Canonical Smiles : COC(=O)C1(CC(C(C(C1)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O)O
Inchi Key : MZNIJRAPCCELQX-AWOKGZDASA-N
IUPAC : methyl (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylate
Pubchem ID : 6476139
Smiles : COC(=O)C1(CC(C(C(C1)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 368.11
Volume : 348.769
Density : 1.055
nHA : 9
nHD : 5
nRot : 6
nRing : 2
Max Ring : 6
nHet: 9
fChar : 0
nRig : 15
Flexibility : 0.4
Stereo Centers : 4
TPSA : 153.75
logS : -1.165
logP: 0.068
logD7.4 : 0.322
ABSORPTION
Caco-2 Permeability : -5.995
MDCK Permeability : 0.000034771
Pgp-inhibitor : 0.001
Pgp-substrate : 0.473
HIA : 0.93
F20% : 0.972
F30% : 0.995
DISTRIBUTION
PPB : 0.708961
VD : 0.721
BBB Penetration : 0.828
Fu : 0.254759
METABOLISM
CYP 1A2 inhibitor : 0.029
CYP 1A2 substrate : 0.235
CYP 2C19 inhibitor : 0.032
CYP 2C19 substrate : 0.078
CYP 2C9 inhibitor : 0.021
CYP 2C9 substrate : 0.79
CYP 2D6 inhibitor : 0.007
CYP 2D6 substrate : 0.263
CYP 3A4 inhibitor : 0.033
CYP 3A4 substrate : 0.108
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MEDICINAL CHEMISTRY
QED : 0.267
SAscore : 3.893
Fsp : 0.412
MCE-18 : 59.5
NPscore : 2.132
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 : 0.032
H-HT : 0.22
DILI : 0.117
AMES Toxicity : 0.043
Rat Oral Acute Toxicity : 0.054
FDAMDD : 0.343
Skin Sensitization : 0.134
Carcinogencity : 0.053
Eye Corrosion : 0.003
Eye Irritation : 0.013
Respiratory Toxicity : 0.028
Bioconcentration Factor : 0.44
IGC50 : 3.05
LC50FM : 3.404
LC50DM : 4.958
NR-AR : 0.35
NR-AR-LBD: 0.825
NR-AhR : 0.246
NR-Aromatase : 0.738
NR-ER : 0.289
NR-ER-LBD : 0.168
NR-PPAR-gamma : 0.771
SR-ARE : 0.821
SR-ATAD5 : 0.771
SR-HSE : 0.812
SR-MMP : 0.761
SR-p53 : 0.892
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 : 9.708
t1/2 : 0.91
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