data_CTW # _chem_comp.id CTW _chem_comp.name "N-(4-fluorobenzoyl)-L-gamma-glutamyl-5-{[(S)-{[(1S)-1,3-dicarboxypropyl]amino}(hydroxy)phosphoryl]oxy}-L-norvaline" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H29 F N3 O13 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-31 _chem_comp.pdbx_modified_date 2014-12-26 _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 593.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CTW _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 4LQG _chem_comp.pdbx_subcomponent_list "1Y6 GGL 6GL GLU" _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 CTW CBH CBH C 0 1 N N N 27.662 51.547 44.315 5.265 0.796 1.321 CBH 1Y6 1 CTW OAF OAF O 0 1 N N N 27.939 50.608 43.566 5.058 1.309 2.404 OAF 1Y6 2 CTW CBJ CBJ C 0 1 Y N N 28.226 51.643 45.623 6.012 1.536 0.284 CBJ 1Y6 3 CTW CAP CAP C 0 1 Y N N 29.142 50.653 46.045 6.482 2.825 0.544 CAP 1Y6 4 CTW CAN CAN C 0 1 Y N N 29.751 50.687 47.310 7.179 3.511 -0.427 CAN 1Y6 5 CTW CBI CBI C 0 1 Y N N 29.464 51.739 48.198 7.413 2.924 -1.661 CBI 1Y6 6 CTW FAM FAM F 0 1 N N N 30.174 51.768 49.644 8.097 3.601 -2.609 FAM 1Y6 7 CTW CAO CAO C 0 1 Y N N 28.552 52.743 47.801 6.949 1.645 -1.925 CAO 1Y6 8 CTW CAQ CAQ C 0 1 Y N N 27.941 52.695 46.530 6.256 0.947 -0.959 CAQ 1Y6 9 CTW NAZ NAZ N 0 1 N N N 26.884 52.566 43.885 4.817 -0.450 1.069 N GGL 10 CTW CBL CBL C 0 1 N N S 26.259 52.576 42.531 4.076 -1.184 2.098 CA GGL 11 CTW CBE CBE C 0 1 N N N 26.139 54.015 41.962 5.048 -1.875 3.020 C GGL 12 CTW OAC OAC O 0 1 N N N 26.365 54.147 40.725 6.237 -1.766 2.836 O GGL 13 CTW CAX CAX C 0 1 N N N 24.828 51.988 42.576 3.176 -2.226 1.432 CB GGL 14 CTW CAU CAU C 0 1 N N N 24.853 50.536 43.026 2.110 -1.518 0.594 CG GGL 15 CTW CBG CBG C 0 1 N N N 23.529 50.188 43.675 1.223 -2.544 -0.062 CD GGL 16 CTW OAE OAE O 0 1 N N N 23.046 50.889 44.588 1.423 -3.726 0.122 OE1 GGL 17 CTW OAJ OAJ O 0 1 N N N 25.796 54.933 42.768 4.592 -2.612 4.045 OXT GGL 18 CTW PBN PBN P 0 1 N N N 17.594 43.995 43.515 -6.194 -0.540 0.521 PBN 6GL 19 CTW OAL OAL O 0 1 N N N 18.274 42.990 42.463 -7.131 -1.308 -0.330 OP1 6GL 20 CTW OAG OAG O 0 1 N N N 16.929 43.319 44.642 -6.722 -0.548 2.042 OP2 6GL 21 CTW OBB OBB O 0 1 N N N 18.638 44.934 44.131 -4.734 -1.215 0.456 OD 6GL 22 CTW CAS CAS C 0 1 N N N 19.518 45.680 43.270 -4.084 -1.547 -0.773 CD 6GL 23 CTW CAR CAR C 0 1 N N N 20.090 46.879 43.965 -2.718 -2.169 -0.475 CG 6GL 24 CTW CB CB C 0 1 N N N 21.396 47.265 43.219 -2.022 -2.525 -1.790 CB 6GL 25 CTW CA CA C 0 1 N N S 21.804 48.561 43.842 -0.656 -3.147 -1.492 CA 6GL 26 CTW C C C 0 1 N N N 22.216 48.283 45.331 -0.023 -3.609 -2.780 C 6GL 27 CTW OXT OXT O 0 1 N N N 21.473 48.745 46.221 -0.640 -4.528 -3.539 OXT 6GL 28 CTW O O O 0 1 N N N 23.292 47.673 45.537 1.039 -3.151 -3.129 O 6GL 29 CTW N N N 0 1 N N N 22.984 49.065 43.201 0.206 -2.149 -0.855 N 6GL 30 CTW NBA NBA N 0 1 N N N 16.502 44.920 42.631 -6.104 1.046 -0.034 N GLU 31 CTW CBM CBM C 0 1 N N S 16.044 44.386 41.329 -5.181 1.840 0.788 CA GLU 32 CTW CBF CBF C 0 1 