Canonical Smiles : OC1=C(C=C2C[C@H]([C@@H]([C@H](C2=C1OC)C1=CC(=C(C(=C1)OC)O)OC)CO[C@H]1O[C@@H]([C@@H]([C@H]([C@H]1O)O)O)CO)CO)OC
Inchi Key : PQQRNPDHSJDAGV-KALZJUDTSA-N
IUPAC : (2S,3R,4R,5R,6R)-2-(((1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
Pubchem ID :
Smiles : COc1cc([C@H]2c3c(cc(OC)c(O)c3OC)C[C@@H](CO)[C@@H]2CO[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@H]2O)cc(OC)c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 582.23
Volume : 557.072
Density : 1.045
nHA : 13
nHD : 7
nRot : 10
nRing : 4
Max Ring : 10
nHet: 13
fChar : 0
nRig : 23
Flexibility : 0.435
Stereo Centers : 8
TPSA : 196.99
logS : -2.46
logP: 0.714
logD7.4 : 0.316
ABSORPTION
Caco-2 Permeability : -6.457
MDCK Permeability : 0.0000145159
Pgp-inhibitor : 0.023
Pgp-substrate : 0.998
HIA : 0.62
F20% : 0.06
F30% : 0.317
DISTRIBUTION
PPB : 0.82882
VD : 0.379
BBB Penetration : 0.135
Fu : 0.261468
METABOLISM
CYP 1A2 inhibitor : 0.008
CYP 1A2 substrate : 0.745
CYP 2C19 inhibitor : 0.004
CYP 2C19 substrate : 0.887
CYP 2C9 inhibitor : 0.003
CYP 2C9 substrate : 0.296
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.221
CYP 3A4 inhibitor : 0.052
CYP 3A4 substrate : 0.663
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MEDICINAL CHEMISTRY
QED : 0.196
SAscore : 4.6
Fsp : 0.571
MCE-18 : 98.864
NPscore : 1.963
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 : 0.382
H-HT : 0.297
DILI : 0.12
AMES Toxicity : 0.071
Rat Oral Acute Toxicity : 0.058
FDAMDD : 0.468
Skin Sensitization : 0.481
Carcinogencity : 0.016
Eye Corrosion : 0.003
Eye Irritation : 0.021
Respiratory Toxicity : 0.128
Bioconcentration Factor : 1.449
IGC50 : 3.87
LC50FM : 4.972
LC50DM : 6.901
NR-AR : 0.75
NR-AR-LBD: 0.104
NR-AhR : 0.142
NR-Aromatase : 0.807
NR-ER : 0.1
NR-ER-LBD : 0.279
NR-PPAR-gamma : 0.478
SR-ARE : 0.387
SR-ATAD5 : 0.759
SR-HSE : 0.63
SR-MMP : 0.695
SR-p53 : 0.935
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 : 5.068
t1/2 : 0.797
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