data_0IW # _chem_comp.id 0IW _chem_comp.name "Nalpha-[(4-methylpiperazin-1-yl)carbonyl]-N-[(3S)-1-phenyl-5-(phenylsulfonyl)pentan-3-yl]-L-phenylalaninamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H40 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;APC-3316, bound form; 4-Methylpiperazine-1-carboxylic acid [1-[(3-benzenesulfonyl-1-phenethylallyl)carbamoyl]-2-phenylethyl]amide, bound form ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-09-14 _chem_comp.pdbx_modified_date 2020-06-17 _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 576.749 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0IW _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 1FH0 _chem_comp.pdbx_subcomponent_list "ODS PHE NFP" _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 0IW N1 N1 N 0 1 N N N 52.018 46.941 22.928 4.500 1.492 -0.622 N1 ODS 1 0IW C C C 0 1 N N N 52.270 47.918 23.818 3.434 1.214 0.154 C ODS 2 0IW O O O 0 1 N N N 51.638 47.954 24.879 3.486 1.412 1.353 O ODS 3 0IW C2 C2 C 0 1 N N N 52.887 46.676 21.733 4.500 1.155 -2.053 C2 ODS 4 0IW C3 C3 C 0 1 N N N 52.107 46.399 20.455 5.779 0.372 -2.369 C3 ODS 5 0IW N4 N4 N 0 1 N N N 51.119 45.336 20.647 6.945 1.139 -1.911 N4 ODS 6 0IW CM CM C 0 1 N N N 50.379 45.204 19.392 8.196 0.505 -2.347 CM ODS 7 0IW C5 C5 C 0 1 N N N 50.153 45.660 21.700 6.926 1.318 -0.453 C5 ODS 8 0IW C6 C6 C 0 1 N N N 50.829 45.994 23.043 5.692 2.146 -0.060 C6 ODS 9 0IW N N N 0 1 N N N 53.315 48.735 23.637 2.310 0.716 -0.398 N PHE 10 0IW CA CA C 0 1 N N S 53.580 49.816 24.595 1.113 0.523 0.424 CA PHE 11 0IW C1 C1 C 0 1 N N N 52.391 50.769 24.520 0.251 -0.551 -0.188 C PHE 12 0IW O1 O1 O 0 1 N N N 51.906 51.070 23.423 0.602 -1.102 -1.210 O PHE 13 0IW CB CB C 0 1 N N N 54.869 50.609 24.265 0.324 1.832 0.492 CB PHE 14 0IW CG CG C 0 1 Y N N 56.124 49.771 24.200 1.140 2.873 1.214 CG PHE 15 0IW CD1 CD1 C 0 1 Y N N 56.361 48.755 25.124 1.996 3.695 0.505 CD1 PHE 16 0IW CD2 CD2 C 0 1 Y N N 57.083 50.021 23.224 1.028 3.010 2.585 CD2 PHE 17 0IW CE1 CE1 C 0 1 Y N N 57.541 48.000 25.069 2.744 4.650 1.168 CE1 PHE 18 0IW CE2 CE2 C 0 1 Y N N 58.264 49.275 23.161 1.777 3.965 3.248 CE2 PHE 19 0IW CZ CZ C 0 1 Y N N 58.492 48.264 24.085 2.637 4.783 2.539 CZ PHE 20 0IW C11 C11 C 0 1 N N N 51.559 53.305 27.904 -3.724 -0.424 -0.342 C1 NFP 21 0IW C21 C21 C 0 1 N N N 51.232 53.400 26.397 -3.201 -1.740 0.237 C2 NFP 22 0IW C31 C31 C 0 1 N N S 50.735 52.061 25.757 -1.748 -1.945 -0.194 C3 NFP 23 0IW N2 N2 N 0 1 N N N 51.791 51.053 25.677 -0.910 -0.901 0.401 N NFP 24 0IW C4 C4 C 0 1 N N N 49.501 51.476 26.471 -1.264 -3.318 0.279 C4 NFP 25 0IW C51 C51 C 0 1 N N N 48.988 50.228 25.721 