Canonical Smiles : C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C(=C6)O)O)O)O
Inchi Key : YJMNEZANCYQLJR-QKFRQTJPSA-N
IUPAC : (2R,3R)-8-[(2R,3S,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
Pubchem ID : 11699925
Smiles : Oc1cc(O)c2c(c1)OC(c1ccc(O)c(O)c1)C(O)C2c1c(O)cc(O)c2c1OC(c1cc(O)c(O)c(O)c1)C(O)C2
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 594.14
Volume : 558.733
Density : 1.063
nHA : 13
nHD : 11
nRot : 3
nRing : 6
Max Ring : 10
nHet: 13
fChar : 0
nRig : 34
Flexibility : 0.088
Stereo Centers : 5
TPSA : 240.99
logS : -3.875
logP: 1.56
logD7.4 : 1.086
ABSORPTION
Caco-2 Permeability : -6.868
MDCK Permeability : 0.00000414718
Pgp-inhibitor : 0.03
Pgp-substrate : 0
HIA : 0.977
F20% : 0.987
F30% : 1
DISTRIBUTION
PPB : 0.854198
VD : 0.483
BBB Penetration : 0.004
Fu : 0.113085
METABOLISM
CYP 1A2 inhibitor : 0.014
CYP 1A2 substrate : 0.103
CYP 2C19 inhibitor : 0.014
CYP 2C19 substrate : 0.042
CYP 2C9 inhibitor : 0.396
CYP 2C9 substrate : 0.611
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.193
CYP 3A4 inhibitor : 0.049
CYP 3A4 substrate : 0.317
|
|
MEDICINAL CHEMISTRY
QED : 0.153
SAscore : 4.625
Fsp : 0.2
MCE-18 : 130
NPscore : 2.092
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.029
H-HT : 0.075
DILI : 0.741
AMES Toxicity : 0.187
Rat Oral Acute Toxicity : 0.297
FDAMDD : 0.662
Skin Sensitization : 0.967
Carcinogencity : 0.019
Eye Corrosion : 0.003
Eye Irritation : 0.906
Respiratory Toxicity : 0.019
Bioconcentration Factor : 1.158
IGC50 : 4.584
LC50FM : 6.378
LC50DM : 6.224
NR-AR : 0.001
NR-AR-LBD: 0.059
NR-AhR : 0.619
NR-Aromatase : 0.68
NR-ER : 0.588
NR-ER-LBD : 0.968
NR-PPAR-gamma : 0.901
SR-ARE : 0.416
SR-ATAD5 : 0.048
SR-HSE : 0.921
SR-MMP : 0.922
SR-p53 : 0.589
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 1
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 2
EXCRETION
CL : 12.638
t1/2 : 0.657
|