(6R,12aR)-6-(Benzo[d][1,3]dioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indol

Introduction

CAS No. :	171596-36-4	MDL No. :	MFCD19443817
Formula :	C21H17N3O4	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XHDLVMPUSXRZOS-FOIQADDNSA-N
M.W :	375.38	Pubchem ID :	9820973
Synonyms :	Demethyl Tadalafil	Chemical Name :	(6R,12aR)-6-(Benzo[d][1,3]dioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Physicochemical Properties

Num. heavy atoms :	28
Num. arom. heavy atoms :	15
Fraction Csp3 :	0.24
Num. rotatable bonds :	1
Num. H-bond acceptors :	4.0
Num. H-bond donors :	2.0
Molar Refractivity :	107.71
TPSA :	83.66 Ų

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-7.09 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.33
Log Po/w (XLOGP3) :	2.11
Log Po/w (WLOGP) :	0.78
Log Po/w (MLOGP) :	1.23
Log Po/w (SILICOS-IT) :	2.65
Consensus Log Po/w :	1.82

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.83
Solubility :	0.0559 mg/ml ; 0.000149 mol/l
Class :	Soluble
Log S (Ali) :	-3.5
Solubility :	0.119 mg/ml ; 0.000318 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-5.86
Solubility :	0.000518 mg/ml ; 0.00000138 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	1.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.71

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

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