4-Amino-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)pyrimidin-2(1H)-one

Introduction

CAS No. :	134678-17-4	MDL No. :	MFCD00869739
Formula :	C8H11N3O3S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	JTEGQNOMFQHVDC-NKWVEPMBSA-N
M.W :	229.26	Pubchem ID :	60825
Synonyms :	BCH-189;3TC;Lamivudine, 3TC, Epivir, Zeffix, Heptovir, BCH-189;2’,3’-dideoxy-3’-Thiacytidine;(-)-BCH 189;GR109714X	Chemical Name :	4-Amino-1-((2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl)pyrimidin-2(1H)-one

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.5
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	2.0
Molar Refractivity :	56.31
TPSA :	115.67 Ų

Pharmacokinetics

GI absorption :	High
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) :	-8.36 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.97
Log Po/w (XLOGP3) :	-0.93
Log Po/w (WLOGP) :	-0.91
Log Po/w (MLOGP) :	-1.02
Log Po/w (SILICOS-IT) :	-0.47
Consensus Log Po/w :	-0.47

Druglikeness

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

Water Solubility

Log S (ESOL) :	-0.84
Solubility :	33.2 mg/ml ; 0.145 mol/l
Class :	Very soluble
Log S (Ali) :	-1.02
Solubility :	22.1 mg/ml ; 0.0966 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.43
Solubility :	84.6 mg/ml ; 0.369 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.57

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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