Canonical Smiles : C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C(=C5)O)O)O)O)O)O)C6=CC(=C(C(=C6)O)O)O)O
Inchi Key : RTEDIEITOBJPNI-UHFFFAOYSA-N
IUPAC : 2-(3,4,5-trihydroxyphenyl)-8-[3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
Pubchem ID : 5089687
Smiles : Oc1cc(O)c2c(c1)OC(c1cc(O)c(O)c(O)c1)C(O)C2c1c(O)cc(O)c2c1OC(c1cc(O)c(O)c(O)c1)C(O)C2
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 610.13
Volume : 567.523
Density : 1.075
nHA : 14
nHD : 12
nRot : 3
nRing : 6
Max Ring : 10
nHet: 14
fChar : 0
nRig : 34
Flexibility : 0.088
Stereo Centers : 5
TPSA : 261.22
logS : -3.823
logP: 1.331
logD7.4 : 0.75
ABSORPTION
Caco-2 Permeability : -6.943
MDCK Permeability : 0.00000394326
Pgp-inhibitor : 0.021
Pgp-substrate : 0
HIA : 0.986
F20% : 0.997
F30% : 1
DISTRIBUTION
PPB : 0.822854
VD : 0.556
BBB Penetration : 0.003
Fu : 0.161092
METABOLISM
CYP 1A2 inhibitor : 0.012
CYP 1A2 substrate : 0.084
CYP 2C19 inhibitor : 0.008
CYP 2C19 substrate : 0.038
CYP 2C9 inhibitor : 0.269
CYP 2C9 substrate : 0.314
CYP 2D6 inhibitor : 0
CYP 2D6 substrate : 0.164
CYP 3A4 inhibitor : 0.036
CYP 3A4 substrate : 0.22
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MEDICINAL CHEMISTRY
QED : 0.149
SAscore : 4.73
Fsp : 0.2
MCE-18 : 133.333
NPscore : 1.878
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 : 0.049
H-HT : 0.094
DILI : 0.677
AMES Toxicity : 0.12
Rat Oral Acute Toxicity : 0.127
FDAMDD : 0.776
Skin Sensitization : 0.976
Carcinogencity : 0.013
Eye Corrosion : 0.003
Eye Irritation : 0.91
Respiratory Toxicity : 0.016
Bioconcentration Factor : 1.127
IGC50 : 4.3
LC50FM : 6.206
LC50DM : 6.124
NR-AR : 0
NR-AR-LBD: 0.035
NR-AhR : 0.606
NR-Aromatase : 0.59
NR-ER : 0.574
NR-ER-LBD : 0.968
NR-PPAR-gamma : 0.892
SR-ARE : 0.347
SR-ATAD5 : 0.053
SR-HSE : 0.909
SR-MMP : 0.928
SR-p53 : 0.573
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 1
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 12.038
t1/2 : 0.689
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