Canonical Smiles : Cc1C(C(C(C(O1)Occ2C(C(C(C(O2)Oc3=C(Oc4=Cc(=Cc(=C4C3=O)O)O)C5=Cc(=C(C=C5)O)Oc)O)O)O)O)O)O
Inchi Key : Uidglyunouklbm-Gebjfkncsa-N
IUPAC : 5,7-Dihydroxy-2-(4-Hydroxy-3-Methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxymethyl]Oxan-2-Yl]Oxychromen-4-One
Pubchem ID : 5481663
Smiles : COc1cc(-c2oc3cc(O)cc(O)c3c(=O)c2OC2OC(COC3OC(C)C(O)C(O)C3O)C(O)C(O)C2O)ccc1O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 624.17
Volume : 569.614
Density : 1.096
nHA : 16
nHD : 9
nRot : 7
nRing : 5
Max Ring : 10
nHet: 16
fChar : 0
nRig : 30
Flexibility : 0.233
Stereo Centers : 10
TPSA : 258.43
logS : -4.032
logP: -0.535
logD7.4 : 1.122
ABSORPTION
Caco-2 Permeability : -6.298
MDCK Permeability : 0.0000418357
Pgp-inhibitor : 0.002
Pgp-substrate : 0.991
HIA : 0.927
F20% : 0.047
F30% : 0.997
DISTRIBUTION
PPB : 0.792273
VD : 0.696
BBB Penetration : 0.154
Fu : 0.234723
METABOLISM
CYP 1A2 inhibitor : 0.01
CYP 1A2 substrate : 0.06
CYP 2C19 inhibitor : 0.01
CYP 2C19 substrate : 0.06
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.388
CYP 2D6 inhibitor : 0.009
CYP 2D6 substrate : 0.18
CYP 3A4 inhibitor : 0.011
CYP 3A4 substrate : 0.006
|
|
MEDICINAL CHEMISTRY
QED : 0.147
SAscore : 4.749
Fsp : 0.464
MCE-18 : 122.073
NPscore : 1.934
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.019
H-HT : 0.082
DILI : 0.979
AMES Toxicity : 0.82
Rat Oral Acute Toxicity : 0.036
FDAMDD : 0.012
Skin Sensitization : 0.018
Carcinogencity : 0.065
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.018
Bioconcentration Factor : 0.98
IGC50 : 3.951
LC50FM : 4.848
LC50DM : 5.694
NR-AR : 0.547
NR-AR-LBD: 0.543
NR-AhR : 0.846
NR-Aromatase : 0.908
NR-ER : 0.175
NR-ER-LBD : 0.038
NR-PPAR-gamma : 0.952
SR-ARE : 0.17
SR-ATAD5 : 0.633
SR-HSE : 0.206
SR-MMP : 0.647
SR-p53 : 0.81
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.375
t1/2 : 0.43
|