(2E,4E,6E,8E)-N-(4-Hydroxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tet

Introduction

CAS No. :	65646-68-6	MDL No. :	MFCD00792674
Formula :	C26H33NO2	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	AKJHMTWEGVYYSE-FXILSDISSA-N
M.W :	391.55	Pubchem ID :	5288209
Synonyms :	4-HPR;Fenretinide;HPR;McNR-1967;Ro 22-4667;Retinoic Acid p-hydroxyphenylamide;MK-4016;4-hydroxy(phenyl)retinamide;NSC 374551	Chemical Name :	(2E,4E,6E,8E)-N-(4-Hydroxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenamide

Physicochemical Properties

Num. heavy atoms :	29
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.35
Num. rotatable bonds :	7
Num. H-bond acceptors :	2.0
Num. H-bond donors :	2.0
Molar Refractivity :	124.56
TPSA :	49.33 Ų

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-3.54 cm/s

Lipophilicity

Log Po/w (iLOGP) :	4.35
Log Po/w (XLOGP3) :	7.25
Log Po/w (WLOGP) :	6.67
Log Po/w (MLOGP) :	4.58
Log Po/w (SILICOS-IT) :	6.22
Consensus Log Po/w :	5.81

Druglikeness

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

Water Solubility

Log S (ESOL) :	-6.53
Solubility :	0.000117 mg/ml ; 0.000000298 mol/l
Class :	Poorly soluble
Log S (Ali) :	-8.11
Solubility :	0.00000304 mg/ml ; 0.0000000078 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-5.67
Solubility :	0.000831 mg/ml ; 0.00000212 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	3.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	3.74

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302+H312+H332-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

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