Canonical Smiles : CC(=O)OCC1C(C(C(C(O1)OC2=CC3=C(C=C(C=C3[O+]=C2C4=CC(=C(C=C4)O)O)O)O)O)O)O
Inchi Key : HBXXDBKJLPLXPR-ZFVIQDPVSA-O
IUPAC : [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
Pubchem ID : 15714477
Smiles : CC(=O)OCC1OC(Oc2cc3c(O)cc(O)cc3[o+]c2-c2ccc(O)c(O)c2)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 491.12
Volume : 455.211
Density : 1.079
nHA : 12
nHD : 7
nRot : 6
nRing : 4
Max Ring : 10
nHet: 12
fChar : 1
nRig : 24
Flexibility : 0.25
Stereo Centers : 5
TPSA : 197.67
logS : -3.879
logP: 1.014
logD7.4 : 1.872
ABSORPTION
Caco-2 Permeability : -6.329
MDCK Permeability : 0.0000120363
Pgp-inhibitor : 0.003
Pgp-substrate : 0.931
HIA : 0.77
F20% : 0.219
F30% : 0.996
DISTRIBUTION
PPB : 0.865861
VD : 0.862
BBB Penetration : 0.075
Fu : 0.15891
METABOLISM
CYP 1A2 inhibitor : 0.074
CYP 1A2 substrate : 0.043
CYP 2C19 inhibitor : 0.014
CYP 2C19 substrate : 0.052
CYP 2C9 inhibitor : 0.003
CYP 2C9 substrate : 0.171
CYP 2D6 inhibitor : 0.091
CYP 2D6 substrate : 0.194
CYP 3A4 inhibitor : 0.026
CYP 3A4 substrate : 0.019
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MEDICINAL CHEMISTRY
QED : 0.152
SAscore : 4.297
Fsp : 0.304
MCE-18 : 90
NPscore : 2.064
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.015
H-HT : 0.112
DILI : 0.963
AMES Toxicity : 0.799
Rat Oral Acute Toxicity : 0.074
FDAMDD : 0.032
Skin Sensitization : 0.117
Carcinogencity : 0.197
Eye Corrosion : 0.003
Eye Irritation : 0.173
Respiratory Toxicity : 0.028
Bioconcentration Factor : 0.902
IGC50 : 4.633
LC50FM : 5.447
LC50DM : 5.682
NR-AR : 0.031
NR-AR-LBD: 0.436
NR-AhR : 0.89
NR-Aromatase : 0.88
NR-ER : 0.441
NR-ER-LBD : 0.79
NR-PPAR-gamma : 0.921
SR-ARE : 0.725
SR-ATAD5 : 0.58
SR-HSE : 0.905
SR-MMP : 0.926
SR-p53 : 0.888
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 7.02
t1/2 : 0.874
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