data_SH3 # _chem_comp.id SH3 _chem_comp.name "N-[2-(1,3-benzodioxol-5-yl)ethyl]-N~3~-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alaninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H27 N2 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-14 _chem_comp.pdbx_modified_date 2014-02-28 _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 446.389 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SH3 _chem_comp.pdbx_model_coordinates_details ? _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 4NB4 _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 SH3 OAC OAC O 0 1 N N N 60.903 18.914 19.175 -6.424 -3.552 -0.856 OAC SH3 1 SH3 PAB PAB P 0 1 N N N 60.656 17.511 18.413 -5.940 -2.476 0.240 PAB SH3 2 SH3 OAD OAD O 0 1 N N N 61.106 16.385 19.458 -7.036 -2.377 1.415 OAD SH3 3 SH3 OAA OAA O 0 1 N N N 61.430 17.400 17.161 -4.643 -2.903 0.810 OAA SH3 4 SH3 OAE OAE O 0 1 N N N 59.088 17.361 18.192 -5.772 -1.036 -0.460 OAE SH3 5 SH3 CAF CAF C 0 1 N N N 58.429 18.203 17.236 -5.254 0.106 0.225 CAF SH3 6 SH3 CAG CAG C 0 1 N N N 57.182 18.812 17.881 -5.229 1.304 -0.727 CAG SH3 7 SH3 CAH CAH C 0 1 N N N 56.186 17.687 18.203 -4.337 0.982 -1.928 CAH SH3 8 SH3 CAI CAI C 0 1 N N N 56.567 19.801 16.876 -6.649 1.600 -1.212 CAI SH3 9 SH3 CAJ CAJ C 0 1 N N R 57.615 19.538 19.185 -4.675 2.527 0.006 CAJ SH3 10 SH3 OAK OAK O 0 1 N N N 58.700 20.419 18.895 -5.578 2.908 1.046 OAK SH3 11 SH3 CAL CAL C 0 1 N N N 56.482 20.384 19.762 -3.333 2.188 0.605 CAL SH3 12 SH3 OAM OAM O 0 1 N N N 55.459 19.861 20.203 -3.206 2.122 1.809 OAM SH3 13 SH3 NAN NAN N 0 1 N N N 56.721 21.703 19.729 -2.276 1.959 -0.198 NAN SH3 14 SH3 CAO CAO C 0 1 N N N 55.781 22.701 20.232 -0.997 1.536 0.378 CAO SH3 15 SH3 CAP CAP C 0 1 N N N 54.730 22.981 19.162 0.029 1.346 -0.742 CAP SH3 16 SH3 CAQ CAQ C 0 1 N N N 53.504 23.543 19.867 1.344 0.911 -0.149 CAQ SH3 17 SH3 OAR OAR O 0 1 N N N 52.796 22.801 20.538 1.451 0.767 1.050 OAR SH3 18 SH3 NAS NAS N 0 1 N N N 53.322 24.865 19.719 2.402 0.682 -0.952 NAS SH3 19 SH3 CAT CAT C 0 1 N N N 52.243 25.585 20.360 3.681 0.259 -0.376 CAT SH3 20 SH3 CAU CAU C 0 1 N N N 52.867 26.908 20.786 4.707 0.069 -1.496 CAU SH3 21 SH3 CAV CAV C 0 1 Y N N 52.328 27.913 19.940 6.022 -0.367 -0.903 CAV SH3 22 SH3 CBD CBD C 0 1 Y N N 52.498 27.882 18.548 6.952 0.581 -0.518 CBD SH3 23 SH3 CBC CBC C 0 1 Y N N 51.976 28.832 17.762 8.160 0.183 0.032 CBC SH3 24 SH3 OBB OBB O 0 1 N N N 52.042 28.959 16.407 9.229 0.901 0.485 OBB SH3 25 SH3 CBA CBA C 0 1 N N N 51.007 29.896 16.063 9.986 -0.010 1.302 CBA SH3 26 SH3 OAZ OAZ O 