Canonical Smiles : C1C(C(C(O1)OCC2C(C(C(C(O2)C3=C(C=CC4=C3OC=C(C4=O)C5=CC=C(C=C5)O)O)O)O)O)O)(CO)O
Inchi Key : ZBXWGKPUSLRPHX-QOIVFALESA-N
IUPAC : 8-[(2S,3R,4R,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]-7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
Pubchem ID : 21676217
Smiles : O=c1c(-c2ccc(O)cc2)coc2c(C3OC(COC4OCC(O)(CO)C4O)C(O)C(O)C3O)c(O)ccc12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 548.15
Volume : 508.651
Density : 1.078
nHA : 13
nHD : 8
nRot : 6
nRing : 5
Max Ring : 10
nHet: 13
fChar : 0
nRig : 29
Flexibility : 0.207
Stereo Centers : 8
TPSA : 219.74
logS : -3.79
logP: -0.753
logD7.4 : 0.575
ABSORPTION
Caco-2 Permeability : -6.318
MDCK Permeability : 0.0000144211
Pgp-inhibitor : 0.001
Pgp-substrate : 0.956
HIA : 0.966
F20% : 0.964
F30% : 0.999
DISTRIBUTION
PPB : 0.840397
VD : 0.728
BBB Penetration : 0.168
Fu : 0.199553
METABOLISM
CYP 1A2 inhibitor : 0.012
CYP 1A2 substrate : 0.044
CYP 2C19 inhibitor : 0.013
CYP 2C19 substrate : 0.055
CYP 2C9 inhibitor : 0.003
CYP 2C9 substrate : 0.17
CYP 2D6 inhibitor : 0.009
CYP 2D6 substrate : 0.141
CYP 3A4 inhibitor : 0.029
CYP 3A4 substrate : 0.02
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MEDICINAL CHEMISTRY
QED : 0.183
SAscore : 4.675
Fsp : 0.423
MCE-18 : 115.054
NPscore : 2.119
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.024
H-HT : 0.095
DILI : 0.929
AMES Toxicity : 0.494
Rat Oral Acute Toxicity : 0.739
FDAMDD : 0.003
Skin Sensitization : 0.053
Carcinogencity : 0.627
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.017
Bioconcentration Factor : 0.65
IGC50 : 4.32
LC50FM : 4.983
LC50DM : 5.426
NR-AR : 0.032
NR-AR-LBD: 0.584
NR-AhR : 0.798
NR-Aromatase : 0.951
NR-ER : 0.395
NR-ER-LBD : 0.391
NR-PPAR-gamma : 0.906
SR-ARE : 0.521
SR-ATAD5 : 0.702
SR-HSE : 0.233
SR-MMP : 0.819
SR-p53 : 0.912
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 1
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.474
t1/2 : 0.352
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