data_3CB
# 
_chem_comp.id                                    3CB 
_chem_comp.name                                  N-[(3-CARBOXYBENZYL)SULFONYL]ISOLEUCYL-N~1~-{4-[AMINO(IMINO)METHYL]BENZYL}-5-IMINOORNITHINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H37 N7 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "3-({1-[3-CARBAMIMIDOYL-1-(4-CARBAMIMIDOYL-BENZYLCARBAMOYL)-PROPYLCARBAMOYL]-2-METHYL-BUTYLSULFAMOYL}-METHYL)-BENZOIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-11-24 
_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                        587.691 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3CB 
_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        1WSS 
_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 
3CB C15  C15  C 0 1 N N N 35.635 6.944  9.853  -1.091 -0.590 0.344   C15  3CB 1  
3CB O1   O1   O 0 1 N N N 34.895 7.356  10.750 -1.193 -1.763 0.053   O1   3CB 2  
3CB N17  N17  N 0 1 N N N 35.460 7.215  8.526  -0.856 0.324  -0.616  N17  3CB 3  
3CB C18  C18  C 0 1 N N S 34.377 8.162  8.257  -0.774 -0.091 -2.019  C18  3CB 4  
3CB C19  C19  C 0 1 N N N 34.342 8.707  6.833  -2.069 0.288  -2.740  C19  3CB 5  
3CB C20  C20  C 0 1 N N N 35.717 9.126  6.334  -3.241 -0.477 -2.121  C20  3CB 6  
3CB C28  C28  C 0 1 N N N 33.067 7.466  8.622  0.389  0.599  -2.680  C28  3CB 7  
3CB O30  O30  O 0 1 N N N 32.915 6.261  8.411  1.082  1.364  -2.043  O30  3CB 8  
3CB N31  N31  N 0 1 N N N 32.153 8.283  9.174  0.660  0.368  -3.980  N31  3CB 9  
3CB C32  C32  C 0 1 N N N 30.785 7.812  9.368  1.792  1.040  -4.623  C32  3CB 10 
3CB C16  C16  C 0 1 Y N N 31.223 6.530  11.454 1.198  1.327  -7.036  C16  3CB 11 
3CB C17  C17  C 0 1 Y N N 31.071 6.304  12.819 1.271  0.941  -8.359  C17  3CB 12 
3CB C22  C22  C 0 1 Y N N 30.168 7.062  13.595 2.032  -0.172 -8.716  C22  3CB 13 
3CB C23  C23  C 0 1 Y N N 29.376 8.041  12.944 2.713  -0.888 -7.733  C23  3CB 14 
3CB C24  C24  C 0 1 Y N N 29.548 8.290  11.561 2.637  -0.488 -6.414  C24  3CB 15 
3CB C25  C25  C 0 1 Y N N 30.488 7.540  10.815 1.876  0.613  -6.065  C25  3CB 16 
3CB C26  C26  C 0 1 N N N 30.088 6.815  15.072 2.114  -0.592 -10.134 C26  3CB 17 
3CB N1   N1   N 0 1 N N N 30.737 5.789  15.648 1.476  0.078  -11.050 N1   3CB 18 
3CB C2   C2   C 0 1 N N N 35.702 9.653  4.935  -4.524 -0.057 -2.790  C2   3CB 19 
3CB N5   N5   N 0 1 N N N 35.598 8.857  3.874  -5.714 -0.613 -2.398  N5   3CB 20 
3CB N3   N3   N 0 1 N N N 35.849 10.969 4.787  -4.503 0.826  -3.733  N3   3CB 21 
3CB C1   C1   C 0 1 N N R 37.954 7.046  10.765 -2.680 0.227  2.063   C1   3CB 22 
3CB C4   C4   C 0 1 N N N 39.181 6.304  11.291 -3.052 1.458  1.234   C4   3CB 23 
3CB N4   N4   N 0 1 N N N 36.542 5.092  11.267 -0.832 -1.257 2.663   N4   3CB 24 
