Canonical Smiles : COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2C(CC(CC2O)(C(=O)O)O)O
Inchi Key : WKRKXTOYTASIOP-YPUOWVPESA-N
IUPAC : (3R,5R)-1,3,5-trihydroxy-4-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid
Pubchem ID : 72193643
Smiles : COc1cc(C=CC(=O)OC2C(O)CC(O)(C(=O)O)CC2O)cc(OC)c1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 398.12
Volume : 374.855
Density : 1.062
nHA : 10
nHD : 5
nRot : 7
nRing : 2
Max Ring : 6
nHet: 10
fChar : 0
nRig : 15
Flexibility : 0.467
Stereo Centers : 2
TPSA : 162.98
logS : -2.036
logP: 0.271
logD7.4 : 0.546
ABSORPTION
Caco-2 Permeability : -6.253
MDCK Permeability : 0.000149295
Pgp-inhibitor : 0
Pgp-substrate : 0.557
HIA : 0.958
F20% : 0.99
F30% : 0.995
DISTRIBUTION
PPB : 0.385673
VD : 0.441
BBB Penetration : 0.867
Fu : 0.281496
METABOLISM
CYP 1A2 inhibitor : 0.045
CYP 1A2 substrate : 0.12
CYP 2C19 inhibitor : 0.008
CYP 2C19 substrate : 0.063
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.094
CYP 2D6 inhibitor : 0.018
CYP 2D6 substrate : 0.13
CYP 3A4 inhibitor : 0.018
CYP 3A4 substrate : 0.068
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MEDICINAL CHEMISTRY
QED : 0.316
SAscore : 3.537
Fsp : 0.444
MCE-18 : 62.308
NPscore : 1.677
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.015
H-HT : 0.439
DILI : 0.028
AMES Toxicity : 0.013
Rat Oral Acute Toxicity : 0.018
FDAMDD : 0.587
Skin Sensitization : 0.174
Carcinogencity : 0.033
Eye Corrosion : 0.003
Eye Irritation : 0.018
Respiratory Toxicity : 0.025
Bioconcentration Factor : 0.236
IGC50 : 2.18
LC50FM : 2.509
LC50DM : 4.021
NR-AR : 0.318
NR-AR-LBD: 0.209
NR-AhR : 0.021
NR-Aromatase : 0.401
NR-ER : 0.106
NR-ER-LBD : 0.009
NR-PPAR-gamma : 0.738
SR-ARE : 0.164
SR-ATAD5 : 0.15
SR-HSE : 0.076
SR-MMP : 0.203
SR-p53 : 0.649
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 7
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 3.58
t1/2 : 0.93
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