data_0PN
# 
_chem_comp.id                                    0PN 
_chem_comp.name                                  N-[(benzyloxy)carbonyl]-L-valyl-L-alanyl-N~5~-[amino(iminio)methyl]-L-ornithyl-L-serine 
_chem_comp.type                                  peptide-like 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H40 N7 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2008-09-14 
_chem_comp.pdbx_modified_date                    2009-03-06 
_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                        566.627 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     0PN 
_chem_comp.pdbx_model_coordinates_details        "not provided" 
_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        1TJQ 
_chem_comp.pdbx_subcomponent_list                "PHQ VAL ALA ARG SER" 
_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 
0PN C1   C1  C 0 1 N N N 6.528  21.372 -10.493 5.645  -0.585 0.501  C1   PHQ 1  
0PN O1   O1  O 0 1 N N N 6.010  22.339 -9.953  5.593  -1.642 1.098  O1   PHQ 2  
0PN O2   O2  O 0 1 N N N 5.740  20.155 -10.677 6.812  -0.165 -0.024 O2   PHQ 3  
0PN C2   C2  C 0 1 N N N 6.395  19.071 -11.341 7.966  -1.026 0.161  C2   PHQ 4  
0PN C3   C3  C 0 1 Y N N 5.749  17.751 -11.728 9.171  -0.397 -0.489 C3   PHQ 5  
0PN C4   C4  C 0 1 Y N N 6.494  16.945 -12.590 9.981  0.456  0.236  C4   PHQ 6  
0PN C5   C5  C 0 1 Y N N 6.001  15.714 -13.005 11.087 1.033  -0.361 C5   PHQ 7  
0PN C6   C6  C 0 1 Y N N 4.758  15.278 -12.556 11.383 0.756  -1.683 C6   PHQ 8  
0PN C7   C7  C 0 1 Y N N 4.013  16.075 -11.694 10.573 -0.099 -2.407 C7   PHQ 9  
0PN C8   C8  C 0 1 Y N N 4.506  17.311 -11.277 9.470  -0.679 -1.809 C8   PHQ 10 
0PN N    N1  N 0 1 N N N 7.518  21.843 -11.444 4.534  0.165  0.360  N    VAL 11 
0PN CA   C9  C 0 1 N N S 7.781  23.176 -12.143 3.263  -0.295 0.926  CA   VAL 12 
0PN C    C10 C 0 1 N N N 7.586  24.479 -11.352 2.121  0.324  0.163  C    VAL 13 
0PN O    O3  O 0 1 N N N 6.549  24.693 -10.696 2.293  1.349  -0.462 O    VAL 14 
0PN CB   C11 C 0 1 N N N 7.491  23.240 -13.633 3.180  0.121  2.396  CB   VAL 15 
0PN CG1  C12 C 0 1 N N N 7.861  24.413 -14.425 4.257  -0.615 3.196  CG1  VAL 16 
0PN CG2  C13 C 0 1 N N N 7.583  21.899 -14.321 3.401  1.631  2.512  CG2  VAL 17 
0PN N1   N2  N 0 1 N N N 8.653  25.312 -11.479 0.906  -0.261 0.177  N    ALA 18 
0PN CA1  C14 C 0 1 N N S 8.769  26.734 -11.077 -0.176 0.279  -0.649 CA   ALA 19 
0PN C9   C15 C 0 1 N N N 10.206 27.228 -10.705 -1.505 -0.099 -0.046 C    ALA 20 
0PN O3   O5  O 0 1 N N N 11.158 26.450 -10.735 -1.543 -0.755 0.974  O    ALA 21 
0PN CB1  C16 C 0 1 N N N 7.878  26.953 -9.899  -0.076 -0.297 -2.063 CB   ALA 22 
0PN N2   N3  N 0 1 N N N 10.377 28.526 -10.352 -2.650 0.293  -0.639 N    ARG 23 
