Canonical Smiles : C1=CC(=C(C=C1CC(C(=O)O)NC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
Inchi Key : GPZFXSWMDFBRGS-UXONFWTHSA-N
IUPAC : (2S)-3-(3,4-dihydroxyphenyl)-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]propanoic acid
Pubchem ID : 6506968
Smiles : O=C(CCc1ccc(O)c(O)c1)N=C(Cc1ccc(O)c(O)c1)C(=O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 359.1
Volume : 351.571
Density : 1.021
nHA : 8
nHD : 5
nRot : 7
nRing : 2
Max Ring : 6
nHet: 8
fChar : 0
nRig : 15
Flexibility : 0.467
Stereo Centers : 0
TPSA : 147.65
logS : -1.837
logP: 0.7
logD7.4 : 0.296
ABSORPTION
Caco-2 Permeability : -5.883
MDCK Permeability : 0.00000736376
Pgp-inhibitor : 0.003
Pgp-substrate : 0.016
HIA : 0.975
F20% : 0.997
F30% : 0.996
DISTRIBUTION
PPB : 0.931298
VD : 0.367
BBB Penetration : 0.01
Fu : 0.0506241
METABOLISM
CYP 1A2 inhibitor : 0.226
CYP 1A2 substrate : 0.051
CYP 2C19 inhibitor : 0.094
CYP 2C19 substrate : 0.037
CYP 2C9 inhibitor : 0.486
CYP 2C9 substrate : 0.287
CYP 2D6 inhibitor : 0.107
CYP 2D6 substrate : 0.209
CYP 3A4 inhibitor : 0.071
CYP 3A4 substrate : 0.1
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MEDICINAL CHEMISTRY
QED : 0.39
SAscore : 2.727
Fsp : 0.167
MCE-18 : 15
NPscore : 0.374
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 4
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.019
H-HT : 0.244
DILI : 0.94
AMES Toxicity : 0.573
Rat Oral Acute Toxicity : 0.026
FDAMDD : 0.007
Skin Sensitization : 0.919
Carcinogencity : 0.149
Eye Corrosion : 0.003
Eye Irritation : 0.428
Respiratory Toxicity : 0.048
Bioconcentration Factor : 0.472
IGC50 : 3.518
LC50FM : 4.227
LC50DM : 4.889
NR-AR : 0.04
NR-AR-LBD: 0.172
NR-AhR : 0.474
NR-Aromatase : 0.025
NR-ER : 0.854
NR-ER-LBD : 0.632
NR-PPAR-gamma : 0.857
SR-ARE : 0.071
SR-ATAD5 : 0.006
SR-HSE : 0.582
SR-MMP : 0.274
SR-p53 : 0.195
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 5
Non Biodegradable Rule : 1
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 3
EXCRETION
CL : 10.94
t1/2 : 0.959
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