data_138 # _chem_comp.id 138 _chem_comp.name ;N-[5'-O-PHOSPHONO-RIBOFURANOSYL]-2-[2-HYDROXY-2-[4-[GLUTAMIC ACID]-N-CARBONYLPHENYL]-3-[2-AMINO-4-HYDROXY-QUINAZOLIN-6-YL]-PROPANYLAMINO]-ACETAMIDE ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H37 N6 O15 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-07-23 _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 752.620 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 138 _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 1JKX _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 138 N1 N1 N 0 1 Y N N 62.577 35.580 64.056 -5.556 -0.075 4.695 N1 138 1 138 C2 C2 C 0 1 Y N N 61.926 35.944 62.852 -5.309 0.347 5.920 C2 138 2 138 NA2 NA2 N 0 1 N N N 60.548 35.524 62.599 -6.243 0.095 6.908 NA2 138 3 138 N3 N3 N 0 1 Y N N 62.609 36.723 61.886 -4.197 1.001 6.245 N3 138 4 138 C4 C4 C 0 1 Y N N 63.945 37.144 62.095 -3.267 1.272 5.344 C4 138 5 138 O4 O4 O 0 1 N N N 64.581 37.926 61.089 -2.142 1.938 5.689 O4 138 6 138 C4A C4A C 0 1 Y N N 64.621 36.788 63.301 -3.479 0.848 4.011 C4A 138 7 138 C8A C8A C 0 1 Y N N 63.920 35.985 64.297 -4.677 0.154 3.709 C8A 138 8 138 C8 C8 C 0 1 Y N N 64.579 35.614 65.521 -4.908 -0.275 2.395 C8 138 9 138 C7 C7 C 0 1 Y N N 65.939 36.022 65.758 -3.979 -0.021 1.430 C7 138 10 138 C6 C6 C 0 1 Y N N 66.647 36.819 64.757 -2.803 0.660 1.728 C6 138 11 138 C9 C9 C 0 1 N N N 68.132 37.262 64.986 -1.799 0.923 0.636 C9 138 12 138 C10 C10 C 0 1 N N S 69.220 36.342 64.190 -0.896 -0.300 0.468 C10 138 13 138 OA2 OA2 O 0 1 N N N 69.133 36.539 62.764 -1.672 -1.402 -0.005 OA2 138 14 138 CA1 CA1 C 0 1 N N N 70.682 36.676 64.628 0.209 0.016 -0.540 CA1 138 15 138 C5 C5 C 0 1 Y N N 65.979 37.194 63.535 -2.547 1.093 2.996 C5 138 16 138 C13 C13 C 0 1 Y N N 68.520 33.855 63.556 -0.255 -1.972 2.215 C13 138 17 138 C12 C12 C 0 1 Y N N 68.382 32.471 63.903 0.309 -2.304 3.429 C12 138 18 138 C11 C11 C 0 1 Y N N 68.777 32.016 65.223 0.858 -1.305 4.235 C11 138 19 138 C17 C17 C 0 1 N N N 68.639 30.562 65.634 1.465 -1.653 5.538 C17 138 20 138 O17 O17 O 0 1 N N N 68.917 29.698 64.520 1.486 -2.811 5.909 O17 138 21 138 C16 C16 C 0 1 Y N N 69.305 32.935 66.182 0.831 0.022 3.807 C16 138 22 138 C15 C15 C 0 1 Y N N 69.446 34.308 65.855 0.268 0.339 2.588 C15 138 23 138 C14 C14 C 0 1 Y N N 69.056 34.801 64.532 -0.278 -0.654 1.796 C14 138 24 138 N N N 0 1 N N N 68.302 30.176 66.852 1.994 -0.687 6.314 N 138 25 138 CA CA C 0 1 N N S 68.179 28.766 67.171 2.595 -1.031 7.605 CA 138 26 138 C C C 0 1 N N N 66.712 28.361 67.207 1.542 -0.970 8.682 C 138 27 138 O O O 0 1 N N N 66.466 27.001 67.496 0.512 -0.117 8.566 O 138 28 138 OT OT O 0 1 N N N 65.793 29.168 66.993 1.625 -1.689 9.650 OT 138 29 138 CB CB C 0 1 N N N 68.883 28.485 68.551 3.713 -0.039 7.928 CB 138 30 138 CG CG C 0 1 N N N 70.436 28.712 68.681 4.782 -0.101 6.835 CG 138 31 138 