Canonical Smiles : C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC=C(C=C5)O)O)O)O)C6=CC=C(C=C6)O)O
Inchi Key : JESPWQGCCOLVKQ-AVFWISQGSA-N
IUPAC : (2R,3S)-2-(4-hydroxyphenyl)-8-[(2R,3S,4S)-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 : 442671
Smiles : C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC=C(C=C5)O)O)O)O)C6=CC=C(C=C6)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 546.15
Volume : 532.362
Density : 1.026
nHA : 10
nHD : 8
nRot : 3
nRing : 6
Max Ring : 10
nHet: 10
fChar : 0
nRig : 34
Flexibility : 0.088
Stereo Centers : 5
TPSA : 180.3
logS : -3.926
logP: 2.827
logD7.4 : 2.672
ABSORPTION
Caco-2 Permeability : -6.533
MDCK Permeability : 0.00000459231
Pgp-inhibitor : 0.064
Pgp-substrate : 0
HIA : 0.871
F20% : 0.864
F30% : 0.999
DISTRIBUTION
PPB : 0.960992
VD : 0.535
BBB Penetration : 0.01
Fu : 0.0412848
METABOLISM
CYP 1A2 inhibitor : 0.018
CYP 1A2 substrate : 0.122
CYP 2C19 inhibitor : 0.1
CYP 2C19 substrate : 0.058
CYP 2C9 inhibitor : 0.776
CYP 2C9 substrate : 0.99
CYP 2D6 inhibitor : 0.167
CYP 2D6 substrate : 0.359
CYP 3A4 inhibitor : 0.2
CYP 3A4 substrate : 0.642
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MEDICINAL CHEMISTRY
QED : 0.189
SAscore : 4.326
Fsp : 0.2
MCE-18 : 120
NPscore : 1.895
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.067
H-HT : 0.051
DILI : 0.366
AMES Toxicity : 0.178
Rat Oral Acute Toxicity : 0.835
FDAMDD : 0.358
Skin Sensitization : 0.918
Carcinogencity : 0.044
Eye Corrosion : 0.003
Eye Irritation : 0.829
Respiratory Toxicity : 0.031
Bioconcentration Factor : 1.222
IGC50 : 5.128
LC50FM : 6.956
LC50DM : 6.627
NR-AR : 0.001
NR-AR-LBD: 0.222
NR-AhR : 0.752
NR-Aromatase : 0.919
NR-ER : 0.809
NR-ER-LBD : 0.974
NR-PPAR-gamma : 0.937
SR-ARE : 0.749
SR-ATAD5 : 0.039
SR-HSE : 0.907
SR-MMP : 0.951
SR-p53 : 0.757
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 5
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 9.923
t1/2 : 0.388
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