data_9L9 # _chem_comp.id 9L9 _chem_comp.name "(2S)-2-[[4-[[2,4-bis(azanyl)-6-oxidanylidene-1H-pyrimidin-5-yl]carbamoylamino]phenyl]carbonylamino]pentanedioic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 N7 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-01 _chem_comp.pdbx_modified_date 2014-09-05 _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 433.375 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9L9 _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 4B4W _chem_comp.pdbx_subcomponent_list "9LO GLU" _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 9L9 N2A N2A N 0 1 N N N 7.282 8.658 60.361 7.867 2.102 -2.120 N2A 9LO 1 9L9 N1 N1 N 0 1 N N N 5.225 9.701 60.723 6.850 1.765 -0.064 N1 9LO 2 9L9 C2 C2 C 0 1 N N N 5.983 8.583 60.664 7.007 1.397 -1.317 C2 9LO 3 9L9 N3 N3 N 0 1 N N N 5.437 7.373 60.910 6.333 0.334 -1.835 N3 9LO 4 9L9 C4 C4 C 0 1 N N N 4.131 7.265 61.217 5.482 -0.372 -1.062 C4 9LO 5 9L9 O4A O4A O 0 1 N N N 3.607 6.030 61.470 4.874 -1.328 -1.519 O4A 9LO 6 9L9 N5A N5A N 0 1 N N N 2.037 8.253 61.597 4.429 -0.699 1.119 N5A 9LO 7 9L9 C5 C5 C 0 1 N N N 3.331 8.412 61.303 5.309 0.011 0.276 C5 9LO 8 9L9 C6 C6 C 0 1 N N N 3.912 9.650 61.030 6.021 1.105 0.754 C6 9LO 9 9L9 N7 N7 N 0 1 N N N 3.182 10.765 61.089 5.874 1.510 2.069 N7 9LO 10 9L9 O8A O8A O 0 1 N N N 2.310 7.956 63.840 2.726 -0.374 -0.269 O8A 9LO 11 9L9 N9 N9 N 0 1 N N N 0.247 7.839 62.898 2.266 -1.401 1.646 N9 9LO 12 9L9 C1B C1B C 0 1 Y N N -0.484 7.433 63.945 0.901 -1.419 1.359 C1B 9LO 13 9L9 C2B C2B C 0 1 Y N N -1.852 7.718 63.966 0.124 -2.504 1.753 C2B 9LO 14 9L9 C3B C3B C 0 1 Y N N -2.652 7.243 65.004 -1.223 -2.525 1.472 C3B 9LO 15 9L9 C4B C4B C 0 1 Y N N -2.109 6.463 66.020 -1.810 -1.455 0.789 C4B 9LO 16 9L9 C5B C5B C 0 1 Y N N -0.754 6.137 65.978 -1.026 -0.368 0.395 C5B 9LO 17 9L9 C6B C6B C 0 1 Y N N 0.050 6.610 64.943 0.319 -0.350 0.685 C6B 9LO 18 9L9 C7B C7B C 0 1 N N N -2.984 5.900 67.157 -3.254 -1.475 0.486 C7B 9LO 19 9L9 O7B O7B O 0 1 N N N -2.575 4.951 67.832 -3.935 -2.422 0.829 O7B 9LO 20 9L9 CAW CAW C 0 1 N N N 1.581 7.993 62.840 3.125 -0.809 0.794 CAW 9LO 21 9L9 N N N 0 1 N N N -4.222 6.394 67.268 -3.818 -0.443 -0.172 N GLU 22 9L9 CA CA C 0 1 N N S -5.191 5.849 68.252 -5.252 -0.462 -0.474 CA GLU 23 9L9 C C C 0 1 N N N -6.047 4.750 67.576 -5.485 -1.219 -1.756 C GLU 24 9L9 OXT OXT O 0 1 N N N -6.472 3.829 68.307 -4.550 -1.694 -2.356 O GLU 25 9L9 CB CB C 0 1 N N N -6.108 6.961 68.779 -5.760 0.973 -0.629 CB GLU 26 9L9 CG CG C 0 1 N N N -5.431 7.694 69.936 -5.638 1.704 0.709 CG GLU 27 9L9 CD CD C 0 1 N N N -6.377 8.648 70.672 -6.138 3.118 0.556 CD GLU 28 9L9 OE1 OE1 O 0 1 N N N -5.858 9.681 71.161 -6.550 3.500 -0.513 OE1 GLU 29 9L9 OE2 OE2 O 0 1 N N N -7.591 8.330 70.741 -6.126 3.951 1.608 OE2 GLU 30 9L9 O O O 0 1 N N N -6.290 4.849 66.353 -6.732 -1.366 -2.231 OXT GLU 31 9L9 H2A1 H2A1 H 0 0 N N N 7.702 9.547 60.175 8.352 2.862 -1.762 H2A1 9LO 32 9L9 H2A2 H2A2 H 0 0 N N N 7.835 7.826 60.320 7.993 1.838 -3.045 H2A2 9LO 33 9L9 H71N H71N H 0 0 N N N 3.760 11.554 60.879 6.372 2.273 2.399 H71N 9LO 34 9L9 H72N H72N H 0 0 N N N 2.437 10.711 60.424 5.273 1.030 2.659 H72N 9LO 35 9L9 H9 H9 H 0 1 N N N -0.259 8.052 62.062 2.596 -1.814 2.459 H9 9LO 36 9L9 H2B H2B H 0 1 N N N -2.291 8.308 63.175 0.578 -3.330 2.280 H2B 9LO 37 9L9 H6B H6B H 0 1 N N N 1.095 6.339 64.911 0.925 0.492 0.385 H6B 9LO 38 9L9 H3B H3B H 0 1 N N N -3.705 7.483 