Canonical Smiles : C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C(C(C(O2)C3=C(C4=C(C=C3O)OC5=CC(=C(C=C5C4=O)O)O)O)O)O)O
Inchi Key : PIAVWKNSDNBFSQ-UHFFFAOYSA-N
IUPAC : [3,4,5-trihydroxy-6-(1,3,6,7-tetrahydroxy-9-oxoxanthen-2-yl)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
Pubchem ID : 131752602
Smiles : O=C(OCC1OC(c2c(O)cc3oc4cc(O)c(O)cc4c(=O)c3c2O)C(O)C(O)C1O)c1cc(O)c(O)c(O)c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 574.1
Volume : 518.322
Density : 1.108
nHA : 15
nHD : 10
nRot : 5
nRing : 5
Max Ring : 14
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.167
Stereo Centers : 5
TPSA : 268.04
logS : -4.111
logP: 0.884
logD7.4 : 0.597
ABSORPTION
Caco-2 Permeability : -6.503
MDCK Permeability : 0.00000424432
Pgp-inhibitor : 0.003
Pgp-substrate : 0.055
HIA : 0.983
F20% : 0.967
F30% : 1
DISTRIBUTION
PPB : 0.866266
VD : 0.664
BBB Penetration : 0.008
Fu : 0.239471
METABOLISM
CYP 1A2 inhibitor : 0.045
CYP 1A2 substrate : 0.032
CYP 2C19 inhibitor : 0.013
CYP 2C19 substrate : 0.037
CYP 2C9 inhibitor : 0.148
CYP 2C9 substrate : 0.101
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.14
CYP 3A4 inhibitor : 0.022
CYP 3A4 substrate : 0.004
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MEDICINAL CHEMISTRY
QED : 0.089
SAscore : 4.363
Fsp : 0.231
MCE-18 : 115.938
NPscore : 1.57
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 4
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.083
H-HT : 0.085
DILI : 0.977
AMES Toxicity : 0.459
Rat Oral Acute Toxicity : 0.005
FDAMDD : 0.035
Skin Sensitization : 0.943
Carcinogencity : 0.016
Eye Corrosion : 0.003
Eye Irritation : 0.852
Respiratory Toxicity : 0.009
Bioconcentration Factor : 1.028
IGC50 : 4.132
LC50FM : 4.773
LC50DM : 5.819
NR-AR : 0.005
NR-AR-LBD: 0.114
NR-AhR : 0.877
NR-Aromatase : 0.818
NR-ER : 0.621
NR-ER-LBD : 0.949
NR-PPAR-gamma : 0.942
SR-ARE : 0.592
SR-ATAD5 : 0.241
SR-HSE : 0.94
SR-MMP : 0.955
SR-p53 : 0.95
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 3
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 7
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 3
EXCRETION
CL : 5.924
t1/2 : 0.895
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