Canonical Smiles : CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CC4=C(C=C(C=C4)O)OC(=O)C=C3C5=CC=C(C=C5)O)O)O)O)O)O)O
Inchi Key : LRFHJRYHICUNML-WAHMGNLFSA-N
IUPAC : (3Z)-9-hydroxy-4-(4-hydroxyphenyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,6-dihydro-1-benzoxocin-2-one
Pubchem ID : 145874208
Smiles : CC1OC(OCC2OC(OC3=C(c4ccc(O)cc4)CC(=O)Oc4cc(O)ccc4C3)C(O)C(O)C2O)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 606.19
Volume : 569.329
Density : 1.065
nHA : 14
nHD : 8
nRot : 6
nRing : 5
Max Ring : 12
nHet: 14
fChar : 0
nRig : 32
Flexibility : 0.188
Stereo Centers : 10
TPSA : 225.06
logS : -2.06
logP: -0.467
logD7.4 : 0.956
ABSORPTION
Caco-2 Permeability : -6.349
MDCK Permeability : 0.00010231
Pgp-inhibitor : 0.001
Pgp-substrate : 0.995
HIA : 0.957
F20% : 0.079
F30% : 0.996
DISTRIBUTION
PPB : 0.731701
VD : 0.327
BBB Penetration : 0.3
Fu : 0.261768
METABOLISM
CYP 1A2 inhibitor : 0.006
CYP 1A2 substrate : 0.014
CYP 2C19 inhibitor : 0.012
CYP 2C19 substrate : 0.061
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.905
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.143
CYP 3A4 inhibitor : 0.016
CYP 3A4 substrate : 0.048
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MEDICINAL CHEMISTRY
QED : 0.146
SAscore : 4.972
Fsp : 0.483
MCE-18 : 117.419
NPscore : 1.652
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.015
H-HT : 0.05
DILI : 0.935
AMES Toxicity : 0.311
Rat Oral Acute Toxicity : 0.144
FDAMDD : 0.003
Skin Sensitization : 0.295
Carcinogencity : 0.274
Eye Corrosion : 0.003
Eye Irritation : 0.004
Respiratory Toxicity : 0.021
Bioconcentration Factor : 0.541
IGC50 : 4.535
LC50FM : 5.152
LC50DM : 5.301
NR-AR : 0.573
NR-AR-LBD: 0.556
NR-AhR : 0.419
NR-Aromatase : 0.186
NR-ER : 0.28
NR-ER-LBD : 0.111
NR-PPAR-gamma : 0.673
SR-ARE : 0.087
SR-ATAD5 : 0.31
SR-HSE : 0.126
SR-MMP : 0.495
SR-p53 : 0.639
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 3
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.297
t1/2 : 0.445
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