Canonical Smiles : C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)C5C(C(C(C(O5)CO)O)O)O)O)O
Inchi Key : HGUVPEBGCAVWID-KETMJRJWSA-N
IUPAC : 5-hydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Pubchem ID : 441381
Smiles : O=c1cc(-c2ccc(O)cc2)oc2cc(OC3OC(CO)C(O)C(O)C3O)c(C3OC(CO)C(O)C(O)C3O)c(O)c12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 594.16
Volume : 543.527
Density : 1.093
nHA : 15
nHD : 10
nRot : 6
nRing : 5
Max Ring : 10
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.2
Stereo Centers : 10
TPSA : 260.2
logS : -3.489
logP: -0.893
logD7.4 : 0.153
ABSORPTION
Caco-2 Permeability : -6.334
MDCK Permeability : 0.000116394
Pgp-inhibitor : 0.001
Pgp-substrate : 0.95
HIA : 0.978
F20% : 0.917
F30% : 1
DISTRIBUTION
PPB : 0.705659
VD : 0.643
BBB Penetration : 0.422
Fu : 0.285886
METABOLISM
CYP 1A2 inhibitor : 0.007
CYP 1A2 substrate : 0.014
CYP 2C19 inhibitor : 0.004
CYP 2C19 substrate : 0.061
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.405
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.148
CYP 3A4 inhibitor : 0.003
CYP 3A4 substrate : 0.003
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MEDICINAL CHEMISTRY
QED : 0.142
SAscore : 4.717
Fsp : 0.444
MCE-18 : 119.436
NPscore : 1.714
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.037
H-HT : 0.097
DILI : 0.958
AMES Toxicity : 0.427
Rat Oral Acute Toxicity : 0.069
FDAMDD : 0.002
Skin Sensitization : 0.017
Carcinogencity : 0.063
Eye Corrosion : 0.003
Eye Irritation : 0.004
Respiratory Toxicity : 0.012
Bioconcentration Factor : 0.662
IGC50 : 3.852
LC50FM : 3.855
LC50DM : 5.361
NR-AR : 0.059
NR-AR-LBD: 0.4
NR-AhR : 0.733
NR-Aromatase : 0.931
NR-ER : 0.169
NR-ER-LBD : 0.058
NR-PPAR-gamma : 0.902
SR-ARE : 0.277
SR-ATAD5 : 0.766
SR-HSE : 0.192
SR-MMP : 0.498
SR-p53 : 0.834
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.207
t1/2 : 0.269
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