Canonical Smiles : CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3OC4C(C(C(C(O4)CO)O)O)O
Inchi Key : WMMOMSNMMDMSRB-JNHRPPPUSA-N
IUPAC : 1-hydroxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione
Pubchem ID : 442731
Smiles : Cc1cc(O)c2c(c1)C(=O)c1cccc(OC3OC(CO)C(O)C(O)C3O)c1C2=O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 416.11
Volume : 395.567
Density : 1.052
nHA : 9
nHD : 5
nRot : 3
nRing : 4
Max Ring : 14
nHet: 9
fChar : 0
nRig : 24
Flexibility : 0.125
Stereo Centers : 5
TPSA : 153.75
logS : -3.587
logP: 1.346
logD7.4 : 1.691
ABSORPTION
Caco-2 Permeability : -5.742
MDCK Permeability : 0.0000100427
Pgp-inhibitor : 0.418
Pgp-substrate : 0.63
HIA : 0.868
F20% : 0.049
F30% : 0.999
DISTRIBUTION
PPB : 0.87321
VD : 0.909
BBB Penetration : 0.23
Fu : 0.0337413
METABOLISM
CYP 1A2 inhibitor : 0.103
CYP 1A2 substrate : 0.053
CYP 2C19 inhibitor : 0.022
CYP 2C19 substrate : 0.063
CYP 2C9 inhibitor : 0.011
CYP 2C9 substrate : 0.144
CYP 2D6 inhibitor : 0.066
CYP 2D6 substrate : 0.173
CYP 3A4 inhibitor : 0.111
CYP 3A4 substrate : 0.131
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MEDICINAL CHEMISTRY
QED : 0.386
SAscore : 3.766
Fsp : 0.333
MCE-18 : 87.286
NPscore : 1.855
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.022
H-HT : 0.042
DILI : 0.957
AMES Toxicity : 0.903
Rat Oral Acute Toxicity : 0.053
FDAMDD : 0.03
Skin Sensitization : 0.066
Carcinogencity : 0.888
Eye Corrosion : 0.003
Eye Irritation : 0.058
Respiratory Toxicity : 0.023
Bioconcentration Factor : 1.53
IGC50 : 5.064
LC50FM : 5.134
LC50DM : 6.729
NR-AR : 0.099
NR-AR-LBD: 0.367
NR-AhR : 0.87
NR-Aromatase : 0.52
NR-ER : 0.18
NR-ER-LBD : 0.015
NR-PPAR-gamma : 0.836
SR-ARE : 0.217
SR-ATAD5 : 0.072
SR-HSE : 0.008
SR-MMP : 0.858
SR-p53 : 0.604
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 4
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 4.878
t1/2 : 0.155
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