data_PSI
# 
_chem_comp.id                                    PSI 
_chem_comp.name                                  "2-(2-{5-[2-(2-AMINO-PROPIONYLAMINO)-PROPIONYLAMINO]-4-HYDROXY-6-PHENYL-HEXANOYLAMINO}-3-METHYL-BUTYRYLAMINO)-3-METHYL-BUTYRIC ACID METHYL ESTER" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H47 N5 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                         GLI 
_chem_comp.formula_weight                        577.713 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PSI 
_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        1AAQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
PSI CB1  CB1  C 0 1 N N N -4.832  18.179 -4.828 -3.187 -0.950 -8.368 CB1  PSI 1  
PSI C1   C1   C 0 1 N N S -5.883  17.474 -5.680 -3.896 -0.993 -7.013 C1   PSI 2  
PSI N4   N4   N 0 1 N N N -5.741  17.938 -7.039 -5.295 -0.576 -7.179 N4   PSI 3  
PSI C2   C2   C 0 1 N N N -7.284  17.785 -5.151 -3.204 -0.060 -6.053 C2   PSI 4  
PSI O3   O3   O 0 1 N N N -7.878  18.795 -5.503 -3.557 1.096  -5.972 O3   PSI 5  
PSI N12  N12  N 0 1 N N N -7.764  16.932 -4.232 -2.193 -0.512 -5.285 N12  PSI 6  
PSI CA1  CA1  C 0 1 N N S -9.068  17.115 -3.573 -1.520 0.394  -4.352 CA1  PSI 7  
PSI CB3  CB3  C 0 1 N N N -10.088 16.115 -4.141 -2.229 0.351  -2.997 CB3  PSI 8  
PSI C15  C15  C 0 1 N N N -8.818  16.868 -2.081 -0.085 -0.033 -4.182 C15  PSI 9  
PSI O16  O16  O 0 1 N N N -8.435  15.761 -1.729 0.333  -1.001 -4.781 O16  PSI 10 
PSI N22  N22  N 0 1 N N N -8.982  17.902 -1.237 0.731  0.659  -3.364 N22  PSI 11 
PSI CA2  CA2  C 0 1 N N S -8.663  17.822 0.218  2.126  0.242  -3.199 CA2  PSI 12 
PSI CB2  CB2  C 0 1 N N N -7.686  18.939 0.623  2.995  0.946  -4.243 CB2  PSI 13 
PSI CG2  CG2  C 0 1 Y N N -6.315  18.826 -0.024 2.521  0.574  -5.624 CG2  PSI 14 
PSI CD1  CD1  C 0 1 Y N N -5.958  19.605 -1.137 1.555  1.338  -6.252 CD1  PSI 15 
PSI CD2  CD2  C 0 1 Y N N -5.368  17.953 0.546  3.056  -0.526 -6.266 CD2  PSI 16 
PSI CE1  CE1  C 0 1 Y N N -4.669  19.494 -1.682 1.119  0.998  -7.519 CE1  PSI 17 
PSI CE2  CE2  C 0 1 Y N N -4.086  17.837 -0.004 2.617  -0.869 -7.531 CE2  PSI 18 
PSI CZ3  CZ3  C 0 1 Y N N -3.729  18.621 -1.110 1.650  -0.106 -8.159 CZ3  PSI 19 
PSI C31  C31  C 0 1 N N S -9.926  17.871 1.167  2.608  0.619  -1.797 C31  PSI 20 
PSI O32  O32  O 0 1 N N N -10.864 19.015 1.093  2.509  2.034  -1.623 O32  PSI 21 
