data_A4P # _chem_comp.id A4P _chem_comp.name "6-(ADENOSINE TETRAPHOSPHATE-METHYL)-7,8-DIHYDROPTERIN" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H24 N10 O17 P4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-05-05 _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 764.324 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A4P _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 1EX8 _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 A4P N9R N9R N 0 1 Y N N -1.731 16.020 21.745 -1.202 -0.022 -8.513 N9R A4P 1 A4P C8R C8R C 0 1 Y N N -3.008 16.649 21.661 -1.777 0.965 -7.770 C8R A4P 2 A4P N7R N7R N 0 1 Y N N -3.421 16.922 20.450 -2.818 1.440 -8.390 N7R A4P 3 A4P C5R C5R C 0 1 Y N N -2.338 16.440 19.667 -2.977 0.789 -9.567 C5R A4P 4 A4P C6R C6R C 0 1 Y N N -2.244 16.479 18.243 -3.899 0.871 -10.625 C6R A4P 5 A4P N6R N6R N 0 1 N N N -3.075 16.934 17.408 -4.938 1.784 -10.589 N6R A4P 6 A4P N1R N1R N 0 1 Y N N -1.014 15.912 17.670 -3.749 0.052 -11.660 N1R A4P 7 A4P C1R C1R C 0 1 N N R -1.250 15.581 23.085 -0.013 -0.798 -8.154 C1R A4P 8 A4P C2R C2R C 0 1 Y N N -0.102 15.418 18.498 -2.760 -0.821 -11.703 C2R A4P 9 A4P N3R N3R N 0 1 Y N N -0.122 15.345 19.891 -1.873 -0.933 -10.737 N3R A4P 10 A4P C4R C4R C 0 1 Y N N -1.312 15.894 20.434 -1.939 -0.152 -9.664 C4R A4P 11 A4P "O5'" O5* O 0 1 N N N 2.338 17.056 23.485 1.122 -1.051 -4.055 "O5'" A4P 12 A4P "C5'" C5* C 0 1 N N N 1.679 16.748 24.797 1.912 -0.534 -5.128 "C5'" A4P 13 A4P "C4'" C4* C 0 1 N N R 0.524 15.864 24.495 1.489 -1.201 -6.439 "C4'" A4P 14 A4P "O4'" O4* O 0 1 N N N -0.383 16.552 23.604 0.112 -0.900 -6.719 "O4'" A4P 15 A4P "C3'" C3* C 0 1 N N S 0.811 14.606 23.774 2.330 -0.645 -7.604 "C3'" A4P 16 A4P "O3'" O3* O 0 1 N N N 1.324 13.604 24.613 3.067 -1.690 -8.241 "O3'" A4P 17 A4P "C2'" C2* C 0 1 N N R -0.526 14.243 23.143 1.277 -0.052 -8.577 "C2'" A4P 18 A4P "O2'" O2* O 0 1 N N N -1.261 13.305 23.974 1.615 -0.347 -9.934 "O2'" A4P 19 A4P PA PA P 0 1 N N R 3.731 17.847 23.459 1.618 -0.309 -2.714 PA A4P 20 A4P O1A O1A O 0 1 N N N 3.901 18.216 22.028 1.402 1.278 -2.869 O1A A4P 21 A4P O2A O2A O 0 1 N N N 4.889 17.053 24.022 3.053 -0.593 -2.495 O2A A4P 22 A4P O3A O3A O 0 1 N N N 3.503 19.032 24.417 0.766 -0.846 -1.458 O3A A4P 23 A4P PB PB P 0 1 N N R 2.852 20.442 23.871 1.311 -0.067 -0.159 PB A4P 24 A4P O1B O1B O 0 1 N N N 1.855 21.008 24.850 1.101 