Canonical Smiles : C1=C(C=C(C(=C1O)OC2C(C(C(C(O2)CO)O)O)O)O)C(=O)O
Inchi Key : YPSNWSNUXIIKHO-YANYRWCTSA-N
IUPAC : 3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoic acid
Pubchem ID : 10088114
Smiles : O=C(O)c1cc(O)c(OC2OC(CO)C(O)C(O)C2O)c(O)c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 332.07
Volume : 293.648
Density : 1.131
nHA : 10
nHD : 7
nRot : 4
nRing : 2
Max Ring : 6
nHet: 10
fChar : 0
nRig : 13
Flexibility : 0.308
Stereo Centers : 5
TPSA : 177.14
logS : -1.241
logP: -1.232
logD7.4 : 0.007
ABSORPTION
Caco-2 Permeability : -6.411
MDCK Permeability : 0.000138299
Pgp-inhibitor : 0.001
Pgp-substrate : 0.595
HIA : 0.878
F20% : 0.798
F30% : 0.997
DISTRIBUTION
PPB : 0.246292
VD : 0.366
BBB Penetration : 0.638
Fu : 0.716774
METABOLISM
CYP 1A2 inhibitor : 0.024
CYP 1A2 substrate : 0.023
CYP 2C19 inhibitor : 0.01
CYP 2C19 substrate : 0.04
CYP 2C9 inhibitor : 0.003
CYP 2C9 substrate : 0.065
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.104
CYP 3A4 inhibitor : 0.017
CYP 3A4 substrate : 0.004
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MEDICINAL CHEMISTRY
QED : 0.325
SAscore : 3.741
Fsp : 0.462
MCE-18 : 56.421
NPscore : 1.925
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.043
H-HT : 0.287
DILI : 0.918
AMES Toxicity : 0.081
Rat Oral Acute Toxicity : 0.029
FDAMDD : 0.002
Skin Sensitization : 0.038
Carcinogencity : 0.015
Eye Corrosion : 0.003
Eye Irritation : 0.013
Respiratory Toxicity : 0.044
Bioconcentration Factor : 0.326
IGC50 : 2.219
LC50FM : 2.013
LC50DM : 3.253
NR-AR : 0.575
NR-AR-LBD: 0.266
NR-AhR : 0.047
NR-Aromatase : 0.004
NR-ER : 0.126
NR-ER-LBD : 0.01
NR-PPAR-gamma : 0.01
SR-ARE : 0.027
SR-ATAD5 : 0.028
SR-HSE : 0.051
SR-MMP : 0.083
SR-p53 : 0.016
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 7
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.874
t1/2 : 0.901
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