Canonical Smiles : CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(O4)CO)OC(=O)C)O)C5=CC=C(C=C5)O)O)O)O)O
Inchi Key : MNRMSQIWNSFWSH-DQURVDMQSA-N
IUPAC : [(2S,3R,4R,5S)-4-hydroxy-5-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-2-(hydroxymethyl)oxolan-3-yl] acetate
Pubchem ID : 44258970
Smiles : CC(=O)OC1C(CO)OC(Oc2c(-c3ccc(O)cc3)oc3cc(OC4OC(C)C(O)C(O)C4O)cc(O)c3c2=O)C1O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 606.16
Volume : 558.187
Density : 1.086
nHA : 15
nHD : 7
nRot : 8
nRing : 5
Max Ring : 10
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.267
Stereo Centers : 9
TPSA : 235.04
logS : -4.388
logP: 0.013
logD7.4 : 1.557
ABSORPTION
Caco-2 Permeability : -6.295
MDCK Permeability : 0.0000797254
Pgp-inhibitor : 0.004
Pgp-substrate : 0.975
HIA : 0.799
F20% : 0.005
F30% : 0.992
DISTRIBUTION
PPB : 0.760656
VD : 0.609
BBB Penetration : 0.166
Fu : 0.206727
METABOLISM
CYP 1A2 inhibitor : 0.021
CYP 1A2 substrate : 0.029
CYP 2C19 inhibitor : 0.01
CYP 2C19 substrate : 0.061
CYP 2C9 inhibitor : 0.004
CYP 2C9 substrate : 0.294
CYP 2D6 inhibitor : 0.02
CYP 2D6 substrate : 0.143
CYP 3A4 inhibitor : 0.028
CYP 3A4 substrate : 0.021
|
|
MEDICINAL CHEMISTRY
QED : 0.167
SAscore : 4.642
Fsp : 0.429
MCE-18 : 117.3
NPscore : 2.16
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.012
H-HT : 0.284
DILI : 0.984
AMES Toxicity : 0.707
Rat Oral Acute Toxicity : 0.038
FDAMDD : 0.008
Skin Sensitization : 0.017
Carcinogencity : 0.699
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.011
Bioconcentration Factor : 0.823
IGC50 : 4.084
LC50FM : 5.887
LC50DM : 5.708
NR-AR : 0.28
NR-AR-LBD: 0.599
NR-AhR : 0.785
NR-Aromatase : 0.934
NR-ER : 0.14
NR-ER-LBD : 0.018
NR-PPAR-gamma : 0.947
SR-ARE : 0.215
SR-ATAD5 : 0.662
SR-HSE : 0.119
SR-MMP : 0.57
SR-p53 : 0.904
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.605
t1/2 : 0.322
|