0.145 -3.575 -0.258 C5 NFP 26 0IW "C1'" "C1'" C 0 1 Y N N 47.751 49.576 26.318 0.621 -4.927 0.208 C6 NFP 27 0IW "C2'" "C2'" C 0 1 Y N N 47.884 48.473 27.177 0.374 -6.049 -0.561 C7 NFP 28 0IW "C3'" "C3'" C 0 1 Y N N 46.752 47.870 27.718 0.811 -7.289 -0.133 C8 NFP 29 0IW "C4'" "C4'" C 0 1 Y N N 45.483 48.362 27.405 1.495 -7.407 1.062 C9 NFP 30 0IW "C5'" "C5'" C 0 1 Y N N 45.343 49.456 26.552 1.743 -6.284 1.830 C10 NFP 31 0IW "C6'" "C6'" C 0 1 Y N N 46.473 50.064 26.009 1.310 -5.044 1.401 C11 NFP 32 0IW C12 C12 C 0 1 Y N N 50.580 52.558 33.053 -6.635 3.764 -1.707 C12 NFP 33 0IW C22 C22 C 0 1 Y N N 49.450 53.275 32.690 -6.826 2.583 -2.401 C13 NFP 34 0IW C32 C32 C 0 1 Y N N 49.279 53.690 31.368 -6.464 1.379 -1.827 C14 NFP 35 0IW C41 C41 C 0 1 Y N N 50.239 53.380 30.373 -5.910 1.355 -0.561 C15 NFP 36 0IW S1 S1 S 0 1 N N N 50.228 54.198 28.800 -5.447 -0.181 0.169 S1 NFP 37 0IW O11 O11 O 0 1 N N N 50.316 55.773 29.058 -6.293 -1.135 -0.457 O1 NFP 38 0IW O2 O2 O 0 1 N N N 48.804 53.880 28.189 -5.524 0.060 1.568 O2 NFP 39 0IW C52 C52 C 0 1 Y N N 51.376 52.650 30.776 -5.719 2.535 0.132 C16 NFP 40 0IW C61 C61 C 0 1 Y N N 51.545 52.248 32.102 -6.082 3.740 -0.441 C17 NFP 41 0IW H21 H21 H 0 1 N N N 53.514 47.564 21.564 3.629 0.543 -2.286 H21 ODS 42 0IW H22 H22 H 0 1 N N N 53.507 45.794 21.952 4.476 2.070 -2.645 H22 ODS 43 0IW H31 H31 H 0 1 N N N 51.584 47.318 20.153 5.752 -0.590 -1.856 H31 ODS 44 0IW H32 H32 H 0 1 N N N 52.812 46.089 19.670 5.850 0.209 -3.444 H32 ODS 45 0IW HM1 HM1 H 0 1 N N N 49.623 44.412 19.493 8.217 0.453 -3.435 HM1 ODS 46 0IW HM2 HM2 H 0 1 N N N 49.882 46.157 19.157 9.044 1.093 -1.995 HM2 ODS 47 0IW HM3 HM3 H 0 1 N N N 51.076 44.944 18.581 8.257 -0.502 -1.934 HM3 ODS 48 0IW H51 H51 H 0 1 N N N 49.568 46.534 21.378 6.883 0.343 0.033 H51 ODS 49 0IW H52 H52 H 0 1 N N N 49.496 44.790 21.848 7.829 1.842 -0.139 H52 ODS 50 0IW H61 H61 H 0 1 N N N 51.188 45.052 23.484 5.780 3.155 -0.464 H61 ODS 51 0IW H62 H62 H 0 1 N N N 50.078 46.471 23.690 5.609 2.189 1.026 H62 ODS 52 0IW H H H 0 1 N N N 53.916 48.609 22.848 2.293 0.486 -1.340 H PHE 53 0IW HA HA H 0 1 N N N 53.719 49.378 25.594 1.407 0.223 1.430 HA PHE 54 0IW HB2 HB2 H 0 1 N N N 54.730 51.083 23.282 0.106 2.178 -0.518 HB2 PHE 55 0IW HB3 HB3 H 0 1 N N N 55.010 51.364 25.052 -0.610 1.666 1.029 HB3 PHE 56 0IW HD1 HD1 H 0 1 N N N 55.628 48.547 25.890 2.080 3.591 -0.567 HD1 PHE 57 0IW HD2 HD2 H 0 1 N N N 56.912 50.806 22.502 0.356 2.371 3.139 HD2 PHE 58 0IW HE1 HE1 H 0 1 N N N 57.713 47.214 25.789 3.414 5.291 0.614 HE1 PHE 59 0IW HE2 HE2 H 0 1 N N N 58.997 49.485 22.396 1.689 4.072 4.319 HE2 PHE 60 0IW HZ HZ H 0 1 N N N 59.402 47.685 24.041 3.222 5.529 3.057 HZ PHE 61 0IW H11 H11 H 0 1 N N N 51.593 52.252 28.221 -3.115 0.402 0.027 H1 NFP 62 0IW H221 H221 H 0 0 N N N 52.535 53.767 28.112 -3.669 -0.458 -1.430 ? ? 