8   N8   N  0 1 N N N 11.112 48.507 17.143 -6.849  1.953  6.777  N8   339 12 
339 N9   N9   N  0 1 Y N N 12.747 52.844 26.510 -8.467  -0.561 -1.551 N9   339 13 
339 C10  C10  C  0 1 Y N N 12.653 54.178 26.932 -9.526  -1.071 -2.115 C10  339 14 
339 C11  C11  C  0 1 Y N N 11.519 54.817 26.431 -9.892  -0.663 -3.366 C11  339 15 
339 S12  S12  S  0 1 Y N N 10.585 53.800 25.460 -8.657  0.505  -3.724 S12  339 16 
339 N13  N13  N  0 1 N N N 15.855 53.384 21.696 -1.184  0.113  -0.951 N13  339 17 
339 C14  C14  C  0 1 N N S 15.469 52.754 23.010 -2.175  1.187  -0.841 C14  339 18 
339 C15  C15  C  0 1 N N N 13.911 52.698 23.046 -3.559  0.591  -0.801 C15  339 19 
339 O16  O16  O  0 1 N N N 13.245 53.674 22.695 -3.741  -0.545 -1.187 O16  339 20 
339 C17  C17  C  0 1 N N N 15.986 53.598 24.234 -2.055  2.117  -2.050 C17  339 21 
339 C18  C18  C  0 1 N N N 17.179 52.867 24.842 -0.673  2.772  -2.054 C18  339 22 
339 C19  C19  C  0 1 N N N 16.490 55.023 23.856 -2.241  1.309  -3.336 C19  339 23 
339 N20  N20  N  0 1 N N N 16.220 55.114 19.534 2.374   -0.333 -0.081 N20  339 24 
339 C21  C21  C  0 1 N N S 16.038 53.700 19.206 1.094   -0.793 -0.624 C21  339 25 
339 C22  C22  C  0 1 N N N 15.577 52.906 20.440 0.075   0.311  -0.511 C22  339 26 
339 O23  O23  O  0 1 N N N 14.959 51.858 20.242 0.387   1.377  -0.025 O23  339 27 
339 C24  C24  C  0 1 N N N 17.344 53.137 18.653 0.614   -2.013 0.164  C24  339 28 
339 C25  C25  C  0 1 N N N 17.595 53.624 17.232 1.586   -3.175 -0.052 C25  339 29 
339 C26  C26  C  0 1 N N N 18.882 53.062 16.692 1.106   -4.395 0.737  C26  339 30 
339 N27  N27  N  0 1 N N N 18.826 53.131 15.232 2.037   -5.507 0.530  N27  339 31 
339 C28  C28  C  0 1 N N N 19.827 52.996 14.346 1.815   -6.693 1.131  C28  339 32 
339 N29  N29  N  0 1 N N N 19.600 52.729 13.062 2.671   -7.716 0.941  N29  339 33 
339 O30  O30  O  0 1 N N N 21.061 53.142 14.767 0.842   -6.839 1.845  O30  339 34 
339 C31  C31  C  0 1 N N N 15.237 56.020 19.457 3.525   -0.895 -0.500 C31  339 35 
339 O32  O32  O  0 1 N N N 14.076 55.682 19.086 3.501   -1.784 -1.329 O32  339 36 
339 N33  N33  N  0 1 N N N 15.548 57.306 19.810 4.703   -0.472 0.000  N33  339 37 
339 C34  C34  C  0 1 N N R 14.603 58.480 19.840 5.954   -1.083 -0.455 C34  339 38 
339 C35  C35  C  0 1 Y N N 13.453 58.214 20.884 7.088   -0.108 -0.267 C35  339 39 
339 C36  C36  C  0 1 Y N N 12.238 59.016 20.833 7.139   0.682  0.867  C36  339 40 
339 C37  C37  C  0 1 Y N N 11.163 58.781 21.779 8.181   1.573  1.042  C37  339 41 
339 C38  C38  C  0 1 Y N N 11.283 57.739 22.798 9.167   1.682  0.078  C38  339 42 
339 C39  C39  C  0 1 Y N N 12.472 56.943 22.864 9.112   0.897  -1.059 C39  339 43 
339 C40  C40  C  0 1 Y N N 13.541 57.162 21.939 8.072   0.002  -1.231 C40  339 44 
