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

Introduction

CAS No. :	574-25-4	MDL No. :	MFCD00005743
Formula :	C10H12N4O4S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	NKGPJODWTZCHGF-KQYNXXCUSA-N
M.W :	284.29	Pubchem ID :	676166
Synonyms :	6-​Thioinosine;6TI;6-Mercaptopurine riboside	Chemical Name :	(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-mercapto-9H-purin-9-yl)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 :	3.0
Molar Refractivity :	65.52
TPSA :	152.32 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) :	-8.19 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.09
Log Po/w (XLOGP3) :	-0.22
Log Po/w (WLOGP) :	-1.6
Log Po/w (MLOGP) :	-2.35
Log Po/w (SILICOS-IT) :	-1.38
Consensus Log Po/w :	-0.89

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.68
Solubility :	5.91 mg/ml ; 0.0208 mol/l
Class :	Very soluble
Log S (Ali) :	-2.52
Solubility :	0.855 mg/ml ; 0.00301 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-0.06
Solubility :	250.0 mg/ml ; 0.881 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	3.66

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P264-P501-P301+P312+P330-P270	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

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