PSI C44  C44  C 0 1 N N N -10.774 16.612 0.915  1.739  -0.083 -0.752 C44  PSI 22 
PSI CA4  CA4  C 0 1 N N N -11.884 16.414 1.972  2.221  0.293  0.649  CA4  PSI 23 
PSI C46  C46  C 0 1 N N N -11.370 15.781 3.271  1.364  -0.399 1.678  C46  PSI 24 
PSI O47  O47  O 0 1 N N N -10.780 14.710 3.196  0.458  -1.123 1.324  O47  PSI 25 
PSI N52  N52  N 0 1 N N N -11.629 16.367 4.458  1.606  -0.214 2.991  N52  PSI 26 
PSI CA5  CA5  C 0 1 N N S -11.280 15.653 5.711  0.773  -0.888 3.991  CA5  PSI 27 
PSI CB5  CB5  C 0 1 N N N -10.432 16.519 6.669  1.386  -2.248 4.331  CB5  PSI 28 
PSI CG6  CG6  C 0 1 N N N -9.968  15.726 7.908  2.742  -2.041 5.009  CG6  PSI 29 
PSI CG5  CG5  C 0 1 N N N -9.167  17.037 5.954  0.452  -3.004 5.278  CG5  PSI 30 
PSI C57  C57  C 0 1 N N N -12.596 15.131 6.328  0.702  -0.043 5.236  C57  PSI 31 
PSI O58  O58  O 0 1 N N N -13.577 15.844 6.493  1.601  0.727  5.498  O58  PSI 32 
PSI N68  N68  N 0 1 N N N -12.539 13.842 6.657  -0.360 -0.144 6.059  N68  PSI 33 
PSI CA6  CA6  C 0 1 N N S -13.519 12.917 7.256  -0.376 0.588  7.328  CA6  PSI 34 
PSI CB7  CB7  C 0 1 N N N -14.168 12.052 6.121  -0.999 1.969  7.111  CB7  PSI 35 
PSI CG8  CG8  C 0 1 N N N -15.279 11.090 6.638  -2.430 1.808  6.596  CG8  PSI 36 
PSI CG7  CG7  C 0 1 N N N -14.852 12.927 5.045  -1.016 2.734  8.436  CG7  PSI 37 
PSI C73  C73  C 0 1 N N N -12.829 12.077 8.419  -1.191 -0.176 8.339  C73  PSI 38 
PSI OT7  OT7  O 0 1 N N N -13.000 12.664 9.710  -1.345 0.308  9.581  OT7  PSI 39 
PSI OXT  OXT  O 0 1 N N N -11.511 11.436 8.275  -1.704 -1.225 8.032  OXT  PSI 40 
PSI C76  C76  C 0 1 N N N -13.056 11.697 10.774 -2.129 -0.428 10.556 C76  PSI 41 
PSI HB11 1HB1 H 0 0 N N N -4.941  17.820 -3.777 -2.149 -1.260 -8.245 HB11 PSI 42 
PSI HB12 2HB1 H 0 0 N N N -3.797  18.046 -5.222 -3.688 -1.625 -9.062 HB12 PSI 43 
PSI HB13 3HB1 H 0 0 N N N -4.883  19.289 -4.911 -3.219 0.065  -8.762 HB13 PSI 44 
PSI H1   H1   H 0 1 N N N -5.738  16.369 -5.638 -3.865 -2.009 -6.619 H1   PSI 45 
PSI HN41 1HN4 H 0 0 N N N -6.443  17.466 -7.608 -5.276 0.364  -7.544 HN41 PSI 46 
PSI HN42 2HN4 H 0 0 N N N -4.794  17.817 -7.400 -5.688 -1.160 -7.902 HN42 PSI 47 
PSI H12  H12  H 0 1 N N N -7.141  16.148 -4.035 -1.911 -1.438 -5.350 H12  PSI 48 
PSI HA1  HA1  H 0 1 N N N -9.487  18.134 -3.743 -1.552 1.410  -4.746 HA1  PSI 49 
PSI HB31 1HB3 H 0 0 N N N -11.075 16.253 -3.642 -2.198 -0.664 -2.603 HB31 PSI 50 