339 BR41 BR41 BR 0 0 N N N 9.905  57.407 24.035 10.588  2.907  0.313  BR41 339 45 
339 C42  C42  C  0 1 N N N 15.368 59.754 20.232 6.230   -2.348 0.360  C42  339 46 
339 HY   HY   H  0 1 N N N 11.228 51.962 23.108 -5.927  -0.296 -0.235 HY   339 47 
339 HN1  HN1  H  0 1 N N N 13.974 50.830 23.722 -4.437  2.200  0.037  HN1  339 48 
339 H21A 1H2  H  0 0 N N N 10.604 49.596 22.981 -6.768  2.523  0.573  H21A 339 49 
339 H22  2H2  H  0 1 N N N 12.316 49.115 23.370 -7.845  1.105  0.581  H22  339 50 
339 H31  1H3  H  0 1 N N N 13.070 50.194 21.295 -6.328  -0.038 2.174  H31  339 51 
339 H32  2H3  H  0 1 N N N 11.360 50.653 20.911 -5.251  1.379  2.166  H32  339 52 
339 H41  1H4  H  0 1 N N N 10.874 48.098 21.094 -7.098  2.787  3.035  H41  339 53 
339 H42  2H4  H  0 1 N N N 12.632 47.889 20.993 -8.174  1.370  3.044  H42  339 54 
339 HN5  HN5  H  0 1 N N N 11.152 49.598 19.216 -6.789  0.333  4.569  HN5  339 55 
339 H6   H6   H  0 1 N N N 11.239 47.017 18.864 -7.661  3.023  5.161  H6   339 56 
339 HN71 1HN7 H  0 0 N N N 11.914 46.302 19.096 -8.586  0.338  5.806  HN71 339 57 
339 HN72 2HN7 H  0 0 N N N 11.106 46.184 17.683 -9.304  1.707  6.286  HN72 339 58 
339 HN81 1HN8 H  0 0 N N N 11.860 48.264 16.525 -6.024  2.529  6.709  HN81 339 59 
339 HN82 2HN8 H  0 0 N N N 11.055 49.502 17.221 -7.474  2.416  7.419  HN82 339 60 
339 H10  H10  H  0 1 N N N 13.378 54.657 27.573 -10.110 -1.817 -1.596 H10  339 61 
339 H11  H11  H  0 1 N N N 11.267 55.846 26.641 -10.728 -0.982 -3.972 H11  339 62 
339 H13  H13  H  0 1 N N N 16.368 54.241 21.745 -1.434  -0.739 -1.340 H13  339 63 
339 H14  H14  H  0 1 N N N 15.921 51.754 23.087 -1.997  1.753  0.073  H14  339 64 
339 H17  H17  H  0 1 N N N 15.131 53.709 24.918 -2.823  2.889  -1.991 H17  339 65 
339 H181 1H18 H  0 0 N N N 16.847 51.903 25.254 -0.629  3.523  -2.842 H181 339 66 
339 H182 2H18 H  0 0 N N N 17.614 53.480 25.646 -0.493  3.247  -1.089 H182 339 67 
339 H183 3H18 H  0 0 N N N 17.937 52.691 24.064 0.089   2.013  -2.233 H183 339 68 
339 H191 1H19 H  0 0 N N N 15.758 55.506 23.192 -1.473  0.538  -3.394 H191 339 69 
339 H192 2H19 H  0 0 N N N 17.458 54.944 23.340 -3.226  0.843  -3.333 H192 339 70 
339 H193 3H19 H  0 0 N N N 16.609 55.625 24.769 -2.156  1.972  -4.197 H193 339 71 
339 H20  H20  H  0 1 N N N 17.125 55.420 19.831 2.394   0.376  0.581  H20  339 72 
339 H21  H21  H  0 1 N N N 15.254 53.606 18.441 1.221   -1.065 -1.672 H21  339 73 
339 H241 1H24 H  0 0 N N N 17.273 52.039 18.639 0.573   -1.767 1.225  H241 339 74 
339 H242 2H24 H  0 0 N N N 18.174 53.467 19.295 -0.379  -2.302 -0.181 H242 339 75 
339 H251 1H25 H  0 0 N N N 17.667 54.722 17.243 1.628   -3.421 -1.113 H251 339 76 
