data_PP4 # _chem_comp.id PP4 _chem_comp.name "METHYL (2S)-[1-((N-FORMYL)-L-VALYL)AMINO-2-(2-NAPHTHYL)ETHYL)HYDROXYPHOSPHINYLOXY]-3-PHENYL PROPANOATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H32 N2 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -1 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 539.537 _chem_comp.one_letter_code ? _chem_comp.three_letter_code PP4 _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 2WEB _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 PP4 OI OI O 0 1 N N N 18.201 7.827 19.505 -7.582 0.813 1.078 OI PP4 1 PP4 C1 C1 C 0 1 Y N N 23.911 5.637 16.720 4.241 0.990 1.465 C1 PP4 2 PP4 C2 C2 C 0 1 Y N N 23.916 4.266 16.503 5.472 1.412 1.064 C2 PP4 3 PP4 C3 C3 C 0 1 Y N N 23.952 3.342 17.573 5.620 2.568 0.300 C3 PP4 4 PP4 C4 C4 C 0 1 Y N N 24.019 3.749 18.889 4.538 3.308 -0.068 C4 PP4 5 PP4 C5 C5 C 0 1 Y N N 24.078 5.175 19.169 3.252 2.904 0.327 C5 PP4 6 PP4 C6 C6 C 0 1 Y N N 24.017 6.106 18.091 3.102 1.728 1.105 C6 PP4 7 PP4 C7 C7 C 0 1 Y N N 23.975 7.495 18.391 1.816 1.327 1.505 C7 PP4 8 PP4 C8 C8 C 0 1 Y N N 24.078 7.968 19.684 0.734 2.064 1.133 C8 PP4 9 PP4 C9 C9 C 0 1 Y N N 24.139 7.052 20.760 0.882 3.220 0.369 C9 PP4 10 PP4 C10 C10 C 0 1 Y N N 24.143 5.696 20.493 2.112 3.642 -0.032 C10 PP4 11 PP4 C12 C12 C 0 1 N N N 19.154 7.155 19.950 -7.240 1.527 0.159 C12 PP4 12 PP4 C13 C13 C 0 1 N N N 24.131 9.452 19.938 -0.644 1.628 1.560 C13 PP4 13 PP4 C14 C14 C 0 1 N N R 23.318 9.948 21.143 -1.300 0.833 0.429 C14 PP4 14 PP4 NV NV N 0 1 N N N 20.012 7.090 20.968 -6.011 1.393 -0.378 NV PP4 15 PP4 CAV CAV C 0 1 N N S 19.999 8.117 22.024 -5.088 0.384 0.148 CAV PP4 16 PP4 CV CV C 0 1 N N N 21.412 8.717 22.039 -3.669 0.803 -0.139 CV PP4 17 PP4 OV OV O 0 1 N N N 21.994 8.371 23.064 -3.400 1.353 -1.186 OV PP4 18 PP4 CBV CBV C 0 1 N N N 19.291 7.915 23.382 -5.368 -0.962 -0.522 CBV PP4 19 PP4 CV1 CV1 C 0 1 N N N 18.763 9.245 23.898 -4.495 -2.042 0.119 CV1 PP4 20 PP4 CV2 CV2 C 0 1 N N N 17.867 7.580 22.892 -6.843 -1.325 -0.341 CV2 PP4 21 PP4 NL NL N 0 1 N N N 21.933 9.489 21.087 -2.700 0.567 0.767 NL PP4 22 PP4 P P P 0 1 N N N 23.394 11.767 21.236 -0.418 -0.746 0.204 P PP4 23 PP4 O O O 0 1 N N N 24.778 12.198 21.185 -0.902 -1.761 