Canonical Smiles : COC1=CC(=CC2=C1OC(C2CO)C3=CC(=C(C=C3)OC(CO)C(C4=CC(=C(C=C4)O)OC)O)OC)CCCO
Inchi Key : VACMQIXGPUCTNV-UHFFFAOYSA-N
IUPAC : 1-(4-hydroxy-3-methoxyphenyl)-2-[4-[3-(hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy]propane-1,3-diol
Pubchem ID : 101648314
Smiles : COc1cc(C(O)C(CO)Oc2ccc(C3Oc4c(OC)cc(CCCO)cc4C3CO)cc2OC)ccc1O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 556.23
Volume : 557.384
Density : 0.998
nHA : 10
nHD : 5
nRot : 13
nRing : 4
Max Ring : 9
nHet: 10
fChar : 0
nRig : 22
Flexibility : 0.591
Stereo Centers : 4
TPSA : 147.3
logS : -3.899
logP: 1.764
logD7.4 : 2.383
ABSORPTION
Caco-2 Permeability : -5.434
MDCK Permeability : 0.0000145671
Pgp-inhibitor : 0.858
Pgp-substrate : 0.036
HIA : 0.265
F20% : 0.006
F30% : 0.004
DISTRIBUTION
PPB : 0.769661
VD : 1.027
BBB Penetration : 0.149
Fu : 0.127213
METABOLISM
CYP 1A2 inhibitor : 0.013
CYP 1A2 substrate : 0.571
CYP 2C19 inhibitor : 0.036
CYP 2C19 substrate : 0.864
CYP 2C9 inhibitor : 0.125
CYP 2C9 substrate : 0.718
CYP 2D6 inhibitor : 0.07
CYP 2D6 substrate : 0.851
CYP 3A4 inhibitor : 0.842
CYP 3A4 substrate : 0.925
|
|
MEDICINAL CHEMISTRY
QED : 0.213
SAscore : 4.023
Fsp : 0.4
MCE-18 : 80.476
NPscore : 1.526
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.113
H-HT : 0.162
DILI : 0.162
AMES Toxicity : 0.088
Rat Oral Acute Toxicity : 0.369
FDAMDD : 0.307
Skin Sensitization : 0.188
Carcinogencity : 0.041
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.006
Bioconcentration Factor : 1.253
IGC50 : 4.474
LC50FM : 6.085
LC50DM : 6.804
NR-AR : 0.727
NR-AR-LBD: 0.173
NR-AhR : 0.418
NR-Aromatase : 0.634
NR-ER : 0.178
NR-ER-LBD : 0.013
NR-PPAR-gamma : 0.795
SR-ARE : 0.379
SR-ATAD5 : 0.143
SR-HSE : 0.571
SR-MMP : 0.749
SR-p53 : 0.551
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 6
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 8.236
t1/2 : 0.531
|