2-(trans-4-(4-Chlorophenyl)cyclohexyl)-3-hydroxynaphthalene-1,4-dione

Introduction

CAS No. :	95233-18-4	MDL No. :	MFCD00889188
Formula :	C22H19ClO3	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	BSJMWHQBCZFXBR-UHFFFAOYSA-N
M.W :	366.84	Pubchem ID :	74989
Synonyms :	Atavaquone;BW 566C;Wellvone;Mepron;hydroxynaphthoquinone 566C80;GlaxoSmithKline brand of atovaquone;Glaxo Wellcome brand of atovaquone;compound 566;atovaquone GlaxoSmithKline brand;566C80 hydroxynaphthoquinone;566C80;566C;BW 556C-80	Chemical Name :	2-(trans-4-(4-Chlorophenyl)cyclohexyl)-3-hydroxynaphthalene-1,4-dione

Physicochemical Properties

Num. heavy atoms :	26
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.27
Num. rotatable bonds :	2
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	102.04
TPSA :	54.37 Ų

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-4.5 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.54
Log Po/w (XLOGP3) :	5.68
Log Po/w (WLOGP) :	5.51
Log Po/w (MLOGP) :	3.28
Log Po/w (SILICOS-IT) :	5.19
Consensus Log Po/w :	4.64

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-5.9
Solubility :	0.000459 mg/ml ; 0.00000125 mol/l
Class :	Moderately soluble
Log S (Ali) :	-6.59
Solubility :	0.0000949 mg/ml ; 0.000000259 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-6.97
Solubility :	0.0000397 mg/ml ; 0.000000108 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	1.0 alert
Brenk :	0.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	3.97

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319	Packing Group:	N/A
GHS Pictogram:

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