Canonical Smiles : CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)CO)OCCC4=CC(=C(C=C4)O)O)O)O)O)O
Inchi Key : FBSKJMQYURKNSU-ZLSOWSIRSA-N
IUPAC : [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Pubchem ID : 5281800
Smiles : CC1OC(OC2C(O)C(OCCc3ccc(O)c(O)c3)OC(CO)C2OC(=O)C=Cc2ccc(O)c(O)c2)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 624.21
Volume : 586.676
Density : 1.064
nHA : 15
nHD : 9
nRot : 11
nRing : 4
Max Ring : 6
nHet: 15
fChar : 0
nRig : 26
Flexibility : 0.423
Stereo Centers : 10
TPSA : 245.29
logS : -2.051
logP: -0.328
logD7.4 : 1.055
ABSORPTION
Caco-2 Permeability : -6.449
MDCK Permeability : 0.0000636513
Pgp-inhibitor : 0.002
Pgp-substrate : 0.898
HIA : 0.993
F20% : 0.876
F30% : 1
DISTRIBUTION
PPB : 0.933414
VD : 0.373
BBB Penetration : 0.336
Fu : 0.135483
METABOLISM
CYP 1A2 inhibitor : 0.009
CYP 1A2 substrate : 0.019
CYP 2C19 inhibitor : 0.026
CYP 2C19 substrate : 0.056
CYP 2C9 inhibitor : 0.005
CYP 2C9 substrate : 0.373
CYP 2D6 inhibitor : 0.008
CYP 2D6 substrate : 0.185
CYP 3A4 inhibitor : 0.027
CYP 3A4 substrate : 0.023
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MEDICINAL CHEMISTRY
QED : 0.087
SAscore : 4.727
Fsp : 0.483
MCE-18 : 100.488
NPscore : 1.817
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.018
H-HT : 0.133
DILI : 0.072
AMES Toxicity : 0.389
Rat Oral Acute Toxicity : 0.094
FDAMDD : 0.009
Skin Sensitization : 0.687
Carcinogencity : 0.077
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.015
Bioconcentration Factor : 0.896
IGC50 : 4.326
LC50FM : 5.098
LC50DM : 5.519
NR-AR : 0.01
NR-AR-LBD: 0.608
NR-AhR : 0.493
NR-Aromatase : 0.895
NR-ER : 0.268
NR-ER-LBD : 0.156
NR-PPAR-gamma : 0.955
SR-ARE : 0.527
SR-ATAD5 : 0.738
SR-HSE : 0.913
SR-MMP : 0.927
SR-p53 : 0.809
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 9
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 4
EXCRETION
CL : 1.702
t1/2 : 0.778
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