Canonical Smiles : COC1=CC(=CC(=C1OC)OC)CC(CO)C(CC2=CC3=C(C=C2)OCO3)CO
Inchi Key : FDHFWHRGVDRJIK-IRXDYDNUSA-N
IUPAC : (2R,3R)-2-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]butane-1,4-diol
Pubchem ID : 332806
Smiles : COc1cc(CC(CO)C(CO)Cc2ccc3c(c2)OCO3)cc(OC)c1OC
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 404.18
Volume : 409.112
Density : 0.988
nHA : 7
nHD : 2
nRot : 10
nRing : 3
Max Ring : 9
nHet: 7
fChar : 0
nRig : 16
Flexibility : 0.625
Stereo Centers : 2
TPSA : 86.61
logS : -3.765
logP: 2.179
logD7.4 : 2.838
ABSORPTION
Caco-2 Permeability : -4.551
MDCK Permeability : 0.0000286885
Pgp-inhibitor : 0.952
Pgp-substrate : 0.008
HIA : 0.002
F20% : 0.006
F30% : 0.021
DISTRIBUTION
PPB : 0.918339
VD : 0.926
BBB Penetration : 0.045
Fu : 0.0559192
METABOLISM
CYP 1A2 inhibitor : 0.816
CYP 1A2 substrate : 0.877
CYP 2C19 inhibitor : 0.342
CYP 2C19 substrate : 0.902
CYP 2C9 inhibitor : 0.216
CYP 2C9 substrate : 0.791
CYP 2D6 inhibitor : 0.971
CYP 2D6 substrate : 0.934
CYP 3A4 inhibitor : 0.974
CYP 3A4 substrate : 0.909
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MEDICINAL CHEMISTRY
QED : 0.629
SAscore : 3.188
Fsp : 0.455
MCE-18 : 55.125
NPscore : 0.688
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.179
H-HT : 0.187
DILI : 0.217
AMES Toxicity : 0.023
Rat Oral Acute Toxicity : 0.002
FDAMDD : 0.089
Skin Sensitization : 0.716
Carcinogencity : 0.877
Eye Corrosion : 0.003
Eye Irritation : 0.026
Respiratory Toxicity : 0.014
Bioconcentration Factor : 1.771
IGC50 : 3.727
LC50FM : 4.132
LC50DM : 5.447
NR-AR : 0.335
NR-AR-LBD: 0.166
NR-AhR : 0.721
NR-Aromatase : 0.419
NR-ER : 0.092
NR-ER-LBD : 0.016
NR-PPAR-gamma : 0.001
SR-ARE : 0.232
SR-ATAD5 : 0.429
SR-HSE : 0.1
SR-MMP : 0.197
SR-p53 : 0.532
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 9.94
t1/2 : 0.669
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