2-Amino-8-bromo-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)

Introduction

CAS No. :	4016-63-1	MDL No. :	MFCD00037985
Formula :	C10H12BrN5O5	Boiling Point :	-
Linear Structure Formula :	C5H3BrN5O(CHCHOHCHOHCHCH2OHO)	InChI Key :	ASUCSHXLTWZYBA-UMMCILCDSA-N
M.W :	362.14	Pubchem ID :	135465599
Synonyms :	2-Amino-8-bromo-6-hydroxypurine riboside;NSC 174257;NSC 79211	Chemical Name :	2-Amino-8-bromo-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one

Physicochemical Properties

Num. heavy atoms :	21
Num. arom. heavy atoms :	9
Fraction Csp3 :	0.5
Num. rotatable bonds :	2
Num. H-bond acceptors :	7.0
Num. H-bond donors :	5.0
Molar Refractivity :	73.2
TPSA :	159.51 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) :	-9.13 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.49
Log Po/w (XLOGP3) :	-0.87
Log Po/w (WLOGP) :	-2.24
Log Po/w (MLOGP) :	-1.25
Log Po/w (SILICOS-IT) :	-1.53
Consensus Log Po/w :	-1.08

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.72
Solubility :	6.86 mg/ml ; 0.019 mol/l
Class :	Very soluble
Log S (Ali) :	-2.0
Solubility :	3.64 mg/ml ; 0.01 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.3
Solubility :	181.0 mg/ml ; 0.5 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	4.04

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

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