data_OAP # _chem_comp.id OAP _chem_comp.name "4-(S)-[(1-OXO-7-PHENYLHEPTYL)AMINO]-5-[4-(PHENYLMETHYL)PHENYLTHIO]PENTANOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H37 N O3 S" _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 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 503.695 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OAP _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 1KVO _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 OAP C1 C1 C 0 1 N N N -59.457 77.481 61.792 1.260 -0.100 -2.234 C1 OAP 1 OAP C2 C2 C 0 1 N N S -58.546 77.583 63.021 1.902 0.312 -0.909 C2 OAP 2 OAP C3 C3 C 0 1 N N N -58.971 76.498 64.011 3.366 -0.131 -0.891 C3 OAP 3 OAP C31 C31 C 0 1 N N N -58.544 75.105 63.603 4.009 0.281 0.434 C31 OAP 4 OAP C32 C32 C 0 1 N N N -57.046 74.875 63.757 5.451 -0.156 0.451 C32 OAP 5 OAP O31 O31 O 0 1 N N N -56.461 74.112 62.950 5.917 -0.738 -0.499 O31 OAP 6 OAP O32 O32 O 0 1 N N N -56.457 75.438 64.705 6.218 0.101 1.522 O32 OAP 7 OAP S11 S11 S 0 1 N N N -59.317 78.834 60.575 -0.475 0.426 -2.255 S11 OAP 8 OAP C11 C11 C 0 1 Y N N -57.815 78.465 59.799 -0.954 -0.159 -3.846 C11 OAP 9 OAP C12 C12 C 0 1 Y N N -57.259 79.409 58.961 -2.254 0.034 -4.298 C12 OAP 10 OAP C13 C13 C 0 1 Y N N -56.093 79.126 58.279 -2.626 -0.426 -5.545 C13 OAP 11 OAP C14 C14 C 0 1 Y N N -55.470 77.897 58.436 -1.706 -1.080 -6.345 C14 OAP 12 OAP C15 C15 C 0 1 Y N N -56.043 76.956 59.296 -0.411 -1.274 -5.899 C15 OAP 13 OAP C16 C16 C 0 1 Y N N -57.207 77.237 59.972 -0.031 -0.811 -4.655 C16 OAP 14 OAP C17 C17 C 0 1 N N N -54.182 77.583 57.699 -2.116 -1.582 -7.705 C17 OAP 15 OAP C18 C18 C 0 1 Y N N -53.853 78.584 56.631 -1.868 -0.507 -8.733 C18 OAP 16 OAP C19 C19 C 0 1 Y N N -52.797 79.467 56.796 -0.649 -0.438 -9.380 C19 OAP 17 OAP C40 C40 C 0 1 Y N N -52.487 80.409 55.815 -0.422 0.547 -10.323 C40 OAP 18 OAP C41 C41 C 0 1 Y N N -53.235 80.463 54.662 -1.414 1.463 -10.617 C41 OAP 19 OAP C42 C42 C 0 1 Y N N -54.301 79.577 54.481 -2.634 1.393 -9.970 C42 OAP 20 OAP C43 C43 C 0 1 Y N N -54.604 78.646 55.463 -2.862 0.405 -9.031 C43 OAP 21 OAP N21 N21 N 0 1 N N N -58.615 78.920 63.625 1.186 -0.322 0.199 N21 OAP 22 OAP C21 C21 C 0 1 N N N -57.518 79.602 63.990 1.122 0.289 1.399 C21 OAP 23 OAP O21 O21 O 0 1 N N N -56.370 79.167 63.858 1.658 1.364 1.560 O21 OAP 24 OAP C22 C22 C 0 1 N N N -57.723 80.977 64.590 0.385 -0.364 2.539 C22 OAP 25 OAP C23 C23 C 0 1 N N N -57.987 82.004 63.545 0.465 0.531 3.777 C23 OAP 26 OAP C24 C24 C 0 1 N N N -56.977 81.903 62.445 -0.282 -0.132 4.935 C24 OAP 27 OAP C25 C25 C 0 1 N N N -57.100 83.054 61.477 -0.203 0.763 6.174 C25 OAP 28 OAP C26 C26 C 0 1 N N N -56.355 82.770 60.195 -0.951 0.099 7.332 C26 OAP 29 OAP C27 C27 C 0 1 N N N -56.677 83.835 59.139 -0.872 0.995 8.570 C27 OAP 30 OAP C28 C28 C 0 1 Y N N -57.270 83.287 57.859 -1.609 0.341 9.710 C28 OAP 31 OAP C50 C50 C 0 1 Y N N -56.458 82.760 56.867 -0.939 -0.510 10.568 C50 OAP 32 OAP C51 C51 C 0 1 Y N N -57.004 82.250 55.697 -1.615 -1.109 11.614 C51 OAP 33 OAP C52 C52 C 0 1 Y N N -58.371 82.265 55.506 -2.961 -0.856 11.803 C52 OAP 