1.0 2026-09-21 14:44:28 UTC 2026-09-21 14:44:28 UTC FDB116598 c-di-GMP 2-amino-9-[(1S,6R,8R,9R,10S,15R,17R,18R)-17-(2-amino-6-oxo-1H-purin-9-yl)-3,9,12,18-tetrahydroxy-3,12-dioxo-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.3.0.06,10]octadecan-8-yl]-1H-purin-6-one C20H24N10O14P2 690.4107 690.09486855 (1S,6R,8R,9R,10S,15R,17R,18R)-3,9,12,18-tetrahydroxy-8,17-bis(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)-2,4,7,11,13,16-hexaoxa-3λ⁵,12λ⁵-diphosphatricyclo[13.3.0.0⁶,¹⁰]octadecane-3,12-dione cyclic di-GMP [H][C@@]12COP(O)(=O)O[C@]3([H])[C@@]([H])(COP(O)(=O)O[C@@]1([H])[C@@]([H])(O)[C@@]([H])(O2)N1C=NC2=C1NC(=N)N=C2O)O[C@@]([H])(N1C=NC2=C1NC(=N)N=C2O)[C@]3([H])O InChI=1S/C20H24N10O14P2/c21-19-25-13-7(15(33)27-19)23-3-29(13)17-9(31)11-5(41-17)1-39-45(35,36)44-12-6(2-40-46(37,38)43-11)42-18(10(12)32)30-4-24-8-14(30)26-20(22)28-16(8)34/h3-6,9-12,17-18,31-32H,1-2H2,(H,35,36)(H,37,38)(H3,21,25,27,33)(H3,22,26,28,34)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1 PKFDLKSEZWEFGL-MHARETSRSA-N belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom. D-alpha-amino acids Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic acyclic compounds Alkyl chlorides Amino acids Carbonyl compounds Carboxylic acid salts Carboxylic acids Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organic salts Organic zwitterions Organochlorides Organopnictogen compounds Aliphatic acyclic compound Alkyl chloride Alkyl halide Amine Amino acid Carbonyl group Carboxylic acid Carboxylic acid salt D-alpha-amino acid Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organic salt Organic zwitterion Organochloride Organohalogen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine D-alanine derivative chloroalanine logp -1.04 ALOGPS logs -2.26 ALOGPS solubility 3.77e+00 g/l ALOGPS logp -3.5 ChemAxon pka_strongest_acidic 1.53 ChemAxon pka_strongest_basic 5.18 ChemAxon iupac (1S,6R,8R,9R,10S,15R,17R,18R)-3,9,12,18-tetrahydroxy-8,17-bis(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)-2,4,7,11,13,16-hexaoxa-3λ⁵,12λ⁵-diphosphatricyclo[13.3.0.0⁶,¹⁰]octadecane-3,12-dione ChemAxon average_mass 690.4107 ChemAxon mono_mass 690.09486855 ChemAxon smiles [H][C@@]12COP(O)(=O)O[C@]3([H])[C@@]([H])(COP(O)(=O)O[C@@]1([H])[C@@]([H])(O)[C@@]([H])(O2)N1C=NC2=C1NC(=N)N=C2O)O[C@@]([H])(N1C=NC2=C1NC(=N)N=C2O)[C@]3([H])O ChemAxon formula C20H24N10O14P2 ChemAxon inchi InChI=1S/C20H24N10O14P2/c21-19-25-13-7(15(33)27-19)23-3-29(13)17-9(31)11-5(41-17)1-39-45(35,36)44-12-6(2-40-46(37,38)43-11)42-18(10(12)32)30-4-24-8-14(30)26-20(22)28-16(8)34/h3-6,9-12,17-18,31-32H,1-2H2,(H,35,36)(H,37,38)(H3,21,25,27,33)(H3,22,26,28,34)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1 ChemAxon inchikey PKFDLKSEZWEFGL-MHARETSRSA-N ChemAxon polar_surface_area 343.02 ChemAxon refractivity 164.59 ChemAxon polarizability 60.01 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 18 ChemAxon donor_count 10 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1085480 Specdb::MsMs 25934 Specdb::MsMs 25935 Specdb::MsMs 25936 Specdb::MsMs 32492 Specdb::MsMs 32493 Specdb::MsMs 32494 Specdb::NmrOneD 269838 Specdb::NmrOneD 269839 Specdb::NmrOneD 269840 Specdb::NmrOneD 269841 Specdb::NmrOneD 269842 Specdb::NmrOneD 269843 Specdb::NmrOneD 269844 Specdb::NmrOneD 269845 Specdb::NmrOneD 269846 Specdb::NmrOneD 269847 Specdb::NmrOneD 269848 Specdb::NmrOneD 269849 Specdb::NmrOneD 269850 Specdb::NmrOneD 269851 Specdb::NmrOneD 269852 Specdb::NmrOneD 269853 Specdb::NmrOneD 269854 Specdb::NmrOneD 269855 Specdb::NmrOneD 269856 Specdb::NmrOneD 269857