1.516 -0.356 O1B A4P 25 A4P O2B O2B O 0 1 N N N 2.468 20.334 22.420 2.751 -0.355 0.020 O2B A4P 26 A4P O3B O3B O 0 1 N N N 4.132 21.466 23.999 0.498 -0.558 1.141 O3B A4P 27 A4P PG PG P 0 1 N N S 5.002 21.847 22.869 1.092 0.257 2.396 PG A4P 28 A4P O1G O1G O 0 1 N N N 5.137 20.691 21.874 0.885 1.835 2.155 O1G A4P 29 A4P O2G O2G O 0 1 N N N 6.298 22.301 23.461 2.536 -0.035 2.536 O2G A4P 30 A4P O3G O3G O 0 1 N N N 4.272 23.014 22.102 0.321 -0.186 3.737 O3G A4P 31 A4P PD PD P 0 1 N N S 3.682 22.874 20.610 0.961 0.663 4.945 PD A4P 32 A4P O1D O1D O 0 1 N N N 2.547 23.875 20.595 0.757 2.235 4.662 O1D A4P 33 A4P O2D O2D O 0 1 N N N 3.060 21.494 20.588 2.407 0.364 5.047 O2D A4P 34 A4P O3D O3D O 0 1 N N N 4.704 22.997 19.523 0.233 0.267 6.325 O3D A4P 35 A4P N1 N1 N 0 1 N N N 8.299 26.822 16.133 -1.822 0.048 12.158 N1 A4P 36 A4P C2 C2 C 0 1 N N N 8.494 26.505 14.862 -2.596 -1.015 12.244 C2 A4P 37 A4P N2 N2 N 0 1 N N N 9.022 27.320 13.981 -3.206 -1.300 13.437 N2 A4P 38 A4P N3 N3 N 0 1 N N N 8.104 25.211 14.451 -2.800 -1.841 11.183 N3 A4P 39 A4P C4 C4 C 0 1 N N N 7.535 24.230 15.242 -2.212 -1.587 9.993 C4 A4P 40 A4P O4 O4 O 0 1 N N N 7.248 23.110 14.683 -2.393 -2.321 9.036 O4 A4P 41 A4P N5 N5 N 0 1 N N N 6.756 23.708 17.580 -0.740 -0.148 8.724 N5 A4P 42 A4P C6 C6 C 0 1 N N N 6.601 24.146 18.877 0.203 0.726 8.679 C6 A4P 43 A4P C6A C6A C 0 1 N N N 6.012 23.266 19.904 0.843 1.051 7.353 C6A A4P 44 A4P C7 C7 C 0 1 N N N 7.016 25.534 19.335 0.682 1.432 9.921 C7 A4P 45 A4P N8 N8 N 0 1 N N N 7.543 26.268 18.333 -0.413 1.480 10.901 N8 A4P 46 A4P C9 C9 C 0 1 N N N 7.749 25.957 17.027 -1.211 0.358 11.017 C9 A4P 47 A4P C10 C10 C 0 1 N N N 7.326 24.591 16.635 -1.378 -0.455 9.888 C10 A4P 48 A4P H8R H8R H 0 1 N N N -3.658 16.917 22.510 -1.421 1.303 -6.808 H8R A4P 49 A4P H6R1 1H6R H 0 0 N N N -3.007 16.961 16.390 -5.568 1.831 -11.325 H6R1 A4P 50 A4P H6R2 2H6R H 0 0 N N N -3.250 17.896 17.695 -5.037 2.377 -9.828 H6R2 A4P 51 A4P H1R H1R H 0 1 N N N -2.184 15.449 23.679 -0.050 -1.788 -8.607 H1R A4P 52 A4P H2R H2R H 0 1 N N N 0.777 15.020 17.964 -2.675 -1.469 -12.564 H2R A4P 53 A4P "H5'1" 1H5* H 0 0 N N N 2.378 16.317 25.551 1.762 0.542 -5.204 "H5'1" A4P 54 A4P "H5'2" 2H5* H 0 0 N N N 1.397 17.659 25.373 2.965 -0.742 -4.937 "H5'2" A4P 55 A4P "H4'" H4* H 0 1 N N N 0.135 15.616 25.510 1.625 -2.280 -6.366 "H4'" A4P 56 A4P "H3'" H3* H 0 1 N N N 1.615 14.721 