data_P5B
# 
_chem_comp.id                                    P5B 
_chem_comp.name                                  N-(ETHYLSULFONYL)TRYPTOPHYL-N~1~-{4-[AMINO(IMINO)METHYL]BENZYL}GLUTAMAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H33 N7 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "2-[2-ETHANESULFONYLAMINO-3-(1H-INDOL-3-YL)-PROPIONYLAMINO]-PENTANEDIOIC ACID 5-AMIDE 1-(4-CARBAMIM IDOYL-BENZYLAMIDE)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-12-15 
_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                        555.649 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P5B 
_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        1WUN 
_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 
P5B C14  C14  C 0 1 N N N 35.773 7.068  10.113 -1.235 -0.305 0.927  C14  P5B 1  
P5B O1   O1   O 0 1 N N N 34.852 7.277  10.882 -0.919 -0.621 2.054  O1   P5B 2  
P5B N5   N5   N 0 1 N N N 35.795 7.551  8.835  -0.287 -0.125 -0.013 N5   P5B 3  
P5B C15  C15  C 0 1 N N S 34.675 8.358  8.386  1.126  -0.312 0.326  C15  P5B 4  
P5B C18  C18  C 0 1 N N N 34.797 8.672  6.900  1.489  -1.793 0.200  C18  P5B 5  
P5B C19  C19  C 0 1 N N N 36.062 9.451  6.514  0.712  -2.599 1.243  C19  P5B 6  
P5B C20  C20  C 0 1 N N N 33.373 7.594  8.705  1.981  0.496  -0.615 C20  P5B 7  
P5B O5   O5   O 0 1 N N N 33.308 6.373  8.578  1.461  1.163  -1.485 O5   P5B 8  
P5B N6   N6   N 0 1 N N N 32.369 8.384  9.136  3.323  0.478  -0.492 N6   P5B 9  
P5B C21  C21  C 0 1 N N N 31.126 7.734  9.431  4.153  1.264  -1.407 C21  P5B 10 
P5B C16  C16  C 0 1 Y N N 31.755 6.625  11.595 6.327  0.050  -1.649 C16  P5B 11 
P5B C17  C17  C 0 1 Y N N 31.520 6.372  12.946 7.658  -0.132 -1.333 C17  P5B 12 
P5B C22  C22  C 0 1 Y N N 30.461 6.991  13.633 8.277  0.718  -0.416 C22  P5B 13 
P5B C23  C23  C 0 1 Y N N 29.588 7.830  12.927 7.544  1.746  0.176  C23  P5B 14 
P5B C24  C24  C 0 1 Y N N 29.795 8.071  11.558 6.216  1.921  -0.152 C24  P5B 15 
P5B C25  C25  C 0 1 Y N N 30.883 7.474  10.890 5.606  1.072  -1.058 C25  P5B 16 
P5B C26  C26  C 0 1 N N N 30.296 6.754  15.073 9.704  0.528  -0.072 C26  P5B 17 
P5B N1   N1   N 0 1 N N N 30.944 5.752  15.658 10.386 -0.434 -0.627 N1   P5B 18 
P5B C2   C2   C 0 1 N N N 35.909 9.844  5.066  1.069  -4.058 1.118  C2   P5B 19 
P5B O2   O2   O 0 1 N N N 35.641 9.030  4.212  1.867  -4.418 0.279  O2   P5B 20 
P5B N3   N3   N 0 1 N N N 35.996 11.139 4.828  0.502  -4.963 1.940  N3   P5B 21 
P5B C1   C1   C 0 1 N N N 37.974 7.125  11.296 -3.212 -1.361 -0.134 C1   P5B 22 
