data_19L # _chem_comp.id 19L _chem_comp.name "(2S)-2-[[(2S)-2-[(2-azanyl-4-oxidanylidene-1H-pteridin-7-yl)carbonylamino]-3-oxidanyl-propanoyl]amino]-3-(1H-indol-3-yl)propanoic acid" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H20 N8 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-11-09 _chem_comp.pdbx_modified_date 2012-12-21 _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 480.434 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 19L _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 4HV3 _chem_comp.pdbx_subcomponent_list "JP2 SER TRP" _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 19L C C C 0 1 N N N -23.907 8.594 -6.392 -6.566 1.296 1.297 C1 JP2 1 19L N N N 0 1 N N N -24.297 7.879 -5.295 -7.056 2.412 1.913 N1 JP2 2 19L O O O 0 1 N N N -21.843 8.180 -9.131 -7.747 -1.757 0.278 O1 JP2 3 19L C1 C1 C 0 1 N N N -22.669 8.662 -8.311 -6.973 -0.835 0.475 C2 JP2 4 19L N1 N1 N 0 1 N N N -23.061 7.944 -7.246 -7.386 0.290 1.074 N2 JP2 5 19L C2 C2 C 0 1 Y N N -23.088 9.987 -8.526 -5.557 -0.932 0.059 C3 JP2 6 19L N2 N2 N 0 1 N N N -24.306 9.847 -6.491 -5.252 1.271 0.951 N3 JP2 7 19L O1 O1 O 0 1 N N N -25.563 14.301 -8.210 -1.105 -2.014 -1.589 O3 JP2 8 19L C3 C3 C 0 1 Y N N -23.989 10.565 -7.565 -4.715 0.167 0.322 C4 JP2 9 19L N3 N3 N 0 1 Y N N -24.550 11.760 -7.741 -3.442 0.120 -0.034 N4 JP2 10 19L C4 C4 C 0 1 Y N N -24.224 12.488 -8.851 -2.968 -0.965 -0.637 C5 JP2 11 19L N4 N4 N 0 1 Y N N -22.728 10.850 -9.609 -5.077 -2.013 -0.538 N5 JP2 12 19L C5 C5 C 0 1 Y N N -23.228 12.056 -9.786 -3.807 -2.054 -0.891 C6 JP2 13 19L C6 C6 C 0 1 N N N -24.941 13.768 -9.092 -1.541 -1.023 -1.037 C7 JP2 14 19L N5 N5 N 0 1 N N N -25.036 14.186 -10.401 -0.729 0.023 -0.789 N SER 15 19L C7 C7 C 0 1 N N S -25.762 15.343 -10.798 0.681 -0.035 -1.185 CA SER 16 19L C9 C9 C 0 1 N N N -27.277 15.083 -10.858 1.486 0.893 -0.312 C SER 17 19L O3 O3 O 0 1 N N N -27.994 16.097 -11.051 0.936 1.539 0.555 O SER 18 19L C8 C8 C 0 1 N N N -25.231 15.821 -12.175 0.818 0.394 -2.647 CB SER 19 19L O2 O2 O 0 1 N N N -25.644 14.861 -13.164 0.444 1.767 -2.779 OG SER 20 19L N6 N6 N 0 1 N N N -27.781 13.884 -10.595 2.816 1.005 -0.495 N TRP 21 19L C10 C10 C 0 1 N N S -29.236 13.732 -10.575 3.599 1.907 0.354 CA TRP 22 19L C20 C20 C 0 1 N N N -29.479 12.706 -9.498 3.549 3.302 -0.215 C TRP 23 19L O4 O4 O 0 1 N N N -30.753 12.558 -9.094 2.924 3.520 -1.226 O TRP 24 19L C11 C11 C 0 1 N N N -29.928 