339 H252 2H25 H  0 0 N N N 16.764 53.298 16.589 2.579   -2.887 0.294  H252 339 77 
339 H261 1H26 H  0 0 N N N 19.012 52.020 17.021 1.065   -4.148 1.798  H261 339 78 
339 H262 2H26 H  0 0 N N N 19.734 53.650 17.064 0.114   -4.683 0.392  H262 339 79 
339 H27  H27  H  0 1 N N N 17.922 53.301 14.841 2.814   -5.390 -0.039 H27  339 80 
339 H291 1H29 H  0 0 N N N 18.693 52.610 12.659 3.448   -7.599 0.372  H291 339 81 
339 H292 2H29 H  0 0 N N N 20.459 52.664 12.555 2.511   -8.569 1.374  H292 339 82 
339 H33  H33  H  0 1 N N N 16.496 57.484 20.074 4.723   0.237  0.662  H33  339 83 
339 H34  H34  H  0 1 N N N 14.163 58.612 18.840 5.869   -1.342 -1.511 H34  339 84 
339 H36  H36  H  0 1 N N N 12.137 59.790 20.087 6.369   0.596  1.619  H36  339 85 
339 H37  H37  H  0 1 N N N 10.266 59.381 21.730 8.224   2.186  1.930  H37  339 86 
339 H39  H39  H  0 1 N N N 12.562 56.173 23.616 9.881   0.982  -1.812 H39  339 87 
339 H40  H40  H  0 1 N N N 14.431 56.553 22.005 8.030   -0.612 -2.119 H40  339 88 
339 H421 1H42 H  0 0 N N N 14.771 60.638 19.961 6.316   -2.089 1.415  H421 339 89 
339 H422 2H42 H  0 0 N N N 16.329 59.783 19.698 5.411   -3.054 0.224  H422 339 90 
339 H423 3H42 H  0 0 N N N 15.551 59.753 21.317 7.161   -2.803 0.021  H423 339 91 
# 
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 
339 CX  CY   SING N N 1  
339 CX  CZ   SING N N 2  
339 CX  OX   DOUB N N 3  
339 CY  N1   SING N N 4  
339 CY  C2   SING N N 5  
339 CY  HY   SING N N 6  
339 CZ  N9   DOUB Y N 7  
339 CZ  S12  SING Y N 8  
339 N1  C15  SING N N 9  
339 N1  HN1  SING N N 10 
339 C2  C3   SING N N 11 
339 C2  H21A SING N N 12 
339 C2  H22  SING N N 13 
339 C3  C4   SING N N 14 
339 C3  H31  SING N N 15 
339 C3  H32  SING N N 16 
339 C4  N5   SING N N 17 
339 C4  H41  SING N N 18 
339 C4  H42  SING N N 19 
339 N5  C6   SING N N 20 
339 N5  HN5  SING N N 21 
339 C6  N7   SING N N 22 
339 C6  N8   SING N N 23 
339 C6  H6   SING N N 24 
339 N7  HN71 SING N N 25 
339 N7  HN72 SING N N 26 
339 N8  HN81 SING N N 27 
339 N8  HN82 SING N N 28 
339 N9  C10  SING Y N 29 
339 C10 C11  DOUB Y N 30 
339 C10 H10  SING N N 31 
339 C11 S12  SING Y N 32 
339 C11 H11  SING N N 33 
339 N13 C14  SING N N 34 
339 N13 C22  SING N N 35 
339 N13 H13  SING N N 36 
339 C14 C15  SING N N 37 
339 C14 C17  SING N N 38 
339 C14 H14  SING N N 39 
339 C15 O16  DOUB N N 40 
339 C17 C18  SING N N 41 
339 C17 C19  SING N N 42 
339 C17 H17  SING N N 43 
339 C18 H181 SING N N 44 
339 C18 H182 SING N N 45 
339 C18 H183 SING N N 46 
339 C19 H191 SING N N 47 
339 C19 H192 SING N N 48 
339 C19 H193 SING N N 49 
339 N20 C21  SING N N 50 
339 N20 C31  SING N N 51 
339 N20 H20  SING N N 52 
339 C21 C22  SING N N 53 
339 C21 C24  SING N N 54 
339 C21 H21  SING N N 55 
