Canonical Smiles : C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
Inchi Key : DOUMFZQKYFQNTF-WUTVXBCWSA-N
IUPAC : (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid
Pubchem ID : 5281792
Smiles : O=C(C=Cc1ccc(O)c(O)c1)OC(Cc1ccc(O)c(O)c1)C(=O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 360.08
Volume : 349.365
Density : 1.031
nHA : 8
nHD : 5
nRot : 7
nRing : 2
Max Ring : 6
nHet: 8
fChar : 0
nRig : 15
Flexibility : 0.467
Stereo Centers : 1
TPSA : 144.52
logS : -2.432
logP: 1.775
logD7.4 : 1.65
ABSORPTION
Caco-2 Permeability : -6.005
MDCK Permeability : 0.00000693977
Pgp-inhibitor : 0
Pgp-substrate : 0.004
HIA : 0.231
F20% : 0.505
F30% : 0.994
DISTRIBUTION
PPB : 0.977216
VD : 0.369
BBB Penetration : 0.049
Fu : 0.0204306
METABOLISM
CYP 1A2 inhibitor : 0.138
CYP 1A2 substrate : 0.043
CYP 2C19 inhibitor : 0.117
CYP 2C19 substrate : 0.041
CYP 2C9 inhibitor : 0.554
CYP 2C9 substrate : 0.798
CYP 2D6 inhibitor : 0.06
CYP 2D6 substrate : 0.204
CYP 3A4 inhibitor : 0.092
CYP 3A4 substrate : 0.041
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MEDICINAL CHEMISTRY
QED : 0.298
SAscore : 2.903
Fsp : 0.111
MCE-18 : 30
NPscore : 1.128
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.015
H-HT : 0.446
DILI : 0.367
AMES Toxicity : 0.035
Rat Oral Acute Toxicity : 0.451
FDAMDD : 0.035
Skin Sensitization : 0.951
Carcinogencity : 0.275
Eye Corrosion : 0.005
Eye Irritation : 0.852
Respiratory Toxicity : 0.052
Bioconcentration Factor : 0.534
IGC50 : 4.172
LC50FM : 4.689
LC50DM : 5.093
NR-AR : 0.595
NR-AR-LBD: 0.667
NR-AhR : 0.589
NR-Aromatase : 0.161
NR-ER : 0.702
NR-ER-LBD : 0.553
NR-PPAR-gamma : 0.933
SR-ARE : 0.718
SR-ATAD5 : 0.061
SR-HSE : 0.858
SR-MMP : 0.623
SR-p53 : 0.325
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 8
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 3
EXCRETION
CL : 15.347
t1/2 : 0.959
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