(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-((3-methylbut-2-en-1-yl)amino)-9H-purin-9-yl)tetrahydrofuran-3,

Introduction

CAS No. :	7724-76-7	MDL No. :	MFCD00005741
Formula :	C15H21N5O4	Boiling Point :	-
Linear Structure Formula :	(CH3)2C2HCH2NHC5H2N4C5H9O4	InChI Key :	USVMJSALORZVDV-SDBHATRESA-N
M.W :	335.36	Pubchem ID :	24405
Synonyms :	Riboprine;N6-(Δ2-Isopentenyl)adenosine;IPA;Riboprinum;Riboprina;SQ 22,558;NSC 105546;N6-(2-Isopentenyl)adenosine;N6-Isopentenyladenine riboside;Isopentenyladenosine;2-iPA	Chemical Name :	(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-((3-methylbut-2-en-1-yl)amino)-9H-purin-9-yl)tetrahydrofuran-3,4-diol

Physicochemical Properties

Num. heavy atoms :	24
Num. arom. heavy atoms :	9
Fraction Csp3 :	0.53
Num. rotatable bonds :	5
Num. H-bond acceptors :	7.0
Num. H-bond donors :	4.0
Molar Refractivity :	86.33
TPSA :	125.55 Ų

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.56 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.9
Log Po/w (XLOGP3) :	1.11
Log Po/w (WLOGP) :	-0.7
Log Po/w (MLOGP) :	-1.44
Log Po/w (SILICOS-IT) :	-0.85
Consensus Log Po/w :	0.0

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.57
Solubility :	0.911 mg/ml ; 0.00272 mol/l
Class :	Soluble
Log S (Ali) :	-3.34
Solubility :	0.153 mg/ml ; 0.000458 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-1.24
Solubility :	19.3 mg/ml ; 0.0575 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	4.47

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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