Canonical Smiles : C1C(C(OC2=C1C(=C(C(=C2)O)C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)C6=CC(=C(C=C6)O)O)O
Inchi Key : GMISZFQPFDAPGI-CVJZBMGUSA-N
IUPAC : (2R,3R)-2-(3,4-dihydroxyphenyl)-6-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
Pubchem ID : 124017
Smiles : Oc1cc(O)c2c(c1)OC(c1ccc(O)c(O)c1)C(O)C2c1c(O)cc2c(c1O)CC(O)C(c1ccc(O)c(O)c1)O2
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 578.14
Volume : 549.942
Density : 1.051
nHA : 12
nHD : 10
nRot : 3
nRing : 6
Max Ring : 10
nHet: 12
fChar : 0
nRig : 34
Flexibility : 0.088
Stereo Centers : 5
TPSA : 220.76
logS : -3.796
logP: 1.844
logD7.4 : 1.425
ABSORPTION
Caco-2 Permeability : -6.822
MDCK Permeability : 0.00000431357
Pgp-inhibitor : 0.04
Pgp-substrate : 0
HIA : 0.972
F20% : 0.953
F30% : 1
DISTRIBUTION
PPB : 0.901687
VD : 0.437
BBB Penetration : 0.005
Fu : 0.0712699
METABOLISM
CYP 1A2 inhibitor : 0.012
CYP 1A2 substrate : 0.13
CYP 2C19 inhibitor : 0.021
CYP 2C19 substrate : 0.047
CYP 2C9 inhibitor : 0.541
CYP 2C9 substrate : 0.843
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.23
CYP 3A4 inhibitor : 0.065
CYP 3A4 substrate : 0.483
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MEDICINAL CHEMISTRY
QED : 0.159
SAscore : 4.527
Fsp : 0.2
MCE-18 : 126.667
NPscore : 1.861
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.012
H-HT : 0.069
DILI : 0.678
AMES Toxicity : 0.33
Rat Oral Acute Toxicity : 0.532
FDAMDD : 0.321
Skin Sensitization : 0.954
Carcinogencity : 0.038
Eye Corrosion : 0.003
Eye Irritation : 0.898
Respiratory Toxicity : 0.021
Bioconcentration Factor : 1.195
IGC50 : 4.88
LC50FM : 6.417
LC50DM : 6.382
NR-AR : 0.001
NR-AR-LBD: 0.088
NR-AhR : 0.649
NR-Aromatase : 0.818
NR-ER : 0.578
NR-ER-LBD : 0.952
NR-PPAR-gamma : 0.931
SR-ARE : 0.596
SR-ATAD5 : 0.076
SR-HSE : 0.935
SR-MMP : 0.94
SR-p53 : 0.653
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 12.504
t1/2 : 0.592
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