Canonical Smiles : C1=CC(=C(C2=C1C(C3=C(C2=O)C(=CC(=C3)CO)O)C4C(C(C(C(O4)CO)O)O)O)O)O
Inchi Key : HKKOALUTOMGGMT-UUBBYFPSSA-N
IUPAC : (10R)-1,2,8-trihydroxy-6-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one
Pubchem ID : 158096
Smiles : OCc1cc(O)c2c(O)c3c(O)c(O)ccc3c(C3OC(CO)C(O)C(O)C3O)c2c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 434.12
Volume : 406.993
Density : 1.067
nHA : 10
nHD : 9
nRot : 3
nRing : 4
Max Ring : 14
nHet: 10
fChar : 0
nRig : 22
Flexibility : 0.136
Stereo Centers : 5
TPSA : 191.3
logS : -3.595
logP: -0.15
logD7.4 : 0.23
ABSORPTION
Caco-2 Permeability : -6.212
MDCK Permeability : 0.00000375216
Pgp-inhibitor : 0.003
Pgp-substrate : 0.03
HIA : 0.999
F20% : 0.811
F30% : 1
DISTRIBUTION
PPB : 0.92022
VD : 1.06
BBB Penetration : 0.046
Fu : 0.124767
METABOLISM
CYP 1A2 inhibitor : 0.05
CYP 1A2 substrate : 0.028
CYP 2C19 inhibitor : 0.008
CYP 2C19 substrate : 0.058
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.15
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.161
CYP 3A4 inhibitor : 0.01
CYP 3A4 substrate : 0.008
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MEDICINAL CHEMISTRY
QED : 0.197
SAscore : 4.222
Fsp : 0.333
MCE-18 : 90.643
NPscore : 1.965
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.016
H-HT : 0.075
DILI : 0.943
AMES Toxicity : 0.681
Rat Oral Acute Toxicity : 0.03
FDAMDD : 0.01
Skin Sensitization : 0.827
Carcinogencity : 0.03
Eye Corrosion : 0.003
Eye Irritation : 0.015
Respiratory Toxicity : 0.034
Bioconcentration Factor : 0.813
IGC50 : 3.787
LC50FM : 4.198
LC50DM : 5.362
NR-AR : 0.015
NR-AR-LBD: 0.197
NR-AhR : 0.914
NR-Aromatase : 0.135
NR-ER : 0.159
NR-ER-LBD : 0.559
NR-PPAR-gamma : 0.861
SR-ARE : 0.563
SR-ATAD5 : 0.048
SR-HSE : 0.498
SR-MMP : 0.89
SR-p53 : 0.896
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 4
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 3
EXCRETION
CL : 2.807
t1/2 : 0.671
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