Canonical Smiles : C1C(Oc2=Cc(=Cc(=C2C1=O)O)O)C3=Cc(=C(C(=C3)Oc4C(C(C(C(O4)Co)O)O)O)O)O
Inchi Key : Snffbroyedwrgb-Nhxqfoetsa-N
IUPAC : (2S)-2-[3,4-Dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyphenyl]-5,7-Dihydroxy-2,3-Dihydrochromen-4-One
Pubchem ID : 174157
Smiles : O=C1CC(c2cc(O)c(O)c(OC3OC(CO)C(O)C(O)C3O)c2)Oc2cc(O)cc(O)c21
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 466.11
Volume : 424.574
Density : 1.098
nHA : 12
nHD : 8
nRot : 4
nRing : 4
Max Ring : 10
nHet: 12
fChar : 0
nRig : 24
Flexibility : 0.167
Stereo Centers : 6
TPSA : 206.6
logS : -3.299
logP: -0.522
logD7.4 : 0.281
ABSORPTION
Caco-2 Permeability : -6.607
MDCK Permeability : 0.0000148049
Pgp-inhibitor : 0.002
Pgp-substrate : 0.458
HIA : 0.893
F20% : 0.826
F30% : 1
DISTRIBUTION
PPB : 0.856532
VD : 0.775
BBB Penetration : 0.242
Fu : 0.178806
METABOLISM
CYP 1A2 inhibitor : 0.023
CYP 1A2 substrate : 0.033
CYP 2C19 inhibitor : 0.015
CYP 2C19 substrate : 0.055
CYP 2C9 inhibitor : 0.007
CYP 2C9 substrate : 0.272
CYP 2D6 inhibitor : 0.031
CYP 2D6 substrate : 0.192
CYP 3A4 inhibitor : 0.058
CYP 3A4 substrate : 0.053
|
|
MEDICINAL CHEMISTRY
QED : 0.266
SAscore : 4.262
Fsp : 0.381
MCE-18 : 94.034
NPscore : 2.497
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.11
H-HT : 0.147
DILI : 0.957
AMES Toxicity : 0.691
Rat Oral Acute Toxicity : 0.263
FDAMDD : 0.041
Skin Sensitization : 0.819
Carcinogencity : 0.21
Eye Corrosion : 0.003
Eye Irritation : 0.019
Respiratory Toxicity : 0.054
Bioconcentration Factor : 0.771
IGC50 : 4.186
LC50FM : 5.731
LC50DM : 5.572
NR-AR : 0.011
NR-AR-LBD: 0.361
NR-AhR : 0.777
NR-Aromatase : 0.183
NR-ER : 0.283
NR-ER-LBD : 0.02
NR-PPAR-gamma : 0.947
SR-ARE : 0.379
SR-ATAD5 : 0.318
SR-HSE : 0.656
SR-MMP : 0.854
SR-p53 : 0.604
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 13
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 7.893
t1/2 : 0.756
|