(3S,4aS,8aS)-N-(tert-Butyl)-2-((2R,3R)-2-hydroxy-3-(3-hydroxy-2-methylbenzamido)-4-(phenylthio)butyl

Introduction

CAS No. :	159989-65-8	MDL No. :	MFCD00931436
Formula :	C33H49N3O7S2	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	NQHXCOAXSHGTIA-SKXNDZRYSA-N
M.W :	663.89	Pubchem ID :	64142
Synonyms :	AG 1343 Mesylate;Nelfinavir (mesylate);Nelfin;AG-1343	Chemical Name :	(3S,4aS,8aS)-N-(tert-Butyl)-2-((2R,3R)-2-hydroxy-3-(3-hydroxy-2-methylbenzamido)-4-(phenylthio)butyl)decahydroisoquinoline-3-carboxamide methanesulfonate

Physicochemical Properties

Num. heavy atoms :	45
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.58
Num. rotatable bonds :	12
Num. H-bond acceptors :	8.0
Num. H-bond donors :	5.0
Molar Refractivity :	183.63
TPSA :	189.95 Ų

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-8.57 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.59
Log Po/w (XLOGP3) :	2.5
Log Po/w (WLOGP) :	4.95
Log Po/w (MLOGP) :	2.52
Log Po/w (SILICOS-IT) :	4.56
Consensus Log Po/w :	3.63

Druglikeness

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

Water Solubility

Log S (ESOL) :	-4.94
Solubility :	0.00769 mg/ml ; 0.0000116 mol/l
Class :	Moderately soluble
Log S (Ali) :	-6.13
Solubility :	0.000487 mg/ml ; 0.000000734 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-7.26
Solubility :	0.0000364 mg/ml ; 0.0000000548 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	5.99

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H317-H319	Packing Group:	N/A
GHS Pictogram:

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