Canonical Smiles : C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C=C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)O)O
Inchi Key : GCJWPRRNLSHTRY-VURDRKPISA-N
IUPAC : (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-yl]prop-2-enoyl]oxypropanoic acid
Pubchem ID : 13991590
Smiles : O=C(C=Cc1ccc(O)c2oc(-c3ccc(O)c(O)c3)cc12)OC(Cc1ccc(O)c(O)c1)C(=O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 492.11
Volume : 477.655
Density : 1.03
nHA : 10
nHD : 6
nRot : 8
nRing : 4
Max Ring : 9
nHet: 10
fChar : 0
nRig : 25
Flexibility : 0.32
Stereo Centers : 1
TPSA : 177.89
logS : -3.867
logP: 3.641
logD7.4 : 2.265
ABSORPTION
Caco-2 Permeability : -5.629
MDCK Permeability : 0.0000092392
Pgp-inhibitor : 0
Pgp-substrate : 0.009
HIA : 0.513
F20% : 0.997
F30% : 1
DISTRIBUTION
PPB : 0.996396
VD : 0.372
BBB Penetration : 0.013
Fu : 0.0177117
METABOLISM
CYP 1A2 inhibitor : 0.652
CYP 1A2 substrate : 0.061
CYP 2C19 inhibitor : 0.185
CYP 2C19 substrate : 0.036
CYP 2C9 inhibitor : 0.625
CYP 2C9 substrate : 0.769
CYP 2D6 inhibitor : 0.096
CYP 2D6 substrate : 0.233
CYP 3A4 inhibitor : 0.109
CYP 3A4 substrate : 0.056
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MEDICINAL CHEMISTRY
QED : 0.126
SAscore : 3.36
Fsp : 0.077
MCE-18 : 52
NPscore : 1.162
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.017
H-HT : 0.263
DILI : 0.983
AMES Toxicity : 0.161
Rat Oral Acute Toxicity : 0.342
FDAMDD : 0.156
Skin Sensitization : 0.95
Carcinogencity : 0.394
Eye Corrosion : 0.003
Eye Irritation : 0.883
Respiratory Toxicity : 0.05
Bioconcentration Factor : 0.984
IGC50 : 4.904
LC50FM : 4.792
LC50DM : 5.577
NR-AR : 0.47
NR-AR-LBD: 0.833
NR-AhR : 0.832
NR-Aromatase : 0.798
NR-ER : 0.774
NR-ER-LBD : 0.939
NR-PPAR-gamma : 0.976
SR-ARE : 0.879
SR-ATAD5 : 0.349
SR-HSE : 0.929
SR-MMP : 0.928
SR-p53 : 0.681
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 : 4
EXCRETION
CL : 10.679
t1/2 : 0.961
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