Canonical Smiles : Cc(=Cc(C1=C(C=Cc(=C1)C(=O)Oc)O)C2=C(C=C(C(=C2O)C(=O)Ccc3=Cc=Cc=C3)O)Oc)C
Inchi Key : Uwdjcywvpnetpr-Uhfffaoysa-N
IUPAC : Methyl 3-[1-[2,4-Dihydroxy-6-Methoxy-3-(3-Phenylpropanoyl)Phenyl]-3-Methylbut-2-Enyl]-4-Hydroxybenzoate
Pubchem ID : 10480725
Smiles : COC(=O)c1ccc(O)c(C(C=C(C)C)c2c(OC)cc(O)c(C(=O)CCc3ccccc3)c2O)c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 490.2
Volume : 514.365
Density : 0.953
nHA : 7
nHD : 3
nRot : 10
nRing : 3
Max Ring : 6
nHet: 7
fChar : 0
nRig : 21
Flexibility : 0.476
Stereo Centers : 1
TPSA : 113.29
logS : -3.625
logP: 6.178
logD7.4 : 3.808
ABSORPTION
Caco-2 Permeability : -5.022
MDCK Permeability : 0.0000177044
Pgp-inhibitor : 0.997
Pgp-substrate : 0.022
HIA : 0.021
F20% : 0.077
F30% : 0.065
DISTRIBUTION
PPB : 1.0028
VD : 0.418
BBB Penetration : 0.003
Fu : 0.00814786
METABOLISM
CYP 1A2 inhibitor : 0.373
CYP 1A2 substrate : 0.948
CYP 2C19 inhibitor : 0.975
CYP 2C19 substrate : 0.348
CYP 2C9 inhibitor : 0.956
CYP 2C9 substrate : 0.966
CYP 2D6 inhibitor : 0.837
CYP 2D6 substrate : 0.49
CYP 3A4 inhibitor : 0.624
CYP 3A4 substrate : 0.651
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MEDICINAL CHEMISTRY
QED : 0.206
SAscore : 3.324
Fsp : 0.241
MCE-18 : 44
NPscore : 1.117
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.052
H-HT : 0.257
DILI : 0.921
AMES Toxicity : 0.155
Rat Oral Acute Toxicity : 0.191
FDAMDD : 0.946
Skin Sensitization : 0.198
Carcinogencity : 0.058
Eye Corrosion : 0.003
Eye Irritation : 0.406
Respiratory Toxicity : 0.166
Bioconcentration Factor : 1.143
IGC50 : 5.411
LC50FM : 6.925
LC50DM : 7.087
NR-AR : 0.008
NR-AR-LBD: 0.069
NR-AhR : 0.908
NR-Aromatase : 0.807
NR-ER : 0.695
NR-ER-LBD : 0.861
NR-PPAR-gamma : 0.968
SR-ARE : 0.873
SR-ATAD5 : 0.711
SR-HSE : 0.857
SR-MMP : 0.965
SR-p53 : 0.898
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 : 1
EXCRETION
CL : 4.898
t1/2 : 0.31
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