P5B N4   N4   N 0 1 N N N 36.552 5.174  11.479 -3.460 0.111  1.803  N4   P5B 23 
P5B C5   C5   C 0 1 N N R 36.992 6.218  10.574 -2.689 -0.112 0.578  C5   P5B 24 
P5B S1   S1   S 0 1 N N N 36.391 3.586  10.849 -3.785 1.654  2.308  S1   P5B 25 
P5B O4   O4   O 0 1 N N N 35.754 3.792  9.596  -4.508 1.446  3.513  O4   P5B 26 
P5B O3   O3   O 0 1 N N N 35.724 2.865  11.877 -2.503 2.267  2.292  O3   P5B 27 
P5B C9   C9   C 0 1 N N N 37.975 2.960  10.598 -4.852 2.303  0.992  C9   P5B 28 
P5B C8   C8   C 0 1 N N N 38.444 2.650  12.024 -5.245 3.745  1.318  C8   P5B 29 
P5B N2   N2   N 0 1 N N N 29.483 7.490  15.825 10.312 1.369  0.834  N2   P5B 30 
P5B C10  C10  C 0 1 Y N N 41.432 4.588  14.669 -6.441 0.626  -3.955 C10  P5B 31 
P5B C7   C7   C 0 1 Y N N 41.885 4.729  13.312 -7.140 0.079  -2.901 C7   P5B 32 
P5B C3   C3   C 0 1 Y N N 41.122 5.368  12.340 -6.449 -0.478 -1.829 C3   P5B 33 
P5B C4   C4   C 0 1 Y N N 39.823 5.890  12.693 -5.042 -0.470 -1.836 C4   P5B 34 
P5B C11  C11  C 0 1 Y N N 39.382 5.778  14.021 -4.355 0.084  -2.918 C11  P5B 35 
P5B C6   C6   C 0 1 Y N N 40.164 5.127  15.038 -5.053 0.627  -3.960 C6   P5B 36 
P5B N7   N7   N 0 1 Y N N 41.338 5.643  11.004 -6.846 -1.085 -0.659 N7   P5B 37 
P5B C13  C13  C 0 1 Y N N 40.261 6.273  10.492 -5.748 -1.462 0.065  C13  P5B 38 
P5B C12  C12  C 0 1 Y N N 39.288 6.451  11.489 -4.628 -1.122 -0.592 C12  P5B 39 
P5B HN5  HN5  H 0 1 N N N 36.600 7.323  8.251  -0.539 0.128  -0.915 HN5  P5B 40 
P5B H15  H15  H 0 1 N N N 34.666 9.338  8.918  1.301  0.019  1.350  H15  P5B 41 
P5B H181 1H18 H 0 0 N N N 33.887 9.207  6.541  1.231  -2.147 -0.798 H181 P5B 42 
P5B H182 2H18 H 0 0 N N N 34.719 7.737  6.298  2.559  -1.921 0.366  H182 P5B 43 
P5B H191 1H19 H 0 0 N N N 37.003 8.889  6.719  0.969  -2.246 2.241  H191 P5B 44 
P5B H192 2H19 H 0 0 N N N 36.266 10.318 7.185  -0.358 -2.472 1.077  H192 P5B 45 
P5B HN6  HN6  H 0 1 N N N 32.535 9.386  9.231  3.738  -0.055 0.204  HN6  P5B 46 
P5B H211 1H21 H 0 0 N N N 31.038 6.787  8.850  3.979  0.933  -2.431 H211 P5B 47 
P5B H212 2H21 H 0 0 N N N 30.276 8.309  8.994  3.895  2.319  -1.317 H212 P5B 48 
P5B H16  H16  H 0 1 N N N 32.619 6.160  11.091 5.847  -0.608 -2.359 H16  P5B 49 
P5B H17  H17  H 0 1 N N N 32.183 5.671  13.480 8.220  -0.930 -1.795 H17  P5B 50 
P5B H23  H23  H 0 1 N N N 28.738 8.301  13.449 8.018  2.408  0.887  H23  P5B 51 
P5B H24  H24  H 0 1 N N N 29.103 8.730  11.007 5.648  2.718  0.306  H24  P5B 52 
P5B HN1  HN1  H 0 1 N N N 30.527 4.937  15.209 11.321 -0.558 -0.402 HN1  P5B 53 
