Canonical Smiles : CC1=CC2=C(C(=C1OC3C(C(C(C(O3)CO)O)O)O)OC)C(=O)C4=C(C(=C(C=C4C2=O)OC)OC)OC
Inchi Key : QBFJCZWBSLFTEE-UWBHIVAPSA-N
IUPAC : 1,2,3,8-tetramethoxy-6-methyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione
Pubchem ID : 442730
Smiles : COc1cc2c(c(OC)c1OC)C(=O)c1c(cc(C)c(OC3OC(CO)C(O)C(O)C3O)c1OC)C2=O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 520.16
Volume : 491.121
Density : 1.059
nHA : 12
nHD : 4
nRot : 7
nRing : 4
Max Ring : 14
nHet: 12
fChar : 0
nRig : 24
Flexibility : 0.292
Stereo Centers : 5
TPSA : 170.44
logS : -3.354
logP: 1.296
logD7.4 : 1.548
ABSORPTION
Caco-2 Permeability : -5.629
MDCK Permeability : 0.0000303186
Pgp-inhibitor : 0.352
Pgp-substrate : 0.942
HIA : 0.458
F20% : 0.004
F30% : 0.059
DISTRIBUTION
PPB : 0.654626
VD : 0.566
BBB Penetration : 0.166
Fu : 0.222287
METABOLISM
CYP 1A2 inhibitor : 0.014
CYP 1A2 substrate : 0.926
CYP 2C19 inhibitor : 0.011
CYP 2C19 substrate : 0.843
CYP 2C9 inhibitor : 0.003
CYP 2C9 substrate : 0.319
CYP 2D6 inhibitor : 0
CYP 2D6 substrate : 0.183
CYP 3A4 inhibitor : 0.05
CYP 3A4 substrate : 0.415
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MEDICINAL CHEMISTRY
QED : 0.329
SAscore : 4.031
Fsp : 0.44
MCE-18 : 95.056
NPscore : 1.477
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.051
H-HT : 0.171
DILI : 0.805
AMES Toxicity : 0.668
Rat Oral Acute Toxicity : 0.292
FDAMDD : 0.032
Skin Sensitization : 0.012
Carcinogencity : 0.046
Eye Corrosion : 0.003
Eye Irritation : 0.01
Respiratory Toxicity : 0.052
Bioconcentration Factor : 1.818
IGC50 : 4.473
LC50FM : 5.625
LC50DM : 7.227
NR-AR : 0.636
NR-AR-LBD: 0.069
NR-AhR : 0.854
NR-Aromatase : 0.596
NR-ER : 0.051
NR-ER-LBD : 0.022
NR-PPAR-gamma : 0.042
SR-ARE : 0.489
SR-ATAD5 : 0.786
SR-HSE : 0.014
SR-MMP : 0.62
SR-p53 : 0.911
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 5
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 5.208
t1/2 : 0.173
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