Canonical Smiles : COC1=C(C=C2C(C(C(CC2=C1)COC3C(C(C(C(O3)CO)O)O)O)CO)C4=CC(=C(C=C4)O)OC)O
Inchi Key : BUQQDANPHQFSEK-QBCFYRCNSA-N
IUPAC : (2R,3R,4S,5S,6R)-2-[[(2R,3R,4S)-6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Pubchem ID : 10625849
Smiles : COc1cc(C2c3cc(O)c(OC)cc3CC(COC3OC(CO)C(O)C(O)C3O)C2CO)ccc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 522.21
Volume : 504.9
Density : 1.034
nHA : 11
nHD : 7
nRot : 8
nRing : 4
Max Ring : 10
nHet: 11
fChar : 0
nRig : 23
Flexibility : 0.348
Stereo Centers : 8
TPSA : 178.53
logS : -2.501
logP: -0.585
logD7.4 : 0.877
ABSORPTION
Caco-2 Permeability : -6.006
MDCK Permeability : 0.0000607917
Pgp-inhibitor : 0.001
Pgp-substrate : 0.588
HIA : 0.958
F20% : 0.675
F30% : 0.797
DISTRIBUTION
PPB : 0.937701
VD : 1.135
BBB Penetration : 0.403
Fu : 0.0633305
METABOLISM
CYP 1A2 inhibitor : 0.004
CYP 1A2 substrate : 0.142
CYP 2C19 inhibitor : 0.004
CYP 2C19 substrate : 0.782
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.399
CYP 2D6 inhibitor : 0.004
CYP 2D6 substrate : 0.276
CYP 3A4 inhibitor : 0.029
CYP 3A4 substrate : 0.435
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MEDICINAL CHEMISTRY
QED : 0.245
SAscore : 4.443
Fsp : 0.538
MCE-18 : 93.15
NPscore : 2.047
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.03
H-HT : 0.255
DILI : 0.232
AMES Toxicity : 0.379
Rat Oral Acute Toxicity : 0.184
FDAMDD : 0.307
Skin Sensitization : 0.031
Carcinogencity : 0.042
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.05
Bioconcentration Factor : 1.005
IGC50 : 4.261
LC50FM : 4.063
LC50DM : 5.716
NR-AR : 0.712
NR-AR-LBD: 0.304
NR-AhR : 0.339
NR-Aromatase : 0.869
NR-ER : 0.119
NR-ER-LBD : 0.098
NR-PPAR-gamma : 0.036
SR-ARE : 0.117
SR-ATAD5 : 0.602
SR-HSE : 0.57
SR-MMP : 0.561
SR-p53 : 0.352
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 5
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 5.342
t1/2 : 0.403
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