Canonical Smiles : Oc1=C2C(Oc(C3=Cc=C(O)C(O)=C3)=C(O[C@H]4[C@H](O)[C@@H](O)[C@@H](O)Co4)C2=O)=Cc(O)=C1
Inchi Key : Pzzrdjxemzmzfd-Iegsvrchsa-N
IUPAC : 3-(Α-L-Arabinopyranosyloxy)-2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxy-4H-1-Benzopyran-4-One
Pubchem ID : 5481224
Smiles : O=c1c(O[C@@H]2OC[C@H](O)[C@H](O)[C@H]2O)c(-c2ccc(O)c(O)c2)oc2cc(O)cc(O)c12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 434.08
Volume : 395.851
Density : 1.097
nHA : 11
nHD : 7
nRot : 3
nRing : 4
Max Ring : 10
nHet: 11
fChar : 0
nRig : 24
Flexibility : 0.125
Stereo Centers : 4
TPSA : 190.28
logS : -4.218
logP: 0.734
logD7.4 : 0.499
ABSORPTION
Caco-2 Permeability : -5.993
MDCK Permeability : 0.00000612429
Pgp-inhibitor : 0.008
Pgp-substrate : 0.491
HIA : 0.242
F20% : 0.029
F30% : 0.998
DISTRIBUTION
PPB : 0.913302
VD : 0.835
BBB Penetration : 0.017
Fu : 0.125958
METABOLISM
CYP 1A2 inhibitor : 0.286
CYP 1A2 substrate : 0.062
CYP 2C19 inhibitor : 0.029
CYP 2C19 substrate : 0.046
CYP 2C9 inhibitor : 0.152
CYP 2C9 substrate : 0.385
CYP 2D6 inhibitor : 0.284
CYP 2D6 substrate : 0.162
CYP 3A4 inhibitor : 0.104
CYP 3A4 substrate : 0.012
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MEDICINAL CHEMISTRY
QED : 0.277
SAscore : 3.931
Fsp : 0.25
MCE-18 : 88.4
NPscore : 2.042
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.106
H-HT : 0.15
DILI : 0.977
AMES Toxicity : 0.831
Rat Oral Acute Toxicity : 0.044
FDAMDD : 0.027
Skin Sensitization : 0.901
Carcinogencity : 0.05
Eye Corrosion : 0.003
Eye Irritation : 0.82
Respiratory Toxicity : 0.034
Bioconcentration Factor : 0.854
IGC50 : 3.998
LC50FM : 4.873
LC50DM : 5.593
NR-AR : 0.019
NR-AR-LBD: 0.795
NR-AhR : 0.938
NR-Aromatase : 0.82
NR-ER : 0.814
NR-ER-LBD : 0.952
NR-PPAR-gamma : 0.878
SR-ARE : 0.627
SR-ATAD5 : 0.232
SR-HSE : 0.032
SR-MMP : 0.836
SR-p53 : 0.864
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 5.651
t1/2 : 0.909
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