N N N 17.131 44.553 40.244 -5.959 2.570 1.853 C GLU 33 CTW OAK OAK O 0 1 N N N 17.022 43.790 39.236 -7.159 2.442 1.919 O GLU 34 CTW CAW CAW C 0 1 N N N 14.749 45.140 40.860 -4.453 2.853 -0.097 CB GLU 35 CTW CAT CAT C 0 1 N N N 15.023 46.690 40.830 -3.566 2.111 -1.098 CG GLU 36 CTW CBC CBC C 0 1 N N N 13.881 47.493 40.101 -2.848 3.109 -1.970 CD GLU 37 CTW OAA OAA O 0 1 N N N 13.083 46.880 39.387 -3.027 4.293 -1.806 OE1 GLU 38 CTW OAH OAH O 0 1 N N N 13.833 48.728 40.280 -2.009 2.683 -2.927 OE2 GLU 39 CTW OAD OAD O 0 1 N N N 18.016 45.449 40.411 -5.319 3.362 2.727 OXT GLU 40 CTW H26 H26 H 0 1 N N N 29.382 49.843 45.372 6.300 3.284 1.505 H26 1Y6 41 CTW H27 H27 H 0 1 N N N 30.439 49.906 47.600 7.543 4.508 -0.226 H27 1Y6 42 CTW H28 H28 H 0 1 N N N 28.321 53.554 48.476 7.134 1.192 -2.888 H28 1Y6 43 CTW H29 H29 H 0 1 N N N 27.246 53.471 46.244 5.898 -0.051 -1.164 H29 1Y6 44 CTW H25 H25 H 0 1 N N N 26.722 53.340 44.497 4.985 -0.861 0.207 H GGL 45 CTW H23 H23 H 0 1 N N N 26.868 51.973 41.841 3.464 -0.488 2.671 HA GGL 46 CTW H21 H21 H 0 1 N N N 24.220 52.573 43.281 3.777 -2.868 0.788 HB2 GGL 47 CTW H22 H22 H 0 1 N N N 24.383 52.046 41.572 2.692 -2.831 2.199 HB3 GGL 48 CTW H19 H19 H 0 1 N N N 25.017 49.885 42.155 1.508 -0.876 1.237 HG2 GGL 49 CTW H20 H20 H 0 1 N N N 25.667 50.390 43.752 2.594 -0.913 -0.173 HG3 GGL 50 CTW H24 H24 H 0 1 N N N 25.730 55.757 42.300 5.253 -3.037 4.609 HXT GGL 51 CTW H9 H9 H 0 1 N N N 17.021 42.378 44.547 -6.156 -0.062 2.657 H9 6GL 52 CTW H10 H10 H 0 1 N N N 18.953 46.015 42.388 -4.695 -2.260 -1.326 H10 6GL 53 CTW H11 H11 H 0 1 N N N 20.343 45.026 42.951 -3.950 -0.644 -1.368 H11 6GL 54 CTW H12 H12 H 0 1 N N N 20.314 46.635 45.014 -2.107 -1.456 0.079 H12 6GL 55 CTW H13 H13 H 0 1 N N N 19.374 47.713 43.927 -2.852 -3.072 0.121 H13 6GL 56 CTW H14 H14 H 0 1 N N N 21.208 47.392 42.143 -2.633 -3.238 -2.344 H14 6GL 57 CTW H15 H15 H 0 1 N N N 22.171 46.499 43.368 -1.888 -1.622 -2.386 H15 6GL 58 CTW H16 H16 H 0 1 N N N 20.979 49.288 43.812 -0.783 -3.998 -0.824 H16 6GL 59 CTW H17 H17 H 0 1 N N N 21.849 48.563 47.074 -0.195 -4.793 -4.356 H17 6GL 60 CTW H18 H18 H 0 1 N N N 23.388 48.588 42.420 0.046 -1.204 -1.003 H18 6GL 61 CTW H8 H8 H 0 1 N N N 16.933 45.805 42.456 -7.019 1.471 -0.064 H GLU 62 CTW H6 H6 H 0 1 N N N 15.807 43.317 41.431 -4.454 1.179 1.259 HA GLU 63 CTW H4 H4 H 0 1 N N N 13.927 44.927 41.560 -5.183 3.456 -0.636 HB2 GLU 64 CTW H5 H5 H 0 1 N N N 14.471 44.798 39.852 -3.835 3.500 0.526 HB3 GLU 65 CTW H2 H2 H 0 1 N N N 15.972 46.870 40.303 -2.835 1.507 -0.559 HG2 GLU 66 CTW H3 H3 H 0 1 N N N 15.104 47.054 41.865 -4.183 1.463 -1.720 HG3 GLU 67 CTW H1 H1 H 0 1 N N N 13.105 49.091 39.790 -1.572 3.360 -3.461 HE2 GLU 68 CTW H7 H7 H 0 1 N N N 18.596 45.466 39.659 -5.860 3.810 3.392 HXT GLU 69 # 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 CTW OAK CBF DOUB N N 1 CTW OAA CBC DOUB N N 2 CTW CBC OAH SING N N 3 CTW CBC CAT SING N N 4 CTW CBF OAD SING N N 5 CTW CBF CBM SING N N 6 CTW OAC CBE DOUB N N 7 CTW CAT CAW SING N N 8 CTW