0PN CA2  C17 C 0 1 N N S 11.570 28.876 -9.241  -3.941 -0.075 -0.052 CA   ARG 24 
0PN CC   C18 C 0 1 N N N 12.312 30.268 -8.970  -4.335 -1.450 -0.526 C    ARG 25 
0PN O4   O7  O 0 1 N N N 12.067 30.805 -7.898  -3.609 -2.063 -1.280 O    ARG 26 
0PN CB2  C19 C 0 1 N N N 12.731 27.857 -9.184  -5.004 0.938  -0.485 CB   ARG 27 
0PN CG   C20 C 0 1 N N N 12.973 27.292 -7.760  -4.669 2.311  0.102  CG   ARG 28 
0PN CD   C21 C 0 1 N N N 12.438 25.961 -7.604  -5.732 3.323  -0.331 CD   ARG 29 
0PN NE   N4  N 0 1 N N N 11.105 25.732 -7.068  -5.411 4.637  0.231  NE   ARG 30 
0PN CZ   C22 C 0 1 N N N 10.691 25.539 -5.815  -6.226 5.707  -0.023 CZ   ARG 31 
0PN NH1  N5  N 0 1 N N N 9.461  25.071 -5.716  -7.311 5.552  -0.780 NH1  ARG 32 
0PN NH2  N6  N 1 1 N N N 11.305 25.958 -4.706  -5.934 6.902  0.488  NH2  ARG 33 
0PN N3   N7  N 0 1 N N N 13.219 30.824 -9.823  -5.495 -1.998 -0.113 N    SER 34 
0PN CA3  C23 C 0 1 N N S 14.014 32.080 -9.520  -5.877 -3.336 -0.573 CA   SER 35 
0PN CE   C24 C 0 1 N N N 15.336 31.555 -9.066  -7.376 -3.478 -0.512 C    SER 36 
0PN O5   O9  O 0 1 N N N 16.100 32.107 -8.223  -8.055 -2.557 -0.123 O    SER 37 
0PN CB3  C25 C 0 1 N N N 13.483 32.830 -8.279  -5.228 -4.390 0.325  CB   SER 38 
0PN OG   O10 O 0 1 N N N 14.497 33.641 -7.683  -5.757 -4.280 1.648  OG   SER 39 
0PN OXT  O11 O 0 1 N Y N 15.242 30.282 -9.037  -7.957 -4.628 -0.889 OXT  SER 40 
0PN H21  H2  H 0 1 N N N 6.735  19.500 -12.295 8.155  -1.156 1.227  H21  PHQ 41 
0PN H22  H3  H 0 1 N N N 7.084  18.736 -10.552 7.772  -1.997 -0.295 H22  PHQ 42 
0PN H41  H4  H 0 1 N N N 7.460  17.280 -12.937 9.750  0.673  1.268  H41  PHQ 43 
0PN H51  H5  H 0 1 N N N 6.581  15.097 -13.675 11.720 1.700  0.205  H51  PHQ 44 
0PN H61  H6  H 0 1 N N N 4.372  14.322 -12.877 12.246 1.207  -2.149 H61  PHQ 45 
0PN H71  H7  H 0 1 N N N 3.049  15.735 -11.346 10.804 -0.315 -3.440 H71  PHQ 46 
0PN H81  H8  H 0 1 N N N 3.925  17.926 -10.606 8.839  -1.349 -2.375 H81  PHQ 47 
0PN H    H9  H 0 1 N N N 8.177  21.135 -11.699 4.576  1.009  -0.117 H    VAL 48 
0PN HA   H11 H 0 1 N N N 8.880  23.136 -12.124 3.204  -1.381 0.852  HA   VAL 49 
0PN HB   H12 H 0 1 N N N 6.425  23.511 -13.599 2.197  -0.133 2.791  HB   VAL 50 
0PN HG11 H13 H 0 0 N N N 7.954  25.288 -13.764 5.240  -0.360 2.802  HG11 VAL 51 
0PN HG12 H14 H 0 0 N N N 8.823  24.228 -14.926 4.198  -0.318 4.244  HG12 VAL 52 
0PN HG13 H15 H 0 0 N N N 7.085  24.605 -15.180 4.099  -1.690 3.114  HG13 VAL 53 
0PN HG21 H16 H 0 0 N N N 7.605  22.046 -15.411 2.586  2.157  2.015  HG21 VAL 54 
0PN HG22 H17 H 0 0 N N N 8.502  21.385 -14.002 3.428  1.914  3.565  HG22 VAL 55 
0PN HG23 H18 H 0 0 N N N 6.709  21.288 -14.052 4.347  1.897  2.040  HG23 VAL 56 
