(Z)-N-(4-Hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide

Introduction

CAS No. :	25775-90-0	MDL No. :	MFCD00209942
Formula :	C18H27NO3	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	YKPUWZUDDOIDPM-VURMDHGXSA-N
M.W :	305.41	Pubchem ID :	1548942
Synonyms :	Zucapsaicin;Civamide;Zucapsaicin, trade name Civanex.;BRN 4261852;cis-Capsaicin	Chemical Name :	(Z)-N-(4-Hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide

Physicochemical Properties

Num. heavy atoms :	22
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.5
Num. rotatable bonds :	10
Num. H-bond acceptors :	3.0
Num. H-bond donors :	2.0
Molar Refractivity :	90.52
TPSA :	58.56 Ų

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-5.62 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.15
Log Po/w (XLOGP3) :	3.58
Log Po/w (WLOGP) :	3.64
Log Po/w (MLOGP) :	2.69
Log Po/w (SILICOS-IT) :	4.1
Consensus Log Po/w :	3.43

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.53
Solubility :	0.09 mg/ml ; 0.000295 mol/l
Class :	Soluble
Log S (Ali) :	-4.5
Solubility :	0.00975 mg/ml ; 0.0000319 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-4.87
Solubility :	0.00408 mg/ml ; 0.0000134 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	2.32

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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