(3R,4R,5S)-Ethyl 4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate phosphate

Introduction

CAS No. :	204255-11-8	MDL No. :	MFCD08059548
Formula :	C16H31N2O8P	Boiling Point :	-
Linear Structure Formula :	C16H28N2O4·H3PO4	InChI Key :	PGZUMBJQJWIWGJ-ONAKXNSWSA-N
M.W :	410.40	Pubchem ID :	78000
Synonyms :	GS 4104 phosphate;Oseltamivir (phosphate);Tamiflu®;Ro 64-0796/002;GS-4104;Tamiflu	Chemical Name :	(3R,4R,5S)-Ethyl 4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate phosphate

Physicochemical Properties

Num. heavy atoms :	27
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.75
Num. rotatable bonds :	9
Num. H-bond acceptors :	9.0
Num. H-bond donors :	5.0
Molar Refractivity :	98.78
TPSA :	178.22 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 :	No
Log Kp (skin permeation) :	-11.13 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.48
Log Po/w (XLOGP3) :	-3.27
Log Po/w (WLOGP) :	0.36
Log Po/w (MLOGP) :	-0.97
Log Po/w (SILICOS-IT) :	1.33
Consensus Log Po/w :	-0.22

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	0.27
Solubility :	764.0 mg/ml ; 1.86 mol/l
Class :	Highly soluble
Log S (Ali) :	0.1
Solubility :	516.0 mg/ml ; 1.26 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	-2.47
Solubility :	1.38 mg/ml ; 0.00337 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	4.84

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

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