(2R,3S,4S,5R)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

Introduction

CAS No. :	5536-17-4	MDL No. :	MFCD00065471
Formula :	C10H13N5O4	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	OIRDTQYFTABQOQ-UHTZMRCNSA-N
M.W :	267.24	Pubchem ID :	21704
Synonyms :	Vira-A;NSC 404241;9-beta-Arabinofuranosyladenine;Arabinofuranosyladenine;NSC 247519;Arabinosyladenine;9-β-D-Arabinofuranosyladenine;Adenine Arabinoside;Ara-A	Chemical Name :	(2R,3S,4S,5R)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

Physicochemical Properties

Num. heavy atoms :	19
Num. arom. heavy atoms :	9
Fraction Csp3 :	0.5
Num. rotatable bonds :	2
Num. H-bond acceptors :	7.0
Num. H-bond donors :	4.0
Molar Refractivity :	62.67
TPSA :	139.54 Ų

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-8.68 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.71
Log Po/w (XLOGP3) :	-1.05
Log Po/w (WLOGP) :	-2.3
Log Po/w (MLOGP) :	-2.72
Log Po/w (SILICOS-IT) :	-2.37
Consensus Log Po/w :	-1.55

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	1.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.05
Solubility :	23.6 mg/ml ; 0.0883 mol/l
Class :	Very soluble
Log S (Ali) :	-1.39
Solubility :	10.8 mg/ml ; 0.0406 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	0.41
Solubility :	685.0 mg/ml ; 2.56 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	3.86

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

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