0PN H1   H20 H 0 1 N N N 9.468  24.912 -11.899 0.750  -1.041 0.733  H    ALA 57 
0PN HA1  H22 H 0 1 N N N 8.483  27.318 -11.964 -0.093 1.365  -0.692 HA   ALA 58 
0PN HB1  H23 H 0 1 N N N 8.486  27.007 -8.984  0.885  -0.024 -2.499 HB1  ALA 59 
0PN HB2  H24 H 0 1 N N N 7.325  27.895 -10.028 -0.160 -1.383 -2.020 HB2  ALA 60 
0PN HB3  H25 H 0 1 N N N 7.166  26.118 -9.818  -0.882 0.105  -2.677 HB3  ALA 61 
0PN H2   H27 H 0 1 N N N 9.807  29.248 -10.744 -2.619 0.818  -1.454 H    ARG 62 
0PN HA2  H29 H 0 1 N N N 10.761 28.875 -8.495  -3.860 -0.074 1.035  HA   ARG 63 
0PN HB21 H30 H 0 0 N N N 12.487 27.018 -9.852  -5.023 1.002  -1.572 HB2  ARG 64 
0PN HB31 H31 H 0 0 N N N 13.647 28.382 -9.492  -5.980 0.616  -0.122 HB3  ARG 65 
0PN HG2  H32 H 0 1 N N N 14.057 27.258 -7.576  -4.650 2.246  1.190  HG2  ARG 66 
0PN HG3  H33 H 0 1 N N N 12.461 27.950 -7.042  -3.692 2.632  -0.261 HG3  ARG 67 
0PN HD2  H34 H 0 1 N N N 12.429 25.525 -8.614  -5.751 3.387  -1.418 HD2  ARG 68 
0PN HD3  H35 H 0 1 N N N 13.089 25.527 -6.830  -6.708 3.001  0.032  HD3  ARG 69 
0PN HE   H36 H 0 1 N N N 10.377 25.717 -7.754  -4.621 4.750  0.782  HE   ARG 70 
0PN HH11 H37 H 0 0 N N N 9.221  24.952 -4.753  -7.523 4.682  -1.151 HH11 ARG 71 
0PN HH12 H38 H 0 0 N N N 8.860  24.866 -6.488  -7.889 6.311  -0.959 HH12 ARG 72 
0PN HH21 H39 H 0 0 N N N 12.193 26.357 -4.936  -5.144 7.014  1.039  HH21 ARG 73 
0PN HH22 H40 H 0 0 N N N 10.932 25.884 -3.781  -6.512 7.660  0.308  HH22 ARG 74 
0PN H3   H42 H 0 1 N N N 13.370 30.375 -10.704 -6.075 -1.508 0.490  H    SER 75 
0PN HA3  H44 H 0 1 N N N 13.997 32.748 -10.394 -5.541 -3.476 -1.600 HA   SER 76 
0PN HB22 H45 H 0 0 N N N 12.647 33.476 -8.586  -5.440 -5.384 -0.069 HB2  SER 77 
0PN HB32 H46 H 0 0 N N N 13.156 32.085 -7.538  -4.150 -4.231 0.351  HB3  SER 78 
0PN HG   H47 H 0 1 N N N 15.176 33.821 -8.323  -5.389 -4.919 2.273  HG   SER 79 
0PN HXT  H48 H 0 1 N Y N 15.795 29.939 -8.345  -8.922 -4.671 -0.832 HXT  SER 80 
# 
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 
0PN C1  O1   DOUB N N 1  
0PN C1  O2   SING N N 2  
0PN O2  C2   SING N N 3  
0PN C2  C3   SING N N 4  
0PN C2  H21  SING N N 5  
0PN C2  H22  SING N N 6  
0PN C3  C4   DOUB N N 7  
0PN C3  C8   SING Y N 8  
0PN C4  C5   SING Y N 9  
0PN C4  H41  SING Y N 10 
0PN C5  C6   DOUB N N 11 
0PN C5  H51  SING Y N 12 
0PN C6  C7   SING N N 13 
0PN C6  H61  SING Y N 14 
0PN C7  C8   DOUB N N 15 
0PN C7  H71  SING Y N 16 
0PN C8  H81  SING N N 17 
0PN N   CA   SING N N 18 
0PN N   H    SING N N 19 
0PN CA  C    SING N N 20 
0PN CA  CB   SING N N 21 
0PN CA  HA   SING N N 22 
0PN C   O    DOUB N N 23 
0PN CB  CG1  SING N N 24 
0PN CB  CG2  SING N N 25 
0PN CB  HB   SING N N 26 
0PN CG1 HG11 SING N N 27 
0PN CG1 HG12 SING N N 28 
