Canonical Smiles : CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OCCC3=CC(=C(C=C3)O)O)O)OC4C(C(C(C(O4)C)O)O)O)OC(=O)C=CC5=CC(=C(C=C5)O)O)O)O)O
Inchi Key : YMWRMAOPKNYHMZ-VMPITWQZSA-N
IUPAC : [6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Pubchem ID : 6442411
Smiles : CC1OC(OCC2OC(OCCc3ccc(O)c(O)c3)C(O)C(OC3OC(C)C(O)C(O)C3O)C2OC(=O)C=Cc2ccc(O)c(O)c2)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 770.26
Volume : 717.056
Density : 1.074
nHA : 19
nHD : 11
nRot : 13
nRing : 5
Max Ring : 6
nHet: 19
fChar : 0
nRig : 32
Flexibility : 0.406
Stereo Centers : 15
TPSA : 304.21
logS : -1.687
logP: -0.838
logD7.4 : 0.898
ABSORPTION
Caco-2 Permeability : -6.495
MDCK Permeability : 0.000165365
Pgp-inhibitor : 0.002
Pgp-substrate : 0.97
HIA : 0.999
F20% : 0.831
F30% : 1
DISTRIBUTION
PPB : 0.920527
VD : 0.178
BBB Penetration : 0.182
Fu : 0.181977
METABOLISM
CYP 1A2 inhibitor : 0.001
CYP 1A2 substrate : 0.012
CYP 2C19 inhibitor : 0.018
CYP 2C19 substrate : 0.053
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.557
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.161
CYP 3A4 inhibitor : 0.009
CYP 3A4 substrate : 0.007
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MEDICINAL CHEMISTRY
QED : 0.062
SAscore : 5.356
Fsp : 0.571
MCE-18 : 131.182
NPscore : 1.469
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.016
H-HT : 0.125
DILI : 0.078
AMES Toxicity : 0.239
Rat Oral Acute Toxicity : 0.087
FDAMDD : 0.006
Skin Sensitization : 0.147
Carcinogencity : 0.071
Eye Corrosion : 0.003
Eye Irritation : 0.004
Respiratory Toxicity : 0.01
Bioconcentration Factor : 1.024
IGC50 : 4.409
LC50FM : 5.348
LC50DM : 5.713
NR-AR : 0.003
NR-AR-LBD: 0.565
NR-AhR : 0.18
NR-Aromatase : 0.893
NR-ER : 0.219
NR-ER-LBD : 0.157
NR-PPAR-gamma : 0.963
SR-ARE : 0.39
SR-ATAD5 : 0.856
SR-HSE : 0.894
SR-MMP : 0.93
SR-p53 : 0.751
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 : 0.311
t1/2 : 0.542
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