34 OAP C53 C53 C 0 1 Y N N -59.194 82.790 56.479 -3.630 -0.003 10.946 C53 OAP 35 OAP C54 C54 C 0 1 Y N N -58.644 83.300 57.651 -2.953 0.598 9.902 C54 OAP 36 OAP H11 1H1 H 0 1 N N N -59.300 76.499 61.286 1.793 0.372 -3.059 H11 OAP 37 OAP H12A 2H1 H 0 0 N N N -60.518 77.372 62.116 1.312 -1.183 -2.341 H12A OAP 38 OAP H2 H2 H 0 1 N N N -57.482 77.427 62.723 1.850 1.396 -0.802 H2 OAP 39 OAP H31 1H3 H 0 1 N N N -58.607 76.736 65.037 3.899 0.341 -1.716 H31 OAP 40 OAP H32 2H3 H 0 1 N N N -60.070 76.536 64.189 3.418 -1.215 -0.998 H32 OAP 41 OAP H311 1H31 H 0 0 N N N -59.125 74.331 64.157 3.476 -0.191 1.259 H311 OAP 42 OAP H312 2H31 H 0 0 N N N -58.878 74.873 62.564 3.957 1.365 0.541 H312 OAP 43 OAP HO3 HO3 H 0 1 N N N -55.522 75.294 64.801 7.143 -0.179 1.533 HO3 OAP 44 OAP H12 H12 H 0 1 N N N -57.746 80.390 58.836 -2.973 0.544 -3.673 H12 OAP 45 OAP H13 H13 H 0 1 N N N -55.657 79.884 57.606 -3.636 -0.276 -5.897 H13 OAP 46 OAP H15 H15 H 0 1 N N N -55.567 75.972 59.444 0.304 -1.785 -6.526 H15 OAP 47 OAP H16 H16 H 0 1 N N N -57.648 76.484 60.646 0.980 -0.963 -4.308 H16 OAP 48 OAP H171 1H17 H 0 0 N N N -53.333 77.471 58.413 -1.531 -2.467 -7.957 H171 OAP 49 OAP H172 2H17 H 0 0 N N N -54.206 76.549 57.280 -3.175 -1.837 -7.695 H172 OAP 50 OAP H19 H19 H 0 1 N N N -52.195 79.419 57.719 0.126 -1.154 -9.150 H19 OAP 51 OAP H40 H40 H 0 1 N N N -51.648 81.112 55.951 0.530 0.601 -10.828 H40 OAP 52 OAP H41 H41 H 0 1 N N N -52.982 81.209 53.890 -1.236 2.233 -11.353 H41 OAP 53 OAP H42 H42 H 0 1 N N N -54.905 79.612 53.559 -3.409 2.109 -10.200 H42 OAP 54 OAP H43 H43 H 0 1 N N N -55.447 77.950 55.314 -3.815 0.350 -8.526 H43 OAP 55 OAP HN2 HN2 H 0 1 N N N -59.490 79.411 63.804 0.757 -1.182 0.070 HN2 OAP 56 OAP H221 1H22 H 0 0 N N N -58.528 80.967 65.361 -0.658 -0.509 2.262 H221 OAP 57 OAP H222 2H22 H 0 0 N N N -56.863 81.269 65.237 0.840 -1.330 2.760 H222 OAP 58 OAP H231 1H23 H 0 0 N N N -59.030 81.942 63.157 1.509 0.675 4.055 H231 OAP 59 OAP H232 2H23 H 0 0 N N N -58.030 83.031 63.975 0.010 1.496 3.557 H232 OAP 60 OAP H241 1H24 H 0 0 N N N -55.941 81.817 62.848 -1.327 -0.276 4.658 H241 OAP 61 OAP H242 2H24 H 0 0 N N N -57.039 80.920 61.921 0.171 -1.098 5.156 H242 OAP 62 OAP H251 1H25 H 0 0 N N N -58.166 83.314 61.282 0.840 0.907 6.451 H251 OAP 63 OAP H252 2H25 H 0 0 N N N -56.771 84.014 61.938 -0.658 1.729 5.953 H252 OAP 64 OAP H261 1H26 H 0 0 N N N -55.257 82.674 60.365 -1.995 -0.044 7.054 H261 OAP 65 OAP H262 2H26 H 0 0 N N N -56.555 81.739 59.818 -0.497 -0.866 7.552 H262 OAP 66 OAP H271 1H27 H 0 0 N N N -57.340 84.621 59.569 0.171 1.139 8.847 H271 OAP 67 OAP H272 2H27 H 0 0 N N N -55.772 84.448 58.917 -1.326 1.961 8.349 H272 OAP 68 OAP H50 H50 H 0 1 N N N -55.364 82.746 57.010 0.112 -0.707 10.421 H50 OAP 69 OAP H51 H51 H 0 1 N N N -56.348 81.830 54.915 -1.092 -1.775 12.284 H51 OAP 70 OAP H52 H52 H 0 1 N N N -58.805 81.858 54.577 -3.489 -1.325 12.620 H52 OAP 71 OAP H53 H53 H 0 1 N N N -60.285 82.801 56.320 -4.682 0.193 11.093 H53 OAP 72 OAP H54 H54 H 0 1 N N N -59.306 83.720 58.426 -3.477 1.265 9.232 H54 OAP 73 # 