Canonical Smiles : C1=Cc(=C(C=C1C=Cc2=Cc(=Cc(=O)O2)O)O)O
Inchi Key : Sgjnqvtuyxcbkh-Hnquoiggsa-N
IUPAC : 6-[(E)-2-(3,4-Dihydroxyphenyl)Ethenyl]-4-Hydroxypyran-2-One
Pubchem ID : 54685921
Smiles : O=c1cc(O)cc(C=Cc2ccc(O)c(O)c2)o1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 246.05
Volume : 241.787
Density : 1.018
nHA : 5
nHD : 3
nRot : 2
nRing : 2
Max Ring : 6
nHet: 5
fChar : 0
nRig : 14
Flexibility : 0.143
Stereo Centers : 0
TPSA : 90.9
logS : -1.99
logP: 2.093
logD7.4 : 1.971
ABSORPTION
Caco-2 Permeability : -4.895
MDCK Permeability : 0.0000145129
Pgp-inhibitor : 0.003
Pgp-substrate : 0.981
HIA : 0.015
F20% : 0.98
F30% : 0.995
DISTRIBUTION
PPB : 0.972827
VD : 0.414
BBB Penetration : 0.018
Fu : 0.0450595
METABOLISM
CYP 1A2 inhibitor : 0.761
CYP 1A2 substrate : 0.654
CYP 2C19 inhibitor : 0.047
CYP 2C19 substrate : 0.05
CYP 2C9 inhibitor : 0.147
CYP 2C9 substrate : 0.861
CYP 2D6 inhibitor : 0.262
CYP 2D6 substrate : 0.898
CYP 3A4 inhibitor : 0.641
CYP 3A4 substrate : 0.142
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MEDICINAL CHEMISTRY
QED : 0.704
SAscore : 2.563
Fsp : 0
MCE-18 : 12
NPscore : 1.34
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 : 0.158
H-HT : 0.229
DILI : 0.666
AMES Toxicity : 0.026
Rat Oral Acute Toxicity : 0.211
FDAMDD : 0.63
Skin Sensitization : 0.946
Carcinogencity : 0.594
Eye Corrosion : 0.061
Eye Irritation : 0.957
Respiratory Toxicity : 0.292
Bioconcentration Factor : 0.731
IGC50 : 4.284
LC50FM : 4.532
LC50DM : 5.01
NR-AR : 0.623
NR-AR-LBD: 0.344
NR-AhR : 0.911
NR-Aromatase : 0.524
NR-ER : 0.896
NR-ER-LBD : 0.918
NR-PPAR-gamma : 0.171
SR-ARE : 0.923
SR-ATAD5 : 0.824
SR-HSE : 0.899
SR-MMP : 0.973
SR-p53 : 0.91
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 7
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 14.912
t1/2 : 0.911
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