0 1 N N N 50.860 30.678 17.299 9.673 -1.304 0.752 OAZ SH3 27 SH3 CAY CAY C 0 1 Y N N 51.280 29.841 18.284 8.434 -1.173 0.196 CAY SH3 28 SH3 CAX CAX C 0 1 Y N N 51.090 29.929 19.601 7.497 -2.117 -0.193 CAX SH3 29 SH3 CAW CAW C 0 1 Y N N 51.609 28.976 20.468 6.293 -1.712 -0.740 CAW SH3 30 SH3 H1 H1 H 0 1 N N N 61.517 19.441 18.678 -6.547 -4.444 -0.504 H1 SH3 31 SH3 H2 H2 H 0 1 N N N 61.792 15.852 19.074 -7.913 -2.102 1.113 H2 SH3 32 SH3 H3 H3 H 0 1 N N N 58.136 17.606 16.360 -5.889 0.336 1.081 H3 SH3 33 SH3 H4 H4 H 0 1 N N N 59.111 19.007 16.921 -4.242 -0.105 0.570 H4 SH3 34 SH3 H5 H5 H 0 1 N N N 56.640 16.989 18.922 -4.792 0.184 -2.515 H5 SH3 35 SH3 H6 H6 H 0 1 N N N 55.273 18.119 18.638 -4.227 1.872 -2.548 H6 SH3 36 SH3 H7 H7 H 0 1 N N N 55.931 17.147 17.279 -3.357 0.660 -1.577 H7 SH3 37 SH3 H8 H8 H 0 1 N N N 55.666 20.256 17.313 -7.270 1.888 -0.363 H8 SH3 38 SH3 H9 H9 H 0 1 N N N 57.299 20.588 16.642 -6.624 2.414 -1.936 H9 SH3 39 SH3 H10 H10 H 0 1 N N N 56.297 19.266 15.954 -7.067 0.709 -1.681 H10 SH3 40 SH3 H11 H11 H 0 1 N N N 57.917 18.784 19.927 -4.561 3.352 -0.697 H11 SH3 41 SH3 H12 H12 H 0 1 N N N 58.968 20.865 19.690 -5.727 2.221 1.710 H12 SH3 42 SH3 H13 H13 H 0 1 N N N 57.586 22.019 19.340 -2.361 2.075 -1.158 H13 SH3 43 SH3 H14 H14 H 0 1 N N N 56.321 23.629 20.469 -0.641 2.298 1.071 H14 SH3 44 SH3 H15 H15 H 0 1 N N N 55.290 22.320 21.140 -1.132 0.595 0.910 H15 SH3 45 SH3 H16 H16 H 0 1 N N N 54.469 22.050 18.638 -0.327 0.584 -1.435 H16 SH3 46 SH3 H17 H17 H 0 1 N N N 55.116 23.713 18.438 0.164 2.288 -1.274 H17 SH3 47 SH3 H18 H18 H 0 1 N N N 53.960 25.374 19.141 2.317 0.797 -1.911 H18 SH3 48 SH3 H19 H19 H 0 1 N N N 51.416 25.754 19.655 4.037 1.020 0.317 H19 SH3 49 SH3 H20 H20 H 0 1 N N N 51.872 25.031 21.235 3.546 -0.683 0.156 H20 SH3 50 SH3 H21 H21 H 0 1 N N N 53.960 26.864 20.672 4.351 -0.693 -2.189 H21 SH3 51 SH3 H22 H22 H 0 1 N N N 52.617 27.123 21.835 4.842 1.010 -2.028 H22 SH3 52 SH3 H23 H23 H 0 1 N N N 53.061 27.076 18.101 6.738 1.631 -0.647 H23 SH3 53 SH3 H24 H24 H 0 1 N N N 51.314 30.536 15.222 11.053 0.194 1.216 H24 SH3 54 SH3 H25 H25 H 0 1 N N N 50.071 29.378 15.807 9.666 0.051 2.342 H25 SH3 55 SH3 H26 H26 H 0 1 N N N 50.522 30.756 20.001 7.706 -3.169 -0.067 H26 SH3 56 SH3 H27 H27 H 0 1 N N N 51.456 29.061 21.534 5.562 -2.450 -1.038 H27 SH3 57 # 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 SH3 CBA OBB SING N N 1 SH3 CBA OAZ SING N N 2 SH3 OBB CBC SING N N 3 SH3 CAI CAG SING N N 4 SH3 OAA PAB DOUB N N 5 SH3 CAF CAG SING N N 6 SH3 CAF OAE SING N N 7 SH3 OAZ CAY SING N N 8 SH3 CBC