Canonical Smiles : C1=Cc(=Cc=C1C2=Cc(=O)C3=C(C=C(C=C3O2)Oc4C(C(C(C(O4)C(=O)O)O)O)Oc5C(C(C(C(O5)C(=O)O)O)O)O)O)O
Inchi Key : Sjftvaahlrfbst-Dbfweqbmsa-N
IUPAC : (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-6-Carboxy-4,5-Dihydroxy-2-[5-Hydroxy-2-(4-Hydroxyphenyl)-4-Oxochromen-7-Yl]Oxyoxan-3-Yl]Oxy-3,4,5-Trihydroxyoxane-2-Carboxylic Acid
Pubchem ID : 5488004
Smiles : O=C(O)C1OC(OC2C(Oc3cc(O)c4c(=O)cc(-c5ccc(O)cc5)oc4c3)OC(C(=O)O)C(O)C2O)C(O)C(O)C1O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 622.12
Volume : 555.835
Density : 1.119
nHA : 17
nHD : 9
nRot : 7
nRing : 5
Max Ring : 10
nHet: 17
fChar : 0
nRig : 32
Flexibility : 0.219
Stereo Centers : 10
TPSA : 283.34
logS : -3.693
logP: 0.028
logD7.4 : 0.768
ABSORPTION
Caco-2 Permeability : -6.813
MDCK Permeability : 0.000085424
Pgp-inhibitor : 0
Pgp-substrate : 0.827
HIA : 0.954
F20% : 0.697
F30% : 1
DISTRIBUTION
PPB : 0.778486
VD : 0.439
BBB Penetration : 0.063
Fu : 0.146239
METABOLISM
CYP 1A2 inhibitor : 0.008
CYP 1A2 substrate : 0.007
CYP 2C19 inhibitor : 0.022
CYP 2C19 substrate : 0.031
CYP 2C9 inhibitor : 0.002
CYP 2C9 substrate : 0.401
CYP 2D6 inhibitor : 0.026
CYP 2D6 substrate : 0.089
CYP 3A4 inhibitor : 0.013
CYP 3A4 substrate : 0
|
|
MEDICINAL CHEMISTRY
QED : 0.138
SAscore : 4.737
Fsp : 0.37
MCE-18 : 123.919
NPscore : 1.565
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.015
H-HT : 0.183
DILI : 0.983
AMES Toxicity : 0.018
Rat Oral Acute Toxicity : 0.096
FDAMDD : 0.001
Skin Sensitization : 0.009
Carcinogencity : 0.057
Eye Corrosion : 0.003
Eye Irritation : 0.005
Respiratory Toxicity : 0.019
Bioconcentration Factor : 0.299
IGC50 : 3.476
LC50FM : 4.031
LC50DM : 5.035
NR-AR : 0.019
NR-AR-LBD: 0.476
NR-AhR : 0.379
NR-Aromatase : 0.626
NR-ER : 0.247
NR-ER-LBD : 0.043
NR-PPAR-gamma : 0.95
SR-ARE : 0.112
SR-ATAD5 : 0.772
SR-HSE : 0.03
SR-MMP : 0.119
SR-p53 : 0.516
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 : 0.866
t1/2 : 0.646
|