[(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate

C20H27N7O14P2 — CID 168853824

IUPAC[(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate

SMILESCc1cn([C@@H]2CC(OP(=O)(O)OC3[C@@H](COP(=O)(O)O)O[C@@H](n4cnc5c(N)ncnc54)[C@H]3O)[C@H](CO)O2)c(=O)[nH]c1=O

InChIInChI=1S/C20H27N7O14P2/c1-8-3-26(20(31)25-18(8)30)12-2-9(10(4-28)38-12)40-43(35,36)41-15-11(5-37-42(32,33)34)39-19(14(15)29)27-7-24-13-16(21)22-6-23-17(13)27/h3,6-7,9-12,14-15,19,28-29H,2,4-5H2,1H3,(H,35,36)(H2,21,22,23)(H,25,30,31)(H2,32,33,34)/t9?,10-,11+,12-,14-,15?,19+/m0/s1

InChIKeyMEUXLUCZAFMZFO-YPBPDRQKSA-N

MW651.42 g/mol

LogP-2.21

Rot. Bonds10

About [(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate

[(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate (PubChem CID 168853824) has the molecular formula C20H27N7O14P2 and a molecular weight of 651.42 g/mol. Its IUPAC name is [(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate.

Molecular Properties

Compound Name	[(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate
PubChem CID	168853824
Molecular Formula	C20H27N7O14P2
Molecular Weight	651.42 g/mol
Exact Mass	651.11
IUPAC Name	[(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate
SMILES	Cc1cn([C@@H]2CC(OP(=O)(O)OC3[C@@H](COP(=O)(O)O)O[C@@H](n4cnc5c(N)ncnc54)[C@H]3O)[C@H](CO)O2)c(=O)[nH]c1=O
InChI	InChI=1S/C20H27N7O14P2/c1-8-3-26(20(31)25-18(8)30)12-2-9(10(4-28)38-12)40-43(35,36)41-15-11(5-37-42(32,33)34)39-19(14(15)29)27-7-24-13-16(21)22-6-23-17(13)27/h3,6-7,9-12,14-15,19,28-29H,2,4-5H2,1H3,(H,35,36)(H2,21,22,23)(H,25,30,31)(H2,32,33,34)/t9?,10-,11+,12-,14-,15?,19+/m0/s1
InChIKey	MEUXLUCZAFMZFO-YPBPDRQKSA-N
XLogP	-2.21
TPSA	305.92 Å²
H-Bond Donors	7
H-Bond Acceptors	17
Rotatable Bonds	10
Heavy Atoms	43
Complexity	—

Lipinski Rule of Five

3 violations

Rule	Value
MW ≤ 500	651.42
LogP ≤ 5	-2.21
H-Bond Donors ≤ 5	7
H-Bond Acceptors ≤ 10	17

Computed Properties (RDKit)

Structural Alerts	{'alert_name': 'phosphor', 'substructure': 'N/A'}

Related Compounds

Frequently Asked Questions

What is the IUPAC name of [(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate?

The IUPAC name of [(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate (CID 168853824) is [(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate.

What is the SMILES notation for [(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate?

The canonical SMILES for [(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate is Cc1cn([C@@H]2CC(OP(=O)(O)OC3[C@@H](COP(=O)(O)O)O[C@@H](n4cnc5c(N)ncnc54)[C@H]3O)[C@H](CO)O2)c(=O)[nH]c1=O.

What is the InChIKey of [(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate?

The InChIKey is MEUXLUCZAFMZFO-YPBPDRQKSA-N. The full InChI is InChI=1S/C20H27N7O14P2/c1-8-3-26(20(31)25-18(8)30)12-2-9(10(4-28)38-12)40-43(35,36)41-15-11(5-37-42(32,33)34)39-19(14(15)29)27-7-24-13-16(21)22-6-23-17(13)27/h3,6-7,9-12,14-15,19,28-29H,2,4-5H2,1H3,(H,35,36)(H2,21,22,23)(H,25,30,31)(H2,32,33,34)/t9?,10-,11+,12-,14-,15?,19+/m0/s1.

What are the key properties of [(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate?

[(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate has a molecular weight of 651.42 g/mol, XLogP of -2.21, 10 rotatable bonds, 7 hydrogen bond donors, and 17 hydrogen bond acceptors.

Where does this data come from?

All data for [(2R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] [(2S,5S)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] hydrogen phosphate is sourced from PubChem (CID 168853824), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).