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 OAP C1 C2 SING N N 1 OAP C1 S11 SING N N 2 OAP C1 H11 SING N N 3 OAP C1 H12A SING N N 4 OAP C2 C3 SING N N 5 OAP C2 N21 SING N N 6 OAP C2 H2 SING N N 7 OAP C3 C31 SING N N 8 OAP C3 H31 SING N N 9 OAP C3 H32 SING N N 10 OAP C31 C32 SING N N 11 OAP C31 H311 SING N N 12 OAP C31 H312 SING N N 13 OAP C32 O31 DOUB N N 14 OAP C32 O32 SING N N 15 OAP O32 HO3 SING N N 16 OAP S11 C11 SING N N 17 OAP C11 C12 DOUB Y N 18 OAP C11 C16 SING Y N 19 OAP C12 C13 SING Y N 20 OAP C12 H12 SING N N 21 OAP C13 C14 DOUB Y N 22 OAP C13 H13 SING N N 23 OAP C14 C15 SING Y N 24 OAP C14 C17 SING N N 25 OAP C15 C16 DOUB Y N 26 OAP C15 H15 SING N N 27 OAP C16 H16 SING N N 28 OAP C17 C18 SING N N 29 OAP C17 H171 SING N N 30 OAP C17 H172 SING N N 31 OAP C18 C19 DOUB Y N 32 OAP C18 C43 SING Y N 33 OAP C19 C40 SING Y N 34 OAP C19 H19 SING N N 35 OAP C40 C41 DOUB Y N 36 OAP C40 H40 SING N N 37 OAP C41 C42 SING Y N 38 OAP C41 H41 SING N N 39 OAP C42 C43 DOUB Y N 40 OAP C42 H42 SING N N 41 OAP C43 H43 SING N N 42 OAP N21 C21 SING N N 43 OAP N21 HN2 SING N N 44 OAP C21 O21 DOUB N N 45 OAP C21 C22 SING N N 46 OAP C22 C23 SING N N 47 OAP C22 H221 SING N N 48 OAP C22 H222 SING N N 49 OAP C23 C24 SING N N 50 OAP C23 H231 SING N N 51 OAP C23 H232 SING N N 52 OAP C24 C25 SING N N 53 OAP C24 H241 SING N N 54 OAP C24 H242 SING N N 55 OAP C25 C26 SING N N 56 OAP C25 H251 SING N N 57 OAP C25 H252 SING N N 58 OAP C26 C27 SING N N 59 OAP C26 H261 SING N N 60 OAP C26 H262 SING N N 61 OAP C27 C28 SING N N 62 OAP C27 H271 SING N N 63 OAP C27 H272 SING N N 64 OAP C28 C50 DOUB Y N 65 OAP C28 C54 SING Y N 66 OAP C50 C51 SING Y N 67 OAP C50 H50 SING N N 68 OAP C51 C52 DOUB Y N 69 OAP C51 H51 SING N N 70 OAP C52 C53 SING Y N 71 OAP C52 H52 SING N N 72 OAP C53 C54 DOUB Y N 73 OAP C53 H53 SING N N 74 OAP C54 H54 SING N N 75 # 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 OAP SMILES ACDLabs 10.04 "O=C(O)CCC(NC(=O)CCCCCCc1ccccc1)CSc2ccc(cc2)Cc3ccccc3" OAP SMILES_CANONICAL CACTVS 3.341 "OC(=O)CC[C@@H](CSc1ccc(Cc2ccccc2)cc1)NC(=O)CCCCCCc3ccccc3" OAP SMILES CACTVS 3.341 "OC(=O)CC[CH](CSc1ccc(Cc2ccccc2)cc1)NC(=O)CCCCCCc3ccccc3" OAP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CCCCCCC(=O)N[C@@H](CCC(=O)O)CSc2ccc(cc2)Cc3ccccc3" OAP SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CCCCCCC(=O)NC(CCC(=O)O)CSc2ccc(cc2)Cc3ccccc3" OAP InChI InChI 1.03 "InChI=1S/C31H37NO3S/c33-30(16-10-2-1-5-11-25-12-6-3-7-13-25)32-28(19-22-31(34)35)24-36-29-20-17-27(18-21-29)23-26-14-8-4-9-15-26/h3-4,6-9,12-15,17-18,20-21,28H,1-2,5,10-11,16,19,22-24H2,(H,32,33)(H,34,35)/t28-/m0/s1" OAP InChIKey InChI 1.03 BLFSPSZATDQQMK-NDEPHWFRSA-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 OAP "SYSTEMATIC NAME" ACDLabs 10.04 "(4S)-5-[(4-benzylphenyl)sulfanyl]-4-[(7-phenylheptanoyl)amino]pentanoic acid" OAP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4S)-4-(7-phenylheptanoylamino)-5-[4-(phenylmethyl)phenyl]sulfanyl-pentanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OAP "Create component" 1999-07-08 EBI OAP "Modify descriptor" 2011-06-04 RCSB #