Canonical Smiles : C1=CC(=C(C=C1C=C2C(=O)C3=C(O2)C=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
Inchi Key : HXDMAFOJZRTAQK-UHFFFAOYSA-N
IUPAC : 2-[[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methylidene]-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-3-one
Pubchem ID : 42607742
Smiles : C1=CC(=C(C=C1C=C2C(=O)C3=C(O2)C=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 594.16
Volume : 543.527
Density : 1.093
nHA : 15
nHD : 9
nRot : 7
nRing : 5
Max Ring : 9
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.233
Stereo Centers : 10
TPSA : 245.29
logS : -2.154
logP: -1.368
logD7.4 : 0.203
ABSORPTION
Caco-2 Permeability : -6.239
MDCK Permeability : 0.000119801
Pgp-inhibitor : 0.003
Pgp-substrate : 0.993
HIA : 0.975
F20% : 0.966
F30% : 0.999
DISTRIBUTION
PPB : 0.78177
VD : 0.512
BBB Penetration : 0.513
Fu : 0.11434
METABOLISM
CYP 1A2 inhibitor : 0.025
CYP 1A2 substrate : 0.01
CYP 2C19 inhibitor : 0.006
CYP 2C19 substrate : 0.065
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.111
CYP 2D6 inhibitor : 0.004
CYP 2D6 substrate : 0.162
CYP 3A4 inhibitor : 0.009
CYP 3A4 substrate : 0.01
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MEDICINAL CHEMISTRY
QED : 0.149
SAscore : 4.635
Fsp : 0.444
MCE-18 : 115.923
NPscore : 1.045
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 4
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.025
H-HT : 0.081
DILI : 0.913
AMES Toxicity : 0.664
Rat Oral Acute Toxicity : 0.093
FDAMDD : 0.155
Skin Sensitization : 0.03
Carcinogencity : 0.9
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.007
Bioconcentration Factor : 0.581
IGC50 : 3.928
LC50FM : 4.7
LC50DM : 5.134
NR-AR : 0.085
NR-AR-LBD: 0.361
NR-AhR : 0.549
NR-Aromatase : 0.725
NR-ER : 0.207
NR-ER-LBD : 0.224
NR-PPAR-gamma : 0.076
SR-ARE : 0.219
SR-ATAD5 : 0.532
SR-HSE : 0.014
SR-MMP : 0.34
SR-p53 : 0.657
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 6
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.338
t1/2 : 0.349
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