0PN CG1 HG13 SING N N 29 
0PN CG2 HG21 SING N N 30 
0PN CG2 HG22 SING N N 31 
0PN CG2 HG23 SING N N 32 
0PN N1  CA1  SING N N 33 
0PN N1  H1   SING N N 34 
0PN CA1 C9   SING N N 35 
0PN CA1 CB1  SING N N 36 
0PN CA1 HA1  SING N N 37 
0PN C9  O3   DOUB N N 38 
0PN CB1 HB1  SING N N 39 
0PN CB1 HB2  SING N N 40 
0PN CB1 HB3  SING N N 41 
0PN N2  CA2  SING N N 42 
0PN N2  H2   SING N N 43 
0PN CA2 CC   SING N N 44 
0PN CA2 CB2  SING N N 45 
0PN CA2 HA2  SING N N 46 
0PN CC  O4   DOUB N N 47 
0PN CB2 CG   SING N N 48 
0PN CB2 HB21 SING N N 49 
0PN CB2 HB31 SING N N 50 
0PN CG  CD   SING N N 51 
0PN CG  HG2  SING N N 52 
0PN CG  HG3  SING N N 53 
0PN CD  NE   SING N N 54 
0PN CD  HD2  SING N N 55 
0PN CD  HD3  SING N N 56 
0PN NE  CZ   SING N N 57 
0PN NE  HE   SING N N 58 
0PN CZ  NH1  SING N N 59 
0PN CZ  NH2  DOUB N N 60 
0PN NH1 HH11 SING N N 61 
0PN NH1 HH12 SING N N 62 
0PN NH2 HH21 SING N N 63 
0PN NH2 HH22 SING N N 64 
0PN N3  CA3  SING N N 65 
0PN N3  H3   SING N N 66 
0PN CA3 CE   SING N N 67 
0PN CA3 CB3  SING N N 68 
0PN CA3 HA3  SING N N 69 
0PN CE  O5   DOUB N N 70 
0PN CE  OXT  SING N N 71 
0PN CB3 OG   SING N N 72 
0PN CB3 HB22 SING N N 73 
0PN CB3 HB32 SING N N 74 
0PN OG  HG   SING N N 75 
0PN OXT HXT  SING N N 76 
0PN C1  N    SING N N 77 
0PN C   N1   SING N N 78 
0PN C9  N2   SING N N 79 
0PN CC  N3   SING N N 80 
# 
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 
0PN SMILES           ACDLabs 10.04 O=C(O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)OCc1ccccc1)C(C)C)C)CCCNC(=[NH2+])\N)CO 
0PN InChI            InChI   1.02b 
;InChI=1/C25H39N7O8/c1-14(2)19(32-25(39)40-13-16-8-5-4-6-9-16)22(36)29-15(3)20(34)30-17(10-7-11-28-24(26)27)21(35)31-18(12-33)23(37)38/h4-6,8-9,14-15,17-19,33H,7,10-13H2,1-3H3,(H,29,36)(H,30,34)(H,31,35)(H,32,39)(H,37,38)(H4,26,27,28)/p+1/t15-,17+,18-,19-/m1/s1/fC25H40N7O8/h28-32,37H,26-27H2/q+1
;
0PN InChIKey         InChI   1.02b MYNPKTBCMZNQHW-BCBXRPMODM 
0PN SMILES_CANONICAL CACTVS  3.341 CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)N[C@@H](CO)C(O)=O 
0PN SMILES           CACTVS  3.341 CC(C)[CH](NC(=O)OCc1ccccc1)C(=O)N[CH](C)C(=O)N[CH](CCCNC(N)=[NH2+])C(=O)N[CH](CO)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 
0PN "SYSTEMATIC NAME" ACDLabs              10.04 N-[(benzyloxy)carbonyl]-L-valyl-L-alanyl-N~5~-[amino(iminio)methyl]-L-ornithyl-L-serine                                                                                                      
0PN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [amino-[[(4S)-5-[[(2S)-1,3-dihydroxy-1-oxo-propan-2-yl]amino]-4-[[(2S)-2-[[(2S)-3-methyl-2-phenylmethoxycarbonylamino-butanoyl]amino]propanoyl]amino]-5-oxo-pentyl]amino]methylidene]azanium 
# 
