Canonical Smiles : C1=CC(=C(C=C1CC(C(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)(C(=O)O)O)O)O
Inchi Key : ACYXDIZTQDLTCB-UVIKLTKHSA-N
IUPAC : (2R,3S)-2-[(3,4-dihydroxyphenyl)methyl]-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2-hydroxybutanedioic acid
Pubchem ID : 6441059
Smiles : O=C(C=Cc1ccc(O)c(O)c1)OC(C(=O)O)C(O)(Cc1ccc(O)c(O)c1)C(=O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 434.08
Volume : 407.691
Density : 1.065
nHA : 11
nHD : 7
nRot : 9
nRing : 2
Max Ring : 6
nHet: 11
fChar : 0
nRig : 16
Flexibility : 0.562
Stereo Centers : 2
TPSA : 202.05
logS : -2.169
logP: 1.25
logD7.4 : 0.753
ABSORPTION
Caco-2 Permeability : -6.297
MDCK Permeability : 0.0000231058
Pgp-inhibitor : 0
Pgp-substrate : 0.014
HIA : 0.227
F20% : 0.087
F30% : 0.586
DISTRIBUTION
PPB : 0.960864
VD : 0.371
BBB Penetration : 0.047
Fu : 0.0389075
METABOLISM
CYP 1A2 inhibitor : 0.056
CYP 1A2 substrate : 0.027
CYP 2C19 inhibitor : 0.04
CYP 2C19 substrate : 0.034
CYP 2C9 inhibitor : 0.376
CYP 2C9 substrate : 0.362
CYP 2D6 inhibitor : 0.007
CYP 2D6 substrate : 0.137
CYP 3A4 inhibitor : 0.077
CYP 3A4 substrate : 0.011
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MEDICINAL CHEMISTRY
QED : 0.174
SAscore : 3.613
Fsp : 0.15
MCE-18 : 38
NPscore : 1.268
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.006
H-HT : 0.222
DILI : 0.494
AMES Toxicity : 0.048
Rat Oral Acute Toxicity : 0.081
FDAMDD : 0.006
Skin Sensitization : 0.915
Carcinogencity : 0.058
Eye Corrosion : 0.003
Eye Irritation : 0.556
Respiratory Toxicity : 0.03
Bioconcentration Factor : 0.322
IGC50 : 3.612
LC50FM : 4.451
LC50DM : 4.984
NR-AR : 0.036
NR-AR-LBD: 0.452
NR-AhR : 0.191
NR-Aromatase : 0.049
NR-ER : 0.359
NR-ER-LBD : 0.269
NR-PPAR-gamma : 0.48
SR-ARE : 0.118
SR-ATAD5 : 0.058
SR-HSE : 0.12
SR-MMP : 0.249
SR-p53 : 0.464
Acute/Aquatic Toxicity Rule : 5
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 : 4.589
t1/2 : 0.965
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