Canonical Smiles : C1=CC(=C(C=C1C=CC(=O)C(CC(=O)O)(C(=O)O)O)O)O
Inchi Key : NHYPUVOSYZUDMG-CXLRFSCWSA-N
IUPAC : (2R)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-2-hydroxybutanedioic acid
Pubchem ID : 129821613
Smiles : C1=CC(=C(C=C1C=CC(=O)C(CC(=O)O)(C(=O)O)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 296.05
Volume : 276.714
Density : 1.07
nHA : 8
nHD : 5
nRot : 6
nRing : 1
Max Ring : 6
nHet: 8
fChar : 0
nRig : 10
Flexibility : 0.6
Stereo Centers : 1
TPSA : 152.36
logS : -1.383
logP: 0.378
logD7.4 : -0.089
ABSORPTION
Caco-2 Permeability : -6.1
MDCK Permeability : 0.0000354188
Pgp-inhibitor : 0
Pgp-substrate : 0.062
HIA : 0.048
F20% : 0.001
F30% : 0.014
DISTRIBUTION
PPB : 0.828919
VD : 0.338
BBB Penetration : 0.118
Fu : 0.1958
METABOLISM
CYP 1A2 inhibitor : 0.009
CYP 1A2 substrate : 0.063
CYP 2C19 inhibitor : 0.032
CYP 2C19 substrate : 0.044
CYP 2C9 inhibitor : 0.039
CYP 2C9 substrate : 0.417
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.116
CYP 3A4 inhibitor : 0.043
CYP 3A4 substrate : 0.017
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MEDICINAL CHEMISTRY
QED : 0.279
SAscore : 3.185
Fsp : 0.154
MCE-18 : 24
NPscore : 0.799
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 : 0.012
H-HT : 0.193
DILI : 0.856
AMES Toxicity : 0.16
Rat Oral Acute Toxicity : 0.014
FDAMDD : 0.014
Skin Sensitization : 0.267
Carcinogencity : 0.068
Eye Corrosion : 0.059
Eye Irritation : 0.135
Respiratory Toxicity : 0.069
Bioconcentration Factor : 0.129
IGC50 : 2.749
LC50FM : 3.462
LC50DM : 4.482
NR-AR : 0.113
NR-AR-LBD: 0.2
NR-AhR : 0.093
NR-Aromatase : 0.051
NR-ER : 0.243
NR-ER-LBD : 0.022
NR-PPAR-gamma : 0.036
SR-ARE : 0.065
SR-ATAD5 : 0.019
SR-HSE : 0.06
SR-MMP : 0.131
SR-p53 : 0.463
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 4
EXCRETION
CL : 1.057
t1/2 : 0.938
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