Literature summary for 4.6.1.18 extracted from

Samanta, A.; Leonidas, D.D.; Dasgupta, S.; Pathak, T.; Zographos, S.E.; Oikonomakos, N.G.
Morpholino, piperidino, and pyrrolidino derivatives of pyrimidine nucleosides as inhibitors of ribonuclease A: synthesis, biochemical, and crystallographic evaluation (2009), J. Med. Chem., 52, 932-942.

Application

Application	Comment	Organism
pharmacology	inhibitors can be the starting point for the development of compounds that can be used as pharmaceuticals against pathologies associated with ribonuclease A homologues such as human angiogenin, which is implicated in tumor induced neovascularization	Bos taurus

Crystallization (Commentary)

Crystallization (Comment)	Organism
vapor diffusion, hanging drop, PEG 4000, sodium citrate, pH 5.5, 289 K, space group C121,ribonuclease A-1-{5-deoxy-5-[4-(ethoxycarbonyl)piperidin-1-yl]-alpha-L-arabinofuranosyl}pyrimidine-2,4(1H,3H)-dione complex, resolution 1.58 A, ribonuclease A-1-(5-deoxy-5-morpholin-4-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione, resolution 1.60 A, ribonuclease A-1-(5-deoxy-5-piperidin-1-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione, resolution 1.60 A, ribonuclease A-1-(5-deoxy-5-pyrrolidin-1-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione, resolution 1.60 A, ribonuclease A-5-deoxy-5-piperidin-1-ylthymidine, resolution 1.72 A, ribonuclease A-1-(2,5-dideoxy-5-pyrrolidin-1-yl-beta-L-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione, resolution 1.98 A	Bos taurus

Crystallization (Comment)

Organism

vapor diffusion, hanging drop, PEG 4000, sodium citrate, pH 5.5, 289 K, space group C121,ribonuclease A-1-{5-deoxy-5-[4-(ethoxycarbonyl)piperidin-1-yl]-alpha-L-arabinofuranosyl}pyrimidine-2,4(1H,3H)-dione complex, resolution 1.58 A, ribonuclease A-1-(5-deoxy-5-morpholin-4-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione, resolution 1.60 A, ribonuclease A-1-(5-deoxy-5-piperidin-1-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione, resolution 1.60 A, ribonuclease A-1-(5-deoxy-5-pyrrolidin-1-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione, resolution 1.60 A, ribonuclease A-5-deoxy-5-piperidin-1-ylthymidine, resolution 1.72 A, ribonuclease A-1-(2,5-dideoxy-5-pyrrolidin-1-yl-beta-L-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione, resolution 1.98 A

Bos taurus

Inhibitors

Inhibitors	Comment	Organism
1-(2,5-dideoxy-5-pyrrolidin-1-yl-beta-L-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione	-	Bos taurus
1-(5-deoxy-5-morpholin-4-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione	-	Bos taurus
1-(5-deoxy-5-piperidin-1-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione	-	Bos taurus
1-(5-deoxy-5-pyrrolidin-1-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione	-	Bos taurus
1-(5-deoxy-5-[4-(ethoxycarbonyl)piperidin-1-yl]-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione	-	Bos taurus
5'-deoxy-5'-piperidin-1-ylthymidine	-	Bos taurus

Organism

Organism	UniProt	Comment	Textmining
Bos taurus	P61823	-	-

Source Tissue

Source Tissue	Comment	Organism	Textmining
commercial preparation	-	Bos taurus	-

Synonyms

Synonyms	Comment	Organism
ribonuclease A	-	Bos taurus

Ki Value [mM]

Ki Value [mM]	Ki Value maximum [mM]	Inhibitor	Comment	Organism
0.077	-	1-(5-deoxy-5-[4-(ethoxycarbonyl)piperidin-1-yl]-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione	-	Bos taurus
0.172	-	1-(5-deoxy-5-piperidin-1-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione	-	Bos taurus
0.179	-	1-(5-deoxy-5-morpholin-4-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione	-	Bos taurus
0.203	-	1-(5-deoxy-5-pyrrolidin-1-yl-alpha-L-arabinofuranosyl)pyrimidine-2,4(1H,3H)-dione	-	Bos taurus
0.396	-	5'-deoxy-5'-piperidin-1-ylthymidine	-	Bos taurus
0.423	-	1-(2,5-dideoxy-5-pyrrolidin-1-yl-beta-L-erythro-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione	-	Bos taurus