13.359 -11.907 5.051 1.429 0.403 CB TRP 25 19L C12 C12 C 0 1 Y N N -29.489 12.015 -12.472 5.115 0.086 1.084 CG TRP 26 19L C13 C13 C 0 1 Y N N -29.856 10.767 -12.031 5.369 -0.140 2.383 CD1 TRP 27 19L C15 C15 C 0 1 Y N N -28.511 11.766 -13.560 4.904 -1.221 0.456 CD2 TRP 28 19L N7 N7 N 0 1 Y N N -29.232 9.736 -12.708 5.344 -1.484 2.636 NE1 TRP 29 19L C14 C14 C 0 1 Y N N -28.408 10.300 -13.632 5.056 -2.174 1.480 CE2 TRP 30 19L C16 C16 C 0 1 Y N N -27.722 12.644 -14.319 4.609 -1.636 -0.844 CE3 TRP 31 19L C19 C19 C 0 1 Y N N -27.507 9.743 -14.546 4.911 -3.524 1.181 CZ2 TRP 32 19L C17 C17 C 0 1 Y N N -26.888 12.036 -15.278 4.471 -2.968 -1.115 CZ3 TRP 33 19L C18 C18 C 0 1 Y N N -26.817 10.616 -15.369 4.621 -3.912 -0.109 CH2 TRP 34 19L O5 O5 O 0 1 N N N -28.595 11.971 -8.983 4.199 4.302 0.400 OXT TRP 35 19L H1 H1 H 0 1 N N N -23.964 6.946 -5.162 -7.989 2.451 2.175 HN1 JP2 36 19L H2 H2 H 0 1 N N N -24.916 8.289 -4.625 -6.471 3.165 2.091 HN1A JP2 37 19L H20 H20 H 0 1 N N N -24.848 10.258 -5.758 -4.689 2.038 1.141 HN3 JP2 38 19L H19 H19 H 0 1 N N N -22.902 12.689 -10.598 -3.413 -2.934 -1.378 H6 JP2 39 19L H18 H18 H 0 1 N N N -24.572 13.650 -11.106 -1.077 0.814 -0.349 H SER 40 19L H14 H14 H 0 1 N N N -25.587 16.151 -10.073 1.049 -1.054 -1.069 HA SER 41 19L H15 H15 H 0 1 N N N -24.133 15.885 -12.151 1.852 0.266 -2.968 HB2 SER 42 19L H16 H16 H 0 1 N N N -25.650 16.809 -12.415 0.167 -0.221 -3.269 HB3 SER 43 19L H17 H17 H 0 1 N N N -25.330 15.132 -14.019 0.507 2.107 -3.681 HG SER 44 19L H13 H13 H 0 1 N N N -27.182 13.104 -10.415 3.256 0.489 -1.189 H TRP 45 19L H4 H4 H 0 1 N N N -29.676 14.682 -10.236 3.183 1.911 1.361 HA TRP 46 19L H5 H5 H 0 1 N N N -29.697 14.139 -12.648 5.440 1.340 -0.611 HB2 TRP 47 19L H6 H6 H 0 1 N N N -31.014 13.325 -11.736 5.652 2.147 0.961 HB3 TRP 48 19L H12 H12 H 0 1 N N N -30.564 10.607 -11.232 5.565 0.626 3.118 HD1 TRP 49 19L H11 H11 H 0 1 N N N -29.362 8.757 -12.548 5.499 -1.891 3.503 HE1 TRP 50 19L H7 H7 H 0 1 N N N -27.752 13.714 -14.177 4.491 -0.907 -1.632 HE3 TRP 51 19L H10 H10 H 0 1 N N N -27.356 8.675 -14.607 5.026 -4.266 1.957 HZ2 TRP 52 19L H8 H8 H 0 1 N N N -26.301 12.648 -15.946 4.243 -3.289 -2.121 HZ3 TRP 53 19L H9 H9 H 0 1 N N N -26.181 10.192 -16.132 4.509 -4.961 -0.339 HH2 TRP 54 19L H3 H3 H 0 1 N N N -28.996 11.390 -8.348 4.137 5.179 -0.002 HXT TRP 55 # 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 19L C18 C17 DOUB Y N 1 19L C18 C19 SING