Canonical Smiles : COC1=C(C=CC(=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O
Inchi Key : AAGCATAPYOEULE-LHHMAMHXSA-N
IUPAC : (3R,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one
Pubchem ID : 486612
Smiles : COc1cc(CC2COC(=O)C2Cc2ccc(OC3OC(CO)C(O)C(O)C3O)c(OC)c2)ccc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 520.19
Volume : 502.264
Density : 1.036
nHA : 11
nHD : 5
nRot : 9
nRing : 4
Max Ring : 6
nHet: 11
fChar : 0
nRig : 24
Flexibility : 0.375
Stereo Centers : 7
TPSA : 164.37
logS : -3.239
logP: 0.526
logD7.4 : 1.313
ABSORPTION
Caco-2 Permeability : -5.964
MDCK Permeability : 0.0000570041
Pgp-inhibitor : 0.006
Pgp-substrate : 0.144
HIA : 0.669
F20% : 0.027
F30% : 0.288
DISTRIBUTION
PPB : 0.827431
VD : 0.419
BBB Penetration : 0.429
Fu : 0.145723
METABOLISM
CYP 1A2 inhibitor : 0.021
CYP 1A2 substrate : 0.254
CYP 2C19 inhibitor : 0.025
CYP 2C19 substrate : 0.819
CYP 2C9 inhibitor : 0.004
CYP 2C9 substrate : 0.48
CYP 2D6 inhibitor : 0.032
CYP 2D6 substrate : 0.831
CYP 3A4 inhibitor : 0.175
CYP 3A4 substrate : 0.25
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MEDICINAL CHEMISTRY
QED : 0.286
SAscore : 4.166
Fsp : 0.5
MCE-18 : 88.667
NPscore : 1.88
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.11
H-HT : 0.25
DILI : 0.403
AMES Toxicity : 0.185
Rat Oral Acute Toxicity : 0.04
FDAMDD : 0.03
Skin Sensitization : 0.06
Carcinogencity : 0.59
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.015
Bioconcentration Factor : 0.931
IGC50 : 4.317
LC50FM : 4.626
LC50DM : 6.13
NR-AR : 0.741
NR-AR-LBD: 0.469
NR-AhR : 0.113
NR-Aromatase : 0.757
NR-ER : 0.111
NR-ER-LBD : 0.057
NR-PPAR-gamma : 0.029
SR-ARE : 0.238
SR-ATAD5 : 0.367
SR-HSE : 0.143
SR-MMP : 0.19
SR-p53 : 0.266
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 6
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 11.114
t1/2 : 0.633
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