Canonical Smiles : CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C4=C(C=C3)OC(C=C4)(C)C)O)C5=C(C=CC(=C5O)C(=O)C=CC6=C(C=C(C=C6)O)O)O
Inchi Key : JIQSDJNLGMFGDV-VZUCSPMQSA-N
IUPAC : (E)-3-(2,4-dihydroxyphenyl)-1-[3-[5-(2,4-dihydroxyphenyl)-6-(5-hydroxy-2,2-dimethylchromene-6-carbonyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]prop-2-en-1-one
Pubchem ID : 14681573
Smiles : CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C4=C(C=C3)OC(C=C4)(C)C)O)C5=C(C=CC(=C5O)C(=O)C=CC6=C(C=C(C=C6)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 676.23
Volume : 692.14
Density : 0.977
nHA : 10
nHD : 7
nRot : 7
nRing : 6
Max Ring : 10
nHet: 10
fChar : 0
nRig : 38
Flexibility : 0.184
Stereo Centers : 3
TPSA : 184.98
logS : -2.211
logP: 6.857
logD7.4 : 3.414
ABSORPTION
Caco-2 Permeability : -5.584
MDCK Permeability : 0.0000110468
Pgp-inhibitor : 0.129
Pgp-substrate : 0
HIA : 0.099
F20% : 0.062
F30% : 0.098
DISTRIBUTION
PPB : 1.0591
VD : 0.227
BBB Penetration : 0
Fu : 0.0051425
METABOLISM
CYP 1A2 inhibitor : 0.51
CYP 1A2 substrate : 0.577
CYP 2C19 inhibitor : 0.917
CYP 2C19 substrate : 0.051
CYP 2C9 inhibitor : 0.938
CYP 2C9 substrate : 0.974
CYP 2D6 inhibitor : 0.741
CYP 2D6 substrate : 0.615
CYP 3A4 inhibitor : 0.418
CYP 3A4 substrate : 0.187
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MEDICINAL CHEMISTRY
QED : 0.059
SAscore : 4.597
Fsp : 0.2
MCE-18 : 131.542
NPscore : 1.843
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.058
H-HT : 0.341
DILI : 0.804
AMES Toxicity : 0.602
Rat Oral Acute Toxicity : 0.314
FDAMDD : 0.964
Skin Sensitization : 0.959
Carcinogencity : 0.545
Eye Corrosion : 0.003
Eye Irritation : 0.86
Respiratory Toxicity : 0.058
Bioconcentration Factor : 0.987
IGC50 : 5.946
LC50FM : 6.616
LC50DM : 7.225
NR-AR : 0.001
NR-AR-LBD: 0.88
NR-AhR : 0.992
NR-Aromatase : 0.953
NR-ER : 0.913
NR-ER-LBD : 0.998
NR-PPAR-gamma : 0.988
SR-ARE : 0.99
SR-ATAD5 : 0.833
SR-HSE : 0.999
SR-MMP : 0.999
SR-p53 : 0.993
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 7
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 4.905
t1/2 : 0.259
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