63 0IW H211 H211 H 0 0 N N N 50.437 54.150 26.271 -3.256 -1.706 1.325 H3 NFP 64 0IW H24 H24 H 0 1 N N N 52.149 53.705 25.872 -3.809 -2.566 -0.132 ? ? 65 0IW H3 H3 H 0 1 N N N 50.436 52.328 24.733 -1.680 -1.891 -1.281 H5 NFP 66 0IW HN2 HN2 H 0 1 N N N 52.069 50.567 26.506 -1.191 -0.461 1.218 H6 NFP 67 0IW H41 H41 H 0 1 N N N 49.778 51.192 27.497 -1.248 -3.342 1.368 H7 NFP 68 0IW H42 H42 H 0 1 N N N 48.705 52.235 26.497 -1.940 -4.088 -0.092 H8 NFP 69 0IW H511 H511 H 0 0 N N N 48.739 50.536 24.695 0.129 -3.551 -1.348 H9 NFP 70 0IW H521 H521 H 0 0 N N N 49.795 49.480 25.729 0.821 -2.804 0.112 H10 NFP 71 0IW "H2'" "H2'" H 0 1 N N N 48.865 48.092 27.418 -0.160 -5.957 -1.495 H11 NFP 72 0IW "H3'" "H3'" H 0 1 N N N 46.855 47.022 28.379 0.617 -8.166 -0.733 H12 NFP 73 0IW "H4'" "H4'" H 0 1 N N N 44.606 47.893 27.826 1.836 -8.375 1.396 H13 NFP 74 0IW "H5'" "H5'" H 0 1 N N N 44.359 49.832 26.312 2.277 -6.376 2.764 H14 NFP 75 0IW "H6'" "H6'" H 0 1 N N N 46.365 50.912 25.349 1.507 -4.166 1.999 H15 NFP 76 0IW H1 H1 H 0 1 N N N 50.711 52.240 34.077 -6.915 4.705 -2.157 H16 NFP 77 0IW H2 H2 H 0 1 N N N 48.701 53.513 33.431 -7.259 2.602 -3.390 H17 NFP 78 0IW H33 H33 H 0 1 N N N 48.400 54.257 31.099 -6.613 0.456 -2.369 H18 NFP 79 0IW H5 H5 H 0 1 N N N 52.130 52.397 30.045 -5.286 2.517 1.122 H19 NFP 80 0IW H6 H6 H 0 1 N N N 52.427 51.695 32.389 -5.933 4.662 0.101 H20 NFP 81 # # 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 0IW N1 C SING N N 1 0IW N1 C2 SING N N 2 0IW N1 C6 SING N N 3 0IW C O DOUB N N 4 0IW C N SING N N 5 0IW C2 C3 SING N N 6 0IW C3 N4 SING N N 7 0IW N4 CM SING N N 8 0IW N4 C5 SING N N 9 0IW C5 C6 SING N N 10 0IW N CA SING N N 11 0IW CA C1 SING N N 12 0IW CA CB SING N N 13 0IW C1 O1 DOUB N N 14 0IW C1 N2 SING N N 15 0IW CB CG SING N N 16 0IW CG CD1 DOUB Y N 17 0IW CG CD2 SING Y N 18 0IW CD1 CE1 SING Y N 19 0IW CD2 CE2 DOUB Y N 20 0IW CE1 CZ DOUB Y N 21 0IW CE2 CZ SING Y N 22 0IW C11 C21 SING N N 23 0IW C11 S1 SING N N 24 0IW C21 C31 SING N N 25 0IW C31 N2 SING N N 26 0IW C31 C4 SING N N 27 0IW C4 C51 SING N N 28 0IW C51 "C1'" SING N N 29 0IW "C1'" "C2'" DOUB Y N 30 0IW "C1'" "C6'" SING Y N 31 0IW "C2'" "C3'" SING Y N 32 0IW "C3'" "C4'" DOUB Y N 33 0IW "C4'" "C5'" SING Y N 34 0IW "C5'" "C6'" DOUB Y N 35 0IW C12 C22 DOUB Y N 36 0IW C12 C61 SING Y N 37 0IW C22 C32 SING Y N 38 0IW C32 C41 DOUB Y N 39 0IW C41 S1 SING N N 40 0IW C41 C52 SING Y N 41 0IW S1 O11 DOUB N N 42 0IW S1 O2 DOUB N N 43 0IW C52 C61 DOUB Y N 44 