65.020 -1.826 -3.367 1.777 H3B 9LO 39 9L9 H5B H5B H 0 1 N N N -0.326 5.516 66.751 -1.476 0.460 -0.132 H5B 9LO 40 9L9 H5A H5A H 0 1 N N N 1.371 8.331 60.856 4.761 -1.108 1.934 H5A 9LO 41 9L9 HN3 HN3 H 0 1 N N N 6.006 6.552 60.864 6.466 0.083 -2.763 HN3 9LO 42 9L9 H H H 0 1 N N N -4.502 7.148 66.674 -3.275 0.313 -0.446 H GLU 43 9L9 HA HA H 0 1 N N N -4.647 5.404 69.098 -5.788 -0.951 0.339 HA GLU 44 9L9 HB1C HB1C H 0 0 N N N -7.052 6.519 69.131 -5.164 1.490 -1.382 HB2 GLU 45 9L9 HB2C HB2C H 0 0 N N N -6.317 7.675 67.969 -6.804 0.956 -0.940 HB3 GLU 46 9L9 HG1C HG1C H 0 0 N N N -5.057 6.948 70.653 -6.233 1.187 1.462 HG2 GLU 47 9L9 HG2C HG2C H 0 0 N N N -4.587 8.275 69.537 -4.593 1.720 1.020 HG3 GLU 48 9L9 HE2 HE2 H 0 1 N N N -8.066 8.995 71.225 -6.457 4.848 1.462 HE2 GLU 49 9L9 HB HB H 0 1 N N N -6.839 4.124 66.079 -6.832 -1.859 -3.057 HXT GLU 50 # 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 9L9 N2A C2 SING N N 1 9L9 N1 C2 DOUB N N 2 9L9 N1 C6 SING N N 3 9L9 C2 N3 SING N N 4 9L9 N3 C4 SING N N 5 9L9 C4 O4A DOUB N N 6 9L9 C4 C5 SING N N 7 9L9 N5A C5 SING N N 8 9L9 N5A CAW SING N N 9 9L9 C5 C6 DOUB N N 10 9L9 C6 N7 SING N N 11 9L9 O8A CAW DOUB N N 12 9L9 N9 C1B SING N N 13 9L9 N9 CAW SING N N 14 9L9 C1B C2B SING Y N 15 9L9 C1B C6B DOUB Y N 16 9L9 C2B C3B DOUB Y N 17 9L9 C3B C4B SING Y N 18 9L9 C4B C5B DOUB Y N 19 9L9 C4B C7B SING N N 20 9L9 C5B C6B SING Y N 21 9L9 C7B O7B DOUB N N 22 9L9 C7B N SING N N 23 9L9 N CA SING N N 24 9L9 CB CG SING N N 25 9L9 CB CA SING N N 26 9L9 CG CD SING N N 27 9L9 CD OE1 DOUB N N 28 9L9 CD OE2 SING N N 29 9L9 C O SING N N 30 9L9 C OXT DOUB N N 31 9L9 C CA SING N N 32 9L9 N2A H2A1 SING N N 33 9L9 N2A H2A2 SING N N 34 9L9 N7 H71N SING N N 35 9L9 N7 H72N SING N N 36 9L9 N9 H9 SING N N 37 9L9 C2B H2B SING N N 38 9L9 C6B H6B SING N N 39 9L9 C3B H3B SING N N 40 9L9 C5B H5B SING N N 41 9L9 N H SING N N 42 9L9 CA HA SING N N 43 9L9 CB HB1C SING N N 44 9L9 CB HB2C SING N N 45 9L9 CG HG1C SING N N 46 9L9 CG HG2C SING N N 47 9L9 OE2 HE2 SING N N 48 9L9 O HB SING N N 49 9L9 N5A H5A SING N N 50 9L9 N3 HN3 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 9L9 SMILES ACDLabs 12.01 "O=C2C(NC(=O)Nc1ccc(C(=O)NC(C(=O)O)CCC(=O)O)cc1)=C(N=C(N)N2)N" 9L9 InChI InChI 1.03 "InChI=1S/C17H19N7O7/c18-12-11(14(28)24-16(19)23-12)22-17(31)20-8-3-1-7(2-4-8)13(27)21-9(15(29)30)5-6-10(25)26/h1-4,9H,5-6H2,(H,21,27)(H,25,26)(H,29,30)(H2,20,22,31)(H5,18,19,23,24,28)/t9-/m0/s1" 9L9 InChIKey InChI 1.03 WBQDVZMETQWVQD-VIFPVBQESA-N 9L9 SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=C(NC(=O)Nc2ccc(cc2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)C(=O)N1)N" 9L9 SMILES CACTVS 3.385 "NC1=NC(=C(NC(=O)Nc2ccc(cc2)C(=O)N[CH](CCC(O)=O)C(O)=O)C(=O)N1)N" 9L9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC(=O)NC2=C(N=C(NC2=O)N)N" 9L9 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)NC(=O)NC2=C(N=C(NC2=O)N)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 9L9 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-{[(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)carbamoyl]amino}benzoyl)-L-glutamic acid" 9L9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[4-[[2,4-bis(azanyl)-6-oxidanylidene-1H-pyrimidin-5-yl]carbamoylamino]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 9L9 "Create component" 2012-08-01 EBI 9L9 "Other modification" 2012-08-13 EBI 9L9 "Modify descriptor" 2014-09-05 RCSB #