PSI HB32 2HB3 H 0 0 N N N -10.167 16.183 -5.251 -1.729 1.026  -2.303 HB32 PSI 51 
PSI HB33 3HB3 H 0 0 N N N -9.726  15.062 -4.068 -3.267 0.660  -3.120 HB33 PSI 52 
PSI H22  H22  H 0 1 N N N -9.344  18.738 -1.695 0.396  1.432  -2.885 H22  PSI 53 
PSI HA2  HA2  H 0 1 N N N -8.195  16.819 0.356  2.201  -0.836 -3.331 HA2  PSI 54 
PSI HB21 1HB2 H 0 0 N N N -8.132  19.941 0.422  2.920  2.025  -4.111 HB21 PSI 55 
PSI HB22 2HB2 H 0 0 N N N -7.591  18.993 1.732  4.033  0.636  -4.120 HB22 PSI 56 
PSI HD1  HD1  H 0 1 N N N -6.687  20.302 -1.581 1.140  2.201  -5.752 HD1  PSI 57 
PSI HD2  HD2  H 0 1 N N N -5.633  17.353 1.433  3.811  -1.122 -5.776 HD2  PSI 58 
PSI HE1  HE1  H 0 1 N N N -4.393  20.095 -2.564 0.364  1.594  -8.009 HE1  PSI 59 
PSI HE2  HE2  H 0 1 N N N -3.360  17.130 0.432  3.032  -1.732 -8.031 HE2  PSI 60 
PSI HZ3  HZ3  H 0 1 N N N -2.711  18.551 -1.529 1.310  -0.372 -9.148 HZ3  PSI 61 
PSI H31  H31  H 0 1 N N N -9.450  17.965 2.171  3.646  0.310  -1.673 H31  PSI 62 
PSI H32  H32  H 0 1 N N N -11.623 19.044 1.663  1.578  2.266  -1.740 H32  PSI 63 
PSI H441 1H44 H 0 0 N N N -11.200 16.618 -0.115 1.814  -1.163 -0.884 H441 PSI 64 
PSI H442 2H44 H 0 0 N N N -10.129 15.705 0.839  0.701  0.226  -0.875 H442 PSI 65 
PSI HA41 1HA4 H 0 0 N N N -12.411 17.374 2.179  2.145  1.372  0.781  HA41 PSI 66 
PSI HA42 2HA4 H 0 0 N N N -12.733 15.825 1.551  3.258  -0.016 0.772  HA42 PSI 67 
PSI H52  H52  H 0 1 N N N -12.060 17.290 4.411  2.331  0.364  3.274  H52  PSI 68 
PSI HA5  HA5  H 0 1 N N N -10.615 14.784 5.494  -0.230 -1.031 3.591  HA5  PSI 69 
PSI HB5  HB5  H 0 1 N N N -11.085 17.363 6.989  1.521  -2.825 3.416  HB5  PSI 70 
PSI HG61 1HG6 H 0 0 N N N -9.356  16.351 8.599  3.178  -3.010 5.252  HG61 PSI 71 
PSI HG62 2HG6 H 0 0 N N N -10.832 15.263 8.439  3.407  -1.502 4.334  HG62 PSI 72 
PSI HG63 3HG6 H 0 0 N N N -9.424  14.797 7.614  2.607  -1.464 5.924  HG63 PSI 73 
PSI HG51 1HG5 H 0 0 N N N -8.555  17.662 6.645  0.395  -2.477 6.231  HG51 PSI 74 
PSI HG52 2HG5 H 0 0 N N N -8.571  16.205 5.510  -0.542 -3.065 4.837  HG52 PSI 75 
PSI HG53 3HG5 H 0 0 N N N -9.416  17.582 5.013  0.838  -4.010 5.443  HG53 PSI 76 
PSI H68  H68  H 0 1 N N N -11.604 13.513 6.413  -1.114 -0.701 5.811  H68  PSI 77 
PSI HA6  HA6  H 0 1 N N N -14.355 13.469 7.744  0.643  0.703  7.694  HA6  PSI 78 
PSI HB7  HB7  H 0 1 N N N -13.310 11.473 5.704  -0.410 2.522  6.380  HB7  PSI 79 