CAW CBM SING N N 9 CTW CBM NBA SING N N 10 CTW CBE CBL SING N N 11 CTW CBE OAJ SING N N 12 CTW OAL PBN DOUB N N 13 CTW CBL CAX SING N N 14 CTW CBL NAZ SING N N 15 CTW CAX CAU SING N N 16 CTW NBA PBN SING N N 17 CTW CAU CBG SING N N 18 CTW N CBG SING N N 19 CTW N CA SING N N 20 CTW CB CA SING N N 21 CTW CB CAR SING N N 22 CTW CAS CAR SING N N 23 CTW CAS OBB SING N N 24 CTW PBN OBB SING N N 25 CTW PBN OAG SING N N 26 CTW OAF CBH DOUB N N 27 CTW CBG OAE DOUB N N 28 CTW CA C SING N N 29 CTW NAZ CBH SING N N 30 CTW CBH CBJ SING N N 31 CTW C O DOUB N N 32 CTW C OXT SING N N 33 CTW CBJ CAP DOUB Y N 34 CTW CBJ CAQ SING Y N 35 CTW CAP CAN SING Y N 36 CTW CAQ CAO DOUB Y N 37 CTW CAN CBI DOUB Y N 38 CTW CAO CBI SING Y N 39 CTW CBI FAM SING N N 40 CTW OAH H1 SING N N 41 CTW CAT H2 SING N N 42 CTW CAT H3 SING N N 43 CTW CAW H4 SING N N 44 CTW CAW H5 SING N N 45 CTW CBM H6 SING N N 46 CTW OAD H7 SING N N 47 CTW NBA H8 SING N N 48 CTW OAG H9 SING N N 49 CTW CAS H10 SING N N 50 CTW CAS H11 SING N N 51 CTW CAR H12 SING N N 52 CTW CAR H13 SING N N 53 CTW CB H14 SING N N 54 CTW CB H15 SING N N 55 CTW CA H16 SING N N 56 CTW OXT H17 SING N N 57 CTW N H18 SING N N 58 CTW CAU H19 SING N N 59 CTW CAU H20 SING N N 60 CTW CAX H21 SING N N 61 CTW CAX H22 SING N N 62 CTW CBL H23 SING N N 63 CTW OAJ H24 SING N N 64 CTW NAZ H25 SING N N 65 CTW CAP H26 SING N N 66 CTW CAN H27 SING N N 67 CTW CAO H28 SING N N 68 CTW CAQ H29 SING N N 69 # 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 CTW SMILES ACDLabs 12.01 "O=C(c1ccc(F)cc1)NC(C(=O)O)CCC(=O)NC(C(=O)O)CCCOP(=O)(O)NC(C(=O)O)CCC(=O)O" CTW InChI InChI 1.03 "InChI=1S/C22H29FN3O13P/c23-13-5-3-12(4-6-13)19(30)25-15(21(33)34)7-9-17(27)24-14(20(31)32)2-1-11-39-40(37,38)26-16(22(35)36)8-10-18(28)29/h3-6,14-16H,1-2,7-11H2,(H,24,27)(H,25,30)(H,28,29)(H,31,32)(H,33,34)(H,35,36)(H2,26,37,38)/t14-,15-,16-/m0/s1" CTW InChIKey InChI 1.03 RHOKGKWGPOEIFI-JYJNAYRXSA-N CTW SMILES_CANONICAL CACTVS 3.385 "OC(=O)CC[C@H](N[P](O)(=O)OCCC[C@H](NC(=O)CC[C@H](NC(=O)c1ccc(F)cc1)C(O)=O)C(O)=O)C(O)=O" CTW SMILES CACTVS 3.385 "OC(=O)CC[CH](N[P](O)(=O)OCCC[CH](NC(=O)CC[CH](NC(=O)c1ccc(F)cc1)C(O)=O)C(O)=O)C(O)=O" CTW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=O)N[C@@H](CCC(=O)N[C@@H](CCCOP(=O)(N[C@@H](CCC(=O)O)C(=O)O)O)C(=O)O)C(=O)O)F" CTW SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=O)NC(CCC(=O)NC(CCCOP(=O)(NC(CCC(=O)O)C(=O)O)O)C(=O)O)C(=O)O)F" # 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 CTW "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-fluorobenzoyl)-L-gamma-glutamyl-5-{[(S)-{[(1S)-1,3-dicarboxypropyl]amino}(hydroxy)phosphoryl]oxy}-L-norvaline" CTW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[[(4S)-4-[[(4S)-4-[(4-fluorophenyl)carbonylamino]-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]-5-oxidanyl-5-oxidanylidene-pentoxy]-oxidanyl-phosphoryl]amino]pentanedioic 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 CTW "Create component" 2013-07-31 RCSB CTW "Initial release" 2014-12-31 RCSB #