Canonical Smiles : COC1=C(C=CC(=C1)CC(CO)C(CC2=CC(=C(C=C2)O)OC)CO)O
Inchi Key : PUETUDUXMCLALY-HOTGVXAUSA-N
IUPAC : (2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol
Pubchem ID : 65373
Smiles : COc1cc(CC(CO)C(CO)Cc2ccc(O)c(OC)c2)ccc1O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 362.17
Volume : 374.286
Density : 0.968
nHA : 6
nHD : 4
nRot : 9
nRing : 2
Max Ring : 6
nHet: 6
fChar : 0
nRig : 12
Flexibility : 0.75
Stereo Centers : 2
TPSA : 99.38
logS : -2.936
logP: 1.589
logD7.4 : 2.133
ABSORPTION
Caco-2 Permeability : -4.557
MDCK Permeability : 0.00000735158
Pgp-inhibitor : 0.003
Pgp-substrate : 0.074
HIA : 0.459
F20% : 0.613
F30% : 0.053
DISTRIBUTION
PPB : 0.918779
VD : 0.601
BBB Penetration : 0.039
Fu : 0.0525959
METABOLISM
CYP 1A2 inhibitor : 0.487
CYP 1A2 substrate : 0.939
CYP 2C19 inhibitor : 0.132
CYP 2C19 substrate : 0.764
CYP 2C9 inhibitor : 0.258
CYP 2C9 substrate : 0.807
CYP 2D6 inhibitor : 0.608
CYP 2D6 substrate : 0.922
CYP 3A4 inhibitor : 0.548
CYP 3A4 substrate : 0.757
|
|
MEDICINAL CHEMISTRY
QED : 0.545
SAscore : 3.112
Fsp : 0.4
MCE-18 : 28
NPscore : 0.765
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.091
H-HT : 0.223
DILI : 0.084
AMES Toxicity : 0.089
Rat Oral Acute Toxicity : 0.023
FDAMDD : 0.103
Skin Sensitization : 0.736
Carcinogencity : 0.075
Eye Corrosion : 0.003
Eye Irritation : 0.387
Respiratory Toxicity : 0.033
Bioconcentration Factor : 1.231
IGC50 : 4.323
LC50FM : 4.127
LC50DM : 5.198
NR-AR : 0.288
NR-AR-LBD: 0.071
NR-AhR : 0.273
NR-Aromatase : 0.8
NR-ER : 0.15
NR-ER-LBD : 0.046
NR-PPAR-gamma : 0.016
SR-ARE : 0.422
SR-ATAD5 : 0.177
SR-HSE : 0.678
SR-MMP : 0.617
SR-p53 : 0.217
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 14.552
t1/2 : 0.915
|