339 C22 O23  DOUB N N 56 
339 C24 C25  SING N N 57 
339 C24 H241 SING N N 58 
339 C24 H242 SING N N 59 
339 C25 C26  SING N N 60 
339 C25 H251 SING N N 61 
339 C25 H252 SING N N 62 
339 C26 N27  SING N N 63 
339 C26 H261 SING N N 64 
339 C26 H262 SING N N 65 
339 N27 C28  SING N N 66 
339 N27 H27  SING N N 67 
339 C28 N29  SING N N 68 
339 C28 O30  DOUB N N 69 
339 N29 H291 SING N N 70 
339 N29 H292 SING N N 71 
339 C31 O32  DOUB N N 72 
339 C31 N33  SING N N 73 
339 N33 C34  SING N N 74 
339 N33 H33  SING N N 75 
339 C34 C35  SING N N 76 
339 C34 C42  SING N N 77 
339 C34 H34  SING N N 78 
339 C35 C36  SING Y N 79 
339 C35 C40  DOUB Y N 80 
339 C36 C37  DOUB Y N 81 
339 C36 H36  SING N N 82 
339 C37 C38  SING Y N 83 
339 C37 H37  SING N N 84 
339 C38 C39  DOUB Y N 85 
339 C38 BR41 SING N N 86 
339 C39 C40  SING Y N 87 
339 C39 H39  SING N N 88 
339 C40 H40  SING N N 89 
339 C42 H421 SING N N 90 
339 C42 H422 SING N N 91 
339 C42 H423 SING N N 92 
# 
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 
339 SMILES           ACDLabs              10.04 O=C(c1nccs1)C(NC(=O)C(NC(=O)C(NC(=O)NC(c2ccc(Br)cc2)C)CCCNC(=O)N)C(C)C)CCCNC(N)N 
339 InChI            InChI                1.02b 
;InChI=1/C29H45BrN10O5S/c1-16(2)22(25(43)38-20(6-4-12-35-27(31)32)23(41)26-34-14-15-46-26)40-24(42)21(7-5-13-36-28(33)44)39-29(45)37-17(3)18-8-10-19(30)11-9-18/h8-11,14-17,20-22,27,35H,4-7,12-13,31-32H2,1-3H3,(H,38,43)(H,40,42)(H3,33,36,44)(H2,37,39,45)/t17-,20+,21+,22+/m1/s1/f/h36-40H,33H2
;
339 InChIKey         InChI                1.02b HWZOXFNZLMNLSU-KDPGYEHUDM 
339 SMILES_CANONICAL CACTVS               3.341 CC(C)[C@H](NC(=O)[C@H](CCCNC(N)=O)NC(=O)N[C@H](C)c1ccc(Br)cc1)C(=O)N[C@@H](CCCNC(N)N)C(=O)c2sccn2 
339 SMILES           CACTVS               3.341 CC(C)[CH](NC(=O)[CH](CCCNC(N)=O)NC(=O)N[CH](C)c1ccc(Br)cc1)C(=O)N[CH](CCCNC(N)N)C(=O)c2sccn2 
339 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H](C(=O)N[C@@H](CCCNC(N)N)C(=O)c1nccs1)NC(=O)[C@H](CCCNC(=O)N)NC(=O)N[C@H](C)c2ccc(cc2)Br 
339 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C(=O)NC(CCCNC(N)N)C(=O)c1nccs1)NC(=O)C(CCCNC(=O)N)NC(=O)NC(C)c2ccc(cc2)Br 
# 
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 
339 "SYSTEMATIC NAME" ACDLabs              10.04 2-[N~2~-{[(1R)-1-(4-bromophenyl)ethyl]carbamoyl}-N~5~-carbamoyl-L-ornithyl-L-valyl-N~5~-(diaminomethyl)-L-ornithyl]-1,3-thiazole                                                                       
339 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-5-(aminocarbonylamino)-2-[[(1R)-1-(4-bromophenyl)ethyl]carbamoylamino]-N-[(2S)-1-[[(2S)-5-(diaminomethylamino)-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]amino]-3-methyl-1-oxo-butan-2-yl]pentanamide 
# 
