Canonical Smiles : CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=C(C=C5)OC)O)CO)O)O)O)O)O
Inchi Key : NLAWPKPYBMEWIR-SKYQDXIQSA-N
IUPAC : (2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one
Pubchem ID : 442456
Smiles : CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC=C(C=C5)OC)O)CO)O)O)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 594.19
Volume : 554.67
Density : 1.071
nHA : 14
nHD : 7
nRot : 7
nRing : 5
Max Ring : 10
nHet: 14
fChar : 0
nRig : 30
Flexibility : 0.233
Stereo Centers : 11
TPSA : 214.06
logS : -3.782
logP: 0.005
logD7.4 : 1.42
ABSORPTION
Caco-2 Permeability : -6.419
MDCK Permeability : 0.000115136
Pgp-inhibitor : 0.002
Pgp-substrate : 0.988
HIA : 0.942
F20% : 0.008
F30% : 0.998
DISTRIBUTION
PPB : 0.70559
VD : 0.416
BBB Penetration : 0.355
Fu : 0.178102
METABOLISM
CYP 1A2 inhibitor : 0.004
CYP 1A2 substrate : 0.055
CYP 2C19 inhibitor : 0.017
CYP 2C19 substrate : 0.512
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.469
CYP 2D6 inhibitor : 0.017
CYP 2D6 substrate : 0.259
CYP 3A4 inhibitor : 0.018
CYP 3A4 substrate : 0.09
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MEDICINAL CHEMISTRY
QED : 0.208
SAscore : 4.686
Fsp : 0.536
MCE-18 : 117.419
NPscore : 2.087
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.023
H-HT : 0.105
DILI : 0.953
AMES Toxicity : 0.391
Rat Oral Acute Toxicity : 0.16
FDAMDD : 0.014
Skin Sensitization : 0.023
Carcinogencity : 0.871
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.058
Bioconcentration Factor : 0.925
IGC50 : 4.669
LC50FM : 6.776
LC50DM : 6.012
NR-AR : 0.134
NR-AR-LBD: 0.427
NR-AhR : 0.5
NR-Aromatase : 0.659
NR-ER : 0.135
NR-ER-LBD : 0.034
NR-PPAR-gamma : 0.911
SR-ARE : 0.159
SR-ATAD5 : 0.76
SR-HSE : 0.025
SR-MMP : 0.422
SR-p53 : 0.567
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.498
t1/2 : 0.117
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