3CB C5   C5   C 0 1 N N R 36.859 6.072  10.212 -1.226 -0.156 1.781   C5   3CB 25 
3CB C3   C3   C 0 1 N N N 38.346 8.188  9.796  -3.598 -0.937 1.686   C3   3CB 26 
3CB S1   S1   S 0 1 N N N 35.683 3.638  10.875 0.353  -1.027 3.796   S1   3CB 27 
3CB O4   O4   O 0 1 N N N 35.840 2.804  12.008 0.453  -2.304 4.411   O4   3CB 28 
3CB O3   O3   O 0 1 N N N 36.238 3.246  9.632  1.414  -0.472 3.032   O3   3CB 29 
3CB C9   C9   C 0 1 N N N 33.986 4.053  10.624 -0.376 0.198  4.915   C9   3CB 30 
3CB C6   C6   C 0 1 N N N 39.825 5.462  10.191 -2.225 2.657  1.702   C6   3CB 31 
3CB C8   C8   C 0 1 Y N N 33.119 2.900  10.291 0.640  0.600  5.952   C8   3CB 32 
3CB C7   C7   C 0 1 Y N N 33.142 2.365  8.996  0.719  -0.091 7.143   C7   3CB 33 
3CB C12  C12  C 0 1 Y N N 32.372 1.236  8.680  1.665  0.279  8.101   C12  3CB 34 
3CB C10  C10  C 0 1 Y N N 31.596 0.622  9.686  2.518  1.355  7.850   C10  3CB 35 
3CB C11  C11  C 0 1 Y N N 31.563 1.152  10.987 2.425  2.042  6.657   C11  3CB 36 
3CB C13  C13  C 0 1 Y N N 32.315 2.306  11.281 1.488  1.666  5.711   C13  3CB 37 
3CB N2   N2   N 0 1 N N N 29.343 7.594  15.858 2.866  -1.692 -10.483 N2   3CB 38 
3CB C14  C14  C 0 1 N N N 32.373 0.707  7.318  1.759  -0.461 9.376   C14  3CB 39 
3CB O2   O2   O 0 1 N N N 31.712 -0.302 7.075  2.670  -0.098 10.299  O2   3CB 40 
3CB O5   O5   O 0 1 N N N 33.029 1.297  6.461  1.016  -1.397 9.591   O5   3CB 41 
3CB H17  H17  H 0 1 N N N 36.058 6.770  7.830  -0.742 1.257  -0.379  H17  3CB 42 
3CB H18  H18  H 0 1 N N N 34.548 9.071  8.880  -0.633 -1.170 -2.070  H18  3CB 43 
3CB H191 1H19 H 0 0 N N N 33.611 9.544  6.742  -2.241 1.359  -2.638  H191 3CB 44 
3CB H192 2H19 H 0 0 N N N 33.868 7.977  6.136  -1.986 0.032  -3.796  H192 3CB 45 
3CB H201 1H20 H 0 0 N N N 36.447 8.289  6.435  -3.090 -1.547 -2.261  H201 3CB 46 
3CB H202 2H20 H 0 0 N N N 36.184 9.862  7.030  -3.297 -0.255 -1.055  H202 3CB 47 
3CB H31  H31  H 0 1 N N N 32.481 9.214  9.433  0.106  -0.242 -4.489  H31  3CB 48 
3CB H321 1H32 H 0 0 N N N 30.569 6.920  8.735  1.651  2.120  -4.571  H321 3CB 49 
3CB H322 2H32 H 0 0 N N N 30.046 8.521  8.928  2.715  0.770  -4.109  H322 3CB 50 
3CB H16  H16  H 0 1 N N N 31.928 5.907  10.877 0.609  2.189  -6.759  H16  3CB 51 
3CB H2   H2   H 0 1 N N N 31.675 5.512  13.293 0.741  1.499  -9.116  H2   3CB 52 
3CB H23  H23  H 0 1 N N N 28.624 8.611  13.515 3.304  -1.751 -8.003  H23  3CB 53 
3CB H24  H24  H 0 1 N N N 28.948 9.070  11.063 3.165  -1.042 -5.652  H24  3CB 54 
3CB HN1  HN1  H 0 1 N N N 30.309 4.973  15.211 1.530  -0.197 -11.978 HN1  3CB 55 
3CB HN51 1HN5 H 0 0 N N N 34.762 8.286  3.998  -6.540 -0.343 -2.829  HN51 3CB 56 
3CB HN52 2HN5 H 0 0 N N N 35.588 9.217  2.920  -5.730 -1.276 -1.691  HN52 3CB 57 
