Canonical Smiles : C1=CC(=C(C=C1CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O
Inchi Key : KFEFLPDKISUVNR-QJEHNBJNSA-N
IUPAC : [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Pubchem ID : 5281788
Smiles : C1=CC(=C(C=C1CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 640.2
Volume : 595.466
Density : 1.075
nHA : 16
nHD : 10
nRot : 12
nRing : 4
Max Ring : 6
nHet: 16
fChar : 0
nRig : 26
Flexibility : 0.462
Stereo Centers : 10
TPSA : 265.52
logS : -1.821
logP: -0.346
logD7.4 : -0.256
ABSORPTION
Caco-2 Permeability : -6.656
MDCK Permeability : 0.0000245209
Pgp-inhibitor : 0.002
Pgp-substrate : 0.973
HIA : 0.995
F20% : 0.999
F30% : 1
DISTRIBUTION
PPB : 0.93192
VD : 0.308
BBB Penetration : 0.12
Fu : 0.0914081
METABOLISM
CYP 1A2 inhibitor : 0.09
CYP 1A2 substrate : 0.01
CYP 2C19 inhibitor : 0.035
CYP 2C19 substrate : 0.049
CYP 2C9 inhibitor : 0.034
CYP 2C9 substrate : 0.13
CYP 2D6 inhibitor : 0.02
CYP 2D6 substrate : 0.149
CYP 3A4 inhibitor : 0.049
CYP 3A4 substrate : 0.017
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MEDICINAL CHEMISTRY
QED : 0.072
SAscore : 4.738
Fsp : 0.483
MCE-18 : 100.488
NPscore : 1.614
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 : 0.132
H-HT : 0.341
DILI : 0.164
AMES Toxicity : 0.339
Rat Oral Acute Toxicity : 0.05
FDAMDD : 0.002
Skin Sensitization : 0.962
Carcinogencity : 0.031
Eye Corrosion : 0.003
Eye Irritation : 0.026
Respiratory Toxicity : 0.014
Bioconcentration Factor : 0.953
IGC50 : 4.346
LC50FM : 4.659
LC50DM : 5.634
NR-AR : 0.374
NR-AR-LBD: 0.519
NR-AhR : 0.284
NR-Aromatase : 0.846
NR-ER : 0.332
NR-ER-LBD : 0.111
NR-PPAR-gamma : 0.117
SR-ARE : 0.085
SR-ATAD5 : 0.155
SR-HSE : 0.162
SR-MMP : 0.614
SR-p53 : 0.586
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 : 1.431
t1/2 : 0.853
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