Canonical Smiles : C1=CC=C(C=C1)C(=O)OCC2C(C(C(C(O2)OC3=CC(=C(C=C3)O)CO)O)O)O
Inchi Key : GUQJOXTVQLISQW-BFMVXSJESA-N
IUPAC : [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-hydroxy-3-(hydroxymethyl)phenoxy]oxan-2-yl]methyl benzoate
Pubchem ID : 191742
Smiles : O=C(OCC1OC(Oc2ccc(O)c(CO)c2)C(O)C(O)C1O)c1ccccc1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 406.13
Volume : 389.464
Density : 1.043
nHA : 9
nHD : 5
nRot : 7
nRing : 3
Max Ring : 6
nHet: 9
fChar : 0
nRig : 19
Flexibility : 0.368
Stereo Centers : 5
TPSA : 145.91
logS : -2.302
logP: 0.83
logD7.4 : 1.461
ABSORPTION
Caco-2 Permeability : -5.786
MDCK Permeability : 0.0000484569
Pgp-inhibitor : 0.001
Pgp-substrate : 0.011
HIA : 0.84
F20% : 0.025
F30% : 0.99
DISTRIBUTION
PPB : 0.911611
VD : 0.385
BBB Penetration : 0.796
Fu : 0.0906808
METABOLISM
CYP 1A2 inhibitor : 0.07
CYP 1A2 substrate : 0.034
CYP 2C19 inhibitor : 0.022
CYP 2C19 substrate : 0.077
CYP 2C9 inhibitor : 0.003
CYP 2C9 substrate : 0.12
CYP 2D6 inhibitor : 0.106
CYP 2D6 substrate : 0.29
CYP 3A4 inhibitor : 0.007
CYP 3A4 substrate : 0.066
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MEDICINAL CHEMISTRY
QED : 0.416
SAscore : 3.488
Fsp : 0.35
MCE-18 : 64.037
NPscore : 1.361
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.025
H-HT : 0.016
DILI : 0.542
AMES Toxicity : 0.206
Rat Oral Acute Toxicity : 0.014
FDAMDD : 0.003
Skin Sensitization : 0.09
Carcinogencity : 0.645
Eye Corrosion : 0.003
Eye Irritation : 0.073
Respiratory Toxicity : 0.014
Bioconcentration Factor : 0.486
IGC50 : 4.065
LC50FM : 4.336
LC50DM : 4.994
NR-AR : 0.205
NR-AR-LBD: 0.222
NR-AhR : 0.474
NR-Aromatase : 0.486
NR-ER : 0.142
NR-ER-LBD : 0.016
NR-PPAR-gamma : 0.053
SR-ARE : 0.064
SR-ATAD5 : 0.042
SR-HSE : 0.02
SR-MMP : 0.144
SR-p53 : 0.198
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 3
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 5.924
t1/2 : 0.818
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