2-(5-Hydroxy-1H-indol-3-yl)acetic acid

Introduction

CAS No. :	54-16-0	MDL No. :	MFCD00005639
Formula :	C10H9NO3	Boiling Point :	-
Linear Structure Formula :	(OH)C8H4NHCH2COOH	InChI Key :	DUUGKQCEGZLZNO-UHFFFAOYSA-N
M.W :	191.18	Pubchem ID :	1826
Synonyms :	5-HIAA;NSC 90432;Hydroxyindoleacetic acid;5-hydroxy IAA;5-Hydroxyindoleacetic Acid	Chemical Name :	2-(5-Hydroxy-1H-indol-3-yl)acetic acid

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	9
Fraction Csp3 :	0.1
Num. rotatable bonds :	2
Num. H-bond acceptors :	3.0
Num. H-bond donors :	3.0
Molar Refractivity :	51.87
TPSA :	73.32 Ų

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.72 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.75
Log Po/w (XLOGP3) :	1.05
Log Po/w (WLOGP) :	1.5
Log Po/w (MLOGP) :	0.53
Log Po/w (SILICOS-IT) :	1.72
Consensus Log Po/w :	1.11

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.03
Solubility :	1.78 mg/ml ; 0.00932 mol/l
Class :	Soluble
Log S (Ali) :	-2.18
Solubility :	1.26 mg/ml ; 0.0066 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.49
Solubility :	0.619 mg/ml ; 0.00324 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.5

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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