CD CD C 0 1 N N N 71.113 28.428 70.031 5.884 0.876 7.153 CD 138 32 138 OE2 OE2 O 0 1 N N N 70.464 28.468 71.116 5.821 1.553 8.152 OE2 138 33 138 OE1 OE1 O 0 1 N N N 72.336 28.157 69.993 6.935 0.994 6.327 OE1 138 34 138 C24 C24 C 0 1 N N S 73.812 42.728 68.886 1.352 2.183 -8.646 C24 138 35 138 O24 O24 O 0 1 N N N 75.081 43.293 68.470 0.870 3.248 -9.468 O24 138 36 138 C23 C23 C 0 1 N N R 72.901 42.308 67.743 1.436 2.633 -7.168 C23 138 37 138 O23 O23 O 0 1 N N N 73.113 42.984 66.519 1.011 3.990 -7.033 O23 138 38 138 C22 C22 C 0 1 N N R 73.126 40.831 67.623 0.468 1.680 -6.432 C22 138 39 138 O26 O26 O 0 1 N N N 73.234 40.459 68.971 0.388 0.509 -7.274 O26 138 40 138 C25 C25 C 0 1 N N R 73.976 41.447 69.677 0.341 1.014 -8.626 C25 138 41 138 C27 C27 C 0 1 N N N 73.370 41.582 71.069 0.761 -0.072 -9.616 C27 138 42 138 O28 O28 O 0 1 N N N 74.057 42.549 71.847 -0.145 -1.173 -9.528 O28 138 43 138 N21 N21 N 0 1 N N N 72.007 40.076 67.077 1.004 1.326 -5.115 N21 138 44 138 C20 C20 C 0 1 N N N 72.119 39.187 66.117 0.164 1.017 -4.107 C20 138 45 138 O20 O20 O 0 1 N N N 73.152 38.498 65.986 -1.034 1.032 -4.290 O20 138 46 138 C19 C19 C 0 1 N N N 70.907 39.048 65.168 0.715 0.653 -2.752 C19 138 47 138 N18 N18 N 0 1 N N N 70.852 38.088 64.024 -0.393 0.362 -1.835 N18 138 48 138 P29 P29 P 0 1 N N N 73.608 42.880 73.285 0.354 -2.274 -10.592 P29 138 49 138 O30 O30 O 0 1 N N N 72.548 44.006 72.980 -0.628 -3.548 -10.546 O30 138 50 138 O31 O31 O 0 1 N N N 74.841 43.427 74.119 0.339 -1.637 -12.070 O31 138 51 138 O32 O32 O 0 1 N N N 73.043 41.765 73.951 1.730 -2.700 -10.251 O32 138 52 138 HA21 1HA2 H 0 0 N N N 59.971 35.833 63.381 -6.080 0.393 7.817 HA21 138 53 138 HA22 2HA2 H 0 0 N N N 60.079 35.786 61.732 -7.062 -0.377 6.693 HA22 138 54 138 HO4 HO4 H 0 1 N N N 65.477 38.208 61.229 -1.491 1.272 5.949 HO4 138 55 138 H8 H8 H 0 1 N N N 64.042 35.017 66.277 -5.817 -0.804 2.148 H8 138 56 138 H7 H7 H 0 1 N N N 66.434 35.727 66.698 -4.159 -0.353 0.418 H7 138 57 138 H91 1H9 H 0 1 N N N 68.369 37.298 66.075 -2.323 1.119 -0.299 H91 138 58 138 H92 2H9 H 0 1 N N N 68.265 38.339 64.731 -1.192 1.789 0.901 H92 138 59 138 HA2 HA2 H 0 1 N N N 69.766 36.004 62.301 -1.066 -2.151 -0.097 HA2 138 60 138 HA11 1HA1 H 0 0 N N N 71.455 35.930 64.329 0.800 0.858 -0.179 HA11 138 61 138 HA12 2HA1 H 0 0 N N N 70.886 36.594 65.721 0.852 -0.854 -0.660 HA12 138 62 138 H5 H5 H 0 1 N N N 66.509 37.794 62.776 -1.631 1.621 3.216 H5 138 63 138 H13 H13 H 0 1 N N N 68.217 34.188 62.549 -0.680 -2.744 1.590 H13 138 64 138 H12 H12 H 0 1 N N N 67.976 31.763 63.161 0.327 -3.333 3.755 H12 138 65 138 H16 H16 H 0 1 N N N 69.606 32.582 67.183 1.254 0.799 4.426 H16 138 66 138 H15 H15 H 0 1 N N N 69.855 34.986 66.623 0.247 1.366 2.255 H15 138 67 138 H H H 0 1 N N N 68.144 30.933 67.517 1.976 0.236 6.019 H 138 68 138 HA HA H 0 1 N N N 68.679 28.155 66.383 