P5B HN31 1HN3 H 0 0 N N N 35.893 11.405 3.849  -0.136 -4.676 2.612  HN31 P5B 54 
P5B HN32 2HN3 H 0 0 N N N 36.222 11.825 5.548  0.732  -5.902 1.860  HN32 P5B 55 
P5B H11A 1H1  H 0 0 N N N 37.557 7.494  12.262 -2.582 -1.578 -0.997 H11A P5B 56 
P5B H12  2H1  H 0 1 N N N 38.088 8.104  10.774 -3.190 -2.207 0.553  H12  P5B 57 
P5B HN4  HN4  H 0 1 N N N 35.672 5.454  11.912 -3.780 -0.646 2.319  HN4  P5B 58 
P5B H5   H5   H 0 1 N N N 37.479 5.750  9.687  -2.793 0.751  -0.079 H5   P5B 59 
P5B H91  1H9  H 0 1 N N N 38.654 3.626  10.017 -5.751 1.690  0.917  H91  P5B 60 
P5B H92  2H9  H 0 1 N N N 38.031 2.101  9.890  -4.316 2.278  0.043  H92  P5B 61 
P5B H81  1H8  H 0 1 N N N 37.765 1.984  12.605 -5.886 4.135  0.527  H81  P5B 62 
P5B H82  2H8  H 0 1 N N N 39.470 2.245  11.861 -5.781 3.770  2.267  H82  P5B 63 
P5B H83  3H8  H 0 1 N N N 38.388 3.510  12.732 -4.346 4.358  1.393  H83  P5B 64 
P5B HN21 1HN2 H 0 0 N N N 28.557 7.461  15.399 9.805  2.086  1.247  HN21 P5B 65 
P5B HN22 2HN2 H 0 0 N N N 29.368 7.325  16.825 11.248 1.245  1.059  HN22 P5B 66 
P5B H10  H10  H 0 1 N N N 42.052 4.071  15.421 -6.979 1.058  -4.786 H10  P5B 67 
P5B H7   H7   H 0 1 N N N 42.865 4.328  13.002 -8.220 0.083  -2.906 H7   P5B 68 
P5B H11  H11  H 0 1 N N N 38.399 6.211  14.271 -3.275 0.088  -2.929 H11  P5B 69 
P5B H6   H6   H 0 1 N N N 39.800 5.043  16.076 -4.521 1.059  -4.794 H6   P5B 70 
P5B HN7  HN7  H 0 1 N N N 42.176 5.413  10.470 -7.767 -1.225 -0.387 HN7  P5B 71 
P5B H13  H13  H 0 1 N N N 40.188 6.589  9.438  -5.777 -1.959 1.023  H13  P5B 72 
# 
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 
P5B C14 O1   DOUB N N 1  
P5B C14 N5   SING N N 2  
P5B C14 C5   SING N N 3  
P5B N5  C15  SING N N 4  
P5B N5  HN5  SING N N 5  
P5B C15 C18  SING N N 6  
P5B C15 C20  SING N N 7  
P5B C15 H15  SING N N 8  
P5B C18 C19  SING N N 9  
P5B C18 H181 SING N N 10 
P5B C18 H182 SING N N 11 
P5B C19 C2   SING N N 12 
P5B C19 H191 SING N N 13 
P5B C19 H192 SING N N 14 
P5B C20 O5   DOUB N N 15 
P5B C20 N6   SING N N 16 
P5B N6  C21  SING N N 17 
P5B N6  HN6  SING N N 18 
P5B C21 C25  SING N N 19 
P5B C21 H211 SING N N 20 
P5B C21 H212 SING N N 21 
P5B C16 C17  SING Y N 22 
P5B C16 C25  DOUB Y N 23 
P5B C16 H16  SING N N 24 
P5B C17 C22  DOUB Y N 25 
P5B C17 H17  SING N N 26 
P5B C22 C23  SING Y N 27 
P5B C22 C26  SING N N 28 
P5B C23 C24  DOUB Y N 29 
P5B C23 H23  SING N N 30 
P5B C24 C25  SING Y N 31 
P5B C24 H24  SING N N 32 
P5B C26 N1   DOUB N N 33 
P5B C26 N2   SING N N 34 
P5B N1  HN1  SING N N 35 
P5B C2  O2   DOUB N N 36 
