Canonical Smiles : COC1=C(C=C(C=C1O)C2C(CC3=C(O2)C(=C(C=C3O)O)C4C(C(OC5=CC(=CC(=C45)O)O)C6=CC=C(C=C6)O)O)O)O
Inchi Key : JPFCOVZKLAXXOE-XBNSMERZSA-N
IUPAC : (3R)-2-(3,5-dihydroxy-4-methoxyphenyl)-8-[(2R,3R,4R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
Pubchem ID : 108065
Smiles : COC1=C(C=C(C=C1O)C2C(CC3=C(O2)C(=C(C=C3O)O)C4C(C(OC5=CC(=CC(=C45)O)O)C6=CC=C(C=C6)O)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 592.16
Volume : 567.238
Density : 1.044
nHA : 12
nHD : 9
nRot : 4
nRing : 6
Max Ring : 10
nHet: 12
fChar : 0
nRig : 34
Flexibility : 0.118
Stereo Centers : 5
TPSA : 209.76
logS : -3.888
logP: 2.252
logD7.4 : 2.415
ABSORPTION
Caco-2 Permeability : -6.715
MDCK Permeability : 0.00000462575
Pgp-inhibitor : 0.031
Pgp-substrate : 0.001
HIA : 0.801
F20% : 0.622
F30% : 0.999
DISTRIBUTION
PPB : 0.916216
VD : 0.499
BBB Penetration : 0.007
Fu : 0.0761832
METABOLISM
CYP 1A2 inhibitor : 0.018
CYP 1A2 substrate : 0.33
CYP 2C19 inhibitor : 0.028
CYP 2C19 substrate : 0.054
CYP 2C9 inhibitor : 0.555
CYP 2C9 substrate : 0.965
CYP 2D6 inhibitor : 0.02
CYP 2D6 substrate : 0.236
CYP 3A4 inhibitor : 0.151
CYP 3A4 substrate : 0.726
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MEDICINAL CHEMISTRY
QED : 0.167
SAscore : 4.554
Fsp : 0.226
MCE-18 : 126
NPscore : 2.042
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.065
H-HT : 0.067
DILI : 0.514
AMES Toxicity : 0.17
Rat Oral Acute Toxicity : 0.624
FDAMDD : 0.81
Skin Sensitization : 0.937
Carcinogencity : 0.02
Eye Corrosion : 0.003
Eye Irritation : 0.881
Respiratory Toxicity : 0.037
Bioconcentration Factor : 1.286
IGC50 : 4.781
LC50FM : 6.85
LC50DM : 6.654
NR-AR : 0.003
NR-AR-LBD: 0.147
NR-AhR : 0.668
NR-Aromatase : 0.79
NR-ER : 0.664
NR-ER-LBD : 0.964
NR-PPAR-gamma : 0.937
SR-ARE : 0.524
SR-ATAD5 : 0.056
SR-HSE : 0.906
SR-MMP : 0.942
SR-p53 : 0.682
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 : 1
EXCRETION
CL : 9.721
t1/2 : 0.49
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