1.264 O PP4 24 PP4 OH OH O -1 1 N N N 22.524 12.370 20.239 -0.705 -1.301 -1.209 OH PP4 25 PP4 CA CA C 0 1 N N S 23.556 13.006 23.494 1.793 -1.783 0.242 CA PP4 26 PP4 CB CB C 0 1 N N N 22.491 13.930 24.069 3.046 -1.646 -0.625 CB PP4 27 PP4 CG CG C 0 1 Y N N 21.505 13.230 24.947 2.648 -1.250 -2.024 CG PP4 28 PP4 CD1 CD1 C 0 1 Y N N 20.495 12.460 24.398 2.550 0.087 -2.362 CD1 PP4 29 PP4 CD2 CD2 C 0 1 Y N N 21.613 13.305 26.325 2.387 -2.223 -2.970 CD2 PP4 30 PP4 CE1 CE1 C 0 1 Y N N 19.575 11.820 25.212 2.185 0.450 -3.645 CE1 PP4 31 PP4 CE2 CE2 C 0 1 Y N N 20.704 12.668 27.150 2.018 -1.859 -4.252 CE2 PP4 32 PP4 CZ CZ C 0 1 Y N N 19.681 11.929 26.595 1.919 -0.523 -4.589 CZ PP4 33 PP4 C C C 0 1 N N N 24.328 12.320 24.610 2.179 -2.297 1.605 C PP4 34 PP4 CS CS C 0 1 N N N 25.828 12.691 26.418 3.151 -3.988 3.039 CS PP4 35 PP4 OP OP O 0 1 N N N 22.956 12.028 22.699 1.165 -0.506 0.375 OP PP4 36 PP4 OS OS O 0 1 N N N 24.723 13.157 25.566 2.779 -3.492 1.726 OS PP4 37 PP4 OE OE O 0 1 N N N 24.580 11.149 24.634 1.948 -1.635 2.588 OE PP4 38 PP4 H1 H1 H 0 1 N N N 23.827 6.314 15.853 4.142 0.092 2.057 H1 PP4 39 PP4 H2 H2 H 0 1 N N N 23.890 3.904 15.461 6.346 0.843 1.342 H2 PP4 40 PP4 H3 H3 H 0 1 N N N 23.926 2.257 17.372 6.607 2.881 -0.005 H3 PP4 41 PP4 H4 H4 H 0 1 N N N 24.025 2.975 19.675 4.668 4.202 -0.660 H4 PP4 42 PP4 H7 H7 H 0 1 N N N 23.857 8.238 17.584 1.686 0.436 2.102 H7 PP4 43 PP4 H9 H9 H 0 1 N N N 24.183 7.395 21.807 0.007 3.789 0.091 H9 PP4 44 PP4 H10 H10 H 0 1 N N N 24.199 5.013 21.357 2.211 4.540 -0.625 H10 PP4 45 PP4 H12 H12 H 0 1 N N N 19.278 6.358 19.197 -7.921 2.271 -0.228 H12 PP4 46 PP4 H131 1H13 H 0 0 N N N 25.191 9.785 20.030 -1.250 2.505 1.786 H131 PP4 47 PP4 H132 2H13 H 0 0 N N N 23.828 10.006 19.019 -0.568 1.000 2.448 H132 PP4 48 PP4 H14 H14 H 0 1 N N N 23.769 9.516 22.066 -1.253 1.410 -0.495 H14 PP4 49 PP4 HNV HNV H 0 1 N N N 20.647 6.292 20.940 -5.738 1.964 -1.113 HNV PP4 50 PP4 HAV HAV H 0 1 N N N 19.209 8.849 21.735 -5.228 0.290 1.225 HAV PP4 51 PP4 HBV HBV H 0 1 N N N 19.928 7.296 24.055 -5.138 -0.893 -1.585 HBV PP4 52 PP4 HV11 1HV1 H 0 0 N N N 18.252 9.099 24.878 -4.562 -1.967 1.205 HV11 PP4 53 PP4 HV12 2HV1 H 0 0 N N N 19.564 10.018 23.955 -4.841 -3.026 -0.199 HV12 PP4 54 PP4 HV13 3HV1 H 0 0 N N N 18.103 9.749 23.154 -3.459 -1.904 -0.191 HV13 PP4 55 PP4 HV21 1HV2 H 0 0 N N N 17.356 7.434 23.872 -7.465 -0.555 -0.798 HV21 PP4 56 PP4 HV22 2HV2 H 0 0 N N N 17.400 8.325 22.206 -7.043 -2.284 -0.819 HV22 PP4 57 PP4 HV23 3HV2 H 0 0 N N N 17.787 6.733 22.170 -7.073 -1.394 0.722 HV23 PP4 58 PP4 HNL HNL H 0 1 N N N 21.286 9.723 20.333 -2.930 0.220 1.644 HNL PP4 59 PP4 HA HA H 0 1 N N N 24.257 13.620 22.882 1.100 -2.481 -0.227 HA PP4 60 PP4 HB1 1HB H 0 1 N N N 22.960 14.786 24.607 3.699 -0.883 -0.203 HB1 PP4 61 PP4 HB2 2HB H 0 1 N N N 21.969 14.485 23.255 3.573 -2.600 -0.654 HB2 PP4 62 PP4 HD1 HD1 H 0 1 N N N 20.422 12.355 23.302 2.758 0.847 -1.624 HD1 PP4 63 PP4 HD2 HD2 H 0 1 N N N 22.438 13.882 26.773 2.464 -3.268 -2.706 HD2 PP4 64 PP4 HE1 HE1 H 0 1 N N N 18.762 11.226 24.761 2.108 1.495 -3.908 HE1 PP4 65 PP4 HE2 HE2 H 0 1 N N N 20.794 12.749 28.246 1.809 -2.620 -4.990 HE2 PP4 66 PP4 HZ HZ H 0 1 N N N 18.951 11.427 27.253 1.633 -0.239 -5.591 HZ PP4 67 PP4 HS1 1HS H 0 1 N N N 26.159 13.392 27.219 3.850 -3.293 3.505 HS1 PP4 68 PP4 HS2 2HS H 0 1 N N N 25.569 11.702 26.864 2.259 -4.077 3.660 HS2 PP4 69 PP4 HS3 3HS H 0 1 N N N 26.698 12.403 25.783 3.622 -4.965 2.938 HS3 PP4 70 # 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 PP4 OI C12 DOUB N N 1 PP4 C1 C2 DOUB Y N 2 PP4 C1 C6 SING Y N 3 PP4 C1 H1 SING N N 4 PP4 C2 C3 SING Y N 5 PP4 C2 H2 SING N N 6 PP4 C3 C4 DOUB Y N 7 PP4 C3 H3 SING N N 8 PP4 C4 C5 SING Y N 9 PP4 C4 H4 SING N N 10 PP4 C5 C6 DOUB Y N 11 PP4 C5 C10 SING Y N 12 PP4 C6 C7 SING Y N 13 PP4 C7 C8 DOUB Y N 14 PP4 C7 H7 SING N N 15 PP4 C8 C9 SING Y N 16 PP4 C8 C13 SING N N 17 PP4 C9 C10 DOUB Y N 18 PP4 C9 H9 SING N N 19 PP4 C10 H10 SING N N 20 PP4 C12 NV SING N N 21 PP4 C12 H12 SING N N 22 PP4 C13 C14 SING N N 23 PP4 C13 H131 SING N N 24 PP4 C13 H132 SING N N 25 PP4 C14 NL SING N N 26 PP4 C14 P SING N N 27 PP4 C14 H14 SING N N 28 PP4 NV CAV SING N N 29 PP4 NV HNV SING N N 30 PP4 CAV CV SING N N 31 PP4 CAV CBV SING N N 32 PP4 CAV HAV SING N N 33 PP4 CV OV DOUB N N 34 PP4 CV NL SING N N 35 PP4 CBV CV1 SING N N 36 PP4 CBV CV2 SING N N 37 PP4 CBV HBV SING N N 38 PP4 CV1 HV11 SING N N 39 PP4 CV1 HV12 SING N N 40 PP4 CV1 