23.010 3.004 0.134 -7.250 "H3'" A4P 57 A4P "HO'3" 3HO* H 0 0 N N N 1.508 12.795 24.149 3.523 -1.291 -8.996 "HO'3" A4P 58 A4P "H2'" H2* H 0 1 N N N -0.417 13.748 22.149 1.172 1.022 -8.430 "H2'" A4P 59 A4P "HO'2" 2HO* H 0 0 N N N -0.809 12.470 24.010 2.423 0.144 -10.135 "HO'2" A4P 60 A4P HOA1 1HOA H 0 0 N N N 4.727 18.685 22.012 0.456 1.419 -3.010 HOA1 A4P 61 A4P HOB1 1HOB H 0 0 N N N 1.479 21.821 24.534 0.151 1.660 -0.470 HOB1 A4P 62 A4P HOG1 1HOG H 0 0 N N N 5.696 20.936 21.146 -0.065 1.983 2.069 HOG1 A4P 63 A4P HOD1 1HOD H 0 0 N N N 2.199 23.792 19.714 -0.195 2.387 4.603 HOD1 A4P 64 A4P HN21 1HN2 H 0 0 N N N 9.172 27.075 13.002 -3.066 -0.722 14.203 HN21 A4P 65 A4P HN22 2HN2 H 0 0 N N N 9.919 27.627 14.355 -3.781 -2.078 13.514 HN22 A4P 66 A4P HN3 HN3 H 0 1 N N N 8.249 24.956 13.474 -3.378 -2.614 11.278 HN3 A4P 67 A4P H6A1 1H6A H 0 0 N N N 6.086 23.688 20.933 0.705 2.109 7.133 H6A1 A4P 68 A4P H6A2 2H6A H 0 0 N N N 6.611 22.342 20.081 1.908 0.825 7.399 H6A2 A4P 69 A4P H71 1H7 H 0 1 N N N 6.166 26.068 19.821 1.527 0.889 10.345 H71 A4P 70 A4P H72 2H7 H 0 1 N N N 7.712 25.479 20.203 0.990 2.447 9.667 H72 A4P 71 A4P HN8 HN8 H 0 1 N N N 8.454 26.567 18.678 -0.569 2.268 11.445 HN8 A4P 72 # 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 A4P N9R C8R SING Y N 1 A4P N9R C1R SING N N 2 A4P N9R C4R SING Y N 3 A4P C8R N7R DOUB Y N 4 A4P C8R H8R SING N N 5 A4P N7R C5R SING Y N 6 A4P C5R C6R SING Y N 7 A4P C5R C4R DOUB Y N 8 A4P C6R N6R SING N N 9 A4P C6R N1R DOUB Y N 10 A4P N6R H6R1 SING N N 11 A4P N6R H6R2 SING N N 12 A4P N1R C2R SING Y N 13 A4P C1R "O4'" SING N N 14 A4P C1R "C2'" SING N N 15 A4P C1R H1R SING N N 16 A4P C2R N3R DOUB Y N 17 A4P C2R H2R SING N N 18 A4P N3R C4R SING Y N 19 A4P "O5'" "C5'" SING N N 20 A4P "O5'" PA SING N N 21 A4P "C5'" "C4'" SING N N 22 A4P "C5'" "H5'1" SING N N 23 A4P "C5'" "H5'2" SING N N 24 A4P "C4'" "O4'" SING N N 25 A4P "C4'" "C3'" SING N N 26 A4P "C4'" "H4'" SING N N 27 A4P "C3'" "O3'" SING N N 28 A4P "C3'" "C2'" SING N N 29 A4P "C3'" "H3'" SING N N 30 A4P "O3'" "HO'3" SING N N 31 A4P "C2'" "O2'" SING N N 32 A4P "C2'" "H2'" SING N N 33 A4P "O2'" "HO'2" SING N N 34 A4P PA O1A SING N N 35 A4P PA O2A DOUB N N 36 A4P PA O3A SING N N 37 A4P O1A HOA1 SING N N 38 A4P O3A PB SING N N 39 A4P PB O1B SING N N 40 A4P PB O2B DOUB N N 41 A4P PB O3B SING N N 42 A4P O1B HOB1 SING N N 43 A4P O3B PG