3.006 -2.040 7.557 HA 138 69 138 HO HO H 0 1 N N N 65.551 26.748 67.519 -0.162 -0.077 9.257 HO 138 70 138 HB1 1HB H 0 1 N N N 68.646 27.443 68.868 3.302 0.968 7.977 HB1 138 71 138 HB2 2HB H 0 1 N N N 68.367 29.077 69.343 4.160 -0.295 8.889 HB2 138 72 138 HG1 1HG H 0 1 N N N 70.676 29.756 68.370 5.194 -1.109 6.787 HG1 138 73 138 HG2 2HG H 0 1 N N N 70.954 28.125 67.887 4.335 0.154 5.875 HG2 138 74 138 HE1 HE1 H 0 1 N N N 72.755 27.981 70.828 7.642 1.622 6.532 HE1 138 75 138 H24 H24 H 0 1 N N N 73.372 43.566 69.476 2.325 1.840 -8.998 H24 138 76 138 HO5 HO5 H 0 1 N N N 75.650 43.555 69.184 1.539 3.945 -9.442 HO5 138 77 138 H23 H23 H 0 1 N N N 71.844 42.580 67.971 2.450 2.512 -6.789 H23 138 78 138 HO3 HO3 H 0 1 N N N 72.544 42.722 65.805 1.084 4.215 -6.096 HO3 138 79 138 H22 H22 H 0 1 N N N 73.985 40.625 66.943 -0.514 2.141 -6.330 H22 138 80 138 H25 H25 H 0 1 N N N 75.056 41.194 69.788 -0.659 1.375 -8.861 H25 138 81 138 H271 1H27 H 0 0 N N N 73.325 40.598 71.591 0.746 0.331 -10.628 H271 138 82 138 H272 2H27 H 0 0 N N N 72.278 41.802 71.018 1.769 -0.413 -9.376 H272 138 83 138 H21 H21 H 0 1 N N N 71.045 40.181 67.400 1.962 1.314 -4.969 H21 138 84 138 H191 1H19 H 0 0 N N N 70.695 40.062 64.756 1.300 1.486 -2.362 H191 138 85 138 H192 2H19 H 0 0 N N N 70.013 38.852 65.804 1.352 -0.226 -2.844 H192 138 86 138 H18 H18 H 0 1 N N N 70.132 38.321 63.340 -0.842 -0.473 -2.178 H18 138 87 138 HO0 HO0 H 0 1 N N N 72.271 44.210 73.866 -0.294 -4.182 -11.196 HO0 138 88 138 HO1 HO1 H 0 1 N N N 74.565 43.631 75.005 -0.573 -1.374 -12.252 HO1 138 89 # 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 138 N1 C2 DOUB Y N 1 138 N1 C8A SING Y N 2 138 C2 NA2 SING N N 3 138 C2 N3 SING Y N 4 138 NA2 HA21 SING N N 5 138 NA2 HA22 SING N N 6 138 N3 C4 DOUB Y N 7 138 C4 O4 SING N N 8 138 C4 C4A SING Y N 9 138 O4 HO4 SING N N 10 138 C4A C8A DOUB Y N 11 138 C4A C5 SING Y N 12 138 C8A C8 SING Y N 13 138 C8 C7 DOUB Y N 14 138 C8 H8 SING N N 15 138 C7 C6 SING Y N 16 138 C7 H7 SING N N 17 138 C6 C9 SING N N 18 138 C6 C5 DOUB Y N 19 138 C9 C10 SING N N 20 138 C9 H91 SING N N 21 138 C9 H92 SING N N 22 138 C10 OA2 SING N N 23 138 C10 CA1 SING N N 24 138 C10 C14 SING N N 25 138 OA2 HA2 SING N N 26 138 CA1 N18 SING N N 27 138 CA1 HA11 SING N N 28 138 CA1 HA12 SING N N 29 138 C5 H5 SING N N 30 138 C13 C12 DOUB Y N 31 138 C13 C14 SING Y N 32 138 C13 H13 SING N N 33 138 C12 C11 SING Y N 34 138 C12 H12 SING N N 35 138 C11 C17 SING N N 36 138 C11 C16 DOUB Y N 37 138 C17 O17 DOUB N N 38 138 C17 N SING N N 39 138 C16 C15 SING Y N 40 138 C16 H16 SING N N 41 138 C15 C14 DOUB Y N 42 138 C15 H15 SING N N 43 138 N CA SING N N 44 138 N H SING N N 45 138 CA C SING N N 46 138 CA CB SING N N 47 138 CA HA SING N N 48 138 C O SING N N 49 138 C OT DOUB N N 50 138 O HO SING N N 51 138 CB CG SING N N 52 138 CB HB1 SING N N 53 138 CB