Canonical Smiles : CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3OC4C(C(C(C(O4)COC(=O)CC(=O)O)O)O)O
Inchi Key : JTBHLAGLMHJJIX-LHNXKRSWSA-N
IUPAC : 3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(8-hydroxy-6-methyl-9,10-dioxoanthracen-1-yl)oxyoxan-2-yl]methoxy]propanoic acid
Pubchem ID : 11968352
Smiles : Cc1cc(O)c2c(c1)C(=O)c1cccc(OC3OC(COC(=O)CC(=O)O)C(O)C(O)C3O)c1C2=O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 502.11
Volume : 468.552
Density : 1.072
nHA : 12
nHD : 5
nRot : 7
nRing : 4
Max Ring : 14
nHet: 12
fChar : 0
nRig : 26
Flexibility : 0.269
Stereo Centers : 5
TPSA : 197.12
logS : -3.563
logP: 1.476
logD7.4 : 1.235
ABSORPTION
Caco-2 Permeability : -6.335
MDCK Permeability : 0.0000120811
Pgp-inhibitor : 0.006
Pgp-substrate : 0.958
HIA : 0.917
F20% : 0.229
F30% : 0.997
DISTRIBUTION
PPB : 0.846601
VD : 0.354
BBB Penetration : 0.053
Fu : 0.0389878
METABOLISM
CYP 1A2 inhibitor : 0.045
CYP 1A2 substrate : 0.026
CYP 2C19 inhibitor : 0.026
CYP 2C19 substrate : 0.047
CYP 2C9 inhibitor : 0.01
CYP 2C9 substrate : 0.187
CYP 2D6 inhibitor : 0.023
CYP 2D6 substrate : 0.128
CYP 3A4 inhibitor : 0.051
CYP 3A4 substrate : 0.084
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MEDICINAL CHEMISTRY
QED : 0.218
SAscore : 3.987
Fsp : 0.333
MCE-18 : 92.75
NPscore : 1.73
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 : 0.027
H-HT : 0.086
DILI : 0.976
AMES Toxicity : 0.912
Rat Oral Acute Toxicity : 0.056
FDAMDD : 0.009
Skin Sensitization : 0.207
Carcinogencity : 0.395
Eye Corrosion : 0.003
Eye Irritation : 0.043
Respiratory Toxicity : 0.018
Bioconcentration Factor : 1.047
IGC50 : 5.038
LC50FM : 4.304
LC50DM : 6.326
NR-AR : 0.15
NR-AR-LBD: 0.28
NR-AhR : 0.593
NR-Aromatase : 0.039
NR-ER : 0.174
NR-ER-LBD : 0.008
NR-PPAR-gamma : 0.98
SR-ARE : 0.39
SR-ATAD5 : 0.079
SR-HSE : 0.017
SR-MMP : 0.306
SR-p53 : 0.459
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 : 5.476
t1/2 : 0.7
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