Canonical Smiles : C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)OC5C(C(C(C(O5)O)O)O)O)O)O)O)O)O
Inchi Key : AYWNPQYSGVEBBX-DXIOFANKSA-N
IUPAC : 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[(2S,3R,4S,5S,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]oxyoxan-2-yl]oxychromen-4-one
Pubchem ID : 157009965
Smiles : O=c1cc(-c2ccc(O)cc2)oc2cc(OC3OC(OC4OC(O)C(O)C(O)C4O)C(O)C(O)C3O)cc(O)c12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 566.13
Volume : 508.936
Density : 1.112
nHA : 15
nHD : 9
nRot : 5
nRing : 5
Max Ring : 10
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.167
Stereo Centers : 10
TPSA : 249.2
logS : -3.677
logP: -0.608
logD7.4 : 0.599
ABSORPTION
Caco-2 Permeability : -6.293
MDCK Permeability : 0.0000903688
Pgp-inhibitor : 0.001
Pgp-substrate : 0.977
HIA : 0.939
F20% : 0.227
F30% : 1
DISTRIBUTION
PPB : 0.801379
VD : 0.596
BBB Penetration : 0.197
Fu : 0.150446
METABOLISM
CYP 1A2 inhibitor : 0.013
CYP 1A2 substrate : 0.021
CYP 2C19 inhibitor : 0.021
CYP 2C19 substrate : 0.054
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.669
CYP 2D6 inhibitor : 0.009
CYP 2D6 substrate : 0.171
CYP 3A4 inhibitor : 0.01
CYP 3A4 substrate : 0.004
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MEDICINAL CHEMISTRY
QED : 0.159
SAscore : 4.655
Fsp : 0.4
MCE-18 : 117.857
NPscore : 1.674
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 : 0.066
DILI : 0.955
AMES Toxicity : 0.654
Rat Oral Acute Toxicity : 0.016
FDAMDD : 0.007
Skin Sensitization : 0.015
Carcinogencity : 0.757
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.026
Bioconcentration Factor : 0.857
IGC50 : 3.964
LC50FM : 3.935
LC50DM : 5.561
NR-AR : 0.019
NR-AR-LBD: 0.528
NR-AhR : 0.761
NR-Aromatase : 0.908
NR-ER : 0.202
NR-ER-LBD : 0.045
NR-PPAR-gamma : 0.857
SR-ARE : 0.205
SR-ATAD5 : 0.507
SR-HSE : 0.129
SR-MMP : 0.404
SR-p53 : 0.577
Acute/Aquatic Toxicity Rule : 2
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 : 1.005
t1/2 : 0.379
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