data_2XB # _chem_comp.id 2XB _chem_comp.name "N-{4-[(2-amino-4-hydroxy-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl]benzoyl}-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H19 N5 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-15 _chem_comp.pdbx_modified_date 2014-10-10 _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 413.384 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2XB _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 4Q0D _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 2XB OE1 OE1 O 0 1 N N N -25.279 43.123 87.227 5.098 -4.331 0.491 OE1 2XB 1 2XB CT4 CT4 C 0 1 N N N -24.910 42.345 86.307 5.512 -3.091 0.183 CT4 2XB 2 2XB OE2 OE2 O 0 1 N N N -24.000 42.693 85.510 6.526 -2.934 -0.455 OE2 2XB 3 2XB CT3 CT3 C 0 1 N N N -25.553 41.008 86.156 4.712 -1.896 0.632 CT3 2XB 4 2XB CT2 CT2 C 0 1 N N N -26.028 40.582 84.809 5.396 -0.614 0.153 CT2 2XB 5 2XB CT1 CT1 C 0 1 N N S -26.936 39.406 84.679 4.584 0.599 0.609 CT1 2XB 6 2XB CT5 CT5 C 0 1 N N N -26.390 38.167 84.049 5.320 1.862 0.245 CT5 2XB 7 2XB OT1 OT1 O 0 1 N N N -26.341 38.066 82.795 4.805 2.671 -0.491 OT1 2XB 8 2XB OXT OXT O 0 1 N N N -25.971 37.220 84.766 6.547 2.090 0.738 OXT 2XB 9 2XB NT1 NT1 N 0 1 N N N -28.093 39.307 85.522 3.276 0.588 -0.052 NT1 2XB 10 2XB CAV CAV C 0 1 N N N -28.938 40.429 85.822 2.227 1.211 0.520 CAV 2XB 11 2XB OAD OAD O 0 1 N N N -28.692 41.532 85.361 2.365 1.782 1.584 OAD 2XB 12 2XB CAY CAY C 0 1 Y N N -30.127 40.251 86.713 0.907 1.199 -0.147 CAY 2XB 13 2XB CAJ CAJ C 0 1 Y N N -31.242 41.064 86.555 0.744 0.539 -1.366 CAJ 2XB 14 2XB CAH CAH C 0 1 Y N N -32.339 40.896 87.389 -0.490 0.533 -1.983 CAH 2XB 15 2XB CAK CAK C 0 1 Y N N -30.111 39.273 87.702 -0.182 1.844 0.442 CAK 2XB 16 2XB CAI CAI C 0 1 Y N N -31.215 39.103 88.531 -1.410 1.829 -0.185 CAI 2XB 17 2XB CAX CAX C 0 1 Y N N -32.326 39.915 88.369 -1.564 1.178 -1.396 CAX 2XB 18 2XB CAO CAO C 0 1 N N N -33.509 39.730 89.268 -2.909 1.167 -2.076 CAO 2XB 19 2XB CAZ CAZ C 0 1 Y N N -34.742 40.290 88.633 -3.697 -0.031 -1.611 CAZ 2XB 20 2XB CBC CBC C 0 1 Y N N -35.379 39.783 87.465 -4.527 -0.116 -0.410 CBC 2XB 21 2XB CBA CBA C 0 1 Y N N -35.125 38.692 86.572 -4.858 0.764 0.630 CBA 2XB 22 2XB OAE OAE O 0 1 N N N -34.049 37.862 86.776 -4.363 2.024 0.655 OAE 2XB 23 2XB NAS NAS N 0 1 Y N N -35.974 38.471 85.489 -5.669 0.334 1.589 NAS 2XB 24 2XB CAW CAW C 0 1 Y N N -37.111 39.351 85.274 -6.157 -0.900 1.569 CAW 2XB 25 2XB NAA NAA N 0 1 N N N -37.996 39.143 84.170 -6.999 -1.301 2.593 NAA 2XB 26 2XB NAP NAP N 0 1 Y N N -37.321 40.408 86.174 -5.870 -1.762 0.608 NAP 2XB 27 2XB CBB CBB C 0 1 Y N N -36.470 40.609 87.240 -5.065 -1.416 -0.395 CBB 2XB 28 2XB NAR NAR N 0 1 Y N N -36.508 41.600 88.244 -4.592 -2.061 -1.505 NAR 2XB 29 2XB CAL CAL C 0 1 Y N N -35.432 41.394 89.104 -3.776 -1.223 -2.223 CAL 2XB 30 2XB H1 H1 H 0 1 N N N -24.775 43.927 87.183 5.645 -5.066 0.181 H1 2XB 31 2XB H2 H2 H 0 1 N N N -26.426 40.993 86.825 3.708 -1.951 0.210 H2 2XB 32 2XB H3 H3 H 0 1 N N N -25.132 40.360 84.211 6.400 -0.559 0.575 H3 2XB 33 2XB H4 H4 H 0 1 N N N -27.467 39.767 83.786 4.445 0.558 1.690 H4 2XB 34 2XB H5 H5 H 0 1 N N N -25.656 36.517 84.210 6.980 2.914 0.476 H5 2XB 35 2XB H6 H6 H 0 1 N N N -28.321 38.418 85.918 3.166 0.132 -0.901 H6 2XB 36 2XB H7 H7 H 0 1 N N N -31.255 41.823 85.787 1.582 0.036 -1.825 H7 2XB 37 2XB H8 H8 H 0 1 N N N -33.205 41.531 87.274 -0.618 0.023 -2.927 H8 2XB 38 2XB H9 H9 H 0 1 N N N -29.241 