CAY DOUB Y N 9 SH3 CBC CBD SING Y N 10 SH3 CAG CAH SING N N 11 SH3 CAG CAJ SING N N 12 SH3 OAE PAB SING N N 13 SH3 CAY CAX SING Y N 14 SH3 PAB OAC SING N N 15 SH3 PAB OAD SING N N 16 SH3 CBD CAV DOUB Y N 17 SH3 OAK CAJ SING N N 18 SH3 CAP CAQ SING N N 19 SH3 CAP CAO SING N N 20 SH3 CAJ CAL SING N N 21 SH3 CAX CAW DOUB Y N 22 SH3 NAS CAQ SING N N 23 SH3 NAS CAT SING N N 24 SH3 NAN CAL SING N N 25 SH3 NAN CAO SING N N 26 SH3 CAL OAM DOUB N N 27 SH3 CAQ OAR DOUB N N 28 SH3 CAV CAW SING Y N 29 SH3 CAV CAU SING N N 30 SH3 CAT CAU SING N N 31 SH3 OAC H1 SING N N 32 SH3 OAD H2 SING N N 33 SH3 CAF H3 SING N N 34 SH3 CAF H4 SING N N 35 SH3 CAH H5 SING N N 36 SH3 CAH H6 SING N N 37 SH3 CAH H7 SING N N 38 SH3 CAI H8 SING N N 39 SH3 CAI H9 SING N N 40 SH3 CAI H10 SING N N 41 SH3 CAJ H11 SING N N 42 SH3 OAK H12 SING N N 43 SH3 NAN H13 SING N N 44 SH3 CAO H14 SING N N 45 SH3 CAO H15 SING N N 46 SH3 CAP H16 SING N N 47 SH3 CAP H17 SING N N 48 SH3 NAS H18 SING N N 49 SH3 CAT H19 SING N N 50 SH3 CAT H20 SING N N 51 SH3 CAU H21 SING N N 52 SH3 CAU H22 SING N N 53 SH3 CBD H23 SING N N 54 SH3 CBA H24 SING N N 55 SH3 CBA H25 SING N N 56 SH3 CAX H26 SING N N 57 SH3 CAW H27 SING N N 58 # 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 SH3 SMILES ACDLabs 12.01 "O=P(O)(O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCc1ccc2OCOc2c1" SH3 InChI InChI 1.03 "InChI=1S/C18H27N2O9P/c1-18(2,10-29-30(24,25)26)16(22)17(23)20-8-6-15(21)19-7-5-12-3-4-13-14(9-12)28-11-27-13/h3-4,9,16,22H,5-8,10-11H2,1-2H3,(H,19,21)(H,20,23)(H2,24,25,26)/t16-/m0/s1" SH3 InChIKey InChI 1.03 OQCPPROGRWYIDC-INIZCTEOSA-N SH3 SMILES_CANONICAL CACTVS 3.385 "CC(C)(CO[P](O)(O)=O)[C@@H](O)C(=O)NCCC(=O)NCCc1ccc2OCOc2c1" SH3 SMILES CACTVS 3.385 "CC(C)(CO[P](O)(O)=O)[CH](O)C(=O)NCCC(=O)NCCc1ccc2OCOc2c1" SH3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)(COP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCc1ccc2c(c1)OCO2)O" SH3 SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)(COP(=O)(O)O)C(C(=O)NCCC(=O)NCCc1ccc2c(c1)OCO2)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 SH3 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[2-(1,3-benzodioxol-5-yl)ethyl]-N~3~-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alaninamide" SH3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(3R)-4-[[3-[2-(1,3-benzodioxol-5-yl)ethylamino]-3-oxidanylidene-propyl]amino]-2,2-dimethyl-3-oxidanyl-4-oxidanylidene-butyl] dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SH3 "Create component" 2013-11-14 RCSB SH3 "Initial release" 2014-03-05 RCSB #