Canonical Smiles : C1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)O)O
Inchi Key : HAYLVXFWJCKKDW-IJTBWITGSA-N
IUPAC : 5,6-dihydroxy-2-phenyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
Pubchem ID : 10077207
Smiles : O=c1cc(-c2ccccc2)oc2cc(OC3OC(COC4OC(CO)C(O)C(O)C4O)C(O)C(O)C3O)c(O)c(O)c12
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 594.16
Volume : 543.527
Density : 1.093
nHA : 15
nHD : 9
nRot : 7
nRing : 5
Max Ring : 10
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.233
Stereo Centers : 10
TPSA : 249.2
logS : -2.12
logP: -0.555
logD7.4 : 0.495
ABSORPTION
Caco-2 Permeability : -6.305
MDCK Permeability : 0.0000765674
Pgp-inhibitor : 0.001
Pgp-substrate : 0.934
HIA : 0.977
F20% : 0.941
F30% : 1
DISTRIBUTION
PPB : 0.717555
VD : 0.553
BBB Penetration : 0.374
Fu : 0.230506
METABOLISM
CYP 1A2 inhibitor : 0.007
CYP 1A2 substrate : 0.019
CYP 2C19 inhibitor : 0.005
CYP 2C19 substrate : 0.063
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.137
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.141
CYP 3A4 inhibitor : 0.002
CYP 3A4 substrate : 0.004
|
|
MEDICINAL CHEMISTRY
QED : 0.133
SAscore : 4.636
Fsp : 0.444
MCE-18 : 115.923
NPscore : 1.677
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.07
H-HT : 0.048
DILI : 0.964
AMES Toxicity : 0.579
Rat Oral Acute Toxicity : 0.047
FDAMDD : 0.002
Skin Sensitization : 0.041
Carcinogencity : 0.28
Eye Corrosion : 0.003
Eye Irritation : 0.005
Respiratory Toxicity : 0.014
Bioconcentration Factor : 0.787
IGC50 : 3.761
LC50FM : 3.888
LC50DM : 5.466
NR-AR : 0.029
NR-AR-LBD: 0.5
NR-AhR : 0.782
NR-Aromatase : 0.906
NR-ER : 0.151
NR-ER-LBD : 0.133
NR-PPAR-gamma : 0.956
SR-ARE : 0.353
SR-ATAD5 : 0.797
SR-HSE : 0.295
SR-MMP : 0.391
SR-p53 : 0.815
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.163
t1/2 : 0.335
|