Canonical Smiles : C1=CC(=CC=C1C2=C(C=C3C(=CC(=CC3=[O+]2)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O.[Cl-]
Inchi Key : DIRROHKULXIUCB-DHJOXOLYSA-N
IUPAC : (2S,3R,4S,5S,6R)-2-[7-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
Pubchem ID : 167642
Smiles : OCC1OC(Oc2cc3c(OC4OC(CO)C(O)C(O)C4O)cc(O)cc3[o+]c2-c2ccc(O)cc2)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 595.17
Volume : 544.846
Density : 1.092
nHA : 15
nHD : 10
nRot : 7
nRing : 5
Max Ring : 10
nHet: 15
fChar : 1
nRig : 29
Flexibility : 0.241
Stereo Centers : 10
TPSA : 250.52
logS : -2.732
logP: -0.921
logD7.4 : 0.748
ABSORPTION
Caco-2 Permeability : -6.445
MDCK Permeability : 0.000107182
Pgp-inhibitor : 0.001
Pgp-substrate : 0.958
HIA : 0.935
F20% : 0.728
F30% : 1
DISTRIBUTION
PPB : 0.738547
VD : 0.587
BBB Penetration : 0.429
Fu : 0.285359
METABOLISM
CYP 1A2 inhibitor : 0.017
CYP 1A2 substrate : 0.014
CYP 2C19 inhibitor : 0.003
CYP 2C19 substrate : 0.063
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.254
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.168
CYP 3A4 inhibitor : 0.004
CYP 3A4 substrate : 0.002
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MEDICINAL CHEMISTRY
QED : 0.135
SAscore : 4.85
Fsp : 0.444
MCE-18 : 115.923
NPscore : 1.488
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 2
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.013
H-HT : 0.091
DILI : 0.972
AMES Toxicity : 0.359
Rat Oral Acute Toxicity : 0.086
FDAMDD : 0.004
Skin Sensitization : 0.011
Carcinogencity : 0.358
Eye Corrosion : 0.003
Eye Irritation : 0.005
Respiratory Toxicity : 0.008
Bioconcentration Factor : 0.794
IGC50 : 4.106
LC50FM : 4.328
LC50DM : 5.097
NR-AR : 0.441
NR-AR-LBD: 0.576
NR-AhR : 0.796
NR-Aromatase : 0.941
NR-ER : 0.197
NR-ER-LBD : 0.033
NR-PPAR-gamma : 0.574
SR-ARE : 0.137
SR-ATAD5 : 0.673
SR-HSE : 0.119
SR-MMP : 0.538
SR-p53 : 0.737
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 1
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.436
t1/2 : 0.43
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