Canonical Smiles : OC1=C2C(C(=C(OC2=C(C(=C1O)O)O)C1=CC=C(C=C1)OC)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)=O
Inchi Key : XPEGXLRTUAZOQL-GBQSBODNSA-N
IUPAC : 5,6,7,8-tetrahydroxy-2-(4-methoxyphenyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
Pubchem ID :
Smiles : COc1ccc(-c2oc3c(O)c(O)c(O)c(O)c3c(=O)c2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 494.11
Volume : 448.024
Density : 1.103
nHA : 13
nHD : 8
nRot : 5
nRing : 4
Max Ring : 10
nHet: 13
fChar : 0
nRig : 24
Flexibility : 0.208
Stereo Centers : 5
TPSA : 219.74
logS : -3.024
logP: 0.111
logD7.4 : -0.23
ABSORPTION
Caco-2 Permeability : -6.2
MDCK Permeability : 0.0000100371
Pgp-inhibitor : 0.99
Pgp-substrate : 0.303
HIA : 0.546
F20% : 0.011
F30% : 0.967
DISTRIBUTION
PPB : 0.842133
VD : 0.917
BBB Penetration : 0.014
Fu : 0.190147
METABOLISM
CYP 1A2 inhibitor : 0.084
CYP 1A2 substrate : 0.081
CYP 2C19 inhibitor : 0.011
CYP 2C19 substrate : 0.057
CYP 2C9 inhibitor : 0.056
CYP 2C9 substrate : 0.095
CYP 2D6 inhibitor : 0.042
CYP 2D6 substrate : 0.143
CYP 3A4 inhibitor : 0.026
CYP 3A4 substrate : 0.009
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MEDICINAL CHEMISTRY
QED : 0.165
SAscore : 4.062
Fsp : 0.318
MCE-18 : 93.655
NPscore : 1.877
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 4
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.157
H-HT : 0.244
DILI : 0.99
AMES Toxicity : 0.835
Rat Oral Acute Toxicity : 0.022
FDAMDD : 0.004
Skin Sensitization : 0.868
Carcinogencity : 0.057
Eye Corrosion : 0.003
Eye Irritation : 0.186
Respiratory Toxicity : 0.016
Bioconcentration Factor : 0.816
IGC50 : 3.222
LC50FM : 3.258
LC50DM : 5.592
NR-AR : 0.041
NR-AR-LBD: 0.365
NR-AhR : 0.869
NR-Aromatase : 0.832
NR-ER : 0.256
NR-ER-LBD : 0.449
NR-PPAR-gamma : 0.812
SR-ARE : 0.47
SR-ATAD5 : 0.324
SR-HSE : 0.014
SR-MMP : 0.799
SR-p53 : 0.895
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 11
Non Biodegradable Rule : 2
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 3
EXCRETION
CL : 1.67
t1/2 : 0.944
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