38.645 87.826 -0.063 2.352 1.388 H9 2XB 39 2XB H10 H10 H 0 1 N N N -31.206 38.342 89.297 -2.253 2.327 0.270 H10 2XB 40 2XB H11 H11 H 0 1 N N N -33.655 38.656 89.458 -3.451 2.078 -1.824 H11 2XB 41 2XB H12 H12 H 0 1 N N N -33.325 40.249 90.220 -2.770 1.113 -3.156 H12 2XB 42 2XB H14 H14 H 0 1 N N N -37.691 38.350 83.643 -7.222 -0.683 3.307 H14 2XB 43 2XB H15 H15 H 0 1 N N N -38.922 38.981 84.511 -7.366 -2.199 2.596 H15 2XB 44 2XB H16 H16 H 0 1 N N N -37.191 42.326 88.324 -4.802 -2.976 -1.748 H16 2XB 45 2XB H17 H17 H 0 1 N N N -35.183 41.984 89.974 -3.276 -1.483 -3.144 H17 2XB 46 2XB H18 H18 H 0 1 N N N -24.821 40.259 86.491 4.648 -1.889 1.720 H18 2XB 47 2XB H19 H19 H 0 1 N N N -26.556 41.442 84.371 5.459 -0.621 -0.935 H19 2XB 48 2XB H20 H20 H 0 1 N N N -34.028 37.197 86.097 -4.917 2.674 0.200 H20 2XB 49 # 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 2XB OT1 CT5 DOUB N N 1 2XB CT5 CT1 SING N N 2 2XB CT5 OXT SING N N 3 2XB NAA CAW SING N N 4 2XB CT1 CT2 SING N N 5 2XB CT1 NT1 SING N N 6 2XB CT2 CT3 SING N N 7 2XB CAW NAS SING Y N 8 2XB CAW NAP DOUB Y N 9 2XB OAD CAV DOUB N N 10 2XB NAS CBA DOUB Y N 11 2XB OE2 CT4 DOUB N N 12 2XB NT1 CAV SING N N 13 2XB CAV CAY SING N N 14 2XB CT3 CT4 SING N N 15 2XB NAP CBB SING Y N 16 2XB CT4 OE1 SING N N 17 2XB CAJ CAY DOUB Y N 18 2XB CAJ CAH SING Y N 19 2XB CBA OAE SING N N 20 2XB CBA CBC SING Y N 21 2XB CAY CAK SING Y N 22 2XB CBB CBC DOUB Y N 23 2XB CBB NAR SING Y N 24 2XB CAH CAX DOUB Y N 25 2XB CBC CAZ SING Y N 26 2XB CAK CAI DOUB Y N 27 2XB NAR CAL SING Y N 28 2XB CAX CAI SING Y N 29 2XB CAX CAO SING N N 30 2XB CAZ CAL DOUB Y N 31 2XB CAZ CAO SING N N 32 2XB OE1 H1 SING N N 33 2XB CT3 H2 SING N N 34 2XB CT2 H3 SING N N 35 2XB CT1 H4 SING N N 36 2XB OXT H5 SING N N 37 2XB NT1 H6 SING N N 38 2XB CAJ H7 SING N N 39 2XB CAH H8 SING N N 40 2XB CAK H9 SING N N 41 2XB CAI H10 SING N N 42 2XB CAO H11 SING N N 43 2XB CAO H12 SING N N 44 2XB NAA H14 SING N N 45 2XB NAA H15 SING N N 46 2XB NAR H16 SING N N 47 2XB CAL H17 SING N N 48 2XB CT3 H18 SING N N 49 2XB CT2 H19 SING N N 50 2XB OAE H20 SING N N 51 # 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 2XB SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)c1ccc(cc1)Cc3c2c(nc(nc2O)N)nc3)CCC(=O)O" 2XB InChI InChI 1.03 "InChI=1S/C19H19N5O6/c20-19-23-15-14(17(28)24-19)11(8-21-15)7-9-1-3-10(4-2-9)16(27)22-12(18(29)30)5-6-13(25)26/h1-4,8,12H,5-7H2,(H,22,27)(H,25,26)(H,29,30)(H4,20,21,23,24,28)/t12-/m0/s1" 2XB InChIKey InChI 1.03 VDHBMZRBPMTLGE-LBPRGKRZSA-N 2XB SMILES_CANONICAL CACTVS 3.385 "Nc1nc(O)c2c(Cc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)c[nH]c2n1" 2XB SMILES CACTVS 3.385 "Nc1nc(O)c2c(Cc3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)c[nH]c2n1" 2XB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1Cc2c[nH]c3c2c(nc(n3)N)O)C(=O)N[C@@H](CCC(=O)O)C(=O)O" 2XB SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1Cc2c[nH]c3c2c(nc(n3)N)O)C(=O)NC(CCC(=O)O)C(=O)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 2XB "SYSTEMATIC NAME" ACDLabs 12.01 "N-{4-[(2-amino-4-hydroxy-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl]benzoyl}-L-glutamic acid" 2XB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[4-[(2-azanyl-4-oxidanyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl]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 2XB "Create component" 2014-08-15 RCSB 2XB "Modify name" 2014-09-16 RCSB 2XB "Initial release" 2014-10-15 RCSB #