3CB HN3  HN3  H 0 1 N N N 36.778 11.375 4.900  -5.329 1.096  -4.164  HN3  3CB 58 
3CB H1   H1   H 0 1 N N N 37.466 7.551  11.631 -2.797 0.454  3.123   H1   3CB 59 
3CB H41  1H4  H 0 1 N N N 38.937 5.690  12.189 -4.113 1.676  1.363   H41  3CB 60 
3CB H42  2H4  H 0 1 N N N 39.915 7.002  11.758 -2.847 1.263  0.182   H42  3CB 61 
3CB HN4  HN4  H 0 1 N N N 36.038 5.573  12.012 -1.266 -2.121 2.584   HN4  3CB 62 
3CB H5   H5   H 0 1 N N N 37.192 5.509  9.309  -0.582 0.703  1.963   H5   3CB 63 
3CB H31A 1H3  H 0 0 N N N 38.982 7.812  8.961  -3.379 -1.793 2.325   H31A 3CB 64 
3CB H32  2H3  H 0 1 N N N 37.450 8.730  9.412  -4.638 -0.639 1.821   H32  3CB 65 
3CB H33  3H3  H 0 1 N N N 39.074 8.889  10.268 -3.430 -1.209 0.644   H33  3CB 66 
3CB H91  1H9  H 0 1 N N N 33.890 4.849  9.849  -0.680 1.076  4.345   H91  3CB 67 
3CB H92  2H9  H 0 1 N N N 33.584 4.600  11.509 -1.248 -0.232 5.409   H92  3CB 68 
3CB H61  1H6  H 0 1 N N N 40.069 6.076  9.293  -2.441 3.517  1.068   H61  3CB 69 
3CB H62  2H6  H 0 1 N N N 40.721 4.920  10.575 -2.480 2.894  2.735   H62  3CB 70 
3CB H63  3H6  H 0 1 N N N 39.091 4.764  9.725  -1.164 2.414  1.636   H63  3CB 71 
3CB H7   H7   H 0 1 N N N 33.770 2.835  8.221  0.055  -0.923 7.331   H7   3CB 72 
3CB H10  H10  H 0 1 N N N 31.009 -0.282 9.453  3.250  1.649  8.588   H10  3CB 73 
3CB H11  H11  H 0 1 N N N 30.954 0.668  11.769 3.084  2.874  6.462   H11  3CB 74 
3CB H13  H13  H 0 1 N N N 32.274 2.747  12.291 1.419  2.207  4.778   H13  3CB 75 
3CB HN21 1HN2 H 0 0 N N N 28.393 7.604  15.486 2.920  -1.968 -11.412 HN21 3CB 76 
3CB HN22 2HN2 H 0 0 N N N 29.289 7.426  16.863 3.341  -2.192 -9.801  HN22 3CB 77 
3CB HO2  HO2  H 0 1 N N N 31.713 -0.646 6.189  2.732  -0.582 11.134  HO2  3CB 78 
# 
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 
3CB C15 O1   DOUB N N 1  
3CB C15 N17  SING N N 2  
3CB C15 C5   SING N N 3  
3CB N17 C18  SING N N 4  
3CB N17 H17  SING N N 5  
3CB C18 C19  SING N N 6  
3CB C18 C28  SING N N 7  
3CB C18 H18  SING N N 8  
3CB C19 C20  SING N N 9  
3CB C19 H191 SING N N 10 
3CB C19 H192 SING N N 11 
3CB C20 C2   SING N N 12 
3CB C20 H201 SING N N 13 
3CB C20 H202 SING N N 14 
3CB C28 O30  DOUB N N 15 
3CB C28 N31  SING N N 16 
3CB N31 C32  SING N N 17 
3CB N31 H31  SING N N 18 
3CB C32 C25  SING N N 19 
3CB C32 H321 SING N N 20 
3CB C32 H322 SING N N 21 
3CB C16 C17  SING Y N 22 
3CB C16 C25  DOUB Y N 23 
3CB C16 H16  SING N N 24 
3CB C17 C22  DOUB Y N 25 
3CB C17 H2   SING N N 26 
3CB C22 C23  SING Y N 27 
3CB C22 C26  SING N N 28 
3CB C23 C24  DOUB Y N 29 
3CB C23 H23  SING N N 30 
3CB C24 C25  SING Y N 31 
3CB C24 H24  SING N N 32 
3CB C26 N1   DOUB N N 33 
3CB C26 N2   SING N N 34 
3CB N1  HN1  SING N N 35 
3CB C2  N5   SING N N 36 
3CB C2  N3   DOUB N N 37 