0IW C2 H21 SING N N 45 0IW C2 H22 SING N N 46 0IW C3 H31 SING N N 47 0IW C3 H32 SING N N 48 0IW CM HM1 SING N N 49 0IW CM HM2 SING N N 50 0IW CM HM3 SING N N 51 0IW C5 H51 SING N N 52 0IW C5 H52 SING N N 53 0IW C6 H61 SING N N 54 0IW C6 H62 SING N N 55 0IW N H SING N N 56 0IW CA HA SING N N 57 0IW CB HB2 SING N N 58 0IW CB HB3 SING N N 59 0IW CD1 HD1 SING N N 60 0IW CD2 HD2 SING N N 61 0IW CE1 HE1 SING N N 62 0IW CE2 HE2 SING N N 63 0IW CZ HZ SING N N 64 0IW C11 H11 SING N N 65 0IW C11 H221 SING N N 66 0IW C21 H211 SING N N 67 0IW C21 H24 SING N N 68 0IW C31 H3 SING N N 69 0IW N2 HN2 SING N N 70 0IW C4 H41 SING N N 71 0IW C4 H42 SING N N 72 0IW C51 H511 SING N N 73 0IW C51 H521 SING N N 74 0IW "C2'" "H2'" SING N N 75 0IW "C3'" "H3'" SING N N 76 0IW "C4'" "H4'" SING N N 77 0IW "C5'" "H5'" SING N N 78 0IW "C6'" "H6'" SING N N 79 0IW C12 H1 SING N N 80 0IW C22 H2 SING N N 81 0IW C32 H33 SING N N 82 0IW C52 H5 SING N N 83 0IW C61 H6 SING N N 84 # # 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 0IW SMILES ACDLabs 12.01 "O=C(N1CCN(C)CC1)NC(C(=O)NC(CCc2ccccc2)CCS(=O)(=O)c3ccccc3)Cc4ccccc4" 0IW InChI InChI 1.03 "InChI=1S/C32H40N4O4S/c1-35-20-22-36(23-21-35)32(38)34-30(25-27-13-7-3-8-14-27)31(37)33-28(18-17-26-11-5-2-6-12-26)19-24-41(39,40)29-15-9-4-10-16-29/h2-16,28,30H,17-25H2,1H3,(H,33,37)(H,34,38)/t28-,30-/m0/s1" 0IW InChIKey InChI 1.03 VZSXPUDQSLKVIR-JDXGNMNLSA-N 0IW SMILES_CANONICAL CACTVS 3.370 "CN1CCN(CC1)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCc3ccccc3)CC[S](=O)(=O)c4ccccc4" 0IW SMILES CACTVS 3.370 "CN1CCN(CC1)C(=O)N[CH](Cc2ccccc2)C(=O)N[CH](CCc3ccccc3)CC[S](=O)(=O)c4ccccc4" 0IW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CN1CCN(CC1)C(=O)NC(Cc2ccccc2)C(=O)NC(CCc3ccccc3)CCS(=O)(=O)c4ccccc4" 0IW SMILES "OpenEye OEToolkits" 1.7.2 "CN1CCN(CC1)C(=O)NC(Cc2ccccc2)C(=O)NC(CCc3ccccc3)CCS(=O)(=O)c4ccccc4" # # 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 0IW "SYSTEMATIC NAME" ACDLabs 12.01 "Nalpha-[(4-methylpiperazin-1-yl)carbonyl]-N-[(3S)-1-phenyl-5-(phenylsulfonyl)pentan-3-yl]-L-phenylalaninamide" 0IW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "4-methyl-N-[1-oxidanylidene-3-phenyl-1-[[1-phenyl-5-(phenylsulfonyl)pentan-3-yl]amino]propan-2-yl]piperazine-1-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 0IW "Create component" 2008-09-14 RCSB 0IW "Other modification" 2011-10-03 RCSB 0IW "Other modification" 2011-10-19 RCSB 0IW "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 0IW "APC-3316, bound form" ? ? 2 0IW "4-Methylpiperazine-1-carboxylic acid [1-[(3-benzenesulfonyl-1-phenethylallyl)carbamoyl]-2-phenylethyl]amide, bound form" ? ? ##