Canonical Smiles : C1=CC(=C(C=C1C=CC(=O)O)O)O
Inchi Key : QAIPRVGONGVQAS-DUXPYHPUSA-N
IUPAC : (E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
Pubchem ID : 689043
Smiles : O=C(O)C=Cc1ccc(O)c(O)c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 180.04
Volume : 177.642
Density : 1.013
nHA : 4
nHD : 3
nRot : 2
nRing : 1
Max Ring : 6
nHet: 4
fChar : 0
nRig : 8
Flexibility : 0.25
Stereo Centers : 0
TPSA : 77.76
logS : -1.118
logP: 1.43
logD7.4 : 1.02
ABSORPTION
Caco-2 Permeability : -5.22
MDCK Permeability : 0.0000110179
Pgp-inhibitor : 0
Pgp-substrate : 0.024
HIA : 0.009
F20% : 0.009
F30% : 0.454
DISTRIBUTION
PPB : 0.877049
VD : 0.37
BBB Penetration : 0.119
Fu : 0.110721
METABOLISM
CYP 1A2 inhibitor : 0.048
CYP 1A2 substrate : 0.069
CYP 2C19 inhibitor : 0.036
CYP 2C19 substrate : 0.046
CYP 2C9 inhibitor : 0.27
CYP 2C9 substrate : 0.231
CYP 2D6 inhibitor : 0.014
CYP 2D6 substrate : 0.164
CYP 3A4 inhibitor : 0.043
CYP 3A4 substrate : 0.038
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MEDICINAL CHEMISTRY
QED : 0.472
SAscore : 2.035
Fsp : 0
MCE-18 : 7
NPscore : 1.124
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.018
H-HT : 0.73
DILI : 0.365
AMES Toxicity : 0.183
Rat Oral Acute Toxicity : 0.833
FDAMDD : 0.049
Skin Sensitization : 0.942
Carcinogencity : 0.233
Eye Corrosion : 0.602
Eye Irritation : 0.972
Respiratory Toxicity : 0.422
Bioconcentration Factor : 0.44
IGC50 : 3.231
LC50FM : 3.75
LC50DM : 4.232
NR-AR : 0.908
NR-AR-LBD: 0.31
NR-AhR : 0.577
NR-Aromatase : 0.013
NR-ER : 0.366
NR-ER-LBD : 0.72
NR-PPAR-gamma : 0.072
SR-ARE : 0.725
SR-ATAD5 : 0.081
SR-HSE : 0.619
SR-MMP : 0.322
SR-p53 : 0.231
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 7
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 3
EXCRETION
CL : 10.973
t1/2 : 0.93
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