Canonical Smiles : C1=Cc(=C(C=C1C=Cc(=O)C2=C(C=C(C=C2)Oc3C(C(C(C(O3)Co)O)O)O)O)Oc4C(C(C(C(O4)Co)O)O)O)O
Inchi Key : Xotwndiaaitukr-Kuuxhjtosa-N
IUPAC : (E)-1-[2-Hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyphenyl]-3-[4-Hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxyphenyl]Prop-2-En-1-One
Pubchem ID : 5281256
Smiles : O=C(C=Cc1ccc(O)c(OC2OC(CO)C(O)C(O)C2O)c1)c1ccc(OC2OC(CO)C(O)C(O)C2O)cc1O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 596.17
Volume : 552.084
Density : 1.08
nHA : 15
nHD : 10
nRot : 9
nRing : 4
Max Ring : 6
nHet: 15
fChar : 0
nRig : 26
Flexibility : 0.346
Stereo Centers : 10
TPSA : 256.29
logS : -2.123
logP: -1.041
logD7.4 : 0.216
ABSORPTION
Caco-2 Permeability : -6.449
MDCK Permeability : 0.0000867676
Pgp-inhibitor : 0.001
Pgp-substrate : 0.969
HIA : 0.967
F20% : 0.658
F30% : 1
DISTRIBUTION
PPB : 0.830468
VD : 0.463
BBB Penetration : 0.567
Fu : 0.0945722
METABOLISM
CYP 1A2 inhibitor : 0.03
CYP 1A2 substrate : 0.011
CYP 2C19 inhibitor : 0.006
CYP 2C19 substrate : 0.059
CYP 2C9 inhibitor : 0
CYP 2C9 substrate : 0.184
CYP 2D6 inhibitor : 0.004
CYP 2D6 substrate : 0.197
CYP 3A4 inhibitor : 0.012
CYP 3A4 substrate : 0.005
|
|
MEDICINAL CHEMISTRY
QED : 0.105
SAscore : 4.583
Fsp : 0.444
MCE-18 : 101.872
NPscore : 1.226
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 4
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.031
H-HT : 0.079
DILI : 0.877
AMES Toxicity : 0.672
Rat Oral Acute Toxicity : 0.067
FDAMDD : 0.009
Skin Sensitization : 0.031
Carcinogencity : 0.773
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.031
Bioconcentration Factor : 0.747
IGC50 : 4.584
LC50FM : 5.619
LC50DM : 5.411
NR-AR : 0.031
NR-AR-LBD: 0.554
NR-AhR : 0.582
NR-Aromatase : 0.838
NR-ER : 0.177
NR-ER-LBD : 0.194
NR-PPAR-gamma : 0.328
SR-ARE : 0.266
SR-ATAD5 : 0.773
SR-HSE : 0.682
SR-MMP : 0.51
SR-p53 : 0.807
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 7
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.515
t1/2 : 0.407
|