SING N N 44 A4P PG O1G SING N N 45 A4P PG O2G DOUB N N 46 A4P PG O3G SING N N 47 A4P O1G HOG1 SING N N 48 A4P O3G PD SING N N 49 A4P PD O1D SING N N 50 A4P PD O2D DOUB N N 51 A4P PD O3D SING N N 52 A4P O1D HOD1 SING N N 53 A4P O3D C6A SING N N 54 A4P N1 C2 DOUB N N 55 A4P N1 C9 SING N N 56 A4P C2 N2 SING N N 57 A4P C2 N3 SING N N 58 A4P N2 HN21 SING N N 59 A4P N2 HN22 SING N N 60 A4P N3 C4 SING N N 61 A4P N3 HN3 SING N N 62 A4P C4 O4 DOUB N N 63 A4P C4 C10 SING N N 64 A4P N5 C6 DOUB N N 65 A4P N5 C10 SING N N 66 A4P C6 C6A SING N N 67 A4P C6 C7 SING N N 68 A4P C6A H6A1 SING N N 69 A4P C6A H6A2 SING N N 70 A4P C7 N8 SING N N 71 A4P C7 H71 SING N N 72 A4P C7 H72 SING N N 73 A4P N8 C9 SING N N 74 A4P N8 HN8 SING N N 75 A4P C9 C10 DOUB N N 76 # 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 A4P SMILES ACDLabs 10.04 "O=C2NC(=NC=1NCC(=NC=12)COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OCC5OC(n4cnc3c(ncnc34)N)C(O)C5O)N" A4P SMILES_CANONICAL CACTVS 3.341 "NC1=NC2=C(N=C(CN2)CO[P@@](O)(=O)O[P@@](O)(=O)O[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)C(=O)N1" A4P SMILES CACTVS 3.341 "NC1=NC2=C(N=C(CN2)CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5c(N)ncnc45)C(=O)N1" A4P SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@@](=O)(O)O[P@@](=O)(O)O[P@@](=O)(O)OCC4=NC5=C(NC4)N=C(NC5=O)N)O)O)N" A4P SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OCC4=NC5=C(NC4)N=C(NC5=O)N)O)O)N" A4P InChI InChI 1.03 ;InChI=1S/C17H24N10O17P4/c18-12-8-14(22-4-21-12)27(5-23-8)16-11(29)10(28)7(41-16)3-40-46(33,34)43-48(37,38)44-47(35,36)42-45(31,32)39-2-6-1-20-13-9(24-6)15(30)26-17(19)25-13/h4-5,7,10-11,16,28-29H,1-3H2,(H,31,32)(H,33,34)(H,35,36)(H,37,38)(H2,18,21,22)(H4,19,20,25,26,30)/t7-,10-,11-,16-/m1/s1 ; A4P InChIKey InChI 1.03 ZKRKFZJAQKKHKL-SUGPNEFASA-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 A4P "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-[(R)-{[(R)-{[(S)-{[(S)-[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methoxy](hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]adenosine" A4P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[[(2-amino-4-oxo-7,8-dihydro-3H-pteridin-6-yl)methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl hydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A4P "Create component" 2000-05-05 RCSB A4P "Modify descriptor" 2011-06-04 RCSB #