Canonical Smiles : Coc(=O)C=Cc1=Cc(=C(C=C1)O)O
Inchi Key : Ocnygknivpvppx-Hwkanzrosa-N
IUPAC : Methyl (E)-3-(3,4-Dihydroxyphenyl)Prop-2-Enoate
Pubchem ID : 689075
Smiles : COC(=O)C=Cc1ccc(O)c(O)c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 194.06
Volume : 194.938
Density : 0.995
nHA : 4
nHD : 2
nRot : 3
nRing : 1
Max Ring : 6
nHet: 4
fChar : 0
nRig : 8
Flexibility : 0.375
Stereo Centers : 0
TPSA : 66.76
logS : -1.27
logP: 1.957
logD7.4 : 1.979
ABSORPTION
Caco-2 Permeability : -4.631
MDCK Permeability : 0.0000197295
Pgp-inhibitor : 0.001
Pgp-substrate : 0.077
HIA : 0.02
F20% : 0.025
F30% : 0.806
DISTRIBUTION
PPB : 0.858366
VD : 0.39
BBB Penetration : 0.185
Fu : 0.104198
METABOLISM
CYP 1A2 inhibitor : 0.899
CYP 1A2 substrate : 0.696
CYP 2C19 inhibitor : 0.252
CYP 2C19 substrate : 0.078
CYP 2C9 inhibitor : 0.436
CYP 2C9 substrate : 0.86
CYP 2D6 inhibitor : 0.164
CYP 2D6 substrate : 0.732
CYP 3A4 inhibitor : 0.292
CYP 3A4 substrate : 0.227
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MEDICINAL CHEMISTRY
QED : 0.423
SAscore : 2.065
Fsp : 0.1
MCE-18 : 7
NPscore : 1.131
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.034
H-HT : 0.244
DILI : 0.082
AMES Toxicity : 0.375
Rat Oral Acute Toxicity : 0.801
FDAMDD : 0.234
Skin Sensitization : 0.94
Carcinogencity : 0.392
Eye Corrosion : 0.046
Eye Irritation : 0.461
Respiratory Toxicity : 0.448
Bioconcentration Factor : 0.657
IGC50 : 3.886
LC50FM : 4.047
LC50DM : 4.92
NR-AR : 0.735
NR-AR-LBD: 0.655
NR-AhR : 0.912
NR-Aromatase : 0.195
NR-ER : 0.572
NR-ER-LBD : 0.855
NR-PPAR-gamma : 0.375
SR-ARE : 0.905
SR-ATAD5 : 0.8
SR-HSE : 0.892
SR-MMP : 0.827
SR-p53 : 0.796
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 : 15.624
t1/2 : 0.93
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