PSI HG81 1HG8 H 0 0 N N N -15.740 10.474 5.830  -2.874 2.792  6.442  HG81 PSI 80 
PSI HG82 2HG8 H 0 0 N N N -14.891 10.441 7.457  -2.418 1.263  5.653  HG82 PSI 81 
PSI HG83 3HG8 H 0 0 N N N -16.059 11.652 7.202  -3.019 1.255  7.328  HG83 PSI 82 
PSI HG71 1HG7 H 0 0 N N N -15.313 12.311 4.237  -1.605 2.181  9.167  HG71 PSI 83 
PSI HG72 2HG7 H 0 0 N N N -15.596 13.620 5.500  0.003  2.849  8.803  HG72 PSI 84 
PSI HG73 3HG7 H 0 0 N N N -14.144 13.679 4.625  -1.459 3.718  8.282  HG73 PSI 85 
PSI H761 1H76 H 0 0 N N N -13.189 12.155 11.781 -2.142 0.116  11.500 H761 PSI 86 
PSI H762 2H76 H 0 0 N N N -13.848 10.937 10.576 -3.150 -0.543 10.189 H762 PSI 87 
PSI H763 3H76 H 0 0 N N N -12.158 11.036 10.755 -1.686 -1.412 10.710 H763 PSI 88 
# 
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 
PSI CB1 C1   SING N N 1  
PSI CB1 HB11 SING N N 2  
PSI CB1 HB12 SING N N 3  
PSI CB1 HB13 SING N N 4  
PSI C1  N4   SING N N 5  
PSI C1  C2   SING N N 6  
PSI C1  H1   SING N N 7  
PSI N4  HN41 SING N N 8  
PSI N4  HN42 SING N N 9  
PSI C2  O3   DOUB N N 10 
PSI C2  N12  SING N N 11 
PSI N12 CA1  SING N N 12 
PSI N12 H12  SING N N 13 
PSI CA1 CB3  SING N N 14 
PSI CA1 C15  SING N N 15 
PSI CA1 HA1  SING N N 16 
PSI CB3 HB31 SING N N 17 
PSI CB3 HB32 SING N N 18 
PSI CB3 HB33 SING N N 19 
PSI C15 O16  DOUB N N 20 
PSI C15 N22  SING N N 21 
PSI N22 CA2  SING N N 22 
PSI N22 H22  SING N N 23 
PSI CA2 CB2  SING N N 24 
PSI CA2 C31  SING N N 25 
PSI CA2 HA2  SING N N 26 
PSI CB2 CG2  SING N N 27 
PSI CB2 HB21 SING N N 28 
PSI CB2 HB22 SING N N 29 
PSI CG2 CD1  SING Y N 30 
PSI CG2 CD2  DOUB Y N 31 
PSI CD1 CE1  DOUB Y N 32 
PSI CD1 HD1  SING N N 33 
PSI CD2 CE2  SING Y N 34 
PSI CD2 HD2  SING N N 35 
PSI CE1 CZ3  SING Y N 36 
PSI CE1 HE1  SING N N 37 
PSI CE2 CZ3  DOUB Y N 38 
PSI CE2 HE2  SING N N 39 
PSI CZ3 HZ3  SING N N 40 
PSI C31 O32  SING N N 41 
PSI C31 C44  SING N N 42 
PSI C31 H31  SING N N 43 
PSI O32 H32  SING N N 44 
PSI C44 CA4  SING N N 45 
PSI C44 H441 SING N N 46 
PSI C44 H442 SING N N 47 
PSI CA4 C46  SING N N 48 
PSI CA4 HA41 SING N N 49 
PSI CA4 HA42 SING N N 50 
PSI C46 O47  DOUB N N 51 
PSI C46 N52  SING N N 52 
PSI N52 CA5  SING N N 53 
PSI N52 H52  SING N N 54 
PSI CA5 CB5  SING N N 55 
PSI CA5 C57  SING N N 56 
PSI CA5 HA5  SING N N 57 
PSI CB5 CG6  SING N N 58 
PSI CB5 CG5  SING N N 59 
PSI CB5 HB5  SING N N 60 
PSI CG6 HG61 SING N N 61 
