Canonical Smiles : Coc1=C(C=C(C=C1)C2C3Coc(C3Co2)C4=C(C=C(C=C4)Oc5C(C(C(C(O5)Co)O)O)O)Oc)Oc
Inchi Key : Ztizexuieblybl-Iszfvdqssa-N
IUPAC : (2S,3R,4S,5S,6R)-2-[4-[(3R,3Ar,6S,6Ar)-3-(3,4-Dimethoxyphenyl)-1,3,3A,4,6,6A-Hexahydrofuro[3,4-C]Furan-6-Yl]-3-Methoxyphenoxy]-6-(Hydroxymethyl)Oxane-3,4,5-Triol
Pubchem ID : 24721571
Smiles : COc1ccc(C2OCC3C(c4ccc(OC5OC(CO)C(O)C(O)C5O)cc4OC)OCC23)cc1OC
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 534.21
Volume : 513.64
Density : 1.04
nHA : 11
nHD : 4
nRot : 8
nRing : 5
Max Ring : 8
nHet: 11
fChar : 0
nRig : 27
Flexibility : 0.296
Stereo Centers : 9
TPSA : 145.53
logS : -3.284
logP: 0.571
logD7.4 : 1.903
ABSORPTION
Caco-2 Permeability : -5.555
MDCK Permeability : 0.0000654735
Pgp-inhibitor : 0.035
Pgp-substrate : 0.724
HIA : 0.378
F20% : 0.007
F30% : 0.036
DISTRIBUTION
PPB : 0.420035
VD : 0.518
BBB Penetration : 0.197
Fu : 0.198146
METABOLISM
CYP 1A2 inhibitor : 0.004
CYP 1A2 substrate : 0.527
CYP 2C19 inhibitor : 0.008
CYP 2C19 substrate : 0.849
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.321
CYP 2D6 inhibitor : 0.005
CYP 2D6 substrate : 0.806
CYP 3A4 inhibitor : 0.041
CYP 3A4 substrate : 0.306
|
|
MEDICINAL CHEMISTRY
QED : 0.384
SAscore : 4.429
Fsp : 0.556
MCE-18 : 105.714
NPscore : 1.466
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.188
H-HT : 0.128
DILI : 0.348
AMES Toxicity : 0.268
Rat Oral Acute Toxicity : 0.15
FDAMDD : 0.104
Skin Sensitization : 0.036
Carcinogencity : 0.762
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.037
Bioconcentration Factor : 1.617
IGC50 : 4.491
LC50FM : 5.667
LC50DM : 6.748
NR-AR : 0.652
NR-AR-LBD: 0.231
NR-AhR : 0.044
NR-Aromatase : 0.826
NR-ER : 0.113
NR-ER-LBD : 0.276
NR-PPAR-gamma : 0.004
SR-ARE : 0.193
SR-ATAD5 : 0.835
SR-HSE : 0.03
SR-MMP : 0.168
SR-p53 : 0.686
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 : 0
EXCRETION
CL : 3.004
t1/2 : 0.109
|