Canonical Smiles : COC1=CC(=CC2=C1C(=O)CC(O2)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O
Inchi Key : YKLXLXHFKNDXOH-YMTXFHFDSA-N
IUPAC : (2S)-2-(4-hydroxyphenyl)-5-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
Pubchem ID : 184173
Smiles : COc1cc(OC2OC(CO)C(O)C(O)C2O)cc2c1C(=O)CC(c1ccc(O)cc1)O2
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 448.14
Volume : 424.289
Density : 1.056
nHA : 10
nHD : 5
nRot : 5
nRing : 4
Max Ring : 10
nHet: 10
fChar : 0
nRig : 24
Flexibility : 0.208
Stereo Centers : 6
TPSA : 155.14
logS : -3.494
logP: -0.135
logD7.4 : 1.173
ABSORPTION
Caco-2 Permeability : -6.27
MDCK Permeability : 0.0000410615
Pgp-inhibitor : 0.002
Pgp-substrate : 0.538
HIA : 0.782
F20% : 0.009
F30% : 0.99
DISTRIBUTION
PPB : 0.721146
VD : 0.59
BBB Penetration : 0.586
Fu : 0.172633
METABOLISM
CYP 1A2 inhibitor : 0.021
CYP 1A2 substrate : 0.078
CYP 2C19 inhibitor : 0.029
CYP 2C19 substrate : 0.623
CYP 2C9 inhibitor : 0.009
CYP 2C9 substrate : 0.755
CYP 2D6 inhibitor : 0.038
CYP 2D6 substrate : 0.371
CYP 3A4 inhibitor : 0.028
CYP 3A4 substrate : 0.174
|
|
MEDICINAL CHEMISTRY
QED : 0.431
SAscore : 3.97
Fsp : 0.409
MCE-18 : 86.29
NPscore : 2.037
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.026
H-HT : 0.078
DILI : 0.893
AMES Toxicity : 0.426
Rat Oral Acute Toxicity : 0.136
FDAMDD : 0.018
Skin Sensitization : 0.055
Carcinogencity : 0.927
Eye Corrosion : 0.003
Eye Irritation : 0.012
Respiratory Toxicity : 0.107
Bioconcentration Factor : 0.806
IGC50 : 4.668
LC50FM : 6.512
LC50DM : 5.912
NR-AR : 0.044
NR-AR-LBD: 0.328
NR-AhR : 0.789
NR-Aromatase : 0.233
NR-ER : 0.167
NR-ER-LBD : 0.01
NR-PPAR-gamma : 0.844
SR-ARE : 0.133
SR-ATAD5 : 0.481
SR-HSE : 0.103
SR-MMP : 0.61
SR-p53 : 0.691
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 3
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 6.086
t1/2 : 0.271
|