Canonical Smiles : C1C(C(OC2=CC(=CC(=C21)O)OC3C(C(C(O3)CO)O)O)C4=CC(=C(C=C4)O)O)O
Inchi Key : JRAAEKBJXQXXBZ-DAJYORATSA-N
IUPAC : (2R,3S)-7-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5-diol
Pubchem ID : 51136539
Smiles : OCC1OC(Oc2cc(O)c3c(c2)OC(c2ccc(O)c(O)c2)C(O)C3)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 422.12
Volume : 392.334
Density : 1.076
nHA : 10
nHD : 7
nRot : 4
nRing : 4
Max Ring : 10
nHet: 10
fChar : 0
nRig : 22
Flexibility : 0.182
Stereo Centers : 6
TPSA : 169.3
logS : -3.229
logP: -0.441
logD7.4 : 0.651
ABSORPTION
Caco-2 Permeability : -6.47
MDCK Permeability : 0.0000146981
Pgp-inhibitor : 0.003
Pgp-substrate : 0.089
HIA : 0.802
F20% : 0.132
F30% : 0.999
DISTRIBUTION
PPB : 0.902053
VD : 0.718
BBB Penetration : 0.344
Fu : 0.136903
METABOLISM
CYP 1A2 inhibitor : 0.023
CYP 1A2 substrate : 0.056
CYP 2C19 inhibitor : 0.011
CYP 2C19 substrate : 0.068
CYP 2C9 inhibitor : 0.004
CYP 2C9 substrate : 0.399
CYP 2D6 inhibitor : 0.031
CYP 2D6 substrate : 0.23
CYP 3A4 inhibitor : 0.034
CYP 3A4 substrate : 0.077
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MEDICINAL CHEMISTRY
QED : 0.324
SAscore : 4.139
Fsp : 0.4
MCE-18 : 87.5
NPscore : 2.482
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.011
H-HT : 0.06
DILI : 0.283
AMES Toxicity : 0.465
Rat Oral Acute Toxicity : 0.128
FDAMDD : 0.022
Skin Sensitization : 0.499
Carcinogencity : 0.761
Eye Corrosion : 0.003
Eye Irritation : 0.049
Respiratory Toxicity : 0.036
Bioconcentration Factor : 0.777
IGC50 : 4.156
LC50FM : 4.295
LC50DM : 5.26
NR-AR : 0.02
NR-AR-LBD: 0.268
NR-AhR : 0.624
NR-Aromatase : 0.797
NR-ER : 0.158
NR-ER-LBD : 0.014
NR-PPAR-gamma : 0.828
SR-ARE : 0.137
SR-ATAD5 : 0.155
SR-HSE : 0.673
SR-MMP : 0.321
SR-p53 : 0.396
Acute/Aquatic Toxicity Rule : 3
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 : 9.467
t1/2 : 0.509
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