PSI CG6 HG62 SING N N 62 
PSI CG6 HG63 SING N N 63 
PSI CG5 HG51 SING N N 64 
PSI CG5 HG52 SING N N 65 
PSI CG5 HG53 SING N N 66 
PSI C57 O58  DOUB N N 67 
PSI C57 N68  SING N N 68 
PSI N68 CA6  SING N N 69 
PSI N68 H68  SING N N 70 
PSI CA6 CB7  SING N N 71 
PSI CA6 C73  SING N N 72 
PSI CA6 HA6  SING N N 73 
PSI CB7 CG8  SING N N 74 
PSI CB7 CG7  SING N N 75 
PSI CB7 HB7  SING N N 76 
PSI CG8 HG81 SING N N 77 
PSI CG8 HG82 SING N N 78 
PSI CG8 HG83 SING N N 79 
PSI CG7 HG71 SING N N 80 
PSI CG7 HG72 SING N N 81 
PSI CG7 HG73 SING N N 82 
PSI C73 OT7  SING N N 83 
PSI C73 OXT  DOUB N N 84 
PSI OT7 C76  SING N N 85 
PSI C76 H761 SING N N 86 
PSI C76 H762 SING N N 87 
PSI C76 H763 SING N N 88 
# 
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 
PSI SMILES           ACDLabs              10.04 O=C(OC)C(NC(=O)C(NC(=O)CCC(O)C(NC(=O)C(NC(=O)C(N)C)C)Cc1ccccc1)C(C)C)C(C)C 
PSI InChI            InChI                1.02b 
;InChI=1/C29H47N5O7/c1-16(2)24(28(39)34-25(17(3)4)29(40)41-7)33-23(36)14-13-22(35)21(15-20-11-9-8-10-12-20)32-27(38)19(6)31-26(37)18(5)30/h8-12,16-19,21-22,24-25,35H,13-15,30H2,1-7H3,(H,31,37)(H,32,38)(H,33,36)(H,34,39)/t18-,19-,21-,22-,24-,25-/m0/s1/f/h31-34H
;
PSI InChIKey         InChI                1.02b IUDCAKKZLXFOQA-CDTQGVENDN 
PSI SMILES_CANONICAL CACTVS               3.341 COC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CC[C@H](O)[C@H](Cc1ccccc1)NC(=O)[C@H](C)NC(=O)[C@H](C)N)C(C)C)C(C)C 
PSI SMILES           CACTVS               3.341 COC(=O)[CH](NC(=O)[CH](NC(=O)CC[CH](O)[CH](Cc1ccccc1)NC(=O)[CH](C)NC(=O)[CH](C)N)C(C)C)C(C)C 
PSI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)[C@@H](C(=O)N[C@@H](C(C)C)C(=O)OC)NC(=O)CC[C@@H]([C@H](Cc1ccccc1)NC(=O)[C@H](C)NC(=O)[C@H](C)N)O 
PSI SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(C(=O)NC(C(C)C)C(=O)OC)NC(=O)CCC(C(Cc1ccccc1)NC(=O)C(C)NC(=O)C(C)N)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 
PSI "SYSTEMATIC NAME" ACDLabs              10.04 "methyl N-{(4S,5S)-5-[(L-alanyl-L-alanyl)amino]-4-hydroxy-6-phenylhexanoyl}-L-valyl-L-valinate"                                                                             
PSI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (2S)-2-[[(2S)-2-[[(4S,5S)-5-[[(2S)-2-[[(2S)-2-aminopropanoyl]amino]propanoyl]amino]-4-hydroxy-6-phenyl-hexanoyl]amino]-3-methyl-butanoyl]amino]-3-methyl-butanoate" 
# 
