Canonical Smiles : C1=Cc(=C(C=C1C=Cc(=O)Oc(C(C(=O)O)O)C(=O)O)O)O
Inchi Key : Swgkahcioqpkfw-Jtnorfrnsa-N
IUPAC : (2R,3R)-2-[(E)-3-(3,4-Dihydroxyphenyl)Prop-2-Enoyl]Oxy-3-Hydroxybutanedioic Acid
Pubchem ID : 6440397
Smiles : O=C(C=Cc1ccc(O)c(O)c1)OC(C(=O)C(=O)O)C(O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 312.05
Volume : 285.505
Density : 1.093
nHA : 9
nHD : 5
nRot : 7
nRing : 1
Max Ring : 6
nHet: 9
fChar : 0
nRig : 10
Flexibility : 0.7
Stereo Centers : 1
TPSA : 161.59
logS : -1.093
logP: -0.368
logD7.4 : -0.307
ABSORPTION
Caco-2 Permeability : -6.201
MDCK Permeability : 0.000258333
Pgp-inhibitor : 0
Pgp-substrate : 0.152
HIA : 0.86
F20% : 0.993
F30% : 0.999
DISTRIBUTION
PPB : 0.799891
VD : 0.28
BBB Penetration : 0.462
Fu : 0.24264
METABOLISM
CYP 1A2 inhibitor : 0.118
CYP 1A2 substrate : 0.022
CYP 2C19 inhibitor : 0.053
CYP 2C19 substrate : 0.042
CYP 2C9 inhibitor : 0.148
CYP 2C9 substrate : 0.561
CYP 2D6 inhibitor : 0.011
CYP 2D6 substrate : 0.149
CYP 3A4 inhibitor : 0.059
CYP 3A4 substrate : 0.032
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MEDICINAL CHEMISTRY
QED : 0.146
SAscore : 3.248
Fsp : 0.154
MCE-18 : 22
NPscore : 1.096
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 2
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.011
H-HT : 0.099
DILI : 0.862
AMES Toxicity : 0.01
Rat Oral Acute Toxicity : 0.012
FDAMDD : 0.006
Skin Sensitization : 0.322
Carcinogencity : 0.065
Eye Corrosion : 0.003
Eye Irritation : 0.025
Respiratory Toxicity : 0.076
Bioconcentration Factor : 0.253
IGC50 : 2.562
LC50FM : 4.117
LC50DM : 4.098
NR-AR : 0.014
NR-AR-LBD: 0.28
NR-AhR : 0.143
NR-Aromatase : 0.018
NR-ER : 0.112
NR-ER-LBD : 0.008
NR-PPAR-gamma : 0.071
SR-ARE : 0.247
SR-ATAD5 : 0.019
SR-HSE : 0.044
SR-MMP : 0.153
SR-p53 : 0.137
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 9
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 6
EXCRETION
CL : 3.007
t1/2 : 0.963
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