3CB N5  HN51 SING N N 38 
3CB N5  HN52 SING N N 39 
3CB N3  HN3  SING N N 40 
3CB C1  C4   SING N N 41 
3CB C1  C5   SING N N 42 
3CB C1  C3   SING N N 43 
3CB C1  H1   SING N N 44 
3CB C4  C6   SING N N 45 
3CB C4  H41  SING N N 46 
3CB C4  H42  SING N N 47 
3CB N4  C5   SING N N 48 
3CB N4  S1   SING N N 49 
3CB N4  HN4  SING N N 50 
3CB C5  H5   SING N N 51 
3CB C3  H31A SING N N 52 
3CB C3  H32  SING N N 53 
3CB C3  H33  SING N N 54 
3CB S1  O4   DOUB N N 55 
3CB S1  O3   DOUB N N 56 
3CB S1  C9   SING N N 57 
3CB C9  C8   SING N N 58 
3CB C9  H91  SING N N 59 
3CB C9  H92  SING N N 60 
3CB C6  H61  SING N N 61 
3CB C6  H62  SING N N 62 
3CB C6  H63  SING N N 63 
3CB C8  C7   SING Y N 64 
3CB C8  C13  DOUB Y N 65 
3CB C7  C12  DOUB Y N 66 
3CB C7  H7   SING N N 67 
3CB C12 C10  SING Y N 68 
3CB C12 C14  SING N N 69 
3CB C10 C11  DOUB Y N 70 
3CB C10 H10  SING N N 71 
3CB C11 C13  SING Y N 72 
3CB C11 H11  SING N N 73 
3CB C13 H13  SING N N 74 
3CB N2  HN21 SING N N 75 
3CB N2  HN22 SING N N 76 
3CB C14 O2   SING N N 77 
3CB C14 O5   DOUB N N 78 
3CB O2  HO2  SING N N 79 
# 
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 
3CB SMILES           ACDLabs              10.04 O=C(O)c1cc(ccc1)CS(=O)(=O)NC(C(=O)NC(C(=O)NCc2ccc(cc2)C(=[N@H])N)CCC(=[N@H])N)C(C)CC 
3CB InChI            InChI                1.02b 
;InChI=1/C27H37N7O6S/c1-3-16(2)23(34-41(39,40)15-18-5-4-6-20(13-18)27(37)38)26(36)33-21(11-12-22(28)29)25(35)32-14-17-7-9-19(10-8-17)24(30)31/h4-10,13,16,21,23,34H,3,11-12,14-15H2,1-2H3,(H3,28,29)(H3,30,31)(H,32,35)(H,33,36)(H,37,38)/t16-,21+,23-/m1/s1/f/h28,30,32-33,37H,29,31H2
;
3CB InChIKey         InChI                1.02b UBGNMISWPGURDN-HKOMJDECDD 
3CB SMILES_CANONICAL CACTVS               3.341 CC[C@@H](C)[C@@H](N[S](=O)(=O)Cc1cccc(c1)C(O)=O)C(=O)N[C@@H](CCC(N)=N)C(=O)NCc2ccc(cc2)C(N)=N 
3CB SMILES           CACTVS               3.341 CC[CH](C)[CH](N[S](=O)(=O)Cc1cccc(c1)C(O)=O)C(=O)N[CH](CCC(N)=N)C(=O)NCc2ccc(cc2)C(N)=N 
3CB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@@H](C)[C@H](C(=O)N[C@@H](CCC(=N)N)C(=O)NCc1ccc(cc1)C(=N)N)NS(=O)(=O)Cc2cccc(c2)C(=O)O 
3CB SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C)C(C(=O)NC(CCC(=N)N)C(=O)NCc1ccc(cc1)C(=N)N)NS(=O)(=O)Cc2cccc(c2)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 
3CB "SYSTEMATIC NAME" ACDLabs              10.04 N-[(3-carboxybenzyl)sulfonyl]-D-isoleucyl-N-(4-carbamimidoylbenzyl)-5-imino-L-ornithinamide                                                                    
3CB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[[(2R,3R)-1-[[(2S)-5-amino-1-[(4-carbamimidoylphenyl)methylamino]-5-imino-1-oxo-pentan-2-yl]amino]-3-methyl-1-oxo-pentan-2-yl]sulfamoylmethyl]benzoic acid" 
# 
