(1R,3R,4S,5R)-3,4-Bis((3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,5-dihydroxycyclohexanecarboxylic acid

Introduction

CAS No. :	57378-72-0	MDL No. :	MFCD10566623
Formula :	C25H24O12	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	UFCLZKMFXSILNL-RVXRWRFUSA-N
M.W :	516.45	Pubchem ID :	6474309
Synonyms :	4,5-Dicaffeoylquinic acid;4,5-DCQA	Chemical Name :	(1R,3R,4S,5R)-3,4-Bis((3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,5-dihydroxycyclohexanecarboxylic acid

Physicochemical Properties

Num. heavy atoms :	37
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.24
Num. rotatable bonds :	9
Num. H-bond acceptors :	12.0
Num. H-bond donors :	7.0
Molar Refractivity :	126.9
TPSA :	211.28 Ų

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-8.37 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.48
Log Po/w (XLOGP3) :	1.52
Log Po/w (WLOGP) :	0.81
Log Po/w (MLOGP) :	-0.35
Log Po/w (SILICOS-IT) :	0.69
Consensus Log Po/w :	0.63

Druglikeness

Lipinski :	3.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	3.0
Bioavailability Score :	0.11

Water Solubility

Log S (ESOL) :	-3.65
Solubility :	0.117 mg/ml ; 0.000226 mol/l
Class :	Soluble
Log S (Ali) :	-5.57
Solubility :	0.0014 mg/ml ; 0.00000272 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-1.16
Solubility :	35.4 mg/ml ; 0.0685 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	1.0 alert
Brenk :	3.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	4.86

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

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