(S)-(S)-1-((2S,3S)-3-Hexyl-4-oxooxetan-2-yl)tridecan-2-yl 2-formamido-4-methylpentanoate

Introduction

CAS No. :	96829-58-2	MDL No. :	MFCD05662360
Formula :	C29H53NO5	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	AHLBNYSZXLDEJQ-FWEHEUNISA-N
M.W :	495.73	Pubchem ID :	3034010
Synonyms :	Tetrahydrolipstatin;Ro-18-0647;Orlistat, Alli, Tetrahydrolipastatin, Tetrahydrolipstatin, THLP, Xenical;(–)-Tetrahydrolipstatin;Ro 18-0647/002	Chemical Name :	(S)-(S)-1-((2S,3S)-3-Hexyl-4-oxooxetan-2-yl)tridecan-2-yl 2-formamido-4-methylpentanoate

Physicochemical Properties

Num. heavy atoms :	35
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.9
Num. rotatable bonds :	24
Num. H-bond acceptors :	5.0
Num. H-bond donors :	1.0
Molar Refractivity :	145.36
TPSA :	81.7 Ų

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-2.25 cm/s

Lipophilicity

Log Po/w (iLOGP) :	5.72
Log Po/w (XLOGP3) :	9.96
Log Po/w (WLOGP) :	6.88
Log Po/w (MLOGP) :	4.66
Log Po/w (SILICOS-IT) :	8.31
Consensus Log Po/w :	7.11

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-7.6
Solubility :	0.0000123 mg/ml ; 0.0000000249 mol/l
Class :	Poorly soluble
Log S (Ali) :	-11.6
Solubility :	0.0000000012 mg/ml ; 0.0 mol/l
Class :	Insoluble
Log S (SILICOS-IT) :	-7.97
Solubility :	0.00000531 mg/ml ; 0.0000000107 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	3.0 alert
Leadlikeness :	3.0
Synthetic accessibility :	5.42

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P273	UN#:	N/A
Hazard Statements:	H302-H412	Packing Group:	N/A
GHS Pictogram:

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