Canonical Smiles : C1=C(C=C(C(=C1O)O)O)C2C(C(C3=C(C=C(C=C3O2)O)O)O)O
Inchi Key : Zeacokjoqlaytd-Ilxrztdvsa-N
IUPAC : (2S,3S,4R)-2-(3,4,5-Trihydroxyphenyl)-3,4-Dihydro-2H-Chromene-3,4,5,7-Tetrol
Pubchem ID : 44563331
Smiles : Oc1cc(O)c2c(c1)OC(c1cc(O)c(O)c(O)c1)C(O)C2O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 322.07
Volume : 296.83
Density : 1.085
nHA : 8
nHD : 7
nRot : 1
nRing : 3
Max Ring : 10
nHet: 8
fChar : 0
nRig : 17
Flexibility : 0.059
Stereo Centers : 3
TPSA : 150.84
logS : -3.026
logP: -0.272
logD7.4 : 0.198
ABSORPTION
Caco-2 Permeability : -6.462
MDCK Permeability : 0.00000380916
Pgp-inhibitor : 0.003
Pgp-substrate : 0.005
HIA : 0.473
F20% : 0.952
F30% : 0.999
DISTRIBUTION
PPB : 0.897411
VD : 0.622
BBB Penetration : 0.033
Fu : 0.117375
METABOLISM
CYP 1A2 inhibitor : 0.046
CYP 1A2 substrate : 0.078
CYP 2C19 inhibitor : 0.018
CYP 2C19 substrate : 0.052
CYP 2C9 inhibitor : 0.082
CYP 2C9 substrate : 0.525
CYP 2D6 inhibitor : 0.024
CYP 2D6 substrate : 0.209
CYP 3A4 inhibitor : 0.055
CYP 3A4 substrate : 0.092
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MEDICINAL CHEMISTRY
QED : 0.38
SAscore : 3.816
Fsp : 0.2
MCE-18 : 66.667
NPscore : 2.321
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.118
H-HT : 0.065
DILI : 0.38
AMES Toxicity : 0.418
Rat Oral Acute Toxicity : 0.093
FDAMDD : 0.053
Skin Sensitization : 0.94
Carcinogencity : 0.024
Eye Corrosion : 0.003
Eye Irritation : 0.67
Respiratory Toxicity : 0.05
Bioconcentration Factor : 0.877
IGC50 : 3.764
LC50FM : 4.027
LC50DM : 5.332
NR-AR : 0.008
NR-AR-LBD: 0.192
NR-AhR : 0.86
NR-Aromatase : 0.447
NR-ER : 0.584
NR-ER-LBD : 0.862
NR-PPAR-gamma : 0.803
SR-ARE : 0.305
SR-ATAD5 : 0.028
SR-HSE : 0.859
SR-MMP : 0.907
SR-p53 : 0.403
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 1
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 11.7
t1/2 : 0.823
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