Canonical Smiles : C1C(C(C(CC1(C(=O)O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O
Inchi Key : GYFFKZTYYAFCTR-AVXJPILUSA-N
IUPAC : (3R,5R)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxycyclohexane-1-carboxylic acid
Pubchem ID : 9798666
Smiles : O=C(C=Cc1ccc(O)c(O)c1)OC1C(O)CC(O)(C(=O)O)CC1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 354.1
Volume : 331.473
Density : 1.068
nHA : 9
nHD : 6
nRot : 5
nRing : 2
Max Ring : 6
nHet: 9
fChar : 0
nRig : 15
Flexibility : 0.333
Stereo Centers : 2
TPSA : 164.75
logS : -1.512
logP: 0.19
logD7.4 : 0.027
ABSORPTION
Caco-2 Permeability : -6.257
MDCK Permeability : 0.000123607
Pgp-inhibitor : 0
Pgp-substrate : 0.628
HIA : 0.939
F20% : 0.985
F30% : 0.999
DISTRIBUTION
PPB : 0.422632
VD : 0.457
BBB Penetration : 0.791
Fu : 0.470984
METABOLISM
CYP 1A2 inhibitor : 0.168
CYP 1A2 substrate : 0.039
CYP 2C19 inhibitor : 0.012
CYP 2C19 substrate : 0.047
CYP 2C9 inhibitor : 0.006
CYP 2C9 substrate : 0.078
CYP 2D6 inhibitor : 0.014
CYP 2D6 substrate : 0.122
CYP 3A4 inhibitor : 0.107
CYP 3A4 substrate : 0.036
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MEDICINAL CHEMISTRY
QED : 0.234
SAscore : 3.585
Fsp : 0.375
MCE-18 : 60.273
NPscore : 1.98
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 : 0.02
H-HT : 0.122
DILI : 0.032
AMES Toxicity : 0.029
Rat Oral Acute Toxicity : 0.047
FDAMDD : 0.279
Skin Sensitization : 0.519
Carcinogencity : 0.061
Eye Corrosion : 0.003
Eye Irritation : 0.034
Respiratory Toxicity : 0.05
Bioconcentration Factor : 0.206
IGC50 : 2.517
LC50FM : 3.238
LC50DM : 4.627
NR-AR : 0.224
NR-AR-LBD: 0.426
NR-AhR : 0.074
NR-Aromatase : 0.024
NR-ER : 0.155
NR-ER-LBD : 0.012
NR-PPAR-gamma : 0.308
SR-ARE : 0.115
SR-ATAD5 : 0.025
SR-HSE : 0.092
SR-MMP : 0.155
SR-p53 : 0.235
Acute/Aquatic Toxicity Rule : 4
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 : 2.49
t1/2 : 0.922
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