P5B C2  N3   SING N N 37 
P5B N3  HN31 SING N N 38 
P5B N3  HN32 SING N N 39 
P5B C1  C5   SING N N 40 
P5B C1  C12  SING N N 41 
P5B C1  H11A SING N N 42 
P5B C1  H12  SING N N 43 
P5B N4  C5   SING N N 44 
P5B N4  S1   SING N N 45 
P5B N4  HN4  SING N N 46 
P5B C5  H5   SING N N 47 
P5B S1  O4   DOUB N N 48 
P5B S1  O3   DOUB N N 49 
P5B S1  C9   SING N N 50 
P5B C9  C8   SING N N 51 
P5B C9  H91  SING N N 52 
P5B C9  H92  SING N N 53 
P5B C8  H81  SING N N 54 
P5B C8  H82  SING N N 55 
P5B C8  H83  SING N N 56 
P5B N2  HN21 SING N N 57 
P5B N2  HN22 SING N N 58 
P5B C10 C7   DOUB Y N 59 
P5B C10 C6   SING Y N 60 
P5B C10 H10  SING N N 61 
P5B C7  C3   SING Y N 62 
P5B C7  H7   SING N N 63 
P5B C3  C4   DOUB Y N 64 
P5B C3  N7   SING Y N 65 
P5B C4  C11  SING Y N 66 
P5B C4  C12  SING Y N 67 
P5B C11 C6   DOUB Y N 68 
P5B C11 H11  SING N N 69 
P5B C6  H6   SING N N 70 
P5B N7  C13  SING Y N 71 
P5B N7  HN7  SING N N 72 
P5B C13 C12  DOUB Y N 73 
P5B C13 H13  SING N N 74 
# 
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 
P5B SMILES           ACDLabs              10.04 O=C(NCc1ccc(C(=[N@H])N)cc1)C(NC(=O)C(NS(=O)(=O)CC)Cc3c2ccccc2nc3)CCC(=O)N 
P5B InChI            InChI                1.02b 
InChI=1/C26H33N7O5S/c1-2-39(37,38)33-22(13-18-15-30-20-6-4-3-5-19(18)20)26(36)32-21(11-12-23(27)34)25(35)31-14-16-7-9-17(10-8-16)24(28)29/h3-10,15,21-22,30,33H,2,11-14H2,1H3,(H2,27,34)(H3,28,29)(H,31,35)(H,32,36)/t21-,22+/m0/s1/f/h28,31-32H,27,29H2 
P5B InChIKey         InChI                1.02b FJGWLOKDOKYXMU-JVDLDEOFDB 
P5B SMILES_CANONICAL CACTVS               3.341 CC[S](=O)(=O)N[C@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCC(N)=O)C(=O)NCc3ccc(cc3)C(N)=N 
P5B SMILES           CACTVS               3.341 CC[S](=O)(=O)N[CH](Cc1c[nH]c2ccccc12)C(=O)N[CH](CCC(N)=O)C(=O)NCc3ccc(cc3)C(N)=N 
P5B SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCS(=O)(=O)N[C@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](CCC(=O)N)C(=O)NCc3ccc(cc3)C(=N)N 
P5B SMILES           "OpenEye OEToolkits" 1.5.0 CCS(=O)(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)NC(CCC(=O)N)C(=O)NCc3ccc(cc3)C(=N)N 
# 
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 
P5B "SYSTEMATIC NAME" ACDLabs              10.04 N-(ethylsulfonyl)-D-tryptophyl-N~1~-(4-carbamimidoylbenzyl)-L-glutamamide                                              
P5B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-[(4-carbamimidoylphenyl)methyl]-2-[[(2R)-2-(ethylsulfonylamino)-3-(1H-indol-3-yl)propanoyl]amino]pentanediamide 
# 