Y N 2 19L C17 C16 SING Y N 3 19L C19 C14 DOUB Y N 4 19L C16 C15 DOUB Y N 5 19L C14 C15 SING Y N 6 19L C14 N7 SING Y N 7 19L C15 C12 SING Y N 8 19L O2 C8 SING N N 9 19L N7 C13 SING Y N 10 19L C12 C13 DOUB Y N 11 19L C12 C11 SING N N 12 19L C8 C7 SING N N 13 19L C11 C10 SING N N 14 19L O3 C9 DOUB N N 15 19L C9 C7 SING N N 16 19L C9 N6 SING N N 17 19L C7 N5 SING N N 18 19L N6 C10 SING N N 19 19L C10 C20 SING N N 20 19L N5 C6 SING N N 21 19L C5 N4 DOUB Y N 22 19L C5 C4 SING Y N 23 19L N4 C2 SING Y N 24 19L C20 O4 DOUB N N 25 19L C20 O5 SING N N 26 19L O C1 DOUB N N 27 19L C6 C4 SING N N 28 19L C6 O1 DOUB N N 29 19L C4 N3 DOUB Y N 30 19L C2 C1 SING N N 31 19L C2 C3 DOUB Y N 32 19L C1 N1 SING N N 33 19L N3 C3 SING Y N 34 19L C3 N2 SING N N 35 19L N1 C DOUB N N 36 19L N2 C SING N N 37 19L C N SING N N 38 19L N H1 SING N N 39 19L N H2 SING N N 40 19L O5 H3 SING N N 41 19L C10 H4 SING N N 42 19L C11 H5 SING N N 43 19L C11 H6 SING N N 44 19L C16 H7 SING N N 45 19L C17 H8 SING N N 46 19L C18 H9 SING N N 47 19L C19 H10 SING N N 48 19L N7 H11 SING N N 49 19L C13 H12 SING N N 50 19L N6 H13 SING N N 51 19L C7 H14 SING N N 52 19L C8 H15 SING N N 53 19L C8 H16 SING N N 54 19L O2 H17 SING N N 55 19L N5 H18 SING N N 56 19L C5 H19 SING N N 57 19L N2 H20 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 19L InChI InChI 1.03 "InChI=1S/C21H20N8O6/c22-21-28-16-15(19(33)29-21)24-7-13(25-16)17(31)27-14(8-30)18(32)26-12(20(34)35)5-9-6-23-11-4-2-1-3-10(9)11/h1-4,6-7,12,14,23,30H,5,8H2,(H,26,32)(H,27,31)(H,34,35)(H3,22,25,28,29,33)/t12-,14-/m0/s1" 19L InChIKey InChI 1.03 PVENGVGTXKBGQJ-JSGCOSHPSA-N 19L SMILES_CANONICAL CACTVS 3.370 "NC1=NC(=O)c2ncc(nc2N1)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(O)=O" 19L SMILES CACTVS 3.370 "NC1=NC(=O)c2ncc(nc2N1)C(=O)N[CH](CO)C(=O)N[CH](Cc3c[nH]c4ccccc34)C(O)=O" 19L SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)O)NC(=O)[C@H](CO)NC(=O)c3cnc4c(n3)NC(=NC4=O)N" 19L SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc2c(c1)c(c[nH]2)CC(C(=O)O)NC(=O)C(CO)NC(=O)c3cnc4c(n3)NC(=NC4=O)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 19L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[(2S)-2-[(2-azanyl-4-oxidanylidene-1H-pteridin-7-yl)carbonylamino]-3-oxidanyl-propanoyl]amino]-3-(1H-indol-3-yl)propanoic 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 19L "Create component" 2012-11-09 RCSB 19L "Initial release" 2012-12-21 RCSB #