Canonical Smiles : CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C(=C3)CC=C(C)C)O)O)C4=CC(=C(C=C4O)O)C(=O)C=CC5=C(C=C(C=C5)O)O
Inchi Key : GJXXBFLYTOXULV-HFCQQMGDSA-N
IUPAC : (E)-1-[5-[(1S,5R,6S)-6-[2,4-dihydroxy-5-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one
Pubchem ID : 14558138
Smiles : CC(C)=CCc1cc(C(=O)C2C(c3cc(C(=O)C=Cc4ccc(O)cc4O)c(O)cc3O)C=C(C)CC2c2ccc(O)cc2O)c(O)cc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 678.25
Volume : 700.696
Density : 0.968
nHA : 10
nHD : 8
nRot : 9
nRing : 5
Max Ring : 6
nHet: 10
fChar : 0
nRig : 34
Flexibility : 0.265
Stereo Centers : 3
TPSA : 195.98
logS : -2.577
logP: 6.798
logD7.4 : 3.556
ABSORPTION
Caco-2 Permeability : -5.926
MDCK Permeability : 0.00000573344
Pgp-inhibitor : 0.038
Pgp-substrate : 0.003
HIA : 0.418
F20% : 0.831
F30% : 0.997
DISTRIBUTION
PPB : 1.00218
VD : 0.452
BBB Penetration : 0
Fu : 0.00844732
METABOLISM
CYP 1A2 inhibitor : 0.713
CYP 1A2 substrate : 0.194
CYP 2C19 inhibitor : 0.934
CYP 2C19 substrate : 0.041
CYP 2C9 inhibitor : 0.934
CYP 2C9 substrate : 0.94
CYP 2D6 inhibitor : 0.609
CYP 2D6 substrate : 0.468
CYP 3A4 inhibitor : 0.467
CYP 3A4 substrate : 0.132
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MEDICINAL CHEMISTRY
QED : 0.05
SAscore : 4.535
Fsp : 0.2
MCE-18 : 114
NPscore : 1.497
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 : 0.042
H-HT : 0.26
DILI : 0.825
AMES Toxicity : 0.392
Rat Oral Acute Toxicity : 0.31
FDAMDD : 0.975
Skin Sensitization : 0.957
Carcinogencity : 0.082
Eye Corrosion : 0.003
Eye Irritation : 0.909
Respiratory Toxicity : 0.028
Bioconcentration Factor : 0.706
IGC50 : 6.199
LC50FM : 6.602
LC50DM : 6.958
NR-AR : 0.028
NR-AR-LBD: 0.861
NR-AhR : 0.986
NR-Aromatase : 0.949
NR-ER : 0.98
NR-ER-LBD : 1
NR-PPAR-gamma : 0.872
SR-ARE : 0.987
SR-ATAD5 : 0.463
SR-HSE : 0.999
SR-MMP : 1
SR-p53 : 0.958
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 6
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 10.341
t1/2 : 0.494
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