HV13 SING N N 41 PP4 CV2 HV21 SING N N 42 PP4 CV2 HV22 SING N N 43 PP4 CV2 HV23 SING N N 44 PP4 NL HNL SING N N 45 PP4 P O DOUB N N 46 PP4 P OH SING N N 47 PP4 P OP SING N N 48 PP4 CA CB SING N N 49 PP4 CA C SING N N 50 PP4 CA OP SING N N 51 PP4 CA HA SING N N 52 PP4 CB CG SING N N 53 PP4 CB HB1 SING N N 54 PP4 CB HB2 SING N N 55 PP4 CG CD1 DOUB Y N 56 PP4 CG CD2 SING Y N 57 PP4 CD1 CE1 SING Y N 58 PP4 CD1 HD1 SING N N 59 PP4 CD2 CE2 DOUB Y N 60 PP4 CD2 HD2 SING N N 61 PP4 CE1 CZ DOUB Y N 62 PP4 CE1 HE1 SING N N 63 PP4 CE2 CZ SING Y N 64 PP4 CE2 HE2 SING N N 65 PP4 CZ HZ SING N N 66 PP4 C OS SING N N 67 PP4 C OE DOUB N N 68 PP4 CS OS SING N N 69 PP4 CS HS1 SING N N 70 PP4 CS HS2 SING N N 71 PP4 CS HS3 SING N N 72 # 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 PP4 SMILES ACDLabs 10.04 "O=CNC(C(=O)NC(Cc2cc1ccccc1cc2)P([O-])(=O)OC(C(=O)OC)Cc3ccccc3)C(C)C" PP4 SMILES_CANONICAL CACTVS 3.341 "COC(=O)[C@H](Cc1ccccc1)O[P]([O-])(=O)[C@H](Cc2ccc3ccccc3c2)NC(=O)[C@@H](NC=O)C(C)C" PP4 SMILES CACTVS 3.341 "COC(=O)[CH](Cc1ccccc1)O[P]([O-])(=O)[CH](Cc2ccc3ccccc3c2)NC(=O)[CH](NC=O)C(C)C" PP4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)[C@@H](C(=O)N[C@@H](Cc1ccc2ccccc2c1)[P@@](=O)([O-])O[C@@H](Cc3ccccc3)C(=O)OC)NC=O" PP4 SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)C(C(=O)NC(Cc1ccc2ccccc2c1)P(=O)([O-])OC(Cc3ccccc3)C(=O)OC)NC=O" PP4 InChI InChI 1.03 "InChI=1S/C28H33N2O7P/c1-19(2)26(29-18-31)27(32)30-25(17-21-13-14-22-11-7-8-12-23(22)15-21)38(34,35)37-24(28(33)36-3)16-20-9-5-4-6-10-20/h4-15,18-19,24-26H,16-17H2,1-3H3,(H,29,31)(H,30,32)(H,34,35)/p-1/t24-,25+,26-/m0/s1" PP4 InChIKey InChI 1.03 SBIPQEWAZQAMRY-NXCFDTQHSA-M # 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 PP4 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(1R)-1-{[(1S)-1-benzyl-2-methoxy-2-oxoethoxy]phosphinato}-2-naphthalen-2-ylethyl]-N~2~-formyl-L-valinamide" PP4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R)-1-[[(2S)-2-formamido-3-methyl-butanoyl]amino]-2-naphthalen-2-yl-ethyl]-[(2S)-1-methoxy-1-oxo-3-phenyl-propan-2-yl]oxy-phosphinate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site PP4 "Create component" 1999-07-08 RCSB PP4 "Modify descriptor" 2011-06-04 RCSB #