HB2 SING N N 54 138 CG CD SING N N 55 138 CG HG1 SING N N 56 138 CG HG2 SING N N 57 138 CD OE2 DOUB N N 58 138 CD OE1 SING N N 59 138 OE1 HE1 SING N N 60 138 C24 O24 SING N N 61 138 C24 C23 SING N N 62 138 C24 C25 SING N N 63 138 C24 H24 SING N N 64 138 O24 HO5 SING N N 65 138 C23 O23 SING N N 66 138 C23 C22 SING N N 67 138 C23 H23 SING N N 68 138 O23 HO3 SING N N 69 138 C22 O26 SING N N 70 138 C22 N21 SING N N 71 138 C22 H22 SING N N 72 138 O26 C25 SING N N 73 138 C25 C27 SING N N 74 138 C25 H25 SING N N 75 138 C27 O28 SING N N 76 138 C27 H271 SING N N 77 138 C27 H272 SING N N 78 138 O28 P29 SING N N 79 138 N21 C20 SING N N 80 138 N21 H21 SING N N 81 138 C20 O20 DOUB N N 82 138 C20 C19 SING N N 83 138 C19 N18 SING N N 84 138 C19 H191 SING N N 85 138 C19 H192 SING N N 86 138 N18 H18 SING N N 87 138 P29 O30 SING N N 88 138 P29 O31 SING N N 89 138 P29 O32 DOUB N N 90 138 O30 HO0 SING N N 91 138 O31 HO1 SING N N 92 # 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 138 SMILES ACDLabs 10.04 "O=C(NC1OC(C(O)C1O)COP(=O)(O)O)CNCC(O)(c2ccc(C(=O)NC(C(=O)O)CCC(=O)O)cc2)Cc4cc3c(O)nc(nc3cc4)N" 138 SMILES_CANONICAL CACTVS 3.341 "Nc1nc(O)c2cc(C[C@@](O)(CNCC(=O)N[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O)c4ccc(cc4)C(=O)N[C@@H](CCC(O)=O)C(O)=O)ccc2n1" 138 SMILES CACTVS 3.341 "Nc1nc(O)c2cc(C[C](O)(CNCC(=O)N[CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O)c4ccc(cc4)C(=O)N[CH](CCC(O)=O)C(O)=O)ccc2n1" 138 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)[C@@](Cc2ccc3c(c2)c(nc(n3)N)O)(CNCC(=O)N[C@H]4[C@@H]([C@@H]([C@H](O4)COP(=O)(O)O)O)O)O" 138 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)C(Cc2ccc3c(c2)c(nc(n3)N)O)(CNCC(=O)NC4C(C(C(O4)COP(=O)(O)O)O)O)O" 138 InChI InChI 1.03 ;InChI=1S/C30H37N6O15P/c31-29-34-18-6-1-14(9-17(18)26(43)36-29)10-30(46,16-4-2-15(3-5-16)25(42)33-19(28(44)45)7-8-22(38)39)13-32-11-21(37)35-27-24(41)23(40)20(51-27)12-50-52(47,48)49/h1-6,9,19-20,23-24,27,32,40-41,46H,7-8,10-13H2,(H,33,42)(H,35,37)(H,38,39)(H,44,45)(H2,47,48,49)(H3,31,34,36,43)/t19-,20+,23+,24+,27+,30+/m0/s1 ; 138 InChIKey InChI 1.03 QZUCAWXKEZPFBV-PRICPSHJSA-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 138 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-[({4-[(1S)-2-(2-amino-4-hydroxyquinazolin-6-yl)-1-({[2-({(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]tetrahydrofuran-2-yl}amino)-2-oxoethyl]amino}methyl)-1-hydroxyethyl]phenyl}carbonyl)amino]pentanedioic acid (non-preferred name)" 138 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[(2S)-1-(2-amino-4-hydroxy-quinazolin-6-yl)-3-[[2-[[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]amino]-2-oxo-ethyl]amino]-2-hydroxy-propan-2-yl]phenyl]carbonylamino]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 138 "Create component" 2001-07-23 RCSB 138 "Modify descriptor" 2011-06-04 RCSB #